22 comments/ 262648 views/ 189 favorites A First, My Friend's Sister Ch. 01 By: johnwhoknew Everyone has a story about his or her first time. Some are good, some are bad, and some are really embarrassing. Some are actually just humdrum and ordinary. My own story is probably one of the ordinary ones. Nothing embarrassing happened. It was enjoyable and fun, but I'm sure I wasn't all that great. In fact, the details are probably too boring to even bother elaborating about. Jeanie Delvecchio, on the other hand, now she has a great story about her first time. And I'm not just saying that because I was involved. Well, more than involved -- I was the one. Still, biased though I may be, it's a great story. And it begins the same way a lot of first time stories begin: long before the actual act. Jeanie and I grew up in a relatively small town. It wasn't a truly tiny place like in the Midwest, but it was a quaint little town on the East Coast, within driving distance of a few big cities. A nice place to raise a family in the heart of suburbia. Growing up there had given us both the values and morals of the good, hard-working American tradition, as well as a rather acute sense of wanderlust and a hunger for adventure. But it was a happy upbringing and we were healthy, good-natured, middle-class American kids. My best friend was Tony Delvecchio, Jeanie's older brother. Tony and I were a year older than Jeanie and a year ahead of her in school. I also had a younger sister, Jocelyn, who was the same age as Jeanie. Our sisters were friendly with one another, but not as close as Tony and I. We were inseparable. We met on the first day of 6th grade. The Delvecchios had just moved in down the street from us less than a month before. Jocelyn and I had noticed that two new kids moved in on our street, but we didn't have time to play with them right away because we took a family vacation and were out of town during the weeks right before school started. Consequently I met Tony while waiting for the bus on the first day of school. Jocelyn and Jeanie met each other later on the bus to elementary school, but Tony and I had to leave for school earlier because we were big, bad 6th-graders. Our friendship began the second we started talking. Tony and I were pretty much of one mind, and that mind mainly revolved around two things: sports and mischief. We weren't malicious kids, just your average punk-ass pre-teens, thinking we were a lot cooler than we actually were. In detentions and on sports teams our friendship grew through the years. The names Jim Stillman and Tony Delvecchio became synonymous, and they always meant hijinks. And all the while Jeanie was there, tagging along with us whenever she could, bearing the brunt of our immature antics. Tony was the typical older brother, taunting and teasing Jeanie in sometimes amusing, yet sometimes cruel, ways. I'm sure I was probably the same way with Jocelyn at times, but most of the time I was pretty nice to Joss. I never saw the fun in picking on my little sister. But Tony tended to be a big pain in Jeanie's ass. I never understood why; I think it was just a deep competitive drive that lurked inside Tony. He always wanted to win, and he always had to try to be the best. I think that attitude carried over to his sister. So he would pick on her relentlessly. But don't get me wrong, he loved her dearly. It was ok for him to tease her, but if anyone else dared cross her, he'd be on your ass in a heartbeat. He had a fiery temper that could be intimidating at times, but since he and I were so close I never really worried about it myself. And, of course, I never crossed Jeanie. Sometimes I'd pick on her in a good-natured, not-too-mean kind of way. But I was never insulting or disrespectful. I think it was this quality in me that originally made Jeanie take a shine to me. We were in our early teens, just beginning to notice members of the opposite sex. At that age, a single year made a huge difference in the way you looked at the opposite gender. For Tony and I, younger girls were essentially invisible. For a girl like Jeanie though, her older brother's friend was probably pretty appealing. So over time it became kind of an ill-disguised secret that Jeanie had a crush on me. Her crush really came as no surprise, especially with the way Tony picked on her. I was constantly defending her and taking her side to protect her from his ribbing; it was only natural that she would start to like me. In opposition to Tony's tormenting ways, I became somewhat of a hero figure. Jeanie was a bit of an awkward girl in her early teens. She wore big, plastic glasses, and she hadn't quite had her growth spurt yet. So she remained shorter than most girls, and a bit flat-chested. Plus, her hair had a natural curl to it that was always difficult to tame. Tony pointed these so-called "faults" out to her on a regular basis, and I'm sure it wreaked havoc on her self-confidence. To her credit though, Jeanie would fight back. She'd throw barbs at Tony, and occasionally a punch or two. She was a tough kid with a lot of fire in her, and it made her very likable and a blast to be around. For my part, I really did genuinely like Jeanie, but, as I said before, younger girls were essentially invisible in a romantic kind of way. But the kid had fire, and it made her appealing, there was no denying that. She needed that fire for so many reasons. She had an older brother who took satisfaction in messing with her, and she had the unfortunate curse of having a unique name. For a kid in your early teens, nothing is worse than having a name like no one else's. Other kids will pick on you and think of the most ridiculous jokes. Jeanie's full name was Francesca Giana Delvecchio. It was a family name from way back and her parents had bestowed that tradition on her. Early on though, she viewed that tradition as a burden. She had abandoned even trying to get any normalcy out of the Francesca name and instead decided to go by a nickname for her middle name. After some time, the Jeanie nickname stuck and it was only on occasion someone would use her full name to poke fun at her. Except her brother, who would constantly call her Frannie, Frankie or any other variation of the formal name she grew to hate. Which was a shame because I always thought it was beautiful. In her adult life she has come to accept her full name, and even embrace it. But back then she saw it as a curse. No matter how hard I tried to convince her otherwise, she insisted she hated the name and never wanted to hear it. Except, of course, from me. Because I had told her how nice I thought it was, even from the first time I'd heard it, she would let me call her Giana. Or sometimes even Francesca as long as no one else was around to hear. And so it remained as we made our way through the years of school, up into high school. Tony's rivalry with his sister remained into our high school years, pathetic as it was. And I was always there to defend her. Her crush on me seemed to subside a bit as we grew older. She still always smiled when I was around, but she didn't always fawn on me with her doe eyes like she did when she was younger. As we matured we just became good friends. Unfortunately, that was all we could ever be. Even if I had started to like Jeanie, there was no way I could ever have dated her. Tony was absolutely against anything and everything about Jeanie having a romantic life. All the boys she dated had to hide. They could never come over to the Delvecchio house when Tony was around for fear of having their asses kicked. For all the tormenting of his younger sister he did, Tony was fiercely protective of her. His job of fending off boys became increasingly difficult as the years went by. Jeanie matured slowly but surely. By her junior year of high school, she had blossomed into a beautiful young woman. She had grown a bit and now stood about five feet, five inches, an average height. She wasn't a particularly tall girl, but she could no longer be called "shortie" by her brother, especially since he was only three or four inches taller than her. She had filled out as well. Her breasts and hips now had curves, and the back of her jeans stuck out in a particularly appealing way. Not that I ever looked, heaven forbid. I knew Tony would kill me if he ever caught me checking her out. Plus, I saw myself as kind of an older brother for her too so I made sure to squash those thoughts as soon as they crossed my mind. It wasn't easy though; Jeanie had become quite gorgeous. Besides her body maturing she also ditched the big glasses for contacts and had settled on a shoulder-length hairstyle that did justice to her cute, round face. And her eyes could absolutely melt you. She had deep brown eyes that sparkled with richness. They had a fiery flare whenever she laughed or got angry. On several occasions during our conversations, I would find myself becoming hypnotized when I looked into them, and had to snap out of my reverie. Any time I ever had a romantic thought about Jeanie, I would mentally chastise myself. "She's off-limits, stupid. Wake up and stop fantasizing. She's Tony's sister, and he'd kill you. Besides, she's practically your sister, dumbass!" This thought process soon became a recurring theme in my head. I kept myself in check pretty well throughout high school. I never so much as placed a finger on her, or made a single romantically-inclined remark. Besides, Jeanie got plenty of attention from the boys so I was certainly the least of anything her brother had to worry about. Jeanie was quite popular in high school, in fact. Probably more popular than even Tony and I were, and that fact drove him insane. Not me. I had long since resigned myself to the fact that both my younger sister and his were pretty much way cooler than we were. I never saw that as a threat or a problem. Good for them, I figured. And it wasn't like Tony and I weren't having fun. Sure, maybe we didn't run with the cool, popular crowd, but we had our share of friends. And we sure as hell had our share of fun. I'd had a couple of girlfriends and I was beginning to search that new realm of discovery. So I never saw the point of messing with Joss or with Jeanie. On the contrary, I was always friendly when I saw them. Practically every day at lunch I would swing by Jeanie's table and whisper, "Hey Francesca," as I dropped a soda or a candy bar on the table in front of her. "Hey James," she would whisper back, knowing full well no one ever called me by my proper name either. It was our little game, and it made our friendship special. Like we had a secret only the two of us shared. Plus, I had my hands full with keeping an eye out for my own sister. She too had blossomed into a gorgeous young woman, and she drew the attention of all sorts of guys. I never really picked on Jocelyn, but I definitely let her know when I didn't approve of a guy she was hanging around with. Soon though, Tony and I were seniors and graduation was upon us. I couldn't believe how our high school years had flown by, but the next thing I knew I was applying for colleges. In the spring of my senior year I opted to attend a state school in the fall about an hour and a half away from our hometown. Tony, however, opted to start working right away. He had spent his summers working at a landscaping company. Not only did he really like the work, he was really good at it. So good, in fact, that he would be made manager of the company just a few years after graduation. He was a hard worker with a smart business mind; the decision was easy for him. He wished me well when I left for college, and of course he visited me often. College girls definitely liked the fact that he actually had money. Most of the guys they met, like me, were pretty much flat broke all of the time. Tony could afford to take girls out to eat for a real meal, and we took full advantage of this fact. Mostly he'd pick up the check and I'd scrape a few bucks together and throw them Tony's way when I could. But it worked. We were always able to find girls willing to double-date with us. Our arrangement was that he was the money, and I was the wit. I would charm the girls, and he'd get the check. That deal was fine with both of us. Tony was always just a bit awkward with the ladies. Having me there to break the ice initially and to keep the conversation flowing smoothly throughout was worth the money, he said. We made a good team. Soon though, my freshman year of college came to an end and I moved back home for the summer. It was mid-May, and I immediately applied to get my old high school job back. I was a waiter at a local Italian restaurant. The family that owned the restaurant was good friends with the Delvecchios and it was Tony's father who'd first gotten me the job. In the beginning, both Tony and I had started out as bus boys when we were 16. Tony got the job with the landscaping company for better money and left soon after, but I stayed and eventually went from bussing to waiting on tables. It was decent money and it did the trick. But soon an adventure was to come my way that I had no way to see coming. When I returned from college it was mid-May and Jeanie and Jocelyn were nearing the end of their high school careers. They had both recently turned 18, and could truly be called women now. Having been away for a year I marveled at how beautiful, smart, and mature they now were. I had to shake my head when I hung out with them, hearing how grown up they had become. Gone were the kid sisters I once knew. I had just eaten dinner with the Delvecchio family one night, when Jeanie approached me out of the blue. I'd only been home a couple of days and Tony and I were planning on going out for the evening. He was upstairs cleaning up before we left when Jeanie popped into the living room where I was lounging on the couch waiting. "Hey James," she teased as she ran into the room and jumped on the couch next to me. She was wearing a pair of tight, black Capri pants that hugged the generous curves of her hips and behind, and a loose-fitting shirt that revealed an almost immodest amount of cleavage as she curled her feet under her and leaned toward me. Her perfume was sweet and delicate in the air.The fleeting thought swept through my mind that this was no little girl anymore, but I pushed it aside. I couldn't let my mind wander like that. "Hey Giana," I teased back, echoing our old joke. "So... um, I've been wanting to ask you something for a while, but I... uhh, don't really know how to." She seemed very ill at ease and she kept biting her lower lip as she talked. I didn't really know what was going on, but she looked so impossibly cute, even in her discomfort, that I had to try to calm her. "What's up, Jeanie? You know you can talk to me about anything." I tried to give my voice a soothing, comforting quality. It was rare to see her uncomfortable about anything, so I wasn't sure what was going on. I put my hand on her forearm to reassure her. Her olive skin was warm and soft to the touch, and I felt a little tremor pass through me when I caressed her. She smiled down at my hand on her arm and seemed to relax a bit. "Well," she said, still smiling, "I'm just going to come right out and say it." She took a deep breath to gather herself. "My senior prom is next Friday, and I would very much like it if you would do me the honor of escorting me." The last part of her question came out rushed and a bit awkwardly and she exhaled sharply after saying it. My jaw dropped open when she said it, but she quickly regained her composure. "What I mean is," she continued, gathering herself, "would you please go with me to my prom?" She smiled hopefully as she asked, shrugging her shoulders slightly in anticipation, and it made my heart melt. Her big brown eyes gazed into mine expectantly, waiting eagerly for my reply. "Oh Giana," I said, somewhat taken aback. I squeezed her arm with my hand. "You know I would love to go with you, I mean, I would be like the luckiest guy in the world." She gave me a huge, wide smile when I said this. "Really?" she asked, her smile beaming. She was an absolute vision to behold as she smiled, as though this moment had been building in her head for quite some time, and she got the answer she'd been longing to hear. "Absolutely. I would be very honored and very lucky. Except..." I let that word hang in the air for a moment, and she gave me a puzzled, expecting look. "Well, I'm not sure your brother would approve." "Oh... right. That." She said it slowly as though she was expecting me to say it, and possibly feared I'd say it too. "What if I told you to just leave the brother thing up to me?" "Well, I guess..." I paused for a moment, thinking. "Hey, what about Jeremy?" I asked, suddenly remembering that the last time I saw her, over Easter, she was still dating Jeremy Gund, a guy in her grade that she had dated for nearly a year. "Yeah, he and I broke up," she said flatly, no emotion whatsoever in her voice. It was clear that that subject matter was closed. "Oh I see. Well, in that case..." I stopped to think for a moment. Somehow I feared this might cause some sort of friction between Tony and I. But the sweet look of anticipation on Jeanie's lovely face warmed my heart, and I put any fears aside. I took both her hands in mine. Something told me that given the past we shared, Jeanie had probably very much been looking forward to this moment. How could I possibly let her down? "I would love to go with you, Giana," I said softly. "Oh my God, are you serious?" she asked sweetly. "Yes, of course." I knew the prom was a very big deal to most girls, and if I could somehow make the evening special and memorable for Jeanie, then I felt I had to do it. I owed her that. At my reply she squealed delightedly and pounced on me, throwing her arms around me and hugging me tightly. I put my arms around her and held her close. "Thank you so much, Jim," she whispered in my ear, "this means a lot to me, it really does." Her breath was warm and soft in my ear, tickling me and sending little waves of arousal through my body. I suddenly became very aware of the sexuality of the creature I held in my arms. For the first time ever, the thoughts I kept censored in my head came crashing forward uncontrollably. Her body was warm pressed against mine, her breasts soft and yielding against my chest. Her hair smelled sweet, and I could sense the warmth of the soft skin on her neck just inches below my lips. I ran my hands down to the small of her back, to where I could already feel the gentle rise of her rounded bottom, and I felt her fingernails dig gently into my own back. Suddenly I was struck by a thought. She wants this. I knew I wasn't imagining things as I felt her exhale a long, warm breath into my neck, sighing contentedly as she did so. Her nails were in my back holding me close to her, and I realized in a heartbeat that I had to stop this. It would be far too easy to let this get out of control and her brother or parents could walk into the living room at any moment. Even just holding Jeanie in this close, tight embrace was more than I should do; it wasn't right. And the temptation to touch her, to feel her soft, supple young body, was becoming more than I could control. I longed to let my hands drop down onto her behind, to squeeze her softness under those skin-tight pants. To let my lips caress her smooth neck, and make a trail of gentle kisses slowly down to her rounded cleavage. But I took control of myself. I ran my hands to her sides and pushed her gently away, regaining my composure. I looked her in the eyes. "You do realize Tony is going to be a real pain in the ass about this, right? I'm worried you'll get your hopes up, just to have him crush them." She ran her hand along my cheek. "Listen, James," she said calmly, "you just let me deal with the pain in the ass Anthony Delvecchio. You made me very happy with what you just said, so my hopes are going to be way up no matter what." After saying this she gave me a wide smile, and leaned in quickly to kiss my cheek. The actual kiss though, was not quick. She placed her lips fully on my cheek and gave it a long, slow kiss, sensual and alluring. Then she pulled back, looked me in the eyes, and whispered simply, "Thank you." A First, My Friend's Sister Ch. 01 "The honor is all mine," I replied sincerely. She bit her lower lip and smiled again, then jumped up off the couch and headed out of the room. She skipped by Tony just as he entered the room. "What's she all giddy about?" he asked snidely. "Isn't she always giddy?" I asked, avoiding the question. "Yeah, I suppose," he replied shortly, but he eyed me warily, almost as though he suspected something was going on. "You finally ready, sweetheart?" I asked, changing the subject. "God, you take longer than a woman, I swear." "Blow it out your ass," he snapped jokingly, but my change of subject worked. We took off and went to hang out with friends. Throughout the night though, my mind kept wandering back to holding Jeanie on that couch. How sweet her hair smelled, how soft and warm her body felt against mine. I knew these thoughts were trouble. Once Tony found out that Jeanie had asked me to the prom he would flip his shit. Hopefully, it wouldn't cause a fight. The next evening after work I again went to the Delvecchio house to hang out with Tony. I hadn't talked to him at all that day and had no idea what drama might await me. Jeanie answered the door when I knocked and immediately leapt into my arms, crushing me with a tight hug. "Hey Giana, how's it going?" I asked, lifting her up in my arms. "Awesome, James, how are you?" she replied, her breath tickling my neck and making my heart flutter. I broke the embrace and set her down, looking sternly into her eyes. "So... did you talk to Tony?" I asked hesitantly. She just lifted her eyebrows, rolled her eyes, and walked into the house, a sure sign that I was in for some shit with Tony. I followed her into the house, ready for the worst. Her parents were in the kitchen talking, and they greeted me after Jeanie yelled, "Tony, Jim is here!" at the top of her voice. Seconds later I heard the loud thumping of Tony coming down the stairs. He met me in the hall and immediately hooked his thumb toward the living room, indicating I should follow him there now, or else. I followed behind him, ready for whatever might come next. When we reached the privacy of the living room, he spun on his heel and whispered fiercely, "So what's this about you and my sister and the prom?" His eyes had a dangerous gleam in them when he asked this. Trying to sound nonchalant about the situation, I answered calmly, "Hey man, it's not a big deal. She asked if I would take her and I said yes. You know how it is, the prom means a lot to girls and I didn't want to disappoint her." "Listen, bro, you better not..." I stopped him before he could continue. "Dude, I'm not going to do anything bad to her. I respect her. And I respect you and your family. I will treat her with dignity, man. I mean, am I worse than some other jackasses she could have chosen to go with?" At this Tony gave me a devious smile. "Actually..." he began. "Don't even say it," I pointed at him menacingly, but smiled to show him I was kidding. "Hey, I know how you are!" he joked back. At that point I knew everything would be ok. "Oh yeah? How am I?" I shot back. "You're the love 'em and leave 'em type. And you better not pull that shit with my sister, man." He pointed back at me menacingly. "You know damn well I wouldn't," I replied. Tony thought for a minute, then stepped toward me and punched me, not too forcefully, but still rather strongly, right in the gut. "Ok," he said, "you can take my sister to the prom. But I'll be watching you." "Yeah, right, got it," I said thickly, trying to catch my breath. He brushed past me and walked out of the room. "I'll be back in a minute, just gotta throw some cologne on," he said. We were going to a party that night and apparently he wanted to be ready to talk to chicks. "Right, I'll just be here in pain," I shot back as he left the room. His punch really did hurt. A minute later Jeanie peeked her head into the room. "Is everything ok?" she whispered. I smiled at her. "Yes, everything is fine," I replied. "Seriously, he's cool?" she asked timidly. "Yeah, it's all good. He's fine." "Oh my god, that's so awesome," she exhaled relieved as she ran into the room and jumped into my arms. I caught her and held her, as she began babbling excitedly. "This is such a relief; I was so worried he was going to be a jerk about it. But seriously though, you're sure he's cool?" "Yes, he's cool. Everything's fine." "That is so great. Now Jim, I know you're going to a stupid high school dance and you probably think it's totally lame, but it really means a lot to me and I'm so happy you said yes." "It's my pleasure, seriously, Jeanie..." "No, I'm serious. I'm so happy you're going with me, and I'm gonna make it a really great night and I promise you'll have fun." "I'll have fun just being with you, Jeanie, don't worry about me." "Oh Jim," she cooed, jutting her lower lip out cutely, "that is so sweet. You have no idea how relieved I am that Tony didn't make a big deal out of this." "Well, there was a certain condition he made very plain," I began, pushing her back slightly and putting my hands on her arms. "I'm pretty sure he'd probably kill me if I put a single finger on you, so I got the hands off warning." Upon hearing this, Jeanie gave me a devious little smile. "Oh he would, would he? A single finger?" She pursed her lips together and raised her eyebrows. "Yeah, a single finger," I repeated. "Well that's a problem, isn't it?" she asked, grabbing my hand in hers. "You're going to be my date, Jim," she said, her voice lower, and tinged with an undeniable hint of seduction. "I'm going to want to dance with you; I'm going to want you to hold me. How are we going to do that if you can't even put a single finger on me?" As she said this, she held my right hand in both of hers and extended just the index finger. She brought it slowly up and held it in front of her face. It wasn't easy, but I found my voice. "Your brother was very adamant, Jeanie," I whispered hoarsely, caught up in both my arousal by this unexpected flirtatious moment, and my fear that Tony would come down the stairs and see us. "Not a single finger..." Jeanie smiled again deviously. "But what could one little finger do?" she whispered seductively. Then she guided my finger slowly to her cheek, and traced a little meandering line down toward her lips. "It's totally harmless." As she said this she traced the outline of her lips with her fingertip, making a little circle around both her bottom and top lip. She opened her mouth into a little O, and her breath was warm on my hand. Her lips were tantalizingly soft, and it took every ounce of willpower I had not to lean in and press my mouth onto hers, feeling the gentle softness of her pretty lips, so pink and full and warm. "Yeah," I whispered breathily, "it sure seems harmless." I had barely finished the sentence when Jeanie gave me a little half grin and caught my fingertip between her lips. Very slowly, and very seductively, she let her tongue softly lick my fingertip, just grazing it gently and lightly. Then she dragged my finger down over her bottom lip onto her chin, then ever so slowly down beneath her chin onto her neck, never breaking eye contact with me. "See," she whispered, her voice smooth and sultry, "isn't this nice?" "Yes," I replied. It was the only word I could find the strength to muster. She guided my finger lower still, down below her collarbone onto her chest. My knees trembled and my heart skipped a beat as I felt the soft skin of her chest. She was wearing a tight white tank top that was cut low enough to reveal a tantalizing view of her cleavage. The tank top was just slightly transparent, and I could see the outline of her bra beneath it. Her breasts hung perfectly like two small apples, just inches below my hand. I felt my finger trembling in Jeanie's hand, but she continued to guide it lower until it met the fabric of her tank top at the very top of her left breast. She then traced the outline of the tank top along her breast, and I could feel her soft, warm skin beneath it. I longed to push my finger down inside her clothes, to feel the softness of her breast, to press against her nipple. But I resisted. Her brother would be down any moment; her parents were in the next room. "Well," she said softly, "I think we passed the one finger test. No damage done, right?" She let go of my finger, but I left it there, just barely hooked inside her tank top. "Right," I replied, "no damage done." I maintained eye contact with her as I slowly and seductively let my finger slip down a little lower on her breast, dragging her loose-fitting tank top with it, until I felt the very top of her bra. She didn't stop me, but instead almost urged me on with her eyes. How badly I wanted to go further. To hook my finger inside her bra, to feel the warm softness of her breast, to graze my fingers on her nipple and feel its firm tightness. But at that moment I heard the heavy thud of her brothers' footsteps coming down the stairs so I quickly pulled my finger away and we both giggled a bit with embarrassment. Tony entered the room brusquely and muttered, "All right, break it up. Let's go, stud." I smiled at Jeanie and said, "Well, I gotta go. But I'm really looking forward to it, Jeanie." "I am too," she replied, smiling demurely. She bit her lower lip and took a step away as if to leave the room, but her eyes never left mine. As I turned to leave I let my eyes wander down to her gorgeous body. My god, I thought, this is no little girl anymore. She wore a pair of short shorts and her olive colored legs looked soft and shiny as she lifted her left leg slightly at the knee, and rubbed it against her right. She was barefoot and her toenails were painted bright red, a tantalizing contrast to the dark skin of her feet. Her semi-transparent tank top hung loosely off her, but beneath it I could see her nipples straining stiffly against her bra. They pushed against the blousy fabric leaving little shadows beneath, a testament to how taut and firm they must have been at that moment. She hooked her thumbs into the pockets of her shorts and said sweetly, "Bye, Jim," as I walked away. I turned just as I left the room and answered, "Bye, Jeanie," smiling at her. I didn't know what I'd gotten myself into. Jeanie was so beautiful and so sweet. I could feel her intoxicating me. Throughout that night I couldn't get her out of my thoughts. What was that alluring seduction thing that we shared? Every time I thought about it I felt myself stiffen in my pants. It was so crazy. I didn't know what I was thinking, or what I should do. I didn't see Jeanie again until the Wednesday before the night of her prom. We were both busy, me with working and her with school, so we missed each other over a few days. The prom was on Friday, so when I stopped over her house to grab her brother, she met me at the door and said she wanted to show me some things. Her brother was still getting ready, as usual, so I agreed. "Come on, it's in my room," she said, and grabbed me by the wrist. My heart leapt both from her hand on my arm and from the prospect of being alone with her. When we arrived in her room, she swung open her closet door and pulled out her dress on a hanger. "Here's my dress, Jim, do you like it?" She held it against herself to give me an idea of how it would look on her. The dress was a shiny fabric, not stiff at all, but flowing and light. It was a crimson color, but in the light, every shadow on it made it seem even darker and more rich. The hem was cut just above her knee, not too slutty yet not too chaste either. It was really the perfect dress for her. "I really like it, Jeanie; it's beautiful," I gushed. "Seriously, do you think it's nice?" she questioned. "Absolutely," I nodded. "It's gorgeous. It suits you very well." She smiled and stepped toward me to give me a closer look. "Are you sure, I mean, I wasn't quite positive about the color and I don't know if it's formal enough..." "Jeanie," I interrupted, "stop." I put my hands on her waist, smoothing the dress against her as she held it up. "Really. Don't think too much about this. It's perfect. You're going to look absolutely gorgeous and I'm going to be the luckiest guy in the world to be escorting you. Ok?" She just smiled up at me. "Jim, you're so sweet." I smiled back. Suddenly I realized where we were. Alone in her room. My hands were holding her just above her hips. If I wanted to I could just pull her toward me. I could press my mouth onto hers and kiss her, holding her body against mine. And I realized, with a shockingly quick, lightning fast realization, that that was exactly what I wanted. But just as quickly I fought the impulse, and tried to change the subject both in my head and with her. "But wait a minute," I stammered, "isn't it bad luck for me to see the dress beforehand?" "No silly," she replied smirking at my gaffe, "that's only for wedding dresses." She smiled at me. I raised my eyebrows to illustrate that I was just a dumb guy and had no idea, but before I could respond she said, "That's something we'll worry about later." When she said this she gave me a more serious look. She was still smiling, but her gaze indicated that she was only half-joking when she said it. I knew in that instant that she did still care about me. Whatever crush or puppy love thing she had for me had long since gone away. But in its place there was an affection, a caring. I could feel it, as though it had a form and was palpable. It was there, hovering in the air between us. This girl cared for me, enough that she was willing to even hint at our future wedding. But what surprised me most was that it didn't scare me. Not in the least. I pictured this girl walking down the aisle with me waiting, her dress a glowing white, her smile as bright as the sun. And I wasn't afraid of it. If any other girl in the world had even dared to mention the word "wedding" I would have run away scared and never looked back. So what did that mean? What did I feel for her? I could try to pretend that I didn't care, that she was just Tony's little sister, the awkward kid that I always had to stick up for. Or I could admit that I did care for her. That she wasn't just the little kid I once knew. She was a beautiful girl who I cared about. Deeply. As these thoughts swirled through my head I realized that we were slowly moving toward each other. She had stepped into me, or was I pulling her in? It didn't matter; we were leaning toward one another, our mouths so close, both inhaling anticipating the inevitable kiss... At that moment Tony bellowed down the hall from his room, "Let's go, sweetheart, we're outta here!" Jeanie and I caught ourselves, mere inches from kissing. I stepped away and again we both giggled nervously. "Well," I said awkwardly, "the dress is lovely, Jeanie. You're gonna look great." "Thank you, Jim," she answered just as nervously. "Umm, I guess I'll see you in a couple days then," I said, feeling rather sheepish for some reason. "I can't wait," she replied smiling. I left and once again spent the evening thinking about Jeanie. I knew I was in deep, but I vowed to myself that I would keep things under control. I had made a promise to Tony that she was hands off, and I couldn't break a promise to my best friend. I did my best to keep my thoughts reined in over the next couple days. But I couldn't help stopping at the florist shop and ordering roses that would do justice to Jeanie's dress. And I made sure the corsage would look nice as well. I wanted to pay close attention to those details. I knew the night would mean a lot to Jeanie and I had to get everything right. The night of the prom I arrived at the Delvecchio house a bit early. Jeanie and her friends had rented a limo, and there would be three couples all riding in it. The other couples were kids in Jeanie's class that I had known while I was in school and I was pretty sure they were all cool. I was psyched because it was shaping up to be a fun night. And with a little luck, maybe I wouldn't have any time alone with Jeanie where my desires could have a chance to take over. I knew there was no way I could resist the temptation if the opportunity presented itself. So hey, maybe that opportunity would never come up if we were hanging out all night with the other couples. Tony had a blast making fun of me in my tuxedo as I waited for Jeanie to get ready upstairs. Mr. Delvecchio was pretty cool and came to my defense though, telling Tony he would do well to clean his ass up every now and again. I just laughed at that one. Mrs. Delvecchio was upstairs helping Jeanie get ready and when she came down she told me how handsome I looked. And it was a good thing, she said, because just wait until I saw Jeanie. She smiled proudly and I knew exactly what she was talking about a moment later when Jeanie came down the stairs. She looked absolutely breathtaking. Her dress flowed perfectly around her as she walked. Her hair was done up formally, with curly little strands hanging down onto her bare shoulders. Her makeup was elegant; it didn't look overdone or caked on, but instead was light and accented her soft, round face and olive complexion perfectly. I was awestruck. The dress had thin spaghetti straps on her shoulders, and the neckline dipped just slightly between her breasts, revealing a tasteful, yet alluring, view of her cleavage. It hugged her hips impeccably, revealing their soft roundness. When she held it up to herself the other day, I got only an idea of how nice the dress was, but it didn't do justice to the effect of seeing it on her. Now that she was wearing it I realized that it was made for her, perfectly complementing her stature and form. She spun around in a little circle and the back hung low, revealing her softly muscled shoulders. I felt my knees give way slightly as I stepped forward to receive Jeanie. "You look absolutely gorgeous, Francesca," I whispered as I gave her the roses. "Thank you, Jim," she answered smiling. "These are beautiful," she said admiring and smelling the roses. "You shouldn't have." "Oh yes I should have," I replied. Then I took her delicate wrist in my hands and put the corsage on it gently. "Oh Jim, that's perfect, this is too much," she gushed. "Too much? Come on, I wanted to get you something nice." "This is really very nice, Jim, thank you so much." As she said this she wrapped her arms around me and hugged me. She smelled incredibly good, her perfume delicate and airy. Her sweetness was intoxicating and I realized I didn't want to let her go. But her father broke us up saying, "All right, lovebirds, come on outside so we can get pictures." Tony rolled his eyes at me as I took Jeanie's hand and led her outside. Her parents took a bunch of pictures for what felt like an hour, but soon enough the limo and the other couples arrived. The first couple consisted of Jeanie's best friend, Missy Martz, and her boyfriend, Dan Reindorf. Missy's real name was Melissa, but everyone called her Missy. I wasn't really good friends with her, but she was always nice when I came around to say hi to Jeanie and she always said hello when I saw her. Dan, on the other hand, was a bit of an arrogant putz. His father was a local doctor which meant he came from money. He acted like a condescending ass most of the time, and we all wondered what Missy saw in him. Her father was an accountant and did good business, so Missy was also from a pretty well-off family. But she didn't act the way Dan did. They seemed like a mismatched couple. She was really nice while he was such a douche. The other couple I didn't know well at all. It was Jeanie's friend Beth O'Brien and her boyfriend Mark. They seemed pretty nice and we all wound up posing for a bunch more pictures together, until finally it was time to leave. A First, My Friend's Sister Ch. 01 Jeanie and I went over and introduced ourselves to the limo driver, Steve. He was a middle-aged guy but he was really cool. I was afraid we'd have the "hardass jerk" kind of guy, yelling at us for being a bunch of snot-nosed teenagers just looking to cause trouble. After we introduced ourselves to Steve, there was a moment when Jeanie and I were alone. The other parents and the other couples were all talking and laughing, when Jeanie and I found ourselves off to the side alone momentarily. I took the opportunity to whisper to her, "You really look breathtaking, Giana." "Thank you, James," she whispered back, "you look very handsome yourself." I put my arm around her and rubbed her arm affectionately. She smiled, but then a wicked little grin played across her lips and she chuckled. "What?" I asked suspiciously. "What's so funny?" "Well... you don't even know the best part yet," she said intriguingly. "So..." I needled, "what is the best part?" I raised my eyebrows curiously to play along with her. Ever so slowly she leaned in toward me, pulling me down close to her, and putting her mouth to my ear to tell me a secret. She cupped her hand over her mouth, her breath warm against my ear and neck, and she whispered breathily, "I'm not wearing any underwear." Then, very lightly, and very quickly, she licked my earlobe. It was tantalizingly soft and incredibly alluring. She then stepped away to join the group, grinning wickedly back at me and grabbing my wrist, pulling me along with her. Good lord, what did this evening have in store for me? I felt my heart quicken, and a tiny little stirring began in my pants. I might as well admit it, I thought; I was attracted to her. No, it was more than that. I wanted her. I wanted her so badly I could taste it. But I couldn't have her. She was my best friend's little sister. It was wrong, so wrong. I had promised him that I wouldn't touch her. Yet here she was, so gorgeous, so sweet, so irresistible. What the hell was I going to do? I watched the way her dress clung to her body in the breeze. I watched the way it softly suggested its way into her crevices, knowing there was nothing beneath it. Knowing that the fabric was clinging directly to her body in its most secret, most beguiling areas. And I could smell her, the soft, sweet perfume dancing on the breeze. It was intoxicating. She was so lovely, so perfect in that moment; her smile bright and wide and fascinating. I was definitely in trouble. It was going to be a long night. A First, My Friend's Sister Ch. 02 I held Jeanie's hand to help her into the limo. As she brushed by me, again I caught the scent of her perfume and it made my knees go weak. She was absolutely radiant tonight; everything about her was perfect. Her olive skin gleamed, her smile warm and tender, her hair held up elegantly with defiant little strands hanging down, her scent sweet and alluring. I knew I had a difficult evening ahead of me, pretending I wasn't attracted to this vision of pure beauty. In the limo we waved to the parents and finally drove away to the dance. The atmosphere in the limo was festive; everyone was in a great mood and looking forward to the evening. I wondered what the guys might be thinking. Was this their evening? Would they finally get lucky tonight? Or had they already reached that point in their respective relationships? I wondered what their pressure level was. Hey, whether they had gotten there with their girls yet or not, I knew damn well they wanted to tonight. I watched them, trying to read their reactions and their demeanor. It was too early to tell, I decided. As for myself, I knew there would be none of that for me tonight. Jeanie was gorgeous, breathtakingly so. And I absolutely thought the world of her. But there could be no touching her. Her brother was my best friend and I'd made a promise. So no matter how enticing the thought of touching this beautiful little creature beside me might be; it simply wasn't going to happen. At some point during the ride, Jeanie reached down and held my hand in hers. I looked down at our entwined hands, then up at her, but she just smiled radiantly. How could I say no to that? So I squeezed her hand tightly and enjoyed the ride. We all joked and laughed as we made our way to the event hall where the prom was being held. Even Dan Reindorf, the total douchebag himself, managed to just laugh and have a good time without being too much of a dick. We arrived at the hall and I helped Jeanie out of the limo. She held my hand as we entered the place, and it dawned on me suddenly how natural and good that felt. I liked holding her hand. And I must say, it felt great to be next to such a beautiful, wonderful girl. I'd had a couple girlfriends in high school, but during my year at college I had no one really serious in my life. Sure there were girls, but nothing meaningful or lasting. So there was something very warm and comforting about having Jeanie holding my hand, smiling proudly beside me. I'm the one who should be proud, I thought. This girl is amazing and I'm here with her. Jeanie laughed and hugged her friends as they all arrived and began mingling. She introduced me to everyone, almost as though she was showing me off. It was really sweet of her. Some of her friends I knew from school, but others I hadn't really met before. We all had a good time laughing and joking. In the event hall dinner was served and a slideshow featuring a bunch of pictures of members of Jeanie's graduating class were shown. It was a fun time seeing pictures of some people I knew, and I was amazed at how many pictures Jeanie was in. She and Missy were really popular and they were friends with pretty much everyone. At one point Jeanie leaned over to me and said, "Missy is totally going to be Prom Queen. Everyone loves her." "Everyone loves you too, you know," I responded, touching her softly on her arm. She pressed her hand onto mine. "Oh, you're so sweet, Jim," she gushed. "But I'm happy for her. She should win. Look at her; she's gorgeous." She nodded across the table at Missy. Jeanie was right, Missy was a gorgeous girl. She had long blond hair and blue eyes. She was tall and statuesque, yet curved and shapely, certainly a vision to behold with her full breasts and hourglass figure. I wondered if it made Jeanie just a little uptight having Missy as a best friend. Jeanie was shorter than Missy, her breasts not as voluptuous and her curves maybe not quite as defined. But where Missy had a slender, statuesque, model kind of form, Jeanie had a more lean, athletic form. And that was the difference between the two girls. Missy was a cheerleader while Jeanie was an athlete. Jeanie played soccer and ran cross country, and Missy was captain of the football and basketball cheerleading squads. There was nothing wrong with either, but I still wondered if deep down it bothered Jeanie somehow. That Missy had the classic feminine form while Jeanie had a different kind of physique. "Yeah, she is gorgeous, Francesca," I said, using her real name to be sure I caught her attention and so that she knew I was being serious. "But you're pretty breathtaking yourself. I can barely even talk to you tonight, you look so amazing." I pulled her hand to my lips and kissed it. She smiled and laughed. "You're the best prom date ever, James," she said. "And you're just about the best friend Missy could ever ask for, so you've also got that going for you." "Thanks Jim," she laughed, "now I won't have to be so envious when she's named Queen later." "Well, you're allowed to be a little envious; I mean, I think you deserve to be Queen." "Nah, that's ok," she replied, "she should be. And besides, I have one thing she sure doesn't." "What's that?" I asked. She leaned into my ear. "My prom date is a lot hotter than hers," she whispered seductively. "Yeah, there's no denying that," I smiled, squeezing her hand. Jeanie smiled back at me and we continued to watch the slideshow. I hoped I made her feel better about the Prom Queen situation. Jeanie was friends with some beautiful people. I guess that was the drawback of being popular. I looked over at her friend Beth. Even she was strikingly pretty. An inch or two taller than Jeanie, she had very fair skin with freckles, and her slightly reddish hair hung pin-straight down her milky white back. Her green eyes sparkled and her smile was sweet and unassuming. Even her breasts were full and her dress billowed out with their roundness. I hoped Jeanie didn't think less of herself because she had such pretty friends. I mean, yes her friends had beauty, but so did she. And Jeanie was a beautiful person both inside and out, so she deserved to feel special. I decided then and there that that would be my mission for the evening. I was going to make Jeanie feel special, and give her an evening she would never forget. No more than that; one that she would cherish. I smiled at her and squeezed her hand. She smiled too and squeezed back. And throughout dinner everyone at our table had a great time joking back and forth. Then, when dinner ended, it came time to dance. I hit the floor with the girls, but of course Dan had to be an ass and refused to dance. Even Mark, who seemed to be a pretty quiet and shy guy, came out and danced with Beth. I was sure to use every ridiculous and funny move I had in my repertory during the fun, fast songs. But when the slow songs came I turned off the goofball routine and danced with Jeanie. It was wonderful holding her so close. Not too close, of course, there were teachers around to make sure it didn't get too intimate. But close enough to feel her warmth and smell her sweetness. We talked lowly, staring into each other's eyes. "I'm having so much fun tonight, Jim, thank you." "Don't thank me, I'm having fun too." "You make me feel special," she said softly. "Well, you are special so I'm glad," I replied. When I said this, she rested her head on my shoulder. It was good to hear her say that. It looked like I was succeeding in my mission. When the song ended I didn't want to let her go, but we parted reluctantly. "Do... you want something to drink?" I asked awkwardly before the next song started. "Sure," she replied. "Ok," I said quickly and before I knew what I was doing I leaned in and kissed her cheek, then broke away suddenly, realizing what I'd done. "You gotta stop," I thought to myself as I walked away. "It's Jeanie, man, you cannot do shit like that." I chastised myself in my head while I grabbed a few glasses of punch. I brought them back to the table for the others to share. Jeanie was sitting there chatting with Beth. I gave them two drinks. On the other side of the table I could tell Missy was trying to get Dan to dance. She was standing over him, hands on hips, looking disappointed. It was another slow song, but since he hadn't danced all night I figured she wasn't going to have any luck. Suddenly I hatched a plan. I leaned down and interrupted Jeanie and Beth's conversation. "Hey, sorry to interrupt," I said to Jeanie matter-of-factly, "I'm having a great time tonight." "I am too," she replied somewhat surprised. "I just want you to know that. You're the best date ever, so just... just trust me on this, ok?" "Ok, I trust you. But with what?" "Just watch." I stood up and walked around the table. As I approached Missy, I could clearly see a look of disappointment undeniably etched on her face. But she smiled as I stepped up to her. Without a beat of hesitation I said to her, "Missy, would you do me the honor of a dance?" I held my hand out to her. Then I turned to Dan and asked respectfully, "Dan, you wouldn't mind one dance, would you?" Dan looked up at me bewildered but before he could say anything, Missy grabbed my hand. "I would love to, Jim," she said authoritatively. "Great," I said, smiling at her. Then I turned to Dan and nodded slightly before I escorted Missy onto the dance floor. Once there, I held her to me and spun her gently around so she wasn't facing Dan. "Hey, forgive me for this, but I noticed you hadn't gotten a single dance tonight and..." "Don't," she cut me off. "Please... don't even apologize. I am so grateful right now. Let's just enjoy our dance, ok?" "Ok," I smiled. Missy and I danced slowly, but I held her respectfully at a distance. I noticed over her shoulder that Jeanie was watching us. She was definitely smiling and I was relieved by that. She understood what I had done and that it wasn't meant to be a reflection on her. I gave her a little smile back when I made eye contact with her. "She looks lovely tonight, doesn't she?" Missy asked, noticing that Jeanie was watching us. "Yes, she really does," I replied. "She likes you a lot, you know. Good god, it's like the sun rises and sets on Jim Stillman with that girl," Missy joked. "Oh, come on." "It's true." "Well, she's an amazing person; I really care about her," I said. "Good. You're right, you know, she is amazing." "I know." "And she's right too, Jim. You're a pretty amazing guy yourself." The song was drawing to a close. Missy and I separated and we smiled into each other's eyes. I opened my mouth to say something, not sure what I should say. But Missy saved me the trouble. "Thank you for this," she said, taking both my hands in hers. She gave me a small nod. "My pleasure," I replied, then led her back to our table. I felt Dan's eyes on me but at that point I didn't give a shit. He was acting like a jackass and I'd called him on it. He had a beautiful girlfriend and it was time for him to treat her well. I made my way around the table and sat next to Jeanie. "You know that was just..." I began, but she interrupted me. "That was really nice of you," she whispered. "But just don't get any ideas," she added quickly, raising her finger to me. I raised both hands in a pose of innocence. "You're the only one who's giving me any ideas, Giana, and I assure you they're all very bad ones," I retorted. She smiled wickedly and leaned into me. I put my arm around her and squeezed her. Good lord, I thought, how am I going to get out of tonight without being bad? My mind flickered to what she'd told me earlier. No underwear. I held her tightly against me, imagining what was beneath that dress. Nothing. Just a thin piece of fabric between me and that glorious little body. Truly nasty thoughts began flowing in my head, but abruptly they were interrupted by an announcement over the PA system. Apparently it was time to announce the Prom King and Queen. To no one's surprise, Missy was announced as Queen. Jeanie was genuinely excited and jumped up to hug Missy. Then a moment later, they announced Dan as King. There were several guffaws in the crowd, probably from the people Dan picked on, but for the most part people applauded respectfully. And now Dan had no choice but to finally dance with Missy. He did so, albeit somewhat begrudgingly from the looks of it, and the couple had their dance in the limelight. Missy was beaming with happiness, while Dan looked a bit miserable. What an ass, I thought. She's such a genuinely nice, happy person. Why did he need to be such a jerk? After their song had ended the DJ played a few more dance numbers to bring the evening to its peak. Jeanie and I and all her friends hit the dance floor and had a blast. I even danced with my sister, Jocelyn, a bit. I had kept my distance from her throughout most of the night because I didn't want her to think I was trying to cramp her style. I respected her and her friends so I wasn't about ruining their fun. Jocelyn's reaction seemed somewhat cool a few days earlier when I had first told her that I was going to the prom with Jeanie. She scrunched her eyes a bit, and shook her head. When I asked her if it was a problem she had just said no but that it was a little weird. I guess I couldn't have disagreed with that assessment. But once I had assured her that I wasn't going to hurt Jeanie and that I wasn't going to be hanging around Joss and her friends all night she softened. So I had taken my time in approaching her all evening, keeping a respectful distance. But once we were all having a good time Joss didn't seem to mind. We all danced and laughed and had fun. Then finally, it was time for the final song. I pulled Jeanie close to me and whispered in her ear, "Well, this is it. Did you have a good time tonight?" She stared caringly into my eyes. "I did. I don't want it to end." I gave her an understanding smile and hugged her. As the song ended she kissed me gently on the cheek. "Thank you," she whispered. I took her hands in mine and squeezed them. Afterward, everyone gathered in the entrance foyer to say goodbye. After several minutes, our three couples made our way to the limo. We all piled in and Dan was the first to ask, "Ok, what now?" Missy replied, "You boys just relax and get comfy, the girls have it all planned out." Then she turned and handed our driver, Steve, a slip of paper with directions. "Take us there, Steve!" she shouted. "My pleasure," Steve replied. "You kids just enjoy the ride." Then he rolled up the dividing window. "Ok, now that we're alone," said Missy, "I have some good news." She began rummaging through a rather large bag she'd brought with her and left in the back of the limo. From it, she pulled out a bottle of champagne and announced, "It's party time!" We all laughed. "Sorry, it'll be a little warm," Missy continued, "but I just think we have a lot to celebrate. Jeanie, Beth, you guys are my best friends and you've made high school the most amazing time I ever could have imagined. We're all going to graduate in a couple weeks and I just don't know how I ever would have made it through without you." The girls all began to gush while all three guys looked at each other simultaneously, snorted with laughter and rolled our eyes. "No seriously," Missy chastised us, "I can't even ask for better friends than you guys. So I got this little gift for all of us." She handed the bottle to Dan who opened it. During the car ride we passed the bottle between us taking sips from it. Jeanie leaned against me and I draped my arm over her shoulder. I wondered where we were heading, but we were having such a great time I didn't really care. Even Dan had mellowed the hell out, maybe with some help from the champagne, and wasn't giving any attitude. Or maybe he was just anticipating getting some from his girlfriend, who was rapidly attaining a high level of tipsiness. All three girls were beginning to get pretty giggly from the champagne. Beth had even begun stealing open-mouth kisses from Mark, making him visibly uncomfortable. I could tell he was eager to enjoy this attention, but very embarrassed having it happen in front of everyone. Even Jeanie began nuzzling gently at my neck. It was quite alluring and really sexy, but I tried not to get too caught up in it. I'd made my promise, I reminded myself. But there was something about that moment. Jeanie nuzzling up against me, my arm around her shoulder... I felt a voice deep inside me say, "Oh fuck that stupid promise!" But that was just the champagne talking, I reminded myself, so I stifled that train of thought immediately. Then I realized the car was slowing to a stop. It was dark out so I couldn't tell where we were. When it stopped, Missy opened the door and announced, "We're at Witherton Park. There are some nice trails to walk on and get some privacy at. It's a little after 11 now, we have the limo until 1, so we've all got an hour to do whatever. Have fun, you guys!" Then she grabbed Dan's hand abruptly and dragged him out of the limo. Beth and Mark went next, leaving just Jeanie and I in the limo. She grinned at me sweetly yet mischievously. "Wanna take a walk with me, James Stillman?" she asked. "Well, how do I know you won't take advantage of poor little old me out there in the woods all alone?" I teased. "Well, how do you know you wouldn't love it?" she teased right back. It was just the answer I both wanted and dreaded to hear. But I knew deep down I couldn't resist her, so I gave the inevitable answer. "I guess I'll just have to take that chance," I said, scooting to the door and stepping out. I took her hand and helped her out as well. "You won't regret it," she laughed, brushing against me as she stood up out of the limo. I put my arm around her as we began to walk. "You lead the way," I said, "it's your night after all. "My night," she said, "I like that." Then she led me onto one of the hiking trails. Witherton Park was not a huge park, but it had a few hundred acres where you could walk and hike. "How about we go to Overlook Ridge?" Jeanie asked. "Sounds great," I answered. Overlook Ridge was a spot up on a hill that overlooked our town and the river that ran through it. It was so the perfect ridiculous prom night cliché spot that it was actually quite fitting that we were going there. I held Jeanie close to make sure she didn't trip while walking in her heels. It certainly wasn't a difficult hike, but doing it in the dark, in heels, and tipsy, was a bit of a challenge. So I supported her as best I could. I even carried her the last few feet to the top. Luckily the moon shone brightly, and gave a nice little bit of lighting to make the walk a little easier. Once on top of the ridge we sat down next to each other and enjoyed the view. "God, it's beautiful isn't it?" Jeanie remarked, gazing down on the lights of the town. I, however, was staring at her. "Yes, very beautiful," I replied. She turned and noticed me gazing at her. "Jim..." she began, wrapping both of her arms around my shoulders. "Tonight was such a wonderful time. It was all I dreamed it would be." "I'm glad, Jeanie, I really am." "I... just have one more... thing I've dreamed about," she said slowly, pausing for dramatic effect. Then very slowly, very deliberately, she began to lean into me. I knew this was the moment. She wanted to kiss me. And god knew how badly I was dying to kiss her. All night long I'd fantasized about pressing my mouth against her soft, pink lips, to feel how full and warm and wet they were. But that nagging voice sounded in my head. "You can't do this, man, you just can't." "Jeanie," I said softly, halting her progress. "You are so amazing. You're so sweet, and you're so funny, and you're so beautiful. But... your brother... I just... I promised. I just can't." A First, My Friend's Sister Ch. 02 She let me finish, the look in her eyes never wavering. "Jim, I know who you are. I know you're my brother's best friend. I know you don't want to disrespect him or me. And I know I'm just the kid who's had this silly crush on you for years..." I interrupted her. "No, Jeanie, it's not that at all. Forget the crush. And forget being that kid. I don't see you like that, and I haven't for a very long time. You are a beautiful person, Jeanie, a beautiful woman. It's not about a crush anymore. I like you. I think you're incredible." "Jim," she whispered, leaning further toward me, our lips now just inches apart. "Jeanie, I..." I began, but at that moment all rational thought left me. I could smell her perfume, and the sweet scent of the champagne on her warm breath, and suddenly my desire became a single, focused thought. And it all made sense in that moment. There could be no denying it, no fighting it with reason. I gave way and submitted to that single, purposeful, almost forceful, thought: Kiss her. And in a flash I squeezed her arms and pulled her into me, pressing my mouth onto hers. At first she seemed surprised, as though she wasn't expecting it, but in an instant she pressed back, her arms pulling me into her as well, a squeak of excitement escaping her throat. And our mouths searched each other. Her lips, so soft and warm and pink. So full and inviting. I found myself reveling in their smoothness, searching every inch of their little feminine curves with my own. We kissed passionately, dragging our lips against the other's top and bottom lips, noses pressing this way and that, jaws opening and closing, gasping for breaths of air between kisses. I realized without a single doubt how badly I had wanted this. I had denied it as best I could, but now that I was kissing her, it was like an overflowing torrent bursting out of me. I had wanted to kiss her for so long; I was absolutely reveling in this utter abandonment. Then suddenly I felt Jeanie's tongue. I wasn't sure if I should have used mine or not. I had wanted to, but I didn't want to sully a beautiful moment. But Jeanie had no such qualm. She circled her tongue around my lips teasingly, then pushed it brazenly into my mouth. I massaged it with my own tongue, and began sucking on it. For such a small girl it was incredible how long and wide her tongue was. She swirled it in my mouth, probing every inch. I ran my hands over her shoulders and down her back, pulling her body closer to mine. She moaned and pulled her tongue slowly out of my mouth, allowing me to suck every inch of it as she withdrew. Then she pressed her mouth onto mine again and opened it widely. I could tell she wanted my tongue so I let it dart out quickly and press against hers. But every time she tried to squeeze it with her lips I'd pull it back. "Mmmmmm, you tease," she groaned, but before she could even finish I pressed my tongue seductively into her mouth, giving her what she'd craved. She massaged it with hers and sucked it just as I had sucked hers. After a few moments of this I pulled it slowly out, our mouths separating with a loud, wet smack. "I can't believe this is finally happening," she whispered, kissing me again softly. "I can't believe how soft your lips are," I replied, pulling her in for more kisses. "You could have been kissing me for so long, Jim," she said, a note of almost desperation in her voice as she continued to press her mouth onto mine. "What was I thinking?" I asked. "I'm so stupid." "You so are," she replied, and in an instant she jumped into my lap and sat on top of me, her mouth crushing mine, her tongue dancing in my mouth. I had to crane my neck up to meet her kisses as she hovered over me, her hands on both sides of my face pulling my mouth onto hers. I let my hands run down the length of her back and around onto her hips. I squeezed her soft curves, reveling in her soft femininity. As I held her hips she began rocking them back and forth, ever so gently, softly grinding her pelvis into mine. I was powerless to resist this, and instantly I began rocking in time to meet her grinding. Our kisses became more desperately passionate, breathing heavy gasps into each other's mouths. The tension began to rise as our rhythmic grinding became quicker and more aggressive. Soon our passion became a roiling tempest as we began dry-humping each other in earnest. Jeanie's gasps became moans as she swirled her hips, grinding her soft mound into my crotch. I broke off our kiss suddenly and began kissing and licking my way down her neck to her chest. I buried my face in her cleavage, kissing the tops of her soft breasts. I was amazed by how quickly this moment had gotten out of control. In a matter of just minutes we'd gone from kissing, to making out, to full on dry-humping and grinding each other desperately. What a fool I'd been to deny my feelings for this girl. I wanted her. I wanted her more than I had ever wanted anyone else. And it was clear she felt the same for me. We were both moaning one another's names in our passion. I squeezed her hips and guided her rhythm to mine, imagining how glorious it would be to be doing this right now without these clothes between us. To be intertwined together, to be inside her, to feel the warm softness of her secret place engulfing me, enveloping me in unimaginable warmth and tightness. Then suddenly I realized what I was doing. I had promised Tony not to touch his sister and here I was grinding her brains out. Suddenly the raging hard-on in my pants became like a betrayal. What was I doing? My best friend's kid sister! I held her hips and slowed her rhythm. I leaned back and looked her in the eyes. "My god, Jeanie, you are so beautiful," I gasped. "I'm sorry, did I get carried away?" "No Jim, god no. This feels so good. I got carried away too." "Your brother will kill me, Jeanie, seriously... kill me." "No, stop. Don't even think about that. Just don't." We both just sat there, trying to catch our breath. Jeanie looked so impossibly sexy sitting in my lap, her chest and shoulders heaving from our passion. I rubbed her arms with my hands. "Jim, I don't want you to think about anyone or anything else but you and I, ok? Please don't even let that stuff enter your head." "I'll try, but..." "I know; I know you. But make me that promise. Just you and me." "Ok," I promised. "Good. Actually, we should probably get going. We don't want to be late getting the limo back." "Yeah, you're right," I admitted. Jeanie got off of me and I stood up. I reached down to give her a hand helping her up, but as she reached for it her eyes shifted to my pants. I knew damn well I had a huge erection bulging out, but there wasn't much I could do to hide it. I could, however, do my best to crack a joke to lighten the mood. "Please ignore the ridiculous hard-on in my pants. It is, after all, your fault." Jeanie took my hand and stood up. "Oh it may be my fault," Jeanie began, running her other hand slowly and seductively against the bulge in my pants, "but it is far from ridiculous." She gave my cock a soft squeeze and murmured, "Damn," shaking her head slightly in amazement. She then let go of my erection and took my other hand. She began to walk away but I pulled her back in suddenly. I pressed her body against mine so that she would feel my hardness between us. She gasped audibly. Our eyes locked together in lust, and I shook my head slightly at her. "You are so sexy, Giana, holy shit." She laughed and gave me a soft kiss. "Oh you've got me beat in the sexy category, mister," she replied, her eyes darting down again to my pants. But I pushed her beside me and began leading her back down the trail. "No. No, I think you're winning that one," I said bemused. When we got to level ground I put my arm around her. Her shoulder felt a bit cool to the touch. "Are you cold, sweetie?" I asked, pulling off my jacket. "Yeah a little," she replied. "Guess you got me so hot I didn't notice how chilly it was." "Well here," I said, draping my jacket over her shoulders. "Thank you, Jim, you're such a sweetheart." I smiled at her compliment and pulled her closer to me, both for warmth and because I wanted to feel her pressed against me. When we arrived back at the limo the other two couples were already inside. We climbed in and Missy immediately began ribbing us. "Well, well, where have you two been?" she asked coyly. But Jeanie could hold her own in any situation. "We've been at Overlook Ridge," she retorted saucily. "Where have you been and why is your hair all messed up?" It was true. Missy's hair was disheveled and her neck and chest were red, as though Dan had been kissing her there. But her appearance was nothing compared to Beth's. Beth's dress was wrinkled and her hair was a mess. Mark looked even worse. Clearly those two had been going crazy on one another. At that moment, I made my assessment. Missy and Dan had probably already done the deed at some point in their relationship. Their hike had been some fun foreplay and after the limo dropped them off they probably had some sort of plan to get it on. Beth and Mark probably had not had sex yet, at least not before tonight. Maybe they just did it somewhere in the bushes, or maybe they were planning on doing it later tonight. But one thing was for sure, they had just torn each other up out there. Their anxious anticipation was a pretty clear indicator that they were both dying to finally have each other. As for Jeanie and I, we must also have been quite a sight as well. Jeanie's hair wasn't too messed up but her makeup had been all but kissed off. Her neck and cleavage, despite her olive skin tone, were bright red from where I'd been kissing her. I couldn't see myself, but I was sure my hair was mussed and I'd bet dollars to donuts some of Jeanie's lipstick was somewhere on my face and neck. Oh well, this wouldn't be a problem as long as no one went to Tony and squealed. But no one in the car was close friends with Tony so I wasn't particularly worried about that. Missy opened the window and handed Steve directions. She announced, "Beth's house is closest so we'll go there first to drop off you and Mark." "Ok," Beth muttered and almost immediately pounced on Mark, kissing him loudly. It seemed Mark's shyness had lessened over the course of the evening as he began kissing her back immediately. I smiled at Jeanie and gave her a little wink as the engine started up and the limo began to move. Missy and Dan were across from us, their backs to the front of the limo. Beth and Mark were on the backseat next to us. I tried to ignore Beth and Mark's make-out session, but they weren't exactly being quiet so it was pretty hard to ignore. For a few minutes Jeanie and Missy carried on a very hushed conversation as they leaned toward each other. I had no interest in talking to Dan so I just put my head back and relaxed. After a minute or two, Missy and Jeanie both giggled, then I felt Jeanie lean back into the seat and cuddle up next to me. I reached my arm around her and cradled her closely to me. "Did you have a good time tonight, Jim?" she asked, whispering in my ear. "You know I did, Jeanie, I like being with you." "So," she began, cuddling close to me and nuzzling her nose against the nape of my neck, "you're not thinking about anyone or anything else, right? Just you and me, like you promised?" "Mmmmm," I groaned, feeling her warm breath on my neck, so seductive and alluring. "I guess I made two promises, huh?" "Yup," she whispered, her lips gently nipping my neck. I exhaled breathily. "You're all I can think about right now, Jeanie; you're driving me so crazy." She laughed seductively and caught my earlobe between her teeth. "That's what I wanted to hear," she said in a hiss, running her tongue along my ear. "Nnnnnnnnn, Jeanie," I groaned. She was nibbling my ear now, running her tongue here and there over it, and pulling the soft, fleshy part into her mouth. I opened my eyes slowly, exulting in this luxurious seduction, and saw over Jeanie's shoulder that Missy and Dan were making out as well. I could still hear Beth and Mark pawing away at each other next to us. So much for my hope that being around other couples would help me avoid temptation. This car was filled with hormones and lust, and none of us seemed to care that our affections were on display. Jeanie kissed down my neck and I let my head loll to the side. There I saw Beth and Mark grinding one another furiously, just as Jeanie and I had just a few minutes earlier on Overlook Ridge. Beth was on top of Mark, straddling him, and they were thrusting into each other dry-humping like demons possessed. And in a way, I supposed they were. If tonight was the first night they would be having each other, I'm sure their desire was absolutely brimming over. And what did that mean for Jeanie and me? I wasn't sure whether Jeanie was still a virgin or not, but clearly we were discovering the attraction we had for each other. More than just discovering it, we were being overwhelmed by it, reveling in it. I watched Mark run his hands up the backs of Beth's legs, up under her dress, hiking it up and revealing her ass, a cute little mound covered demurely by a pair of pink cotton panties the same color as her dress. I watched his muscles tense as he squeezed her, running his fingers under her to where her delicate spot was. I heard her squeak in surprise at his touch, and I turned my head into Jeanie's face and kissed her feverishly. What was happening in here? I was losing my head, not thinking rationally at all anymore. No one was. I pushed my tongue into Jeanie's soft mouth, caring only for feeling the warm wetness inside her. The promise I'd made to her brother not to lay a finger on her seemed so long ago, so far away. It was like someone other than me had made that promise. How on earth could I have made it? No one who knew how warm this mouth was, how soft and sweet her tongue was, how good she smelled, or how silky the skin on her breasts was, could possibly have made that vow. I broke the kiss and let my mouth find Jeanie's neck. She moaned again, just loud enough for me to hear. This girl, how I wanted her. I wondered how I'd ever bring myself back to reality. Just as I asked myself this question, I felt the limo come to a halt. All three couples stopped making out and we all took a moment to put our clothes back in order. It was Beth who spoke. "Oh, we're here. This is my house," she said, looking out the window. "Oh ok," Mark replied huskily. He opened the door and helped Beth out. They both stooped to lean back in and say good night. We all said our goodbyes and before they closed the door I reminded them, "You two kids have fun tonight." Mark smiled wryly and gave me a little salute. From where he had his hands just moments ago, I was pretty sure those two were going to have some fun. Missy rolled down the window to Steve again and passed him another piece of paper. "All righty," he replied and rolled the window back up. I had to admit, that Steve was pretty damn cool. No questions, no judgments, just business. "We're next to get off," Missy said, but I'm not sure she realized just exactly how it had sounded. I held it together but both Jeanie and Dan started busting up. "Oh whatever, you two are over there going at it like animals, what are you laughing at?" she snorted at Jeanie, but she was smiling so I could tell she was just joking around. Jeanie just laughed back. "Ok, Prom Queen, let us know when you get off," she joked. Even I laughed at that one, but Jeanie leaned in and nibbled my earlobe again. "Don't you laugh, mister," she whispered erotically, "I decide when you get off." I just groaned contentedly. "Sounds good to me," I whispered back. Jeanie went back to work on my neck. I closed my eyes and did my best to concentrate on not blowing my load in my pants. Jeanie was partially on top of me, her thigh grinding against my crotch. I let my left hand run down onto the back of her leg, feeling its smoothness. With my right hand I grabbed a handful of her hair and held her mouth on my neck, making her continue to tease me. I cracked my eyes open as Jeanie shifted her weight to get at the other side of my neck. From over her shoulder I saw Missy receiving much the same treatment from Dan that Jeanie was giving me. Missy was watching us, unabashedly, and when our eyes met she just blinked slowly, a subtle indication that she knew I saw her, and that she didn't care. At that moment Dan's mouth dropped lower onto her chest. He brought both of his hands up and used them to squeeze her right breast. She glanced down at him seductively, then looked back at me. Very slowly, but very deliberately, she brought her left hand up along the side that Dan wasn't squeezing and kissing. Still maintaining intense eye contact with me, she reached up and slipped the spaghetti strap of her dress off her left shoulder. The strap dangled down limply and she slipped her arm out of it. Then she glanced down at the strap, then back at me, making sure I was still watching. For my part, I absolutely could not look away. I didn't know what was going on, but Jeanie's mouth making little sucking kisses on my neck, and Missy's odd little voyeuristic game, had me going absolutely insane with lust. Assured I was still watching, Missy tugged gently down on the strap in her left hand, careful not to be too obvious in her motions. Her tug pulled the fabric down to the side of her breast. She then reached up and caught the fabric with her fingertip, and very slowly, very seductively, slipped it off her breast, revealing it in all its fullness, her soft, pink nipple engorged and taut in her excitement. My jaw dropped seeing her beautiful tit exposed. It was heavy and round, but still stood proudly defying gravity, the nipple upturned and rock hard. The next moment, Dan pulled down savagely on the top of her dress and it slipped down to her waist. I heard intense sucking noises as Dan gave his full attention to her right breast. But I was absolutely enthralled by the show Missy was giving me on her left side, with Dan completely oblivious. She cupped her tit with her left hand, squeezing the ample flesh so that it spilled out around her fingers. Then she began swirling her index finger around her areola, making little rings around her nipple. At this point I realized quite suddenly that Jeanie was unbuttoning my shirt to get better access to my chest. "Oh god, Jeanie," I thought, "what the hell is going on tonight?" I thought I must be losing my mind. How could any of this possibly be happening? Still without breaking eye contact with me, Missy began squeezing and tugging her nipple erotically. With every tweak and pinch, her jaw swung open wider and wider and she began grunting, both at Dan's ministrations, as well as her own. Her grunting must have alerted him to her ecstasy because in that instant he realized what her left hand was doing and fastened his mouth to her left nipple. When he did this, he blocked my view of her, and I took the opportunity to look down at Jeanie. She had the buttons of my shirt undone and was pulling my undershirt untucked out of my pants. When she freed it from my pants, she pushed it up and descended hungrily onto my chest. She made a trail of wet kisses from my navel up to my nipples. She took each one in her mouth and licked and nipped it, causing lightning sensations to run down into my cock. I involuntarily thrust it into her and grunted, the sensations causing me to go crazy. Jeanie smiled at my grunting, and I grabbed her and pulled her up onto me, kissing her passionately. She straddled me and rested her weight in my lap. I pulled my mouth off of hers with a loud smack and looked into her eyes. "I am so crazy for you right now, Giana," I whispered hungrily. A First, My Friend's Sister Ch. 02 "Now you know how you've made me feel for so long, Jim," she replied, her lips nipping mine. I ran my hands slowly up the backs of her legs until I came to her butt. Instead of squeezing it I let my hands curve around to the outside until I had her hips. Sure enough, when I reached those magical curves I found nothing there. No waistband of panties, no slip, no garter. She hadn't been lying; she really wasn't wearing underwear. She just stared into my eyes. I don't know what she was anticipating and I don't know what she wanted. Did she want me to touch her? It was like she was just waiting for me to indulge my desires. But would she let me touch her? Would she let me run my hands around behind her and squeeze that gorgeous, round, little ass of hers? To feel the soft smoothness of her cheeks? To run my finger along her crack? Or would she let my fingers come forward? Down along that triangle below her belly? Over her mound? Would she stop me? Would she let me feel where her hair grows? Would there be hair there? What if I went lower? Would she let me explore her heavenly valley? Let my fingers spread her apart and slip inside her? I didn't know what to do next. This was my best friend's sister, a girl I cared about deeply. I didn't want to disrespect her, or her brother, or her family. But I was lost in a maelstrom of desire. I couldn't not touch her. I couldn't not kiss her. I squeezed her hips and pulled her into me. "Oh Jim," she moaned hoarsely and our mouths met once again. We kissed hard, our tongues dancing again. I broke the kiss and found the nape of her neck. She turned her head and I found her earlobe. She arched her neck back and I descended, finding the soft, sensitive flesh. I was lost in this girl, not sure if I could find my way back out. Her head dropped and found my neck again. On the other seat, Dan's hand moved rhythmically between Missy's legs, which were spread widely. She was still watching Jeanie and I. I didn't care and I knew she didn't care that I watched her and Dan. I looked down and saw Dan's hand had pushed her panties to the side. I couldn't see his fingers but I knew they were inside her. His mouth pulled and sucked her right breast. Her hand was in his hair holding him firmly to her tit. Her left breast hung seductively exposed. She was reveling in this lusty, exhibitionist moment. I grabbed Jeanie by the face with both hands and kissed her. I looked deeply into her eyes. The moment was building to an unavoidable crescendo. Behind Jeanie, Missy moaned loudly and unabashedly. No longer were we just two teenage couples fooling around. Now we had become lovers. Lovers entranced and possessed, needing to express their ecstasy. Needing to build to that peak, that climax, and find the release we all craved. Jeanie groaned and began thrusting into me. I felt my hardness press obscenely into her softness. I grabbed her hips. We stared longingly into each other's eyes as we began to grind into one another again. Our breathing became heavy and labored. Jeanie's groans came with every thrust as we dry-humped each other aggressively and desperately. Missy moaned again, bold and unashamed, and we both heard loud, wet noises. Jeanie turned and looked over her shoulder. I looked too. Dan had hiked Missy's dress up obscenely and his face was buried between her legs. She cradled both of her tits in her hands, tweaking and pinching her nipples. The entire scene became surreal. Jeanie moaned when she realized what was going on behind her. Dan's head bobbed up and down in rhythm, his licks of Missy's pussy became loud slurps and smacks. I squeezed Jeanie's breasts roughly through her dress. Her head lolled forward onto mine and we pressed our foreheads together, our eyes locked. I'd never wanted to fuck anyone as badly as I wanted to fuck Jeanie in that moment. If I just unzipped my pants, I could slip my cock out. I could guide it right between her legs into her glorious softness and be inside her. I was worse than a fool in that moment. I was a blind idiot. I didn't care that she was my best friend's sister. I didn't care that I had made a promise. All I cared about was having her. All I wanted was to know her secret beauty, to feel her sacred luxury, and let myself explode inside her. I ran my hands inside her dress and squeezed her soft breasts. She was wearing no bra and I felt her smooth softness, and let her tender nipples press stiffly into my palms. I was about to squeeze them, to pinch them. I was about to slip the dress off her shoulders and taste them. Bite them, chew them, suck them, pull them. But suddenly I realized that the car had stopped. Missy was no longer moaning. Both Jeanie and I realized this fact simultaneously. She rose up off of me slowly and I slipped my hands out from under her dress. Missy had pulled her dress back onto herself and rearranged it. "We're at my house," she said softly, almost as though she was embarrassed. I felt bad at that moment. I hoped she didn't feel embarrassed. We had all gotten carried away in the moment, and there was nothing to be ashamed of. I didn't say anything though; it wasn't my place to. Dan opened the door and they climbed out. I did feel a little bit better though when Missy stooped her head back into the car and echoed my words from earlier, "You two kids have fun tonight!" She smiled genuinely and then went to shut the door. But before it shut, Jeanie called to her, "I love you, your royal majesty, Miss Prom Queen!" And from outside the car came the unseen reply, "I love you too, my gorgeous, loyal, little subject!" Then the door shut. That exchange made me feel better. Those two would remain friends and no weirdness would come between them because of tonight. Jeanie scooted across to the other seat, rummaged in her purse for a moment, and slipped a piece of paper through the window to Steve. "The last stop, Steve," she announced. "Ok, no problem," he replied and closed the window. Jeanie just sat on the other seat staring at me as the car began rolling on. Her legs were slightly spread, and her hair was now a bit disheveled by our exertions. Her cheeks were flushed and her lips were enflamed and red. "Alone at last," she said, her voice sultry and low. "Finally," I nodded. "So what do you want to do?" she asked wryly. I shook my head side-to-side slightly. "Absolutely unspeakable things," I replied. "Good, me too," she said quickly and sprung on me. She pounced on top of me, straddling me, but she had taken that position of authority enough tonight. I turned her immediately and threw her down against the seat, maneuvering myself over her. She gasped and grabbed my chest, pulling me down onto her. We kissed deeply for a moment and she pressed her tongue into me for more, but I stopped her. "Jeanie, I want you to know I care about you," I said softly. She stopped her lustful clawing at me when she heard my tone and replied, "I know, Jim, I care about you too." "I know. But I just need you to know that. I would be absolutely riddled with guilt if you thought that I had ever tried to use you or take something from you or hurt you." "No, Jim, I know you would never do that." "I really need you to know that, Jeanie. You're not just some girl to hook up with. You're special. You're one of the most beautiful people I've ever known..." "Oh Jim," she cooed, kissing me softly. "I know that. Why do you think I wouldn't?" "I dunno, I guess I just feel guilty that..." "No, wait, stop. Please do not feel guilty. I know things happened kind of suddenly tonight. And I know it's weird that we've been in a car with my friends as they've happened. But please believe me, and please understand, that I've wanted all of this. Everything that's happened between us, I've wanted. You haven't taken advantage of me, and you haven't forced me into anything." "Ok," I nodded, "that makes me feel better." "I hope so, James, because this night is what I dreamed it would be. You've been such a good friend to me. And yes, I had a crush on you once. But that's not what tonight was about. Tonight was about spending my special night with the most amazing guy I've ever known." "Really?" I asked. "Yes," she answered. "You are an amazing person, Jim. And I'm glad I got to spend tonight with you. And yes, it's ok that we kissed. And it's ok that we fooled around. Believe or not, I wanted that too. When I pictured tonight, it wasn't just walking in on your arm, and dancing with you, and having you bring me a glass of punch." "It wasn't? I mean, I did do all those things, even the punch." "Yes, I know. And you were wonderful," she obliged. "But when I fantasized about tonight I pictured other things too." "Other things?" "Yeah." "Liiiiiiiiiike...?" "You want me to tell you or show you?" "I'll go with... show me," I said eagerly. "Well, then you're just going to have to shut up and kiss me, Stillman," she responded, pulling my mouth down onto hers. I couldn't think of my vow to her brother in that moment. All I could think was that I had a beautiful woman in my arms, one of the loveliest women I had ever known. And I just wanted to experience her loveliness. To taste her mouth, to press against her soft, yielding body, to run my hands along her smooth skin. Her big, brown eyes gazed into mine as we kissed, melting my heart and laying waste to my doubts and misgivings. Any reservations I had were further weakened when she ran her hands beneath my undershirt onto my bare back, digging her nails into my flesh. I pushed my knee up between her legs in ecstasy as she scratched my back. She obliged and spread her legs wider, allowing me to slide between them and grind into her forcefully. She brought her legs up and wrapped them around me. I ran my right hand up her leg, and let my left hand run up along her side to her breast. I squeezed both the back of her thigh and her breast as I thrust greedily into her. Her hips swiveled forward and met my thrusts as our tongues found each other again. "Good god, this girl is going to make me lose my mind," I thought, as we found our rhythm again and began grinding into each other. She held me close to her with her nails dug into my back, as I pressed the hard length of my cock into the softness between her legs. I squeezed her thigh again and let my hand slide further down toward her ass. We bucked into each other over and over just like this, both moaning and grunting into one another's mouths, until finally she broke the silence. "I want it to be you, Jim," she said breathlessly, gazing into my eyes. "What do you mean, sweetie?" I asked softly, still not breaking our rhythm. "I've never done this before, and I want my first time to be with you." I still didn't break our rhythm. I was in a trance, lost in this beautiful woman. But what I just heard mystified me. "Are you serious, Francesca?" "Yes, Jim, I'm serious. I want you. I need it to be you." I couldn't believe my ears. Did she really just offer her virginity to me? Could I really take it? I wasn't sure; I didn't know what to think. But I was so utterly turned on in that moment that I increased the rhythm of our dry-humping. So much so that I felt like I could explode in my pants. Her body felt so soft and so good beneath me, her softness such an exquisite contrast to my hardness. I let the fingers of my left hand slip under her dress onto her bare breast. I found her nipple and squeezed it between my thumb and index finger. She squeaked and kissed me harder. My right hand slipped further down. It was on the back of her thigh, just below her ass cheek, just inches away from her sex. I was dumbstruck with lust. I could feel the heat emanating from her. A warm, moist, inviting heat. I felt little hairs tickling my fingers. I had to touch her. I had to know her softness, her wetness. I rolled her nipple between my fingers. She moaned. She would let me; I knew she would. So what was stopping me? Thoughts swirled in my mind. Just touch her. Just feel her. Push your fingers into her. She's wet. She wants it. She wants you. You want her. You want to know, admit that you do. Admit that you don't care about a stupid promise. Admit that you want her and you have for a long time. Admit that this is all you care about. To know her, to feel her. It's there, so very close. And you want it. Picture it in your head. Her pussy. Warm and soft and wet. Now touch it, put your fingers inside it. Feel how soaking wet she is. I couldn't stand anymore. She moaned and I knew she wanted me to touch her. But just as I let my fingers slide down onto her, just as I felt the soft, warm gush of her fountain, the limo rolled to a stop. The car jerked a little and we both woke from our trance. She looked into my eyes and smiled. "Looks like we're here," she said. I nodded in disappointment. If we were back at her house, the party was over. Her parents and brother were home, so there would be no continuation of our passion. But at the same time, I was relieved. There was no way I could have resisted taking her. I had completely lost my head. I rolled up off of her and sat up. In an instant I knew we weren't in front of her house. The lighting was all wrong, I could tell even through the tinted windows. "Jeanie, where the hell..." I began. "Just be a dear and grab that empty champagne bottle for me ok, Jim?" she replied. "But what's going on?" I questioned. "It's ok, just open the door," she reassured me. She turned and rolled Steve's window down. She pulled a neat stack of money out of her purse. "Steve, this is for you. Thanks for everything this evening," she said through the little window. "Oh, my pleasure, thank you very much," Steve replied. "And uhhh... you two kids have fun tonight!" he added, a little tongue-in-cheek joke letting us know he probably heard everything that went on in the back all night long. "Thanks, Steve," Jeanie said saucily. Then she slid over to me. I opened the door looking at her questioningly. As soon as I stepped out I knew where we were. It was a hotel on the other side of town. I helped Jeanie out after me and immediately began to protest. "Jeanie, we can't do this. I don't have enough money for a hotel room, and we're on the other side of town. How are we gonna get home? A cab? Holy crap, that'll cost more money! And your parents will kill me, what time is it anyway?" "Are you done, Mr. Worrypants?" she asked sarcastically after letting me rant for a minute. I shrugged my shoulders in reply. She stepped into me and kissed me softly on the lips. "You need to have a little faith in me. First of all, the room is already paid for. Secondly, I told my parents I'm staying at Missy's. Thirdly, she and I came here earlier today and dropped my car off. See, it's parked right over there." She pointed and I turned to look. Son of a bitch if her little white Hyundai Accent wasn't parked right over in the next lot. "So do I get a little credit now?" she asked. I wrapped my arms around her. "Yeah," I admitted, "you get all the credit in the world. But there's still one little issue here." "Which is?" "What are we going to do in there, Giana?" I nodded toward the hotel. "I have a few ideas," she smiled. "No, I'm serious, Jeanie," I looked at her sternly. "This is a big deal. I promised..." "It's just you and me, Jim. Remember that promise? Just you and me?" "I remember." "So let me just say this," she said sternly. "I know how big a deal this moment is, James. I've anticipated this, dreaded this, craved this, been terrified by it. But the one thing that's always been there in my head, the one thing that has been a constant no matter what I've felt, is that it was you I'd be here with. I know it sounds crazy. I know I must seem out of my mind. But it's always been you, Jim. It's always been you. " She looked up me sweetly, letting the moment hang in the air. And after several seconds had passed, she said softly, "So you tell me, what should we do?" She stared at me unblinkingly. She was going to force me to answer that question honestly, and she had every right to. It was time for me to be a man. She had offered me the most beautiful gift any woman can offer a man. She had offered it willingly, vibrantly, enthusiastically. She deserved a true man's response. In looking at her I knew without a doubt what my answer was. I was burning for her. Not just in a teenage lust way, as though she were an object I craved for satisfaction. I wanted the woman she had grown to be. The woman I now respected and admired. There could be no other response. I looked her in the eyes and met her gaze. "I want you, Jeanie." "Be my first, Jim." "I will. I want to." She smiled and hugged me, holding me tightly. We kissed softly for a moment and then she took me by the hand and led me inside. I didn't know what tomorrow would bring. Hell, I was still worried about tonight. Could I be the man she had hoped for, had wished for? Could I make this night all she'd dreamed it could be? I walked with her toward our beautiful destiny. One thing was certain; I would be the best man I could for her. I would give her everything I had, mind, heart, body and soul. She had me enthralled. A First, My Friend's Sister Ch. 03 Jeanie led me by the hand into the hotel. My heart was racing in anticipation as we crossed through the lobby to the elevator. She led me inside and pressed our floor number. As soon as the doors closed she pulled me into her wordlessly. Our mouths found one another and we kissed passionately, tongues dancing in our excitement. When the doors opened we separated momentarily as we stumbled into the hallway. She fished into her little purse and pulled out the key card for our room. She gave me a devious look as she slid the card into the lock. "Can you believe this is happening?" she asked coyly. "I can't believe anything that happened tonight is real," I replied. The lock clicked and she pulled the handle. I pushed the door open for her. "Disappointed?" she asked, raising her eyebrows. I shook my head. "Wondering how I could be so fucking lucky, actually," I said. She smiled seductively as she brushed past me entering the room. I stepped in after her and let the door swing shut behind me. I put the empty champagne bottle down on the desk, and deposited my jacket on the desk chair. No lights were on but the curtains were open and bright moonlight spilled in. Jeanie clicked on a light, but it made everything seem artificial. "No," I told her, "leave it off." "Don't you want to see me?" she asked smiling. "Yes, I want to see you in the moonlight. I want see you the way you looked on Overlook Ridge, when we first kissed." She clicked the light off and stepped into me, pressing up against me. "That's so romantic, Jim," she said. I ran my right hand along her cheek and returned her smile. I let my hand caress her cheek and the back of her neck, while I ran my left hand up and down her arm, soothing her. I knew this moment had to feel monumental to her; I wanted her to know I was going to treat her kindly. We stared into each other's eyes for several moments. "Are you scared?" I whispered. "No," she whispered back, "I'm with you." I smiled. "Jeanie, I want this to be wonderful for you. If you're not comfortable or if things feel like they're too overwhelming or anything, just tell me." She nodded slightly, letting me know she appreciated the gesture. But I could hear her breath coming in shorter, quicker gasps. I knew her heart must have been pounding as hard as mine was. We stared at each other. There was nothing left to say. We'd shared an amazing night. I'd done the best I could to make it memorable, an evening she'd always cherish and remember. Now here we were. Everything we'd shared as friends and as admirers had led to this moment. I pulled her softly into me and kissed her deeply. She met my kiss with fervor, running her hands around my back and pulling me into her. We explored each other's mouths again, as we had so many times that evening. Again I found myself wondering how the hell it had come to this. I had begun the evening telling myself that I wouldn't lay a hand on her. That she was off-limits and that out of respect for her brother I would not let this happen. Now here I was, alone in a hotel with her, kissing her passionately, about to make love to her. I couldn't believe it was happening. But she was right. I owed it to her to respect her wishes as well. And she had assured me that this was what she wanted, and that I was the right man for her to be here with. When I searched my own feelings, I knew I felt that as well. I did care about her. I wanted nothing but the best for her, and I respected her completely. I knew my intentions were good. Once I told myself this, I let go of any inhibitions I had left. I felt her soft tongue searching my mouth and it was as though I melted into her. It's ok to want her, I thought. It's ok to want to touch her, to feel her, to explore her. You care about her. Genuinely and deeply. And she cares about you. It's ok to take her. She wants you and she's offering herself to you. Take her. As soon as these thoughts entered my head, it was like a switch going off. I ran my hands down her back to her sides and lifted her up slightly, so that we were level and our kisses were straight on. She wrapped her arms around my shoulders and moaned, running her tongue in a circle over my lips. I let my hands drift down slightly onto her behind. She responded by wrapping her right leg around me. I could feel the firm roundness of her ass beneath the dress. My heart skipped a beat as I ground myself gently into her. I thought of the few layers of clothes between us and how easily they could be removed. Her beautiful dress, which she had looked positively gorgeous in all night, was just a thin, delicate piece of fabric. This airy little garment was all that separated me from the heavenly delights of Jeanie's femininity beneath. I squeezed her tightly to support her weight and began walking her slowly toward the bed. She moaned again when she realized what was happening. I was taking her there. I was taking her to where this evening was going to meet its inevitable climax, to where our destinies were leading us. We got to the bed and I sat her down gently. We broke our kiss and looked into one another's eyes. I felt like I should say something reassuring. "Jeanie..." I began, but she cut me off. "Jim, I want you." She said it quickly and authoritatively, dispelling anything I may have felt compelled to say. I put both hands on her face and just looked at her for a moment. Then I slowly and seductively ran them down onto her shoulders, slipping my fingers under the straps of her dress. I let my hands run lower onto her chest, moving agonizingly slowly. Her shoulders heaved with the depth of her breathing, anticipating my touch on her sensitive flesh. I ran my hands down under her dress onto her bare breasts, giving the tiny little handfuls a gentle squeeze. Her head dipped back, as though her neck suddenly became soft, and she exhaled deeply. I cupped both tits gently and squeezed them firmly. I let my thumbs trace little circles around her nipples, and I felt the sensitive flesh of her areolas begin to tighten and harden as the blood rushed into them. I was dying to see them, to slip the dress off her and see her beautiful breasts in all their glory. To pinch the nipples until they were engorged, to lick them, suck them, bite them. I could feel my eagerness boiling up inside me. I ran my thumbs over her nipples repeatedly. They had hardened to fullness and I tweaked them softly. Jeanie moaned deeply, and I pushed my mouth into hers. I gave her a little push and she fell weakly backward onto the bed, breaking our kiss. My hands slipped out from under her dress and I stood above her, gazing down at her lying on the bed. She met my gaze for a moment, then broke eye contact, letting her eyes drift down to my crotch. My cock had hardened in my pants and I felt it twinge involuntarily as she stared at it. She looked back up at me and grinned deviously seeing my cock twitch. She grabbed me by my belt and pulled me down onto her. I let myself fall on top of her into a deep kiss. I pushed my tongue immediately past her lips and into her mouth, simulating exactly what I was absolutely dying to do to her. She accepted it willingly, curling her own tongue around it and sucking it gently with her soft, fleshy lips. She ran both of her hands down my back onto my ass and squeezed hard. I groaned into her mouth and thrust my hips into her. She tilted her head back and broke our kiss, letting her tongue lick my teeth and lips erotically on its way out. "Mmmmmmm, you don't even know how long I've wanted to grab this ass," she growled, fixing her gaze in my eyes, her jaw hanging open hungrily. "Really?" I asked seductively, raising my eyebrows. "Hell yes," she groaned, "you have the cutest little ass." She squeezed me again harder, her nails digging into my cheeks through my pants. I ground into her and turned her just slightly onto her side. "Oh I don't even want to hear about cute little asses, girl," I responded, running my right hand down the small of her back onto her behind, pressing the heel of my palm into her crack and curling my fingers up, pressing the fabric of her dress between her cheeks. "I've had to look at this perfect little butt for years knowing I could never touch it." She smiled again. "You really looked at it?" she asked. "God yes," I replied heatedly. "I had to pretend I didn't notice how amazing you look in your jeans, how perfectly your tight, little sweatpants fit, how you'd wear those little short-shorts in the summer. You drive me so crazy with this cute little butt." I ran my hand under one of her cheeks and pulled it upward, squeezing it tightly. Jeanie laughed and ground herself into me, swatting my ass with her hand. "You lie!" she laughed. "You never checked out my ass." "Oh yes I did, sweetheart," I assured her. "I wanted to do this so badly it almost drove me insane." As I said this I gave her ass cheek a slap like she did mine and squeezed it again. "Did I really drive you crazy, baby?" she asked, smiling and biting her lower lip seductively and grinding into me again. "God yes, you have no idea," I panted. "Oh I think I have an idea," she said, renewing her own grip on my ass and squeezing harder. "Is this what you wanted, huh?" she asked, nipping my lips with hers. "Did you want to grab my ass?" "God yes, sweetie." "Did you want to squeeze it?" "So badly." "Do you really want to feel it, huh?" "You know I do; I have for so long." "Really? You wanna feel it like this? Is this what you want?" As she said this she ran her hand behind her and in one deft motion pulled the back of her dress up so that my hand could fondle her bare ass. She held my gaze with hers as she did it to heighten the naughtiness of the moment. I knew she wasn't wearing panties; she'd told me so earlier in the night. So in the split-second it took for her to slip her dress up, I went from having a handful of her dress to having a handful of her bare flesh. It was soft and yielding and warm to the touch. I moaned with the sexiness of the moment and kissed her aggressively. She used her hand to press into mine and encourage me to really squeeze her ass. I grabbed a full handful of her ample flesh and curled my fingers into her crack. Then she broke the kiss off suddenly. "Ohhh yes," she moaned. "Do you like that? Is that what you wanted?" "Fuck yes, Jeanie, it's better than I even imagined." "Is it? You really like it?" As she said this she pushed my hand further onto her ass, forcing it down deeper into her crack. I obliged and pulled her ass cheek open, then ran my fingers up into her crack and found the little soft spot in her crevice. I didn't push deep into her, but just let my fingertips gently caress her delicate area. She groaned and her head lolled backward onto the bed. I could feel tiny little prickly hairs around her little ring of muscle, and below it my fingertips just barely grazed the slick velvet of her sex. It was warm and moist, and I was overcome with the desire to dive into it. Instead I buried my face into her exposed neck and licked from her chest to her earlobe. My cock was now rigid in my pants and I ground it into her again. In the heat of that passionate moment, Jeanie moaned and almost shuddered, then spread her legs widely so I could press between them. I felt her secret place open wide with my fingers, and I was dying to be inside it, but I didn't want to rush things. I slipped my hand out from under her dress and ran it up over her breast again. I simultaneously kissed my way down her neck to her chest. There I met my hand which was under her dress squeezing her tit, my palm pressing against her nipple, swirling it around brazenly. My fingertips were slick with her nectar and I licked the sweetness off each finger. "Oh my god," Jeanie whispered. She was watching me. Her hair had come out of its perfect set-up and curly tendrils were hanging tantalizingly down in her face. She looked so incredibly sexy I could barely even breathe. I couldn't believe I entered this evening thinking I could possibly not lay a finger on this girl. She was unbelievably beautiful in that moment. I met her gaze for a second, then I slowly and seductively wrapped the shoulder strap of her dress around one finger of the hand I had on her breast. Her lips curled into a grin. I returned her grin then very slowly pulled down on the strap until the dress slipped down off her breast. I backed my hand away slowly and stared at her exposed tit. It was gorgeous. It wasn't big, but she certainly wasn't flat-chested either. It was a delightfully perky little handful, and she looked indescribably sexy laying there with her dress half pulled down, and one breast hanging out. Her nipple was taut and erect, pointing slightly upward. It was dark brown, with a puckered areola encircling it. The flesh of her breast was slightly lighter than the dark, olive-colored skin surrounding it. Even though it was only May, she'd obviously already gotten some bikini time in the sun. I looked back up into her eyes. She was still smiling sweetly, but now her breathing was heavy. I held her gaze for a moment, then without warning I descended greedily on her nipple, pulling it into my mouth and sucking it eagerly. "Ahhhhhhh," Jeanie moaned, and arched her back to meet my suction. I ran circular licks around her areola, then flicked her nipple vigorously with quick back and forth strokes. Then I pulled it gently between my teeth and sucked it hard. Under my ministrations, Jeanie began to grind her hips into me. I remembered our earlier session of dry-humping and realized almost immediately I wouldn't be able to do that for long without cumming in my pants. I re-positioned myself so that I was kneeling over her. I broke off my suction on her tit, and pulled her other shoulder strap down, revealing her other breast. "Holy shit, Jim," she moaned. I just smiled at her and descended on her other breast. I gave it the same treatment I'd given the other, sucking it long and hard. I started gently, just caressing and massaging it with my tongue to make it stiffen. But soon I was pulling it with my lips and nibbling it between my teeth. The entire time Jeanie's head was rolling back and forth on the bed, moaning my name and squeaking softly. After several minutes I lifted my head again, breaking my suction on her breast. Jeanie put her hands on my chest. "I'm so turned on, Jim," she whispered hungrily. "Come here, sweetie," I said, taking her hands in mine. I stood up off the bed and helped her scooch to the edge and stand next to me. The straps still hung limply off her shoulders, but the dress fell back into place covering her breasts. I looked her in the eyes, still holding her hands. "Can I take your dress off, Giana?" I asked softly. I used her more formal name because I knew this was a point of no return. I wanted her to know that I was still that guy that she trusted enough to use that name. She looked up into my eyes, nodded gently, and whispered, "Yes." I ran my hands up her arms to comfort her, then I stepped to her side. I kissed her softly on her shoulder, and ran a trail of tender kisses along her neckline as I maneuvered slowly behind her. She let her head loll to the side as I kissed her neck, until I was standing directly behind her. I let my fingertips just barely graze the skin on her shoulder blades as I ran a line of kisses down her back. She shrugged her shoulders seductively as a little shiver ran through her. Soon I reached the top of her dress with my kisses, and the little zipper lay hidden there. I slipped my fingers in and slid the zipper painstakingly slowly down her back until I reached the top of her behind. The flaps of the dress swung open and in the moonlight I could barely see the downy little hairs growing from the small of her back down to the top of her crack. I bent down and made a meandering little trail of kisses all the way down her back to where the dress still hung. As I did so, Jeanie let a long, little moan escape her lips. "Mmmmmm, oh Jim," she whispered. I stood up behind her and she turned around slowly. The dress hung limply off her, held on by just the spaghetti shoulder straps hooked on her arms. I looked her in the eyes, then hooked my fingers into the straps on her arms. I pulled them gently toward me to free them from her, and she dropped her arms slowly. Once I slipped them off her arms, only I had the weight of the dress in my hands. I let it fall forward, and her breasts fell free. Then I let it drop to her waist where it hung for a split second on her hips, and slipped away. I dropped the straps and the dress billowed to the floor, revealing Jeanie naked before me for the first time. Her breath came in shallow, ragged little gasps. My own heart pounded in my chest. Our eyes were locked for a moment in utter ecstasy. "I'm naked, Jim," she whispered. "I know, sweetie," I whispered back, letting my eyes drop slowly down to her exquisite body lit seductively in the moonlight. I drank in the heavenly sight. Her perky little breasts heaved slightly with her breaths, the dark brown nipples standing taut and erect. Her tummy was soft and just slightly swelled in the middle. It wasn't fat by any means; she was clearly fit and in good shape. But it had just the slightest, pleasant little roundness to it, swelling gently up around her navel. And below her little tummy was an absolute vision to behold. Once again her tan lines were obvious as the skin just below her waist was a little lighter than the dark olive skin around her midriff. Her pussy grew in a tight, curly little patch on her womanly mound. The patch was not large, but it grew thick and dense in a little triangle that narrowed as it approached the sweet chasm between her thighs. The hairs themselves were not long, but instead were tightly curled and grew thickly together in her patch. She had shaved the areas just to the side of her sex where her mound tapered down to her crotch and lips, but her little hairs grew to her clitoral hood, and down onto her outer labia. The sight of her beautiful womanhood made my heart skip a beat. So this was the alluring little mystery she'd left uncovered by underwear for me, I thought to myself. It was gorgeous. I stared at her sex for a moment, my mouth hanging agape. Then I looked into her eyes again. "You're so beautiful, Francesca," I said breathlessly. I was having trouble breathing normally with my heart racing in my chest. "Am I?" she asked. "God yes, you're gorgeous. So gorgeous." "You're the first, Jim. You're the first to see me." "Oh honey, I'm so lucky. You're amazing." "I want to look beautiful for you." "You do, sweetie, you did all night." I took her by the arms and pulled her toward me. "You are absolutely breathtaking." I ran my hands down her arms then onto her back. Her skin was warm and soft and I let my hands roam down to the small of her back, holding her close to me. Wordlessly she began unbuttoning my shirt. It was already untucked from our intense makeout session in the limo, and she was unfastening the buttons slowly but easily. She looked into my eyes. "Can I undress you?" she asked. I nodded eagerly. The moment was becoming real. No longer was our lovemaking some sort of distant, elusive fantasy in my head. Now it was becoming tangible. She was naked before me, unbuttoning my shirt. Soon I'd have to reveal myself to her. I hoped I wouldn't disappoint her. I hoped I would be as remarkable to behold as she had been to me. Soon she had my shirt unbuttoned, and she slipped it off my shoulders, letting it fall to the floor. She ran her fingers down my chest, letting her nails dig into my nipples as they raked past. Then she grabbed the bottom of my undershirt and pulled it upward. I put my arms up to allow her to slip it over my head, then helped her free it from my arms and tossed it to the floor. She stared at my chest and exhaled sharply. A First, My Friend's Sister Ch. 03 "I've seen you without your shirt so many times, but I feel like this is my first time really seeing you," she said throatily. "Do you remember last summer," she asked, pressing her palms into my chest, "when you let me rub sunscreen on your back?" "Let you? I loved every second of it," I replied. "Yeah, it was all I could do not to leave scratch marks down your back I was so turned on." "Jeanie!" I laughed. She smiled deviously and let her hands roam down my chest to my waist, where she curled her fingers around my belt. She brought her hands together slowly at the buckle, and slipped it free from the harness. She pulled it backward gently and the clasp popped out of the hole, then she unfastened it from the buckle leaving it open. My heart pounded. This was it. She was looking down at my pants. She was going to take them off me. I could feel my cock becoming stiff and engorged. It wasn't like I'd been with that many women. I prayed she wouldn't be disappointed, that what I had would please her. I was just average; it wasn't like I had a huge dick. And with all her expectations, what if it came down to this last crucial detail and I let her down with my average cock? Part of me was overwhelmed with lust, while the other part was terrified of this revealing. She unbuttoned my pants. I couldn't watch anymore. I let my eyes fixate on her beautiful little breasts and the erect nipples standing atop them. She pulled either side of my pants and the zipper ran down, buzzing audibly. I felt my cock push free from the confines of my pants. My boxer briefs would surely be straining to contain the throbbing erection within. Jeanie gasped slightly as she bent to push my pants down. I lifted my right leg back quickly and yanked my shoe off. Then I did the same with my left. Once they were off, Jeanie bent lower and slipped my pants down off my feet. I quickly did the same to remove my socks, and Jeanie stood up and looked in my eyes. "You're really struggling to get out of your boxers down there," she joked, smiling at me. I appreciated her using a little humor to help relieve some of the tension. "Yeah, I sure am," I laughed back. "I just hope I don't look ridiculous." "Ridiculous? Why would you think you look ridiculous?" She looked deep into my eyes. "Well, I guess I just hope that, you know, 'it' doesn't disappoint you." She laughed. I gave her a confused look, but she put her hand on my arm soothing me. "Can I tell you a naughty secret, Jim?" she asked. "Ok," I replied, lifting my chin a little in suspicion and raising one eyebrow at her. "Well, that day I rubbed lotion on you, I might have also... seen you naked." "Jeanie!" I said flabbergasted. I wasn't actually mad but I was quite surprised. "How?" "Don't be mad. Promise you won't be mad?' she asked. "Oooooook," I said, eyeing her suspiciously. "Well, you know how you changed into your swim trunks in our upstairs bathroom before we all hung out by the pool?" "Yeah?" "And well, you do realize that that bathroom is connected to both Tony and my bedrooms." "Yeah?" "So, well, maybe I left my adjoining door a little bit open." "Francesca Giana Delvecchio!" I yelled jokingly. "Don't be mad, Jim, you can't be mad!" "Why can't I?" I asked. I wasn't really mad, but I did want to tease her about it. "Well... because I really liked what I saw." "Oh stop." "I'm serious, Jim. There's no need for you to be embarrassed right now, or worried that you'll disappoint me. Because I've seen 'it'... and it is awesome. Took my breath away." I laughed. "Well, little Jeanie, I must say I am very surprised by you." She laughed as well, then got a saucy look on her face. "Oh and by the way, if I haven't mentioned this already, your ass is pretty delicious too." After saying this, she reached behind me and gave my ass a good, hard slap. I pulled her into me, her breasts pressing into my chest, my cock standing rigid between us. "Why you little sneak," I teased. She stood on her tippytoes to kiss me. "You're not mad, are you?" she asked sincerely. Hell, how could I be mad? It wasn't like I'd never looked at her lustfully. I tried to be good but there were lots of times when I checked her out, filthy thoughts running through my head. "No, I'm not mad," I assured her. "Actually, one time when we were playing in the pool, your boob totally slipped out of your bathing suit and I didn't say anything." "Well, well, Mister Goody Two-Shoes checked out my boob and didn't tell me," she laughed. "Yeah. And remember Easter weekend when we watched that stupid movie in your living room, and Tony and I were on the floor and you were on the couch... I could totally see up your skirt." "Jim Stillman!" she yelled. "Nice white undies, by the way," I joked. She slapped my chest but I caught her hands and pushed my mouth onto hers. We kissed passionately for several moments, until finally she broke our kiss. "Ok, so I guess we're even?" she asked. "Even, my ass," I joked, "you saw my dick and I got one little glimpse of a boob and some underwear? That's not even!" She rolled her eyes and smiled. Then, without the slightest hesitation, she took a step back and put her arms out. I drank in the glorious sight of her in all her nakedness. "Ok," I said warmly after a moment, "now we're even." She smiled and stepped back into me. We kissed again. I was so grateful to her for turning what was a nerve-wracking moment for me into one that was fun. That sort of thing was quintessential Jeanie. But when we broke the kiss off she looked into my eyes seriously, holding my gaze. Slowly, almost imperceptibly, she hooked her fingers into the waistband of my boxers. She tugged it gently outward, freeing my erection from the elastic, and ran her fingers to my side. Slowly she bent at the waist and slipped my underwear down my legs. When she got them to my knees, she dropped them to the floor and lingered there for a moment staring at my erect cock. "God damn," she exhaled breathily, "it's so beautiful. So fucking hot." She let her eyes dip lower, looking at my balls hanging heavily below my dick. I had bought a grooming razor while at college and had started keeping myself shaved pretty trim. I could feel her warm breath tickling me as she exhaled. I was dying to feel her touch. "Do you like it?" I asked. "Shit, yes," she replied. "It's so pretty, and you shaved! I can't even stand it." She stood up, and looked into my eyes. Holding my eyes with hers she gently ran her fingertips up my shaft. I shuddered involuntarily and exhaled sharply feeling her soft touch. But I smiled to let her know how good it felt. She smiled back and let her eyes drop again. She ran her fingers up and down the length of my cock several times, just grazing my sensitive flesh softly and getting a feel for my stiffness. My cock grew harder at her touch. After several moments she let her hand dip under my balls and she cupped them in her palm and squeezed very gently. "They're so soft," she whispered, "so sensitive." "That feels so nice, Jeanie," I whispered back. She looked into my eyes again. "Jim, I don't know what to do next," she said, her voice sounded almost apologetic. "It's ok, sweetie," I said reassuringly, "can we just do what feels natural? What feels right?" She nodded and let my balls go, running her hand softly up my cock once more. I kissed her. Softly at first, but soon our hunger started building, heightening the intensity. I held her close to me, our naked bodies pressed together. She ran her hands around my back and squeezed tightly. Then I cradled her and gently pushed her down onto the bed, holding her close to me and descending with her, never breaking our kiss. On the bed we lay next to one another, kissing passionately and running our hands up each other's sides. I let my thumb drift down and caress her nipple gently as my hand made slow, sweeping moves back and forth from her chest down to her hips. She did the same to me, letting her hands slip onto my ass as she made her sweeps. I felt the lust building within me. I was here, naked on a bed with my best friend's sister, the girl I promised I wouldn't touch. But now, I couldn't resist her. The passion we'd shared all evening had built to this peak, and I wanted to know her. I wanted to explore her, to touch her, to taste her. I broke our kiss suddenly and lunged in to kiss her neck. She gasped and moaned my name. I pushed her gently but firmly onto her back and maneuvered myself on top of her, planting wet kisses, licks and bites on her neck and shoulder. Her head tipped backward and I licked her neck from her throat to her chin. I ran my fingertips over her lips and she kissed them, letting her tongue dart out and lick them softly. Suddenly and without warning I pushed myself slightly down and took her right nipple into my mouth. She squeaked excitedly. I ran both of my hands down her chest and cupped each of her tits, squeezing them savagely. I held the warm flesh of her right tit up and pointed the hard nipple into my mouth so I could suck it fiercely and squeeze it. Jeanie's entire body trembled as my mouth worked her tit erotically, nipping, biting and pulling on her engorged nipple. After several minutes, I switched to her left breast. She was moaning loudly and her hips had begun to buck uncontrollably. She was breathing methodically through her nose, her nostrils flaring wildly, as though she was straining to maintain control under my ministrations. "Unnnnhhhh, Jim, that feels so gooooooood," she moaned. I sucked her nipple with a loud smack, then ran a trail of kisses down her belly to her navel. She grabbed my hair with both hands, both anticipating and being very much intimidated by what I was so very close to doing. I looked up at her from her belly and smiled. "Are you ok, sweetie?" I asked gently, letting her know everything was all right. "Yes, I'm ok. It just feels so amazing, it's like almost mind-blowing. Like sensory overload." "It's ok, Jeanie, I won't rush you into anything. You just tell me if you feel overwhelmed or if it's too crazy, ok?" "I'm ok, Jim, it's so good. But thank you for being so sweet." I smiled again at her, this time a little more deviously. She returned my smile with an equally devious one, and I knew she was ok. We were still each other, still good, understanding friends who'd known each other for years. But now, I wanted to make her feel sexy. I wanted to make her feel something amazing, something she'd never felt before, and let her lose herself in bliss. "I'm going to kiss your belly button now, ok?" I whispered seductively. She nodded. "Ok," she whispered back, her jaw swinging open slightly. I lowered my face to my task, Jeanie's fingers still tangled in my hair. I placed soft, wet kisses in a circle around her navel, relishing her warm, supple flesh. There was a doughy little cushion of softness above her hard muscle underneath, and I pulled little lipfuls of her into my mouth as I kissed her. Then I let my tongue trace a circle around her belly button, barely grazing her skin, before I plunged it into her navel and swirled it gently around. She giggled. "Ohhhh Jim, that's so good," she squealed. I pressed my mouth around her belly button as I let my tongue massage down into her, a sexy simulation of what I would do to her below. She pushed my head gently down, urging me to keep teasing her, her fingers squeezing handfuls of my hair. I made another loud, slurping smack on her belly button, then withdrew my tongue and kissed a little trail over to her side, where I rested my lips and nose in the slight indentation of her love handle. She turned a bit onto her side to give me access to her hip. I kissed another trail from her love handle up the ridge of her hip, where I gave her little circular, teasing licks. I was dying to kiss her down between her legs, but I didn't want to rush her. I wanted to show her how wonderful it can feel to have attention lavished on your entire body. I pulled her gently toward me, and she took the clue willingly, smiling and moaning in anticipation. She rolled onto her stomach, revealing her perfect little ass to me, just inches from my face. I relished the sight, drinking in every inch, every little detail. She had dark, downy little hairs growing from the small of her back down in a descending little triangle into her crack. They were subtle, just tiny little hairs, but they were incredibly arousing. I'd noticed them many times when we hung out by the Delvecchios' pool in the summer. Jeanie would wear skimpy little bikinis, allowing me to survey the details of her blossoming womanhood behind dark sunglasses. But I'd always put those thoughts out of my head as soon as they popped in. She'd be lying on her stomach sunbathing and I'd see those little hairs, and immediately an image of myself kissing them would pop into my head. But I'd squash it; I wouldn't let it become the distraction of a full-fledged fantasy. Now here I was, finally able to indulge my desires, and I was going to enjoy this. On the actual skin of her ass cheeks were light little hairs as well, even finer than the ones in her crack. Her cheeks swelled alluringly, fine round hills just a little doughy and cushiony, so exquisitely feminine. I ran both my hands down her sides and along the curves of her love handles and hips. I stopped for just a single, agonizing moment before I slid them onto both cheeks of her heavenly little ass. "Mmmmmmm," she moaned, smiling contentedly, craning her neck back over her shoulder to watch me touching her. My jaw dropped open at the soft, billowy perfection of her cute little behind. I squeezed both cheeks with my hands to feel her ample flesh filling between my fingers. I had strong handfuls of her and I just shook them gently, amazed by how big and soft and cottony her flesh was. "God your ass is a work of art, sweetie," I groaned excitedly. "You like it?" she laughed, her voice humming with desire. "I love it," I replied hungrily, squeezing every inch of both cheeks repeatedly, kneading my hands into her ass cheeks like they were dough. "Can I kiss it?" I asked her seductively. "Can I kiss your pretty little ass?" "Yes, please," she hissed eagerly. I wasted no time, descending almost desperately onto her cheeks and giving them soft wet kisses all over. I let my nose trace a line along those downy hairs from the small of her back down to her crack, enjoying their soft, tickly feeling. How that ass had teased me, I thought to myself. How many times had I seen it squeezed obscenely into skin-tight jeans? How many times had I seen her sweatpants riding up into her crack, perfectly outlining those gorgeous feminine curves? How many times had her bikini bottoms ridden into her crack, giving her such an alluring little wedgie, revealing tantalizing glimpses of her pillowy flesh? And every time I'd had to temper myself. To squelch any images or any little thought of indulging in that pretty little ass. Now here I was, my desires that had built up like magma inside a volcano now erupting out of me. I ran my hands in circles, cupping her flesh and squeezing perversely, a thousand images playing in my head of times I'd seen it before and wanted so badly to do just this. I gave it light little swats, just to watch her cheeks jiggle, the ripples undulating her soft, doughy flesh. I was losing my mind. I would swat her, watch the jiggle, then bite gently into her skin and feel it jiggling against my lips. Her ass was beyond amazing. "Mmmmmm," she squealed, "you do like it, don't you?" "It's unbelievable, Jeanie," I replied, still squeezing her. "It's so perfect. I've wanted to do this for so long." "You should have, Jim," she stated. "I wouldn't have stopped you." "You know I couldn't, Giana." She looked back at me, deep into my eyes. "You can now," she said matter-of-factly. That simple statement encompassed our entire evening. She was right. There were so many reasons I could never touch her before. We were friends, she was Tony's little sister, we were too young... they all made sense then and they did keep us from ever indulging ourselves. But now, they simply weren't as meaningful. Yes, those issues were still there. But the bottom line was that we were both grown up now, and could both decide for ourselves how we would show our affection to whomever we chose. We were free to be ourselves; we were free to care for one another. I broke our eye contact and stared down at her gorgeous behind, my hands pressed into her cheeks, her flesh slightly pink from my kisses, squeezes and slaps. I pressed both cheeks slightly outward, revealing her little chasm in the middle. I didn't push hard; I certainly didn't want this moment to be vulgar. I just pushed enough to reveal a little of her secret place to me. Her hole was dark brown, with a larger ring of slightly lighter brown skin encircling it. The ring had a thin little circle of tiny, wiry black hairs growing out of it. The hole itself was tight and puckered, a tiny little fist of muscle. I descended slowly and ran a circle of soft kisses along the insides of her cheeks. Jeanie buried her face into the bed moaning, grabbing handfuls of the sheets in her fists. I didn't want to overwhelm her with this moment. I couldn't be too intrusive into her most secret place. I kissed slowly and softly until the tension left her, and she eased into my ministrations. Then I made light little licks around her ring, teasing the wiry hairs and feeling them tickle my tongue. I didn't want to go any deeper than her rim though. This moment could overwhelm her and I didn't want to take her too far. I just wanted to show her how much I admired her entire body, and give her a glimpse of how intense it could be to be loved in even your most secret, sensitive spot. I licked her rim in a circle several times. She moaned my name throatily into the bed. But I backed away before I took her too far. I pulled my tongue slowly out from her ass, and scooted downward on the bed slightly. I kissed the backs of her thighs. She pulled her head up and looked back at me again. "Oh Jim, you're driving me so crazy," she moaned. "Does it feel good, sweetie?" I asked. "Everything feels so amazing," she gasped, "I'm in heaven." "Not quite yet, baby, but we're getting there," I replied. She bit her lower lip and smiled. I continued kissing her legs and made my way down behind her knees. I licked the smooth, sensitive flesh there and she bucked up off the mattress, pushing her butt upward into the air. She giggled as I licked and nipped her. Then I made a trail of kisses down to her calves and ankles. I picked her foot up and placed wet kisses from her ankle to her instep. I didn't want to overwhelm her and go to her toes. They could be very sensitive and very ticklish so I backed away and just held her foot, massaging it gently. I gave it several more soft kisses. She watched me as I kissed her. She had pulled a mouthful of sheet up from the bed and was biting it as she watched, her hair falling in little tendrils down onto her face. It was incredibly seductive. "Turn over, sweetie," I whispered after several moments, a little half-grin on my lips. She met my grin and twisted over slowly onto her back. I let her foot go, then took in the beautiful sight before me. I was down at the foot of the bed looking up at this beautiful young creature laid out before me. She spread her legs slightly apart so she could see me, her face peering out just over the swell of her breasts, the little nipples like cherries resting atop. I let my gaze search up the length of her olive-colored legs, past the knees to the fleshy thighs, all the way up to her glorious sex. It was shadowed in the moonlight, but I could see the dark patch of her pussy running down onto her outer labia, which were plump and pressed together, like a secret little doorway I had to open to get to the treasures inside. Her little triangle dipped low and ended in shadow where her buttcheeks pressed together and hid her lower bounty. A First, My Friend's Sister Ch. 03 I began planting wet kisses on both of her calves, each one moving slowly and steadily higher up her legs. Her shoulders heaved with the depths of her breaths, and soon I had reached her thighs. She spread her legs slightly wider and her sweet sex began to open more for me as well. I could see a glistening wetness on her lips, a little vertical stream running down her center. I ran long licks on both legs one-by-one, from her inner thigh all the way to where her leg met her mound. Her fragrance was absolutely intoxicating. The air between her legs was thick with her heady, musky aroma. I inhaled deeply and felt its moistness coat my nose and lungs. Her smell was rich and savory, with a tinge of sweetness within it as well, like warm honey. It was a smell that was all Jeanie, her own unique fragrance. I relished it, breathing deeply of her. Was I the first to breathe in that exquisite scent - the scent of her essence, tinged with her excitement, the sweet allure of her womanhood? I stared at her sex, then looked up into her eyes, They were wide and expectant, her right index finger hooked into her lower lip. "Will you kiss me there, Jim?" she whispered hungrily. "Yes," I nodded. "Do you want me to?" She nodded back. "Yes." "Are you sure?" I persisted. Without hesitation she nodded again. "Yes." I leaned into her painstakingly slowly. The smell of her wetness was overwhelming; I felt my head swim. I pushed my lips onto her lips and kissed softly, never breaking eye contact with her. I heard her hands slap down onto the bed, and she pulled the sheets taut into her fists. But she kept her gaze fixed into my eyes. I gave her labia several long kisses, mimicking the same kisses I gave to her mouth. Her wetness was coating my lips and chin, but I refrained from licking her just yet. This was the first step; I had to introduce her to this slowly. So I kissed and kissed her, nipping her soft, fleshy labia between my lips. Getting just flashes of her sweet taste in my mouth by pulling and nipping her moist, pliable flesh. She moaned throatily watching me. "Oh my god, Jim," she groaned, "oh my god." "Does that feel nice?" I asked her between kisses. "God yes," she cooed, "so nice." "Can I lick you, sweetie? Can I taste you?" I asked, knowing what her answer would be even before I asked. She was ready. Her body was taut and rigid and her juices flowed steadily and thickly from her beautiful valley. She was ready to feel what it was to have uninhibited attention lavished on her sex; I knew she was. "Oh yes, Jim, please do it. I'm so ready," she moaned. I kissed her pussy again deeply, almost savagely, pushing her lips apart and coating my mouth in her sweet nectar. "Are you sure you're ready?" I asked, teasing her, my words muffled with my mouth buried in her womanhood. "Fuck yes!" she yelled expectantly, letting me know I need tease her no more. As if I needed another clue she pressed her hand into the back of my head and pushed me into her sex, her fingers tangling in my hair. I knew I could tease her no longer. I'd brought her into ecstasy and she was dying to know what erotic pleasures my mouth could bring her. I let her push my mouth into her sex and I licked her hungrily. On the first licks I left my tongue large, flat and wet, running it over her entire mound. I savored my first real tastes of her tangy juice. On each lick upward I cupped my tongue and brought a little pool of her honey into my mouth. She was flowing freely and I could savor copious amounts of her essence. She was tangy and salty with a wonderful little tinge of sweetness that stayed in my mouth once I was coated with her. She moaned lustily with every lick. "Aaaaahhhhh, Jim, aaaaaaahhhh, yesssssss..." I lavished attention on every inch of her sweet sex. She arched her back and swept her head from side to side on the pillow, groaning with pleasure. I repeatedly licked both of her lips. I ran my tongue and mouth up onto her clitoral hood, even pushing it gently back slightly to find the little bud nestled beneath it. I gave her mound soft, wet kisses, nuzzling my nose in her pussy hair and feeling it tickle my cheeks and chin. Then I'd crane my neck downward beneath her and push my tongue between her lips to the entrance of her sweet chasm. I'd swirl it there and feel her open up. She lifted her right leg and rested it on my shoulder. Even from the soft ministrations of my tongue, I could feel how tight and tiny her little hole was. I was awash in ecstasy knowing I was the first to savor her precious sweetness, and that I'd be the first to enter her pristine womanhood. The thought drove me absolutely insane. I brought both of my hands up between her legs and rested my palms on either side of her sex, pressing gently against her swollen lips. "God, you are so beautiful, Jeanie," I whispered hoarsely, relishing the sight of her enflamed sex, swollen and wet from my kisses and licks. Very gingerly and lovingly, I used my thumbs to gently pull her outer lips apart and open her precious chasm wide for me. Her inner labia were thin and dark pink, and they slipped open widely for me like the petals of a delicate flower opening to meet the daylight. I gasped at the beautiful sight. She heard me and asked, "Am I ok, Jim? Do you like me?" Fearing that she misunderstood my reaction to seeing her treasure, I quickly reassured her. "Oh my god, yes, you're better than ok, sweetie. You are absolutely gorgeous. I can't even tell you how beautiful you are." Instead of trying to tell her, I knew the only way to truly describe how much I admired her loveliness would be to show her. So I did just that. I lowered my mouth to the task, running my tongue in circles around her hole, gently massaging her inner lips. After each circle I'd give her one long, vertical lick from the entrance to her vagina all the way up to her clitoris, gathering a warm, sweet mouthful of her honey on every stroke. Her body quivered beneath me and she moaned my name. "Ohhhhhh, Jim, that feels soooooo gooooooood." I turned her on for several minutes like this, moaning into her sex as I licked her, but soon my curiosity got the best of me. I held her open widely with my thumbs, and let my gaze fall on the little opening to her vagina. It was tight and closed, a little ring of soft, pink muscle gripping ardently. I used the index finger on my right hand to push against it gently. It yielded, but reluctantly, and only the very tip of my finger entered her. It was insanely tight, but velvety smooth to the touch, and my ecstasy was making me dizzy. I replaced my finger with my tongue, kissing and licking her hole deeply. I was able to push my tongue into her just a little bit, letting it swirl around gently inside her. She groaned throatily. "Nnnnnnnggggggg, ohhhhhhhhh, Jim." I knew it had to be an incredibly strange, yet incredibly erotic, sensation for her to feel my finger and tongue enter her. I was going insane feeling her taut little muscle gripping so tightly around my tongue. Yet it was so satiny smooth that it sent waves of desire sweeping down my body into my cock, now rock hard in anticipation of feeling her firm smoothness. I slipped my tongue slowly out of her and she craned her neck down to look at me. I met her gaze, then slowly raised myself slightly to hover over her clit. I used my thumb to gently push back her hood, revealing her tiny, throbbing little pink nub. It stood taut and at attention, almost begging to be licked. I would give it what it wanted, I decided. I looked her in the eyes and gave her an absolutely devious, hungry look. She met my gaze just as hungrily, shaking her head slightly in disbelief, and in the next instant I dropped my head and sucked her swollen nub into my mouth. I licked and sucked it greedily, knowing very well that she was primed and ready to feel direct, intense stimulation on her most sensitive spot. Her body immediately tensed; she stiffened at the waist and grabbed the back of my head with both hands, urging me to give her the satisfaction she craved. A deep, guttural groan escaped her throat and told me she was reveling in the sensations I was lavishing upon her. "Unnnnnhhhhhhhhh." I sucked her clit passionately, pulling as much of her tender flesh into my mouth as I could and letting my tongue lap over it repeatedly in tight, little circles. She bucked her hips in rhythm to my licking, meeting every stroke with a swirl of her hips. I ran my hands up underneath her, supporting her hips and ass as she ground against my face. I squeezed her ass gently, encouraging her, and she gripped my hair tighter, pulling my face deeper into her sex. Any timidity she felt going into this was quickly evaporating as ecstasy washed over her. The moment was overwhelming me. Her heady smell was intoxicating as I dragged breaths in through my nose, buried in the bushy hair on her mound. Her tangy sweet taste was so heavenly, the animal flavor of her sex appealing to every base instinct within me. I felt myself drinking in her essence, consuming her like a predator would its prey. But in such a beautiful, erotic way. I knew she was cherishing every moment as well from the primal grunts and groans escaping her mouth, and from the spasmodic bucking of her hips. She raised her left leg as well, and wrapped both around my shoulders. I let her weight fall into the bed and brought my right hand around to massage her pussy lips. I used my index and middle fingers to spread her labia open, then dropped my mouth from her clit back to her little hole. I got her entrance as wet and lubricated as I could with several drooling licks, then I pressed my index finger gently against her tight opening. I watched it intently as I pushed it agonizingly slowly into her tiny cleft. The taut little opening to her vagina yielded just a little, allowing my fingertip to slip inside. She moaned but I could tell it was pleasure not pain she was feeling. I fastened my mouth onto her clit again to let her feel intense pleasure, because I knew I had to find out just what her vagina could handle. It was so tight and so firm, unlike anything I'd ever experienced before. I wasn't exactly a very experienced guy, but I'd had several lovers. Jeanie's sweet womanhood was very different from any I'd known before. It was tiny and tight as a little fist. I couldn't imagine fitting inside her. My cock, even while being average size, was still enormous compared to just my finger. But here she was, gripping tightly on just my fingertip. I had to see if she could handle more. While sucking her clit greedily, I pushed my finger ever so gently deeper into her. At first it felt like I wouldn't be able to, like her little muscle would hold me fast and not allow any penetration. But then it slowly relented and my finger gently slid deeper inside her. She grabbed handfuls of the sheet at her sides and sucked breath in through her teeth. "Are you ok, sweetie?" I whispered, easing off her clit for a moment but keeping my finger inside her. "Yes... it feels so good, Jim. Don't stop." Her encouragement was what I needed to hear. I knew the sensation had to be almost overwhelming for her, so I wanted to move slowly to not scare her. I also now knew she was enjoying everything so I felt good about showing her more. I slid my finger slowly into her as deep as it would go, her tight tunnel gripping every inch of it firmly. My head swam just imagining how incredible that tightness would feel on my cock. I twisted my hand around so that it was palm up, and very gently I curled my finger inside her to press softly against the roof of her vagina. She arched her back and propped herself up on her elbows to look at me, her jaw hanging open. I met her gaze, hoping she was still ok. "Is this all right, Jeanie, are you ok?" I asked. Without saying a word, she simply nodded and exhaled breathily, still keeping her gaze fixed on my eyes. I curled my finger again, this time slowly pulling it slightly out of her. Then I sank it deeper again, and curled it to massage the soft, spongy roof of her sex. "Holy shit," she moaned, "that feels so fucking incredible, Jim." I smiled at her, then slowly dropped my mouth back onto her clit. I maintained eye contact with her as I sucked her tender little nub into my mouth, massaging it softly with my tongue. "Fuuuuuuuuuck," she groaned and dropped her head onto the bed. I continued my ministrations on her, sucking and licking her swollen clit, while using my finger to gently stimulate the little sensitive spot on the roof of her pussy. After several minutes I gradually increased my pace a bit, maximizing the pleasure I was giving her. Her body began to tense up and stiffen, and she grabbed my shoulders with both hands, digging her nails into my flesh. "Fuck, don't stop, baby," she hissed through clenched teeth and ragged breaths, "don't fucking stop." I'd never heard Jeanie so raw and intense as she was in that moment. Even when her anger with her brother exploded, she still never really swore or let her animal side out. Sure, she was firecracker, but it never seemed like she became uncensored. It was probably because she never wanted to show true emotions in front of her brother because he would surely use them as ammunition to further ridicule her. Here, though, there were no such constraints. Jeanie was letting herself go and it was beautiful to behold. Her reactions to our lovemaking were pure; it was almost like I was seeing the real Jeanie for the first time. I kept my pace steady and firm for her, my tongue and mouth sucking her throbbing clit luxuriously while my finger stimulated her insides. Her body was stiff with tension and she dug her nails into my back, a string of profanities shooting obscenely from her mouth with each quick breath. "Fuck, Jim, shit, so fucking good, nnnnnnn, don't stop..." I stayed with her as her moment built, her hips bucking in a slow, smooth rhythm, every muscle in her body rigid. Finally, after several intense moments, I felt her body release. It wasn't a full, glorious explosion. It was more of a hesitant little unclenching, as her tiny pussy spasmed several times on my finger then relaxed. This was pretty much what I expected. In what little experience I had with women, I knew that the first time was always a bit strained. She needed to not only trust me, and that I genuinely just wanted to see to her pleasure without judgment or expectations, but also to trust herself. If this was Jeanie's first orgasm with another person, and I assumed that it was, then she had to trust herself and her own body's reaction. Even if it wasn't her first with anyone else, it was her first with me. So that meant she had to build that level of trust. I expected that and was very ok with it. I let the little waves wash over her, moans escaping her lips like she was singing a soft tune. "Oooooooooooohhhh, mmmmmmmmmmm..." When the waves subsided I gave her clit a final kiss and slid my finger slowly out of her. She lifted her head off the bed and smiled down at me. "Jim, that was so nice," she said dreamily. "Did it feel good, sweetie?" I asked. "Mm hmm," she hummed approvingly and giggled. Almost immediately, she grabbed me by my hair and gently pulled me up to lay face-to-face beside her. She kissed me softly, running her lips and tongue seductively around my mouth. I knew she must have tasted her own sweetness on my lips, and the thought sent a jolt running through me to my cock. I was hard as a rock, wanting desperately to grind against her. Without warning she turned quickly onto her side and pushed me flat against the bed, never breaking our kiss as she did so. She grabbed both of my hands and held them flat against the bed above my head, sliding her leg between mine. "I'm gonna do bad things to you now, things I've wanted to do for so long," she growled into my mouth as we kissed. "Fine by me," I grunted back. Immediately she broke our kiss and descended on my neck hungrily. She ran soft, sensuous kisses along my neckline and to my shoulders. She found my ears, nibbling, sucking and licking them with soft, seductive flicks as I groaned. Then she dropped suddenly down to my chest, biting my flesh and nipping her way to my nipple. She ran her tongue in warm, wet circles around my nipple, and I ran my hand into the hair on the back of her head, showing her how thoroughly she was turning me on. Without hesitation she fastened her mouth on my nipple and sucked greedily, sending a volt of electricity running through me. I groaned and pulled her head closer to me, making sure she got the message to suck me hard and strong. She complied eagerly, biting my hard nipple gently while increasing the suction with her mouth. "Nnnnnggg, damn Jeanie," I moaned, "that's so nasty." She pulled my nipple savagely between her tongue and teeth, and popped off it with a loud slurp. Then she repeated the same treatment on my other nipple, grinding it in her mouth and driving me into an erotic frenzy. After several moments she slipped off that nipple with a loud smack as well. She looked up at me with a naughty grin on her face. I just grinned back, dying to feel what she would give me next. Still grinning she began kissing a soft, wet trail down my chest to my belly. She gave me teasing little licks with each kiss until she reached my navel. There she circled her tongue in a long, erotic kiss around my belly button, flicking me seductively with the tip of her tongue. I laughed and groaned simultaneously feeling her seductive little ministrations. She laughed back but by the look in her eye I knew she was ready to stop teasing me. She pushed herself lower and gave me soft wet kisses on the sensitive skin where my legs met my torso, then let her mouth hover just over my throbbing cock. I was absolutely dying to feel her warm mouth on my manhood, and my breaths were coming in ragged heaves. I could feel her soft breaths tickling the sensitive tip of my cock. I grabbed two fistfuls of the sheet in anticipation. Jeanie looked up at me, her own shoulders heaving in anticipation. "Jim," she said, "if I don't do it right..." I immediately interrupted her. "Jeanie, you have me so turned on. Don't even think about doing it right, sweetie; I'm just going crazy to feel you. What you do to me will feel so right, I promise you." "Really?" "Absolutely. You are so amazing, Giana." At this she smiled sweetly up at me. Then she raised her left hand and wrapped it gently around my shaft. She propped her weight onto her right hand and held herself just over my cock. I dropped my head to the pillow and arched my back slightly, anticipating the glorious sensation that would follow. Very softly, and very gently, Jeanie kissed the tip of my cock. She gave it several sensual, loving kisses, barely opening her lips to nip and massage it. I knew it must have been slick with pre-cum, and I heard Jeanie licking her lips slightly, getting her first taste of me. After several moments I felt the warm, velvety softness of her tongue running down the underside of my cock, just below the tip. Then she arched her neck forward and I felt her full, soft lips wrap around the head of my erection, drawing it into her hot mouth. The sensation was heavenly. Her mouth felt impossibly warm on my cock as she let her tongue circle the tip several times. She lowered her head slightly and my cock sank deeper into her mouth, her tongue gently massaging the underside as it slipped into her. Then she gradually backed it out, keeping the suction on it firm and stimulating. With a little pop she let the tip slip out of her mouth. "Does this feel good, Jim?" she asked in a whisper. As if my groans and my back arching weren't answer enough, I growled a simple reply back to her. A First, My Friend's Sister Ch. 04 Dreams of Jeanie. Her smile. She laughs, her teeth and eyes sparkle with a blinding radiance. She leans in to kiss me. Her lips are soft. She smells sweet. She covers me, smothering me. She's warm, light, gentle. She's naked. I kiss her skin everywhere. We roll tangled together. Kisses soft and wet and desperate. I'm above her, I'm pressed against her, I'm inside her. I ache for her. She's perfect and I can't get enough of her. I long for her even having her, as though my heart knows this moment is fleeting. A pang of guilt and a wave of panicked euphoria, grasping sand slipping through my fingers. Sweeping desperation and my heart races... My alarm clock went off just 20 minutes before I had to be at work, rousing me from a bittersweet, erotic dream. I wanted to give myself the maximum amount of sleep I could, knowing I'd be tired. The previous night had drained all my energy. It was beautiful, wonderful, unforgettable, but when I'd come home to my bed I had realized just how exhausted I was. Jeanie had taken every ounce of energy I'd had. We'd made love. Now, the next morning, having wakened suddenly after a dream both beautiful yet heartbreaking, I rolled over to silence my alarm and shook off the cobwebs. Once the thick confusion between sleep and waking wore off, I finally smiled to myself, remembering the previous night. I'd made love to Jeanie, my best friend's sister. I shook my head remembering it in disbelief. It had been passionate, surprising, and pure, and it made my heart happy. I dragged myself begrudgingly out of bed and limped to the bathroom in my boxers. Just as I was opening the bathroom door, my sister Jocelyn appeared in her bedroom doorway looking every bit as exhausted as I was. Her hair, done up elegantly the night before, was now hanging wild and bedraggled. She wore a little white camisole and a pair of light blue boy shorts. I stopped at the door to the bathroom and shot her a look. She looked way too sexy; just what had she been up to last night? It was her prom night too, and I wondered what the hell had gone down with her after we left the party. Before I could say anything she chimed in. "C'moooonnnn! Hogging the bathroom again?" She rolled her eyes in exasperation. "Yeah, I gotta go to work," I shot back. "Just gimme five minutes." She groaned in annoyance and turned and closed her door. I'd deal with that situation later, I thought. I closed the bathroom door, showered and brushed my teeth as quickly as I could. I dressed in a hurry and ran out the door, arriving at work just two minutes before my shift started. I was glad to be working that day. Thoughts of Jeanie played in my mind on a continuous loop. I smiled inwardly every time I pictured her sweet face in my mind, smiling or laughing. And a swirl of desire would jump up inside me when I pictured her in that hotel room, the moonlight bathing her naked body in a pale blue glow. I'd see her beneath me, her arms pulling me down into her, her legs wrapped around me. Or I'd see her above me, her back arching in ecstasy, breasts heaving, her little nipples taut and erect. Throughout the day I had to shake these thoughts out of my mind in order to concentrate on my waiting job. It certainly wasn't easy. I had Jeanie in my blood now; I was addicted. But there was another thought that kept spinning into my mind, try as I might to suppress it. I pictured Tony, Jeanie's older brother and my best friend, pissed off and ready to kick my ass. I had promised him not to touch his sister and I had broken that promise. How the hell was I going to deal with that? I wanted to believe that he had no right to be pissed at me. That Jeanie was her own woman and could make her own decisions. But that was bullshit and I knew it. Not that Jeanie wasn't capable of making her own decisions; she certainly was. But I had definitely broken a sacred bond between buddies, and there could be no denying that. I pictured Jocelyn in my head, standing in her bedroom doorway half naked earlier. She was a beautiful girl, just like Jeanie. What if Tony had done to her last night what I had done with Jeanie? Would I be pissed? Yeah, I had to admit to myself that I would be. Every time I thought about it a little flame of anger would leap up inside me. So how could I possibly be upset at Tony if he was going to be angry about Jeanie and me? In my head, and in my heart, I knew I cared about Jeanie. She made me feel warm inside and I just wanted to spend time with her and be near her. It was genuine affection I felt. But how could I convince Tony of that? And would it even matter? He would think I was just out to get into her pants for the cheap thrill of it. He'd probably assume I was just taking advantage of her because she'd always liked me and it would be easy. But that wasn't the case. In the end, I decided I'd discuss the matter with Jeanie tonight. We were going to have dinner together so we'd have time to think things over and discuss them. There was no sense worrying about it before I could talk to her. Tony was my best friend so I had to give him the benefit of the doubt. But damn that temper of his! It had me worried. During the day I called to reserve a table at a nice French restaurant that I knew Jeanie liked a lot. It was expensive but I didn't care. This was technically our first date; I wanted it to be special. When my shift was up, I ran over to a local florist and bought some roses for her as well. I wanted her to know how much I had been looking forward to our date all day. I sent her a text as I drove home. "Still on 4 dinner? Just need quick shower." A few seconds later I received her reply. "Definitely! Cant wait!" That made me smile. I texted back: "Looking forward to seeing u all day. Be over in like 20." Her reply was: "Awwww u r the sweetest. C u soon." I couldn't shower fast enough. After, I threw on some cologne and ran a comb through my hair. I wore a polo shirt and khakis, wanting to look nice but not ridiculously dressed up. I felt like I was rushing, as though I couldn't wait to see Jeanie. It was true, I admitted to myself. I couldn't think of anything but Jeanie and our date all day. I grabbed the roses and headed for the door, but I heard my name called just as I was about to leave. It was my mother. She was sitting on our couch in the living room. When I arrived home no one was around, but she must have just gotten in while I showered. I walked over to her and said, "Hey, what's up? Where's dad?" "Golf. He'll be home soon. So, you and Jeanie had a nice time last night, I presume?" she asked. Her tone was just curious, not accusatory, so I answered in kind. "Yeah, we did. It was a lot of fun." "Well," she responded, "I'm glad you were nice enough to get her flowers." "Yeah, well, I guess..." "Jeanie Delvecchio is a sweet girl," she interrupted before I could reply, "so I expect you to be on your best behavior tonight. I mean that, Jim." She gave me a stern expression. "Well how do you know..." I began, meaning to give her a bit of a hard time about who the flowers were for. "Save it, Romeo," she interrupted again, "she's standing outside by your car." I looked out the window and sure enough there was Jeanie in a cute little pink and orange summer dress standing beside my old Grand Am. "I taught you to be a gentleman, James, and you will be one tonight with that girl. Understood?" "Yeah, mom," I smiled, wondering what the gentlemanly rules would have said about what Jeanie and I had done the night before. She returned the smile. "Have fun then," she said simply. It was hard to know how much she suspected about Jeanie and I. My mother was smart. Smart and stern. She did teach me how to be a gentleman, and she was tough on me when I wasn't. But we had a great relationship and I appreciated her for it. "Thanks," I said cheerily as I turned to leave, "I'll be home later." "Mm hmm," I heard my mother hum cheekily as I left. When I opened the front door, Jeanie gave me a beaming smile. "Hi, Francesca," I said as I walked down our front steps toward her. "What are you doing here? I would have picked you up in the proper date-like fashion." Our families' houses were on the same street, just a few doors down, so Jeanie must have walked up to meet me. "Awww, I know you would have, Jim. But well, my father and Tony are both home sooooo... I kind of figured this would be easier. Just for now, I mean. Just tonight." She had an air about her tonight, I noticed. I didn't know if what they said was true, that once a girl lost her virginity she became different, more of a woman. But standing there looking at her, I could tell something was definitely different about Jeanie. She stood a little taller, held her head a little higher, and there was something knowing in her sweet smile. She was truly a vision. But I snapped out of my reverie quickly. "Ok," I relented, "I understand." In truth, it did make tonight a hell of a lot easier not having to deal with Tony or any possible repercussions to Jeanie and I hanging out. Tony hadn't called or text'ed me all day, so I just kind of avoided bringing up the subject of what I was doing. Saturdays were definitely busy for him working at the landscaping business, which played to my advantage in this instance. "Here, these are for you," I said, extending the roses to her. "Jim, that is so sweet, thank you so much," she gushed, smelling the roses. "So I got us reservations at Dominique," I told her. "What, seriously?" she asked astounded. "Dominique is really nice, Jim, and expensive. Are you sure?" It was true that Dominique was expensive, but that didn't matter to me. "Of course I'm sure. I heard you talking to the girls last night about how much you like it so I wanted it to be where we have our first date. You're worth it." She smiled widely and threw her arms around me. "Thank you, Jim, that means so much to me," she whispered as we embraced. I held her for a moment, then said, "We better go so we make our reservation time." She broke our hug. "Yeah, let's go," she said excitedly, patting my arms. I opened the passenger side door for her and let her sit down. "Your chariot, m'lady," I mused, continuing our little joke from the night before. "Thank you, sir," she said loftily, playing along. I shut the door softly and ran around to the driver's side. As I was driving, we talked a bit. "So I told my mom we were going out tonight," she said. "Really? Yeah, I told my mom too. She kinda saw you waiting by my car." She laughed. "I guess I gave that away." "No big deal," I laughed. "My mom was funny. She gave me this look, like a weird kind of searching look when I said we were going out. Then she kind of looked me up and down like she was appraising me." "She knows," I said flatly. "I could tell the second I looked at you. You look radiant." "Seriously?" she asked. "Yeah, it's just something in your overall manner. It's different. It's quite becoming, don't get me wrong, but it's definitely noticeable." "Wow, so it's that obvious, huh?" "Maybe I'm biased because I know, but yeah it really kinda is." "I guess you changed me, Jim," she said mock-seductively, her voice throatier and deeper, "you made me a woman." I gave her a devious grin and raised my eyebrows. "You were always that woman, Giana; I was just the first one lucky enough to meet you." She smiled at me. "You really are the best, Jim, you know that?" "Oh stop," I said. "You seriously are," she retorted. I didn't respond. I truly felt lucky to have been with her and been the one to take her virginity, and it had opened my eyes to my feelings for her. After a few moments, I broke the silence. "About that, Jeanie," I said, hearing my mother's warnings about being a gentleman sounding in my head. She looked at me as though she was worried, but she needn't have been. "I want you to know that I don't have any expectations of you. I mean, physical expectations, you know? What I'm saying is, just because last night... you know, was last night, doesn't mean I expect you to have to do that again. I want you to know I'm willing to do this the right way and earn your affection. You're worth that. So don't feel like you're obligated or something. I just like being with you, so you know, don't think that there's any pressure on you or anything like that." I turned to look at her. She was smiling sweetly. "Jim, thank you. Thank you so much. That really is sweet." "You're welcome, sweetie," I said, putting my hand on her knee. "But let me ask you this," she continued, "what makes you think you haven't already 'earned my affection,' as you say?" "Well, I...," I began, not knowing what to say. "In fact, how do you know that just you saying that isn't earning my affection?" "Well, I guess that would be a good thing then, right?" I asked. She gave me a little half-grin, not wicked but saucy. "Yeah, that's a good thing." After several moments of silence, Jeanie put her hand on my hand on her knee. She squeezed it. "I'm sorry I couldn't bring myself to tell my father and Tony about tonight," she said. "Don't worry about it; we can discuss that. I really feel it's my job..." She interrupted me. "Hold on, I actually have an idea we can discuss. But later, ok?" "Yeah ok," I said. We held hands and a few moments later we arrived at Dominique. I pulled into the lot and parked. As I was about to open my door she grabbed my hand. "Wait. Before we go in I just want you to know something, Mister Earning My Affection." She smiled as she said the last part to let me know she was just busting on me. "Oh yeah, what?" I asked. "Well I have good news and I have bad news. Which one do you want to hear first?" "I'll take the bad news first, I guess," I said, wrinkling my eyebrows at her inquisitively. "Ok," she said, this time donning a truly wicked grin, one just like I'd seen her wear last night at her most mischievous. "The bad news is this time I'm wearing underwear." I pushed my bottom lip out in a look of mock disappointment. "Aw damn," I said jokingly. "So what's the good news then?" "Well, they're my sexiest underwear, and if you keep up this good behavior, you're going to see them." My heart leapt when she said this. I exhaled sharply and returned her grin. "I'll be good," I said, smiling and raising my hands in an innocent way. She smiled and laughed when I said that, and I opened my door to get her. I went around the car to let her out. She took my hand as she stepped out of the car and said, "Thank you, Jim. I really am glad to be here with you." "I'm glad to be here with you, as well," I replied, leading her by the hand through the parking lot to the restaurant. Once inside they seated us right away and took our drink orders. "I really love this place," she said, looking around, "it's so elegant. And the food is ridiculously good. Have you eaten here before?" "No, first time," I replied. "Oh you're gonna love it. We've come here as a family a few times and it's awesome." "I'm already loving it," I said, looking her in the eyes and smiling. She returned my smile. "So," she said after a moment, "while we've got a few minutes, let me tell you my plan for Tony. Since, ya know, I plan on hanging out with you a lot more in the future and he's gotta get used to it." I really appreciated her saying that so I laughed. "Ok, what are you thinking?" I asked. "Well, I have this friend at work," she began. Jeanie worked part-time nights and weekends at the Banana Republic at our local mall. "Her name is Theresa and she's a year older than me so the same age as you guys. She went to a Catholic school so that's why she wasn't at school with us. She lives out in the sticks in this really nice country home. I went there once to pick her up for this party we went to..." "Ok, you're getting off topic," I said, interrupting her. "This sounds promising though, tell me what she looks like." "Oh so that's right where you go, huh?" she asked playfully. "Right to her looks. Why don't you just come right out and ask me about her boobs?" "Hey, this isn't about me, remember," I countered. "This is about Tony. And I'm telling you he's kind of picky. So yeah, I will probably ask about her boobs." At that exact moment the waiter came over to our table. I gave Jeanie a whoops look because I'm pretty sure the waiter had heard me talking about boobs. Jeanie just laughed. We placed our orders and a moment later we continued our conversation. "Well, for your information, Captain Shallow, she's drop dead gorgeous. Light brown hair, freckles, green eyes, she's like an Irish princess..." She paused for a moment looking at me. I tilted my head to the side giving her the "You know what I want to know" look. After a moment's pause she gritted her teeth at me and said, "And she has nice boobs." "Excellent!" I exclaimed. "You got a picture of her?" "Yes, but I don't know if I'm going to let you see it now," she teased. I could tell she was joking but I would gladly play along. "Hey, this is so that I can spend time with the sweetest, most beautiful girl in the world so I want to get it right," I said matter-of-factly. She gave me a cute half-grin. "Well-played, Stillman," she said smiling. She pulled her phone out of her purse and clicked through it, finding the picture. "Here we go," she said, and handed the phone to me. I took it and checked out the picture. It was Jeanie and Theresa apparently at whatever party they had gone to. They stood with their arms around each other and they were waving to the camera. Theresa was a bit taller than Jeanie but not much. That was good because Tony wasn't really tall and he would not want to date a girl taller than him. She had light skin and she was definitely very pretty. She had a nice smile, but most importantly, she had a nice figure. Tony liked his girls well-built and he liked boobs. Theresa had the assets Tony required so I thought this plan might actually work. "So?" Jeanie asked after a few moments. "Who's the cute Italian girl with her?" I asked playfully, handing the phone back to her. "Oh you better start laying it on thick, mister, you've dug yourself quite a hole to fill," she teased. "But seriously?" "She's gorgeous. I love this plan. Have you talked to her about it? What's up?" "Well that's the beauty of it. One time Tony had to come into work to bring me something and Teri was there. She thought he was cute. Then a couple months ago, she broke up with her boyfriend because he was such a huge a-hole and since then she's been kind of out of it. But every now and again she asks about Tony. Just like, 'So how's your brother anyway? He's not dating anybody, right?' I always joke with her and say he's off limits, but actually I think they might have a chance to hit it off. She's tough and spunky, like me. She can put him in his place." "I gotta admit," I said, "I think you're right. This is awesome; it could totally work." "Seriously?" she asked. "You like the plan?" "I love it. Do me a favor though. Let me bring the idea to him. If you do it he will probably reject it on principle alone. But he might just trust my judgment if I suggest it." "Ok," she said, "I'll agree to that." "All right then; you work on Theresa and I'll work on Tony." I lifted my glass of soda to toast our little scheme. Jeanie lifted hers and we clinked them together. After my sip I said, "Wow, beautiful and the brains to match. Pretty impressive." "You have no idea," she replied seductively. "Oh, I think maybe I have some idea," I retorted. "Just a little," I said, holding my thumb and index finger up to indicate that little idea I meant. She winked at me. "A little," she agreed. We smiled at each other. After a moment I broached a subject I felt needed to be addressed. A First, My Friend's Sister Ch. 04 "So, the next time we hang out, assuming you want to see me again after tonight..." I said, awaiting her reply. "Keep up the good behavior and stop asking about boobs and we'll see," she replied saucily. I smiled. "Right, well, assuming there is a next time. I plan on coming to your house. I want to ring the doorbell. I will come in and I will face your parents like a man. I'll answer whatever questions they have and assure them that I am a stand-up guy. And I'll look your father in the eye when I tell him that. I don't want to sneak around after tonight, and I don't want to keep you hidden. I think you're great, Jeanie. I will do what it takes to make this right." She smiled at me. "Thank you, Jim. That's exactly what I wanted to hear you say. You don't know how much that means to me." "I'm glad. And that goes for my family too. I wonder how Jocelyn will feel. I know you guys are friends too." "We are. But Jocelyn has always been nothing but cool with me, even if we're not like the closest of friends. I think she'll be ok with it." "I know, I think so too. But it could be weird for her. So I'm not going to sneak around. I'm going to be honest with her the next time I see her." "I like that idea," she said. "I'm beginning to think you're a pretty ok guy," she joked. "Pretty ok?" I asked, teasing her back. "Yeah, pretty," she laughed. After a few moments, she leaned in towards the table and tilted her neck slightly, indicating that I should lean in too. I did and she whispered, "Wanna know a secret?" I had a funny feeling I knew where this might be going. "Yes, please," I whispered back. "They're black and lacy," she whispered slowly, pronouncing every syllable seductively. I leaned back and took a deep breath, my eyes locked with hers. "You're killing me, Francesca," I whispered, exasperated. Hearing her say that sent a little volt of electricity surging down my chest into my crotch. I felt my cock spring to life in my pants imagining those little lacy panties covering her sweet womanhood. She grinned wickedly across the table at me. Just at that moment our waiter brought our dinners over to us. I was actually glad for the distraction and used the opportunity to try to push the images of Jeanie and her underwear out of my head. But it wouldn't be easy. She sat there across from me looking adorable and gorgeous, and my cock had come alive between my legs. I couldn't just tell it to go back to sleep. I'd have to live with the vaguely pleasant discomfort of a hard-on twitching in my pants. Our meal was as delicious as we'd both anticipated, and I was able to calm down a bit as we ate and conversed. I'd never eaten food this rich before, and I was amazed at how incredibly good it was. The conversation between us was pleasant and stimulating. Jeanie was one of the smartest people in her class and she was always engaging to talk to. In truth, I felt as if I was the one who couldn't keep up with her brilliant mind, and that I should be the one with the hopeless crush on her. And every minute I spent talking to her, I came closer to that being the case. For as long as I could remember Jeanie had wanted to be a doctor. A pediatrician, to be specific, since she really liked kids. And now she was setting out to make that dream happen. She had applied to several schools, all with good pre-med programs. Most were in the northeast, relatively close to where we grew up, but one was Northwestern University, a great school with an outstanding medical program. She said she was waiting to hear from all of them before she made her decision, but I couldn't help thinking to myself how badly it would suck if she did choose to go to Northwestern. The school was in Chicago, a long way from where we lived. The rest of the schools she applied to were within a couple hours' drive time of my college and our hometown. But Northwestern? Chicago was a long drive away; it would feel like she was practically in another world. I shook that thought out of my head though, and didn't say anything to Jeanie. She had to do what was best for her. Besides, I was getting ahead of myself. This was our first date, no sense in trying to make the situation any bigger than it was. I had to admit though, just the fact that she had me thinking that way made me realize how much I really did like her. We laughed and talked throughout dinner, and we ordered a dessert to share. We both dug our forks into it, smiling and joking with one another as we finished our meal happily. When the check came she protested, insisting she wanted to pitch in to help with the cost. I refused though. "Hey, I asked you here because I knew you liked it and I wanted you to have a good time," I said. "I know, Jim, but it's so much; let me give a little, like even the tip?" she insisted. "No," I said, "this one is all me because I wanted to see you smile again. I think I'm getting addicted to that smile." As I said this she smiled again for me and her eyes shone brightly. "Tell you what," I went on, "you can treat on our next date." At this her eyes lit up and she beamed a wide smile. "Really," she asked, "so there's going to be a next date?" "Yeah," I said, "provided I don't screw this one up in the meantime." She laughed a little. "Well, let's just say so far, so good, Stillman," she stated simply. "All right, I'll take that," I said. I gave our waiter money for the bill and tip and we left a few minutes later. Once in the car I suggested to Jeanie that we go down and take a walk by the river. There was a little nature trail next to the river that ran through our town and there was just enough daylight left to enjoy a nice, private walk. She agreed and I drove us down there. I parked in a little, secluded public lot and we made our way to the trail. We held hands as we walked and continued our talk about life and everything. After a few minutes I attempted to broach a subject I had been wondering about. "So Jeanie, there's something I've been wanting to ask, but I'm not sure how," I began. "I've been waiting for this," she smiled. "What? What do you think I'm going to ask?" "Well, ask it first and I'll let you know if I was right," she said. "Ok," I replied, but paused thinking of the right way to phrase the question. "Don't take offense to this, but I just have to wonder. The pill?" She laughed. "I knew it! I knew your curiosity would win in the end. I've been waiting for that question." "Well," I stammered, a bit embarrassed, "I really am curious." "It's ok, I understand. It's not a really crazy story at all. A few months ago my mother and I were shopping and we had a talk. She said I'm 18 and beautiful and that she understood that I was going to want to have that part of my life. She told me how she remembered what it was like being 18 and she actually suggested it." "Wait, seriously, your mom suggested it?" "Yeah she did. Not as a license to do whatever I wanted, but trusting me to still make the right decisions. But she said it would be a good way to ensure I didn't complicate my future." "Wow," I said, "that was pretty cool of your mother." "Yeah," she replied, "it really was. My mom is really great sometimes. But, of course, it's a secret between just her and me. My father doesn't know; he would flip." "No shit, yeah he would," I admitted. I couldn't imagine her father or Tony knowing she was on the pill. They simply would not approve of that. "So is my secret safe with you, Jim?" she asked. "Of course," I replied, "you know it is." "Good," she said, wrapping her arm around my waist as we walked. I wrapped my arm over her shoulder and held her closer to me. After a few moments she said, "So go ahead and ask the other question you're dying to ask." I looked down at her and raised one eyebrow inquisitively. "What other question?" I asked. In truth, I did have a number of questions, but none seemed appropriate and I was content to learn more about her gradually. She looked up at me with an accepting smile. "Jim, you're a guy," she said, "and I know how you think. You are dying to know how much of last night was a first for me." Her features were soft as she said this, but I knew I was on dangerous ground here. It would not be right to come off as jealous in this moment. Truthfully though, she was right; I did want to know that. Our lovemaking had been so passionate, and she had been so good at it, that I did wonder how much experience she had before me. But I really didn't seriously consider asking her. It wasn't my place and I figured I'd learn enough in time. Plus, I was pretty sure it didn't matter to me. Now that she'd brought it up though, I didn't know how to handle it. "No," I began, "I mean, yes. Yes. You're right, Jeanie. That guy part of me is dying to know that stuff. But I wouldn't ask. And it doesn't matter. I mean, I'm curious but I don't need to know and it wouldn't make any difference to me if I did." "Well, I'm glad to hear you say that. But when I told you that you were my first I meant it. I mean, I've kissed guys before, obviously." "Yeah, obviously," I interrupted, "in fact I've had to bear witness to that stuff before." I gave her a somewhat sarcastic grin to let her know I was kidding, but in truth I did have to break her up from kissing her boyfriends in the hallways at school before so that her brother wouldn't catch her. It wouldn't take much to set Tony off and it was easier for me to just walk by and say, "Hey, knock that crap off," rather than have him go into a fit. "Mm hmm," she grinned back, "yes, I suppose you know that all too well. But seriously, I've made out with boys. And I let one go inside my shirt before, but not down my pants. And, well..." She trailed off, as though she didn't want to continue. "What?" I needled her. "Sure you'll understand if I tell you?" she asked. "Pretty sure I'm sure," I said smiling, not knowing what she was about to tell me. "Ok. Well, I, actually... did go down on one guy." I laughed almost immediately. Not in a derisive way, but just a relieved and a tension-breaking way. But Jeanie was confused. "What? Jim? Why are you laughing?" "Francesca, it's not a crime. You're acting like you did something horrible; like you're confessing to me. I mean, I understand. You were with someone you cared about and you did something for him. Believe me, I'm sure I know how he felt. You guys were probably fooling around and you got him all crazy worked up so he needed it to relieve the built-up tension." "Yeah, that was pretty much exactly it," she said. "Right, yeah, I know exactly how he felt." "So you don't, like, think less of me?" she asked. "No, of course not," I replied. "And you don't think I'm like a slut?" At this I snorted. "No, sweetie, listen," I said, "I absolutely do not think that. It's ok that you shared whatever you shared with your former boyfriends." "It was mostly with Jeremy," she interrupted. "I didn't really do all that much other than kissing with the other guys." Jeremy was her last boyfriend that she had broken up with a few months earlier. "Right, with Jeremy then. You guys dated for a long time so of course you were intimate." "I know, but thank you for saying it. It's just important to me that you know that you were my first. That's how I see you, Jim. You're my first for everything. The way you touched me, the way you made love to me, it was unlike anything I've ever felt or ever known. It was so amazing, Jim, and it only could have been you." I pulled her closer to me as we walked. "Thank you, Jeanie. I'm glad I was your first. It was amazing; it really was." We walked in a hug for a little while longer, until I realized the light was fading quickly. I stopped us and took her by the hands, looking into her soft, brown eyes. "Well, it's going to be dark soon," I said. "I should probably be getting you back to the car." She held my gaze for a moment, a little smile curling her lips upward slightly. "Ok," she said finally, her voice little more than a whisper. "But you are going to kiss me first, right?" I stepped into her, and pulled her close to me. "Yes," I whispered gently, and leaned slowly into her, meeting her lips with mine. The kiss was soft and warm, each of us caressing the other's lips softly in our own. I ran my hands up her arms and pulled her closer to me. Her lips were so soft and tender, and the moment felt so perfect, so right. I held her bottom lip softly between mine, then slowly opened further and took her top lip. When we finally broke the kiss off after several moments, she smiled up at me. "So awesome," she whispered. I laughed and pulled her into a hug. "Yeah, it so is," I agreed. After holding her close to me for a moment, I took her hand in mine and we walked back to my car. We didn't say much on the walk back, but it felt incredibly good having her hand in mine. I was really losing myself in her; I knew it without a doubt. When we arrived back at my car, I opened her door for her and helped her in. When I stepped into the driver's side, she was turned in her seat somewhat and watching me with a sly smile on her face. I pulled the door closed and gave her a puzzled look. "What?" I asked. "Well, what now?" she asked me back. "I guess I gotta take you home," I replied. "It's not like there's anywhere we can go; we both live with our parents." "We're here though, aren't we?" she asked, her voice unwavering, never breaking eye contact with me. "And my curfew isn't for another hour." "Uhhh, yeah, I guess that's a good point," I stammered. "Why, what were you th..." But before I could finish my question, Jeanie sprang across the seat into me. Her mouth pressed savagely into mine and before I knew it we were kissing passionately. This was not like our previous kiss on the walk; this was hard making out. Her tongue pressed almost immediately into my mouth, surprising me with her aggression. But in an instant I gathered myself and sucked it deeper into my mouth, holding her inside me and tasting her sweetness. She groaned and swirled her tongue in my mouth, as I reached behind her and pulled her body into mine. It was somewhat awkward working our way around the console between the seats, and the invading plastic of the sealtbelt locks sticking up from our seats, but we quickly found that where there's a will, there's a way. We both wanted at each other so badly that we pawed one another from around the obstacles. I let one hand slide forward from her back, under her arm to her chest. She inhaled deeply as I softly squeezed her breast, letting my thumb trace the skin along the edge of her dress. She grazed her fingernails down the length of my chest and tugged my shirt out of my pants so that she could slide her hand up under it. Her fingertips explored the skin on my belly, gently caressing me, before she slid them slowly up to my chest. Her light touching was igniting a fire within me and I felt my cock stiffen in my pants once again. I was becoming turned on almost immediately. I ran the hand I still had on her back up into the back of her hair and gently pulled it downward. She arched her neck back, exposing her delicate throat to me. I broke our kiss and immediately traced a line of warm, wet kisses down her chin, onto her neck, and over her throat. I could feel the vibrations on my lips as she moaned her consent, and I proceeded to give her neck soft, little flicking licks to turn her on. She giggled a little at my licks and moaned, "Mmmmmm, Jim." I knew she was as turned on and into the moment as I was so very slowly, and very tenderly, I let my thumb slip under her dress and into her bra, until I found the taut, little nipple within, and pressed into it gently but firmly. Her body stiffened as I pushed against her nipple and she sucked air in through her teeth. I simultaneously ran a lick from her throat, up the side of her neck to her earlobe and drew it into my mouth. I nibbled her earlobe for a moment as Jeanie's breathing quickened. I could feel her nipple stiffening as I gently rubbed it in a circular motion with my thumb. Soon she could take no more and pushed back on me aggressively. I broke away from her ear and slipped my hand off her breast. She glared into my eyes for a split second, a lashing look of wanton desire, before pulling my shirt toward her and lunging into my neck, her kisses hot and wet with little nips and bites on my sensitive neck. I gasped as Jeanie licked and bit every inch of my hyper-sensitive flesh, her fingertips grazing both of my nipples as she ran her hands brazenly over my chest. My cock raged in my pants, engorged and dying to feel Jeanie's touch in any way it could. I hissed through my teeth as Jeanie nibbled my throat, "God damn, sweetie, you are so fucking sexy," I whispered. She ran a long, slow lick from my throat up my neck, over my chin and onto my mouth, ending with a hot, wet kiss. She broke the kiss after a moment and asked, "Am I really?" Our faces were just inches from the other, our noses practically touching, so I could look her straight in both eyes. "Holy shit, yes, you're amazing," I told her. "Good, because I'm just getting started," she said quickly, pressing her mouth back onto mine and squeezing both of my nipples between her thumb and forefinger, twisting them adamantly. I groaned and pushed my tongue into her mouth, enjoying every second of making out with Jeanie. "God, this girl is incredible," I thought to myself as we kissed. After several minutes of hard kissing, Jeanie broke off suddenly and kissed her way down to my neck. As she did so, she ran her hands down my chest and pulled the bottoms of both my shirt and undershirt up under my chin. When she got them both hiked all the way up, she dropped her head down onto my bare chest, and ran a bold lick between both of my nipples. "Nnnnnn, god yes," I moaned as the electric sensations of her lick ran through my body. She smiled up at me then fastened her mouth hard onto my left nipple, tugging and gently gnawing at my sensitive nub. I felt the blood rush into my engorged nipple as she chewed it, and I ran my hand onto the back of her head into her hair, holding her there. She held me flat between her teeth for a moment, then dislodged from my nipple with an audible smack and licked her way over to my right nipple, pulling that into her mouth just as savagely. I squirmed in my seat at Jeanie's erotic ministrations, dying to press my cock into her and feel her softness. She sensed my need and felt how I was rocking and thrusting my hips, seeking some sort of attention for my throbbing, desperate manhood. As she sucked away at my nipple, she let her right hand slide down my chest onto my belly, where it lingered for a moment gently fingering the waist of my pants and my belt buckle. She pressed her palm flatly against my belly as her thumb circled my navel and her fingertips worked their way just under my waistband. I rocked my hips upward, desperately craving her touch. She didn't disappoint me as she agonizingly slowly slipped her hand downward into my pants. Her fingers deftly wrapped around my throbbing erection through my boxer briefs, gently tugging it, her thumb running little circles around the head. I groaned deep in my throat, finally feeling Jeanie's soft touch on my manhood. I'd been craving this all day, not sure if our previous night together would have been a one-time only occurrence, or whether Jeanie would want to wait a while before we shared each other again. But deep down inside I knew I was craving this. I wanted Jeanie again; I was craving her. Though I'd repressed the thoughts as best I could, all day long I had been longing to have her again. Now, feeling her hand caressing my rigid cock, I was in complete bliss. A First, My Friend's Sister Ch. 04 Jeanie began kissing a trail slowly down my chest, alternating between little, sucking kisses and warm, wet licks on my sensitive flesh. I put one hand on her arm to gently encourage her to keep pleasing me with her hand down my pants, and one hand on her back so she could feel me squeezing her when what she was doing felt particularly good. She began sliding her hand up and down my cock with a little more fervor now, as I groaned and writhed beneath her. Soon she had kissed her way to my belly, circling my navel several times with her tongue then kissing down to my waistband. Slowly she slipped her hand out of my pants and brought her other hand forward to grasp my belt. I realized what she was doing and exhaled deeply. She looked up at me and smiled as she unclasped my belt buckle. "I'm going to make you feel so good, baby," she whispered, smiling. I'll never forget how sexy it was to hear her say those words over the soft jingling of my belt buckle as she unfastened it. I smiled down at her. "Oh sweetie," I gasped, "oh my god, you are so sexy." My jaw swung open as I watched her, amazed at how sensual and erotic she was. Only a day ago I saw her as just my buddy's younger sister, beautiful yes, but just a friend that I wouldn't allow myself to think about in a sexual way. But now I craved her. She was undeniably sexy and irresistible and I wanted every bit of her I could get. She smiled again and bit her bottom lip as she returned her attention to my pants. She popped open the button and slowly dragged my zipper down, spreading each flap of my pants open and revealing my stiff cock tenting up my boxer briefs in an obscene manner. She gasped a bit when she saw it, but didn't miss a beat as she ran her thumbs under the elastic waistband of my underwear and stretched it out over the head of my cock, freeing it. It stood proudly, arching up toward her warm breath and throbbing. She yanked my boxers down my legs a bit to get them out of the way, then paused and let the tension of the moment hang in the air. She stared at my cock for just a moment, watching it bob slightly with every pulse of my heart, then ran her thumb under it and held it steady with her right hand. She bowed her head slowly onto it and I felt her kiss the head softly with her lips, holding it gently between them for a moment. I rested my head back against my seat and groaned lowly in delight as she opened her lips and took the length of me into her warm mouth, holding it there and gently lapping against it with her tongue. Then she arched her neck back up and withdrew, letting her tongue caress the head as she did so. "Nnnnnnnnn, oh fuck, Jeanie," I groaned, sliding both my hands into her hair and holding her head steady on my cock. She moaned and let her mouth descend on me once again, drawing the length of me into her. She then started bobbing her head up and down slowly, sucking me firmly and always tightening her grip around the head on each withdrawal. The feeling was amazing and I lost myself to her ministrations, closing my mind to all thoughts except the pleasure of feeling Jeanie suck me. She kept a slow, steady rhythm, using her hand to slide gently up and down along with her mouth. Her grip was firm and tight, and she would hold me still in her mouth on every insertion for a moment, letting her tongue run a long, hard lick over my shaft before sliding me slowly out again. My breathing was rough and ragged as I struggled to keep my wits about me in the throes of pleasure. But soon I found myself succumbing to the ecstasy. "Mmmmmm, holy shit, Jeanie," I groaned, "that feels so fucking good." With my hands in her hair I gave her gentle pulls and nudges to encourage her to increase her pace. "Oh yeah, god yes, faster, sweetie," I moaned, losing myself to the pleasure. Jeanie quickened her pace and I could feel the demanding, inevitable explosion building within me. My balls felt tight and throbbing, ready to release the load contained within them. Jeanie switched her hands so that her left hand held and stroked my cock as she sucked me, and with her right she gently cupped and squeezed my balls. I groaned incoherently as her gentle squeezing built the desire within me. My orgasm was now a foregone conclusion, a quickly brightening light at the end of my long, dark tunnel of ecstasy. I ran one hand down her back, and let it wander over the curve of her ass. She gave a quick intake of breath as I hiked the back of her dress up slightly so that my hand could slip beneath it and find her soft curves. The smooth skin of her ass was soft and warm as my hand glided over it, seeking the warm softness at its core. I squeezed her entire bare cheek in my palm, realizing in that moment that her panties must be a thong riding up between her cheeks. The realization heightened my ecstasy as I rapidly neared my explosion. My mind was losing all coherent thought. I barely remembered that I was supposed to be watching out for any approaching headlights. It was possible that police officers might spin through here to make sure no one was loitering after dark, basically doing exactly what we were doing. But that became a distant thought, barely a priority in my mind. Now all that mattered was Jeanie's soft mouth, and her warm hand, manipulating me tightly and drawing out my pleasure. I let my fingers search for her cleft, curling up into the soft crack in the center of her ass. She was leaned forward in her seat, giving me unfettered access to the tender chasm nestled between her cheeks. I found it and pressed my fingers gently against it. The fabric of her panties was warm and moist, and she let a little moan escape her lips even as she sucked me steadily. It felt so incredibly beautiful to have my fingers against her softness, the tender, little secret nestled safely between her thighs. I pushed gently against her panties and felt her sex open just slightly for me beneath them. She began groaning with every breath now as I let my fingers gently slide along the length of her crack, teasing her through her panties. The moment was building now, the momentum of our passion climbing as my explosion neared. "Oh Jeanie, oh sweetie, don't stop," I moaned. "I'm so fucking close." She groaned against my cock, the vibrations humming through me. She kept her pace quick and steady, gripping me tightly in her mouth and stroking me with her hand, while the other hand gently squeezed my balls. I pressed my fingers more aggressively against her pussy, dying to feel her soft wetness. The sensation only heightened my ecstasy, a dirty, almost perverse pleasure feeling her moistness on my fingers. Soon my orgasm rose to the tip of release. I felt as though everything within me had boiled to the surface and sat just at the tip of my cock, ready to burst forth. "Oh honey, oh I'm going to, oh Jeanie, I'm gonna cum, I'm gonna..." My voice broke off into a grunt as every muscle in my body stiffened. My orgasm exploded up out of me with a shot, a burst of unbridled ecstasy flowing from me in a violent, convulsing wave. I felt the first heavy spurt of my cum shoot into her mouth. Jeanie paused for a moment as her mouth filled, but after a single breath she settled back into her bobbing sucking motion, pulling my essence from me with her ministrations. I felt spurt after spurt jet out of me. I pressed my fingers brazenly against her pussy in my ecstasy, and she groaned along with me as I came. Wave after wave washed over me as I felt myself drain into her warm mouth. Jeanie sucked air in through her nose, struggling to keep up with her motions as my heavy load filled her mouth. After several moments, my convulsions slowed and I felt the last few drops slipping out of me. Jeanie lessened her pace but kept her grip tight on my shaft, draining every last bit of me into her mouth. Her relaxed massaging, as my cock slowly flagged, only heightened the intense pleasure of my orgasm. It felt so incredible having her stay with me throughout my entire pleasure, instead of recoiling and pulling away the second I started to cum. It was a remarkably caring thing for her to do, and it made my heart long for her all the more. Once she was satisfied she'd milked every drop out of me she groaned and looked up at me, holding my eyes with hers, my deflating cock still held gently between her lips. Her cheeks and throat tightened for a moment as she swallowed my load in one big gulp, then she increased her suction gingerly to pull any last remaining drops of cum out of my shaft. She swallowed again a moment later then backed her mouth gently off of my cock, letting the head slip out with a little wet kiss. Hooking her fingers into the waistband of my boxers, she tugged them upward and outward and gently tucked my cock back into them, very tenderly and lovingly, careful to make sure it was nestled safely before pulling my underwear back over it. Then she slowly sat back in her seat, my hand slipping off her ass as she reclined, and looked at me. I let my head loll to the side against the headrest so that I could see her pretty face. She looked flushed as she brought her hand up and rubbed the corner of her mouth, cleaning the bit of wetness that glistened there. She gave me a little smile and my heart melt. I smiled back. "Was that good for you, Jim?" she whispered. "I mean, was I good?" "Good?" I asked, incredulous. "Jeanie, that was unbelievable!" "Really?" "Hell, yes. That felt so incredibly awesome. Thank you, sweetie, it was amazing." She smiled and laughed. "Oh good. I want it to be good for you." "It was; it was beyond good. You're incredible, Giana." Again she smiled, but then gave me an inquisitive look. "So can I kiss you now?" she asked. "Yes, of course, why couldn't you?" I replied. "I dunno, just if it was weird for you after what I just did..." "Well, it's not," I declared, and pulled her toward me. Our mouths met and we kissed deeply. She moaned as I sucked her tongue into my mouth. I could taste the pungent saltiness of my own cum lingering in her mouth but it didn't bother me in the least. I didn't find it to be off-putting at all; instead it reminded me of how thoroughly she had satisfied me and actually was quite a turn-on for me. We kissed passionately for several moments. I could feel Jeanie's desire boiling from her, palpable and radiant. It was like she wanted to crawl over the console that laid between us and devour me. Her hands wandered behind my head and over my chest. I, in turn, pawed at her, letting my hands run over her breasts and down to the small of her back. It was like her blow job only heightened my desire for her and we both wanted to tear one another apart. After several moments I dropped my head onto her neck and nuzzled against her soft throat. She let her head fall back to give me access to her sensitive flesh. I kissed a wet trail down her throat to her chest, where I buried my face in the cleavage between her firm, perky tits. I kissed the softness of the rise of her breasts as she moaned. "Mmmmmm, oh god, yes..." she purred. I hooked my hands into the delicate fabric of her blousy dress and pulled it downward to reveal her breasts. Her white bra was delicate and semi-transparent, adorned with a subtle, swirling floral pattern. Beneath it her nipples had hardened into tight little pebbles, straining outward against the taut fabric. Jeanie pressed her hands against the back of my head, urging me downward into her. I could feel the desperation of her desire, her longing for me. I kissed her nipples through her bra, drawing the sensitive buds into my mouth one after the other, gently nibbling them between my lips and teeth. She squirmed beneath me, her hands running down my back and digging her nails into me. I brought my hands up to her chest and hooked my fingers into the cups of her bra, pulling them downward to release her breasts. Her dark brown nipples stood proudly, engorged and erect above the olive-colored sea of her skin, as I tucked the cups of her bra beneath her breasts, allowing me full access to her. I took in the sight of her, all sexy and disheveled, her dress and bra yanked down to reveal her nakedness to me, then descended on her nipples greedily. I pulled each into my mouth in turn, sucking them savagely and chewing them gently between my teeth. "Uuuuunnnnnnhhhhh," Jeanie moaned, as I sucked and nibbled her nipples. She spread her legs and put her left foot onto the console between us, shifting in her seat so that she centered me between her legs as best she could in the tight confines of the car. I immediately ran my hand along her exposed left leg, seeking the soft, warm flesh of her bare thigh. As I caressed her I thought of how close I was to her secret place, that glorious little chasm just inches from my fingertips. I wanted to touch it again so badly. The very thought of it was intoxicating. To feel the wetness of her panties, how soft and plump the flesh was below it, to push aside the fabric and find the slick warmth hidden within. My passion grew like a fire. Despite the fact that I was still buzzing from the draining orgasm Jeanie had just given me, I felt myself stiffen as I sucked her sensitive breasts and felt the heat emanating from between her legs. "I have to have her;" I thought to myself, "I have to taste her again and give her the same pleasure she gave me." I broke my mouth away from her breast with a smack and looked in her eyes. As I did so I ran my hand brazenly all the way up her thigh and cupped her mound, giving it a gentle squeeze and feeling the wetness of her panties against my palm. Her jaw dropped open and she groaned huskily in her throat. "Oh yes, Jim," she gasped. Very slowly, and very deliberately, still holding eye contact with her, I let my head dip down to her left leg, just above the knee. I kissed it gently, then moved up slowly and gave her another kiss. I kept my movements in slow motion, drawing each kiss out dramatically, letting her know exactly what I was doing as I made my way slowly and patiently up her leg. When I made my way to mid-thigh, I came to the hem of her dress and began hiking it slowly up. "Mmmmmm, Jim," she moaned silkily, "I have one more piece of news for you." I looked up at her and raised my eyebrows. "Oh really?" I hummed, then placed another soft kiss on her thigh. She moaned again. "Nnnnnnnnn, yeah, it's just a little bit of bad news. You see it's like this..." I looked up at her again and gave her a little half-grin, wondering what little trick she had for me this time. She was definitely good at keeping me on my toes. "Remember when I told you I was wearing my sexiest, black lacy underwear for you?" she purred. "Yeah," I said, expectantly. "Well... I lied," she said flatly. As she said it she tugged the bottom of her dress up slowly and seductively and revealed herself to me. She wore a pretty pair of white cotton underwear, a match to the bra she was wearing, with an identical, subtle white floral pattern adorning them. "Actually, these are your lucky undies, Jim," she said, smiling, "the ones I was wearing Easter weekend when you had your little peek up my skirt, Mister Naughty Boy." My jaw swung open and I gasped, inhaling an awkward gulp of air. Then I began laughing earnestly. I couldn't believe she had remembered that detail from last night, and that she'd thought enough about it to have prepared for this moment. It endeared her to me all the more. "You're right, sweetie," I said looking up at her, "these are now my official lucky undies. God, they look so damn pretty on you, and they're a thong," I gushed, letting my eyes wander down once again to drink in the sight of her near-naked femininity. She giggled invitingly and squirmed a bit in her seat under my gaze. I brought my lips very slowly to her thigh and gave her a soft, little kiss. "Do you mind if I take a closer look at my lucky undies?" I whispered. "No, not at all," she whispered back, "they're practically yours now anyway." "Mmmmmm," I hummed as I kissed her thigh again, this time a little lower, a little closer to her womanhood. "I like that. What a nice little gift." I gave her two more kisses on her warm, naked thigh, each coming ever closer to her sex. "Just let me know if you see headlights out there, ok? I don't want us getting busted." "Ok," she groaned hoarsely, letting her head rest back against the window and shutting her eyes, preparing for my touch. I smiled knowing how turned on she was, and how ready she was for my attention. I lowered my head once more in earnest and kissed the very inner part of her thigh, just an inch or two from her secret valley. She hissed as she sucked in her breath in anticipation. I breathed deeply and drank in her scent, the warm honey smell that was Jeanie's alone. Seeing her this up-close I realized that her panties were soaked through down the middle, a thin line of wetness running between the raised ridges of her lips. The sight and smell of her were absolutely intoxicating. I realized in that breath how badly I'd craved this all day, not sure if she'd still want us to be this intimate, or if she would share this precious gift with me again. Slowly, almost drunkenly, in my lustful swoon, I leaned forward and pressed my lips to her mound. It was moist to the touch and smelled and tasted of an alluring mixture of her heady sexuality and her delicately feminine perfume. I opened my lips and pulled her panties and her plump lips into my mouth, gnawing them gingerly and breathing hot breath against her. "Uhhhhhhhhh, Jimmmm," she moaned, as I pulled her into my mouth. I began licking her through her panties, savoring the sweetness that had soaked clear through the fabric. I ran long, wet licks over and between her lips, thoroughly saturating her panties with her own juices and my saliva. I could feel my cock twitch to life again as I indulged in this perverse teasing. After several moments I could wait no longer. I absolutely had to have her. To taste her, to see her naked sex spread open and wet before me. My hunger for her had built to its zenith, this gorgeous creature who until recently was taboo to me. Just Tony's little sister, just a friend. She was as unattainable a fantasy as there could be. So impossible that I dared not even think about it. But now, after last night, after the party and the prom and the lovemaking and our date, now here she was spread beneath me. My sweet impossibility suddenly open and inviting me in. I couldn't resist a single second longer. I hooked both of my index fingers into the elastic covering her mound. Rather than pushing her panties to the side and indulging myself immediately, I decided to tug them downward and get them out of my way completely. "Sweetie, I'm going to take these off of you now," I whispered as I gently tugged down on her panties. She arched her back to lift her bottom up off the seat for me. "Mmmmm, god yes," she hummed, giving me full permission to strip her sex naked. I slipped the thong out from her crack by giving it a little tug, and her panties came free. She pressed her thighs together so that I could pull the panties gently down her legs and over her feet. Once I slipped them off of her I held them up and admired their delicate beauty. Jeanie bit her lower lip watching me as I reveled in the sight. "My lucky panties," I whispered, smiling. Without a word she leaned forward and ran her fingers into the hair on the back of my head. Gently she urged me forward down into her. I took the hint without hesitation. She wanted my attention. She needed it and craved it just as I had craved it from her. I dropped her panties onto the floor and positioned myself below her as she spread her legs widely again for me. I ran my nose gently along her sex, nuzzling slightly inside her lips, to feel her warmth and to smell her blossoming femininity. Then I arched my neck up so that my nose pushed into the little forest of her pussy hair growing in a triangle over her cleft, smelling the delicate cleanness of her perfume and letting her hair tickle my nose and upper lip. I gave her mound little kisses through her hair, and gently tugged the wiry strands between my lips. Her fingers squeezed and pulled my hair ever tighter, and I knew her anticipation had waxed to its peak. It was time to tease her no more. A First, My Friend's Sister Ch. 04 I made a little trail of soft kisses from her mound down to her slit. I hovered above her for a single moment, letting my hot breath warm her labia, and I heard her sucking air in savagely through her nose. She was ready. I snaked my tongue out and ran a hard, wet lick directly between her lips, separating them and plunging into her. A high-pitched squeak escaped her lips as I opened her, letting my tongue push into her between her lips. She arched her back slightly to allow me better access to her womanhood. I took the opportunity and brought my fingers up to each side of her pussy. I ran my thumbs along both of her lips, and gently pushed them apart, opening up the petals of her little flower before me. I took a single second to admire her pink wetness, her little hole drooling and moist, her clit swollen and erect. I began running long, soft licks from the entrance to her vagina up over her clit, lapping up her juices and letting them coat my mouth. Jeanie brought her other hand to the back of my head as well, and used both to firmly hold my mouth to her pussy, urging me to continue my ministrations on her sex. She began to buck her hips gently with the rhythm of my licks. Her breath came in ragged gasps. "Oh... my fucking... god, Jim," she panted, as I continued licking her, slowly increasing rhythm and strength until I was lapping away at her vigorously. After a little while I would let my tongue flick at her clit several times at the end of each lick, stimulating the little nub until it was engorged and throbbing. Soon I realized that Jeanie's body had become taut and rigid as the pleasure within her began to build in earnest. I raised my head for a moment to gaze upon her erotic beauty. Her eyes were open only in slits to watch me, wondering what I'd do next. She looked so unbelievably sexy lying beneath me, her legs spread widely, her pussy yawning open and soaking wet. Her dress was hiked up to her waist, but the top part was still yanked down, revealing her tender breasts spilling out from her bra, her little brown nipples hard and erect. "Ohhhh Giana," I moaned, seeing her sexiness, "you are so fucking beautiful." She hummed a little satisfied moan from deep in her throat, but she didn't say anything. Instead she merely pulled my head back down into her, letting me know exactly how she felt. With her urging, I descended once again to my duties and immediately sucked the soft flesh of her clit into my mouth brazenly, holding it steady with suction, and stimulating it with soft, massaging licks of my tongue from inside my mouth. Almost immediately, Jeanie stiffened even further and let a squeal of pleasure ring out. I held my suction strong and sure on her clit and continued licking it steadily, growing harder and firmer by the second. "Mmmmmmm, oh fuck yes," Jeanie moaned, clamping her thighs tightly onto my head to keep me from escaping. I conceded to her wishes and gave her exactly what she desired. Over and over I licked her engorged clit, massaging it until it felt as though it would explode. Her body began to quiver and I knew what was building inside her. I wanted to draw it forth, to reciprocate and give her a semblance of the pleasure she had given me. Slowly and gently I brought the index and middle fingers of my right hand up under my chin, and began to swirl them in little circles against the entrance to her vagina. Within seconds they were coated with her slick nectar, so I gently pushed them forward and eased them inside her, barely letting them open her. She was incredibly tight, and I didn't want to force myself into her and cause her any pain or discomfort. I just pushed them into her a little bit, and gently began bending them and digging them inside her. She groaned again, but I could hear the pleasure in her voice. I knew my goal was to get far enough into her to stimulate her special spot from the inside while simultaneously working her clit, but I'd have to do it slowly. Jeanie hadn't had much experience with this. Last night was the first time she'd made love. So I couldn't force anything too quickly; I had to bring her gradually to her pleasure. To open her slowly and guide her to her release, instead of thrusting it upon her too forcefully or quickly. Her body began to quiver as I worked her relentlessly. I remembered her passion from the night before, how tentative and unsure she'd been about submitting herself to her own pleasure. I knew I would have to stay with her, to not rush her or try to force anything too quickly. So I settled into a smooth, fluid motion, my licks on her swollen clit in perfect rhythm with my fingers gently rubbing inside her. I curled my fingers in a "come hither" motion inside her, so that my fingertips deftly grazed that little sensitive spot on the roof of her vagina. "Don't stop, Jim, mmmmmm, please don't stop, baby," she hummed, as her body stiffened. Her quivering was becoming more pronounced, but I looked up at her and her eyes were screwed shut. She licked her lips and pressed them together with purpose. I could tell that this time she had a greater level of trust in me. She wasn't thinking about anything but her own pleasure. She was tight and focused, her hands gripping the back of my head so she could ride her pleasure out on my face. There was no hesitation this time, no wondering how she should handle herself or worrying what this would be like. This time she was intent on her own satisfaction and she trusted me to bring her to it without question. I bent myself to my task with renewed vigor knowing she was trusting me and losing herself in the moment and her own pleasure. I quickened the pace of my stimulations just slightly, and felt Jeanie's body react in the same instant. For just a moment her body went loose and relaxed and she moaned in pleasure. Then, adjusting to my rhythm, she stiffened tightly once again and redoubled her grip on me with both her hands and her thighs. Her breathing became heavy and deep, long drawn-out gasps from her nostrils. Her hips began to buck almost involuntarily. "Jimmmmmm," she groaned, "please don't stop, I'm so close, baby, don't stop." Stopping was the last thing on my mind. I gave her no response but kept my pace strong and deliberate, wordlessly letting her know she could count on me to stay with her and give her the release she so desperately craved. After several moments, her body's quivering became more pronounced until she was actually shaking. She moaned loud and long and she grabbed handfuls of my hair, holding my face firmly to her swollen sex. Her clit throbbed in my mouth, ready to explode, and her pussy muscles clenched tightly around my fingers. I saw stars as her thighs squeezed my head firmly, and I struggled to drag air in through my nose to breathe. Just as I thought I could take no more, her dam broke. Her body spasmed several times and she bent stiffly at the waist. But I stayed with her, coaxing her orgasm from her relentlessly. "Unnnnnhhhh, ooohhhhh, I'm cumming," she groaned, "baby, oh fuck, I'm cumming." Her orgasm washed over her like a tidal wave, stronger than anything she had allowed herself to feel the night before. Her muscles clamped around my fingers like a vice, clenching and unclenching as the spasms of her orgasm wracked through her body. Her juices flowed thick and heavy, coating my fingers and filling my mouth with her tangy, syrupy sweetness. I swooned for a moment as her orgasm reached its crescendo. I thought of how lovely she was, and of the evening we shared. The funny moments at dinner, our walk together, holding one another and laughing. She was so beautiful, so graceful, so alluring. And now she was more than just my friend. We were lovers. Now I could share in this erotic pleasure with her, and show her this exquisite satisfaction that was washing over her body like waves crashing against a rocky shore. I couldn't believe how incredibly lucky I was. I stayed with her as her orgasm peaked and then slowly subsided, slowing my rhythm of stimulation so as not to overwhelm her. After several minutes her bucking and heaving eased into a gentle rocking motion of her hips, and she ran her hands over her breasts in happy gratification, squeezing them lightly and letting her fingertips gently tweak her nipples. She moaned lowly and giggled as the waves of her pleasure calmed, washing over her slowly and gently as she came down off her high. Slowly her body began to loosen and her breathing gradually returned to normal. She let her hands slip out of my hair and relaxed her thighs to free my head from her grasp. I looked up at her and gave her pussy a final nuzzle and kiss, lifting my head up from her crotch. She quivered once more at my kiss and smiled at me. "Mmmmmm, Jim, that was sooooooo good," she hummed. "Really? It was good for you, sweetie?" I asked. "Oh my god, yes, it was incredible. You have no idea." "I think I have a pretty good idea," I said, laughing, repeating a joke from earlier in the evening. I leaned down onto her chest and she wrapped her arms around me in an embrace. I slipped her breasts gently back into her bra cups and straightened her dress, pulling the shoulderstraps up and hiking the bottom back down, putting her back in order. I nestled against her chest as she ran her fingers gently through my hair. "I dunno," she giggled, "that was pretty amazing. You're better than me." "Jeanie," I yelled, kissing her forearm where it hung in front of my face, "are you crazy? You are freaking unbelievable. I'm still like vibrating after what you did to me." "Vibrating? I'm shaking, Jim. Feel me." I did as she asked, running my hands up her arms and over her chest. She was right, with every breath I could feel her gently shaking after her exertions and the pleasure she'd reached. I bent down and kissed her neck tenderly. "It's a good shaking though, right?" I asked. "Yes," she whispered, nuzzling my face into her neck, "a very good shaking." She held me closely and I lay there content, smelling her pretty perfume and her soft hair dangling in my face. Many minutes slipped by and I wished I could stay there with her all night. I knew eventually reality would set back in, but I held onto the moment with her for as long as I could. Her fingers gently stroked my hair as I let my fingertips run along the gentle curve of her neck. It was a lovely moment and it was over far too quickly. After a while I sat up and smiled at her. "I'd stay here all night if I could, sweetie, but I have to get you back before your curfew," I said, giving her a little conciliatory smile. She smiled back, looking a bit disappointed as well. "I know what you mean," she said. "I just want to be with you now." She stopped after she said it and put her hand over her mouth. "I'm sorry," she blurted suddenly, "was it weird for me to say that? I'm so embarrassed." I didn't understand her embarrassment at first, but then I realized why she might feel that way. There was no need for her to feel awkwardly though, and if she knew how I felt she wouldn't feel that way at all. I took her hand away from her mouth and held it in mine. "It's not weird, Giana," I said softly. "I feel the same way, seriously I do. I wish we could hang out and be together all the time. I have so much fun with you and I like you a lot." She smiled. Not a beaming, ear-to-ear smile, a very simple, happy and contented smile. Her eyes lit up. "Really?" she whispered. "Really," I whispered back nodding, my tone matter-of-fact and final. She leaned into me and kissed me softly on the lips. "I like you, Jim. Might not be a newsflash or anything, but I really like you." She kissed me again. I closed my eyes and enjoyed her soft lips against mine, warm and caressing. After a moment I broke the kiss. "So does that mean I can see you tomorrow?" I asked. "Yes, definitely," she answered, smiling. "Ok, I work until the evening but would it be all right if came over to your house afterward? I'd like to talk to your parents and Tony. I want to be honest with them because I really would like to see you more often and I don't think we should sneak around." "Seriously? That would be great. You're right; I don't want to sneak around either." "Of course. I don't care who knows that I like you. You're worth standing up for. I just hope your father and brother don't murder me." "My father won't," she assured me, rubbing my arm lovingly. "Tony... I can't really say what the hell he'll do." "Yeah, I know," I nodded. "Guess I'll find out." She smiled again at me and leaned in for another kiss. "I think you're sweet for being willing to take the chance," she said after the kiss, looking me deep in the eyes. I smiled and leaned back in my seat. "It'll work out, sweetie. It'll all work out in the end. I have a lot of faith in my best friend. But I gotta get you home now or else I might not even get the chance to plead my case tomorrow." She laughed. We buckled our seatbelts and I drove us home, thankful our fun that evening hadn't been interrupted by a cop or other passersby. Along the way home we joked and laughed just as we had all evening. When I pulled into our neighborhood she told me to just park the car at my house to avoid being seen by her family. I did, pulling into my driveway and shutting down the engine. We looked at each other and smiled, both laughing nervously at how to end our first official date. She broke the ice after an awkward moment. "Ok, sooooo..." she said, giggling, "I would appreciate you not telling everyone how you got lucky with me on our first date." I laughed. "No, no, of course not, mum's the word," I said. "Actually, I'm kind of hoping I might get even luckier on our second, so, ya know, my lips are sealed." She laughed back. "Don't go getting ahead of yourself there, Stillman," she needled, jokingly. "I haven't even agreed to a second date yet, much less what you'll be getting out of it." "Oh there's going to be a second date, Delvecchio," I joked back. We both had our heads resting on our seats looking at each other. "You're so going to say yes when I ask," I prodded her. "You think so, huh?" she teased. "I know so," I said, smiling sweetly. "And how do you know that?" she asked in a whisper. "Because you like me," I whispered back. "Mmmm, maybe I do," she hummed. Then she leaned in and kissed me again, one last time. She held my mouth firmly with her lips, soft, warm and tender. And when she broke away, I found that immediately I missed her. "Good night, Jim," she whispered and started opening her door. "Wait," I yelled, stopping her, "that's my job." I threw my door open and ran around the back of the car to her door. I opened it and bowed. "You're home, my lady," I said, haughtily. She stepped out of the car smiling. "Thank you, my good man," she said loftily, taking my hand. Once she was out I swung the door shut and kissed her hand daintily. "Have a good evening, your highness," I said. "And you as well, noble sir," she replied. "I had a wonderful time tonight, Jeanie," I said in my normal voice, getting serious so that she'd know I truly meant it. "So did I, Jim," she said. "Call me tomorrow?" "Definitely." She walked across my lawn and out into the street, making her way several houses up the block to her family's place. My heart skipped a beat when she turned back about halfway and gave me a little wave. I knew I was in deep. This sweet girl who had been a part of my life for so long, a friend who I cared for and looked out for, had now become so much more. She was in my heart. I wanted to be with her, to laugh with her, to hold her, and to know her. But there was a pretty big obstacle in the way of that. She was my best friend's little sister, and I knew it wouldn't be easy to prove to her brother that I only cared about being good to her, and good for her. I didn't know what the next day would bring, but I knew in that moment, as I returned her wave and smiled, that she was all I wanted in the world. And that wanting grew all the more, when ten minutes later my phone buzzed with a text from her. It read: "Had great time 2nite. U r so sweet. Btw, i left our lucky panties in your car. Enjoy!" I smiled inwardly as I skipped back down the stairs, grabbed my keys, and made my way down the driveway to the treat waiting for me in my car. A First, My Friend's Sister Ch. 05 I awoke the next day relaxed and in a surprisingly good mood. Not surprising considering the beautiful evening Jeanie and I had shared, with our date and the fooling around we'd done afterward in my car. But surprising because of the fact that I still had a pretty big obstacle in front of me. I had to finally confront her parents and her brother about the fact that we wanted to see each other romantically. I'd been friends with Jeanie's family, the Delvecchios, for years. Her older brother, Tony, and I had been best friends since pretty much the day we met. And I'd been a good friend of Jeanie's all that time as well. Now that she and I cared about each other, it could create problems for the family. How would they take it? Would they be angry? Would I lose Tony as a friend? Hell, would he kick my ass as soon as I told him? All of these questions hung over my head like a dark cloud, but for some reason when I awoke I just didn't seem to care. I felt good; I felt optimistic. I'd had dreams of Jeanie once again. This time not bittersweet or desperate at all. This time they were happy. We held each other sweetly and made love freely and tenderly. And when I woke I felt warm and comforted inside. I was ready for the challenges ahead. I reached under my pillow and pulled out the pair of panties she'd left for me in my car after we'd gone down on each other the night before. They made me smile. They reminded me of both her irresistible sexuality as well as her sweet innocence. They were white with a delicate floral pattern on them, but they were a skimpy thong. Just like her, simultaneously innocent yet deeply erotic. I could still smell her on them; the tawdry scent of her aroused womanhood mingled with the sweet fragrance of her perfume to create the perfect, most alluring feminine contradiction. I savored the scent for a moment then stashed them back under the pillow and crawled out of bed. After hitting the bathroom, I noticed my sister Jocelyn's door was open. I walked over to her doorway and heard clicking coming from within. I knocked lightly and looked in. She was lying on her bed on her stomach, her laptop in front of her, typing away, presumably on IM. She barely reacted to my knock. "Yeah, sup?" she murmured, never taking her eyes off the screen. "Hey, how are you?" I asked. "Fine, what's going on with you?" she replied, still not looking at anything but her screen. "Nothing. Gotta work in a couple hours." "That's nice," she replied apathetically. "Yeah, right. So... can we talk for a sec?" I asked. "Uh oh, I know what that question means," she needled, taking on a slightly mocking tone of voice. Finally she looked up from her screen and stopped typing, but she cocked her head and raised her eyebrows at me. "So, what do you have to confess?" "Confess? Nothing. There's no confession here," I stated defensively. "Mm hmm," she mocked, "just spill it. I'm assuming it involves Jeanie." "It does, but this is not a confession of some sort of wrongdoing." "Oh it's not; what is it then?" I paused and held her eye contact, giving her a serious look. "I like her, Joss," I said flatly and sincerely. "It's really that simple. I like her; I think she's amazing." "Well," she said, smirking in her most condescending way, "it's about fucking time." "Is it now?" I asked. "Yeah, it is, Jim. She's been in love with you for like years and now finally you come around and see how awesome she is?" "I've always known she's awesome, Joss, but don't you think she and I getting together could be a problem?" "Problem shmoblem," she mocked. "So you're saying you're ok with it?" I asked. "Yeah, I'm cool with it. Maybe it's a bit weird but for some reason she likes you so I'm sure it'll make her happy. I question her taste in men, but that's another story," she joked. I ignored her little dig. "Ok, right, well thanks for understanding. I wonder what her family will say though," I questioned. "Oh please, they freaking love you. They will welcome you with open arms, Jim." "Yeah, I dunno about that. Tony might want to beat the shit out of me." "Oh he will... at first. And hell, he might even kick your ass on principle alone. But he'll get over it." "Very consoling, thanks," I joked. "Hmmph, that's nothing compared to what I'll do to you if your break her heart." "Yeah, that's not exactly in my plans, for the record." "Good, cuz if it happens, you're dead." "Noted. Thank you, dear sister, for the family loyalty," I said sarcastically. She snorted, and turned back to her screen. "Jeanie is the sweetest person ever. You hurt her, I hurt you. That's the deal," she said matter-of-factly and returned to typing. "Hey, hey, I'm not done here," I yelled as her attention slipped away. "Why, what else do you want to confess?" she asked. "You kidnap the Lindbergh baby too?" "Actually, why don't you start confessing?" I countered. "How was the prom the other night, huh? You looked a bit... hmmm, what's the word, disheveled - yeah that's it - yesterday morning. Anything you want to tell me?" "Looking for a confession, are you, huh?" "Yup," I gloated, "kinda am. What exactly were you up to after the dance?" "I'll tell ya anything you want to know, if you'll tell me what you and Jeanie did..." She let the statement hang in the air. After a moment I smiled. "Touche," I quipped, raising my eyebrows. "I knew it. You're evil." "I am? How long have you been dating this guy and you're doing that stuff?" "Conversation over!" she declared, but I could tell she was grinning as she buried her nose back into the computer screen. "Thanks for being cool about the Jeanie thing," I said turning to leave. I heard her say, "Welcome," as I was walking away, but suddenly I realized that her reaction had actually been really generous. Jeanie and Joss were friends. Not like best friends, but still pretty close. It would have been easy for Joss to be stubborn about the situation and put her foot down about it. So despite her jibes and the promise to kill me if I hurt Jeanie, all in all Joss had been pretty sweet. So I stopped in my tracks and without warning I ran at full speed and jumped onto the bed on top of her. She screamed when she realized I was in mid-air coming down at her, but I landed harmlessly on her back and laid on her with all my weight. "Uhhhhhhhh, Jim," she groaned, "you weigh a freaking ton, get off me!" Instead I threw my arms around her and hugged her. "Thanks for being the best sis ever, Jossy," I said in a corny, overly affectionate voice. "Yeah yeah yeah, just get off!" she yelled, unable to move under my weight. I gave her a big smooch on the cheek and she yelled, "Eeeeewwww!" But I jumped off and walked out of the room laughing. "You're seriously weird, dorkus," she called after me, "I have no idea what Jeanie is thinking!" I chuckled to myself as I descended the steps and went into our kitchen. My parents were in there hanging out and, as I ate breakfast, I told them about Jeanie and me wanting to see each other. My mother knew that we had gone a date the night before, so she wasn't surprised. My father wasn't either, knowing that Jeanie had always liked me. They both commented, like Jocelyn, that it was about time I came around, and they both reassured me that things with her family would work out fine. They were friends with the Delvecchios as well, so they had confidence that there wouldn't be too much drama or too many hard feelings. At that point I started asking myself why I hadn't dated Jeanie years before since everyone apparently thought it would be no big deal. But they weren't the ones who had to face Jeanie's father or the wrath of Tony. That would be my task, and I planned it for later in the day. No sense putting it off any longer than I had to. I finished breakfast but before I left the kitchen to go upstairs to shower and get ready for work, both of my parents made it a point to tell me that if I broke Jeanie's heart they'd disown me. "Man," I thought to myself, "this girl has quite the fan club. She's going to be the death of me." It was a good thing I had no plans to break Jeanie's heart, but still. Who knows what could happen? Well, I'd just have to take that chance. I showered and before heading to work at my waiting job, I sent Jeanie a text message: "Hi beautiful. Cant wait 2 see u again. Can i still come over tonite after work?" Several minutes later her reply came: "Hi james! Yes i cant wait either." I smiled to myself and sent her another text: "Ok good ill text as soon as im done. Miss u." Her text came a minute later: "Miss u too! C u tonite XOXOXO" I finished dressing and headed to my car. Jeanie had an uncanny way of making me feel warm and happy inside. I thought of her all day long at work, unable to get the image of her out of my head. Which wasn't so bad when I saw her smiling and laughing in my mind, holding my hand as we walked and talked, or waving to me as she walked away. Those mental images I could live with. But other, more erotic, images would pop in every now and again as well, making it rather difficult to concentrate on my job. Jeanie naked beneath me, bathed in moonlight, as we writhed together in our lovemaking. Or in my car, her legs spread, baring her sex before me. I tried to shake these images out of my head but it was no good. Jeanie had infected me now; she was in my blood. And I was just going to have to live with these distractions, wanted or unwanted, pleasant or beguiling as they were. My work day came and went slowly. I was anxiously anticipating seeing Jeanie, as well as telling her family about us. When my shift finally ended, I headed to the car and immediately sent Jeanie a text. "Hey sweetie. Off work. Ok to come over?" As I was driving home her reply came. "Hi! Yes cant wait 2 c u. Everything will be ok." That made me feel better. I wondered if she'd already brought up the subject of her and me with her family over dinner. By the time I got home, I knew they'd be just about finishing up eating. Heck, maybe Jeanie had broken the news and they were all cool with it. Could I be so lucky? I pulled into my driveway and ran upstairs to quickly change into clean clothes. I had a nervous energy coursing through me as I threw on a new shirt and some shorts. Once changed, I eyed my pillow, thinking of the little treasure hidden beneath it. I had to indulge, I thought to myself. I walked over to my bed and pulled Jeanie's panties out from under my pillow. Our lucky panties, I thought, bringing them to my nose and inhaling their scent. So precious, so perfect, so sweet, her aroma filled me with a boost of confidence and a shot of erotic anticipation. It was just what I needed. When I came back downstairs though, all of a sudden my newfound confidence faltered. I opened up my front door and the gravity of the situation hit me. "This is it," I thought to myself, "the moment of truth. You've had your fun. You've had the sweetness of Jeanie and now you have to face the music. If you care about her, be a man now and go prove it." I psyched myself up as I walked up the block to her house. Then, just as I was about to ring the doorbell, I took a deep breath. "Here goes nothing," I thought. I pressed the doorbell and within moments heard the soft footfalls I'd heard so many times before when I'd rung it as Jeanie ran to the door to greet me. Always with that wide-eyed smile, and her sweet, affectionate greeting of, "Hey, James!" This time though, it was her, not her brother, I was coming to see. The door opened and there was Jeanie's bright smile. She stepped out and wrapped her arms around me. "So glad to see you," she whispered in my ear. I pulled her into me. "Everything ok?" I whispered to her. She stepped away from me and took my hand. She nodded slightly, still smiling, but her eyes told me that our challenge had just begun. Still holding my hand, a tell-tale sign if ever there were one, she escorted me into the house. The family was in the kitchen, cleaning up from dinner. Jeanie's mother, Carla, was the first to greet me. "Well hello, Jim, good to see you. You hungry? You just got off work, right?" she asked hurriedly as she came over to hug me. This greeting was not unusual from her, but I did perhaps notice just a hint of urgency in her manner. And I understood why almost immediately when over her shoulder I noticed Tony shooting me a very dangerous look. And in an instant I knew. Jeanie had brought the subject up, or it had come up somehow. They knew. And in that moment I felt the awkward atmosphere in the room, as clearly as if it were an elephant standing there with us. Tony was putting dishes away, while his father, Gino, washed them. Jeanie was cleaning the food up off the table, but none of them looked at one another. "Um, yeah, just got off," I stammered as Carla released me. "Then you have to eat," she stated. "Giana, make Jim a dish." This certainly wasn't unusual; Carla always made sure I had something to eat when I came to her home, a kind of Italian tradition. But I knew I was going to have to get the subject at hand on the table before I accepted any sort of gift from the family. Tony was clearly pissed and Gino hadn't looked up from the dishes yet, much less greeted me. It was time to act. "Hi, Mr. Delvecchio," I said to Gino and waved from across the kitchen. "Hi, Jim, how are you," he said sternly, but at least he looked up at me from the dishes. "Whatup, Tony," I said to Tony and nodded. He didn't return my greeting, but instead continued to stare daggers at me. "I'm glad you guys are here, and you too, Mrs. Delvecchio. I actually have something I'd like to ask you." I clammed up after I said this. I felt a lump grow in my throat as the moment found me and I hesitated. Man, this was going to be hard. Carla broke the awkward moment of silence. "What is it, Jim?" she asked kindly, and I sensed that I had an ally in her at least. Jeanie was watching me in anticipation, her eyes sweet and understanding. And when I saw her caring look, I found the strength I needed. "Well," I began, clearing my throat. "As you know, Jeanie and I went to her prom the other night. And we've been very good friends for some time. And well, I guess, we both kind of realized that we like each other. So... with your permission, and yours too of course, Tony," I said, looking at him, "I would like to date Jeanie, and uhhhh, spend more time with her... if I could." I ended my request somewhat awkwardly because I realized everyone was staring at me, not saying a word. No one made an immediate reaction, but after a moment Carla again broke the silence. "That's very mature of you, Jim, coming to us to ask permission," she said. "Well, I've known you all for so long that I didn't want this to be weird for anyone," I replied, looking once again at Tony and getting nothing but scorn in return. I could tell there was going to be a problem with him. But Gino piped in after I said that. "I can appreciate a man who stands up for what he wants, Jim," he said, drying his hands with a towel. "And I like that you had the respect to come right to us and ask. I'll tell you what, if you treat my daughter well, you're all right in my book." After saying this he extended his hand for a shake. I took it and felt the firmness of his grip as both an affirmation and a warning. The message was received, loud and clear. "But I gotta warn ya," he continued, "you're on your own with Tony. He's been pissed since Giana told us about your date last night during dinner." He smiled and gave me a little wink as if to say, "Good luck, sucker." I returned the smile but when I looked at Tony he wasn't even looking my way. Carla came over and hugged me again. "You're a good kid, Jim, you know we love you. Just be good to her, that's all we ask," she said, and gave me a kiss on the cheek. "I will," I said, returning the hug. When she let me go, Jeanie brought me a plate with the pasta and meatballs Carla had served for dinner. "Here you go, Jim, I'll put it on the table for you," she said beaming. She gave me the sweetest smile I'd ever seen and her gorgeous brown eyes made my heart melt. She led me to the adjoining dining room where the table was. She put the plate down and took my hand, smiling up at me. Just as I was about to say something to her, in came Tony. He snapped his fingers at me and pointed toward the living room, a sure indication that he wanted me to follow him as he walked away. I looked Jeanie in the eye and whispered, "Wish me luck." I took a deep breath but as I was about to walk away she pulled me back by my hand and leaned up on her tippytoes to give me a quick kiss on the mouth. "Good luck," she whispered after the kiss. I smiled and raised my eyebrows. That kiss alone made this trip into the maelstrom that was the fiery temper of Tony Delvecchio worthwhile. I broke away from her and walked down the hallway to their living room. Tony was waiting, standing rigid in the middle of the room and looking absolutely furious. Before I could even speak he started spouting off. "What the fuck, dude," he hissed, struggling not to raise his voice above a harsh, cutting whisper. "You're fucking dating my sister, behind my back?" "It's not behind your back, man, I'm right here," I countered. "Last night?" he shot back. "Yeah, last night was one night. We had dinner and discussed how to approach this. And we decided to be honest and come right out and tell you." "Oh now you're going to be honest? What about breaking the promise you made to me before? What about that, huh? 'I won't lay a finger on her,' that's what you told me. All a big fucking lie." He balled his fists and stepped forward, just inches away from me, looking me harshly in the eye. I held my ground though, unsure if whether in the next moment he would punch me in the face. I had to stay strong. "Come on, Tony, I like her. Really like her. She's not some conquest and I'm not going to treat her like one. I've known her for years, and I just... I just care about her..." "Care about her?" he interrupted. "What the hell does that mean? How is it that two days ago she's just my little sister, and now all of a sudden, out of complete fucking nowhere, you 'care about her?' What is that all about?" "It's not out of nowhere; I always have." "Oh shit," he blustered, clearly raising his voice to a level where he could be heard in the next room. "This just gets better and better. Always have?" "Well, it's not like I've ever done anything about it. I never touched her, man. But it's just that... yeah, you know, I have liked her for a while. A long time. I just never did anything about it because..." I paused. "Yeah, because why?" he asked, incredulous. "Because I knew it would piss you off. And because I knew she was supposed to be off-limits." "Off-limits? Hmmmm, why would that be?" he asked, his voice dripping with sarcasm. "Because man, I know she's your sister. I get it," I replied. "Do you? Do you really get it? So if I said right now that I was with Joss, you'd just 'get it,' would you?" I thought for a moment, and the mental image of Tony with my little sister raced through my mind. Yes, it did hurt and I did understand what he meant. I always had. "It would piss me off," I said. "I admit it would." "Gee, thanks for at least admitting that," he shot back. But in a funny way, I could almost hear a little less rage in his voice after hearing me admit that I'd be angry. "I'm not saying you shouldn't be pissed, man, I'm really not. I understand why you would be. I'm just saying that I care about her. And I'm not going to use her or hurt her." He stood there nodding his head for a minute, but he didn't say anything. After several moments, I decided to take a chance. A First, My Friend's Sister Ch. 05 "Look, Tony, you like to pick on her, but she's an amazing girl. I came here to tell you, and your parents, to your faces that I like her and that I just want to treat her right. So if you're gonna kick my ass or be pissed off at me, so be it. But I came here like a man and stood up for her, that ought to tell you that I'm genuine. Ya know, if the fact that we've been best friends for years didn't already." He held his stance hard for another moment, then, completely unexpectedly, he snorted a derisive laugh and instantly seemed to loosen up. "You are such a girl," he snorted. "Seriously? 'I stood up for her.' Really? You crack me fucking up," he joked. Despite the fact that he was making fun of me, I took this as a good sign. If he was busting on me, that meant his anger was lessening and he was calming down and returning to normal. "Mm hmm, enjoy a good laugh, go ahead, yuck it up," I said, taking my medicine. He started laughing in earnest at that. "What a puss, I can't even stand it," he mocked. "Well, you're standing here like you're gonna fucking punch me," I said. "Yeah, I still might nancy-boy. Give me one good reason why I shouldn't." "Ok, dickhead," I shot back, "try this one. Jeanie's friend Theresa from work... she digs you. We're all going on a double date." I was tempting fate on this one, since as far as I knew Jeanie hadn't talked to Theresa yet, much less gotten her to agree to going on a double-date with us and Tony, but I figured I'd play my highest card and hope for the best. "Wait, Theresa? The hot one, the one with the..." He held his hands up in front of his chest to indicate big boobs. "Yeah, that one. And would you be going on a date with her if I wasn't dating your sister? Bam! No chance, sucka." Again, this wasn't necessarily true but desperate times called for desperate measures. He stood looking at me, nodding his head for a moment. "So, you hook up one double-date with a hot chick and I'm just supposed to be ok with you putting your slimy hands all over my sister?" "Yeah, that's pretty much what I was banking on, actually," I shot back. "All right, douchebag, but you're on probation. I see you groping her or sucking face with her or otherwise touching her in any way and I will fucking pound you." "Right, makes sense, so I'll just date her but I won't touch her?" "That's pretty much it, or you're toast." "Ok then, got it." After a few awkward moments, I broke the silence. "So... wanna shoot some stick tonight?" We sometimes went to play pool at a local parlor, and I figured getting him alone so we could talk one-on-one might be the best idea right now. It sounded better than staying home and having him see Jeanie and me together. That might re-light his fire. "Not hanging with your girlie tonight, Casanova?" he joked. "You and I should hang out. Give you a chance to really make fun of me and get it out of your system." He considered it. "Oh it'll never be out of my system, but you're on," he said after a minute, "and you're paying." "Yeah, ok," I replied. I waited to see what would happen next. And in typical Tony fashion he started walking past me back toward the kitchen, but right before he went by me, his hand shot out and delivered a quick, solid punch to my stomach. "Come on, nancy, your dinner is getting cold and your little girlfriend is waiting for you," he said after he punched me. I doubled over in pain, cursing myself for not seeing it coming. How many times was he going to get me with that move? I rubbed the soreness in my belly and walked back out to the dining room. Jeanie was waiting for me there. I smiled at her and sat down, trying not to grimace from the dull pain in my stomach. "He punched you, didn't he?" she whispered, careful not to raise her voice too loud that it could be heard by her parents or Tony in the kitchen. "Yeah, really hard, but I'll survive," I whispered back. "We're going to go play pool later, so I think everything is cool." She just smiled. "I knew it. I knew you'd make it work," she gushed. I smiled back at her. Just at that moment, her parents walked in. Gino piped in. "So Tony says you boys are going out tonight?" he said happily to me. "That's good, no hard feelings and all." Carla smiled. "All right, let's let him eat dinner," she said, "the kid's probably starved." She took Gino by the arm and started leading him away. "You kids have a nice time; we'll be in the other room." As soon as they left, Jeanie leaned in close and whispered, "I heard everything you said in there." She held my eyes with hers. "Yeah?" I asked. "Mm hmm," she nodded, "and you want to know what I think?" "Yeah," I whispered. "This is what I think," she said softly and sweetly. And without another word she put her hand behind my head, her fingers tangling in my hair, and pulled my mouth onto hers. The kiss was long, warm and tender and it made my heart skip a beat. For a fleeting moment, I worried that Tony might see us and blow his stack. He had just warned me that he didn't want to see me touching his sister, and I had no idea where he was. But that thought evaporated completely in a heartbeat as I felt Jeanie's soft lips massaging mine so sweetly. After several moments she broke the kiss softly. She looked me in the eyes. "Have you really liked me for a long time?" she whispered. I nodded. "I could just never admit to myself," I said. She shook her head slightly, but curled her lips into a little smile. "So much lost time," she said. "I know," I said, pursing my lips in disappointment. "We could have been doing this years ago," she laughed, and pulled me in for another kiss. "Don't rub it in," I said, after she broke the kiss off. She laughed. "Ok, eat, I'm sorry, I know you're hungry." She let my head go and I dove into her mother's delicious pasta and meatballs. I was hungry. The day at work, and the stress of knowing the confrontation I'd just had with Tony was looming, had built up quite an appetite within me. While I ate, Jeanie and I talked. She'd heard me tell Tony how Theresa wanted to double-date with us. She wasn't mad that I'd said that, she said she would have done the same to help deflate Tony's ire, and she was confident Theresa would say yes when she proposed the idea. She promised she'd call Theresa that night after Tony and I went out. Once I'd finished eating, Jeanie and I held hands and joked for a bit. After a few minutes of hearing our laughing, Tony stuck his head in the door. "You gonna play kissy-kissy all night or are we going out?" he asked sarcastically. "Yeah, I'm ready. You go put your makeup on and I'll meet you at the door, princess." "Uh huh, 'bout freaking time," he said and ran out into the hallway and upstairs to get ready. I turned to Jeanie. "I'll miss you tonight, Francesca," I lamented. "Awwww, I'll miss you too, James," she replied, jutting her lower lip out sadly. The gesture made her look so cute I couldn't help but steal another kiss. That made her smile and she walked me to the door. A moment later, Tony came bounding down the stairs as Jeanie and I held hands, saying goodbye. "Enough of that crap, let's go," he declared hastily. I smiled and winked at Jeanie as I followed him out the door. "I'll call you later," I told her, walking away. "You better," she responded. I just smiled and waved. "I'm driving," Tony yelled as he opened the driver's side door of his Grand Cherokee. He was able to get a nice, newer model with the good money he was making landscaping. It sure beat riding in my old Grand Am. Don't get me wrong, I loved that car but it definitely had some miles on it. The evening went really well with Tony. He acted pissy and gruff at first but as the night wore on he softened. And soon we were talking and joking like nothing had happened. That was the way Tony was. His temper made him bluster and rage every now and again, but if you could weather the storm he would usually calm down and be cool. Of course, it didn't hurt matters that about halfway through the evening I got a text message from Jeanie that read, "Theresa said yes! Yes yes yes! Friday nite!!!" I smiled when I got it, and my heart leapt in my chest. "All right dude," I said to Tony, "Jeanie set up our double-date for Friday night." I neglected to tell him how relieved I was; it was a huge load off my mind. If Theresa had refused I might be back at square one with Tony having to explain that I'd lied about her wanting to go out with him. Crisis averted, I thought, and my spirits were lifted even further. Everything had come off very well for Jeanie and me. "Sweet," he said, "so it'll be just like one of our patented double-dates; only difference is you won't be scoring at the end of the night, cuz if you do, you're dead." "Right, exactly," I agreed, although I didn't tell him that if the opportunity arose, I was definitely going to score. What he didn't know wouldn't hurt him. I sent a message back to Jeanie. "U did it! Smart, beautiful & gorgeous, how did i get so lucky?" A few minutes later came her reply, "U r lucky. But i luv that u know it!" I laughed reading her text, but as he was lining up a shot, Tony yelled, "You gonna text sweet nothings all night or are you here to play pool?" I got his point and put my phone away. I could tell that he'd be busting my balls about the Jeanie thing constantly, but that was ok. It was a small price to pay to be with her. The rest of the evening went well and Tony and I made plans to hang out during the week. Jeanie still had a few weeks of school left to complete so I wouldn't be able to see her much on weekdays. It was a bummer, but a necessary evil. So the week leading up to our double-date featured only phone calls and one brief hangout while Tony got ready for us to go a movie. "This sucks that we can't hang out," she lamented to me, as we sat on the couch talking. "I know, but in a couple days we have our double-date so we'll see each other then," I said. "I don't want to see you then; I want to see you now," she declared. "You are seeing me now," I reminded her. "See, here I am." "No, silly," she said, shaking her head, "I want to really see you." I raised my eyebrows as if I didn't understand. She rolled her eyes and scooched closer to me on the couch, then leaned in for a kiss. Almost immediately her tongue darted out and pushed into my mouth, swirling and pressing against my tongue. Her hands ran down my chest and caressed me. After a moment she pulled away and looked me in the eye. "Get it now?" she asked. "Really see you." "Yeah, I think I get it now," I replied, "but another demonstration might really help drive the point home." I went to lean in for another dirty kiss but at that moment we heard Tony stomping down the stairs. We backed away from each other so that he wouldn't see us so close. "You ready, jackass?" he yelled to me. "Yeah, one sec," I replied. He held his finger up as a warning to us as he retreated from the room. I just nodded at him and turned to Jeanie, standing up from the couch and helping her up. "So, I was actually wondering something." She raised her eyebrows. "What, sweetie?" she asked. "Well, when you introduce me to Theresa on Friday, I just, I guess I wonder..." Jeanie gave me a cute, little half-smile. "What do you wonder, Jim?" she asked, as if she already knew what I was going to say. "Um, I guess I'm wondering what you would call me. Like what would you say I am?" "Well, what are you, Jim?" she asked expectantly, her eyes sparkling and expectant. "I... think you should say that... I'm your boyfriend," I said softly, wondering what her reply would be. "Are you?" she asked. "Yes. I mean, I want to be. Do you... want me to be?" She nodded and smiled sweetly. After a moment she whispered, "Am I your girlfriend, Jim?" I nodded as well. "Yes," I replied, "you're my girlfriend." She squealed happily and jumped into my arms, pressing a kiss on my lips. "Hey, yo!" Tony yelled from the other room, peering in at us. "Hands off the lady, butthole!" But Jeanie didn't care. She planted another kiss on me, then broke away and ran down the hall past Tony yelling, "Don't call my boyfriend a butthole, butthead!" And as I heard her bounding up the stairs she yelled down, "Have fun tonight, Jim!" "Thanks, Jeanie!" I yelled up the stairs after her. Tony just stood there shaking his head and rolling his eyes. "Boyfriend, sheesh," he muttered sarcastically under his breath. But his annoyance didn't matter. Jeanie was happy and so was I. We were in such a good place, even though we were a tad frustrated not getting to see each other enough. Between that exchange and the subsequent teasing phone calls and text messages between us, I was beginning to get really frustrated by the time Friday night rolled around. But even so, I couldn't be happier when I finally got out of work that night and raced home to shower and get ready for the big double-date. I walked over to the Delvecchio house and found Tony and Jeanie ready to go. Tony grabbed his keys so we could take his Jeep. It would fit all four of us better than my car or Jeanie's. Jeanie wore a cute, form-fitting blue dress that hugged her curves magnificently. It was at once formal, yet the way she carried herself was casual, as though she would look comfortable at either a fancy party or a backyard picnic. Her makeup was also subtle, so that she didn't look overly done up, but instead just like her sweet, easygoing self. She had let her hair keep its natural little curl so that she looked sprightly and lighthearted as it hung down to her bare shoulders. I drank in the sight of her, so lovely and pretty. Unable to tell her what I really thought in front of her brother, I just looked her up and down and silently mouthed the word, "Wow." She instantly got what I was hinting at and gave me a wide smile and the tiniest curtsey to say thank you. I held the door open for her and she climbed into the Jeep. As we drove to pick up Theresa, I could tell Tony was in a really good mood. He barely picked on Jeanie at all, in fact, he actually asked her a few questions about Theresa and what she liked. I thought that was a damn good sign. Not just that Tony might eventually grow to accept Jeanie and I being together, but also that he was taking this date seriously. That would make life a lot easier. When we arrived at her house, Theresa emerged looking just as gorgeous as Jeanie. It was clear those two had planned out their wardrobes beforehand, because Theresa wore a very similar form-fitting dress to Jeanie's. Theresa's was a dark green color and it accentuated her in all the right places. Her cleavage made my jaw swing open and the dress hugged her hips so perfectly that she was absolutely breathtaking upon first glance. I hid how truly impressed I was, but I did raise my eyebrows to Jeanie to let her know I thought Tony would be very pleased. Jeanie did a little eye roll at me, but she smiled. She knew damn well I only had eyes for her. I was just glad Theresa was every bit as beautiful as she had seemed in her picture. This would definitely make Tony happy. And a happy Tony meant a happy Jim and Jeanie. While we drove, the girls were in the backseat while the guys rode up front. We'd have to make sure that didn't happen at the table at the restaurant though. I made sure to text message Jeanie while we drove so that we were on the same page with the seating arrangement. She texted back, "Good call." We had dinner at Dominique once again. There was almost an incident on the way when Jeanie said to Theresa, "I can't believe I get to go to Dominique twice in one week!" I tried to act nonchalant, but that went out the window when Theresa gushed, "Wow, Jim, Dominique, huh? I'm impressed, great first date." I thanked her but as I looked over at Tony he was shooting me a dirty look. "Dominique?" he whispered. "The sexiest restaurant on Earth? You are so dead." I looked away and tried to ignore him. Hopefully the date would go well so that he'd forget. When we arrived, I told the girls not to get out so that Tony and I could open their doors for them. They were both thoroughly impressed and Jeanie gave me a little wink. She had told me earlier in the week that Theresa's ex had been kind of a dick, and that if Tony really wanted to get in good with her, he should be a complete gentleman. I was doing my best to make sure he did just that. And when he held the door open for her and pushed her chair in for her, everything seemed to be going quite well. Our table was circular shaped, so we were able to make sure Tony and Theresa were next to each other, but we were still right there to help with the conversation. As it turns out, we needn't have been concerned. The chemistry between Tony and Theresa was obvious from the start. They joked with each other freely and Theresa was every bit the spitfire Jeanie had described her to be. Her quick wit kept right up with Tony's sense of humor, and within minutes she was playfully putting him in his place. Never on all the double-dates we'd gone on was Tony this comfortable or this happy. It was plain that Theresa was awesome and Tony was into her. And it certainly appeared Theresa liked him as well. The evening was a blast. Tony didn't even seem to mind when Jeanie held my hand or when she fed me bites of her food. We all laughed and joked and the meal went perfectly. Afterward, we decided to go play miniature golf. The girls looked a little out of place in their slinky dresses and heels, but we had a great time. It actually turned out to be ideal because not only did Tony help show Theresa how to play, she actually wound up having a better score than him. It was the perfect ending to a very incredible evening, and Theresa had no qualms about gloating in Tony's face. We all laughed, but his humiliation was tempered when she said, "Don't worry, Tony, I'll let you win next time." As soon as she said it, Jeanie and I looked at each other and smiled. She'd mentioned a next time; that was a very good sign. The only downside of the evening was the constant, dull ache I felt for Jeanie. I wanted her so badly. Just to press against her and feel her softness. To claim her mouth with my own and melt into her. I could tell she felt it too. Every now and again we'd make eye contact in just the right way and I could feel her hunger rivaling my own. It had been a long week of not seeing each other except for a few minutes here and there. By now our desire for one another was boiling over and there was nothing we could do about it without risking the wrath of Tony. Even a kiss held too long could set him off; I certainly couldn't have touched her or held her close. So we were stuck concealing our desire and trying to pretend to not want to tear into one another every second of the date. By evening's end, everyone was in a great mood. We dropped Theresa off first and Tony walked her to her door. Jeanie and I sat in the Jeep, whispering excitedly. "They're gonna kiss, I'm tellin' ya, she's gonna let him kiss her," Jeanie whispered, her voice almost a squeal. "No way, not gonna happen," I countered, just for the sake of arguing. I did think they would kiss, but I wanted to be playful with Jeanie. "All he's getting is a quick hug." "Oh yeah? You wanna make a wager on that, tough guy?" Jeanie teased. "Just name the terms, sweetcakes," I joked back. "Ok, if I'm right, you can't kiss me until I say you can, no matter what I do. And if you're right, same rule goes for me..." she proposed. "You're on, beautiful," I said, shaking her hand. "Ooooh, here we go," she said, as it looked like Theresa and Tony were just about to say good night. They leaned in close to one another and it appeared they kissed. "Ahhhhhh, I was right, I was so right," she gushed. A First, My Friend's Sister Ch. 05 "Now just hold on there, buttercup, that might not have been a kiss; it was awfully quick," I retorted. "Oh BS," she yelled, "quick or not that was a kiss, which means I win." "I want verification before this bet can be substantiated, hold on," I demanded. Tony made his way back to the Jeep and hopped in. He gave me a nice, big smile. "Well, well, you are quite the gentleman; I'm impressed," I said to him. "I am and you should be," he gloated, as he started the car and pulled away. "So was that a kiss we just saw?" Jeanie piped in from the backseat. "Mind your own business, Frankie," he chided her. "Come on, Tony, settle a bet for us, kiss or no?" she pleaded. "A bet?" he yelled. "Look, I'm not taking part in your weird little perverted games. In fact, you both sicken me for even watching," he yelled again, but I could tell he was mostly joking. "You did," I chimed in, "you kissed her; I can tell." "Well, that depends, which one of you was betting I would and which was betting I wouldn't?" he asked accusingly. "I said you would," Jeanie yelled proudly. Tony shot me a look and shook his head. "My best friend. My best damn friend. First he's getting it on with my little sister..." "Hey!" Jeanie yelled. "...then he's betting against me getting a goodnight kiss. Well, for your information, pal, I totally kissed her so in your stupid face, punk!" "Ha ha ha ha ha ha ha," Jeanie gloated from the backseat. "So awesome, so freaking awesome. You lose, Stillman; way to go, big brother." I just looked at Tony and smiled. "Thanks," I said to him. "Shit, whatever you lost I hope it hurts, you deserve it for doubting me," he said flatly. "I'll never hear the end of it, that's the part that hurts," I replied. "Hey, you wanted her," he reminded me, a smug smirk smeared his across his face, "well, you got her." All the while Jeanie was in the back singing a little victory song to herself. "Giana was right, Jim was wrong, that's why I'm singing my victory song. Jeanie rules, Jim drools, Jeanie is a genius, and Jim is a fool..." On and on it went like that practically the whole ride home. But everyone was in a great mood and Tony was beaming. He even informed us that he and Theresa had made plans for a second ate tomorrow night. All in all, it had been a pretty outstanding night. When we arrived back at their house, Tony got out of the car and headed into the house. Despite his good mood he announced, "Say goodnight and do it fast. And no making out on the porch; I'll be watching." We both laughed as we got out of the car, and I took Jeanie's hand as I walked her to the door. She had a big, goofy grin on her face as well. "No making out, well, he won't have to worry about that. You can't even kiss me, James," she whispered smiling. "You seem awfully happy about that, Francesca, and here I thought you wanted to kiss me," I said, making a pouting face. "Oh I do, you're the cutest, but I just love winning so much I have to have some fun with this," she laughed. Once on the porch she turned and put her arms around my waist. "So... have some fun I will," she whispered. I ran my arms around her waist and pulled her close to me. "You can't do this to me, Jeanie, I am dying here," I whispered back. "Do what?" she asked. "I'm just giving you a little hug is all." As she said this she stepped into me and pressed against me. "I'm serious, sweetie, I'm like in pain," I said. "Awwwww," she said sweetly, jutting her lower lip out, "I don't want you to be in pain." Her hands ran down my back seductively and she stood on her tippytoes to rest her head on my shoulder. I leaned down and held her tightly to me, feeling her warmth and stirring the desire within me. "Be nice, Giana," I whispered in her ear. "Aren't I always nice?" she whispered in mine, her breath warm and tickling against my earlobe. "Mmmmm, you are, baby, but you're going to drive me wild." "Oh we wouldn't want that now would we?" she whispered seductively, her lips gently tickling my ear, breathing her breath warmly against me. I felt my cock harden in my pants and I pressed it against her. "Jeanie, sweetie, you feel what you're doing to me?" I asked. "Mmmmm, yeah," she moaned, "I bet you'd like to kiss me right now, wouldn't you?" She dragged her lips slowly across my cheek and down toward my mouth. But she backed away just enough so that I could feel her warm breath against my lips, but I could do nothing about it. "Yes, very much so," I whispered. "But you can't, Jim," she whispered, her breath tickling my lips, "not until I say so." "Then say so," I insisted. "Not yet," she said, "not until I know you're not just in this for the seduction." "Don't be silly, sweetie," I said, looking her in the eyes, "you know I'm crazy about you." "Are you sweet on me, Jim?" she asked, gazing into my eyes. "You know I am, Jeanie," I whispered. "Then tell me what I want to hear," she said, her voice barely audible. I looked at her for a moment, then I whispered softly to her. "I dream about you at night, and you're the first thing I think about in the morning. You're my girl, Giana, and I want you to know..." "Jim," she interrupted. "Yeah?" "Now's the time to kiss me." Without a second's delay I pressed my mouth to hers and drew her bottom lip between mine. She moaned softly and we held our kiss for a long moment. I pulled her into me by her hips, my mind beginning its descent into wanton lust, but I remembered her brother's warning and calmed myself. I broke the kiss and looked into her eyes. "I never want to stop kissing you," I said softly. She smiled sweetly up at me. "Tell me we can hang out tomorrow night, just you and me?" I insisted. With Tony seeing Theresa again, it made hanging out with Jeanie simpler and much more guilt-free. "Definitely, of course," she said, "you know I can't wait." "Ok, I'll call you after work. We'll get dinner and do... whatever," I said. She laughed. "Dinner and whatever sounds good to me," she said. "So... it's a date," I whispered, "dinner and whatever." I nudged her nose with mine and stole another kiss. I pulled her body closer to mine so she could feel my strength and my hardness just for a moment. Then I stepped away. "I should go before your brother comes out and punches me," I said. "Better not push my luck." She smiled. "Plenty of time to push your luck tomorrow," she said seductively, her voice barely more than a whisper. She raised her eyebrows and I knew exactly what she meant. "Good," I said as I descended the stairs backwards looking at her, "because I'm feeling very lucky." "Are you now?" she asked, the corner of her mouth curling into a wicked grin. I returned her grin with one of my own. "I am." "Well, we'll see," she said slyly, turning toward the door. "Goodnight, Francesca, I had a wonderful time," I called up from the driveway before she opened the door. "Goodnight, James, I did too," she called after me. I smiled at her once more then broke towards home. Before I even got inside my front door, my phone buzzed with a text from Jeanie. "U r so sexy. Missing ur kisses already." I sent one back. "Not as much as im missing yours." I went up to my bedroom, threw off my clothes, and plopped down onto my bed. Thoughts of Jeanie swirled through my head. How did I get so lucky to have such a great girl like me this much? I felt blessed. And as I brought myself pleasure, aching to feel her physically, a dull emptiness swirled inside me that only she could fill. And not even my draining climax as I imagined having her again brought me the satisfaction I craved. The next day at work was torturous as I counted the minutes and hours until I was done. I had nothing but Jeanie on my mind, and nothing but Jeanie could make me happy. I anxiously anticipated our time together, forcing myself to concentrate on my job and not to daydream the day away. When my shift finally ended I sent her a text telling her I was done. I raced home and showered and we decided to just go have a laid-back pizza dinner at a local place we liked a lot. I picked her up and everything went smoothly. Tony had already left to go on his date with Theresa, so there was no tension in the air when I entered the house. Jeanie wore another cute sundress and I struggled to keep my thoughts clean as I chatted with her parents. But as we walked to my car, I just had to ask her a question that popped into my head the second she had come down the stairs. "How many of these dresses do you have, anyway?" I asked, tugging gently on the billowy yellow fabric. "Oh, a few," she said smiling. "Why?" "Because you look ridiculously cute in them, and they make me happy," I replied. "Do they really?" she asked. "Yes, they remind me of how sweet you are. They're like the perfect thing you could possibly wear." She wrapped her arm inside mine and hugged me close. "You're off to a good start," she said and gave me a beaming smile. I returned it and opened the car door for her. We laughed and joked as we drove to the pizzeria. During dinner we talked about how well Tony and Theresa had hit it off. She had talked to Theresa during the day and it looked like all signs were positive. Theresa thought Tony was awesome and even though I hadn't talked to Tony yet, I knew he felt the same about her. Normally he was pretty shy about making the next move after a date. And sometimes, if he was being picky, he'd all but blow the girl off if he wasn't interested. So the fact that they were going on a second date the very next night was a tremendously good sign, and I told her so. "Oh it's a good sign for more reasons than one," she said, her eyes getting that certain gleam in them. "Why's that?" I asked, intrigued by her little change in attitude. "Well, think about it," she said. "Tony will be out on his date all night. He'll be totally out of our hair." "Yeah, that's nice," I agreed. "But that's not all," she continued. "He's out of the way, and my parents always go to bed early. So we'll have the family room downstairs totally to ourselves. To do, ya know... whatever." That was when I finally got her point. "Oh," I said, my interest piqued. "Well then what the hell are we doing here? Finish that pizza and let's go!" She laughed. "They won't be in bed yet, silly!" "So? This is still valuable time we're wasting here!" "Ok, Stillman," she said laughing, "give me one good reason why you deserve to have me alone right now and I'll finish this so we can go." I leaned forward in my chair. "How about because all I've thought about every day is you. Because all day long today I've been waiting for tonight to be with you. Because you are the most gorgeous girl in the world and I can't stand being away from you for a second. Because..." "Whoa," she interrupted, "I said one reason." Her eyes were burning into mine and I could feel her desire emanating from them. "Well, there are several," I whispered. "Yes, I noticed," she said. "Let's get out of here." As she said this she dropped her unfinished slice of pizza onto her plate. "Sweetie," I said, "we don't have to go right now; I was just kidding about that." "I wasn't," she said simply. "Let's go." She took me by the hand and stood up. I stood with her and collected our plates and cups. I dropped them hurriedly in the trash as she practically pulled me out of the pizzeria. I let her into my car then slid into the driver's side. I turned to say something to her but before I could her mouth was on mine kissing me. "You know how long..." she said between kisses, "I've waited... wanted... longed... to hear you say those things to me?" Before I could answer she was kissing me again, her mouth crushing mine and her lips pulling and holding mine. She was moaning and with every kiss she pulled me closer to her. I realized what this moment meant to her. She'd had this crush on me for so long. To now hear me say I felt the way about her that she'd always felt about me must have meant the world to her. So I pulled her close to me and kissed her hard, every ounce of passion flowing from me to her. Finally, after several moments, she broke the kiss, practically pushing me off her. "Start the car and drive fast," she said hurriedly, and I could feel her desire, palpable in the air. "Right, yeah, drive fast," I muttered, doing exactly as she told me. I got us home in record time, but of course it was still early. When we entered her house her parents were still up watching TV in their big living room. We chatted a bit with them. They were wondering why we were home so early; Jeanie's curfew wasn't for another couple hours. But she explained that we just wanted to relax, and that we were heading downstairs to the family room to watch TV and hang out. Both parents gave us a sideways glance when she mentioned this, but they allowed it. Jeanie took me by the hand and led me to the kitchen. We grabbed some snacks and soda and headed downstairs. Once we were in her family room, she clicked on a light and turned the TV on, leaving it on whichever station it was already tuned to. Then she walked over to me, stood right up against me and whispered softly. "Ok, here are the rules. We'll totally hear them coming if they come this way. The floor squeaks in the kitchen to give us warning. But still, we gotta control ourselves until they go upstairs to bed. Then they won't be able to hear anything. Got it?" "Yeah, got it," I said. "Control myself until they go upstairs, check." "Right," she said flatly, then stared into my eyes for a few moments. Finally, she asked, "So, you've got me here; aren't you going to kiss me?" "I thought I was supposed to control myself?" I asked. "Yeah, but I'm not going to make it easy for you," she said quickly, then craned her neck upward and pressed her mouth to mine. Immediately I took her by the waist and pulled her into me. Our bodies pressed together as our mouths tangled with lust. I squeezed her soft hips and the desire within me began to pour forth. I'd been fantasizing about her all week, dreaming of the moment when I'd have her alone again. And now, finally, it had come. I had her all to myself, to feel her soft, warm body against mine. I picked her up by her waist and gently moved her to the couch. We sat down together, never breaking our kiss. Within moments I lost myself to my desire. Jeanie was kissing me so passionately, her tongue invading my mouth so sweetly, that I was almost overcome with longing. My hands began wandering her body practically of their own accord, and I felt her hands searching mine in return. Up her hips and along her curves, over the pert, little mounds of her breasts, to her neckline. Her hands scratching down my chest and over my back, her nails raking against me. All the while our mouths dancing together hungrily in our desire. I broke our kiss and dropped my mouth onto her neck, smelling and tasting her sweet perfume. Ravishing her with kisses and licks from her neck to her ear, feeling the hair behind her ear tickling my nose. Taking her earlobe into my mouth and nibbling it, hearing her exhale sharply as I massaged her softly with my tongue. The desire between us building, the moment threatening to get out of hand. The minutes ticked by indiscriminately. I lost track of all sense of time as Jeanie and I tangled on the couch in passion. Her hand dropped down and ran flatly along my belly, stirring the desire within me. I felt myself stiffen in my pants as her hand neared my manhood, aching and craving her soft touch. But she stopped at my waistline, curling her thumb just inside my pants above the button and zipper. I arched my back to move myself toward her touch but she held it back. Instead she leaned her head back and exposed more of her own tender flesh to me. Without hesitation I ran a long lick from her ear down to her chest, until I felt the gentle rise of her breasts. She groaned softly as I planted soft kisses on the soft skin just above the neckline of her dress. Very slowly I felt her fingertips go lower until they were gently rubbing against the hardness in my pants. "Mmmmmm, Jeanie," I moaned as her fingertips just barely grazed and massaged my swelling cock. I reached my own hand up and curled my fingertips into the neckline of her dress, gently pulling it back to reveal more of her flesh to me. As I yanked it down I kissed more and more of her breasts in turn, dying to get inside her bra to the soft, tender areas beneath it. She groaned again as I let my fingertips search her breasts, seeking out the hardened little nubs of her nipples and gently stroking them. I began to pull outward on her bra to expose more of her to me, letting my tongue lash against every new inch of flesh I exposed. Her hand ventured further downward and took hold of my cock in earnest through my pants, gently squeezing and rubbing it. Now my desire was reaching its peak, a point where I wouldn't be able to tame it. Her other hand raked across my back and pulled me closer to her as I pushed her left breast upward and out of her bra so that I could feast upon the tender nipple within. "Oh Jim," she moaned as I ran my tongue in a circle over her nipple. The nails on her one hand dug into my back as the other squeezed my cock in my pants. I ran my other hand along the back of her leg and squeezed her thigh. I wanted her so badly. The long week of teasing one another on the phone and over text messages had built my desire into a frenzy. I was supposed to be controlling myself but I was losing that control by the second. Just then, as we pawed each other furiously, lost in our passion, we heard a creak upstairs. "That's my parents," she said desperately, "holy crap!" In an instant reality swept in and we separated and began putting ourselves back together. She smoothed her dress and ran her fingers through her hair. I adjusted my pants and backed away from her so that we sat a little distance apart. We heard the creaking in the kitchen and then the door to the downstairs opened with a little squeak. "Jeanie?" her mother called down. "Yeah mom," she replied. We heard the stairs creak one by one as Carla came down them. "Hey, you two," she greeted us once downstairs. "We're headed up to bed so I just wanted to say goodnight." "And to check on us, right?" Jeanie added cheekily, but not in a spiteful or mean-spirited way. Just a little joke to poke fun at her mom. "Yes, of course," Carla replied, her eyes darting to the TV which I finally noticed was actually on a news channel with the volume barely audible. It wasn't not like Jeanie and I weren't smart, or that we didn't ever watch the news, but it certainly would appear curious that we were watching the news alone together on a Saturday night. "Oops," I thought to myself, "probably should have checked that." But I couldn't help it; all I wanted was to get at Jeanie as soon as possible. I hadn't even thought about checking what channel the TV was on. Carla's eyebrows raised a little and I thought I saw the hint of a smirk play across her lips, but otherwise she didn't bring up her suspicions. "You kids have a nice time and be good," she said sweetly. "But your curfew rule is still in effect, Giana," she reminded us, "sorry Jim but you're out of here in an hour." "I understand, Mrs. Delvecchio," I said. "Ok, now come here and give me a hug," she said, holding her arms out toward me. "Shit," I thought to myself, "this could get awkward." I had tried to calm myself down and relax as though nothing had been going on down here, but there was only so much I could do. I was still pretty stiff in my pants and I wondered just how obvious that fact would be now that I had to stand up. And give Carla a hug, for crying out loud. There was no time to hesitate or stall; I had to just do my best to conceal it. I stood up off the couch and slouched just a little in the middle to try to hide my erection as best I could. A First, My Friend's Sister Ch. 06 So began the most memorable summer of my life. Jeanie and I had fallen for each other. It was quick and passionate, and it would forever change the way I felt about love, friendship and destiny - for better and for worse. The roller coaster ride had begun, and so would come the highs and lows, the thrills and chills, that came along with it. It began with the high of being drawn to Jeanie. Though we knew it could be problematic, neither of us could quell the unquenchable desire we had for one another, and neither wanted to. We became a couple and we found as much time to be together, and be intimate, as possible. But though we enjoyed our time together, there were certain moments when I could tell Jeanie was preoccupied with another, more pressing thought. It was as though she was lost in the moment, and her eyes seemed to go unfocused and distant. When I asked her what was on her mind, she would inevitably laugh it off and say it was nothing. So I waited until she was ready to tell me what was going on. That time finally came in late June, the night she graduated. We had been together for over a month, and our love had blossomed over that time. I was proud to watch her graduate with one of the highest GPAs in her class, and my sister, Jocelyn, graduated as well. The night of the ceremony, Jeanie's parents threw a small party for her with friends and family. I spent the first part of the evening celebrating with Jocelyn and my family, then I ran over later to hang out with Jeanie and her family. Tony let me into the house when I rang the doorbell. Things between Tony and me had gone fairly well now that he was dating Jeanie's friend Theresa, but he still had moments when he could be an ass about me being with his sister. Tonight was one of those nights, apparently, when upon greeting me at the door, he announced to the group that "Frankie's little boy toy" had arrived, thereby embarrassing us both in front of her family. Jeanie promptly told him to shut up and I rolled my eyes as I entered the house. Her family was good-natured about it all though, as I talked with aunts, uncles and cousins and had a nice time hearing all sorts of funny stories about Jeanie's early childhood. I'd met most of the family before, so there was very little awkwardness, but they did enjoy poking fun at the fact that Jeanie and I were now dating. When the party wound down and her family headed home, Jeanie and I ended up downstairs hanging out on the couch in their family room, a couch that had by now seen its fair share of erotic moments between Jeanie and me. Tony and Theresa were upstairs hanging out, but although Theresa did a great job of keeping Tony in check, we still wanted to be away from him and alone for a while. Jeanie lay in my arms as I lightly stroked her hair, the TV tuned to a mostly ignored and forgettable old movie. "So you've finally graduated, Giana," I said, "now I can't make fun of you for being in school anymore." "I'm sure you'll find something else to make fun of me about, Jim," she retorted. "I have full confidence in that." I laughed and nuzzled my nose into her neck. "Yup," I snorted, "you can count on that." I gave her warm kisses on the back of her neck and enjoyed her little giggles in return. After a moment she leaned back and looked into my eyes. "There's something I need to tell you," she said softly, then looked away from me, as though she didn't want to look in my eyes anymore. "I've needed to for a while, but I just couldn't work up the courage. And I've been nervous about it all night because I thought it might come up..." "What is it, sweetie?" I asked, turning her in my arms so that she faced me and holding her gently. "Is it like a secret? I mean, whatever is going on, you can tell me." "I know," she said. "I know I can tell you anything but it's a little bit sad." "Just tell me, Jeanie," I reassured her, "and I promise it'll be ok." "Really?" she asked. "Yeah, I promise." "All right. Well, you remember how I said I applied to Northwestern in Chicago?" "Yeah, of course I remember." Her shoulders tensed up slightly and her eyes darted back and forth before finally landing on mine. "Yeah, I didn't just apply. I got accepted and I'm already enrolled. I'm going there in August." Her head dipped down and she hid her eyes from me, as though she was embarrassed or thought I would be mad. But she didn't need to worry like that. Hearing it was a bit of a shock at first, and as much as it hurt to know she'd be moving so far away, I was still incredibly happy for her. And I knew I had to tell her so. "Jeanie, are you crazy? You've been beating yourself up for weeks over this? I'm happy for you! This is amazing, I am so freaking proud." I pulled her into me and held her close in a tight hug. "This is a good thing, Jeanie, seriously," I whispered in her ear. "Are you really happy, Jim?" she whispered back. "Of course," I said, "this is going to be huge for you." "But we'll be apart," she said, pulling back and looking at me, little tears forming in the corners of her eyes. "I mean, I've been dreading telling you. And tonight everyone was asking about where I was going to college and I had to tell them not to say anything in front of you and it's just been hell..." "You shouldn't have put yourself through all that. I mean, it sucks that we'll be so far apart but this is an amazing opportunity for you so of course I'm going to support you." "Really?" she asked. "Yes, of course, really." "So you're not going to dump me?" "Jeanie!" I yelled. "No, I'm not going to dump you. How could you think that?" "I dunno," she shrugged, "I just thought maybe..." "Don't even think it," I interrupted. "I love being with you and I'm not breaking up with you. No way." Finally she smiled. "Thank you, Jim, you have no idea how much it means to me to hear that. You really are the best." "Of course I am," I said, smiling back at my joke. "But what happens in August?" she asked, keeping the mood serious for a moment longer. "Well," I said, "let's just enjoy being together now and not put any pressure on ourselves. We'll worry about August in August. What do you say?" "Ok," she said smiling, as she wiped away the little tears in her eyes. I put my hands on her cheeks and pulled her face to mine, kissing her softly. The tense mood lifted and we spent the rest of the night cuddling and laughing. I told her how proud I was of her and how much she'd enjoy college. In my heart though, there was a dull ache. It was the ache of knowing how hard it would be to let her go in August. I did my best to ignore it, to pretend it wasn't there, but for the first time I saw just the slightest dark cloud creeping in over our relationship. How would we ever make something like that distance work? I squashed the thought and did my best to enjoy the moment. Which is exactly how I approached every day of that summer. "Forget about what happens when we go to school and just have fun," I kept telling myself. And have fun we did. One of the highs of our roller coaster summer came just a week or two after Jeanie's graduation. We went on a double-date with Jeanie's best friend Missy Martz and her butthole boyfriend Dan Reindorf. I wasn't a huge fan of Dan; he could be a stuck-up prick, but Missy was cool and we all usually had fun when we hung out. A little too much fun, one might say, as evidenced this particular evening. Missy and Jeanie were best friends and they shared everything. They finished each other's sentences and were constantly laughing at inside jokes. Which made them a lot of fun to be around, whether Missy's jackass boyfriend was with us or not. On this evening we decided to grab dinner and then go to a drive-in movie. I showered after work and ran to Jeanie's house. Dan drove because he had a big, spacious SUV, a Lexus gifted to him by his parents. It was easy to complain about Dan as a person, but it didn't suck getting to ride in his car. We had a fun time at dinner and even Dan was tolerable. Most times he acted like he didn't want to be with us, like he had some other important things he'd rather be doing. And it often felt like he looked down on us. But this time he was in a decent mood and even joined in some of our fun without constantly looking at his watch or checking his phone and texting. After dinner we went for a walk in the park before the movie was set to start. Missy and Dan walked ahead of us and Jeanie and I held hands. "You know," she whispered slyly, "we could always ditch them and head up to Overlook Point, maybe reenact prom night..." She pushed into me when she said it and gave me a wry smile. The memory of our first kiss up on Overlook Point, and the make-out session that followed came streaming through my mind. "Sounds good to me," I whispered back, pulling Jeanie into a kiss. "Mmmmm," she hummed against my lips, "you'd like that, wouldn't you?" "You know I would," I said, my lips playing against hers, my hands roaming down the back of her little sundress and finding her behind. I was tempted to slide my hand beneath, but held myself in check. "Too bad, mister," she said suddenly, backing away from me and leaving me lunging for another kiss that wouldn't come. "You're just going to have to wait!" As she said this she turned to skip away. I followed behind quickly and with two long, quick strides I pounced on her and wrapped my arms around her suddenly. I pulled her to me from behind and kissed her neck playfully. She squealed in my arms, laughing and wriggling to break free from my grip. Soon we were both laughing and I released her. She turned and looked into my eyes, still giggling, and I opened my mouth to say something. I didn't know exactly what I would say, but I knew my heart wanted to say it, though my mind and my mouth didn't know how. I stood there, my jaw swinging open and fluttering, but no words would spill out. She watched me for a moment, smirking comically at my awkwardness, but in the next instant she did something I would never forget. She looked me in the eyes and said, "Yeah, I know, I love you too, Jim." Then she turned and started running away toward Missy and Dan, laughing the whole time. I will never forget that moment, and how beautiful Jeanie looked when she said it, for the rest of my life. I jogged to catch up with her and took her by the hand when I did. Nothing else needed to be said between us in that moment. When we got to Missy and Dan we all agreed it was time to turn back and head for the drive-in. They both raised their eyebrows at us, wondering what the grins and laughing were all about. But the four of us walked back to the car and made our way to the movie. The girls insisted they ride together in the backseat, and wound up whispering and giggling the entire time. I attempted to make a bit of painful small talk with Dan in the front seat, which went about as well as could be expected. But when we got to the drive-in and parked, Missy and I switched and I headed to the backseat to be with Jeanie. Missy gave me a knowing smile and a wink as we passed. I could only imagine what they had been whispering about back there. I climbed in the back with Jeanie and we cuddled close together. The movie started and we all sat together in the darkness of the car and the murky glow of the giant screen. It was a pretty pointless action flick that no one in the car was particularly interested in other than Dan. But it was the only one playing at the drive-in, and the whole point was to go to the drive-in to have some alone time together. Jeanie and I were basically making fun of the situations and dialogue, and every now and again Missy would join in with a snort. It was probably pissing Dan off but we really couldn't care less. We were having a good time and that's all that mattered to us. And it just got better when about halfway through the movie Jeanie started slyly nuzzling her warm nose into my neck. Her breath was soft and it tickled me just right. She softly breathed and kissed the sensitive area just under my ear, knowing exactly how to make me squirm. Soon it was too much to take and I turned my face to hers and met her with a soft kiss. She had me so turned on so quickly. We instantly began to make out and even though we tried to be quiet, it was pretty obvious what was going on in the backseat. It didn't seem as though Dan and Missy minded though when I began to hear the sounds of their kissing coming from the front seat. "Here we go again," I thought to myself, remembering this group's prom night when the couples fooled around in each other's presence. It had gotten pretty hot that night, and as my desire began to build, I wondered how far we'd be willing to go tonight. The only reason we stopped last time was because our limo reached its destination. Tonight there would be no interruption. The movie droned on with shouts and explosions, but in our car the real entertainment was the intimacy between the couples. When the sound of Missy and Dan fooling around reached us, Jeanie responded in kind by searching down my neck with soft, warm kisses. I rolled my head back and reveled in her soft, teasing touch, growing harder and harder by the moment. My cock stiffened and strained against the tight fabric of my shorts. Just how far was I willing to go? I wondered to myself. Our fooling around got pretty heated last time we were together; would I really let it go further this time? Would Jeanie? I didn't know what would happen, but I did know Jeanie was building a raging inferno inside me. She unbuttoned my shirt and began kissing and licking my chest. I groaned softly, trying in vain to mask how turned on she was getting me. But when her mouth fastened tightly onto my nipple, I gasped and ran my hands into her hair, holding her close as she sucked and flicked away at my sensitive nub. From the front seat I heard Missy moan lightly. I ventured a quick peek up over Jeanie's head and saw that Dan's head was searching her chest just as Jeanie's was searching mine. He had slipped her dress strap down off her shoulder and I could hear wet, sucking noises over the sounds of the movie. I screwed my eyes shut and ground my hips into Jeanie, aching for a release from the throbbing tightness in my pants. Jeanie felt my growing need and lifted her thigh to rub against my hardness, as her mouth slipped onto my other nipple and bit down gently. She understood me so well physically now and her hesitation had all but evaporated. She now took deft command of my pleasure as well as her own, and our lovemaking had become intense and incredible. Not that it wasn't always amazing, but now Jeanie had a confidence and an eagerness that combined to make it mind-blowing. She showed her understanding by sliding her thigh up and down the length of my cock, letting me grind against her softness to release the growing pressure in my cock. I pulled her hair gently back and let my mouth descend on her supple neck. I nibbled and licked every inch of her until her hands began groping desperately at me. I knew everywhere she was sensitive as well and she began to become just as aroused as I was. She draped her leg over mine and I scooched sideways to the middle of the seat so that she could easily straddle me. As I did so, I kissed down her chest until I found the gentle rise of her breasts. I nuzzled my nose and lips down into her dress to seek out her soft flesh. This time Jeanie moaned and she wasn't quiet about it. She was more comfortable and aggressive in this situation than I even expected her to be. It turned me on to know how into this she was. She didn't mind being a little dirty and fooling around while Missy and Dan were in the car with us. It made me really hot to think of how naughty she could be. I ran my hands brazenly up the backs of her legs, under her dress and over her hips, letting my fingers curl around and gently tug the waistband of her panties. Then I moved my hands up her front, over her belly and up to her breasts, squeezing them softly through her bra and pushing them upward to meet my kisses and searching tongue. As I kissed her tender flesh she ground her hips into me, thrusting her softness along the length of my hard cock. The eroticism of the moment built within me as I yanked down on her bra to expose her nipples to my probing tongue. Jeanie gasped at the exact same moment Missy moaned from the front seat. I couldn't see what was going on up there, but I had a pretty good idea it was the same as what was happening in the back seat. I sucked and licked away at Jeanie's nipples like a man possessed. Our fooling around had ascended so quickly that it was nearly impossible to stem the tide. Both couples were going at each other frantically, the sounds of heavy breathing and wet kisses on soft flesh filled the car, drowning out the sounds of the long-forgotten movie. Jeanie wrapped her fingers in my hair and pulled my head back, pressing her mouth firmly to mine in a heated kiss, her tongue filling my mouth softly but adamantly. Then she kissed her way to my neck again as she ground her hips against my crotch in a tight, circular motion. The feel of her grinding against my raging erection was driving me insane and I let out a low groan. As I did, I heard Missy moan again from the front seat. I peeked over Jeanie's shoulder and saw Missy looking at me. Dan had scooted into the passenger seat and Missy was sitting in his lap, just as Jeanie was in mine, his face buried in her chest. He had yanked both her dress and bra down and was feasting on her large, rounded breasts, alternating between each, making suckling, slurping noises as he pleased her. Our eyes locked and Missy's jaw dropped open, giving me a knowing, erotic look. I met her gaze for a moment then brazenly yanked down on Jeanie's dress and bra straps. Jeanie craned her neck backward as I did so, revealing her nakedness to me. As she leaned back, she rested against the back of the seat Dan and Missy were in, her head lolling beside the headrest in front of Missy. They made eye contact, and a moment of unspoken understanding passed between them. It was such a forbidden turn-on for me, and I reveled in the dirtiness of it. I leaned forward and kissed and licked my way down Jeanie's neck to her exposed breasts, making sure Missy could see everything I was doing. I ran my hands up under the back of Jeanie's dress and squeezed her bare ass as I licked and sucked her nipples. Then something happened that I never would have expected. I felt a hand come down and cradle Jeanie's left breast, squeezing it and holding the nipple gently upward for my suckling mouth. I assumed it was Jeanie holding herself for me, but when I glanced up I saw that Missy was leaning over the seat and it was her hand fondling Jeanie and holding her for me. I groaned and immediately fastened my mouth on Jeanie's nipple, flicking the swollen nub with my tongue and gently gnawing it. Missy's finger worked its way into my mouth as she swirled her fingertip over and around Jeanie's nipple while I suckled it. I licked against Missy's finger, sucking it and Jeanie's nipple simultaneously. Both girls moaned in ecstasy as we shared our intimately erotic moment, Missy's finger tweaking Jeanie's nipple as I sucked both. I groaned in agony at how intensely erotic the moment had become. Missy worked her thumb into my mouth as well and gently pinched and tugged Jeanie's nipple as I sucked it, rolling it between her fingers until it was engorged and taut. I was overcome with passion. I ran my fingers over the fabric covering Jeanie's crotch and found it absolutely sodden with her juices. I pressed against her soft pussy, feeling her wetness coating my fingers through her panties. This only heightened my desire as I worked my fingers inside the elastic to push against her naked folds. Her sex was saturated and yielded easily to my touch. I glided my fingers softly up and down her slit, then pressed one finger against her little opening. She was incredibly tight but my finger slid in effortlessly. Jeanie gasped and grasped my hair in both hands, squeezing in ecstasy. A First, My Friend's Sister Ch. 06 I bit gently down on both her nipple and Missy's fingers. Both girls moaned and Jeanie began bucking her hips to meet my finger inside her. She pulled my head back forcefully and leaned forward to mash her mouth onto mine, her tongue pressing into my mouth and swirling. Missy's hand left her breast and a moment later, Jeanie pushed my head back and began to tear open the rest of the buttons on my shirt wildly. She was humming with desire and I could hear Missy making similar noises in the front seat. "Holy shit," I thought to myself, "we're all seriously going to fuck right here in this car." Once my shirt was fully unbuttoned, Jeanie descended on my chest and began licking and biting me everywhere. She was grinding her crotch back and forth on mine and I could feel my cock swelling to the point of insistent urgency. I needed her so badly in that moment and she didn't disappoint. She scratched her nails down my chest until her hands found the buttons on my pants. She undid them quickly and yanked my zipper down. Her jaw fell open when she saw my boxers tented out by my hard-on. But she wasted no time in hooking her fingers into the waistband of my boxer briefs and tugging them downward. I lifted my butt up off the seat just enough for Jeanie to tug my pants and boxers down to mid-thigh, freeing my rock hard and pulsating cock. It craned upward, yearning to feel Jeanie's soft touch and slide into her. She wrapped her fingers around it and stroked it gingerly. I exhaled hard out of my nose and watched her hand slide up and down the length of my cock. I slipped another finger into her warm pussy and slid them gently in and out of her in rhythm with her bucking hips. Jeanie kissed my mouth again hard. As she did so she ground her sex against my cock. I slipped my fingers out of her and yanked her thong aggressively out from between her ass cheeks. I then stretched the crotch of her panties to the side so that her pussy lay bare and open for me. With my other hand, I propped my hardness up so that it glided between her wet lips. Jeanie gasped in my mouth as my cock separated her folds and rested against her opening. She broke our kiss and looked me deeply in the eyes. This was a point of no return. Were we really going to have sex in this car with Missy and Dan in the front seat? We gazed at one another, each panting for breath, our shoulders heaving in ecstasy. As if on cue, Missy let out a low, satisfied groan from the front seat and threw both hands onto the armrest to steady herself. She muttered, "Ohhhhh fuuuuck." There could be no question what had just occurred. Jeanie and I could both hear the soft, slippery noise of Dan's cock sliding in and out of Missy's pussy. Jeanie flashed me an absolutely devious grin and began to settle her weight onto my cock. The head slipped in easily, but I held myself back, letting my full length slide into her ever so slowly. Jeanie and I had been intimate numerous times since getting together, finding any and every opportunity we could to come together. But even so, she was a small girl and her pussy was still remarkably tight. It was heavenly to make love to her, but I had to be cognizant about not rushing things and hurting her. As a result, Jeanie let out a long, almost melodic, moan as I glided into her inch by inch. When I had plunged in as deeply as I could, she rested her forehead against mine and we both groaned and laughed simultaneously. "Fuuuuck, Jim," she moaned, "that is soooooo fucking good." "Mmmmmmm, sweetie," I moaned back, "fuck me." Jeanie took her cue and began to swirl her hips very slowly in a circular motion, sliding my cock gently into and out of her tight pussy. The feeling was exquisite as I ran my hands onto her ass and guided her motions. I kept her panties hooked around my thumb so that I could keep them pulled to the side, out of the way of our fucking. Our momentum and passion began to build like an inferno. In the front seat, Missy bucked feverishly on Dan's cock, the sound of their screwing loud and heated. Jeanie began to move faster and faster in my lap, fucking me with more and more energy. The SUV was pitching and rocking; I couldn't help but imagine what it must look like if anyone was watching from the other cars around us. Both couples reached a furious pace, each person groaning and swearing in our shared ecstasy. I sank my fingernails into Jeanie's ass cheeks and rose to meet her grinding thrusts. I felt my climax building inside me, rising like a growing fire. Jeanie and I glared at one another, each willing the other to go harder and faster. She wrapped her hands around my neck for leverage and squeezed softly, her thumbs pressing lightly against my throat. We fucked one another fiercely, each swearing and moaning each other's names. From the front seat, Missy and Dan drove one another to the same point Jeanie and I were approaching. A moment later Dan's guttural grunts and his long, low moan indicated that he had just cum. Jeanie and I exchanged a look that said, "Holy fucking shit." It was incredible how intense this experience had become and we were both reveling in the joy of being young and naughty. Her hands tightened around my neck as Dan came loudly. Jeanie arched her back, resting her head once again next to the headrest on the seat behind her. Her pert little breasts pointed upward and I ran my right hand up under her dress and squeezed her left breast, twisting her nipple between my thumb and forefinger. Jeanie moaned and I saw Missy reach her hand up to tangle it in Jeanie's hair. Jeanie's bucking then became fast and uncontrolled as she neared her peak. I pinched her nipple between my fingers and squeezed her ass in my other hand, guiding her hips as her jerking became more frenzied. Her pussy clenched my shaft so tightly, sliding up and down vigorously, holding me in its taut, velvety soft embrace. A moment later, she let out a series of short, high-pitched gasps and screwed her eyes shut. "Ahh fuck, ahh fuck, I'm cumming... Jim, fuck, I'm cumming!" she moaned as her body convulsed in quick, little spasms. I was so fucking proud of her. Since we'd begun making love she had become more and more comfortable with her body and her reactions to stimulation. Her orgasms had become intense and confident, each one growing stronger. She had let go of any hesitations or inhibitions and it made it so incredibly wonderful to be intimate with her. It turned me on so much to watch her jerk and convulse, her orgasm rocking her little body intensely, her face contorted in desperate pleasure. I couldn't stop myself; watching her orgasm drove me uncontrollably to my own. I felt the glorious release from deep inside me and the gushing flow of my own cum sprang forth from me. "Nnnnngggghhhh, Jeanie, fuuuuuuuuck," I groaned from deep within my throat, an animal noise as my body took over and my mind melted into nothing but the thought of ultimate pleasure. I felt spurt after spurt of my load shoot into her as her hips continued to swivel forward and back in the throes of her own pleasure. I came for what felt like minutes until Jeanie finally began to slow the circular grinding of her hips to a stop. I opened my eyes and found her smiling down on me, Missy's hand still tangled in her hair. Very slowly she leaned forward to lay on top of me, finding my lips with her own in a soft kiss. "You ok?" she whispered to me after the little kiss. I opened my eyes and looked into hers. "Yeah," I whispered back, "you?" "Mm hmm," she hummed, biting her lower lip and smiling. "That was fucking crazy," I whispered, laughing. She nodded. "Uh huh, crazy freaking good," she laughed. To that I laughed too, a chance for us to clear some of the tension in the air. From the front seat, both Missy and Dan laughed as well, relieving everyone involved. I was glad to know there wasn't going to be weirdness or tension after what had just happened. "You guys are insaaaaane!" Missy shouted from the front seat, her tone joking and jovial. "Us?" Jeanie countered. "You guys are!" At this we all laughed and calmed down. It was nice to bask in an afterglow that was free from any sort of weirdness. I had been worried that we'd all be embarrassed but it was obvious there would be none of that. We all scooched back into our places and fumbled to re-arrange our clothing. After a few minutes the girls got out and headed to the bathrooms in the lobby. While Dan and I were alone it did get a bit awkward. We had very little in common to talk about to begin with, so it was made all the more awkward trying to make small talk after we'd both fucked our girlfriends in the same car. So consequently we both just sat there and watched some of the movie until the girls returned. A short while later the movie ended and we made our way out of the drive-in. Once back at Jeanie's house, I hopped out and helped her out of her side by taking her hand. Missy leaned out the window and said, "Wow, what a gentleman; hope you're taking notes, Dan." I heard a vague grunt coming from the driver's side as Missy leaned out of the window to hug Jeanie good night. "Love you, bitch," Missy said gruffly as the girls hugged. "Love you too, skank," Jeanie returned as they broke the hug. "Good night, Jim, you bad boy, you!" Missy yelled, laughing, as Dan backed out of the driveway. Once again I couldn't help but think of what a shame it was that such a cool girl was with such a lame guy. But that wasn't really my business. My business was with the girl next to me, who I pulled into a tight hug. "Well, tonight was... interesting," I said, as I held her tightly against me. "Have fun, did you?" she asked, grinning. "Yes, yes I did," I replied, a wide smile beaming across my face. "Mmmmm, I bet you did," she said, her grin twisting slyly. "Heh heh, you know I did!" I said, laughing. "Don't go getting all sorts of naughty thoughts in your head, Stillman;" she admonished, "there won't be swapping or any of that stuff!" "No, no, I wasn't thinking that," I said. "Just because Missy's hot..." she began. "I know she's hot and she's awesome," I admitted, cutting her off, "but I wasn't thinking anything like that. You're the girl I'm interested in." "Good answer, James," she said, smiling. "Besides," I continued, "I wouldn't let that dickhole Dan lay a finger on you in a million years." "Yeah, no shit," she replied. "But... uhhhh... Missy...?" I asked, letting the question trail off. "Yeah, what about her?" she asked coyly, raising her eyebrows in a mock questioning way. "Wellllllll," I asked, my voice raising expectantly, "just what was going on there?" "What exactly do you mean?" she asked, feigning innocence. "You know what I mean," I said, lowering my chin to glare at her. "Did you enjoy it?" she asked. "Uhhh, yeah, yeah I did actually." "Well, I'm glad, but don't go thinking you're getting some sort of threeway thing!" "Whoa, whoa, not even what I was implying!" I said. "I'm just wondering whether I have anything to worry about actually." I swiveled my hips and shoulders coyly, raising my eyebrows at her, as though my implication was an innocent one. Jeanie just snorted. "No, you don't need to worry. Whatever that was it was a first and only time thing. I dunno what happened or why, but she and I are so comfortable we just do whatever in the moment." "Right, ok, cool," I said, nodding my head. But then I put a thoughtful look on my face. "But if that's the case, then who's to say in some future moment..." "All right," she interrupted, "now I know exactly what you're driving at, buddy. Get those dirty thoughts out of your head!" "It's hard!" I replied. "You make me think dirty things." "Oh do I now?" she asked, pushing into me and raising her nose up to touch mine. I leaned down to nuzzle her. "Yeah you do," I whispered, stealing a quick kiss. "Mmmmm," she groaned, "you make me think dirty things too, Jim." We kissed again softly. I felt my manhood stir to life again, amazed at how skilled this girl was at turning me on. Unfortunately this was the end of the night and our time together had run out for the evening. She broke our kiss. "I have to get inside soon before I get in trouble," she whispered. "Damn," I moaned, disappointed. The stirring below would have to wait. It was like no matter how much I had her, I only ever wanted more. "I know, it sucks, but we can hang out tomorrow, right? What time are you out of work?" "Seven, I'll call you." "Ok," she said, smiling, and stood on her tippytoes for a final goodnight kiss. After the kiss she made her way up her front steps, but before she opened the door I whispered her name loudly. She turned to look at me. "I love you," I whispered, just loud enough for her to hear. She smiled her gorgeous little smile. "I love you too," she whispered back. She opened her door and disappeared inside, smiling the whole time. I headed back to my house, happy as I could possibly be in that moment. Little did I know that our little roller coaster ride of a summer was about to hit one of its lows just a few days later. It was a Friday night and my sister was planning a girls' night for all her friends since they'd be going away to college soon. Jeanie was included in the girls' night since she and Jocelyn were pretty good friends. I made plans to hang out with Tony that night. When I showed up at his house he seemed to be in a weird mood. He greeted me at the front door with a snide, "Glad I'm good enough to hang out with tonight since the girlfriend won't be around." I just rolled my eyes to this comment and walked in the house. Jeanie came bounding down the stairs as Tony went up them to get dressed. She looked cute as always, but I was preoccupied. "Hey, sweetie," she said, bouncing over to me and planting a smooch on my lips. "Hey," I said, distracted. "What's wrong?" she asked. "I dunno," I said, "is he acting weird or is it just me?" "It's not just you; he's been in a crappy mood all day." "Yeah, he's been dropping hints lately about me not wanting to hang out with him and only hanging out with you. It's bullshit; I always see if he's available. He's spending a lot of time with Theresa too." "I know," she said sweetly, caressing my arm. "He's just sensitive is all." "Yeah, he sure as hell is," I agreed. I tried to put Tony's shitty mood out of my head and focus on the few minutes I'd have that day with my girlfriend. We were both working odd hours so sometimes we had to make due with only seeing each other for short amounts of time. The past couple days we hadn't had much hang-out time and I found myself craving her attention. I pulled her close to me. "So what are you girls up to tonight?" I asked, letting my hand slide down her back and onto her behind. "Dinner, maybe going dancing, then just chilling somewhere. Nothing big, I guess." "Well, you look awfully pretty," I said, giving her butt a little squeeze through her form-fitting dress. "Oh do I?" she asked playfully. "Mm hmm, I've been missing you so much," I hummed as I pulled her close and let my hand caress her. "Mmmmm," she groaned, giving me a warm, little kiss. "I've missed you too, sweetie, we have to hang out tomorrow." "Yes," I said, my lips dancing against hers, "we definitely do." At that exact moment, Tony appeared behind us. He must have made his way downstairs quietly without us hearing. "Ok, what the fuck is this?" he asked in a grunting, derisive voice. I knew how it probably looked to him, me kissing his sister, my hand groping her ass. But I really didn't appreciate his tone. Jeanie and I been dating for a while, and I really cared about her. He'd seen us hanging out numerous times and at that point he knew the score. I didn't feel like having him talk shit about me spending a quick, little intimate moment with the girl I loved. "Why don't you just shut up?" I asked him, my tone matching his with derision. I hadn't meant it to be so confrontational; it just came out that way in my annoyance. I simply didn't appreciate him taking our little moment of affection and making it seem like some sort of affront to him. But I knew immediately it was a mistake. "Really, tough guy," he said, "why don't you make me?" I could tell right away that he was seriously pissed. But in that moment, I was as well. "Maybe I will, dickhead," I shot back, breaking away from Jeanie. She clutched at me to hold me back. The next moment became a blur as things got heated quickly. Tony said, "Yeah? Bring it on then, sweetheart." Jeanie grabbed my arm. She was yelling, "No, stop, guys, stop, seriously." I yelled, "I've had just about enough of your fucking shit, pal!" Tony and I walked toward each other until we were practically nose to nose. Jeanie was still yanking my arm back and trying to jump between us. Tony grabbed my shirt and pulled it upward. Jeanie had my other arm and with Tony's strength I had no way to either advance or defend myself, especially not without putting Jeanie in harm's way. He extended his left arm and held me at just the right length, cocking his right arm back to punch. I clutched at his arm to try to stop the blow but it was no use, he had me. He stepped to throw the punch and I lowered my head and turned to put my body in front of Jeanie so she wouldn't get hit. I braced for the impact. It never came. I opened my eyes a second later and Tony dropped his fist. Instead he pushed me forcefully away, throwing me off balance into Jeanie. It seemed violent but I knew it wasn't. It was him getting himself out of the situation immediately. I fell into Jeanie, nearly toppling us both over, but she was able to get her arms around me and stop the momentum. Tony turned and stormed out of the room as Jeanie yelled, "What the fuck is wrong with you, Anthony? Seriously, what's your fucking problem?" It was a good thing her parents weren't home at the time. They would have been none too pleased with this little episode. Jeanie threw her arms around me and pulled me close. "Are you ok?" she asked, moving her head to look into my eyes. I was avoiding eye contact with her, just staring at the ground and seething, as the gravity of what had just happened sunk in. "Jim? Sweetie? Look at me, are you ok?" she asked frantically. Finally I looked into her eyes, the anger and the humiliation burning within me. "Yeah, I'm ok," I grumbled. "Are you, seriously?" she asked, running her hands into my hair on the sides of my head and holding my face in front of hers so she could search my eyes. I looked into hers and saw the little pools of tears forming. "Yeah, baby, I'm ok," I whispered, now feeling awful because I knew how much this would hurt her. I put my hands on her cheeks. "Are you? I'm sorry, sweetie, I'm so sorry. Are you all right?" The first tear streamed down her cheek. "I'm ok," she whispered. "Are you sure? You're not hurt, are you?" She shook her head. I kissed her forehead and pulled her body against mine, holding her in a tight embrace. "It's not your fault, Jim," she said soothingly, "you didn't do anything wrong. He was being a fucking dick and you were just defending us." Her voice cracked with anger and sadness, but her hands continued to stroke my hair as we held each other. I walked her over to the couch and sat down, pulling her onto my lap and hugging her close. I heard her sniffle. "I'm really sorry," I whispered, "I let it get out of hand." "No, you didn't;" she said, "he just flew off the handle. He always does that." As she said this we heard the front door slam and a moment later Tony's Jeep started up and flew out of the driveway. It looked like things were going to be a big problem between us now. Jeanie and I sat on the couch holding each other. After a few minutes she said, "I'm not going out tonight; I'm staying here with you." A First, My Friend's Sister Ch. 06 "No, Jeanie," I said, "I'm ok. You have to go out with the girls. They're your friends; you should go enjoy some time with them." "Are you sure?" she asked. "This whole thing is so fucked up." "I'm ok," I replied. "Really. I'm more worried about you." "I'm fine. Just pissed off that my brother is being such a dick." I couldn't argue with that. He had pulled a dick move. A few minutes later her phone beeped. "It's a text from Theresa," she said. "She says he's there and he's a mess." "Yeah, I'll bet he is," I said. "Well then he shouldn't have been such an asshole," Jeanie said. "True, but keep in mind he could have punched my lights out and didn't." "But that's fucking irrelevant, Jim," she countered, her anger rising. "You're his best friend and it shouldn't have come to this. We love each other and he needs to accept it." "Yes, he does, but it can't be easy." "Look, I get it. It's hard having your friend date your sister. But would you really be this much of an ass with Joss?" "I'd like to think I wouldn't but..." "No, there's no but," she interrupted. "You're a good guy and you would support her and you wouldn't fight. Not with someone who cared about her and treated her well." I did have to agree with her there. I knew what was most important was that my sister was happy and treated well. "Yeah, I guess," I conceded. "You treat me with such respect, Jim. It pisses me off to see you disrespected." "Well, give him the benefit of the doubt. Let him cool off and we'll see." "There's nothing to see," she said hotly. "If he doesn't cool off I'll kick his sorry ass myself." I just stared at her, a little smile curling my lips. After a moment she turned to look at me. "What?" she asked, seeing my little grin. "Nothing," I said, "I just love how tough you are." She smiled as well. "I am tough, buddy, and don't you forget it." I put my hands up in innocence. "Oh I know, I won't mess with you." "Better not," she said, peppering my chest with soft mock punches, "I'll kick your butt." It was good to have a moment of levity to deflate the tension that we'd been under. "Yeah, I know," I laughed, grabbing her wrists and wrapping them around me to pull her lips gently to mine. "You're my little ass-kicker." "Mm hmm," she hummed against my lips. "I'm a badass." To this I laughed and kissed her harder, letting my hands slide down her back and find her behind. I gave it a little pat. "It's time for you to go, badass, the girls will be waiting for you." "Are you sure? I don't want to leave you alone right now." "I'm sure, sweetie, go have a good time with your friends." "Ok," she reluctantly agreed. I stood her up off my lap and stole another kiss. She grabbed her little overnight bag and we walked hand-in-hand to my house where the girls were gathered. At first they all busted on Jeanie saying no boyfriends were allowed but she explained to everyone about the fight with Tony and they all let up. They sympathized with me and said I'd done the right thing. I appreciated hearing them all say they were impressed that I stood up for my girl. I wished them all a good time and grabbed my keys. "Where are you going?" Jeanie asked me as I opened the door. "Don't know," I replied, "just somewhere I can think. Don't worry about me, you just have fun." She smiled at me and as I turned to go she grabbed my hand and pulled me back for one more kiss. All the girls ooohed and ahhhed at our kiss, except for Joss who yelled, "Gross!" I just laughed and shook my head. "Text me or something if you can," I told her as I stepped out of the house. "I will," she called after me and closed the door. Once in the car I replayed the incident over and over in my head. The more I thought about it, the more I felt I'd done nothing wrong. Yes I let myself get pissed off quickly, but it was only because he constantly had to drop comments and bust on us. He deserved it, I decided. I made my way to the park and walked up to Overlook Point, where Jeanie and I had first kissed. I enjoyed the view as the sunlight slowly faded, just thinking and trying to relax. I didn't want to lose my best friend over this. I loved his sister, but he was also the closest thing I had to a brother. It was such a shitty situation. My phone buzzed in my pocket. I took it out and read the text from Jeanie. "@ dinner. having fun. another text from theresa. she says he feels horrible. good let him. u ok?" It was good to know that Tony felt bad. It was a sign that he could be talked to and reasoned with eventually, once his god damn temper cooled down. I sent a message back to her. "Im ok. @ overlook point. thinking bout u ;-) have fun, miss u. itll be ok." A few minutes later, her reply came. "Mmmm ill be there in 5 mins, dont start w/out me! ;-)" I laughed. It was wonderful being with a girl with such a great sense of humor. I looked out at the picturesque view as the sun set over the town I called home. I decided I loved her and that I wouldn't sacrifice our happiness just because her brother was being unreasonable. Perhaps I should have cut Tony a little slack with his temper. I knew it couldn't be easy knowing his buddy was getting it on with his sister. So I decided that I'd give him a day or two, then I'd apologize. I didn't feel like I'd really done anything wrong, but it was important to me to smooth things over. During my apology though, I was going to make it clear that if he really did have a serious problem with Jeanie and me, then maybe it would make the most sense for us not to hang out. It sucked, but that was the way it had to be. Once I'd made my mind up, I felt better. The sun slipped down under the horizon and the light became dim. I walked back to the car, resolute in my decision, but I was still grappling with the idea that I might lose my best friend over the situation. I got back to the car and drove to get some pizza for dinner. I ate a few slices leisurely and talked to a couple friends who were at the pizzeria at the same time. As I was leaving I got another text from Jeanie. "Out dancing. lots of fun. miss u." I replied, "Miss u too. heading home. everything is cool." When I got back to my house I talked for a bit with my parents. I didn't tell them the fight story. It was just too weird and I didn't want to tackle that subject just yet. Instead I made my way into our living room and watched TV. They went up to a bed a short while later and I just laid there watching a mindless sitcom rerun, my mind shut off and barely processing it. A couple hours later, headlights pulled into the driveway and the gaggle of girls tramped up the steps. "Oh crap," I thought, "they're going to be giddy and goofy, I gotta split." And of course I was totally right. The girls were laughing and giggling, noisy and crazy. They spilled into the living room and found me on the couch. "Don't worry, I was just leaving," I said to Jocelyn before she could even reprimand me. "Good, see ya!" she shouted snidely. "And keep it down, would you, I don't feel like having to defend you to mom and dad if you wake them up," I said, mostly joking, as I made my way out of the living room. Jeanie ran to catch me on the stairs for a goodnight kiss. As we smooched quickly the girls all razzed us from the living room. Mocking choruses of "Kiss me, big boy!" and "Good night, my handsome prince!" and "Mwuh mwuh mwuh!" serenaded us. "Good night, sweetie," I whispered, "love you." "Love you too," she whispered back, squeezing my hand as I walked up the steps. I brushed my teeth and cleaned up for bed. Once in my room, I threw on some mesh shorts and flopped into bed shirtless. The cool evening breeze wafted in through the window and the moonlight cast a dull, blue haze over the room. I put my headphones on and just relaxed listening to music. After a little while I was just beginning to doze off when I felt a presence above me. I opened my eyes and found Missy standing over my bed smiling down at me. "Missy, wha...?" I asked as I yanked the headphones off. It was all I had time to say though as in the next moment Missy quickly swooped down onto me and kissed me full and wet on the lips, her tongue pushing out and snaking into my mouth. She tasted like cherry candy and a hint of alcohol. Just as the gravity of what the hell was happening hit me, she pulled back and stood over me again laughing. "Truth or dare!" she said, laughing, and turned and skipped out of the room, giggling the entire way. "For crying out... how old are you guys?" I called after her. I laid the headphones on my bedside table and turned the music off. If this kind of crap was going to continue all night I'd need to be prepared. Our parents had long ago gotten sick of us locking our bedroom doors during fights so my doorknob had no lock. I was a prisoner to the whims of the gaggle of crazy, probably slightly buzzed, girls downstairs. Although, if that was their idea of a prank, it wasn't such a terrible thing. Missy's lips were soft and warm and her mouth was sweet. That was the kind of prank I could live with. I heard continued giggles every now and again from downstairs but no further visitors appeared. After some time, I dozed off. I was deep in sleep when something roused me. It wasn't a quick, startling waking, but more of a soft, gentle arousal. My chest felt warm and a feeling of comfort flowed through me. Reality came softly into focus and I realized that Jeanie was hovering over me placing warm, gentle kisses across my chest. "Jeanie? What's goin' on sweetie, you ok?" I mumbled, shaking off sleep. She placed her hand over my mouth. "Sssssssshhhh," she whispered, a devious little smile curling her lips. She bent back to her ministrations, her mouth planting soft, wet kisses down my chest. I rolled my head back, realizing what was happening. She made her way down to my belly but she didn't stop there. I felt her fingers curl into my shorts and pull them softly downward. The blood rushed into my manhood in anticipation and it rose up toward her warm mouth. I could feel her soft breath for a single moment before her lips curled gently around the head. I screwed my eyes shut and arched my back, in disbelief that she was really here going down on me. Had she stolen away from the other girls while they slept to join me in secret? I couldn't believe how lucky I was to have such an awesome girlfriend. She took the length of my cock slowly into her mouth and worked her tongue over it. I was in heaven. We hadn't been able to do this for days and I had been craving her. The earlier drama with her brother had only made me want her more. Now here she was, sucking me lovingly while the others in the house slept. Her hand joined her mouth as she sucked and stroked me simultaneously. Within moments I was rock hard and trying with all my might to suppress my moans. I ran my fingers into her hair and guided her motions. After several minutes I felt my pleasure building within me. But I wanted more. I pulled gently up on her head to urge her off of my cock. She slipped off gently and I pulled her up to me. I kissed her mouth and pushed her onto her back. Now it was my turn. I rose above her and kissed down her neck. I put my hand over her mouth and pulled her shirt up. She had changed into a t-shirt and shorts and I was delighted to see she wasn't wearing a bra. Her pert, little breasts spilled out for me and I immediately searched them with my tongue, licking and nibbling her nipples until they hardened into little pebbles. Now it was she who struggled to suppress her moans beneath my hand. I sucked and gently bit both of her nipples then kissed my way down her belly. I ran my tongue in a circle around her navel then dipped lower. I pulled her shorts and panties gently down so that I could kiss her mound, her wiry pubic hairs tickling my lips and nose. As I did so, her mouth gaped open and she gently sucked my fingertips. She spread her legs wider and I let my tongue wander down into her sex. She was already wet and her pussy greeted me with her warm, sweet nectar. I lapped away at her as she gnawed and sucked my fingers, gently cooing and squeaking in her ecstasy. She began to flow freely and her sweet taste engulfed my mouth. I suckled greedily at her clit and she sat up, propping herself on her elbows to watch me service her. I was so turned on in the moment I gave her pussy several more long, wet licks before I pulled my body up and knelt above her. She laid back and lifted her legs up so that I could slide her shorts and panties down and off her legs. I yanked my own shorts all the way off of myself and maneuvered between her legs. I hovered above her, our faces just inches away. My cock gently slid between her lower lips, becoming soaking wet and lubricated. I ran the head up and down until it was coated with her slickness. She looked into my eyes, her jaw hanging agape in anticipation, little gasps escaping her lungs. "I love you so much," she whispered sweetly. "I love you too, baby," I whispered back, entering her gently and sliding my cock so slowly into her. We rocked gently back and forth for a few moments before we increased our speed. We couldn't afford to make any noise so we were careful to slide together softly and slowly. We made sure the bed didn't creak as our bodies flowed together smoothly and sweetly. We made love tenderly, the cool air kissing our naked bodies, both sheathed in a light sheen of sweat. When she came, her mouth hung open silently, the grunts in her throat barely audible. But her body stiffened so tightly, becoming rigid and taut as I slid into and out of her, until finally she convulsed with shaking little shudders. After her orgasm she lay limply beneath me, her hips still swiveling as I gently plunged into her. My orgasm followed closely behind hers. I collapsed on top of her and moaned desperately into the pillow behind her head. It felt so incredibly good to control our tempo and as I came I shot jet after jet of my load deeply inside her. Once my spasms subsided, I gently let myself slip out of her and rolled to the side. I pulled her body close to keep her warm in the cool night air. "That was so amazing," I whispered in her ear. "Mmmmmm," she moaned silently, "it really was." "Thank you for sneaking away to see me." "I'm glad I did," she said, pulling my hand up to kiss it. We cuddled like that for a while but as we both nearly dozed off she finally said, "I better go. We can't get caught like this." I was sorry to hear it. I planted soft kisses over her neck and shoulders and on her back as she stooped to pull her shorts and underwear back on. Once dressed she leaned down and kissed me again, then slipped back downstairs to sleep with the girls. I fell asleep with visions of my amazing girlfriend whisking me away to pleasant dreams. I awoke the next morning in a great mood, despite the fact that I knew things were in turmoil with Tony. A late night visit from your girlfriend will do wonders for a guy's mood. I came downstairs quietly to prepare for work. I had the early shift at my waiting job and despite the fact that it was 9:30, the girls were mostly still sleeping. I took just the slightest amount of pleasure in making a little too much noise as I prepared and ate my breakfast. From the living room I heard Jocelyn groan, "God, Jim, would you shut the hell up? Mom and dad at least had the decency to be quiet when they left." Feigning innocence I popped my head into the living room where the girls were camped out. "So sorry," I said in my smarmiest voice, "was I disturbing you?" This elicited groans from several of the girls, pretty much confirming that they must have been drinking last night. "I'll be quiet," I announced, "no further interruptions. And no noise. Certainly no music... unless it be lullabies." Every time I made another statement someone would get madder and madder. Mutters of "Shut up" and other angry grumbles came my way. Finally Jeanie chimed in saying sweetly, "Jim, sweetie, if you don't stop even I won't be able to save you." I just laughed and went back into the kitchen. I ate my breakfast in silence reading the newspaper as the girls began to stir a bit. When I finished breakfast I sneaked in to wish Jeanie a good morning. It was a pretty cool sight to see six pretty girls camped out in my living room. I tiptoed over to Jeanie and gave her a kiss on the forehead, then I headed back upstairs before the hooting and joking could begin. I showered and headed back downstairs to go to work. Jeanie met me at the door and hugged me before I left. We agreed to meet up later that night. "How you holding up?" she whispered, knowing the fight with Tony was weighing heavily on my mind, even if I wasn't showing it. "Well, I have this amazing girlfriend who's making my life a lot better," I replied. "She's the cause of all this trouble though," she whispered back, nuzzling her head against my neck. "No," I said, "her brother just has a temper, that's all. Everything will be ok." I kissed her forehead and opened the door, telling her I'd call her later. She blew me a kiss as I walked away. My day of work went quickly. I was actually relieved to be working to take my mind off the fact that Tony and I were fighting. In all the time we'd been friends, we'd never really had a fight like this. We busted balls and had a few arguments, but for the most part we always got along perfectly. So this was new to me and it really sucked. As my shift was about to end I sent Jeanie a text. I didn't hear back from her as I left work and drove. As I was nearing my house I sent another asking where she was. I got no reply again and as I pulled my car into my driveway I found out why. Tony was sitting on my porch waiting for me. Which meant he had to have talked to Jeanie to find out what time my shift was ending. That could either be a good thing or a bad thing. And with Jeanie not texting me back I had no way of knowing what to expect. Had they had an argument and she was now upset? Was he waiting here to have it out with me? Theresa had said he felt bad but who knew what he'd decided during the night. It was time to find out. I got out of the car ready to face the moment of truth. As I made my way up the walk his face betrayed nothing. I kept my own look hard as stone as well. When I got to the steps he stood. For a moment we both just stood there looking at each other. I hoped he wasn't waiting for me to talk because I was taken off-guard. I was prepared to apologize but if he had come here looking to stir things up I wasn't going to give him the satisfaction. Finally he muttered, "Sup?" "Sup," I said back, noncommittally. "Ok, no need to gloat on it all day," he said quickly, "I'm sorry, all right?" "Gloat? I'm not gloating," I retorted. "Look, I know I was an asshole," he said, "it's just fucking weird, man, ok? It's fucking weird and I've tried to not be a dick about it but sometimes it's weird for me. Like walking into a room and your hand is on my sister's ass, yeah, it's weird, all right." "All right," I agreed, putting my hands up in a calm-down gesture. "I know it's weird for you; I hear that. You said it about ten times. I'm not judging, man, I'm really not." "So what now?" he asked. "Look, I'm sorry too," I said. "I didn't mean to snap. And I get why it's weird for you. But I just have to say..." I stopped, hesitating. There was something I needed to say but I wasn't sure how he'd take it. "What?" he asked. "Just spit it out." I shook my head for a minute and then just went for it. "I love her, Tony. I know she's your sister and it's weird for you, but... I just love her. So I don't want to keep fighting with you but I can't just let her go." I waited for his reply, keeping my chin high and not flinching. A First, My Friend's Sister Ch. 06 "So you love her, huh?" he asked, not sarcastically, but pressing. "Then what happens in August when she goes to Chicago?" "I dunno," I said honestly. "My heart goes with her." Abruptly, as if the skies had suddenly opened and the sunshine came pouring in, he broke out laughing. "You really are a fucking poet," he spouted out between laughs. I took my medicine again as he basked in his moment. "Your heart goes with her? Holy shit what a wussbag," he guffawed. "Ok, ok, enough," I said finally, after he'd had his good laugh. "I may be a wussbag but you're a fucking hothead so just stop fucking with me." I said it firmly but with a smile to let him know I wasn't being combative. "I can't, goddammit," he replied, matching my jovial tone as he continued to chuckle. "I'm telling ya, I don't mean to fuck with you but I can't help it. It's weird to see you with her. It's weird to think you put your hands all over her." "Open your eyes, man;" I said, pleading, "she's gorgeous. Someone, whether it's me or some random douchebag, is going to be putting his hands on her. Now I'm not saying you have to like that it's me, but I'm telling you to accept it. Because I love her and I'm not using her and I'm not going to break her heart or treat her like shit. I'm going to treat her well. Can you say that for half the other assholes we know? Or some other guy that would be looking to hit it and quit it?" His eyes held me firmly as he pondered the thought. "She's my sister," he said calmly. "Yeah, and she's my girl." After another moment he smiled. "Ok, man, look, I don't want to fight. I trust you, just treat her well and I'll try not to bust your balls about it." "Ok," I said simply. "We cool?" he asked. "Yeah, cool," I replied. "Good," he stated simply, "now get your ass in there and take a shower, you fucking stink. Be at my house in ten minutes." "What are we doing?" I asked. "Don't worry, it involves your precious girlfriend," he said as he walked away toward his house. "And remember," he added, "I said ten minutes, Maria, ten. Don't spend all night doing your hair." "This coming from the little girl who spends an hour in the bathroom before we do anything," I called after him. "Ten minutes, Deborah, ten!" he yelled, still walking away. I laughed as I headed inside for my shower. I was impressed that he had been able to apologize. That was actually a big step for him. Normally he'd refuse to ever apologize and would hold grudges against anyone who took a stand against him. It was a sign that he was maturing and I had a pretty good idea I knew who to thank for it. My theory was confirmed when Jeanie opened the door for me and I walked in to find Tony and Theresa hanging out in their kitchen. "We're all going out to dinner, my treat," Tony announced. I smiled. Without saying a word I walked over to Theresa and gave her a hug. She was definitely the one who had influenced this growth in Tony. "Thank you," I said to her, taking her by the shoulders after our hug and looking her in the eyes. She just smiled. "Uhhhhh, I said I'M treating," Tony chimed in, "just in case you missed it. And your little girlfriend is over there," he added, "so hands off of mine." To this we all laughed. I walked over and threw my arm around Jeanie. "Yeah, and don't you forget it," I said, laughing. Tony just shook his head and smiled. I had a feeling the worst of anything we'd have to handle was officially behind us. We went out for a nice dinner together that night and had a great time. It was like a weight had been lifted between us all. And that good feeling lasted throughout the summer. Jeanie and I fell deeper in love, both dreading the coming of late August and trying our best to savor our time together. We would find times to make love as often as we could, sneaking away for quickies here and there, teasing and pleasing one another. It was fun being naughty and young, and we reveled in our moments of affection. But soon, inevitably, August rolled around and the time of Jeanie's departure grew near. I decided to take a day completely off from work to spend some quality time alone with her. It was a weekday and her parents and brother were out of the house at work. I came over to her house mid-morning and cuddled in bed with her. "Hi baby," she whispered, yawning and shaking off sleep as I crawled into her bed. She had unlocked the door for me earlier so I could just come in and lay with her. "Hey," I whispered, wrapping my arm around her and drawing her close. I felt the warmth of her skin immediately, so I gently pulled back the covers to see what was underneath. She wore a skimpy pink thong and a little t-shirt that came only down to her belly. She looked incredibly sexy laying there all curled up against me. "Mmmmmm, sweetie, you are so freaking cute," I hummed in her ear. She giggled, nuzzling into the crook of my arm. We held each other for some time, dozing off now and again. After a while she rolled over and gently kissed my chin. "Time to get up," she said. "Yeah, I'm hungry," I replied. "And for food this time," I said grinning, letting my hands wander down over her breasts and onto her hips. She laughed. "Naughty boy!" she chastized. "Mm hmm," I agreed, laughing. We both laughed and enjoyed the moment. Then, as if she sensed exactly what I was thinking, she said softly, "I'm going to miss you, Jim." "I'm going to miss you too, Giana," I said back. After a few moments I threw back the covers and lifted her up. "C'mon, cutie, let's go eat breakfast." I carried her out of her room and into the hall. "But Jim," she protested, "I'm not wearing..." "No clothes for you today!" I said authoritatively. "Today you are my naked little sex toy!" "Oh am I?" she asked seductively as I carried her downstairs. "Yes, my sex toy!" I declared. I put her down in a chair at the dining room table. "What will my little toy have for breakfast?" I asked. "You'll need your energy today." "A big bowl of Fruity Pebbles, please," she said. "Fruity Pebbles, it is," I said, grabbing a huge salad bowl from their cupboard. I filled it with a ridiculous amount of cereal and grabbed two spoons. "Holy shit!" she yelled, when she saw the bowl I brought in to her. "My girl wants a big bowl, she gets a big bowl," I declared. She laughed and we both ate the Fruity Pebbles out of the salad bowl. When we were done I asked her what now? "Now, I say we go out and hang by the pool," she suggested. "I like that idea, but it may interfere with my 'no clothes' rule," I said. "Don't worry," she said, her eyebrows raising deviously, "I have a bikini that barely passes as clothing." My jaw dropped. "Go put it on quick," I said breathlessly. "I'm running home for my trunks. Meet you at the pool in five." I leaned forward and kissed her then darted from the room, Jeanie's giggles echoing through the hall behind me. I threw my trunks on in record time and raced back to her house where I went around back to the pool. Jeanie hadn't come back downstairs yet so I took my shirt off and lounged in one of the chairs. A moment later Jeanie appeared and slid open their sliding glass door. She had two towels draped over her arm and a bottle of sunscreen in her hand. She wore an orange string bikini that I had never seen her in before, and I had a pretty good idea why. It hugged her curves perfectly, the bra cups thin and plunging around her breasts, revealing so much of her gorgeous olive skin and pert, little breasts. The bottom was skin tight and when she bent to put the towels onto a chair, I noticed that it rode into her crack a little, revealing her curved hips and round ass. With how sexy this bikini was, there was no way her parents or brother would ever let her wear it out or around others. I felt so turned on to be seeing her in it and instantly felt myself hardening as I watched her. "Damn, sweetie," I gushed, "that bikini is so fucking hot." She giggled. "You like?" she asked, pushing her hip out saucily and running her thumb into the waistband, gently tugging. "Yes," I said emphatically, "I'm getting turned on already." "Well, then come over here and rub lotion on me," she said grinning. She sat in a chair next to me as I jumped up to fulfill her wish. Her back was to me as I squirted lotion in my hands and rubbed them to warm it up. I then spread it all over her shoulders and back, being sure to let my fingers slip down under her waistband to feel her ass when I could. She just giggled. When I had finished on her back, she stood. "The backs of the legs too please," she requested. I needed no convincing as I squirted more lotion and began to rub it into her muscular legs. She'd played soccer and run competitively for years so her shapely legs showed the effects. Her muscles were taut and defined and my hands followed their sexy contours as I rubbed from her thighs down her calves, smoothing the lotion into her. She then turned to face me. "Ummm, the front too, please, sir," she said demurely, looking up at me with mischievous eyes. "Yes, my lady," I said haughtily, and rubbed more lotion in my hands. I ran my palms down her chest under her neck and palmed both breasts as I did so, letting my fingers slip under the bra to glide slickly over her nipples. She gasped lightly but I didn't linger long, sliding out and running the lotion onto her belly. Then I knelt down in front of her and put more lotion onto her legs, enjoying letting my fingers trace along her upper thighs where she was so soft and smooth. Once she was covered I stood up "How's that?" I asked, rubbing my palms together to dry up the last of the lotion. She glanced down and saw the bulge in my shorts, a stirring caused by getting to touch her all over. "So very good," she said, her voice low and rasping. "Your turn." With that she took the lotion from me and squirted some into her hands. I turned around and reveled in feeling her hands run down my back, repeating my motions by letting her hands dip down into the waistband of my trunks. Then she leaned down and worked it onto the backs of my legs, her hands sliding up my thighs gently. She then moved to my front and ran the lotion down my chest, her thumbs grinding seductively against my nipples as she went. Then down onto the front of my legs, looking up at me as she slipped her hands up under my trunks to my thighs. I smiled as she stood up and finished. "How'd I do?" she asked. "Perfect," I said smiling, pulling her to me. We kissed softly and then she bent and took the towels and laid them on the deck. We lounged on them, lying flat next to one another in the warm August sun. The sweat began to build on us as we laid there for a while, our fingers intertwined. After a bit, Jeanie went in and grabbed us snacks and lemonade. We ate and drank them in chairs next to one another, still sweating. After we'd eaten, we lazed about for a while longer, each softly running our fingers over one another's skin, relaxing and enjoying being warm and half-naked next to each other. We chatted a bit about things, and we joked a little, but mostly we just enjoyed being alone, stealing kisses every now and again, sometimes on the lips, sometimes on our shoulders or backs or necks. It was lovely and seductive, having an entire beautiful day to lay in the sun with the girl I loved. Finally, after a long while, Jeanie whispered, "Ready to swim? I'm all sweaty." "Sounds good to me," I said. I stood and took her hands to pull her up. I threw my arms around her and enjoyed her warm body pressed to mine. We shuffled over to the pool's edge where I gently picked her up. "You better not, Stillman," she said, sensing that I was about to throw her in. "I wouldn't do that," I said soothingly. "You really think I'd just throw you right in?" As I said it I gave her a wicked smile and raised my eyebrows. "Jim, don't, it's too cold," she protested. "I said I wouldn't throw you in," I said still smiling and looking evil. "James... don't..." she said again, looking at me sternly. "I won't throw you in," I assured her, "but I will go in with you." As I said this I tipped over the edge, holding her in my arms. "Jim, no, stop, stop," she pleaded as our balance tipped past the point of control and we toppled into the water together. We came up after our splash, still holding one another. She wiped her hair out of her face and splashed me. "I'm going to get you for that, James Stillman!" she yelled. I just laughed. "Sorry, sweetie, I had to do it." She jumped into my arms as I laughed and wrapped her legs around me. She put her hands on my head and dunked me under the water. "You are in big trouble, buddy," she said as I wiped the water from my eyes, still laughing. "No I'm not, you'll forgive me," I said confidently. "Oh will I now? I'm freezing, Jim!" she protested. "Yeah but I'll keep you warm," I said, pulling her close. "You better," she replied, leaning into me until our noses touched. "Mmmmm, my pleasure," I moaned, claiming her mouth with mine and pulling her body close, feeling her breasts press against me. She wrapped her legs tighter around me and I backed up to the side of the pool where she crushed against me as we kissed. She ground her hips into me, pressing my hardness into her softness. She groaned from deep in her throat. "It's getting warmer in this pool," she whispered between kisses. "The water is going to boil soon if we keep this up," I said, sliding my hands up the backs of her thighs and squeezing her ass. I hooked my thumbs into her bikini bottoms and tugged them gently upward until they rode into her crack. She moaned and pushed her tongue into my mouth. The attraction between us was palpable, spreading heatedly like a wildfire. My cock grew harder and harder as she ground against it, until it pressed demandingly between her legs. She reached behind me and took hold of the side of the pool to gain leverage as she bucked her hips into me. Soon we were dry-humping hungrily, my fingers slipping under her bikini bottoms to stroke her folds. Again she groaned into my mouth and pushed hard into me. She broke the kiss and leaned back to look at me. She held my gaze for a moment as she ran her hands behind my head, then brought them forward in front of her. She hooked her hands into her bra straps and yanked them downward, freeing her breasts before me. The pool was pretty secluded but there was always a chance a neighbor could see us. Neither of us seemed to care in the moment. My eyes widened as I looked down at her breasts, her brown nipples rock hard and at attention. I descended on them greedily and pulled each into my mouth in turn, suckling and flicking them with my tongue. "Oh fuck yes," she grunted as I sucked her nipples, flexing my fingers upwards into her sex. "You taste like suntan lotion, baby," I said, smiling up at her. "Well then maybe you should clean me off," she whispered huskily. "Mmmmm," I groaned, fastening onto her nipple again and sucking it briskly. After a moment I popped off it and asked, "What did you have in mind?" "Let's head up to the shower so we can wash all the dirty off us," she suggested. "I don't think there's enough soap in the world to wash the dirty off of me and you," I joked, "but I say we give it a try." She laughed and kissed me again as we both floated together to the steps out of the pool. She slipped herself back into her bikini top and we got out and toweled ourselves off. She made it a point to glance down at my very obvious erection tenting my trunks and raise her eyebrows. I smiled deviously. "You did it, and now you have to answer for it," I said slyly. "Nope, not my fault," she said, backing away from me and hiding behind her towel. "All your fault, sweetie," I said, following her. "Nuh-uh," she yelled, turning and breaking for the door. I followed closely behind as she threw open the sliding glass door and ran inside. I closed the door behind me and continued my pursuit yelling, "Your fault, your fault," after her. She kept repeating, "No, no, no," and giggling wildly until I caught her from behind right at the bottom of the stairs. I yanked her body to mine, feeling her cool flesh press against me, still moist from the pool. I pressed my hard-on against her ass and let my hands roam down her front, caressing her breasts and sliding down her tummy until they slipped into her bikini bottoms. She turned her head and leaned backward so our mouths could press together. She wiggled her hips so that her ass pressed against my erection. I groaned into her mouth as my fingertips grazed downward over her mound and into her pubic hair. She returned the groan then broke our kiss and stepped up on the first stair, turning to face me. I slipped my hands out of her bikini and held her by the hips. "If we keep this up," she said, "we'll never make it upstairs." "Ok," I said, raising my hands up in the air, "I'll stop. No touching until the shower." "Good," she said, turning and leading me up the steps. "No touching." I followed her and she led us into the bathroom. I shut the door behind us as she reached in and turned on the water. Once it was running she turned to me and smiled. "What?" I asked. "Take it off for me, big boy," she said, glancing down at my bathing suit. "You mean like this?" I asked, reaching under the waistband to untie the strings. "Mm hmm," she hummed, biting her lip and smiling slyly. I held her eyes as I slipped them down slowly, revealing my throbbing erection. When it popped free her eyes darted down and bulged slightly, watching me as I dropped the trunks to the floor, leaving me naked before her. My cock lunged upward, turgid and erect. Her lips curled upward in a saucy half-grin. "Your turn," I whispered, "take it off." I nodded downward at her bikini. She kept her eyes on mine as she reached behind her back to untie her bra strings. She let the shoulderstraps slip off and the cups fell forward in her hands. She pulled it down and dropped it to the floor, revealing her bare breasts to me, her dark brown nipples hard as little pebbles. Never breaking eye contact, she hooked her fingers into the waistband of her bottoms and tugged them downward, leaning forward as they dropped to her knees, then letting go so they could slip to the floor. I looked down to take in the sight of her naked body, her little tuft of jet black pussy hair smoothed down flat from the wetness of her bikini. For a long moment we both just looked each other up and down, enjoying the sight of our naked bodies, resplendent in our burgeoning sexuality. It was Jeanie who spoke first. "God damn, Jim Stillman," she said breathlessly, eyeing me up and down, "I can't believe you're my boyfriend." "I'm lucky to be," I said, stepping forward and taking her by the arm. "I can't believe you're really my girlfriend." I swept open the shower curtain and stepped into the tub then turned to help her step in next to me. The water was warm and felt pleasing against our cooled skin. We let the flow rush between us as we wrapped our arms around each other and began kissing passionately. Without breaking our kiss or opening her eyes, she reached blindly and grabbed a bar of soap from the dish on the wall. Wordlessly she began rubbing it against my chest to work up a lather. "Mmmmm, that's nice," I groaned, as her hands began to roam. She worked the lather around to my back and down onto my ass. Then she hunched forward and lathered my legs. She knelt down and looked up at me. I smiled as she raised her hands up the insides of my thighs and gently cupped my balls with her soapy hands, scrubbing them softly and getting them soapy and slick. I let my head loll backwards, enjoying the feel of her soft hands. She brought them both upward and stroked the length of my cock, spinning her hands around the shaft and over the head. I gasped and my knees gave just a little. It felt so incredible having her stroke my manhood softly. It made me want to make her feel good too. I took her arms and lifted her to her feet. A First, My Friend's Sister Ch. 06 I took the soap and began running it over her body as well, getting her lathered up. I spread the soap over her breasts and down her belly, then around her hips to her back. I pulled her to me and pressed our soap-covered bodies together. I ran my hands down her back to her ass, letting the bar slide between her cheeks. She bent her head backward and groaned as my hands roamed her secret, sensitive parts. I knelt down before her and brought the soap between her legs, from back to front, running it along her pussy lips as I brought it forward. Then I lathered up her pubic hair and pressed the soap against her mound, making sure I pushed lightly against the cleft where her clit was nestled. Again she groaned as my fingers curled around the bar of soap and ever so gently slipped into her folds, getting them soapy and slick. She grabbed me under my chin with both hands in her exuberance and lifted me up, pressing her mouth and body firmly into me. We held each other close, our bodies sliding against each other, slippery and warm. The water cascaded over our bodies as the desire between us grew. Our tongues tangled together and we groaned as the slickness of the soap allowed us to stimulate each other vigorously. After a while, I pushed her back under the water and let it rinse the soap from her body. I cupped my hand and cleaned her off completely before running my tongue down her neck and finding her breasts, her nipples hardening as my tongue circled them. I knelt and kissed my way down her belly, my hunger for her insatiable. I kissed down onto her mound, letting her hair tickle my lips and nose. I licked up between her lips and found her clit, gently lapping against it to coax it from under its little hood. "Ahhhhhhhh, fuck, Jim," she moaned, leaning back against the cool tiling on the wall. I licked away at her sex, tasting her warm, sweet honey beginning to flow freely. She ran her hands into my hair and held me fastened to her clit, moaning my name. The water rushed down over her body onto me, its warmth and the sensuality of the moment causing my head to spin. Then, abruptly, she yanked my head back and my mouth slipped away from her sex. She looked me in the eyes. "Come here," she groaned throatily, lifting me and turning our bodies so that I was under the spray of water. She rinsed my body and immediately dropped to her knees beneath me. She took my turgid cock into her mouth, holding it firmly against her tongue and looking up at me with her sweet brown eyes. My jaw dropped open as I stared at her, soundlessly mouthing the words, "Baby, you are so fucking hot." The sides of her lips curled into a devious smile around my cock, then she bent her head forward and took to her task, sucking me hard and deep. I wrapped my fingers in her wet hair and hung on for dear life, stooping over her as she worked my cock deep into her throat and out again, stroking it up and down with her hand. My knees grew weak as I struggled to stand while she sucked me so beautifully. I couldn't take much of it, I knew. If she kept going I would cum my brains out and I wasn't ready for that yet. I wanted today to last, to be a long, steamy marathon of unbridled, carefree sex. Gently I pulled back on her hair and eased her off my cock. "Jeanie, fuuuuck," I groaned, "that feels so good. Let's dry off and head to your bedroom." "Ok," she agreed smiling. I took her hands and lifted her up. She turned and shut off the water and I pulled open the curtain. I was just able to reach a towel from the rack and we both used it to hurriedly dry off. When she was done she tossed the towel at me laughing and hopped out of the tub, running out into the hallway to her bedroom. I followed closely behind and found her standing with her arms behind her back by her bed. I looked her up and down, admiring her soft, rounded form. My cock throbbed just looking at her with her lovely olive skin, her wide hips, her small but pert breasts, her little nipples taut and erect. I walked over and stood by her. Without a word she turned me gently and pushed me down onto the bed. I fell back and propped myself on my elbows, but she followed me onto the bed and pushed me authoritatively down so that I lay flat on my back. She sat on her knees beside me, her eyes trailing down my body, taking in the sight of me, my cock bobbing beneath her gaze. She ran her hands softly down my chest and held my cock gently upright. "Jim," she whispered to me, "you've been my first." "I know, sweetie," I whispered back. "My first for so many things, my first love," she continued, as though she hadn't heard my response. I ran my hand lovingly up her arm. "Francesca, I know," I said softly, drawing her eyes to mine. "You've loved me like no one else could," she said, looking in my eyes. "So beautiful, so caring, so sweet." Her words were tender and lovely, her voice lilting and soft. But as she said it she gently stroked my cock up and down, building a raging fire within me that contrasted sharply with the tenderness of her words. "Oh, baby," I groaned, arching my back slightly to enhance her stroking. "I want you to be my first everything, Jim," she whispered, her soft brown eyes almost pleading with me. "What, Jeanie, what?" I whispered breathlessly, not taking her meaning and trying to think straight as her hand gently stroked my manhood. "I want you to take me," she whispered again, but this time I could really tell she was struggling to form the words as she almost grunted them out, wanting to say something but unable to find the way to say it. "Baby, I'll... anything, what do you want?" I asked, not sure how to reassure her when I didn't know what she was asking. "I want us... to do it... in the butt," she breathed harshly, as if she almost couldn't bring herself to say the words. Hearing her say it was like arriving in heaven. We had only ever joked about that subject and I had never seriously asked if she was willing. It was an absolute dream for me to be able to do that with her, and hearing her say we could was music to my ears. "Oh, sweetie," I whispered excitedly, unable to disguise my enthusiasm, "we can. We'll take it slow; we'll only do what's good for you. If you don't like it, we'll stop." "Really?" she asked smiling. "Of course, Jeanie," I answered, "there won't be any pressure. We'll only do what feels good for you." "Oh I love you, Jim," she whispered hoarsely, bending her head down and taking me in her mouth. I leaned my head back and savored the soft smoothness of her warm mouth around my cock, thinking about what we were about to do. I had only ever tried anal once before with a girl in college who I used to hook up with off and on. One night this girl and I had gotten completely wasted at a party and stumbled back to my dorm room. As we were fumbling drunkenly through our foreplay she just up and told me to "put it in her ass." The thought excited me but the act was less than thrilling. It was awkward for us both as we were entirely too hammered to do anything right. I woke the next day barely remembering we had even tried it, and the experience was so off-putting that she and I never hooked up again. Today would be different though. Jeanie and I loved one another dearly and we would do this the right way. We would learn each other's bodies and figure out the right way to make it good for us both. I knew we would. And as I thought about it, it ignited a fire within me so brilliant that I felt drawn to Jeanie in a way I'd never felt before. I arched my back and thrust my cock deep into her throat. She groaned and accepted me, sending vibrations running along the length of my shaft. I reached down and took hold of her hips, urging her toward me. She took my meaning and shifted her body on the bed, moving herself willingly into position above me. She lifted her one leg over my chest to straddle me, her legs on either side of my head, her sex hovering in front of my face in a 69 position. This was something else we'd never tried before, and I ran my hands up the backs of her thighs in anticipation, taking in the sight of her pretty pink pussy spread and waiting above me. A little rivulet of wetness glistened down the center of her lips as they parted when she spread her legs. I held her open, my hands pressed against her thighs, and lifted my head to lick her. Immediately she groaned, my cock still filling her mouth, as I ran my tongue in an upward direction from her clit to her drooling opening. I gathered a tongueful of her nectar and drew it into my mouth, letting it coat my tongue and slide warmly down my throat. She was flowing like a stream, her honey warm and sweet. I licked again, eliciting another deep moan vibrating through my cock. The feeling was incredible as she worked her mouth up and down the length of my shaft, holding me upright with her hand at the base. Over and over I licked as our enthusiasm built, each driving the other to go faster, lick deeper, suck harder. We both groaned and grunted, trying to divide our attention between our ministrations and the amazing feeling of being simultaneously eaten. My head began to swoon with desire until all I could think about was Jeanie and pleasing her and being pleased. My world became Jeanie's sex, nothing else existed or mattered. I craned my neck further up, pushing my tongue deeply into her hole, my nose pressing against her anus. She slipped my cock out of her mouth to suck in a deep breath. "Oh holy fuck, Jim," she gasped, as I swirled my tongue inside her pussy. I wanted more. I wanted her to feel filthy, to moan my name and tell me how dirty all this was. She was my girl, in mind, body and soul. I wanted to show her I would do anything for her, anything for her pleasure. I pulled my tongue out and ran it up to her ass, swirling it around her anus and rimming her. She stroked my cock but her uneven breathing kept her from taking it back into her mouth. I pressed my tongue to her hole and softly licked it, letting my drool get it soaking wet. I groaned knowing I was licking her most secret place, learning her in a way no one had ever done before, learning the last secret she had for me. I ran my tongue all around her asshole, feeling its tightness and pressing hard to feel how taut it was. "Uuuuuuuhhhhh, Jiiiiiiiiiiimmmmm," she groaned throatily, temporarily stopping her stroking in order to focus on the pleasure I was giving her. I responded by rapidly flicking my tongue against her hole, the noise slippery and wet as I tongued her, slipping it just inside her, feeling her rigid muscle squeeze against the tip of my tongue. She was impossibly tight, the strength of her little muscle driving me insane, imagining what it would be like to slide my manhood into it. She began groaning my name over and over again as I licked her, her hand absentmindedly sliding gently up and down my shaft. I dipped my head lower and fastened onto her clit. She shouted, nearly screamed my name. "Jim! Fuck... Jim... yes!" I sucked down hard on her clit and flicked it with my tongue. Her body started to jerk and convulse as her pleasure mounted. I pushed one finger into her pussy and slid it gently in and out. She groaned and slipped my cock back into her mouth, humming against it as I slid my finger in and out of her. The intensity of the moment began to build. I let my middle finger press against her anus as I plunged my index finger in and out of her pussy. Her body was beginning to shake and I knew her peak was nearing. Very gently I pushed my middle finger against her asshole until it just barely slipped inside. Her muscle clamped around my finger tightly as I pushed just inside to the first knuckle and softly twisted and swirled it. She pulled my cock out of her mouth and gasped. "Jim, fuck, that feels so fucking good," she groaned as I sucked her clit and gently fingered both her pussy and ass. Slowly and gently I pushed deeper into her, until my fingers were buried to the second knuckles. She drew ragged, uneven breaths, but she kept groaning in pleasure. "Uuuuhhhhh, oh fuck yes, Jim," she grunted as I gently hooked my middle finger inside her ass, feeling it plunge deeper into her satiny soft insides. The tight grip of her muscle held my finger tautly, while her creamy smooth insides caressed it warmly. I could feel both fingers gliding along with the other, separated by just the thin layer of flesh between her pussy and ass. I was overcome with ecstasy, dying to be able to feel her with my cock. Increasing the pace my fingers' thrusting, I clamped down firmly on her clit and sucked hard. She gasped and bucked her hips, letting her weight collapse down onto my face. "Jim, I can't..." she grunted, "I'm going to... I..." she was stammering as she bucked and shook. In the next instant she pressed her legs together and held my head in place as her orgasm washed over her. She rested her head on my thigh and moaned incoherently as she came. "Nnnnnnnn, uuuuhhhhhh, oooooohhhh, Jim, god yessssss, mmmmmmmm," she groaned, her orgasm turning her to jelly as her convulsions wracked her. After several moments she fully collapsed and lay on top of me limply. I lost my suction on her clit but she was too sensitive for that now anyway, so I just slowly and gently continued to finger her holes until her shaking subsided. Once she calmed down and caught her breath, I slipped my fingers gently out of her. Her head rested on my thigh and after a few moments she softly began placing kisses there, making my throbbing hard-on twitch and jump. She kissed and licked my balls, then made her way up my shaft. She turned her body so that she was next to me, kissing her way up my chest until she got to my face. Softly she kissed my lips, staring into my eyes all the while. "That was crazy good, Jim," she whispered. "God yes, it so was. Did you like it?" I asked. She nodded. "Hell yes," she said, "it was dirty and naughty and so fucking hot." I smiled and lifted myself up to my knees next to her. We stared into each other's eyes for a moment, kissing softly. I breathed softly against her lips and asked, "Wanna do something crazy?" She bit her lower lip and smiled deviously. "Mm hmm," she hummed, her eyes alight with mischief. She pivoted on her knees so that her back was to me, then leaned into me, turning her head to claim my mouth with hers. I ran my hands along her hips to her front, sliding them across her belly and drawing her to me. My cock pressed against her ass. She inhaled deeply through her nose feeling my hardness, as though she anticipated what I had for her. I brought my hands up to her breasts and squeezed them, her nipples hard and tight against my palms. She broke our kiss and leaned her head back against my shoulder, revealing her neck to me. I descended on it hungrily, kissing and licking from her neck up to her ear as I gently tweaked and pulled her nipples with my fingers. I slid my cock up and down the crack of her ass, letting it slide between the soft pillows of her ample flesh, getting it slick with her flowing juices. Without a word, she leaned forward onto her hands, arching her back and jutting her ass up. I followed her down and kissed from the small of her back, slowly up her spine, planting soft kisses and licks all the way. She crawled forward on her hands and knees to the side of the bed, reaching over to her bed table and pulling out the little drawer there. From it she took a small bottle of lotion, twisting her body and holding it up to me. I took it and looked into her eyes. "We really going to do this?" I asked her. "Yes," she said decisively, "you're my first, Jim. You're the only one I would ever want to share this with." As she said this she slid back across the bed beneath me, propping herself up on her forearms and arching her back to present her ass to me. I leaned down and kissed both of her cheeks in turn, taking a naughty little bite of each. She squealed as I did so. Very gently I ran my hand along her sex, drawing her wetness upward over her little hole. She hummed silkily. "You want this too, right?" she asked, turning back to me. "Oh god, yes," I assured her, "so much." She bit her lip and smiled. "I'll do my best, sweetie. To make it good, to make it right." "I know you will," she whispered, "just go slow, ok?" "Ok," I whispered back. I swirled my finger around her ass, using her own wetness to lubricate the hole. She hummed as she exhaled. "Dirty boy," she whispered, swiveling her hips just a little to meet my gently probing fingertip. "You love it," I whispered back, softly circling her little rosebud as I did so. "Mm hmmmm," she hummed and laughed. Seeing she was both relaxed and turned on, I popped open the lotion and put a generous dab on my fingers. I rubbed some over the length of my cock, then smoothed the remaining dab onto her hole. She pushed back against my touch, welcoming and anticipating it. Very gently I once again pushed just the tip of my finger into her, feeling the tight ring of muscle clenching it. She huffed a big breath out as I gently probed her, preparing her for what was to come. "Mmmmmm," she moaned, "you're so gentle." I pushed just a little more into her and watched her hands ball into fists on the sheets. "Still ok?" I asked. "Mm hmm," she said, "it feels weird but kind of good." I twisted my finger around just a little to let her feel what it was like. She moaned contentedly and I was happy that so far she was in no pain. Without a word, I slowly drew my finger out. She took an anticipatory breath as I put the tip of my cock against her little bud. "Baby," I whispered, "are you..." "Do it," she commanded, her voice low and sultry. I screwed my eyes shut and tensed my muscles, steeling myself to move achingly slowly so as not to go too quickly and hurt her. I held my cock rigid in my fist and pressed the tip against her asshole. It fit snugly into her canyon and halted at her entrance, the tightness of her hole offering staunch resistance. Gently I thrust slightly forward with my hips and her hole yawned just enough so that my tip pushed inward. Immediately she sucked a breath in through her teeth, making a sharp hissing sound. I held myself steady, with just the tip holding still inside her. "Damn, Stillman," she moaned. "You ok, sweetie?" I asked, holding myself motionless. "Yeah," she replied, her voice humming and melodic, "but you feel so fucking huge." "I'm not, baby, I'm really not," I assured her, leaning forward just a bit more and letting another inch of my cock slide inside her. Again she groaned, dipping her head lower to rest against the pillow. She didn't protest though, and I could feel her just barely pushing back against me. I held myself still for another moment, then very slowly pushed my hips forward another inch, gliding a little more of my cock into her. To this she laughed and tensed, turning to look back at me. "Fuck, Jim," she hissed, "don't tell me you're not huge. You feel so fucking big." "Does it hurt?" I asked, afraid that she might be in pain. "A little," she said, "but not bad. You can keep going. But slowly." "Ok," I whispered, "just tell me if it's too much." "I will," she said, turning and burying her face back into the pillow. I let my body hunch a little further forward and my cock slipped deeper into her. Her groan was muffled by the pillow but it was loud and growling. I halted my progress, hoping I hadn't hurt her, but my fears were allayed a moment later when she turned to me. "Do it, Jim," she whined, her voice high and almost desperate, "fuck me." Hearing that spurred me forward. It was such exquisite agony denying myself the wanton abandon I so craved. I wanted to tear into her tightness, to thrust and pound and open her up, reveling in her aching tightness and letting myself explode into her. But I couldn't; it would hurt her. So I held myself back, taming the animal within me, starved and craving the soft tightness of her flesh. I held my concentration acute and keen as I lurched my hips forward and ground the length of my manhood all the way into her, inch by excruciating inch, until I was buried to the hilt in her tiny asshole. A First, My Friend's Sister Ch. 06 "Uuuuunnnggghhhhh," Jeanie moaned as I held myself steady deep inside her. The primal nature of her guttural moan stirred something within me, something animal and wild. To be doing this with her, to be taking her asshole so deeply, made me feel dirty and aggressive. "You like that, baby?" I groaned. "You've got my whole fucking dick in your ass." "Mmmmm," she moaned, "your dick feels so fucking good inside me, Jim." Her voice was dripping with the same animal quality mine was, a hum and a whine and a groan simultaneously. And below it all was a plea. An adamant, pleading entreaty for more. And I would give it to her. I would have all of her, every inch, leaving no secrets between us. To know her in every intimate way, to be inside her where no one had ever been, in her most hidden, mysterious place. Claiming it, owning it, coveting it. "Ohhh sweetie," I groaned after a moment, pulling back very slowly to withdraw my cock, amazed at how taut her little hole was. When I had withdrawn to the tip, I reversed direction and pushed gently back into her, inch by inch, as her jaw swung open and a long, low whimper issued forth. "Are you ok?" I asked once I was completely buried again. "Fuck me, Jim," was her only response, a curt, insistent order that left me with no doubt about what to do next. I let my weight settle onto her ass until I had plunged as deeply as I could go, then brought my hands up onto her hips for leverage. I began swirling my hips in a circular motion, grinding into her and letting my cock piston slowly in and out of her. Her groans came low and erotic as we found our rhythm, her hips pivoting to meet mine. A moment of realization washed over me and the ecstasy of the moment hit me. "Holy shit," I thought to myself, "I'm fucking Jeanie in her ass." I nearly swooned in the rapture of the realization. Our love had blossomed into this forbidden act, this taboo that we were sharing. I felt dirty and erotic and blissful all at once, joining with the girl I loved in such a naughty way. "Oh fuck, baby," I grunted, "your ass feels so fucking good." "Is it good, baby?" she gasped. "God yes," I moaned, "you're so tight." "Mmmmm, I want to feel good for you, Jim," she said, working her hips faster and urging me to give her more. "You do, Jeanie, you so do," I panted, matching her motions and intensity. Our pace quickened and I marveled at how taut she was wrapped around my cock, sliding up and down my length as I ground into her with ravenous ferocity. I arched my back to slide deeper into her, pulling her back into me with every thrust. Her hips slid further down until she was flat against the bed, my bucking bouncing us both up and down as she moaned into the pillow with every breath. "Oh Jeanie," I groaned, "oh baby, does it feel good for you?" The feeling was incredible for me, but I needed to make sure she was still ok in the heat of the moment. She turned her head and moaned. "Uh huh," she grunted, "so... fucking... amazing..." "Are you sure?" I whispered, leaning forward and laying my weight across her back, swirling my hips so that we slid against each other. I kissed the back of her neck and her cheek, enjoying the soft cushiony feeling of her ass beneath me. "Oh yes, baby," she said, catching her breath as we slowed. "Your cock feels so good inside me." "In your ass, you mean?" I asked perversely, wanting to hear her say the words. "Say it for me." "Mmmmm yes," she moaned, "your cock feels so good in my ass." I knew she wasn't just telling me what I wanted to hear. She swiveled her hips in a fluid, swirling motion and little waves of electricity seemed to course through her when I met her rhythm. Her eyes would clench shut with what seemed like pain, and she'd purse her lips together, but then she'd exhale through flaring nostrils and her moan was one of exquisite joy. I wondered how it must feel to her. The stinging pain of being penetrated mingled with the heightened sense of arousal must have been driving her ecstasy to its peak. "Oh baby, I love to hear you talk dirty for me," I groaned, pushing myself up so that I kneeled above her again. I ran my hands along her ass cheeks and spread them, holding her open to my grinding thrusts. She moaned deeply and slid her hands beneath her. I could feel her fingers swirling over her pussy, lightly grazing my balls as she masturbated while I fucked her. "You like it, huh?" she asked, her voice hoarse. "Well then how about this: you better fuck my ass hard and make me cum, baby." "You want me to fuck your ass hard, huh?" I asked, my voice playfully taunting and dripping with hunger. "Uh huh," she grunted, her fingers swirling over her clit furiously. "You gonna cum if I fuck your ass hard?" "Uh huh," she groaned again. I growled deep in my throat. "Unnnhhhhh, ok then, how about this?" I worked my hips back and forth in a heated frenzy, holding nothing back and fucking her hard and deep. Her moans became whimpers and pleas, lost in a sea of desperate ecstasy. I arched my back again and succumbed to the moment. I knew I couldn't do this for long. She was so incredibly tight, gripping me like a little fist with a velvety soft interior. We fucked fast and hard, the feeling of her flesh becoming one of warm, molten liquid swirling around my manhood. I'd never felt anything so impossibly perfect in my life. Hard yet soft, smooth and warm and liquid and tight. I was losing myself, overcome with the eroticism of it all, my explosion becoming imminent. I battled to hold it back but she felt so incredibly amazing I was becoming powerless to resist the glorious onslaught. "Jeanie... baby, I'm so... so fucking close," I stammered. "Me too," she squeaked, her eyes screwed shut and fingers working her clit frantically. I concentrated with all my might to hold on for her, to not let myself explode. My load boiled within me, pressing to the surface and threatening to tip me over the edge at any moment. "Mmmmmm," I groaned, "baby, I'm right there." Our fucking found its fever pitch as we both pounded into one another, her hips bucking and me meeting her, the loud slaps of our coupling echoing off the walls, her bed creaking and swaying. "Huuuunnnhhhh, huuuuunnnnhhhh," she moaned incoherently. Finally, after several more agonizing moments, I could take no more. "Jeaniiiiieeeee, babyyyyyy," I pleaded. And just as I thought I could take no more, she said exactly what I needed to hear. "Hmmmmm, fuck, now," she shot out, "now, Jim, now, ohhhhhh god I'm cumming." I joined her in a chorus of moans and curses as my orgasm boiled over, spilling forth my load in spasms and spurts. "Fuuuuuuck, yes, oh Jeanie, oh god yes." As the jets of cum shot out of me I collapsed on her back and let the waves wash over me, filling her with my load. She shook and trembled beneath me as her own orgasm rocked her body, humming and hissing deep, labored breaths as her pleasure enveloped her. After several sublime minutes, our breathing gradually slowed and we lay in blissful gratification. Still on her back, I whispered softly in her ear. "I love you, Francesca." She slipped her arms out from under her and reached back to hold me by the arms. "I love you too, James," she whispered as I laid soft, warm kisses on the back of her neck. Once we had come down from our shared high, I pushed myself up gingerly off her back, and turned my body very slowly, letting my cock slip gently out of her ass. It made a soft, slippery sound as it popped out and several more drops of my cum dripped out onto her ass cheek as I rolled away. I couldn't believe how much I'd cum, the entire day an extended session of foreplay ending with the most spectacular sex I'd ever had. I collapsed next to her and drew her body to me, holding her in my arms, our skin glistening with sweat from the exertion. She reached up and cradled my face with her hand, drawing me forward for a soft kiss. "I don't want to leave you, Jim;" she said sweetly, "this is going to be so hard." "I know, sweetie, I feel the same way." We laid in each other's arms for a while, basking in our love and the satisfaction of what we'd shared. My body ached and throbbed in the most appeasing way, but inside, in my heart, I felt a twisting pain. It was the pain of knowing she was leaving in a few days. She'd be so far away; it left me feeling empty and yearning to hold onto her and not let her go. But I knew I couldn't do that. We dozed in the warm afternoon air for a while, and when we woke we showered again, washing each other lovingly and sharing our wonderful intimacy. Afterward, we dressed to go out to dinner. While we ate, Jeanie laid down the law. "Ok, so what are we going to do?" she asked. "What do you mean?" I asked back, feigning ignorance. "You know very well what I mean, Jim Stillman," she replied, holding my eyes with hers. "Well, you'll be in Chicago," I stated matter-of-factly, "I don't know that there's much we can do." "Sooooo weeee... break up?" she asked, dragging the question out as though she didn't want to suggest it, her eyes searching mine. "No, silly, we run away together and get married and never come back," I stated decisively. "Ok," she said, her lips curling into a smile. I laughed and looked into her eyes. I could only be honest with her; I owed her that. "I dunno, Jeanie, I really don't. I love you. I don't want to break up with you or lose you. But I've seen people try these long-distance things and they always fail miserably. So, I just don't know." "Just because others have failed, doesn't mean we will," she said, "but I know what you mean. I've seen it happen too." "I think we could make it work, sweetie, I really do," I said, "but the problem is it's so far. I mean, neither of us have the money to make that trip very often so we'll only see each other like on holidays and..." "I know," she interrupted, looking down. "I wish I wasn't going so far." "No, it's ok, Jeanie. It's your life. You have to make the most of it. And we can work. If it's not now maybe it will be after or... I don't know, maybe..." "It's ok, Jim," she said, "you don't have to try to explain. There's nothing we can say, nothing we can do. I'll always love you and I'll always..." She stopped, unable to keep talking. Tears welled in her eyes and her lip curled downward as she fought to hold back the crying. I reached out and put my hand on her cheek. "I'll always love you too, Jeanie," I said softly. "You changed my life." And just like that it was over. Not to the point where we didn't talk or see each other. But we both now understood the inevitability of the break-up. We had no other choice. How could we stay together when we would live so far apart and never see each other? It was a recipe for disaster. So that moment, at the table at the little pizzeria where we always liked to eat, marked the end of the special ride we had. Things could never be the same after that. So we agreed to break up. We tried to make it as pain-free as possible, but that was easier said than done. All the while when we hung out over those next few days, we knew the end was looming. And on the night before she was to leave, I helped her pack her bags with the finality of knowing she was leaving in the morning. The cars were packed up, her belongings tucked neatly away for the trip. The misery weighed heavily on my heart, but I did my best to put on a brave face for Jeanie and her family. I knew I wasn't the only one sad to see her leaving. So I smiled and did my best to be happy and encouraging. And when we went for a walk that night, leisurely strolling the neighborhood we'd grown up in, I assured her that everything would be ok. That she'd love college and do very well and thrive in her new environment. We came back after our walk and sat on the picnic table in my backyard, soaking up the last few moments we had together, our hearts heavy. The night was warm and clear and we laid on the table looking up at the stars, sharing a moment both precious and bittersweet. And when we started kissing she asked if it would make it harder. I said it would, but she said she didn't care and kissed me harder. And as I yanked her shorts down and tasted her, she told me she needed me and didn't want to be without me. And as we made love on the table, careful to hush ourselves so as not to be heard, I told her the same and confessed that I would yearn for her always. And when we came together, we professed our love and let the agony and the longing overwhelm us. And when I walked her back to her door afterward, weak in the knees and drained of every ounce of energy I had, we kissed passionately and held onto each other as though we'd never let go. But we did let go. And the next day she left, leaving me heavy-hearted and forlorn. I thought then that our last chapter had been written, our moment in the sun come and gone, but I couldn't have been more wrong. There was more between Jeanie Delvecchio and me, more joy, more lust, more love and more heartache. The roller coaster ride had just begun.