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Dana's Side Ch. 01

By: JayDavid



This series is a retelling of "The Lake House Lessons" from the perspective of Dana, the main female character. Although this stands alone, I think you will appreciate it more if you read "The Lake House Lessons" series. This series has 6 chapters, compared to the 12 of "The Lake House Lessons." There is a bit of back story here before the sex starts in earnest, so please stay with it. Thanks. 

*

My senior prom was supposed to be the crowning moment of my high school career. I had been going to proms since ninth grade, watching how the pretty popular senior girls were like celebrities, how the lesser lights deferred to them, and how the cute boys fawned over them. But those proms were not my prom. I had worked hard to become that girl, the leader, the alpha girl, the queen bee, and had succeeded. I was the girl who everyone deferred to, and all of the guys wanted to be with me. A word from me could destroy someone's social life, or permit entry into the popular clique. My friends were the prettiest, coolest girls, and we had the hottest boyfriends. And prom night was going to be my night, even better than my 18th birthday party, which had become justifiably legendary. 

My boyfriend, Shawn, who had a body that underwear models would have been jealous of, and who was captain of the football and baseball teams, would pick me up, we would take pictures that would be the envy of everyone on Facebook, we would sneak a few drinks, and maybe a little weed, go to the prom and dance. We would be named prom queen and king, take the party bus to the city and dance some more, then head out to the shore for a weekend of partying and sex. It was the least that I was entitled to, I believed.

My mother and I had been saving up for months to be able to pay for my hair, makeup and nail appointments, and my dress and shoes, and I think it was worth it. My dress accentuated my curves and was, I thought, just the right side of slutty. My older sister, Ariel, who was home from college, helped me prepare, and told me I looked great. Ariel was beautiful herself, a tall blond athlete, who was in college on a volleyball scholarship. I was not quite as tall, darker and curvier. Ariel and I were close, and we had to be, because when our bastard father left Mom for his secretary, Mom basically checked out, started drinking a little too much and we needed to be there for each other.

When Shawn came to pick me up, I was a little concerned, because he already seemed a little drunk. He looked great in his tux, and complemented me on how I looked, and pinned a corsage on my dress. But I insisted that he let me drive. One thing that I always had success with was convincing guys to do what I tell them, and he reluctantly gave me the keys to his car. I drove us to the park, where my friends and I had arranged to take pictures. Shawn kept drinking from this flask, and I said, "shouldn't you be pacing yourself?" 

"Nah," he responded, "it's all good. Want some? 

"Not while I'm driving, idiot," I snapped. 

When we got to the park, it was filled with pretty girls in beautiful dresses and hot guys in tuxes. A few moms were taking pictures, but I knew that nothing serious would happen until Shawn and I showed up. There was a lot of air kissing and people checking each other out, until Mom and Ariel showed up, and I began to organize my friends into group pictures. It was a beautiful day, and I could see on the cameras that we looked great. I even grabbed a quick sip from Shawn's flask. 

After a while, the photo session began to peter out, and I drove Shawn's car to the catering hall where the prom was being held. We chewed gum to kill the alcohol smell on our breath and I reminded Shawn to leave the flask in the car for later. When we got out of the car, he pulled me close to him for a kiss, and I pressed against him, feeling his muscular torso under his tux and the bulge in his crotch. I loved the effect I had on him. I fixed my lipstick and we went in.

We successfully passed the search, unlike a couple of our classmates who were stupid enough to think they could sneak booze into the room, and entered the ball room. I had arranged that the theme would be Paris, which I thought was romantic, and the girls who actually did the work setting up the decorations performed well. I promised myself that I would thank them personally later. The place looked great, and Shawn and I took our place at the table reserved for king and queen candidates. 

I said hi to my friends who were at the table with us over the pounding music, and grabbed Shawn's hand to pull him to the dance floor. We started to dance, and I could feel everyone looking at us—exactly the result I wanted. Then, I noticed Shawn checking out a junior girl dancing near him, and actually grinding with her. I pulled him away, and we danced together, but I noticed Shawn's eyes wandering. What the fuck was his problem? I thought. There is no girl here hotter than me, and I'm his fucking girlfriend.

Pissed, I grabbed his hand and pulled him back to our table. Our waiter came by, and I recognized Danny, a buddy of Shawn's who had graduated from North the prior year. He whispered into Shawn's ear before pouring water into our glasses. They high-fived, and Danny went back into the kitchen. I got a whiff of vodka, and picked up my glass. It wasn't water. 

Shawn took a big drink, and I took a sip, feeling the heat of the liquor go down my throat. I had to admit, it was brilliant, and I asked Shawn how he arranged it. 

"Easy," he said. "Me and the guys bought a few bottles of vodka and paid Danny a few bucks to sneak it to us. Just make sure you chew gum when you get near any of the chaperones." 

I took another sip and Shawn finished off about half of his glass. I hoped that he would be able to hold it together.

Lisa, my best friend, was sitting to my left, and I offered her some of the vodka. She took a sip and we started to talk about who looked good, and who were fashion victims. Shawn tapped me on the shoulder and told me he needed to go to the men's room, gave me a quick boozy kiss and went off. Lisa and I continued to chat away, and I also spoke with Lisa's boyfriend, Hank, who I thought was kind of a jerk, but who Lisa had been dating for a while.

After a while, I looked up, and was shocked to see Shawn on the dance floor, dancing and grinding with two other girls. I was furious, but would not give him the satisfaction of confronting him on the dance floor. Instead, I would save my response for more private times. I knew that he was looking forward to sex later, at the shore, and I would take my revenge at the appropriate time if he kept this behavior up.

The party continued on. I got a nice buzz on from the smuggled vodka, but Shawn was getting sloppy drunk. I pulled him aside a few times and yelled at him about that over the pounding music, and about his dancing with other girls, but he was oblivious.

When the time came for the announcement of king and queen, as expected, Shawn and I won. He had trouble walking up on stage and made a fool of himself. When we had our first dance, with everyone watching, he grabbed my ass and laughed hysterically. I was furious and stormed off the dance floor. Lisa tried to calm me down, but I was apoplectic. And the night was far from over. 

Mercifully, the prom ended, and we drove back to school to meet up with our party bus, which, of course, included all of the most popular kids in school. We parked in the lot, and Shawn reached into his bag and pulled out a joint and fired it up. I was so pissed at him, I took a huge hit, hoping that it would calm me down, and it worked. We loaded onto the bus, and we started to head into the city, music blasting, smuggled liquor flowing. I drank, in part because it was expected, and in part because I wanted to take the edge off of my anger at Shawn. He continued to be a drunken douchebag, slurring his words, stumbling around and hitting clumsily on his friends' dates. 

I was able to sit him down next to me at one point, and said, "What the fuck is the matter with you? You are acting like an asshole, and ignoring me. Why?" 

Shawn responded, "I'm just trying to have fun. Why are you being such a bitch?" 

That was, I thought, the last straw, and I tried to stand up, but he grabbed my arm and pulled me down. He was very strong, and I couldn't free myself. He then turned to me and slurred, "I know you want it, so give it to me," as he tried to push my head into his lap. 

I was able to twist out of his grasp and slapped him hard across his face. Surprised, he let go of me, and used that moment to stand up and try to get away; he grabbed me again, and I started screaming at him. At that point, a few of the guys came over and pulled him off of me, and I went to the back of the bus, crying. 

My friends tried to calm me down, and sympathized with me. I was stunned and devastated. That asshole had ruined what was supposed to be my day of triumph, and I silently vowed revenge. I had a drink and tried to calm down. 

When we got to the city, Shawn and a bunch of his drunk jock friends headed off to a strip club, leaving me, and a few of my friends, dateless, at the after party. Which sucked. My friend Jessica, who was from a wealthy family, called for a cab, and took us back to her house. We slept for a few hours there, then drove out to the shore. I was supposed to share a room with Shawn, which he paid for, but he was never going to see me naked again. Instead, I bunked in with Jessica and Lisa at the cheap motel where everyone was staying.

The weekend at the shore was pretty miserable. I ignored Shawn, who hooked up with some slut from another school, and I spent most of the weekend drunk and stoned and unhappy. A few guys flirted with me, but as much as I was looking forward to post-prom sex, I was not interested in men at that point and just ignored them. As soon as possible, I arranged to go back home.

Two weeks later, Shawn's football scholarship to a medium sized Midwestern university was revoked, based on an anonymous letter postmarked from our home town, which accused him of steroid use. The school demanded a blood test, and Shawn refused, resulting in the revocation of his scholarship. It served him right.

Memorial Day Weekend Saturday

Ariel was away for the weekend at her friend Sarah's lake house and Mom was sleeping off the bottle of wine she drank the night before. I was watching television and texting with some friends, trying to decide what to do that night. Since I broke up with Shawn, I had not been with a guy, and was getting frustrated. 

I'm not ashamed to say that I enjoyed sex, and was pretty experienced for my age. I had matured early, and had been pursued by older guys since I was in ninth grade. Unfortunately, my experience was that most guys around my age at the time were not good at sex. Mostly, they cared only about themselves, and didn't work hard enough to get me off. Or they just wanted to fuck, and didn't want to hang out, or cuddle. It was rare that I found a guy who met all of my needs, and usually they went off to college and we would break up. 

Although I was still generally angry at the males of the species, I was getting horny, and tried to convince my friends to go somewhere to meet guys. But it wasn't working. Jessica wanted me to come to her house with a few female friends, have a few drinks, get high and hang out in her hot tub. I figured that might be fun, and agreed.

The mail came, and I went to get it. There was a letter addressed to me from State, where I was going to go in the fall on a cheerleading scholarship. I had been getting letters from them periodically through the year, and I opened this one, expecting to see information about housing, or meal plans. 

Instead, it was from the dean of the college, and said, "We have reviewed your academic progress and find it currently to be below the standards necessary to permit you to matriculate in the fall. In order to retain your offer of admission and your athletic scholarship, you must receive a passing grade in each of your second semester classes. Please advise us immediately when you receive your grades. We regret that we may need to take this step, but it is incumbent upon you to maintain your academic standards at appropriate levels."

My stomach dropped. I read it again, but the message was the same. I knew that I needed the scholarship to go to college and didn't know what to do. I thought about my classes, I was pretty sure that I was going to pass all of them, except for physics, where I was screwed. Mr. Stone was a shit teacher, and I got completely lost in the first couple of weeks. I failed the midterm, but figured it was senior year, and who would care? Apparently State did. I realized that tears were pouring down my cheeks. The end of my senior year was sucking worse than I could have imagined, and this was not supposed to happen to me.

Mom staggered into the living room and saw me crying. When she tried, Mom was still beautiful, but now, she looked like crap. She asked me what was going on, and I handed her the letter. 

She looked at me and said, "How did you let this happen? 

I responded, "I never understood physics but never thought it would make a difference." 

She shook her head. "You know that without that scholarship, you won't be able to go to college." 

Hearing it said out loud was harsh, and I started sobbing. "I don't know what to do. The final is a week from Tuesday, and I can't learn it all in time." 

Mom put her arm around me to comfort me, but all she could say was, "Well, you better figure something out, or you will still be working at Orlando's next year." 

I texted Lisa that I needed to speak to her, and we agreed to meet at the coffee shop. I splashed water on my face, fixed my makeup and drove into town. I got there early, and ordered an iced coffee. I saw a few kids I knew, and waved, putting on a good face. I also saw a couple of the nerdy kids, a guy and a girl, chattering away. The girl looked a little upset, but I had no idea what about. The guy was trying to calm her down, but was not doing so well. But I was more concerned about my problems. 

Lisa arrived, ordered a coffee and sat down. After initial pleasantries, I said to her, in a low voice, "I just got a letter from State saying that they are revoking my admission and scholarship if I fail physics. I haven't done shit in that class and don't get it at all. I have no idea what to do." 

Lisa looked shocked. She was going to State, and we were looking forward to spending four more wild partying years together. "I wish I could help you, but I barely understand what is going on in that class, either." She paused and said, "I know this is kind of creepy, but have you thought about trying to seduce Mr. Stone?" 

I was kind of impressed by her audaciousness, and realized that if I wasn't around, Lisa would have been me. But I couldn't do that. 

"You know my rule," I said, "I don't chase guys with girlfriends or married men. Not after the way my father treated my mother." 

"I know," Lisa responded, "but this is important." 

"No," I said. "Not that. Maybe my sister knows some guy from college who can help me. I'll ask her when she comes home on Monday." 

Lisa tried to console me, but I was totally bummed. After a while, she had to leave. "See you at Jess' tonight?" I asked. 

"Yeah," she said. "Hank is away for the weekend, so I'm looking forward to girls' night." 

"Don't tell anyone, O.K.?" I asked, not sure that I could trust her, even though she was my best friend. 

"Sure. This is our secret."

That evening, I put on a bikini, shorts and a t-shirt, and drove over to Jessica's. Her house was huge, and they had a beautiful pool and hot tub. When I got there, Lisa, Emily, Chloe and Maria were already in the hot tub, and Jess was mixing drinks. 

"My parents are at an all weekend soccer tournament with my little brother, so, it's party time," she said, handing me a drink. 

I took a sip, and realized it was strong and exactly what I needed.

I got into the hot tub, and luxuriated in the warmth and the jets of water beating against my back. We started talking about the end of school, and parties, and who was screwing who. It was just like old times, and as we kept drinking, I began to feel less miserable. We started to discuss Chloe's problems with her boyfriend, who had come home from college and was pretty much ignoring her, except for the occasional booty call. We all agreed that she should dump him and find someone else, and when you looked as cute as Chloe, we figured it wouldn't be too difficult. I started to think about who I could arrange a booty call with, because I was beginning to get a little desperate. Jessica lit a joint, and we passed it around the pool and the conversation continued. 

Lisa began to describe something that Hank had tried the last time that she was in bed, choking her while they did it, and how she had to fight him off. That led to a discussion of worst sexual experience. Chloe told about the time she was going to have sex with a guy for the first time, and his cock was so tiny, she didn't feel it. We tried to get her to tell us who it was, but to her credit, she refused. Jessica told us about the time she went down on a guy who smelled so bad she almost threw up. Maria told us about the guy who insisted that she piss on him, which she actually did before getting grossed out and running away. 

I told about the time I was with a guy who insisted on having his dog in the bed with us, and he kept licking us during sex. Emily was curiously silent, and we pressed her for her story, until she blurted out that she was a virgin. There was shocked silence, until she explained that her parents were very religious, and it wasn't until recently that she was able to sort of break out and have fun. But she hadn't gone all the way. In fact, she hadn't done anything more than kiss one guy on a church youth group trip. 

We were all supportive, but I told her that I was going to find her a guy who would take her virginity and do it right. Of course, if I knew a guy like that, I'd be in bed with him, and not hanging with my girlfriends on a Saturday night. 

We kept drinking, and smoking and talking, until I had essentially forgotten the whole physics thing, and began to feel again like myself again. After a while, we decided to call it a night, and we dried off, got dressed and left. Although I probably shouldn't have driven home in the state I was in, it was a short drive, and I was pretty confident that if I was stopped, as I had been a couple of times in the past, an "accidental" flash of my boobs and some tears would convince the cop to forget about the ticket. But I made it home safely. Mom was asleep, and I got into bed, naked. I had forgotten that even under normal circumstances, weed made me horny, and after my recent celibate spell, it was worse. 

I reached into my night table and pulled out my trusty vibrator, brought it under the blanket to muffle its sound and turned it on. I started it on my sensitive right nipple, and it immediately sent tingles all the way to my pussy. When it was fully erect, I started the vibrator on the other nipple, until it was also hard. I pushed my right breast up and began to suck on it while beginning to tease my pussy with the vibrator. I felt myself getting wet, and released my nipple from my mouth and, at the same time, stuck the vibrator into my dripping hole. It felt incredible, and I began to move it in and out as my hips began to writhe and my breath quickened. Throwing caution to the wind, I threw off the blanket and began to quickly thrust the vibrator into my pussy, rotating it so that it stimulated my clit until I reached an incredible orgasm. I turned off the toy, and removed it, while I lay on the bed, panting.


Dana's Side Ch. 01



It wasn't nearly as good as having a hot guy fuck me until I came, but it wasn't bad, and would have to do for now. I put the vibrator back into my night table, covered myself back up and drifted off to sleep.

Sunday

I slept until noon on Sunday, and awoke smelling of chlorine, with a headache and dry mouth. I forced myself into the shower, and enjoyed the way that the hot water felt on my body. I realized that I should go to the gym, but decided that I needed the shower then, to clear my head and get rid of the pool smell. Not having anywhere to go, I put on a pair of ratty shorts and a t-shirt and went downstairs to get some coffee and food. Mom was outside, doing some gardening, and waved at me when she looked inside.

I poured myself some coffee and made some toast and sat down in front of the TV to eat. Mom came in and we discussed what I had done the previous night, and I told her, not including the booze and weed. She had, again, stayed home, drank wine and watched a movie. Ariel and I really wanted her to start going out and meeting people, but she always refused. 

Mom asked, "Have you thought about what to do about the physics thing? Maybe you could defer admission a year, and take the class at the community college." 

That was actually a pretty good idea, but I was pretty sure that the scholarship would not be available in a year. "I'm going to look around on the Internet today," I said, "and ask Ariel if she has any ideas when she gets home tomorrow." 

Mom said, "O.K., but you need to figure this out." 

"I know," I said, a little testily. I had been used to getting my way for so long, that I really didn't know what to do.

I poked around on the Internet, but there was nothing that I could find that would get me to pass physics. I even tried to read the text book, but after the first few pages, my eyes glazed over. Instead, I went on Facebook for a while, and wasted a few hours watching videos and looking at shoes, none of which I could afford. 

I got back into bed, and bemoaned my fate. I was the most popular, most powerful girl at North High School, and I was unattached, horny, and in danger of losing my college scholarship, potentially dooming me to at least a year of being a loser, working in a restaurant and living at home. I tried to think of a single guy who I wanted to call, and came up blank. I had either already gone out with them, and rejected them, they had girlfriends, or were not cute enough. It was time for serious self pity. 

I went down stairs and told Mom how I was feeling, and that I wanted to stay home and eat pizza and ice cream in front of the TV, alone. Mom actually wanted to join me, so we ordered in pizza, drank wine, watched awful romantic comedies, cried and ate Ben and Jerry's until we both were ready for bed.

Monday

It was a hot Memorial Day, so I convinced Jessica to invite me over for a swim. I did a few laps, which were a bit awkward in my bikini, but felt good, after the prior nights' fatty foods. I didn't want Jess to know anything was up, so I pretended that all was well. At about 3, she had to leave to go to her boyfriend's family barbecue, so I returned home, showered, and tried again, unsuccessfully, to make any sense of my physics text book. I was fucked, and I knew it. I lay on my bed, hoping that Ariel would be home soon, because she was my best hope for some sort of solution. Ariel was level headed and practical, and even though she enjoyed partying and guys, she never let it get in the way of what she wanted.

I heard a car pull up in front of the house and a car door slam. A few seconds later, the front door opened, and I went down stairs to see Ariel. She looked a little tanned, as if she had been outside a lot, and was smiling. 

"Good weekend?" I asked. 

"Yeah," she said, "really good." 

"Tell me about it," I said, sitting on the couch and figuring that I should hear her story before telling her my problem. 

Ariel sat down next to me and said, "It was actually a little weird," she started. "You know Sarah's brother Jack—he's in your grade." 

"Yeah, he's kind of a little nerdy guy, the valedictorian." 

"You should look again, he's not so little." 

"Why are you talking about that guy?" I asked, impatiently. 

"That what was weird about the weekend. Sarah found out that Jack was a virgin—" 

"Not surprising," I interrupted, being finely tuned to the status of all members of my class at North. 

Ariel continued, "So, Sarah got the idea to invite him with us for the weekend and make a man of him, and try to teach him to be the kind of man that we all want." 

I was shocked. "So his sister arranged for you guys to screw him?" 

"Not only that," she said, "we tried to show him how to make women happy, not only physically, but emotionally. We figured he was kinda like a lump of clay that we could mold the way we wanted." 

I laughed, and said, "How did your experiment go?"

Ariel paused, then smiled. "It turned out much better than we expected. We agreed that I should be his first, and see how it went." 

"And?" I asked. 

"First, he has grown a lot. I can't believe that you haven't noticed that he has gotten tall and hot." 

"I haven't really noticed him since middle school," I noted. 

"Always worried about people's status, huh, Dana?" she said, disapprovingly. "Anyway, he is good looking, and, it turns out, has a huge cock." 

I was beginning to get interested and said, "Really?" 

"Yeah, not the biggest I have ever seen, but right up there. And the best part was that he seemed to know how to use it, and his tongue and hands. Bottom line, considering it was his first time, he was awesome. He got me off twice the first time we did it. And, he was eager to please, gentle and affectionate."

"No shit," I said. 

Ariel continued, "Then, it was Beth's turn, and she raved about him, so we decided that he could maybe handle Cara." 

"Seriously, Cara on the first weekend he was having sex? Were you guys crazy?" I said, knowing my sister's friend's kinkiness. 

"She insisted, and he apparently handled her well. Then, it was kind of unplanned, but he was awake at like 4 a.m., and Beth and I were sharing a bed, and were awake, so we invited him in with us, and just cuddled for a few hours, then had a pretty amazing threesome." 

"Are you serious," I said. "Jack Davis?" 

"Yeah, Jack. And let me tell you, all three of us are probably going to try to get him to do us again."

I was shocked, but I knew that when it came to sex, Ariel knew what she was talking about. 

"So, Sister, how was your Memorial Day Weekend," she asked. 

"Shitty," I said. I showed her the letter and she looked at me with narrowed eyes. 

"Seriously, Dana? You've partied and screwed around so much that this happened?" 

I started to cry. "Ariel, do you know anyone from college who could tutor me or something? I really need to pass." 

She paused, thinking, until a smile crossed her face. "I do know someone who can help, is a physics whiz, and owes me a favor." 

"Really?" I asked eagerly. "Who?" 

"Jack." 

I realized that she was right. "But I have been so dismissive of him for so long. Why would he help me?" 

"Why?" she asked, "Because he is a teenage boy and you are the hottest girl in school. Because I was his first and he owes me, and because he is a nice guy. Just ask him right and he'll do it." 

"O.K., I will at school tomorrow." 

Ariel then said, "And if you have half a brain, and I think you have at least that, you will figure out a way to fuck him. You won't be disappointed, trust me."

It seemed like my best shot, and it could kill two birds with one stone. But would he do it? I knew I could be very persuasive, especially to guys, but maybe he would figure that it was time for payback for my snubbing him. I pulled his Facebook page up and could see that, in fact, he was kind of cute. I figured out I'd ask him to help me, and if it went well, I'd see if Ariel was right about his other abilities.

Tuesday

I usually dressed for school to emphasize my assets, pushing the limits of the school dress code. It was expected of me, and I admit enjoying the attentions of the students and teachers. That morning, I was extra careful applying my makeup, squeezed into my tightest jeans and put on a white t-shirt that was a couple of sizes too small. I was barely paying attention in my morning classes, but put on a good front. 

At lunch, at usual, I sat at my table in the cafeteria with my friends and we started off, as usual, chattering about the usual things. I needed to tell them what I was about to do. 

"Guys," I started, "I need to tell you something important." The table fell silent, waiting for me to continue. "I got a letter from State threatening to revoke my scholarship if I fail any classes this semester." 

"What the fuck?" said Jessica, and the rest chimed in. 

"I'm O.K. in everything but physics, and I need help." 

"What are you going to do?" asked Maria. 

"Ariel suggested that I ask Jack Davis to tutor me." 

"Jack Davis? Why would that nerd help you?" Lisa asked. 

"Ariel is friends with his sister, Sarah, and she thinks he would do it," I said, deciding not to go into more detail. 

"Yeah," Lisa responded, "but do you really want to spend time with him?" 

I responded, "Have you seen him lately? He's actually kind of cute," I said, motioning with my head toward the table where he and his two friends were sitting. 

They all looked, and Chloe said, "He's the tall one? Yeah, I'd do him, I guess."

I stood up and started to walk across the cafeteria toward their table. As I got closer, I could feel everyone's eyes following me, even more than usual, as I crossed into what was uncharted territory. I was nervous. What if he said, "No"? Not only was I screwed, but it would be another public slap in the face. 

I could see Jack watching me walk over with a look of surprise. I stood behind an empty chair next to Jack, steeling myself and trying to figure out exactly what to say. Before talking, I sat down and turned to Jack, trying to make eye contact. He lifted his gaze from my tits, and looked at me. 

Before I could speak, he said, sarcastically, "Hey, Dana, how have you been the past few years?" 

Under other circumstances, I would have responded in kind and then made his life even more miserable than it already was. But I needed him. I held my tongue and responded, "Fine, I guess." 

I paused, and flashed him my sexiest smile. I could tell that his eyes were locked onto my face. I continued, in the friendliest tone possible, "Look, Jack, I need a favor from you. I know I haven't been nice at all to you since middle school, but I'm kind of desperate." I allowed my eyes to tear up a bit. "Ariel told me that she spent time with you this weekend and that you were a nice guy and she thought that you would help me." I could see him thinking about it. 

"What do you need help with?" he asked. 

I paused for effect. "I got a cheerleading scholarship to State," I began, and his mousy female friend, whose name I couldn't remember, interrupted—

"And you need him to help you spell DEFENSE?" 

I shot the bitch my most nasty look. If her social status was already anything other than at the bottom of the heap, I would have done something, but it hardly was worth the effort. And I needed Jack's help, so I said nothing. Instead, I looked at Jack with a look that I knew from experience would melt most men.

"Unfortunately, my grades are not great, and if I fail the physics final, they'll pull my scholarship," I said, taking a deep breath so that my breasts almost hit him in the face. "I need you to tutor me in physics," I finally said. 

"That's all?" he asked. 

"Yeah, would you?" I responded. 

He thought for a second and smiled. "Of course," he said.

I could see his friends looking shocked, but I really wasn't surprised. 

He asked when I wanted to start, and knowing how much I needed to learn, I said, "The test is a week from today, so can we start tonight, 5:00 at my house? 

"Sure," he responded, his voice quivering a little, "I'll be there. 

"Thanks," I said, as sweetly as possible. "Ariel almost guaranteed you would help—she really seems to like you. She told me that I had totally misjudged you." 

I stood up, turned around and walked away. I could hear that girl at Jack's table bitching at him, and everyone in the cafeteria was talking and pointing. I had to admit it was fun shaking things up a little at the end of senior year.

When I returned to my table, Lisa asked, "So?" 

"What do you think?" I responded. "He's coming over tonight at 5." I finished my lunch and we went off to class.

I only had one afternoon class that day, and left early to work a short shift at Orlando's, then went home, took a quick shower to get the smell of the restaurant off me and changed into comfortable clothing. I didn't want to distract Jack too much—I needed him to focus on the tutoring. But if he was a nice guy, and didn't act douchey, I was going to offer to have sex with him as "payment" for the tutoring. And if he was a jerk, I'd make sure he kept working with me, and would figure some other way to compensate him, or not.

Exactly at 5, there was a knock on the door, and I let Jack in. He looked pretty good, over 6 feet, pretty good body, wearing a t-shirt that was, I guessed, supposed to be amusing, and shorts, with medium length light brown hair. He really had changed from when we used to play together as kids, before middle school and hormones set us on different social paths. He was carrying a bunch of books, and I led him to the dining room table. 

"Jack, can I get you anything?" I asked, and he kind of stammered, 

"Yeah, water would be great." 

I realized that he probably didn't talk to girls that often, which explained his nerves. I filled up a glass with ice and water and sat down next to him. He took a drink and seemed to be thinking. I didn't really have time to waste, so I said, "So, how do we do this?" 

He asked me how much I thought I understood about the class, and I had to admit that I had pretty much gotten lost right at the beginning. He asked to see my notes, which I showed him. They started with some notes from the first couple of weeks, then lots of question marks, then pages of doodles and song lyrics. 

In a calm, nonjudgmental voice, he asked, "What happened?" and I explained how I got lost, then basically sat there killing time. 

"Did you ask Mr. Stone for help?" he asked. 

"No," I said, "I was too embarrassed, and anyway, it was second semester senior year, and I didn't think it would matter." 

I could see Jack trying to figure out what to do. 

"Is it hopeless?" I asked. 

"Maybe," he said, honestly. "But I know that you aren't dumb, and if you are willing to think and work with me, I think we have a chance. But it isn't going to be easy. You are going to have to work on your own, too. If you are willing to do that, I will be happy to help you. But if you expect me to somehow magically make you a physics expert, then we are wasting our time, and no matter how pretty or popular you are, I'm not going to do it." 

I was impressed that he was being honest with me, and pleased that, for some reason, he believed in me. 

"Absolutely," I said. "I need this scholarship, and I need to pass the final, so I'll do whatever you suggest." 

He pulled out a review book, and opened it to the first page. We slowly went through the material, and Jack patiently explained to me what it meant. He insisted that I start fresh, and take notes, and he corrected my notes as we went along. After we had discussed the basics, he started asking me questions, and I began to answer some of them correctly. I could tell that he genuinely loved this stuff, and I began to catch a little of his enthusiasm. When I made a mistake, he gently and clearly corrected me, and explained what I had done wrong. He was funny, and I actually was enjoying myself. 

After about an hour, Ariel came home. She was sweating from what looked like a long run, and she was flushed. She smiled at us, and Jack kind of beamed back at her. I guess Ariel would always be special to him, and I realized that it was kind of cool that he had such a good first experience. Mine wasn't so great, and I was too young, although I definitely got over it. 

Ariel came over to the table, put her hand casually on Jack's shoulder and squeezed it, saying, "Good, I really appreciate your helping Dana. She needs it." 

"No problem," Jack responded, "you know that I'd do anything for you." 

Ariel gave him a little friendly kiss on the head, smiled and went upstairs. I could see Jack take a quick glance at Ariel's tight butt as she walked away and then look away to try to cover it up, like he didn't want me to see. Which I thought was kind of cute. Most guys that I had been with had no hesitation in gaping at another woman in my presence, which was rude especially since I was usually better looking.

We kept at it for about another hour, and made a dent in the review book. Surprisingly, I was beginning to get it, and started to get pissed off that Mr. Stone was such a crappy teacher compared to Jack, but I also realized that it was pretty much my fault for zoning out. Jack was encouraging, very positive when I got things right and supportive when I didn't. I realized that he was making me think about the material, so I understood it, and wasn't just trying to get me to memorize things. I started to feel comfortable with him, and forgot that just a few days ago, he was totally off my radar. But, I was getting tired of working, and decided I wanted to screw him before Mom got home.

So, I closed the review book and said, "That's good enough for today." 

Jack looked at his watch. "Two hours," he said. "Good work. You should read the next 2 chapters of the review book and do the questions at the end, and we can go over them next time before we move on to new material." 

I turned to him and said, "I need to admit something." 

"What?" he asked. 

I said, "Ariel told me a bit more about your weekend than I said at school—I didn't want to say too much in front of your friends, what're their names?" 

"Fred and Gina," he reminded me, continuing, "You've known them since elementary school." 

"Yeah, whatever," I responded. "Anyway, Ariel told me that she slept with you, and that she was actually your first." 

"Great," Jack said, and turned red. "What else did she say?" 

"Nothing to be ashamed of—to the contrary, she said you were a really good lover and a really nice guy." He flushed again as I continued, "She told me that you even survived a night with Cara." Jack smiled sheepishly and shrugged as I continued, "So, I thought that maybe, kind of in exchange for the tutoring, it might be fun for us to mess around a little."

Jack looked shocked, then smiled mischievously. 

"So, you want me to be like your physics whore?" he said, laughing. 

I guess it was kind of like that, and said, "Yeah, I guess so," laughing, "if you want to put it that way." He was pretty amusing. 

"Wait," he said nervously, "don't you have a huge boyfriend?" 

"Not since prom night. We broke up," I responded. I guess he wasn't at the prom, which didn't surprise me. I told him about how Shawn behaved, and I realized I was getting pissed off again, and said, "I was the fucking prom queen, and my boyfriend humiliated me and abandoned me on prom night. I was not going to take that from him, or any guy, for that matter." 

I started to tear up, and Jack reached out to me. We hugged, and I could feel his body pressing against mine. I turned my head up and kissed him. He was a pretty good kisser. I took his hand and started leading him toward my bedroom. 




Dana's Side Ch. 01



I could feel him trembling a little, and he asked "Is your room next to your sister's?" 

"Yes," I replied. 

"Won't that be awkward?" 

"Not really, um, look, this won't be the first time I've had a guy in my room, and she certainly has had her share."

We went into my room, and I closed the door and turned on a small lamp. I liked a little light on when I had sex—I liked to see the guy, and I think they liked to see me. Jack looked around my room and surprised me by coming over to me, and starting to kiss me. I expected, despite the reports from Ariel, that I would have to take the lead, but once I offered myself to him, he seemed to be willing to show initiative. 

He pulled my shirt over my head, displaying the sexy pink bra that I chose, in case we got to this point. He leaned forward and tenderly kissed my neck and chest, gently holding my breasts in his hands. He pulled me close, and I could feel his hard cock pressing against me. It did seem to be pretty big. He reached behind me and fumbled with my bra strap before figuring it out and opening it. I tossed it off and he looked at them with what appeared to be awe. Which was cute, especially since he had seen some pretty incredible boobs over Memorial Day Weekend. 

"Go ahead," I said, and he sat down on the bed, and stuck his face into my cleavage. He started to gently rub my breasts and kiss and lick my nipples until they were hard. It felt great, and I began to moan, and felt myself getting wet. It had been way too long, and Ariel was right that he seemed to know what he was doing.

While he continued to kiss and lick my breasts, I pulled down my shorts, then my panties. I had recently trimmed my bush into a triangle, and I stood there, in front of Jack and watched him look at me with lust, which I found exciting. He stood up, and I could see the substantial bulge in his pants, so I removed his shirt, unbuttoned his shorts and pulled them down before removing his plaid boxers. His cock jumped out at me, quivering. It was large, thick and beautiful. 

"Ariel wasn't lying about your equipment," I said, grabbing it and stroking it gently as it twitched in my hands. 

We fell onto my bed, and he slowly kissed me all over. I felt the scars on his back, which, he said, were Cara's fault, and he continued to sweetly kiss me. He reached down and began to gently stroke my pussy, and I was burning with desire, and dripping wet. I spread my legs and he took the hint, and started teasing me. I was gently stroking his head and back while my hips were writhing when he finally stuck a finger inside me. 

He continued to tease me, either intentionally or accidentally avoiding my clit, when I wanted him desperately to touch it. Instead, he started to kiss and lick my tits, harder this time, and I could do nothing but moan and writhe. He began to finger fuck me, twisting his fingers, and I was bucking my hips in time with his thrusts, until he finally gave my clit a flick. I gasped with pleasure, as he began to stimulate my clit more and more, and stuck his fingers in me. It was incredible. He kept going, faster and faster until I had a huge orgasm that caused me to yell out. I wanted him inside me badly. 

I opened my eyes and looked at his handsome, smiling face, smiled back at him and said, in a voice full of desire, "I want to feel that cock inside me." 

"I didn't bring a condom," he said. 

"No problem, you don't need one. Please get on top of me now." 

He moved between my splayed legs, and slowly pressed his huge cock inside of me until he was fully in. It felt great, and I wiggled my ass as he slowly withdrew. I figured that he would cum quickly from the excitement, but I had, again, underestimated Jack. We slowly fucked, and I loved the way his cock filled me up. 

I lifted my legs onto his shoulders, which allowed him to penetrate me even deeper, and I was trembling with pleasure. We started to go faster and faster, grunting and moaning with passion until I was on the verge of climaxing, when Jack yelled out "I'm cumming" and I felt a huge shot of cum shoot out of him and into me. 

I let myself go, and had another incredible orgasm, and was pounding the bed with my hands. Jack fell on top of me, and I could feel his chest pressing against my sensitive, hard nipples. After a few seconds, he rolled off of me, then pulled me close to him to cuddle. It felt nice. 

"Ariel didn't exaggerate about how good you were, either," I said softly. 

"Thank you. How could I not want to bring pleasure to such a beautiful woman?" he responded. 

How sweet, I thought. I smiled at him and snuggled closer. After a few minutes, I sat up and said, "My mother will be home soon, so we should clean up and get downstairs." 

"Your mom doesn't know that you do this when she is out?" he asked. 

"She knows," I responded, "but Ariel and I try not to rub her face in it." 

"Got it," he said. 

He tenderly kissed me again and stood up, wiped his cock with some tissues and grabbed his clothing. Jack looked out the bedroom door, and ran naked into the bathroom. I followed a few minutes later and went downstairs. 

Jack was gathering his stuff, and said, "Dana—you can keep the review books and use them. When do you want another tutoring session?" 

"I have to work tomorrow, so how about Thursday, same time and place?" 

"Same everything?" he asked, smiling playfully. 

"Wow, you really have changed from the shy guy who never talks to anyone," I noted. 

"I guess," he responded, "you can thank Ariel for that." 

"I will," I said, "same everything—but maybe not exactly the same, that might be dull," I shot him my best, sexiest look, and I could see him blush.

The door opened and Mom came in. I said, "Mom, you remember Jack, we used to be friends in middle school, and he is going to help me pass physics." 

Mom smiled at Jack and said, "It has been a while, Jack. Your sister is friendly with Ariel, right? Sarah?" 

"Yes, ma'am," he responded. 

Mom reached into the fridge and pulled out a bottle of white wine, and poured herself a glass. "Need to take the edge off at the end of the day," she said. "Anyway, thanks for helping Dana. We need her to keep her scholarship. We can't pay you much, but—" 

Jack interrupted. "Mrs. Angelo, don't worry, Dana and I have it all worked out." 

She took her glass and headed up the stairs.

I looked at Jack and said, "I think she drinks too much, but she has been lonely since Dad left." 

Jack looked uncomfortable, and said "it has been a long time, right?" 

"Yeah," I responded, "Too long." 

"But she is still very attractive; I can't imagine she would have trouble finding someone," Jack noted. 

I thought for a second before responding. "I think that Dad leaving ruined her confidence. I mean, I've seen pictures—when she was younger, she was so beautiful, and she and Dad fell madly in love. But then, well, then he started cheating on her and left for a younger woman." 

"That sucks," Jack said. 

"Yeah, I know. Then, I understand she tried to meet men, but no one was interested in someone with two kids, so she kind of shut down. Now, she works late every night to make enough money for us to be able to do extracurriculars at school and go to college, comes home and has dinner, sometimes too much wine, and goes to sleep. And on the weekends, sometimes she works, and sometimes she just does things around the house or watches television. I wish I could think of something to do." 

It struck me that I was telling this personal stuff to a guy who two days ago, I wouldn't have said "hello" to at school, not to mention that we had just had great sex. 

While I was thinking, Jack said, "Yeah, I wish there was." 

He gently kissed me goodbye and left.

I went up to Ariel's room and knocked on the door before walking in. She was lying on her bed with her laptop on her flat belly. 

"So?" she asked, "It sounded like you were having fun in there." 

"Jesus, Ariel," I responded. "He was incredible. And you were right, not only did he seem to know what to do, he was so gentle and appreciative. What did you guys tell him? You should write it down and sell it." 

Ariel smiled and said, "Basically, that he should be confident, not cocky. That he should be attentive to what the woman says and the hints she drops, both in bed and otherwise. That he should respect her feelings. That most women like cuddling and stuff like that, maybe as much as the actual sex." 

"Well, so far, it seems like he has taken your lessons to heart," I said. 

"Yeah, so far, so good. But according to Cara, he was not afraid to get rough with her, when she wanted him to, so he seems to be adaptable. And what about the tutoring?" 

"Actually," I said, "he was great at that, too. I'm understanding the work, and actually enjoying it. You were right, he is a nice guy." 

"Will you be seeing him again?" she asked. 

"Yes. We are having another tutoring session on Thursday, followed by another bedroom session, I expect." 

"Great," Ariel said. "I'm glad I could help." She turned back to her laptop and I went to my room and fired mine up.

I got chat messages from Lisa and Jess asking me how the tutoring went. I responded that it went well, that Jack was great, that we had slept together, and that he was hung, and really good. I figured the word would be all over school by the morning, and should boost Jack's social standing immeasurably. I thought I owed him at least that.

I went downstairs and read a chapter of the physics review book. It was not completely incomprehensible, so I read it again, checked some things on the Internet and worked on the questions. For some reason, I wanted Jack to be impressed with my progress. Eventually, I got tired and went to bed. I slept through the night for the first time in a while.



Dana's Side Ch. 02



Wednesday

Feeling good on Wednesday morning, I dressed to my usual standards of hotness, and went off to school. I shocked Mr. Stone by actually answering a question in physics, and was heading off to lunch when I realized that I was walking by Jack's locker. I went over to him, put my hand on his shoulder and whispered into his ear that I had mentioned to a few of my friends about our post-tutoring session, and I hoped that it would help to make up for the fact that I had been part of the reason that he had been socially excluded. 

As I left, I said, so that everyone could hear, "Tomorrow at 5, my house, right?" 

"Yeah, see you then," he responded. 

I figured that would definitely get tongues wagging.

At lunch, I could see that Jack and his friend Gina were fighting, and she stormed out of the cafeteria. I wondered if it had anything to do with me, because it seemed like Gina was particularly pissed off at me. But she really didn't matter to me. Instead, I spent the lunch period answering questions from my friends about Jack. They were curious, and I was only complimentary. 

Emily was quiet during the whole discussion, and it struck me that I could probably convince Jack to deflower Emily. I didn't think it would take much convincing because she was cute, and because he would sympathize with her. And based on the day before, I was pretty sure that he would treat her well, and make her first time a good experience.

After lunch, I called Emily over to speak with her privately and told her my thoughts. After hearing me praise Jack, she was eager, but wanted to be sure that it was O.K. with me. 

"No problem," I said. 

"I don't own him, and he doesn't own me." 

We agreed that she would come to my tutoring session the next day on the pretext that she needed some help, and afterwards, I would talk to Jack about it. They could use my room while I studied. Emily seemed excited as we went to class.

After my shift at Orlando's, I came home, showered and got back to studying physics. I worked on the second chapter, and after I understood it, I did the questions. I realized that it wasn't so hard, I just needed someone to explain it to me properly.  

I watched some TV, then went on to Facebook. I accepted Jack's friend request, and checked out his profile. There wasn't much on it; he had a bunch of friends from other schools, mostly nerdy looking guys and unattractive girls with bad skin and unflattering haircuts and clothing, some family members, including Sarah, as well as Ariel, Cara and Beth. There were some pictures of him with his two friends, some at what looked like science fairs and academic competitions and a few of him and his father touring colleges. I noticed that his father was pretty good looking for an older guy.

About 8:30, I got a text from Maria saying, "I'm at the movies. That guy Jack you were raving about is here with some girl. Redhead. From South, I think." 

"Thanks, good for him," I texted back. 

Information like this was important, even though I had no real relationship with Jack. But now that he was on my radar screen, I needed to know how the date went. I went into Ariel's room and told her that Jack was on a date with a girl from South. She went online and Facebook messaged Sarah, who confirmed it.

I studied a little more, watched some TV and went to bed.

Thursday

I woke up Thursday and checked my email and Facebook. There was an email from Ariel, from late the prior night. 

"Jack's date went nowhere. He came home pretty early, but believe it or not, Cara texted him for a booty call, and he went there. Haven't heard from Cara."

Wow, I thought, Jack is really getting around. It surprised me that I cared so much, after just one time with him, but I guess I felt good for him. He was such a scrawny little nerd for so long, he had lots of lost time to make up for. And, if all went well, he would be making up a good piece of it that night. 

Nothing of great interest happened at school, although I noticed that Jack's friend Gina ate at a different table, sitting with a group of kids that actually were below her in the pecking order, which was pretty remarkable. On the other hand, I noticed that Jack was getting more attention from the girls at school and even high five's from the guys. It felt good to know that simply the rumor that someone had slept with me was still enough to raise their status. I was curiously looking forward to tutoring and fucking Jack later that night.

Emily came over to my house at about 4:30, and we discussed how we were going to arrange this. She was nervous, and even showed me her underwear, which was plain, but still sexy, and I assured him that Jack would love it. She asked me for some pointers, but all I could say was, enjoy yourself, don't do anything you don't want to, and not to be scared. 

Jack arrived punctually at 5, and seemed a little flustered seeing Emily. I told him that Emily needed a little help in physics, and strategically flashed him a bit of cleavage and shot him a look, so it was not surprising to me that he agreed to help her. We started by going over the 2 chapters that I worked on alone, and Jack seemed impressed at how well I had done. It wasn't perfect, but he said that I had come a long way in just a couple of days. 

He worked for a while on Emily's issues, which were minor compared to mine, and then we went back to the review book and continued to plow through it. As with the prior time, Jack was a great teacher, and I felt like I was really making progress in understanding this. 

After about 2 hours, I pushed back from the table and said, "That's it, I've had enough." 

Jack complimented us on our work, and sounded sincere. He kept looking at me in a way that I understood to mean, "What's going on?" I guess he thought that Emily's presence meant that we were not going to do it, so he started to get ready to leave. 

I said, "Stay, please. I have to ask you something." 

"What?" Jack asked. 

I looked at Emily to confirm, and she nodded, shyly. "Emily is a virgin," I stated. I saw Emily blush and lower her eyes. "I suggested to her that you might be willing to help her change that. I told her about what Ariel had done for you, and that I thought that you would be gentle and treat her well, but also show her a good time." 

Jack sat there quietly, thinking. He looked at Emily, then at me. 

"Of course," he said, smiling at Emily. "How could anyone resist you, Emily? I would be honored to be your first," he said, awkwardly.

I smiled. This was the kind of thing that I loved. 

"O.K., you can use my room. Emily, why don't you go up and get comfortable?" 

Emily turned and nervously walked upstairs to my room. I took Jack's arm and said, "I thought you would be willing to do this, and that you would be gentle and nice. Emily is great, but she had a very protective, religious family. This is a huge deal for her. Oh, and there are condoms in my night table—make sure you use them, Emily isn't on birth control yet." 

"Don't worry, I had a great first experience, thanks to Ariel, and I will do my best for Emily," Jack responded, and went upstairs. 

His earnestness and willingness to please was refreshing.

I turned on the TV so that I wouldn't hear them upstairs. I was actually kind of turned on by the fact that they would be doing it in my room. And I still intended to screw Jack, after Emily had primed the pump, so to speak. I was watching some show about expensive houses, and could still hear them going at it upstairs. Then I was watching some show about ghosts, when they came downstairs. Emily was beaming, and Jack looked pretty pleased, too. 

"It was all good?" I asked. 

"All good," both Emily and Jack responded, laughing. 

"You sounded like you were having fun." 

Emily blushed, and Jack shrugged. "That is what you wanted, right?" Jack asked. 

"Absolutely," Emily responded. 

She looked at her watch. "Damn, I need to go home. My parents will be wondering where I am." 

Jack gave her a friendly kiss good night, and Emily said, "good night," and walked out the door.

Jack turned to me and said, "I guess I should go, too." 

"Why?" I asked, fixing him with my best stare. "I'm not done with you. Especially now that you are warmed up," I whispered to him. 

"Seriously?" he asked. 

"Seriously," I responded, pressed myself against him and kissed him on the lips. I pulled away and said, "By the way, I heard that you asked out some girl from South, but it didn't go well." 

He looked at me with surprise. "Uh, yeah," he said, "Fiona Callahan, from South. Know her?" 

I replied, "Nope, never heard of her." 

"How did you know that?" Jack asked. 

"I make it my business to know these things," I said, trying to be mysterious, and kissed him again before taking his hand and leading him back upstairs.

When we entered my room, the bed was a mess, and there were small bloodstains on the sheet. I looked at Jack, and shook my head, then stripped the bottom sheet, laying down the top sheet over the mattress. I thought for a second before saying, as I got undressed, "I can't believe it, but I have been thinking of doing this with you again ever since you left on Tuesday." 

Jack responded, "me too." 

I continued, "in fact, I thought about trying to get you over here yesterday, but decided to wait." 

As I talked, Jack was staring at me hungrily, and I could see his cock rising in his shorts. He ripped off his clothing and threw them on the floor, exposing his strong chest and shoulders and his large, throbbing cock. He walked behind me and pressed his cock against my butt as he removed my bra, and caressed my tits. I melted into him as he pressed his cock into my ass. Jack then walked around to my front, and slowly pulled down my panties. He took a deep breath, appearing to draw in my scent and smiled.

He firmly but gently pushed me down so that I was sitting on the edge of the bed and he knelt in front of me and began licking my pussy. It felt good, and tickled, and I laughed and pressed the back of his head into my crotch. I was tingling all over. I lay back and spread my legs almost into a split, so that I was wide open, and he could have his way with my pussy. 

"Cheerleading does have its benefits," I said, laughing. 

His attention to me was unbelievable. He licked me all over and used his fingers to probe inside me. Occasionally, he would reach up and fondle my breasts. I was writhing with pleasure, and was pressing my hips up against his face. I was panting and writhing when he started to suck on my clit, which made me crazy, and I yelled out and was thrashing on the bed. Despite my activity, Jack kept licking, and he reached behind me and started teasing my asshole. 

I was in ecstasy, and was moaning and writhing until I had an intense orgasm, which caused me to scream out and start shaking. When it passed, I lowered my ass to the bed and dropped my feet to the ground to regain my balance. I could not believe how this guy just rocked my world. 

But he was not done. He stood up, his thick long cock pointing up and quivering. I was still paralyzed from the orgasm, and he gently spread my legs and pushed his cock into me. He thrust hard, and I wrapped my legs around his waist. Using the leverage from his feet on the floor, he started banging away at me hard, and it was incredible. 

He switched between thrusting and rocking, and my head was close to exploding. I realized that he had already screwed Emily, so he would be in no rush, and I smiled at the prospect. I arched my back to meet his long, hard thrusts, and kept squeezing his back with my legs. I started to lose control, breathing harder and harder, until I came again. My vaginal muscles squeezed his cock, and I heard myself yelling his name as he filled me with cum. 

If anything, that was even better than the first orgasm of the night. Jack fell on top of me as his cock slipped out. He stood up and sat next to me on the bed. I must have looked awful, sweaty and mussed, with cum leaking from my pussy, but he didn't seem to mind. I reached up and rubbed his back a little, feeling the scars that Cara gave him. He reached out his hand and helped me to a sitting position and looked at me, smiling. I smiled back and licked my dry lips. "That was exactly what I needed," I purred. "But my mom will be home soon, so we better clean up and get dressed."

A little while later, we were cleaned up and dressed and straightening up downstairs, when Mom came in, looking pretty. We chatted briefly, and she grabbed her wine and went upstairs. I told Jack about the party that I had planned for Saturday, and invited him. He asked if Gina and Fred could come, and I said yes. 

What he didn't know, and what I couldn't really let him know, was that at that moment, had he asked me pretty much anything, I would have said yes. But it was way too soon for me to admit to the world how I felt about Jack Davis. I had a certain reputation to uphold. Instead, I asked him for another tutoring session for the next night, which was Friday. I legitimately needed the tutoring, and I wanted more of his cock and tongue, but my ego needed to still make it look like I was allowing him to fuck me, and not that I was asking for it. I was not surprised that he agreed. He gave me a little kiss and left.

I texted Emily, to make sure she was O.K., and she said, "I'm great. That was fun. Do you think he would do that again?" 

I really didn't want to share Jack with her, but I couldn't tell her that. Instead, I texted back, "I don't know, but I think it would be awkward if we were both sleeping with him, so let's find you someone else." 

I think that she got the message. I then texted Jessica and cancelled our plans to go out on Friday night to try to get into a bar and pick up some college guys. 

"You O.K.?" she asked. "I thought that you were ready to go out again." 

"Yeah, I'm fine, but I have a tutoring session." 

"Seriously, how late will that go, we can go out at like 10," she responded. 

"No," I texted back. "I'll probably just hang with Jack." 

Jessica texted back, "Really? Is his cock a magic wand or something?" 

"Not exactly," I responded. 

She didn't text back, and I was glad, because I was close to admitting my infatuation with the class valedictorian.

I went back to the physics book and began to read the next chapter. I could not believe that it actually made some sense. I worked on the questions for a while, occasionally checking things on the Internet, until I thought I got most of it right. There was still one question that was impossible, but I knew that Jack would be able to explain it to me.

I was relaxed, satisfied and mellow. I found some ice cream in the freezer, grabbed a spoon and sat in front of the TV, slowly letting the chocolate melt in my mouth. Eventually, I went up to my room, changed my sheets, checked Facebook one last time, pulled up Jack's profile to see if he had posted anything about us, and was happy that he hadn't. I didn't care if people knew we fucked, in fact, I started that story, but I didn't want him to be boasting to his nerd buddies about it.

Friday

On Friday, I completely stunned Mr. Stone by answering a pretty tough physics question, and getting it almost right, and when he started to point out my mistake, I realized what it was, and corrected it. It was easy when I could hear Jack's explanation in my head and see the notes that we worked on. It struck me that the regular physics class that I was in was for averagely smart kids, and that in reality, I was better than that, when I paid attention or cared. Now, between the fear of losing my chance to go to college, and all that would mean, and wanting to make Jack proud, I was working at least close to the level I could. Which was kind of a revelation to me. I had always succeeded because of my looks, but I also realized that my ability to reach the top of the social heap at North was also based on being smart. 

Before lunch, I remembered that I would be passing Jack's locker, and when I did, he called me over. Last week, even if he had the balls to call out to me, I would have walked right by him, but today, I walked over to his locker, as everyone in the hall watched. This whole thing with me and Jack was the talk of the school, and no one knew exactly what was going on. I kind of enjoyed that. I touched his arm familiarly, and asked, "Hey, Jack, what's going on?"

"Not much," he responded. "But I have a couple of ideas I wanted to run past you." 

I started to get a little turned on and looked at him in a way that seemed to fluster him. 

He recovered and said, "No, not about that, at least not about us, I guess." 

I turned down the heat and looked at him. 

Jack continued, "O.K., so first, I was thinking—your mom and my dad should meet—maybe they would like each other, I mean, they are both single and kind of lonely." 

I thought about it for a second. "Actually, that seems like a good idea. Let me ask Ariel what she thinks and if she likes the idea we can try to make it work." 

"You know, I should discuss it with Sarah, too," he suggested. 

"O.K., what's the other idea?" I asked. 

"This is sort of a reciprocation thing," he started, his voice low. "My friend Fred, you know, until last week, we were both 18 year old virgins, and we could commiserate. But now I'm not, and I know he is jealous." 

"What do you want me to do?" I asked a little horrified, "fuck him?" 

"No, no, no," he responded quickly. 

Good, I thought. Actually, I probably would have done it as a favor to Jack, but I didn't really want to, even though it was pretty much exactly what I had asked him to do with Emily. 

Jack continued, "But what about Emily? Do you think that she would agree to sort of 'pay it forward'?" he asked. 

Perfect, I thought, and chuckled. "So Ariel was your first, then I asked you to be Emily's, then we ask Emily to be Fred's? I like it. I'll ask her later. Based on how much she enjoyed her first time with you, I'm guessing she would be up for it." 

"Great," he responded—"let's talk later." 

"O.K., I replied. "And same time tonight for tutoring?" I asked, giving him my best look again. "Just me, this time, by the way." 

"Sure," he stammered as I walked away. 

After lunch, I found Emily, and told her Jack's proposal. I admitted that Fred was not as cute as Jack, but he was Jack's friend, and it would be nice to "pay it forward." I think that Emily had realized that she liked sex, and that this was a little wild, considering her parents' religiousness, so she was up for it. At the end of the day, I found Emily and we went to the parking lot, hoping to find Jack. He was walking to his very nice car, and I called out his name. 

He turned and walked back to us and Emily said, "Dana told me your idea, and, you know, I'm in." 

"That's great, you can't imagine how happy he will be." 

Emily smiled at Jack. "Actually, I can," she responded, and it was his turn to smile. 

"Three things, though," he said. "Please don't let him know that we had sex, or that we planned this. And please try to make it look natural." 

She responded, "Makes sense to me." 

"See you later," he said to them and went to my car. I briefly watched his butt as he went to the car, then turned and went to mine.

I went home and killed a little time online, did a little studying for a non-physics final, and then reviewed the work that Jack had asked me to do. I showered and put on a t-shirt and shorts that were flattering, but not over the top, although I decided to go braless, just to see if he had any reaction. I brought the physics books to the table and watched TV. 

Ariel came home from the restaurant and changed out of her work clothing, grabbed a beer from the refrigerator and sat down next to me. We made small talk about the restaurant—there was some good gossip about one of the cooks that Ariel wanted me to know—and about school. 




Dana's Side Ch. 02



"Tutoring session with Jack?" she asked. 

"Yeah," I said. 

"How's it going?" she asked. 

"Great," I responded. "He really is a good tutor and I think I'm getting it." 

"And the rest?" she asked. 

"Really good, too. He's great in bed, which you know, and I like him." 

Ariel looked at me. "What are you saying?" she asked. 

"I don't know. I'm comfortable with him. I enjoy being with him," I said. 

"Then what do you think is going to happen with you two?" 

"I don't know," I responded. "He and I are so different. We have different friends, and he is so smart, I worry that he will get bored with me—outside of the bedroom, of course, and eventually that won't be enough." 

Ariel thought before responding. "If you are hesitating because you are afraid that dating Jack will hurt your social status, they you are really being silly. Not only is it dumb in general, but high school is over for you. You don't need to protect your precious status. And if you are worried about him getting bored with you, then it is up to you to make sure doesn't happen. But if it does, it does, and what have you lost if you guys spend a bunch of time together before it happens?" 

Ariel made some good points, but I wasn't ready to try to commit, if I expected to be hurt at the end. 

"You are right about the first part," I said, "but the second, I don't know. It's still early, and my gut tells me to try to keep it casual now, not try for anything exclusive, and see what happens." 

Ariel responded, "I think you are making a mistake, but taking it slower may not be a bad idea." 

"By the way," I said, "Jack thinks that we should try to set up Mom with his father. Sarah thinks it's a good idea, too. What do you think?" 

"Why not?" Ariel responded. "I mean, any excuse to get Mom out with a guy is O.K. with me, and Mr. Davis is a pretty good looking guy. I say, go for it." She got off the couch and went upstairs.

A little while later, Jack knocked at the door and I let him in. I gave him a friendly kiss hello, and we sat at the dining room table. I told him that Ariel liked the idea of setting up our parents, and he texted Sarah. We started studying, and I could tell that Jack was impressed with where I was. I wasn't getting everything right, not by a mile, but I was definitely doing well enough that I could see that passing was more likely than not. Jack was incredibly encouraging, and explained where I was having trouble. 

I also noticed that he kept stealing looks at my unbound tits as they moved under my shirt, and my face, which I appreciated. At the end of a little more than two hours, I started to lose focus, so we stopped. I could tell that Jack was eager to get naked, but it was Friday, and I saw no reason to rush. Mom was working late on some project at work, so I thought it might be fun to just hang out with Jack before getting to the sex, which I was also looking forward to. 

So, after we closed the books, I said, "It's Friday, you know," 

"Meaning what?" he asked. 

"Meaning that most normal people don't study late on Friday." 

"Are you going out?" Jack asked, looking a little concerned. 

"No, not tonight," I responded, "How about we do something?" 

Jack looked a little confused by the situation, and said "O.K., so what do you want to do?" 

"Let's have a beer and chill," I suggested. I got us a couple of beers and we sat on the couch, drinking and watching TV.

I had dated and had sex with a bunch of guys, but only a few times did I have any sort of relationship that lasted long enough for me to be comfortable with the guy, and just hang out. Usually, it was some sort of intense courtship thing, followed by a few days or weeks of sex, then a breakup. But those few longer relationships, lasting months, instead of weeks, were great. Somehow, after knowing Jack for only a few days, I felt that level of comfort. What I didn't know, though, was whether I really felt a real emotional connection with him, or whether it was just the fact that we had great sex and that he was nice to me. And, of course, I couldn't tell if he was just in this for the sex, or the fact that he was being talked about at school.

We sat, quietly, watching TV, and I turned to Jack and said, "Thanks so much for everything. I really feel like I'm going to pass this thing. And I actually am starting to enjoy it." 

"No problem," he said smiling, "I've enjoyed it, too." 

I could see that Jack was about to say something, and was struggling with whether to say it. Finally, he blurted out, "What is going on with us? I enjoy spending time with you. You must know I am incredibly attracted to you, and the sex is amazing." 

I guessed that we were going to have to talk about this before I really wanted to. I looked at Jack and realized that he really was a good guy. 

"You deserve better than me," I said, softly. 

"Are you kidding?" he responded. "You're perfect." 

I appreciated that he believed that, but I didn't think I really was perfect for him. I shook my head and he drank his beer. 

"Look," I said, "you are so smart, so interesting, and you deserve a girl who can keep up with your mind, and give you the physical things you want, too. I can't do all of that that and you know it." 

"No, that's not true at all," he said, emphatically. 

Again, I appreciated that, and smiled. I guess I had to say this, but it was going to be hard, so I took a drink, and said, "someday, and it could be soon, or not, you are going to find that girl. And maybe I will find a guy who is the one for me, but, I have to admit that I enjoy your company, and, yes, the sex is amazing." 

Now, it was his turn to smile at me, but he looked concerned. 

"So?" he asked. 

I needed to make it appear that I wanted an open relationship, and if it worked out for us, then it was meant to be. I took another swig of beer and said, "So, here's my thinking—we can still hang out, be friends and, yeah, screw as much as we want, but it isn't an exclusive thing. And if either of us needs to end it to be with someone else, it ends, with no hard feelings. What do you think?" 

He didn't need to think very long, and said "That works for me. Kind of a friend with benefits deal, right?" 

"Exactly," I said. 

Why wouldn't he agree? He would still get to sleep with me, but could still see other people, including possibly my sister. But I wasn't going to make it easy for him. 

"And how about we explore some of those benefits now," I said in my most seductive voice, leaning over to kiss him 

He eagerly kissed me back and we made out on the couch for a while. I could see that he was getting aroused, and I bent down and kissed his cock through his shorts. I realized that I wanted it inside me, so I led him up the stairs to my bedroom.

In fact, I wanted to be naked with him, and quickly took off my clothing, as he did the same. I loved the way he looked at me, like he was seeing a beautiful work of art, and it turned me on. But I wanted to savor this. We got into the bed, facing each other and just kissed for a while, stroking each other gently. Jack pressed his cock against me and rubbed my back and butt, and I rubbed him, too. It was very nice, and I was getting aroused. 

I lifted my top leg, and reached down, grabbed his big hard cock and slid it into me. I wrapped my leg around his thigh, pulling him close, so that his cock was deep inside of me, and my chest pressed against his. We stayed like this, not moving, and I loved the way he filled me up. I rested my head against him and closed my eyes, just enjoying the feeling of his body next to and in me. After a while, Jack began to slowly, agonizingly slowly, pull his cock out, then slowly push it back in. I rocked my hips in time with his slow thrusting, and felt chills all over my body. 

Keeping his rigid member inside me, Jack rolled me onto my back. I bent my knees and arched my back, lifting my hips, as Jack moved to his knees. I thanked my cheerleading coach for the abdominal exercises that she made me do, allowing me to remain in this position which allowed Jack to enter me deeply. 

He began to thrust harder and faster, and I moved my hips in time. Then, when I thought I was feeling as good as possible, he began to rub my clit, and my body began to shake. He kept rubbing and thrusting until he came, and I yelled out with pleasure from my orgasm and dropped flat on the bed. Jack landed on top of me, and he buried his face in my neck. He rolled off and held me close, saying nothing, just breathing. I didn't want it to end, but I knew that Mom would be home soon, so we cleaned off and got dressed.

We went downstairs, opened a couple of beers and started to watch a movie. I was happy and I sat there, watching, leaning against Jack's surprisingly strong arm. Mom came home a few minutes later, and I was glad we had gotten out of bed before she came home. She had caught me a few times in the past, and it really wasn't a big deal, but I tried not to make it a regular thing. I kind of felt like it made her feel like she was being a bad mother. 

Mom looked happy, and when she saw Jack, she said, "Funny that you are here, Jack, I just got off the phone with your father." 

"Really," he replied, "why?" 

"He called me up out of the blue and asked me out to dinner tomorrow night." 

"That's great," Jack responded. "He's a good guy." 

"Did you guys have anything to do with this?" Mom asked, although she probably knew the answer. 

I responded, "Yeah. Jack and I have been spending time together lately, and we thought that the two of you would get along. Ariel and Sarah agreed, so here we are." 

Mom smiled and said, "I guess a kick in the butt from your kids isn't a terrible thing. I said yes, by the way—so I won't be here for your party tomorrow. I hope you don't mind." 

"You have fun, and don't worry about us, we'll be fine," I responded.

"I'll ask Ariel to stick around in case you need anything," Mom said, and went to her room.

I raised my beer to Jack and said, "Wouldn't it be funny," she started, if my mother and your father...." I realized where this was going, and decided not to go there. Instead, I cuddled with Jack while we watched the movie. 

The door opened and we sat up. It was Ariel, dressed to impress, and looking like she had a couple too many. 

"Good to see you two getting along," she said, a bit loudly. 

I responded, "So, where have you been?" 

"Out at the bars. They are filled with douchebags who think that buying one drink for a girl is a ticket into her pants. A couple of my friends found guys they liked, at least for tonight, but I'm not going to take that crap anymore. Any guy who wants me is going to have to treat me right. Like you, Jack." 

Without waiting for a response, she turned and made her way unsteadily up the stairs in her heels.

There wasn't much to say, so Jack and I sat quietly, watching the movie until it ended. I wanted to plant another seed in Jack's brain, so when he got up to leave and said, "See you tomorrow," I gave him a pretty seductive look and said, "Just so you know, if I pass this test on Tuesday, I am really going to show you my appreciation. You won't know what hit you." 

He looked a little stunned by that, so I kissed him good night and he left the house.

I went upstairs to talk to Ariel. She had taken off her makeup and was sitting in her room, in a night shirt, looking more like an athlete than a drinker. "What happened?" I asked. 

"Nothing good," she responded. "Every cute guy I met acted like an asshole. One guy started pawing me, and I don't think he expected me to be strong enough to remove his hand and nearly break his wrist. Another guy seemed nice enough, and we started to talk. I thought it might work out, when he told me that he was looking for someone to do a threesome with his girlfriend. Meanwhile, Beth was just looking to get laid, and found some pumped up asshole and left, and Cara was just trying to get drunk. Sarah was with Dave, this guy she has been sort of seeing. Finally, I let this slightly older guy buy me a drink, and he actually offered me $200 for a blow job. I almost punched him in the nose, but decided I didn't need to spend the night dealing with cops." 

"Jesus," I said. "I think that may be a night for the record books." 

"What about you and Jack?" she asked.

"Actually, we had a little talk tonight," I started. "We agreed that we weren't going to have any kind of exclusive relationship." 

Ariel looked at me and said, "Is that what you want?" 

"It is, right now," I said, and I kind of believed it. 

"Well, then," Ariel said, "then you won't mind if I visit Jack tomorrow?" 

I had no choice but to say, "Of course not. Have fun." 

I wasn't happy, but I knew that if I wanted to take this position, I had to be consistent. And after the night that Ariel had, how could I begrudge her some good sex with a nice guy? 

I got up and went to bed. I was getting into bed, when my phone rang, and it was Lisa. She was crying. After I calmed her down, I asked, "What's the matter?" 

"I broke up with Hank," she sobbed. 

"What happened?" I asked. 

"He hit me," she said. 

"What?" I asked. 

"Not hard, or anything, but it hurt." 

"What happened?" I asked, getting angry myself. 

"I saw him flirting with some girl at school, so I called him on it. He denied it, but I told him I saw it. He got defensive, and tried to make it about how I don't go down on him enough, which, by the way, I do—he's the one who won't go down on me, but it got a little heated and he whacked my shoulder. I told him that we were through, and to go fuck himself." 

"Good," I said. "You can do better." 

She cried a little longer, and I consoled her. 

"What happens if he comes to the party tomorrow?" she asked. 

"I don't want to have a problem trying to keep him away," I said. 

"I understand," she said. 

"So," I replied, "you need to look super cute, flirt with other guys and show him what he is missing." 

"Great idea," she said. We chatted a little more and then ended the call.



Dana's Side Ch. 03



Saturday

I spent Saturday morning studying physics, and then began to prepare for the party. Ariel was nice enough to buy some beer and other booze, and I got some chips and other snacks. We were veterans of the high school party, and it didn't take long for us to have everything set. Mom helped out a bit, and I could tell that she was nervous about her date with Mr. Davis. Ariel and I tried to calm her down, and we spent some time rooting through her closet, until we found an outfit that she looked great in, and wasn't too desperate looking. 

After lunch, Ariel left, presumably to go to Jack's, and I forced myself to look happy for her. The house was mostly ready, and I was feeling a little pissed off at Ariel, so I decided to go to the gym. I called Lisa, and suggested that a workout would be good for her anger. She agreed to pick me up and work out with me. I put on my workout clothes, and waited until she came. I got into the car, and she started telling me about how pissed at Hank she was, and what she was going to wear to the party to make him crazy. 

"All good ideas," I said. 

"What's your problem?" Lisa asked. 

"Me? I'm just nervous about physics," I lied. 

"But isn't your tutor helping calm you down, in more ways than one?" 

"He is, actually," and I laughed.

We got to the gym and had a good workout. I sweated and felt good. We went for a cup of coffee, and continued to discuss Hank's stupidity, and thinking of guys who would be at the party who might be good for Lisa. 

At one point, she asked, maybe jokingly, "Should I try to get a shot at your buddy Jack? You seem to be enjoying him." 

It took significant control for me to simply laugh, and say, like I had to Emily, that it would be awkward for us to be sleeping with the same guy, and she agreed. Instead, we identified a couple of guys who had graduated last year, who were invited, and who I actually knew from personal experience were pretty good in bed. Lisa and I left the coffee shop, and she dropped me off at home.

Mom was beginning to freak out about the date, and had started to drink, and I convinced her to calm down, and to slow down her drinking. Ariel wasn't home yet, and I started to imagine her and Jack together, which didn't help my mood all that much. I showered and laid out my clothes for the party. My plan was to play it cool with Jack, see what happened, and make sure that he was with me at the end of the night. All without making it obvious to everyone else at the party. 

I continued to arrange things for the party, when Ariel came home. Her hair was wet, and she was smiling. 

"Have fun?" I asked, trying to sound upbeat. 

"Yeah," she said. "It is nice to know that all guys aren't assholes." 

"I guess," I said, noncommittally. 

"Everything under control here?" she asked, "because Mom wants me to stick around to make sure you are O.K." 

"Yeah. It's all good right now." 

"Great," she said, and went upstairs. I heard the shower go on and assumed that Ariel was showering. It was strange thinking that I was sharing Jack with Ariel, but I also knew that if and when I told her to back off, she would. And he did seem to make her happy. I thought about the fact that if my plans worked out, Jack would have screwed both me and Ariel in the same day, which was a little weird. But it didn't make me want to do it any less.

A little before 7, Mom came downstairs, looking great. She was nervous, but excited. Ariel was watching TV and I was straightening up when the doorbell rang. I opened it, and Mr. Davis was there. 

He introduced himself, and when I told him I was Dana, he said, "Jack's friend, right?" 

I smiled and said, "yes, he's been such a great help."

Mr. Davis said hello to Ariel, who spent time at his house with Sarah, then approached Mom, saying, "Linda, you look beautiful. Thanks for agreeing to do this." 

He was tall, like Jack, but dark, more like Sarah. He was kind of handsome, and had a similar charming awkwardness as Jack. I hoped Mom would have fun with him. 

Mom responded, "No, Mark, thanks for asking. Shall we go?" 

He took her arm and led her out the door.

Ariel discussed how cute they were, and I got up to shower and dress. Ariel went to the bar area and poured herself a tequila and started drinking it as I went up the stairs. I guess she was going to get drunk while we partied. I showered and put on the tiny, sheer bra and panties that I had chosen, and a skin tight, short black dress, sheer black stockings and boots. I fixed my hair and did my makeup. I looked hot, and if Jack didn't want me, I was confident that I could find someone else. Of course, I knew most of the guys who were invited, and really wasn't interested. But that could change.

As we had arranged, Emily arrived a little early, and we went over how she was going to seduce Jack's friend Fred. I knew that in reality, it wouldn't take much, but I wanted Emily to make it look real, and make Fred feel good about it. I gave her a few flirting tips, and she helped me make the final preparations for the party. 

We turned the music on, and people started to show up. I grabbed a beer, and Emily and I went out into the back yard. The crowd started growing, and my group of closest friends gathered around me to drink and talk. I kept scanning the crowd for Jack, but didn't see him. I was talking to Lisa, who did, in fact, look incredible, when I noticed that Jack had quietly joined the circle, with his soon to be lucky friend Fred, and that he had positioned Fred to stand next to Emily. I was impressed. 

I saw that Jack had gotten a good haircut and was looking at me, and appreciating how I looked. Good, I thought. I said, coolly, "Hey, Jack, I'm happy you could make it." I leaned over to give him a quick kiss on the cheek, and whispered, "Play it cool, enjoy yourself, the night is young. And, by the way, I like the haircut." 

I stood back up and saw that Emily and Fred were talking, their heads close, and Emily was touching Fred's arm. She was a quick study. After a few minutes, Emily guided Fred away to a bench and they kept talking. I turned to Lisa and encouraged her to mingle and make sure that Hank saw how cute she looked. 

When I turned back to talk to Jack, he was gone, and I saw him heading back to the house, looking around for someone. I wondered if he was looking for Gina, his other friend, who I hadn't seen. It was nice that Jack wanted his friends to have fun, and I felt kind of bad that my friends and I had spent the last four years essentially pushing them down just because they were smart and shy. But that was done, and I think I had made amends with Jack, and was on the way to doing so for Fred, even though, I hoped, he would never know that I was involved. Gina, however, seemed like a tougher nut to crack. She really seemed to hate me and resent my friendship with Jack.

After a while, I found that my circle had changed, and it was mostly guys, hitting on me. I was enjoying flirting with them, and even met one guy, Jimmy, who was a friend of Maria's older brother Carlo, who seemed cool. I noticed Jack was coming out of the house, with a short girl who looked kind of cute. It took me a few minutes to realize that it was Gina, with a real hairstyle, some makeup and nice clothes. As they approached me, I could see that Jack was smiling. He caught my eye and nodded. 

I could see him direct Gina to look where Emily and Fred were still sitting on the bench, talking, laughing, and touching. Gina and Jack returned to the house after a few minutes. Something about the two of them made me a little uneasy, but I was having fun. I took another drink from my beer and went back to flirting with Jimmy.

I decided that I needed to circulate, and I walked toward the house. I thought I saw Lisa making out with a college guy, and saw Hank and a bunch of his jock friends laughing and watching baseball on the TV. I couldn't believe that he had the balls to come to the party, and I hoped it would not lead to a scene with Lisa. I wanted my last high school party to be fun for everyone. 

I saw Gina talking to Paul, a kind of goofy guy who I always thought was pretty nice, but I didn't see Jack anywhere. I was pleased that he wasn't hanging out with Gina. As I was standing in the dining area, I saw Emily and Fred, holding hands, walk through. Emily caught my eye and smiled. I smiled back, happy that they were going to do it. My feeling was that sex was fun, if done for the right reasons, and in the right way, and I hoped that it was good for them. 

I poured myself a beer and went into the next room to make sure that there were enough snacks, and that nothing was being broken. When I came back, I saw, across the room, Jack speaking with a skinny, very pretty junior, Natalie Kim. She appeared from nowhere at the beginning of school, and was quickly recognized as one of the prettiest and smartest girls in her class. I had invited some of the prettier juniors to the party, mostly, but not only, the cheerleaders. I hadn't focused on the fact that Natalie was exactly the kind of girl that would be perfect for Jack, and watching them flirt, I felt the hair stand up on the back of my neck. I could see from her body language that she was interested, and I couldn't imagine that Jack wouldn't be. They were laughing and drinking. 

I couldn't let that happen, but I also had no real claim on Jack. It had to be his choice, and I couldn't let him know that I was trying to sabotage him. So, I went over to them, and stood behind Jack before tapping him on the shoulder. 

"Can I borrow you for a second?" I asked, "You don't mind, do you, Nat?" 

"Of course not," Natalie responded, but I sensed a little edge to her voice. 

She was either being polite to her hostess, or afraid of me, but I didn't care. I led Jack away from Natalie to a private spot. 

"Natalie Kim," I said, appreciatively, "She'd be a good choice for you." 

Jack looked confused and sort of nodded. 

I continued, "She is smart and pretty." I then leaned up and kissed Jack hard on the lips, tasting beer, and quickly gave his cock a little pat. "I know what we said the other day, and it's obviously up to you, but if you play your cards right, there will be a lot more where that came from. If you are interested, don't leave the party early." 

He told me that Fred had left with Emily (which I already knew, and which made us both smile) and he didn't have a ride home yet, although Natalie had offered him one. 

I gave him a hot look and said, "You can go with her, if you want, or stick around and I'll take care of your ride." I turned and disappeared, leaving Jack to his thoughts. I believed that I had weighted the scale one way, but with guys and the chance to have a new girl, sometimes you never knew.

I found a spot where I could see Jack, but he couldn't see me, and I watched him blow Natalie off, but not until they exchanged phone numbers. I started to walk back outside, and saw Gina talking with, of all people, Hank. I thought about warning her, but figured that she was a big girl and I knew that she didn't take shit from anyone. 

I spent the rest of the party getting a good buzz on, talking with my friends, trying to prevent Lisa from making a huge mistake by going home with a particular guy and generally enjoying myself. I noticed that Jack had planted himself on the couch and was watching a ball game and talking. It looked like he was settled in and wasn't going anywhere. I didn't see Gina or Hank, and hoped that didn't turn into a problem, but it wasn't my problem.

By about 2, the party was winding down, and I saw Jack begin to help clean up. Ariel staggered down the stairs, and she and I, along with the remaining guests, began to gather and throw away the garbage, gather the recyclables, put away food, and generally try to straighten up. We woke up the drunks and sent them home, broke up the couples, and convinced them to get their clothing back on. After a while, it was just Ariel, Jack and me, and we worked to make the house reasonably presentable. 

"Have you seen Mom?" asked Ariel. 

"No," I responded, and checked my phone. 

"No text either." 

Ariel and I ran upstairs to see if Mom had come in without us noticing, but her room was empty. We all stopped and briefly thought what that might mean, but really didn't want to really think about it.

Ariel decided to go to sleep and Jack and I were alone in the kitchen. I smiled at Jack and said, "I see you made your choice. I'm flattered—Natalie is really cute." 

"Not like you," he said, and I smiled back at him. 

"You're not half bad yourself," I responded, "Maybe you can have her another night, but tonight you are mine." 

"What about my ride home?" Jack asked. 

"No ride home for you. Stay here with me; I think it will be O.K.," I said. 

Jack texted his father and then we went up to my room. Jack received a response to his text, and while he was reading it, I stripped out of my dress, leaving on only my tiny lingerie. Jack turned to face me and stood there, staring at me hungrily. Which was exactly the effect I was hoping to have. He pulled off his clothing and threw it on the floor, looking at me with lust in his eyes.

"I am glad you stayed for me, you deserve a reward," I stated, pushing him down so that he was sitting on the end of the bed, his beautiful cock hard and pointing up and out. 

I slowly removed my bra and panties for his benefit, then got on my knees between his legs and lowered my mouth onto his throbbing cock. I put my hands around its root and began sucking it deeply into my mouth. I twisted my hands on the shaft as I bobbed my head back and forth, using my tongue to ratchet up the pressure. My hair was flying around as I sucked away in a frenzy. I was almost out of control, and eventually, I heard Jack yell that he was about to cum. I cupped his balls and gave a gentle squeeze as he blasted a huge load into my mouth. I choked from the volume, but forced it down, before smiling and licking my lips. The ability to give a man that amount of pleasure was a huge turn on for me.

We crawled onto the bed, and Jack repaid my frenzy by attacking my tits, licking and sucking and rubbing them until I was moaning with pleasure. He licked circles on my breasts and I was writhing and beginning to rub myself. Jack seemed to realize what I was doing, and reached down and began to rub my clit while still spending time stimulating my nipples. 

I spread my legs wider, and Jack stuck two fingers into my wet pussy. I found myself raising my hips off of the bed to meet his thrusting. Jack crawled on top of me and slammed his cock deep inside of me. Amazingly, I came almost immediately, shaking and yelling, as Jack continued to fuck me like a man possessed. I was having one of the longest orgasms of my life, wave after wave of pleasure rolling though my body, and I was moaning and grunting when I felt Jack shoot another huge blast of cum into me, then collapse on top of me, his face resting on my neck. It was incredible, and I was still tingling all over.

Sunday

I was half asleep when I felt something lightly poking my butt. Once I remembered that Jack was in bed with me, I smiled, realizing that it was his cock. I pressed back against him, forcing more of his cock between my thighs. I felt the warmth of his chest against my back and just lay there, half sleeping, and feeling good. 

Jack gently pressed further in, and I opened my eyes and looked at the clock on the night table. It was 5:37 a.m. and clearly Jack was interested in a little early morning sex, which I was not against. 

I whispered to him, "Are you waking me up at this ridiculous hour to fuck again?" 

He must have thought I was angry, because he stammered, "um, kind of, not really, uh, I guess." 

I laughed and said, "Great idea," pressing my butt hard against his cock.

Jack reached over and started stroking my breasts while slowly pulling his hard member from my thighs. I lifted my leg and he slid his cock into my wet pussy from behind. This was not like last night's crazy screwing. Instead, it was tender, slow and gentle. We stayed like this, slowly moving in rhythm while he played with my tits until he came. 

I think he realized that I didn't have an orgasm, so he reached down to start rubbing my clit. I appreciated his concern, but I honestly just wanted to lay there in his arms, so I pushed my hand away, saying, "it's O.K. I don't have to cum every time. I know that you aren't taking me for granted. That felt nice, and I'm glad you got off."

It was so comfortable laying there in his arms that I fell asleep until about 7, when I needed to go to the bathroom. I checked Mom's room, and it was empty, and I looked outside, and Mom's car wasn't there. I wondered if that meant that she had stayed over at Jack's with his dad. I went back to my room and told Jack, and he smiled, then looked like he realized the strangeness of the situation. We took a quick shower together, helping each other to clean the places that were either difficult or fun to clean, and got dressed.

We were drinking coffee when I saw that look on Jack's face like he wanted to ask me something but was afraid. I was pretty sure I knew what was coming. 

He got his courage up and said, "Can I ask you something, and don't get mad." 

"Sure," I responded. 

"Um, yesterday, we had that talk about not being a couple and all," he started. 

I smiled and interrupted, "and you want to know why I interfered with your attempt to get into Natalie's pants?" 

"Well, yeah, I mean, I wasn't even sure about her," he continued. 

"No, I could see you liked her, and I really hope you pursue her," I said, even though I meant exactly the opposite, but couldn't say what I meant. 

"I don't understand," he replied, looking confused. 

I looked at him and put on my best act, saying, "I meant what I said yesterday. We aren't a couple, and both of us are free to see whoever we want. But here's a dirty secret about me—I am competitive. I have always used my looks to get what I want. I admit that. And when you aren't with me, you should do what, and who, you want. But especially in my house, when you have a choice between me and someone else, I always want you to pick me. You passed that test, and, I think, made out better than you would have if you had kept after Natalie." 

He nodded, and said, "So, what you are saying, is you are O.K. with me seeing other people, as long as I pick you when given the choice?" 

"Exactly. I'm not proud of that, but that's the way I see it." 

"I think I understand. I can live with that now," he said. 

Good, I thought. You can play around a little, but at the end of the day, I want you with me. And I want you to figure that out yourself.

We kissed and Jack stood up to leave. At that point, Mom came through the front door, her hair wet and tied back, with no makeup and wearing an unfamiliar t-shirt and sweatpants with the logo of a fancy private college that, I guessed, was where Jack's father went. There was an awkward exchange of hellos and goodbyes as Jack left. It was pretty amusing, and although I didn't want to dwell on it, I was happy for Mom.

I spent the rest of the morning cleaning up the house, and when Ariel staggered out of bed, she helped a little. So did Mom, and when we asked her about her date, would only say, "Mark is a very nice guy, and we had a great time." 

When I pressed her for more information, she just said, "I'm not going to ask you about why Jack was leaving here this morning, and you aren't going to ask me any more questions." 

Based on that, I was pretty sure that they had slept together, but I only asked, "Will you be seeing him again?" 

"I hope so," she responded. 

Once the house was back in order, Mom actually went up to bed for a nap, further reinforcing my belief that she didn't sleep much the night before. I hoped, for her sake, that Mr. Davis was as good as his son.




Dana's Side Ch. 03



I called Lisa, and she told me that she left the party alone, but that Hank had called her that morning, begging to get back together. She told me that he had actually left the party with Gina, and he said that she was a cock tease. She said that she told him that proved that he was an asshole, and that they were done. I told her I was proud of her, and that she would either find someone better, or would certainly find someone in college. 

She asked me about Jack, and I told her that he had stayed overnight. 

"So, are you a thing, now?" she asked. 

"No," I said, "just friends with benefits." 

"Cool," she said. I mentioned that he was flirting with Natalie a little, and asked if Lisa knew anything about her. Other than the obvious stuff that we all knew, Lisa had no useful information. She said that she would ask around. We exchanged additional gossip about who ended up with whom, from what we had seen or heard. 

Emily called me a little later. "How did it go?" I asked. 

"Great, actually," she said. 

Fred was very sweet, cuter than she thought, and they had fun doing it. "We went to the park, and did it on a blanket. It was kind of exciting," she admitted. 

"I'm glad for you, and I'm sure Fred is happy, too." 

She paused and said, "is it wrong that I kind of like him?" 

Thinking about my feelings for Jack, I said, "no, not at all. I think that it is easy to forget how nice it is to be with a guy who is nice and treats you well, even if he may not hang out with the same people." 

"Yeah," she responded, "we're going to go out again soon." 

"Great," I said. 

We chatted a little more, and ended the call. I went to Facebook and sent out friend requests to Natalie, Fred and Gina. I didn't expect to hear back from any of them, except maybe Fred. 

I was feeling pretty good, despite the drinking and lack of uninterrupted sleep, so I put on my running clothes and went for a short run, came home and showered. I started to study physics again—the test was on Tuesday, but I was beginning to feel more confident. My phone rang, and it was Jack. 

"What's going on?" he asked. 

"Studying physics, believe it or not," I responded. 

I asked him a few physics questions, which he answered easily. He told me about Fred and Emily, which was old news. 

"She actually likes him," I told him. 

"And he likes her," he answered. "Maybe this can be a thing for them." 

"Yeah," I replied, "that would be great." 

I paused, and said, "My mom had a great time with your father." 

He replied, "And he said he had a great time with your mother." 

We paused, and I guess he was having the same uncomfortable thoughts. 

"Yeah, I said, "Let's change the subject." 

"Did you see Gina making out with Hank?" he asked.

"Yeah, he's a moron, not good enough for her," I responded. 

"That's what Gina said," he responded. "She said she wasn't into it and left early." 

I needed to test my nagging belief that Jack had a thing for Gina, and responded, "I never noticed before, but Gina is kind of cute, when she tries." 

"Yeah, I noticed that too," he responded. 

Crap, I thought, and said, "let me think about who might be good for her, other than you, that is." 

He sounded legitimately shocked and responded, "Me? That makes no sense. She's been my best friend since elementary school, but I've never thought of her that way." 

"Good," I said, slightly betraying myself, "But think about it--who else do you know who is smart enough to keep up with her? But I bet I can think of someone—maybe from South, or even a college guy." 

The conversation stopped briefly, and we filled the space with small talk until Jack said, "I need to study a bit—I've been busy, you know." 

"I do know," I said, laughing. "Can we have a last minute study session tomorrow afternoon—my final is Tuesday morning?" 

"Do you think that's a good idea?" he asked. 

"Just studying," I said. "I promise that I won't touch you." 

"Sure," he responded—"be ready with some things you want to go over. My test ends at noon, so how about I come by at 1?" 

"See you then, and remember, you really want me to pass this test," I said in my sexiest whisper. He couldn't respond, I guess. "Bye," I said, and ended the call.

That should give him some things to think about, I thought. Maybe I'd planted a seed about Gina, which could bite me in the ass, but I figured that he would find her, or someone like her soon, and I didn't want to waste my time if he was going to dump me. But I did try to weigh the balance by promising him unbelievable sex.

Monday

I got out of bed at about 10, had some coffee and cereal and hit the physics books. I wrote down a bunch of questions for Jack, and worked on some extra problems. I was getting about three quarters right, which would be fine, and I was still going to have one more, chaste, study session with Jack. I showered and put on my baggiest State t-shirt and ratty pajama pants. I brushed my hair into a ponytail and tied it back with a rubberband. And really no makeup, instead of makeup that just looked like no makeup. Jack was about to see me looking about as badly as I ever let other humans see me. I didn't want to tempt Jack, because if he tried to do something, I probably would let him, but I needed to study and focus. I really felt that my future, not to mention my pride, was on the line. 

A little after noon, I got a text from Jack, saying that he was done with his test early, so he could come over if that was O.K. I told him it was, and waited. A few minutes later, he knocked on the door and I let him in. I gave him a quick kiss on the cheek and he looked at me and smiled. 

"Sorry, I look terrible," I said, and he didn't let me down, responding, 

"No, you always look great to me." 

I asked him if he has lunch, and when he didn't, I offered him a ham sandwich, which I made for him—that being the first sandwich I ever made for a guy. 

After he ate, we sat down at the table and went through each of my questions. As before, Jack patiently explained the issues, and led me to figure out the right answer on my own. He told me that he had no question but that I would pass, unless I panicked, and we went over a few practice test questions to give me more comfort. I felt ready and confident, due to his good teaching, confidence building and my own hard work. He suggested that I go over my notes once more, then step away, watch TV, then go to bed. That made sense. 

Now, it was time for me to have some fun with him. Now that I expected to pass the test, I was going to have to follow through on my promise of showing my appreciation. My goal was to have Jack quivering with anticipation of what was to happen, by teasing him about it. But I also needed to make sure that the timing would work, so that no one was home, etc. 

I asked, "When are your next tests?" 

He responded, "I have two on Friday, and then I'm done." 

I said, "I have one on Wednesday morning and two on Friday, too. But I'm ready for those. So you are free on Wednesday afternoon and Thursday?" 

"Why?" he asked. 

"I'm going to convince Mr. Stone to grade my test right away and tell me if I passed—I need to know," I said. 

"How will you get that guy to work any harder than he needs to?" Jack asked. 

I looked at Jack quizzically and said, "You know how persuasive I can be. I'll show up for the test tomorrow wearing a short skirt and a very low cut shirt. I'll explain to him how important it is that I know my grade soon and how hard I've been working to pass, all while leaning over his desk and giving him a view that he will appreciate. Trust me, I won't even have to ask him—he'll volunteer to grade the test right away." 

Jack looked at me with a mix of surprise and amusement. "So, what does that have to do with my schedule?" he asked. 

"Well, if, as you expect, I pass, you get to cash in on my promise," I responded. 

Based on the look on Jack's face, my plan was beginning to work its magic on him. I continued, "I would want to be with you on Wednesday, and trust me, you will not be in any shape to take a test on Thursday." I saw a look of pure lust pass over Jack's face, before he pulled himself together.

I continued, "Assuming I pass, I promised you that I would really show you my appreciation, but not only for the physics, but for being a nice guy and a wonderful lover." I could see Jack's face redden a little. "I want to focus totally on your pleasure; I won't want you to think about mine. So, just to prolong the agony a little," I said, laughing, "I'm going to give you two choices. Either you tell me what you want—your fantasies—with a couple of rules—it is just you and me, and no pain or humiliation allowed—or, if you trust me, and I hope that you pick this option, you let me choose the agenda." 

I could see him thinking, before he finally said exactly what I wanted him to say, "You pick. I will place myself totally in your hands." 

I smiled and gave me one of my hottest, sexiest looks, and I could see that it had the desired effect. 

"Now," Jack said, "you need to study, and I need to leave."

After he left, I did review my notes once more, looked up a few things on the Internet when I was unsure, watched some silly TV and went to bed.

Tuesday

I woke up earlier than I needed to. Even though I was feeling pretty confident, I was still nervous. I checked my email and Facebook, and saw a message from Jessica, "heard that Jack asked Natalie out for Friday. Thought you might want to know." 

Great, I thought. But I was letting it happen, and if he somehow liked her better, then I would deal with that. I took a last quick look at my physics notes, and decided I was as ready as I could be. 

I took a shower, and let the hot water run over my body, trying to relax and focus. I really wished that I could just throw on some comfortable clothing, but I knew I needed to look good enough to persuade Mr. Stone to grade my test. So I picked a tight, low cut shirt and a short skirt, and knee high boots. I got dressed and had a quick breakfast before going to school. Before I left, I went into the bathroom and took a picture of myself, displaying my cleavage and butt, for later.

The halls were full of kids getting ready for finals. I walked toward my classroom, head high, looking confident. No one else needed to know how close I was to blowing my scholarship. Even though I had told a few close friends, I hadn't heard anyone else saying anything, so it sounded like my friends didn't blab the information. Whether it was out of consideration for my friendship, or fear of reprisal, I didn't care.

I entered the test room a little early, and Mr. Stone was sitting at his desk, organizing papers. I strutted up to his desk, bent low over his desk and saw his eyes drawn to my chest. 

"Mr. Stone," I said, in a flirty tone. "I really, really need a favor from you today," 

He lifted his eyes and looked at my face, "Yes, what, Dana?" he asked, emotionlessly. 

"Well," I said, literally batting my eyelashes, "I know I haven't done well in your class this year, but if I don't pass the final, I will lose my scholarship to State, and won't be able to go to college." 

He started to look annoyed and began to speak, but I heaved my chest and interrupted, "I'm not asking you for a passing grade. I intend to earn that. I've been working for the last week with Jack Davis, and I've been studying so, so hard." 

"Good," he said, "I'm glad that you finally decided to pay attention to your school work." 

I stood up, so that his eyes were at the level of my crotch, and I spread my legs a little before bending down again. "I'm sorry. I guess I should have worked harder during the year," I forced my eyes to tear up, and he handed me a tissue, which I took, briefly touching his flabby hand. "But I need to know where I stand." 

He looked me up and down and I sobbed a little and again heaved my chest into his face. "How about if I grade your test after you hand it in?" 

I gave him one of my best smiles. "You would do that for me?" I asked. 

"Sure," he said, "just wait in the hall after the test." 

"Thank you, so much, Mr. Stone, I really appreciate it." 

I turned sharply, causing my skirt to lift up a bit and give him a brief glimpse of my ass, as I sat down in my seat. First mission accomplished. Now, I needed to kick this test's butt.

When everyone was seated, Mr. Stone handed out the tests, and I looked at the first question. It was exactly the same as one of the review questions that Jack and I had gone over, which gave me confidence, and I started to write down my answer. I worked my way through the test, feeling pretty good about most of the questions, although there were a few that I struggled with. I finished and had time to go back over a few answers, and found a couple of math errors that I fixed. I was not the last one in the classroom when I handed in my test, and Mr. Stone whispered, "I'll take a look at this now, come back in a little while.

I turned and gave him another little ass show, and went into the hallway. I was almost certain I passed. I texted Jack, "Just finished. It was hard, but I'm pretty sure I passed. See the attached. Stone is grading now. Ha Ha." I attached the picture I took before leaving home. 

Jack responded, "Good luck, and thanks for the reminder of how hot you are." 

About 15 minutes later, after everyone had finished the test, Mr. Stone came out of the classroom and called me over. He took a quick look down my shirt, and said, "I'm proud of you, Dana. You got an 82. Great work. It's just a shame that you didn't work this hard all year, because you could have aced this class." 

I almost hugged the guy, but I figured that wouldn't be a good idea. Instead, I smiled, shook his hand and thanked him. I ran out of school and texted Lisa and Jessica that I passed. I got into my car and went home.

The first thing I did when I got home was to strip naked and take a picture of myself on my bed, squeezing my breasts together with my arms. I texted Jack, "I got an 82. You rock. Please see the attached. What you see is going to be all yours on Wednesday." I attached the picture. 

A few minutes later, he responded, "Wow." 

Now, it was time to really start raising the heat on him. I texted back, "Be here at 3 tomorrow. Do not be a second late." 

"Don't worry," he replied. I then texted Sarah and asked her what Jack's favorite pizza was, but not to tell him I asked. She responded "sausage."

I had an evening shift at the restaurant, so I quickly ran out to the mall to buy a few items from Victoria's Secret, the drug store and a few other places, to be fully prepared for Jack. I was planning something that he would never forget. Before I left for work, I stripped down again in my room and took a few sexy pictures. I emailed each of them separately to Jack, saying only "Places you may be visiting". 

I was pretty sure that he would like them. On the way to Orlando's, I stopped at The Pizza Joint and went in to speak with Victor, the owner. He was probably in his late 30's, not bad looking, pumped up, with long curly black heavy metal hair. We had been carrying on a platonic flirting relationship since I was about 14, and he often would slip me extra pizza, or a free order of wings. It was totally friendly, and not at all creepy, although I could understand how it might sound that way. 

"Victor, my love," I said as I entered the store. 

"How's the most beautiful girl in town?" he responded, as he always did. 

"I'm great, my dear," I said. "I am going to need a large sausage pizza and an order of your finest wings, as a surprise for my boyfriend, tomorrow night. Can you have it ready at about 7:30, and I'll call you for delivery?" 

"For you and the lucky guy who gets to be your boyfriend, anything," he replied. 

"Thanks, sweetie," I said, and left. He didn't have to know that technically, Jack wasn't my boyfriend, but it was easier than explaining the situation.

It was a good shift. For the first time in a while, I was feeling good, and friendly, and my tips reflected that. There was one table of cute college guys, and I flirted with them, for sport, but didn't give my number to any of them. I made enough to cover the props and clothing that I had bought for Jack's surprise.

When I got home, Mom was home, watching TV. She told me that Jack's dad had invited her to his lake house for the weekend, and that she was going. She sounded nervous, but I was happy for her and we talked about what she should wear, and bring. It was kind of cute. I went upstairs and checked my email, and saw Jack's response to the pictures, which was "Really looking forward to the tour." I responded, "3 o'clock". 

Lisa, Jessica and the others wanted to go out to celebrate, but I had a test in the morning and wanted to be fresh for the next day's activities. I suggested Friday night—I knew Jack was busy—and we all agreed. 



Dana's Side Ch. 04



Wednesday

I had a test that morning, so I got up early. I ate breakfast, then went upstairs to shower. Before I did, I put on some shiny red lip gloss and took a closeup of my lips. At exactly 8 am, I texted the picture to Jack, with the message, "7 hours." 

In the shower, I shaved off my pubic hair, as a little extra surprise. After my shower, I dressed for school, more comfortably than I had for Mr. Stone, but still put together. I still had a reputation to uphold. The test was not too hard, and I had used some of Jack's techniques to study, so I was pretty confident. I chatted briefly with some of the girls, and then went to get a quick manicure—bright red and shiny. I got home, ran upstairs and took a picture of my pussy, being touched by my manicured fingers, and texted it to Jack at 1:00, with the message, "2 hours." If he wasn't getting excited, that picture was likely to do it.

I started to gather my materials and props, and took all of the clocks out of my room. I wanted him to lose track of time and just enjoy the experience. I was getting excited, too. I had never done anything like this, and I was turned on by the thought that I would be totally in control of Jack's pleasure, that he trusted me to do it right. I knew that he would make sure I enjoyed myself, because I believed that he got pleasure from giving me pleasure. I wondered what my friends would think of this, and I realized that I was glad that I hadn't discussed it with them.

I put on some more of the lip gloss and took a few more pictures for later texts, pictures of my breasts, my butt, naked on the bed, etc. At 2:00 I sent him a picture of my hand cupping my left breast, with the message, "One hour". I put on my new leather bustier and corset, tying it tight to accentuate my waist, black lace split crotch panties, and black thigh high boots with spike heels. Over that, I wore a simple white cotton robe, which I closed tightly, so all he would see initially was the robe and the boots. 

At 2:30, I sent another text, of me biting my right nipple and the message "30 minutes." I could picture the look on Jack's face as he got each text, and it got me hot. At 2:45, I sent another text, "15 minutes. You'd better be driving," with a picture of my ass, showing my pussy lips from behind. I waited 5 minutes before texting, "10 minutes. You'd better be in front of my house," with an attached picture of me fully nude, holding my breasts. 

I walked down the stairs as I heard a car screech to a halt in my driveway, a door slam, and someone pounding at the door. I opened the door and gave him a full view of me, in the robe, with the boots. He looked at me hungrily, and I could see a huge bulge in his shorts. It appeared that my texts had their desired effect. I let him into the house and closed the door behind him, leaned up and kissed him hard on the lips. I looked at my watch. "Early," I said with a smile. "Good boy."

I silently led him upstairs to my room, handed him a matching, but larger, robe and told him to get undressed, as I walked out of the room. I came back and took his clothing, including his watch and phone and put them in the bathroom. Then I waited, to increase his anticipation, until I guessed that he was close to boiling over, then waited another 5 minutes. Then I knocked on the door. 

"Who is it?" he asked. 

"It's Dana. Can I come in?" 

"Sure," he said, "You can come in." 

I entered the room, and he was sitting on the end of the bed, in the robe, looking a little apprehensive. I opened the robe and gave him the chance to take in the outfit that I had chosen. The look on his face alone made it worth the effort. He drank me in and just stared. 

"Oh my god, Dana, you look unbelievable," he finally said. 

"Thank you," I responded. As I promised, today is about your pleasure, and I am glad that this pleases you." 

"Oh my god, yes," he said. 

As I had expected he was incredibly aroused, and I wanted to calm him down first. 

"Please take off your robe and lie down on the bed, on your stomach," I asked, in a tone that didn't really allow for dissent. I saw his throbbing cock before he lay down. I put on some quiet, instrumental music and said, "I thought you might be a little tense—actually, I hope that I have made you a little tense--so I thought you might like a relaxing massage. I grabbed a tube of massage lotion and, rubbed it on my hands to warm it up and began stroking his strong, slightly hairy back. I carefully rubbed and kneaded his back, head, shoulders, legs and feet. 

I then asked him to turn over. He again stared at me, with lust in his eyes, reflected in the fact that his cock was rock hard. I knew that if I touched it he would explode. Instead, I squeezed out more lotion and massaged his face, chest stomach and legs. I ignored his twitching cock, to further tease him to an incredible orgasm, when I was ready to let him let loose. I decided that I had gone on long enough, so I put more lotion on my hands and began to rub his cock, from the bottom to the tip. Every time I sensed he was about to cum, I slowed down and he would calm down. I had seen that he had good control before, but this was pretty impressive. But now it was time to let him have his release. 

I unlaced the bustier and tossed it on the floor, giving him a view of my breasts, "Do you want to cum on my tits?" I asked. I think that he was so overcome by the situation that he didn't answer, so I repeated, "Do you want to cum on my tits? 

Finally, he panted, "Yes, yes yes," looking a little crazed. 

I grabbed his hard cock, pointed it at my chest and started rubbing until he shot an enormous load on my chest, some of which got on my face and stomach. I kept pumping his cock until he stopped cumming, smiling at him all the while. I rubbed some of the cum into my tits, and he just stared at me, smiling and looking incredibly happy. I realized that I was dripping into my panties

"Was that good for you?" I asked. 

"Oh my god yes," he panted. 

"Me, too," I responded. I grabbed a towel and wiped myself off and cleaned the cum off the bed. Then, I leaned down to the bed and licked off the cum that was on Jack's body and now limp cock. 

Now that I got the first orgasm out of the way, it was time to up the ante a little. "You said you trust me, right?" I asked. 

"Yes, I trust you." 

I kissed him, hard and passionately. "O.K., then," I said, "lay down on the bed, on your back." 

He did as I requested, and I reached into a bag and pulled a bunch of scarves out. "Tell me if this hurts," I said as I tied his hands and feet to the bed frame so that he was spread-eagled on the bed. 

He looked a little nervous, but intrigued, as he continued to stare at my almost fully naked body. I removed the boots, slowly and sensually, and then reached in the bag and pulled out a blindfold, which I put over his eyes. I walked out of the room and changed into a see through camisole which I thought he would like, and thigh high black stockings. I let him adjust to being tied up and blindfolded. I once let a boyfriend to this to me, and I remember how, once I got used to it, it was incredible, because all of my senses were heightened. I waited for a few minutes, which I knew probably felt like forever to Jack.

I quietly reentered the room and saw Jack, laying quietly, his hairless chest moving with his breath and his cock lying limp between his legs. That was not going to last, I thought. I picked up a feather and began to lightly stroke his stomach, moving on to his chest. He was ticklish, and started to wriggle on the bed, pulling against the scarves. I kept tickling him with the feather, moving on to his small brown nipples, which hardened. His cock began to stiffen as I brushed the feather over his body. I started to use the feather on his growing cock and his balls, and he started to moan as he got harder and harder. 

Time for the next step. I leaned over and gently kissed and licked his chest, so that just my lips and tongue touched him. I nibbled on his little nipples, which made him gasp before I kissed up his chest to his neck, lops and face. Reversing course, I kissed down the right side of his body, down his right leg, sucked on his toes, then up the left leg, the left side of his body, then down the center of his chest, his belly and finally gave a few kisses and licks to his now hard and twitching cock. He was writhing with pleasure, when I stopped and got off the bed.

I took off the blindfold and he blinked a little before he was able to focus on me. 

He smiled and said, "Amazing." 

"Thank you, I replied, as I removed the camisole, then lifted my right leg up on the bed and slowly removed the stocking before doing the same with my left leg. I was now fully nude. 

"Even better," he said, dreamily. 

"Thank you," I responded again. 

I turned, to give him a view of my ass, then walked to the end of the bed, crawled between his legs and, without any further ceremony, began giving him a blowjob. His cock felt great in my mouth, and I wanted to do everything I knew to make him crazy with pleasure. I sucked and licked him and he started to buck his hips and pull against the restraints. I stopped my oral ministrations, and untied the scarves. 

"Please get out of the bed and stand up," I directed, and he did. He was standing, legs slightly spread, with his cock, dripping wet with my saliva, sticking up and out. I put the blindfold back on him, which he meekly accepted, then got on my knees and slid under him, facing forward. I grabbed his cock and stuck it in my mouth and down my throat, so deep that his balls bounced off my head. He began to moan and whimper, and that increased as I started to slide his cock in and out of my throat while gently twisting the shaft. Jack was squatting and standing to meet my movements, and began to pant and growl. He yelled out and came, a huge load of cum shooting down my throat, which I swallowed, then sucked his cock until he was done. 

I stood up and took the blindfold off, and gave him a big, tight hug, which I held for a while. It felt nice feeling his warm body against mine. 

I had him sit on the bed, and I went to my dresser and pulled out a joint, which I lit and took a big hit from before passing it to Jack, who did the same. We passed it back and forth, smoking in silence, until the joint was done. I began to feel a little giddy, and weed, for me, always heightened my feelings, especially sexual feelings, so I was looking forward to the next activity.

Based on what I knew about Jack, he was enjoying my attentions, but I guessed that he would want to reciprocate. But I had told him that this was all about his pleasure, so I asked him, "Would you like to lick my pussy?" 

His eyes lit up, and he said, "Actually, I really would," and that was something I really liked about him. 

But, instead of laying on my back, as he would have expected, I rolled onto my stomach, and lifted my ass in the air. He didn't hesitate, and plunged right in, gently attacking my pussy from behind. It would have been good under normal circumstances, but after spending the last while catering to Jack, and getting high, it was incredible. I reached behind me and began to finger my ass, sending additional shivers up my spine. Jack did know how to take a hint, and he began to rub my asshole while still licking my pussy. I had him stop, and said, 

"Please open that drawer," I asked, pointing at the night table. 

He did, and saw the condoms, lube and vibrator that I had put there. 

"Would you like to use them on me?" I asked. 

"Of course," he responded. 

It looked like he knew what to do (from Cara, maybe, I thought?) and he put some lube on his finger, and began teasing my ass with it. I felt myself relax and he was able to slide his finger in a little. I was tingling all over, when he picked up the vibrator and started teasing around my pussy while pressing his finger into my ass. This was unbelievable, and I began panting, writhing and screaming. My sphincter relaxed more as he continued fingering it and using the vibrator on my pussy. I was dripping wet and crazy with lust when he put the condom on and lubed it up, slowly pressing the huge head of his cock into my ass. I pressed back, desperately wanting him to fill me up, until he was in as far as possible. I felt full and amazing. 

Then, he pressed the vibrator deep into my vagina and thrust it in and out, while doing the same with his cock in my ass. The sensation was more than I could take. I was thrashing and writhing uncontrollably, amazed that Jack was able to stay on top of me. I was screaming his name at the top of my lungs when I had what was probably the most intense orgasm of my life. It felt like it was never going to end, and I was hoping it would never end. Every nerve in my body was firing with pleasure and I started to laugh. I felt Jack cum into the condom in my ass, and he pulled out the vibrator and his cock at the same time and I collapsed on the bed, gasping for breath and laughing. Jack stroked my back gently and removed the condom, tied it off and put it on the night table.

When I was able to move again, I got up, and pulled out two cold bottles of water from a cooler that I had set up, and we sat on the bed, naked, drinking. I smiled at Jack, and he looked at me tenderly. 

"Are you having fun?" I asked. 

"Best time ever," he responded, and I kissed him on the lips. 

I wanted more, and I knew that the next thing would be good for both of us. 

"Stay there," I said, and I grabbed the vibrator and lay on the bed, with my head propped up on the pillows. I turned the vibrator on and masturbated as Jack watched, staring at me. After starting on my nipples, I moved down to my crotch and teased myself a little before sticking it in and out. It felt almost as good as when Jack was doing it while fucking me in the ass, and I started to moan and writhe, bringing myself to another excellent orgasm. As expected, Jack was hard again, and I asked him if he would like to kiss my tits. I knew he loved kissing them, so I wasn't surprised that he did. He started to kiss and suck on them, and I was purring with delight. 

Then, I asked him if he wanted to fuck them, and again I wasn't surprised when he did, straddling my waist and sticking his huge cock between my large, round breasts. I was able to reach the lube, and rubbed some on his cock. He started to jam his cock between my tits, as I squeezed them tight around his shaft. When his tip came close to my mouth, I flicked out my tongue or lips to touch it. At the same time, he was rubbing my nipples, which felt great. I could tell he was reaching a climax, and he yelled out that he was cumming. I opened my mouth and received a blast of cum, some of which sprayed on my chest and face. He looked so happy, I started to laugh after I swallowed. He rolled off of me and I cleaned myself off and snuggled into his arms.

I got out of bed and said, "O.K., shower time." 

We put on our robes and went to the shower. I looked at the clock and saw that it was about 7, so we had been going for about 4 hours, just about what I had figured. I turned the water on, and when it was hot, I took off my robe and went in. Jack watched me get wet, then took off his robe and joined me. When he got wet, I started to lather his body, paying special attention to his cock, which rose to attention. I handed him the soap, and he lathered me up, starting with my back and butt, teasing my asshole, which made me yelp. He pulled me toward him pressing his chest to my back, his cock pressing between my ass cheeks and reached around, vigorously soaping up my tits, belly and pussy. It was warm and it was hot, and I wiggled my butt against his cock. Jack took the hand held shower nozzle and rinsed me off, and spent extra time shooting the hot water against my pussy, and I felt tingling feelings inside me.

I turned to Jack, whose cock was hard and trembling, and said, "The one place you haven't visited yet is my favorite--that is why I saved it for last." 

I grabbed him around the neck and lifted myself off the floor and wrapped my legs around Jack. He grabbed my butt to support my weight as his cock slid easily into my slick vagina. The feeling of him inside me, and holding him close, and the hot shower water was incredible. Jack took a couple of steps forward and pressed my back against the cool tile shower wall, and began to thrust into me harder. I squeezed my legs in time with his rhythm. Jack seemed to be able to go forever, probably because of the number of times he had already cum, which was part of my plan. 

Steam filled the shower stall as we fucked violently against the wall. I was reaching yet another intense orgasm when I felt Jack cum, and I gasped, shook and yelled out. I was feeling amazing, and I unwrapped my legs and lowered my legs to the ground, immediately dropping to my knees and licking the cum on Jack's cock, then used the shower nozzle to clean my pussy. We stood under the water, hugging, until I let go and turned off the water. We emerged from the stall, dried off and put on our robes. 

We went back into my room and I picked up the phone and called The Pizza Joint. 

Victor answered, "This is Dana Angelo, sweetie," I said into the phone. "Bring it now," I continued, and ended the call.

I led Jack down the stairs, and got us beers. We sat on the couch and I turned on the baseball game, since I knew he liked to watch it. I never really liked baseball, but this was Jack's night. We snuggled together on the couch, in our robes, drinking beer until the doorbell rang. I got up and answered it, and as expected it was the pizza delivery guy. 

"How much?" I asked. 

"Nothing," he said, "Victor told me to tell you to enjoy it with your boyfriend." 

"Tell Victor thanks for me," I said, giving him a $5 tip, and also letting the top of my robe open a bit to flash a bit of cleavage. 

"Thanks," he said, starting at my chest. 

I closed the door and brought in the food, putting it onto the coffee table in front of the TV. 

"Here you go," I said, opening the pizza box. 

"How did you know that sausage was my favorite?" he asked. 

"You really need to remember that I make it my business to know things about people," I said, with a little annoyance in my voice before admitting, "I asked your sister." We ate the pizza and wings and watched the game, snuggling on the couch. 

I was almost, if not completely, finished with my agenda for the evening. I brought the pizza box and wings container into the kitchen and returned with a can of whipped cream. I opened my robe, sat on the couch next to Jack, shook the can and sprayed rings of whipped cream on each of my breasts. 

"I thought you might like some dessert," I said. 

Jack didn't hesitate, and began to lick the cream off my breasts until they were slick and sticky. It felt nice, and caused my nipples to harden. I could see that Jack's hard cock was poking out of the robe. 

"Now it is time for my dessert," I said, opening his robe and spraying a line of whipped cream on the top of his cock. I leaned forward, and slowly licked it off, and began giving Jack a slow blow job that brought him to a thrashing, shuddering and screaming orgasm. Afterwards, we sat, cuddling on the couch as the baseball game droned on. I looked at Jack, and he had a look of contentment and satisfaction on his face, and I smiled to myself. 

After a few minutes, Jack looked at me, and, as he usually did before wanting to talk about "us" seemed to be struggling with himself. Finally, he blurted out, Dana, I want to ask you something," 

"What?" I replied. 

"I want to start by telling you that today has been everything you promised and more. I will never forget it—you made me feel unbelievable, and I can't believe how much thought you gave this and the efforts you put into giving me probably the best day of my life so far." 




Dana's Side Ch. 04



That was nice. I flashed him a very pleased smile and said, "But? There must be a but? 

"Sort of," he said. "But why? I know I helped you pass the test, but trust me, the post tutoring sessions were more than enough 'compensation'. Why go to all of this trouble, when you know I would have been more than happy with even one more time with you?" 

I smiled again and took a drink from my beer before responding. "I did it because I wanted to and because I could. You have been a great tutor and a good friend over the past couple of weeks. You never made me feel dumb about not knowing physics and were only positive. You have been a wonderful, tender and caring lover. Jack, I know how I look and because of that, guys tend to treat me well, up to a point, because they want to get into my pants. You never did anything but treat me well. You always wanted to make sure that I was happy and felt good, and that I was satisfied. You held me when I wanted to be held. And you never boasted about any of this. It would have been easy for you to have simply accepted my offer, fucked me and worried about yourself, and then brag about it at school. You never did that, and considering how I basically ignored you for all of high school, that showed class. I thought you deserved some special treatment, and it made me very happy to be able to make you happy. And, to be sure, I got other pleasures from it, too." 

That was as close to telling him exactly how I felt about him, and my heart was pounding. Instead of saying anything, he kissed me and pulled me close to him.

All good things had to come to an end, though, and at about 9, I had to send him home because I had a late shift at Orlando's. After he got dressed, we kissed again, and as he was leaving, I said, "Let's not talk tomorrow; I think it would be a good idea to just let today sink into our memories." 

Jack looked skeptical, but he agreed. 

Then, I grinned and said, "Good luck with your finals on Friday, and on your date with Natalie." 

"How did you know about that?" he said, clearly flustered. 

"You forget that I have my spies everywhere. You don't get to be the queen bitch of high school without knowing everything." 

"Emily," he said, realizing my source, "and you aren't a bitch." 

"Yeah, Emily," I responded. "And you thought I was a bitch until pretty recently." 

He looked tenderly into my eyes and said, "I was wrong." 

"And I was wrong about you. I thought you were nothing but a shy nerd who didn't know how to have fun," I responded. 

We kissed again, and I started shooing him out. But I had one more thing to say. "Oh yeah," I said, "those pictures that I sent you? Feel free to keep them, but they are between us. If I ever find them on line, or if anyone other than you ever mentions them to me, you will wish you never met me." I was serious. I wanted him to have them, but I never wanted to see them anywhere. But I trusted Jack. 

He responded, sincerely, "I think I've proven that you can trust me." He turned and headed for the car.

I quickly cleaned up, brushed my teeth, changed and drove to the restaurant. When I got there, Tanya, one of the owners, looked at me and said, "you look way too happy for someone coming to do a late shift. New boyfriend?" she asked, suggestively. 

"Something like that, I guess," I replied. 

"Well, for your sake, I hope he keeps doing whatever he did to make you have that look on your face." 

I laughed and went to get my order pad. Once again, my tips were better than usual, probably because I was so friendly and upbeat with the customers.

Thursday

I woke up at about 11 on Thursday. No more worries about physics, vigorous sex and a late shift let me sleep soundly. I got out of bed and saw Ariel getting ready to go to the gym. She agreed to wait long enough for me to get dressed, and we went together. 

"What did you do yesterday?" she asked. 

"I was with Jack," I responded, "showing him my appreciation for helping me pass physics." 

She smiled at me. "And did he appreciate your appreciation?" 

"I think so," I responded, grinning, "I think I showed him a pretty good time. But then, I had the late shift." 

"Yeah," she said, I left before you showed up, then went out with some of the girls." 

"Did you have fun?" I asked, knowing that she hadn't been lucky finding guys lately. 

"I decided that I wasn't going to be looking for a guy, that I would go out, have a couple of drinks, and talk with my friends. We went to a couple of places, and the girls were getting antsy, because the pickings were really slim. Lots of douchey looking guys, a bunch of drunks and creepy older guys. We ended up going to O'Malley's." 

"That place?" I asked. "Why?" 

"We figured it would be quiet, we could get a big table and a few pitchers and wings, and just talk. Turned out, there was a table of really cute English soccer coaches there, and by the end of the night, we were all getting friendly." 

"That sounds better," I said. 

"Yeah. I started talking to this guy named Nigel. Really cute, great body—plays soccer in England and is 'at university' studying sports science." 

"Aaaand?" I asked. "I made it pretty clear to him that I'd leave with him, but he said he wanted to take me out for dinner first, so we are going tonight." 

"That sounds promising," I ventured. 

"It does," she said, "and his accent was so cute."

We got to the gym, and I did my cardio, and some strength and flexibility work that I knew I would need, now that my scholarship was back on. Ariel did almost twice as much cardio, and lifted more than most of the guys who were working out. I showered in the locker room, and waited for her in the lobby, wasting time reading powerlifting magazines until she was done, and we drove home.

I spent the rest of the day trying not to break my agreement and call Jack, while studying for my last two finals. I guess that if I totally tanked them, I could still fail and blow the scholarship, but I was confident that it wouldn't happen. But I didn't want to get overconfident. I did check out Jack's Facebook page, and was glad to see that he had posted exactly nothing about us. Not that I wanted to keep it a secret, but there was really nothing useful that could be on Facebook that would be useful. On the other hand, Emily and Fred were "in a relationship" and there were a bunch of pictures of the two of them hanging out together.

At about 7, the doorbell rang, and I went down to check out Nigel. Ariel was right. He was cute, he did have a great body, and his accent was charming, although he was about 4 inches shorter than Ariel. Ariel looked hot, and I hoped that Nigel was ready for what Ariel would do to him, if she decided to screw him. 

I had a little dinner, studied a while longer and watched TV and was on my laptop until Mom came home, and then I went to bed.

Friday

The next morning, my last real day of high school, I had two tests, so I got up early, decided to dress a little more comfortably, and put on my State Cheerleading t-shirt, put myself together and went to school. As I hoped, I ran into Jack in the hallway as he was heading to his first test. We hadn't started kissing at school, so I just touched his arm and wished him luck, and he did the same. However, he did give me a huge smile, and I was pretty sure I knew what he was thinking about. We went our separate ways, and I saw Natalie getting ready to go into a test. 

"Hey, Nat," I said breezily, "have fun with Jack tonight," as I walked by, without waiting to see her reaction. She needed to know that I knew what was going on.

Luckily, the test was not hard at all, and I was pretty sure that I had done well. After the test, Emily, who was in the class, and I discussed it, and then she ran off to find Fred. I knew he would be with Jack, but I didn't go to find him. If he hit it off with Natalie tonight, I wanted to give him the space to see where that went. It was a beautiful day, so I went to get a yogurt and sat outside, chatting with a few of my classmates, discussing graduation and the usual stuff.

My second test was a little harder, there were a few questions that I hadn't studied for, but overall, I expected to pass, and my average in that class was actually pretty good, so I had a good margin for error. And that was it. High school was essentially over. I got home and went online. I confirmed with my friends that we would go out to celebrate that night and then went out for a short run.

When I got back, Mom and Ariel were packing for Mom's weekend with Jack's father. I saw that she had bought some new clothing and lingerie, and was nervous. Ariel and I tried to encourage her, and we reminded her that both Sarah and Jack were nice, and there was no reason to think that Mr. Davis would be anything different. They also congratulated me on finishing high school. A little while later, Mr. Davis came to the door, looking very cute and nervous in what was obviously a new polo shirt and shorts, and he and Mom left.

Ariel and I celebrated the end of my high school career with a beer. I asked her how the date with Nigel went, and she said that he was a really nice guy. They went out for dinner, then spent the rest of the evening walking in the park and talking. She told me that he was living in a dorm for the summer, so they came back to the house--I was already asleep, I guess—and made out a little on the couch, but he didn't push her for sex, and he left. 

"I was kind of disappointed," she said, "but I appreciated that he wasn't interested in rushing. We are going to go to Dana's party together on Saturday." 

"That's great," I said. 

"What are you doing tonight?" she asked. 

"Going out with the girls to celebrate the end of high school," I said. 

"What's Jack doing?" she asked. 

"He's got a date with Natalie, a junior," I said. 

"You're O.K. with that?" she asked. 

"I guess," I said. "She is really smart, and pretty, and may be a better match for him than me." 

"You don't mean that," Ariel replied. 

She was right, but it didn't matter. "Maybe," I said, "but that is our deal right now. Look, if I am right about Natalie, then I was right that he wasn't really the guy for me. I know that I could keep him around for the sex, but that isn't fair to either of us." 

Ariel looked at me skeptically, and said, "I think you are making a mistake, but that is your problem, I guess." 

Maybe I was being silly, but what was done was done, and he would go out with Natalie. "Maybe," I responded.

We watched TV together until Maria, the designated driver, texted me and I went out to her car. I squeezed in the back seat with Jessica and Chloe, behind Lisa in the passenger seat, and we drove into town. We started at The Blue Rail, which we knew would let us in, even though we were all underage. It was not that crowded, yet, and we ordered drinks and got a table. 

As could be expected, we talked about the end of school, and guys. None of us were actually with anyone at that moment, and we discussed the idea of pre-college summer flings. Jessica's parents were sending her to Europe for a tour, and we discussed the merits of doing it with guys on the tour, or trying to pick up local guys. Lisa asked me about Jack, and I told her that he was going out with Natalie, and that I was fine with it, the same way that he wouldn't stop me from meeting someone that night.

There was a table of guys who tried to get our attention, and one came over and introduced himself as Matt. He was in college, and was a friend of Tony, who graduated with Ariel. They invited us to join them, and they looked cute, so we did. They bought us drinks, and we were chatting and flirting away when I got a text from Emily, who was with Fred.

"FYI, Jack's date with Natalie ended really early. Didn't go well." 

"Thanks," I replied. I realized that as much fun as I was having, I really would rather be with Jack. 

I decided to text him. "I hear you were left high and dry by Natalie." 

He responded, "Does Emily call you every five minutes with information?" 

"No, only when she has something she thinks I should to know." 

"You are scary," he texted. 

"You must be frustrated," I wrote, "want some company? Unless I'm too scary." 

"Why not?" he responded, "Why don't you come over here." 

"On my way," I wrote back. 

I pulled Maria aside and said, "I need a favor." 

"What?" she asked. 

"I need you to drive me home now." 

"Are you feeling O.K.?" she asked, concerned. 

"Yeah, I'm going to go hang with Jack." 

"Seriously?" she asked, "these guys are in college, and are cute and buying drinks, and you are running home to him?" 

"Yeah," I said, "I'm having fun, but I think I'd rather be with him. And if I go, there are more guys here to go around." 

"Funny," she said, continuing, "O.K., I guess, let's go." She grabbed her purse and told everyone that she was taking me home and would be back soon.

In the car, we listened to the radio. I appreciated that Maria didn't give me any more crap about leaving the bar. When I got home, the house was empty. I changed into more casual clothing, then realized that both Mom and Jack's dad were away, so I packed an overnight bag, got in the car and drove to Jack's. When I got there, after giving me a kiss and an appreciative once over, he looked at the overnight bag. 

"If you don't mind, I figured I'd stay over, since our parents aren't home anyway," I said. 

"I guess I don't mind," he said, with a twinkle in his eye. "By the way, I wonder what they are doing now." 

I responded, smiling, "Well, I told my mother a few things that you like, so that she could try them on your dad." 

He looked at me, surprised and I started laughing, saying, "Just kidding. That would be gross." 

We laughed together, and he gently rested his hand on my lower back, above my butt. 

"Can I get a beer?" I asked, and he got one for each of us from the refrigerator. We sat on the couch and snuggled. I needed to know what happened with Natalie. 

"So," I asked, "what's the deal with Natalie? Reluctant virgin?" He seemed surprised by my question and responded, a little sharply, "No, but I'd rather not say, it's private." 

I guessed that I needed to respect that, but wanted to remind Jack of what I had to offer him, so I gently placed my hand on the fly of his shorts and gave him my sexiest look before smiling and saying, "You know that I could probably get you to tell me everything." 

"Yeah, I guess you are right," he responded, but please don't." 

"I was just kidding," I said, and drank some of my beer. 

"You are hysterical tonight," he responded, with a little edge to his voice. 

So, something happened, and he didn't want to talk about it. I guess I could try to find out, or just see if they went out again. But things were a little more tense than I wanted, so I sat, quietly while Jack flipped through the channels until he found something for us to watch. 

I turned to him and said, "My feet are killing me. You guys are lucky that you don't have to wear heels. Would you rub them for me?" 

"Of course," he said, and I moved out of Jack's arm to the end of the couch and put my feet in his lap. He studied them briefly, then began massaging them. His hands were strong, and it felt great. I found myself sighing when he hit certain spots, and he focused his attentions there. I took my feet off of his lap, and offered to reciprocate. Jack swung his legs up and dropped his big feet on to my lap, and I started kneading them and stroking them. I heard him making happy noises and could see that he was leaning his head back with his eyes closed. I thought to myself that I really ought to just go for it, and go for an exclusive relationship with him. But I didn't think that tonight was the right time. I needed him to realize that was what he wanted, and staying over would certainly help make that happen. 

I realized from Jack's breathing that he had fallen asleep as I was massaging his feet. He was a typical man, able to fall asleep anywhere. I woke him up and suggested that we go upstairs, which was not a difficult sell. I grabbed my purse and overnight bag, and we went to Jack's room and closed the door. 

Jack wasted no time in pulling off my shirt, and he looked, happily, at my white, lacy bra—although I had changed my clothing, I left on my "going out" underwear. He removed the bra, bent over and buried his face in my breasts, and started to kiss them. I could hear him breathing my scent in deeply as he worked his way from breast to breast, kissing and nibbling and sucking my nipples, sending chills down my spine. As he did this, I undid my jeans and let them fall to the floor so that I could step out of them. Jack stood up and removed his own shirt as I undid his belt and undid his shorts, which he stepped out of. I could see from the bulge in his boxers that he was aroused, and I pulled down the boxers, freeing his big, beautiful cock. Jack reached over and pulled down my panties, and we stood there, naked, for a couple of seconds before Jack picked me up, threw me over his shoulder and gently dropped me on the bed. 

He turned off the light, so that we were in total darkness, which was unusual for us, but was thrilling. I could hear him approach the bed and felt his hand reach out and touch my right breast, which he stroked, increasingly vigorously, before running both of his hands over my entire body. I never knew where his hands would land, and I writhed on the bed when he massaged my tits and stimulated my clit. I tasted myself on his fingers when he traced my lips and I sucked on his fingers.

I wanted to feel his cock, and I reached out and found it and began to gently stroke its length. Meanwhile, Jack pressed his face against my stomach, and again breathed in deeply before kissing me, moving up toward my breasts, which he tenderly kissed before teasing my nipples with his mouth. It felt wonderful and I pressed his head into me as he continued to kiss and suck on my tits. He then slowly moved down my body, kissing, until he reached my hip, then turned inward before sticking his tongue into my belly button. He started to kiss my belly, heading toward my pussy, and I felt myself getting very wet with excitement. He kissed the soft, bare skin above my lips before moving so that he was lying between my legs. I made it easy for him by bending my knees and spreading my legs wide. I really wanted his tongue to do its best work and Jack didn't disappoint. He began to lick my dripping pussy, and nibble on my inner labia, which sent shots of pleasure through my body. Then, he licked my clit, faster and faster, and I closed my knees around his head and my hips were bucking wildly. I was about to come when Jack slowed down and brought me back from the brink. I opened my knees again and he stuck what felt like 3 fingers into me, and was wiggling them around while continuing to stimulate my clit with his tongue. 

My body was vibrating with delight, and my hips were thrusting upward, when he removed his hand and stuck a finger into my asshole while continuing to lick my clit and pussy. I was writhing and moaning, and arching my back when Jack quickly moved to his knees and thrust his hard cock into me. I was in an awkward position—my head and shoulders were against the bed, my feet were on the bed and my back was arched, but it let his cock penetrate me deeply, and it felt incredible. He was thrusting hard, nearly out of control, and was rubbing my clit with his hand and I was bucking my hips against him until I felt myself shaking and tingling with incredible pleasure. 

I yelled out, "Oh my god," as the orgasm rolled over me in waves and I felt Jack blast his cum in me. I fell flat on the bed, laughing, as Jack started sucking on my hard nipples until I came again. He rolled off of me and put his arm around me, pulling me close. I wanted more, but I felt paralyzed by bliss and drifted off to sleep.



Dana's Side Ch. 05



Saturday

I woke up at about 7:30 needing to pee. I went to the bathroom, and when I came back, I could see that Jack was sleeping on his back, his legs spread, and his long cock limp and floppy. I quietly crawled from the foot of the bed between his legs and put the tip of his flaccid penis into my mouth and started sucking and licking it. He began to get hard, but his breathing was still shallow and even, so I assumed he was asleep. As his cock got harder in my mouth, I began to bob my head up and down on it, until I felt Jack's hand touch my head. I looked up at him, with his cock still in my mouth and smiled, before letting it slip out so I could say, "Good morning, sweetie," He said nothing, and just smiled and continued to run his fingers through my hair as I returned to sucking his cock. 

Now that he was awake, I started to get more active, using my tongue to flick the head and stroking his dangling balls. Although I had seen Jack hold his orgasm before, I guess that he was so relaxed from sleep that he quickly started to thrash on the bed, and I did a few things with my tongue that made him cum, as he sighed, happily. I swallowed his load and crawled up so that I was lying on top of him, my head resting on his tight chest. He kissed my head and caressed my back, down to my ass, and I fell asleep.

It was about an hour later that I felt Jack move, and I woke up, rolled off of him onto the bunched up sheets, feeling a little sticky. I suggested that we take a shower, and we ran, naked, to the bathroom and started the shower. The hot water felt soothing, and we soaped each other up and teased each other's most sensitive areas. Which not surprisingly made Jack hard again. I stood, facing him, and lifted my right leg up so that my ankle rested on his shoulder, which gave him the angle and access to stick his hard rod into me. He thrust into me in this position, sometimes lifting me off the floor until he came again. I cleaned myself again, and then washed Jack's equipment. We turned off the shower, dried off and went back into his room, wrapped in towels.

As we were getting dressed, I said, "One other thing that Ariel told me about you is that you make great eggs. I'm starving." We went downstairs and Jack made coffee, eggs and bacon that lived up to their reputation. As we ate, Jack told me some of the things he wanted to say in his graduation speech. I was pleased that he was interested in my opinion, and I made a few suggestions that he seemed to like. After a while, Sarah came down the stairs, looked at me and said, "Good morning, Dana, I thought that was your car," I responded, "Yeah, I came by late last night and Jack invited me to stay over. Jack was looking a little uncomfortable, and changed the subject, offering to make Sarah eggs, and then starting to prepare them.

While he cooked, Sarah and I talked about the end of school, and college, since I was going to be going to the same place she was going. She told me that she had met a guy, Steve, who seemed promising. When Jack brought over the eggs, Sarah said, "did Jack tell you that I am having a small pool party and barbecue here tonight—your sister will be here—do you want to come, too? I assume Jack won't mind." 

I saw something flicker across Jack's face, but he responded, "Sure," and Sarah told me the time. 

"Can I ask Fred, and Emily and Gina, too?" Jack asked. 

Great, I thought, just when it looked like Natalie was out of the picture, he wants to have Gina at the party. I doubt that she would wake him up with a blow job. 

While I was in the middle of this train of thought, Sarah said, "Why not, the more's the merrier. Anyway, I expect that you will be doing most of the barbecuing." 

Jack responded, feigning anger, "Oh really? 

"Really," Sarah said. 

Jack bowed and said, humorously, "For you, anything, my dear sister." 

I thought to myself that was the least he could do considering what Sarah had done for him.

I decided that it was time to go home, so Jack and I went upstairs to gather my things. He pulled me close, kissed me and said, "Thanks for coming by. I'm glad you did." 

"Me too," I said, grinding my crotch against Jack. "You are really a great guy." 

"Thanks," he said, "you're not half bad yourself." 

I gently punched his arm and turned to leave. I said goodbye to Sarah, pecked Jack on the cheek and left.

As I drove home, I thought that I had done everything I could to convince Jack that we should be together, except for actually saying that I wanted to change the arrangement that I had set. I still worried that despite the connection that I believed that we had, and the body shaking sex, he was not going to be satisfied with me, since I wasn't a genius like him. But as I thought about it, that seemed dumb. He was the one who told me that I was smart. He was the one asking my advice on his graduation speech. I decided that at Sarah's party—or better yet, when we were in bed after Sarah's party—I would make it happen. I didn't even care anymore about trying to make him ask me. I was happy with him, I was comfortable with him, and what he did to me in bed was incredible. I knew that we were going to college in the fall, but we could have an amazing summer together.

When I got home, I was surprised to see Nigel sleeping on the couch. I tiptoed past him, then went upstairs and dropped my stuff in my room. I went to Ariel's and looked in on her, and she was awake. 

"O.K.," I said, "what's the deal with Nigel sleeping on the couch?" 

She whispered, "We decided to go out to the movies, and I invited him back. We watched a movie, had a few drinks and made out on the couch. He was being so sweet and funny, that I suggested we go upstairs, and he refused. He said that it was too soon, and that he thought it would be better if we took it slow and waited. I'm not sure if he is being sincere, or if it is part of his game, but I didn't fight him. He asked to sleep on the couch, since he had been drinking, and I said yes, kind of hoping that he would surprise me and come upstairs, but he didn't." 

"Wow," I said, "that's refreshing." 

"Yeah," she responded, "but I was kind of looking forward to screwing him." 

"Are you still bringing him to Sarah's party?" 

"Yes," she responded, "maybe the third time will be the charm." She paused. "Speaking of Sarah, were you at Jack's?" 

"Yeah, I heard that his date with Natalie didn't go well, so I went over to console him." 

"How'd that go?" Ariel asked. "Great, I think. I am so happy with him," I replied. 

"So what are you going to do about it?" she asked, "are you ready to stop playing games and do what you need to do?" 

"I am," I responded. "Sarah invited me to the party and I decided in the car that I'm going to make sure that I stay overnight again, and I'm going to tell Jack that I want to change our arrangement. I have to believe that he will agree." 

"Good," she said. "It would be terrible if the two of you missed out on something amazing because of dumb stuff."

I left Ariel's room, and returned to mine. I went on to Facebook, and saw a bunch of messages from my friends. They wanted to know what was going on with me and Jack, and to report that Jessica and Chloe went home with two of the guys from the bar and that they had fun. I told them that Jack wouldn't tell me what happened with Natalie, but that we had a good time, and that I was going to try to take our relationship to the next level. Lisa teased me about "hot valedictorian sex," and I responded that he had clearly done his homework. I checked my email, and there was one from Jack, saying, "thanks again for coming over. I miss you already. See you tonight." 

I responded, "It was really my pleasure. See you tonight."

I went downstairs, and saw that Ariel had awakened Nigel and was making coffee. We sat and talked for a while, and it was clear that Nigel was funny and cute, and really liked Ariel. I had to assume that he would succumb to her charms after the party. If not, then it was his loss, because I could tell that Ariel was losing patience. After Nigel left, Ariel and I went to the gym and, as usual, she worked out twice as long as I did. We came home and I showered and decided to take a nap before the party. 

When I woke up, I checked my email again, and Facebook, but nothing interesting was going on. I tried on a couple of bikinis and chose a very tiny, striped one that I thought was particularly sexy, and put on a coverup and sandals. I packed my overnight bag and grabbed a beach towel and went downstairs. Ariel was watching television, wearing a tank top suit that enhanced her arms and shoulders and was very flattering. Nigel didn't know what he was in for. I sat down and we watched TV together. 

"Ready for Nigel?" I asked. 

"Ready for Jack?" she responded, and we laughed. 

When it was time to go, we got in the car, picked up Nigel and drove to the Davises, listening to the radio. 

We opened the door. Jack was working on getting the food together, and he came over to us. Ariel introduced him to Nigel, and they exchanged pleasantries. Jack gave Ariel a kiss on the cheek before kissing me on the lips. 

"You look great," he said to me. I thought, wait until you see the bikini, and he continued, "grab a drink, go to the pool—I have to do some more prep work for the food." 

I took my bag up to Jack's room, and saw that he had changed the sheets on his bed. I looked around his room, and could see nothing that indicated that he was seeing anyone else. Happy, I went back downstairs, poured myself a beer and went out to the pool and laid my towel out on a chair. I took off my shirt, and jumped into the water. My bikini wasn't really made for swimming, but the cool water felt good, and I swam a little before coming out of the pool and toweling off. I sat down on the lounge chair and watched as more people started to arrive. Jack was still fooling with the food, and I could see that he was sweating through his t-shirt.

Emily and Fred came out to the pool, and we chatted a little before they went off to find chairs. A couple of Sarah's college friends came over to flirt with me a little, and I played along, without giving them much hope, and anyway, they turned to be jerks. I saw that Sarah was being followed around by a tall, good looking blonde guy who I guessed was the guy she mentioned that morning. It was all very comfortable and relaxed, and I sat there, idly talking to people and enjoying the warm night. 

I looked over to Jack, and he was cooking in front of the barbecue, and I could tell that he was feeling the heat. I got up and poured a cold beer into a red plastic cup and snuck up on him. I pressed the cold beer against the back of his neck, and he turned around and looked at me. He seemed transfixed by the sight of me in the bikini, so I guess I had chosen well. I handed him the beer and he chugged down about half of it. 

Before he could say anything, I said, "I don't see Gina anywhere. I think I know a guy who would be good for her. He graduated from South last year, and goes to Dartmouth. Nice looking and a nice guy, but a little edgy. I was hoping to talk to her about him." 

"She really hates you," he replied. "When I told her you were coming, she told me she was busy." 

"That's too bad," I said. 

Then, Jack asked, "So, who were those guys you were talking to?" 

"Jealous?" I asked, happy that it seemed like he was. 

"No," he said, but I thought he was lying. 

"Friends of friends of your sister. Why do I always attract assholes?" I said, "present company excepted, of course," I continued, laughing. "One guy, Jimmy, introduced himself and immediately asked me to go upstairs with him, figuring that I'd be dazzled by the fact that he was a college hockey player. The other guy, Nate, spent the whole time telling me how great he was in bed. Seriously, dude, show some discretion. I got up and came over here to see you." I took a hot dog, and began to eat it very slowly, for effect. Then, I asked, "how are you doing?" 

"Great," he said, sincerely. "This is nice and laid back. And I like helping out Sarah." 

"Cool," I responded, "see you later?" 

"Sure," he said, "I'm not going anywhere." 

I shot him a look and walked away, giving him a little extra butt shake as I left.

I grabbed my t-shirt and put it on over my bikini and went inside. Other than Jack, who I didn't see, and Emily and Fred, who were probably somewhere making out, I didn't know too many people. I walked around the downstairs of their pretty large house, and saw Ariel and Nigel sitting on the stairs talking. They invited me to join them, and we sat there, passing time. I was liking this Nigel guy more and more, and I could tell that Ariel was definitely into him by her body language. 

All of a sudden, I saw Jack and Fred storm up the stairs. We made way for them, and I brushed my hand against Jack's leg as he went by. I wondered what was going on. Maybe Fred and Emily were having a fight. Or maybe there was some geeky thing that they needed to do. It didn't matter to me, because I knew that I'd be up there at the end of the night. 

About 10 minutes later, Jack went running down the stairs, nearly tripping over Nigel, as we hurried out of the way, and I saw him run out of the house. Now I was worried. Was someone hurt? One of our parents? Fred came down the stairs slowly. I met him at the bottom of the stairs. 

"What's going on?" I asked. "Why did Jack run out of here?" 

He took my arm and led me to a quiet area. "Um, you're not going to want to hear this, I think," he said awkwardly. 

"What? Tell me," I demanded. 

He paused before saying, "I told him that---" 

I interrupted. "Gina, right? She likes him, right?" 

Fred looked at the floor. "yeah," he said. "she always has, but was afraid to say anything." 

"And you fucking told him, right?" I snapped, angrily. He looked a little afraid. 

"Um, yeah. I was sick of hearing her complain, so, yeah, I told him," he said, gaining confidence as he spoke. 

"And he is going to tell her that he feels the same way?" I said, resigned. 

"Yeah, I think so," he said, "I'm sorry Dana. I know he really likes you, but..." his voice trailed off. He was in his first ever relationship with a girl, and he must have felt a little weird trying to explain this to me. "Sorry," he said again and left. 

I stood there for a minute, thinking. Thinking of what an idiot I was for waiting. For setting up our "friends with benefits" arrangement. For not figuring out a way to get Gina out of the picture. I felt tears dripping from my eyes, as I thought of the fact that the nicest guy and best lover I had ever had was about to tell a little nerdy girl that he liked her better than me. I wiped my eyes, glad that I hadn't worn any mascara that would have run. But I didn't want anyone to see me. I texted Ariel to come to the room that I was in, and she found me. She was with Sarah. 

"We heard from Fred," Sarah said as Ariel put her arm around me. 

"This sucks," I said. I was now getting angry. "Who the fuck does he think I am? Just some girl that he can fuck and dump. Me?" 

Ariel said, in a calm voice. "Calm down, Dana. It does suck, but you can't blame Jack. You have told me a million times how good he has been to you and for you. But you've been saying forever that you expected him to find someone else. You told him that Gina would be better for him. You were the one who insisted on this open relationship thing." 

"Yeah," I said sadly, "but I was going to end that tonight." 

"Then," Ariel said, "I think you have no choice but to wait and see if this thing with Gina works, and if so, then it works. And if not, then maybe you get a second chance."

I sat down on a chair and looked at Ariel and Sarah. "I guess you're right. I'm an idiot, and it's all my fault." I started to cry again. 

Sarah said, "it's not your fault, Dana, this shit just happens. I know my brother is a great guy, and I'm glad that you recognize that. And maybe you will get together again. It could be soon, or later, or never. But you need to move on. You know you are beautiful, and you know you are fun, and I think you know that you are smart. There are a million guys out there, and there has to be one for you." 

I smiled, a little, and said, "Thanks." 

Ariel jumped in. "I know you don't want to hear this now, but all of us have gone through shit like this, it hurts now, but you get over it." 

"I know. Ariel, can you take me home now?" 

"Of course," she said. 

"Can you get my bag from Jack's room? I can't go there now." 

"Sure," Sarah said. "I'll get it."

They got my bag, and we slipped out. I got home, went to the bathroom, splashed water on my face, got into pajamas and went to bed. I alternated between anger and sadness, and finally sobbed myself to sleep.

Sunday

I woke up a few times during the night, but finally got out of bed at about 10. I saw my packed bag in my room, and got sad again, but fought through it. I was Dana Angelo. I was pretty and smart; I had good friends and a great mother and sister. I was graduating from high school in a couple of days, and would be going to State in the fall on a cheerleading scholarship, and I expected that by senior year, I'd be running that place like I ran North. I had fun with Jack, but now it was time to move on. I tried to convince myself of these things, and was making progress.

I went downstairs, and Nigel and Ariel were drinking coffee. 

"How are you?" Ariel asked. 

"I think I'm O.K., thanks. How are you?" I asked, looking at Nigel. 

"I'm very good," she said, smiling, and I could tell that Nigel didn't sleep on the couch last night. 

"Good," I said. 

Then Nigel said, in his great accent, "I know you don't know me or give a shit about what I think, but Ariel told me what happened. I think that if you really like that Jack, then let him have his time with the other girl. You look like someone hard to reject." 

I smiled at him, and said, "Thanks." 

He continued, "And if it doesn't work out, there really are other nice blokes out there, if you take the time to find them." 

"Thanks, Nigel. I think you're right. But it doesn't make it easy." 

"True," he said, taking a sip of coffee.

Ariel convinced us to take a run, and we changed and went out. Nigel was in pretty good shape, and we ran together while Ariel went ahead. It was a good idea, and I felt better afterwards. We came home, had some breakfast, and I went off to shower. I got dressed and heard my phone go off. It was a text from Jack, asking to meet me at the coffee shop in a half hour. I thought about ignoring him, or telling him to fuck off, but I agreed to meet him. I changed into a simple t-shirt and jeans, and found a pair of sunglasses. I wanted to look good, but not make it look like I was trying to interfere. The sunglasses were in case I felt teary, I could try to cover it up. 

I drove to the coffee shop, parked and walked in. As I suspected, Jack was already there, drinking his coffee and looking cute, and a little sheepish. I ordered an iced coffee, put in some syrup and milk and went to Jack's table. I gave him a friendly kiss on the cheek and sat down across from him, took off my sunglasses, and put them on the table. I could see him watching as I took a sip of the coffee, and before he could speak, I took control. "I know about you and Gina, and I'm happy for you," I said. 

"Thanks," he responded. 

I replied, "I called it, didn't I?" 

"You did," he admitted. "You knew me better than I knew myself." 

I replied, "Some people are good at physics, others are good at observing people." 

"I guess so," he said. 

I looked at him, and tried to hold it together because I didn't want him see me act weak. I said, "I still want us to be friends, but I understand that you will be spending most of your time with Gina, and I am not going to get in your way. She does seem right for you." 




Dana's Side Ch. 05



"Can I ask you why you are being so nice about this? What about 'I always want you to choose me'?" he asked. 

"Jack, I really like you, and I'm really attracted to you, I think you know that," I started, putting on my sunglasses as I began to feel tears welling up, "and I think that our relationship has moved from just a sex for physics deal to a real friendship. I have had too many asshole boyfriends already and when I met you, I realized I really wanted a hot guy who was also nice to me, like you. I intend to keep looking until I find that guy. That's why I thought I made it clear that I wanted you to choose me over another girl who you just wanted to sleep with, but I expected that you would find someone that you had a special connection with. That is why I encouraged you to pursue Natalie, and told you I thought that Gina was a better choice for you. And why I continued to see other people. I figured, if one of us thought we found that special person, then we would know it, and I see that you have with Gina. I know that you are attracted to me but if you have feelings for Gina strong enough for you to actually tell me that you won't see me anymore, then I am getting out of your way, because you deserve to see if she really is that one for you. And you have shown incredible class telling me to my face. I respect and appreciate that. I'll always be there for you, if you need a friendly face to talk to, or someone to vent to." 

I said it, and I kind of even meant it. But I couldn't do this anymore. I took another long sip of the coffee, stood up, kissed him on the top of his head and walked out before he could say anything. He sat there, and I was kind of hoping he was watching my ass, and thinking about how he had chosen not to see it any more. I got into my car and started driving away, but had to pull over into a parking lot because I started to cry really hard. When it passed, I drove home.

Ariel and Nigel were waiting for me. I'm sure they could tell I had been crying. 

"How'd it go?" Ariel asked. 

"O.K., I guess. I took the high road." 

"Good," she said, and Nigel agreed. 

"If you like the guy, there is no reason to burn bridges," he said.

I went upstairs and called Lisa. I needed to vent to someone else, and she proved to be a good and sympathetic listener. When I was done, I felt a little better. I went downstairs, and Ariel and Nigel were gone. I grabbed a beer and watched TV, allowing myself to get engrossed in the show.

Mom came home later that night, smiling and looking great. She said that Mr. Davis was really a great guy, and they had a lot of fun at the lake house. She said that they would probably be seeing each other more, which sounded great to me. I told her about Jack, and tried to put a positive spin on it, but started to cry again. Mom consoled me and asked if I wanted her not to see Jack's father. I told her that was crazy, that one thing was unrelated to the other, and that she should enjoy herself. I said that Jack was a good person, and that if anyone was to blame for this situation, it was me. She didn't respond, but said that she was exhausted from the weekend, and was going to sleep because the next day was a work day. She suggested that I go to bed, too, but I stayed up late, watching crappy TV shows.

Monday

Monday was a dull day. I had a long afternoon shift at Angelo's, and when I got there, Tanya asked me what was wrong. 

"Nothing," I said. 

"Bullshit," she said. "You got dumped by that guy. I can see it in your face."

"Not exactly," I said, "but sort of."

"What does that mean?" she asked. "Either you're doing it or you're not." 

"Then I guess we're not." 

"Don't let it get to you," she said. "You'll find someone else to scratch that itch." 

Tanya was one randy old broad, and I laughed, and got to work.

Afterwards, my feet were killing me, but I had no one to rub them. The girls wanted to go out and try to drown my sorrows, but I just wanted to go home, which they respected. I did the cliché thing and ate ice cream while watching sad movies and crying. It felt great, and I went to bed early.

Tuesday

Graduation day was here. I got up, and checked Facebook. Dennis, a guy in our class with a big party house, was having a big party that night, and I decided to go. I saw that a bunch of my friends, including Emily had RSVP'd, so I did the same. I also wanted to show Jack that there were no hard feelings, so I texted him, "Hey, hope all is good with G. Big party tonight at Dennis' house. You guys should come. Starts at 10." 

Jack texted back, "will check with G, F and E. Thanks." 

I responded, "E and F coming. Hope you can, too. Looking forward to your speech tonight."

Mom was already at work, and Ariel was asleep, so I made myself some coffee and breakfast and turned on the TV. At 11ish, Mom called me and said, "I hope this isn't awkward, but Mark invited us to their house after graduation for dinner." 

It was going to be awkward, but I was determined not to act petty and ruin Mom's chances with Mark, as I guess I was going to call him, and my potential future chances with Jack, so I said, "no problem at all. I bet it will be fun." 

"Great," she said, I'll let him know." 

Jack must have known about this, so I was sure it would be fine.

I killed the day doing nothing. When it was time, I showered, put on a nice dress, did my makeup and went to school. Mom and Ariel were going to come later. There was much hugging and kissing as we put on our caps and gowns, in the gym, as we realized that this really was the end of high school. I knew I would never forget this place, but was ready to move on. I could see Jack with the other people who had to sit on stage, talking to the principal. Gina, looking cute, was standing next to him and occasionally brushing against his arm. 

When he turned around to scan the crowd, I gave him a quick wave, and he smiled and gave me a quick wave. Gina shot me a perfunctory wave, then grabbed Jack's arm in what was clearly a territorial move. Which she was entitled to. After 4 years of me being on top and she being on the bottom, she got Jack and I didn't. It didn't really change our status at school; I was surrounded by the most popular kids in school, and she was, as best I could tell, without any friends other than Jack and Fred, who was preoccupied with Emily. 

Eventually, we lined up, and went into the auditorium. I could see Mom and Ariel in the audience sitting with Jack's dad, Sarah, and what I guessed was Jack's family. Jack and Gina were sitting on stage with the principal, some teachers, the school board, Fred and another kid who I didn't recognize at all. I looked at the program, and saw that his name was Jerry Landers, and he was third in the class. I literally had never seen him before. 

Gina's speech was, as I expected, kind of shrill and angry. I had kind of hoped that finally having sex (which I assumed she and Jack were doing) would make her less obnoxious, but maybe it was too soon. I thought I noticed her staring at me during some of the worst parts of the speech, but I could have been imagining that. Jack's speech was awesome. He was the Jack I had come to know, funny, smart and charming, not the shy nerd that I used to think he was. At one point, he mentioned that he had become close with some of his former antagonists, and a lot of the guys started to hoot and look at me, and when he mentioned that he had missed something that was right in front of him, he looked at Gina, and there were some "aaahs" from some of the girls, and more hooting from the boys. When he was done, it was nice hearing applause for Jack from the students who had, in part because of me, ignored him for almost all of his time at North.

When the ceremony was over, and I had my diploma, we all went into the school lobby. I could see that Mom and Mark were together with Ariel, and Jack made his way over to them. I walked over and kissed Mom and hugged Ariel and Jack, then Jack hugged Ariel, and I thought I saw her give his ass a little pinch. I was amused. Jack then worked his way across the room to where Gina was. I saw him meet her family, give her a kiss and head back to the gym. The parents and families started to leave, and Mom and Ariel headed out with Jack's family. There were more goodbyes as my friends headed off in different directions, and promises to see each other at Dennis' party and to hang out over the summer. Finally, I headed out to Jack's house for what I hoped wouldn't be an uncomfortable dinner.

Somehow, I beat Jack to his house, and was introduced to everyone. I started to talk to Jack and Sarah's cousin Brooke, who was a couple of years older than me, and very pretty, and we hit it off. Jack came in and seemed a little surprised to see me and my family there, and I could see him having some sharp sounding words with Sarah, before he got on his phone and made a call, I guessed to Gina. I assumed that he figured that she would be pissed off if she found out that I was at Jack's and he didn't tell her. Dinner went well, and I spent most of my time with Sarah, Brooke and Ariel, while Jack stayed with the grownups. 

Jack got a text and said that Gina was outside, and he invited her in and introduced her around. She looked very hot, wearing a tight dress and displaying a much better body than I thought she had. 

"You look great," I told her, sincerely, and asked if she would drive me to the party. 

She agreed, and we got into her car. I used every social skill I had ever developed to keep the conversation alive, since I didn't want the awkward silence that I expected. When we got to Dennis' house, the party was going strong, and the lawn was packed. We parked a little way down the road and started to walk toward the house. I realized that this was my last real high school party, and I was still the queen bee, so I walked in like I owned the place, as the crowd parted before me. I really wasn't that girl any more, but it felt good anyway. I looked around, and Jack and Gina were gone. I got myself a beer, and looked around.

I found Jennifer and Lisa, and we hugged. They looked great, and were already a little drunk, so I finished my beer and had another to catch up. We scoped out the party for some likely prospects, and then just kind of wandered around, exchanging congratulations, and hugs, and drinking until I really felt good. We went outside, and I thought I saw Jack and Gina, but wasn't sure. Lisa reached into her purse and pulled out a joint and lighter, and we shared it, and my head felt pleasantly fuzzy. I was having fun, and as far as I was concerned, Gina could have Jack. I was free and the hottest girl at the party. I started to dance with some guy, who began to paw me, so I told him to go fuck himself and walked away.

I ended up sitting on a couch, listening to the pounding music and sipping a beer. Some guy sat down next to me and introduced himself as Kevin, and reminded me that he had graduated a couple of years ago and had worked briefly with me at Orlando's. He was cute and we started to talk. He went to college in Texas, and we talked about that for a while. He was funny and smart. We talked about my plans at college, and he told me about an interesting summer trip he took to Mexico to work at a school for kids orphaned due to the drug wars. 

Basically, I liked him, and he seemed to like me. After a while, I found myself sitting with his arm around me. He turned to me and said, "Dana, I remember you as a cute sophomore, but you have turned into a truly beautiful woman." 

I smiled at him, and he leaned in for a kiss, and I kissed him back. We made out a little on the couch, and he said, "Would you like to get out of here? We can go to my house—I have an apartment above my parents' garage with its own entrance." 

"Sure," I said, feeling like I could use some fun and probably meaningless sex tonight.

We drove to his house and went up the stairs to his "apartment," which was a bedroom, bathroom and tiny kitchen above the garage. The bedroom had a double bed, couch, dresser and desk, and a small TV. As soon as we entered the bedroom, Kevin took me in his arms and started to kiss me. I let him take my dress off, and he stared at me in my underwear while he hurriedly removed his shirt and pants. 

He was hairier than I usually liked, but not terribly so. I could see that he was aroused, and from the look of the bulge in his boxers, he was averagely endowed. I took off my bra and stepped out of my panties as he removed his boxers. As expected, his cock was hard, and of average length and width. He stepped toward me and said, "you are gorgeous," before kissing me and pressing his hairy chest against me. His cock rubbed against my pussy.

He was a pretty good kisser, and he started to rub my back and caress my tits, as he led me to the bed. He was partially on top of me, and he began to kiss my neck, which was great, and then moved to my tits. He was very appreciative of them, and treated them well, although he was a bit rougher than Jack ever was. I was feeling tingly, and started to get wet. Kevin reached down and began to finger me. It felt good, although again, for an older guy, I would have expected a little more sophisticated technique. But I can't deny that I was enjoying the feeling. 

After a few minutes of this, I could tell that Kevin was about to try to enter me with his cock. 

"Kevin, do you have a condom?" I panted to him. 

He stopped fingering me and reached into his night table and removed a condom. I took it from his hand and said, "let me," with a smile. He lay back, his cock sticking straight up, as I opened the package and removed the rubber, placing it on his tip and slowly rolled it down the shaft. I then lay back on the bed and spread my legs. He climbed on top of me, and I guided his cock into my wet pussy. He moaned with pleasure, and I wrapped my legs around him, drawing him deeper into me. He started to thrust faster and faster until I felt him shudder and come into the condom. 

I was a bit disappointed that I hadn't come, but was gratified by the fact that he rolled off of me and began rubbing my clit until I began to buck my hips and climaxed. He then removed the condom and lay next to me, and we cuddled. It was far from amazing sex, but it felt good, and he wasn't totally selfish and seemed like a good guy. I figured he was entitled to another date. But I wasn't prepared to sleep over with him, so I asked for a ride home. We cleaned up and dressed, and he drove me home. His radio was playing pretty good music, and we made small talk as he drove. When we got to my house, I leaned over and gave him a kiss and said, "Thanks." 

"No, thank you," he said. "You are amazing. Can I see you again?"

I gave him a big smile and said, "Sure, call me." I took out my phone and asked for his number, which I keyed in and called. I heard his phone ring, and I hung up. 

He leaned over and gave me another kiss, and said, "I definitely will call. And say hi to Ariel for me." 

I got out of the car and walked into the house. It was about 2 a.m. and the house was quiet.

I got into bed and realized it had been a pretty good day. I graduated from high school, handled an awkward dinner with Jack and his family, had a good time at the party, even with Jack and Gina there, met a nice guy and had pretty good sex. It could have been much worse. 



Dana's Side Ch. 06



A month or so later

During the next month, I went out with Kevin a few times. He continued to be a nice guy, and I think I taught him some things so our sex improved, but after a few dates, including one where we ran into Jack and Gina at the movies, I realized that I wasn't really interested and we broke up on friendly terms. I met a few other guys, but nothing really clicked. I spent the bulk of the month hanging out with my friends, going to the beach, shopping for school and working as many shifts as I could squeeze in, to make as much cash as I could before school started.

Tanya kept teasing me about how I never looked as happy as I did before, and I couldn't argue with her. But, I used every trick in the waitress' handbook to maximize my tips. I wore more makeup. I wore push up bras and made sure that my cleavage was obvious and I flirted unmercifully with any male customer from 14 to 75. Generally it worked, although I did have to fend off a huge number of requests for dates, even from guys who were there with their girlfriends or wives.

One night, after I had gotten home from work, I read an email from Lisa, who told me that she had been at the movies and saw Jack and Gina have a screaming fight in front of everybody, and they stormed out without even going to the movies. I wanted to feel bad for Jack, but I didn't. Although I had some sympathy for Gina at one point, I realized that I just didn't like her. Even if she had reason to resent me, after she started seeing Jack, she could have been a little more gracious. But now, I had no need to have anything to do with her, and I didn't mind that at all. The next day, I got a text from Emily, who was still going strong with Fred, who also turned out to be a pretty cool guy, telling me that Jack and Gina had agreed to break up "to save their friendship." Whatever that meant. I kind of expected Jack to call me, but he didn't, and my pride wouldn't let me be the one to make the first move.

I told Ariel, and she actually agreed that I should wait at least a few days, to let Jack sort out his feelings. 

"You always seemed to think that the best thing to do was to let him go, and see if he came back. I guess you will get your chance," she observed.

"I guess so," I replied.

A few days later, Mom asked Ariel and me to come into the kitchen. She said, "I assume that you know that Jack and his girlfriend broke up." 

"Of course," I said, wondering where this was going. 

"So, Mark tells me that Jack is feeling a little down, and he knows how much Jack likes both of you, so he wanted to know if we all were interested in going up their lake house this weekend with Mark, Jack and Sarah." 

My initial thought was "yes," and I could see Ariel smiling, no doubt remembering her last visit there with Jack. Then I wasn't sure. Did I want to be there with him? Would it be weird? What if he wasn't interested? The fact that he hadn't called me was troubling. What would Ariel want to do? And having our parents sleeping together in the same house would be strange, too. 

But on balance, I realized that it could clarify my relationship with Jack—it would force us to spend time together, and I was pretty confident in my ability to seduce him, and if I failed, I would know it really was time to move on. I realized that Mom and Ariel were staring at me as I thought, so I blurted out, "sure, yeah, let's do it."

Ariel pointed out that we needed to call Orlando's and get coverage for our shifts, and when I did, Tanya said, "I hear something in your voice that I like. Are you going to be happy again?" 

I laughed and said, "I hope so. Very happy and very often." 

She laughed hysterically and promised to make sure we were covered. A couple of days later, I went and got my hair cut, a little shorter than I had done in the past. I wanted to try a more mature look for college, and I thought it came out well.

The night before we were leaving, Ariel came into my room and shut the door. "Look," she said, seriously. "I know that you are looking forward to hooking up with Jack this weekend." 

"I guess so," I said and she laughed. 

"You guess so? You've been bouncing around like a kid with a new lollipop since Mom told you about the weekend." 

"O.K.," I replied, "I am looking forward to spending time with him, not only the sex." 

"Understood," she said, continuing, "but I need to discuss something with you." 

"What?" I asked. 

"It's been a few weeks since Nigel went back to London, and I miss him." 

"Yeah," I said. "I liked him, too." 

"What I want to ask is, assuming Jack is up for it, and you are O.K. with it, I'd like to spend some time with Jack, too, if you know what I mean?" 

This was a tough one. I knew that Ariel wouldn't ask, unless she really wanted or needed it, and she honestly had every right to pursue Jack herself. And to be fair, I wasn't completely sure that I would be able to beat Ariel, considering her history with Jack and how he seemed to like her. 

"What exactly do you mean?" 

She paused before answering. "I don't want to get in the way of your getting together with him, but I have been craving his big cock and the way he makes me feel. So, what do you think of this—we will get up there on Saturday, and he is all yours. I get Sunday night, and you get Monday. And to sweeten the deal, I know he listens to me, and I will make it clear that I think that the two of you would make a great couple." 

What could I say, but "sure. If he wants to, I'm O.K. with it." 

She got up, gave me a hug and left my room. 

Not ideal, I thought, but I could live with it, especially if she tried to convince him that we should be together after the weekend. 

Saturday

I woke up early on Saturday, having dreamed that I was sleeping with Jack. Hopefully, I would wake up the next morning and it would actually be true. I finished packing, making sure that I had my sexiest bikinis and lingerie, and got dressed. I chose a tight shirt, cut low enough to give Jack a tease, but not enough to look desperate. I brought the bag downstairs and made coffee, but was not interested in any breakfast. I killed time watching TV, flipping the channels and rarely watching anything for more than a few minutes. Eventually, Ariel came downstairs, looking very nice, and Mom joined us, looking very pretty. I guess she really liked Mark. 

After a while, they pulled up in two cars. Mark was driving one, alone, and Sarah was driving the other, with Steve, her very tall, cute boyfriend in the passenger seat and Jack squeezed in the back seat. Everyone got out, and there was hugging and cheek kissing, before we loaded our stuff in the trunks. Mom and Ariel went with Mark, and I got into the back of the other car, behind Mark. It was a little tight, but it gave me the chance to talk with Jack a little. We hadn't really spoken or been together for a month, and seeing him again, I realized how much I had actually missed him. It was a long drive, and Sarah insisted on playing really awful music, loud, so it was hard to talk. Steve tried, gently, to get her to put on better music, but she refused, and he clearly was not willing to press his luck before a weekend at the legendary lake house.

I leaned my head against Jack's shoulder, and could see him glance down my shirt and smile. He tried to hide the fact that he put his nose close to my head and breathed in deeply, like he often did, to inhale my scent. After we had driven a few miles, Jack put his arm around me, and I moved closer, and put my hand lightly on his leg. 

We both fell asleep in the car, and I jerked awake when I felt the car stop. I looked out the window, and we were pulling into a rest stop. We stretched our legs and went into the building and headed for our respective rest rooms. I was the first out of the ladies' room, and I saw the guys standing around making small talk. Jack walked over to me and asked if I wanted coffee. I did, and also realized that he wanted to get me alone. 

We bought our drinks and as we started to walk to the car, I asked, "Are you O.K.? I heard about the movie theatre fight." 

"Yeah," he responded, with kind of a bemused tone, before he continued, "We ended on a good note. We just weren't meant to be a couple." 

"I'm surprised," I responded, sincerely, "you guys seemed happy." 

"We were," he said. "But even though we were friends first, it just got strange. We would have great discussions, great sex, then we would start bickering over dumb stuff. She started getting jealous if I so much as talked to another girl. It's better this way." 

I paused before saying, "I'm a little surprised you didn't call me right away. You know I would have been there for you." 

"I did know that," he said, "but I decided that I wanted to deal with it on my own. Then Dad planned this weekend, so I figured we would have plenty of time to talk." 

I smiled at him and said, "And not talk," flashing him a look that made it clear that I wasn't talking about swimming, and squeezed his hand. 

"And what about that Kevin guy?" he asked. 

"Yeah, he was actually a pretty good guy. I did sleep with him that night after the party, and we went out a couple of times, including that movie you saw us at, but it never really clicked, so we aren't seeing each other anymore," I replied. I could see that he understood exactly what I was saying.

We got back into the cars, and Jack again put his arm around me and we sat that way the rest of the drive, except that this time, Jack gently stroked my arm and hair a little. I guessed that meant that he was interested. 

At the lake house, where I hadn't been since I was a little girl, Mark said that he and Mom were going to take the upstairs master bedroom and that Sarah and Dave would share the other big bedroom. He suggested that either Ariel and I could share one of the small bedrooms that were attached by a bathroom, either sharing a bed, or using an air mattress, and that Jack could have the other room, or that Ariel and I could take a bedroom each, and Jack would sleep on the air mattress in the living room. I looked at Ariel and she said, "We can share a room, and let Jack have the other one." 

I gave Jack a look that I hope made it clear that he would not be spending the night alone. I saw Ariel also flash Jack a smile, and he smiled back at us.

Ariel and I brought our bags into one of the rooms and she said to me, "this is kind of weird. Mom and Mark are being open about the fact that they are going to share a bedroom. They put Sarah and Steve in a room with one bed, and I have to expect that they know what will be going on. And I can't believe that they don't expect something to happen between you and Jack, or even me and Jack, considering our histories and the fact that these rooms are connected. There is something about this place, I guess." 

I replied, "We know that Mom knows that we are sleeping with guys, and Mark seems to know that his kids are doing the same, so I guess they are just dealing with reality. You're 21 and I'm 18, for god's sake." 

"I guess so," she said. 

"Let's see how it goes," I said, "but I fully expect that you will have this room to yourself tonight." 

"For your sake, I hope so," she responded, "otherwise this could be a very painful weekend."

We got changed, and I put on a hot red bikini, grabbed a towel and headed to the lake with Ariel. We picked a couple of lounges, put down our towels and laid down on our stomachs. I untied my bikini top so that I wouldn't get a tan line, and hoped that Jack would come soon, take the hint and apply sunscreen to me. Steve and Sarah came down next, smiling, making me wonder if they had a quickie before coming down, and Steve was rubbing sunscreen on his pale skin. Mom and Mark joined us next, and Mark rubbed sunscreen on her back. Finally, Jack came down from the house with a book and his iPod. Ariel motioned him to come over, and asked him to rub sunscreen on her back. He did so, and then asked if I needed some, too. I did, and he applied lotion to my back, probably rubbing a bit more than necessary. He put his stuff down on an empty chair, and ran into the lake. I watched him do laps for a while, impressed by his form and stamina. I guess he used his pool often. I flipped back onto my stomach and sunbathed for a while, trying to figure out my next move. 

When Jack came out of the water, I saw him sit down on his chair, put on his iPod and start reading. It was pretty unusual to see someone my age reading an actual book, and I was reminded that Jack was kind of strange that way. I was getting a little bored, and decided that it was time to see how this weekend was going to play out. I got up and walked over to where Jack was sitting. He seemed totally into the book and didn't notice my approach. I stood above him, so that when he finally looked up, he was staring right at my tits, which I knew would get his attention. After I let him get used to that view, I bent over him, so that he had no choice but to look at my cleavage, and pulled out his earbuds. 

I pointed at a small rowboat that was in the lake, tied to a tree. "Does that thing work?" I asked. 

"Last I checked," he responded. 

"Let's go for a ride," I suggested. 

"Sure," he said. 

He found the oars, and we got into the boat. I watched Jack's arm and shoulder muscles ripple as he rowed us out far into the lake, until the people on the shore were just dots, and we could see the other houses that fronted on the lake.

He stopped rowing and rotated his shoulders as we floated. "Your shoulders are going to be sore," I said, "remind me to rub them for you later." 

"Deal," he said. 

It looked like he was about to say something, but I didn't want to talk yet. Instead I said something that I knew guys almost always were happy to hear, "But now, I want to give you a blow job." 

I was right, and he got a huge smile on his face. I continued, "I have to admit, I missed you, and it kind of pisses me off that you've been getting more action than me recently." 

He shrugged and said, "None better than with you."

It was my turn to smile, as he continued, "Let me row over there, it should be secluded enough." 

Despite his sore shoulders, he rowed very quickly to the bank of the lake, in a small cove, surrounded by trees. It wasn't perfect, but it would do. I kind of liked the risk of being seen. Jack tied the boat to a branch, and while he did that I took off my top. 

"Wow," he said. 

"I guess absence makes the heart grow fonder," I replied, laughing. 

Jack slid his bathing suit down so that his butt was on the seat and his big, beautiful penis was pointing right at my face. 

"Wow," I said, "I guess I know how you feel. I missed that guy." 

I wanted this to be incredible for him, so I bent over and kissed his cock, then got on my knees and took the shaft in my hands. The boat rocked slightly as I put the big head into my mouth and spun my tongue around it. Jack moaned with pleasure, and I took his cock as deep in her throat as I could. I slid his huge delicious shaft in and out of my throat, using my lips and tongue to stimulate the head. I began to hum softly, which made him begin to thrash his hips, and I softly stroked his balls. He was making incredible moaning sounds, and the boat was rocking as he bucked and writhed. I didn't want to prolong his agony, so I wasn't unhappy when he was ready to cum quickly. 

He grunted, "I'm cumming," and I used the tip of my tongue to flick the underside of his cock, which set him off and he shot a huge load of warm, salty cum into my mouth. I swallowed it, licked my lips and smiled at him. He was gasping for breath and grinning and the boat was rocking. I put my top back on, and when Jack was ready, he untied the boat and rowed us back to shore. Everyone had gone back to the house, and we walked back to the house. Jack was behind me, and I wiggled my butt a little extra for his benefit.

When we got back to the house, Mom and Mark had showered and changed. Mark said that Mom suggested that we build a campfire, cook dinner over it, and have s'mores. I whispered to Jack that was something we used to do on camping trips before my dad left. Mom and I started to prepare the food, while the rest of the group headed out to start the fire, except for Sarah, who mixed up an alcoholic fruit punch. Jack and the others came back, smelling faintly of smoke, and reported that the fire was lit, and would have to burn down a while before we could cook.

The night was lots of fun. We cooked steaks and potatoes, ate salad and drank the punch, which went down easily but was very powerful. By the time we were making s'mores, everyone was a little drunk and silly. Steve went back to the house, brought down a guitar and sang a few songs, and some of us joined in. Mom and Mark were happy and cuddling. I realized that it had been a very long time since I had a full family thing, and this felt pretty close to that. I teared up a little, but I don't think anyone noticed. 

Jack put his arm around me, and Ariel was resting her head on his other shoulder. I began to doze off but woke up to see that Jack's head was hanging down and he was asleep. We all realized that it was time to go back, so we flooded the fire, cleaned up and brought our stuff to the house. Everyone went to their respective bedroom, and I could hear that Jack had gotten into the shower. I decided to let him do that alone, and I heard the shower stop as I changed into a long t-shirt but no underwear.

I walked through the bathroom and opened the door into Jack's room. It was dark, but I could make out his form on the bed. 

"I figured it would be more comfortable here than on the air bed in the other room. Shove over," I demanded, laughing. 

I heard Jack move over, and I sat on the bed next to him. I bent down to kiss him, first hitting his chin in the dark, then finding his soft lips for a tender kiss. 

"I'm glad to see you, too," he said. 

"I promised you a shoulder rub this afternoon, are you still interested?" I asked. 

He took off his shirt and rolled onto his belly. I gently stroked his shoulders and back, and he shivered a little. I started to knead his shoulders, loosening up the sore muscles. I took off my shirt and climbed on his back, straddling his hips, our bare asses touching. I bent forward so that my breasts pressed against his back, and my face was resting against the back of his neck. He smelled like soap. I felt so contented lying there, but after a few minutes in this position, I sat up and resumed massaging his shoulders and back. Jack was sighing and moaning with pleasure as my hands kneaded and rubbed away his soreness. My hands began to tire, so I dropped back down and lay flat against his back, feeling the warmth of his skin and listening to him breathing.

It was really peaceful, lying there, but I knew that there was much more fun to be had. I was pleased to feel Jack start to turn over, and I lifted myself off of him and allowed him to rotate under me. I sat down on his hips, and leaned over to stroke his smooth, strong chest. Jack reached up in the dark, feeling for my tits, which were not hard to find, and he stroked and rubbed them, which felt wonderful, and I was sighing. I could feel his cock stiffening behind me, and I felt Jack pulling my thighs toward his head. I let him put my legs over his shoulders and scooted up so that my moist pussy was pressing against his face. He grabbed my ass and pulled me close, buried his face in my crotch and began to lick me all over. He was tickling my lips and clit, sending shivers of pleasure up and down my body. I locked his head between my thighs as his tongue continued its delicious assault on my pussy, and I was twisting and writhing with pleasure. Suddenly, Jack did something new with his tongue that was so amazing that I gasped with pure delight and bucked my hips hard against his face.




Dana's Side Ch. 06



I decided to try something new, myself, and slowly leaned back, arching my back so much that I was able to get the tip of Jack's throbbing cock into my mouth, and Jack put his hands under my back to support me. It was a crazy position, but it was working, because, Jack had incredible access to my clit and pussy, and he prodded me toward the best orgasm I had had in a very long time. I tried to muffle my yelling, aware that Ariel was in the next room, and my mother was upstairs. I was able to roll off of Jack before he came, and quickly climbed on top of him facing forward, directed his cock into me, and began to bounce up and down, successfully bringing him to a massive orgasm of his own, which caused me to climax again. Smiling, I lay down next to Jack, who held me in his arms.

We recovered for a few minutes, before I asked him about the thing he did with his tongue, and he said that Gina had found the move on the Internet. I laughed and said, "I'm going to send her a thank you card." 

We lay there, until I heard Jack's breathing slow and become regular, and I fell asleep soon after.

Sunday

I was half sleeping, when I felt Jack's hand very gently stroking the outside of my pussy. I lay quietly, enjoying the sensation, and found myself happily purring. I opened my legs a little, and Jack took the hint, slowly inserting one finger into me, then increasing the pressure and intensity of his touch until I was moaning and moving my hips in time with the thrusts of his hands. I threw off the sheets, so I was fully exposed, and Jack added to his pleasuring by kissing my hard nipples and my tits. 

I opened my eyes and he looked at me as I smiled at him. I wanted his cock inside me, so I pulled his hand out and pulled him toward me. I guided his rigid cock into my dripping vagina, and we began to move together in rhythm. Jack was kissing my face, neck and tits as we fucked, and I first spread my legs wide to take him fully in before wrapping my legs around his hips. We went at it like this for a while, increasing our speed and varying from thrusting to grinding until we both came at the same time and crashed down on the bed. That was definitely the way to wake up in the morning, and I lay there, being held by Jack, smiling and satisfied.

Jack turned to me and said, "this 'friends with benefits' thing is amazing." 

I felt my stomach drop, but if that is what he wanted, I wasn't prepared to say anything. I guess I was going to need to ride this out a little longer until he realized that I was the right girl for him, so I said, "yeah, I guess it is pretty amazing." 

He responded, "I mean, I break up with Gina, and you break up with Kevin, and we are here for each other." 

I thought about what to say, and nothing good came to mind. "You're right," I said. "'Friends with benefits'". 

That didn't mean anything, but I still had the weekend to turn him around. I needed to get away, so I got up and got into the shower. The hot water felt good and washed away a few tears. A few minutes later, Jack came into the shower. He noticed my red eyes, and I lied and told him I had gotten soap in my eyes. We washed up and I held on to him tightly, worried that I was going to lose him before I really ever had him.

We got out of the shower and dried off, and went into the room where Ariel was sleeping. She was awake, and asked "So, how did it go? 

"Great until the end," I said. 

"What happened?" I replied, "We were lying in bed after some nice morning sex, and he basically said how much he liked the 'friends with benefits' arrangement." 

"So," Ariel asked, "wasn't that your chance to try to change it?" 

"Maybe, but I couldn't. I just couldn't say it. Not to mention that it wouldn't have made sense if you were then going to sleep with him." 

"You know I would have passed," she said. 

"Yeah, I guess so," I responded, continuing, a little confused, "but he seemed so happy with the arrangement. But I still have the rest of the weekend." 

Ariel looked at me. "Make up your mind, because you might blow the whole thing." 

I responded, "You're right. I really need to. But I'm going to keep putting a good face on this." 

"Whatever you want," Ariel said, some exasperation coming through in her voice.

Ariel and I came out of "our" room, and I saw Sarah give Jack a knowing look. Sarah, Steve and Jack were drinking coffee, and Ariel and I joined them. Jack started making eggs and frying bacon. A little while later, Mom and Mark came downstairs together, looking cheerful. 

Mark said, "I smell bacon and Jack's famous eggs, right?" 

"Correct you are, my father," he responded, sounding very pleased before handing them mugs of coffee and turning back to the eggs.

While we were eating, Mark suggested that we go into town and go antiquing. This clearly was Mom's idea, and although I knew that Ariel and I were not really fans, we agreed, as did everyone, and Mark promised to take us out to a nice lunch. After cleaning up the kitchen, I went to change, and put on a cute sundress, which I knew was a little different from my usual look, but was, I thought, flattering. And I thought that Jack would like it.

As much as I like shopping, my interests tended to run towards clothes and shoes, not antiques, but we had a pleasant time, and a nice lunch. Jack was friendly, and we touched a few times, but we didn't hold hands or put our arms around each other, like Sarah and Steve were doing. 

We got back to the house in mid-afternoon, and Jack mentioned taking a swim, but Ariel asked him to help her find some weights that apparently Mark said were in the basement. I had nothing to do, so I decided to go out to the lake for a swim. I changed into a one-piece suit and put my frustration into the swimming, and stayed in the lake for a long time, until I could feel myself tiring. I dried off and lay down on a lounge chair, and tried to sort out my feelings. A part of me wanted to storm in and confront Jack. Tell him how I felt, and tell him that I didn't want him to see anyone other than me. But another part of me was still worried that he would break my heart, and find some smarter girl that he would like better. In so many ways, the easiest thing would just be to let things stay like they were, and not shake things up with everyone around and to deal with it when we got home. So, I decided to play it cool. Let him screw Ariel tonight, and then I would get him back the next day. And when we get back home, I'll get him alone somewhere and we could figure out the situation.

My course clear, I walked back to the house to find commotion. Mom and Mark were packing to leave, apparently because Mark had to run back to work. Mark said that although we were originally going to leave the next day, we now could stay as long as we wanted. Sarah and Jack, luckily, had no jobs because they were basically rich, but Steve had to be back at work on Wednesday. I knew that Dana and I had our next shifts set for late Tuesday, so we all agreed to stay through Tuesday morning. We helped them pack up the smaller car, and they drove off. I showered and put the sundress back on, because it was comfortable and I kind of thought that Jack really liked it.

When I came out, Steve and Sarah were nowhere to be found, and Ariel was in our room, napping. Jack was passed out on the couch, with the TV on, and a book tented over his face. I sat at the end of the couch, put Jack's feet in my lap and changed the channel, all without waking him. Ariel must have tired him out with the weights in the basement. I was rubbing his feet, not really paying attention, as I watched TV. At some point, Jack must have awakened, because he started to make happy sighing sounds when I rubbed his feet. I looked over and his eyes were closed and he was smiling. Then, he opened his eyes and met my gaze. 

"Thanks," he said, "that feels amazing." 

"No problem," I answered. "Rumor has it that Ariel gave you quite a workout downstairs."

"Yeah," he responded, "I'm so fucking sore, I can't believe it." 

"I hope that won't stop you from giving her a workout tonight," I said. 

"I hope not," he responded, "and you're fine with that?" 

"Why shouldn't I be?" I responded, keeping my real emotions hidden, "I don't own you, and Ariel is looking forward to it." 

Sarah and Steve came out of their room and Jack suggested that they take the master bedroom upstairs, but they declined, so Jack moved his stuff upstairs. Steve offered to make dinner and Jack handed out beers and turned on a baseball game. I decided to walk outside and think about what was going on. I went over it in my head all different ways, and always came out the same way—it didn't make sense to bring things to a head here, but that I would when we got home.

Steve did a nice job with dinner, and we ate and drank some good wine. We all decided to watch a movie, and it was pretty exciting. Ariel and I sat on the couch, on either side of Jack, but we weren't touching. When the movie was over, Ariel followed Jack upstairs and Sarah went with Steve to bed, leaving me alone in the living room. I went to the kitchen and found some vodka and orange juice and mixed myself a stiff drink, which I sipped as I watched TV. I was pretty buzzed and tired when I dragged myself to bed, alone. 

Monday

I woke up with a headache and feeling a little angry. I could have been upstairs, with Jack, maybe having some sweet morning sex; instead, my sister was up there. It may have been the fact that I was blaming myself that made it worse. I lay in bed, feeling a little sorry for myself, until I needed to go to the bathroom. I peed, then drank some water and took a couple of Advil. I looked at myself in the mirror, and tried to objectively think of another girl that Jack should choose over me. There were none, I thought. 

Eventually, I got dressed and made it downstairs, where Steve and Sarah were having coffee and breakfast. They said that Ariel and Jack had gone for a run. I wasn't up for that. I tried to watch TV for a while, but I felt like crap, so I went back to bed. I woke up a little while later, and Ariel was in a bikini getting ready to go to the lake. 

"Sarah and Steve went down a few minutes ago—you should go upstairs and wake Jack up and come down and join us." 

"Did you have fun," I croaked. 

"We did, but he's all yours now. Don't fuck this up," she admonished. 

I smiled, weakly and watched her head out of the bedroom.

I went into our room, slapped some cold water on my face, put on a little makeup and pulled out my smallest, sexiest bikini. It was striped, and its cut definitely made my boobs look incredible. I walked up the stairs to the master bedroom and walked in without knocking. The room smelled unpleasantly. Jack was sprawled on the bed, on his stomach, wearing just a pair of boxers. I watched him breathe for a few minutes, before I shook his shoulder and said, "time to get your sorry ass out of bed. We need to open a window. This room smells of sweat, and sex and my mother's perfume." 

Jack rolled onto his back and looked at me, and his eyes nearly popped out of his head. I smiled at the effect that I had on him, and at his goofiness. He groaned as he moved, and reached out to me, trying, it seemed to lure me into bed. But I was not going to cooperate. I wanted to make him wait. 

I said, "You need to come to the lake—do you think I want Ariel to be the one to rub sunscreen on my back?" 

Jack slowly got out of the bed. It looked like between the workout, the run and the sex, Ariel had worn the poor boy out. We changed the sheets and opened the window. Jack changed into a swimsuit and we went downstairs. I noticed that he let me go ahead of him, and I swayed my hips provocatively as we walked down the stairs. 

"Where is everybody?" he asked, 

"At the lake," I responded. 

We grabbed towels and Jack took his iPod and book. When we got to the lake, only Ariel was there. 

"Where are Steve and Sarah?" Jack asked. 

"They took the boat out." I smiled at Jack, remembering our boat ride.

I found a chair, and lay down on my stomach. I untied the strings and handed Jack the sunscreen, and he coated my back and legs. I still liked making him do things; I felt that I had lost the upper hand in whatever our relationship was, and wanted to equalize it a little. I knew it would never be like it was at the start, where I was the unattainable hottest girl at school and he was a nerdy outcast, but I didn't want that anymore, anyway. But I couldn't let him take my friendship, and its benefits, for granted.

Jack decided to sit in the shade, and he moved a few chairs away, turned on his iPod and started to read. He was still kind of shy and liked his solitude, it seemed. After I got bored lying on my stomach, I turned over. I decided that it would be O.K. to go topless. The only person who hadn't seen my breasts was Steve, and I suspected he was more than satisfied with Sarah's not insubstantial set. I began to rub sunscreen on my exposed tits, not wanting to get sunburned, and not coincidently, giving Jack a little show that I could see he was enjoying. 

Ariel looked over at me, turned over, left her top off and slathered on sunscreen. At that point, Sarah and Steve returned from the boat, smiling and looking a little disheveled. Steve took a quick look at me and Ariel then quickly, and intelligently, turned back to focus his attention on Sarah. They sat down on two chairs next to Ariel, and Sarah shrugged, took off her top, too, and put sunscreen on her breasts. I could only imagine what Jack and Steve were thinking. 

I saw Jack get up, take off his shirt and jump into the water. I watched him float, quietly, his arms outstretched. After watching for a while, I walked up to the lake, dove in and swam toward Jack, who stood on the lake bottom and received my hug. I wrapped my arms and legs around him and held on tightly. 

"I got hot, and wanted a hug," I said. 

We held each other in that position until I let go of my neck and leaned back and floated just under the surface, except for my tits, which peeked up out of the water. I felt Jack's cock stiffen, and I sat up and wrapped my arms around his neck again, ground my crotch into his, and said, "Not here. Later." 

"I don't know," he said, "I hope I'm not too tired." 

I knew he wasn't being serious, but I looked at him with one of my hotter looks and said, "I can't imagine how that would be possible," as I grinded my crotch against his hard cock. 

I unwrapped my legs, kissed him and swam away. Jack followed me out a little bit later.

Sarah and Steve went out to get pizza, because there wasn't enough food in the house for dinner and we didn't want to go out. I sat on the couch, cuddling with Jack and watching TV, when they returned with the food. Before we ate, Steve said that he had some amazing hash, and wanted to smoke it. I hadn't smoked hash that many times, but I really enjoyed it. And if regular weed made me horny, hash was even more powerful, and it made sex incredible. I looked at Jack, who seemed a little hesitant, but looked excited when the rest of us were enthusiastic. He had no idea what he was in for tonight. We passed the pipe around, and the sweet smoke filled my lungs and made my head light and dizzy, but in a good way. It heightened my senses, so that the pizza was the best pizza I had ever had, and we were all laughing, hysterically.

We tried to play Pictionary, but it basically turned into a makeout session with body part flashing and obscene stick figure drawings. It is possible that Jack and Steve kissed at one point, but I can't really remember for sure. We were already pretty blasted, when Sarah brought out tequila, and we started doing shots. It was all pretty amusing, and at one point, Steve picked me up, then realized he made a mistake, put me down, tossed Sarah over his shoulder and carried her into their bedroom. 

Jack, who seemed to find the hash very enjoyable, loaded the pipe up and grabbed a lighter and started to walk upstairs, I followed him, and Ariel followed me up. It seemed cool that she was coming upstairs, too. The three of us got to the master bedroom, and Jack lit the hash pipe, and we passed it around, filling the room with thick, fragrant smoke. Jack opened the window to let some of the smoke out, and I was very high and very, very horny. Jack was grinning, looking at me and Ariel, and he just started to get undressed. That seemed like such a good idea, that I did too, and Ariel must have agreed, because she got naked, too. We were laughing, and I looked at my sister and realized that she really was a strikingly beautiful woman. Jack sat on the bed, staring at us and started to laugh. 

Ariel said, "Are you laughing at us?" 

"No," I said, "I'm laughing because I think it is funny that I am in a room with two beautiful naked women and my cock is pointing at them." 

It was true, and seemed funny, so we both started laughing.

More than anything at that moment, I wanted Jack's cock in my mouth, so I went down on my knees and started sucking on it. Its salty taste made my tongue tingle, and the sensation of its skin against my lips was intense. Ariel knelt next to me and pulled Jack's cock out of my mouth and put it in hers. Rather than get angry, I found it incredibly sexy, watching Ariel blowing Jack in front of me. I had seen some porn in my life, and generally didn't find it that interesting, but I felt like I was watching a pretty good one. Jack must have agreed, because he was giggling. 

I decided that it was my turn, so I took the cock from Ariel's mouth and jammed it into mine, and began to work it over with my lips and tongue. Ariel grabbed the shaft and began to stick it deeper into my mouth with one hand, while stroking his dangling balls with her other hand. We alternated sucking his cock and playing with the shaft and balls for what seemed like forever, and Jack moaned and writhed on the bed. We started going faster, switching more often until Jack panted, "I'm cumming." 

Ariel pulled Jack's cock out of my mouth and Jack shot a huge load of cum on my face, then she turned the head toward her, and he shot a second load on her face.

It was silent for a moment, as we all looked at each other, and then Ariel began to laugh uncontrollably. I looked at her laughing, cum dripping from her face and I couldn't help myself from laughing. Jack, sitting on the bed, his cock hanging limp and slick between his legs, joined in and we were giggling like little kids. Ariel and I stood up, and Ariel leaned over and began to lick the cum off of my face, so I did the same to her. I looked over and Jack was sitting there, with a stunned smile on his face. 

I was enjoying giving him a show, and the feeling of Ariel's skin against my tongue, and her tongue on my skin. I leaned over and licked a drop of cum off of Ariel's breast and started to suck on her beautiful nipple. Ariel grabbed for my tits and started rubbing them. I knew it was weird, but it felt great. I had a couple of lesbian experiences before, and was kind of lukewarm about it—I liked having a man's cock fuck me, but I knew that Ariel enjoyed it occasionally. We fell onto the bed, and began kissing and groping each other while Jack watched. I looked up at him briefly and saw him standing there, fully aroused and said "What are you waiting for?" 

Jack fell on top of us, and the three of us went a little crazy. I can't remember all that happened that night, except that it was intense, and I had innumerable orgasms. I know that I definitely went down on Ariel as she sucked Jack's cock. I remember Ariel sucking my tits while Jack fucked her. And there was one point where Ariel and I were eating each other out, and Jack fucked me from behind. There was pretty much no time where I didn't have a cock or tongue in my pussy, and a cock or pussy or tit in my mouth. It stopped being about people, just about body parts giving and receiving pleasure. It felt like Jack was cumming constantly, in or on one of us. I remember screaming, and sighing and moaning and panting. The last thing I remember was Jack, asleep between me and Ariel, and the two of us stroking him, and each other.




Dana's Side Ch. 06



Tuesday

I woke up with dim light filtering through the curtains and a bad case of cotton mouth. As my haze lifted, I realized that I was asleep, lying on my side between Jack's legs, with my head resting on his thigh. It looked like Jack's head was on Ariel's belly, as if we had fallen asleep in the middle of something. I began to remember some of the previous night's activities, but after the double blow job, it all was just a mass of sex and skin. It must have been good, because as I thought about it I started to feel a little tingly, and felt myself start to get wet. 

I lay there, not moving, and I saw Jack's cock begin to stiffen. I wasn't sure if he was awake and getting horny again, or if it was just a reflex during sleep, but I didn't really care. I reached out and gently directed his cock into my mouth, softly sucking and licking it without any urgency, just enjoying the feel of it getting harder and bigger in my mouth. Jack must have been awake, and he began to run his fingers through my hair, and his fingers kept getting caught in knots and tangles. I could see that Jack was also gently caressing Ariel's pussy. Where last night was insane, this was quiet and relaxed, but it felt good and, considering the fact that I was naked in bed with my sister, surprisingly comfortable. Jack's cock began to twitch, but I wanted my pussy to have some fun, so I took his cock out of my mouth, got up and lowered myself onto his rod, and just sat there, as he continued to finger Ariel. 

I started to bounce up and down on his cock, speeding up as my arousal increased, while Jack was fingering Ariel with one hand, making her squirm, and rubbing my tits with his other hand. Jack came inside me at the same time that he brought Ariel to a moaning orgasm. I stopped bouncing and felt his cock go soft, but he wasn't finished—he used his hand to massage my clit until I began to wiggle my hips and came, laughing. I fell on top of Jack, resting my head on his chest and fell asleep.

When I woke up, I was still lying on Jack, but Ariel was sitting on Jack's face, facing me, grinding her pussy into his face. There was a look of incredible pleasure on her beautiful face, and I was struck at how much I loved her. I lifted myself off of Jack and turned around so that I was straddling Jack, my knees on the bed, with my butt facing Ariel, I began to lick his hard cock like a Popsicle, and I could feel him moaning, even if his mouth was muffled by Ariel's crotch. I lifted my ass up in the air, and Ariel bent over and began to lick my pussy from behind. Her oral sex skills were incredible, and I was soon shaking with pleasure, which caused me to increase the intensity of my stimulation of Jack's cock. He blasted yet another load of cum into my mouth at the same time as I heard Ariel scream out and I felt the wave of another orgasm roll over me, making me laugh hysterically, again. Ariel fell on top of me, causing me to collapse onto Jack

The three of us lay there, panting, as we recovered. Eventually, Ariel rolled off of me, and I climbed off of Jack. The room was a disaster area. The bed was a mess—the sheets were pulled off, crumpled and stained, there were pillows all over the place and the blanket was jammed under the bed. I looked at Jack and Ariel, both naked, trying to process the whole thing. I certainly didn't feel embarrassed, yet there was a certain exhilarating taboo to it. Jack broke the uncomfortable silence saying, tentatively, "Well...that was fun..." 

"Holy crap," Ariel said, "that was incredible, and Dana, wow..." 

Jack asked us, "Had you ever done anything like that with each other before?" 

I looked at him and said, "No, but I'm not unhappy that it did now." 

Ariel smiled and said, "I agree, but we need to keep this between us, O.K.?" 

We all agreed. This was a special night that I would always remember, but never expected to repeat.

I went into the shower, and although I wouldn't have minded if Jack came to join me, or Ariel for that matter, I was kind of glad that they didn't so I could have a little space. Jack followed me in, and when he was done, Ariel showered. We dressed, stripped the bed, found what looked like cum stains on the carpet and cleaned them before heading downstairs. Steve and Sarah were already at the dining room table and gave us huge, knowing smiles when the three of us came downstairs together. 

Before anyone else spoke, Ariel looked at Sarah and said, pleasantly but firmly, "What you think happened, happened. We keep this among ourselves, like the other stuff, right?" 

Sarah agreed, and Steve pointed out he didn't know what the "other stuff" was, and neither did I, but they agreed anyway. We ate breakfast and needed to clean up and get on the road, because Ariel and I had to work that night.

Ariel and I gathered laundry and ran the washer and dryer while Jack cleaned up outside with Steve and Sarah packed up the kitchen and straightened up the common areas. We finished by putting all of the bedrooms back into order, loaded up the car and drove home. Even though he gave up some leg room, Jack offered to sit in the back between me and Ariel, and we both rested our heads on his shoulders and slept much of the way home.

We got home and only had a few minutes to chat with Mom before Ariel and I had to change and go to the restaurant. 

When I got there, Tanya looked at me and said, "I think I know what you have been doing all weekend, and with who." 

I smiled and said, "You are right, I'm feeling pretty good right now." 

"I'm glad," she said, as I went out on the floor for my shift.

Wednesday

I knew that I needed to resolve my situation with Jack, and wasn't surprised when he called me and asked to get together. I was surprised that he picked the park. Clearly, he wanted a public place, one where we could still have some privacy, but where we wouldn't be able to avoid our issues by just having sex. What I wanted was to end "friends with benefits" and move into an exclusive relationship. I was confident that if I asked him, he would agree, but was that what he really wanted? Not to mention, if I asked him, would it mean that I had lost control of the relationship? But did that really matter anymore? I was usually in charge in my prior relationships. I decided whether or not to sleep with them. I used my assets to lead almost every guy I ever dated around, and that included Jack, at least at the start. Now, I was uncomfortable with being the one asking for him to decide to choose me. My goal was to get him to ask, but if he wanted to keep things the way they were, I would agree. And, as with Gina, I was willing to wait, because at the end of the day, I knew I was really the best choice. 

I knew that if I came on too hard, it would be too obvious, and but I wanted him to know that I valued our relationship and thought about it. I found the not particularly flattering clothing I wore during our first tutoring session, and put them on, hoping that he would notice. I kept my makeup and hair simple and went out to the park. I arrived a couple of minutes late, and was surprised to see that Jack wasn't there yet. In the past, he was always right on time. I wondered if he was trying to play with my head, but I didn't think that was the way he did things. I sat on our agreed upon bench and waited. 

His lateness was beginning to worry me, when I saw his car pull into the parking lot. I saw him approach, and shivered, despite the heat. I noticed that his stride was more confident than it was back before his first weekend at the lake house. When he got closer, I smiled at him, and stood up. I could see him look me over and smile, I hoped it was because he recognized my outfit. I hugged him and gave him a gentle kiss on the lips. He looked at me with real affection, which was a good sign, and we sat down on the bench, facing each other. 

Before I could say anything, he just started talking, the words rushing from his mouth, "Dana, I wanted to talk to you, because I am confused. On the one hand, you act like you want to be my girlfriend, exclusively, but on the other hand, you push me away. You tell me about other girls, you agree with Ariel to share me over the weekend. You even seemed to agree with me over the weekend that we should continue as friends with benefits, but other times, I sense that you don't want that, at all."

I looked at him, confused. When did I say that I agreed that we should continue as friends with benefits? Did I say something to make him think that? I wasn't sure what to do, so I thought I could make him commit. 

"What do you want?" I asked. 

He didn't say what I hoped, instead responding, "What I want, is for you to be straight with me. For example, you once told me that you thought that Natalie was a better fit for me than you, and you know how my first date with her went. Do you still think that, because if you do, I think I should ask her out again." 

Fuck, I thought to myself. Why did I ever say that? Fuck Fuck Fuck. What could I say, without looking like a needy idiot? Natalie was a real threat, but I knew there was some issue that got between them before, so I didn't think she was so formidable. And if he struck out again, I knew he would come back to me, unless I acted like a bitch now. 

I gritted my teeth and said, "I guess that if you want to go out with Natalie, then you should." I took a deep breath, smiled at him, and said, trying to recover some degree of dignity, saying, "I hope you understand that I also have guys I want to date, and if your attempts to sleep with Natalie fail, I might not be there when you want me." 

I could see a brief flicker of doubt cross his face before he said, "I understand, and I want us to stay friends," he said. 

"With benefits," I replied, flashing him a look that I hoped would remind him of what he was risking. We kissed, briefly and went home separately. 

This was, surely, not how I wanted this to go, and I had a nagging feeling that I had been manipulated by Jack, which was uncomfortable, but a little exciting. Of course, one of the things that I liked about him was that he didn't play games, but I also respected the fact that he was growing confident enough not to just give in to me.

Epilogue

Over the next couple of weeks, Jack went out with Natalie a few times, and my sources told me that they seemed to be enjoying themselves. I didn't really want to see anyone else, so I threw myself into as many waitressing shifts as I could get. Tanya was worried for me, but I told her that I would be fine. 

I had heard from Lisa, who had heard from one of Natalie's friends, that she and Jack decided to stop seeing each other, so I wasn't surprised when Jack called me. Considering the fact that I hadn't been laid since the lake house, I was extremely horny, and was about to invite myself to his house for some rebound sex, but before I could, he asked me out to dinner that night. I realized, strangely, that it would be our first real public date. I poured myself into a tight black mini dress with the skimpiest of lingerie, and I could tell that Jack appreciated how I looked. He actually wore a sport jacket. 

We went to The Tuscan Villa, and had an incredible meal. But even better than the food was the conversation. I realized how little we really knew about each other, and we talked about our hopes for the future. Jack told me about how miserable he was for most of high school, and I discussed how badly I felt for the way I lorded it over everyone. We left the restaurant, and I loved the way Jack lightly placed his hand on the small of my back as we walked out. I was looking forward to fucking his brains out, but when we got to my house, he walked me to the door, kissed me goodnight and left. 

My body was buzzing with desire, but I realized what he was doing. He wanted to go through the process of getting to know each other better before we would have sex again. To make sure that our relationship was based on friendship, not just lust. I realized with a laugh that he was, knowingly or not, turning my old game of making him anticipate sex to increase his desire back on me. It was working. 

The next morning, Jack called, and invited me to the movies. I got someone to cover my shift that night, and agreed. At the theatre, Jack went to get popcorn, and I saw him get on a longer line rather than the one that was being served by a kind of slutty looking girl with big tits who I recognized as an underclassman at North. I wondered if she was the cause of his fight with Gina, and if so, silently thanked her. We saw a French comedy that I never would have picked on my own, but which turned out to be both funny and poignant. Jack held my hand during the movie, and I rested my head on his shoulder. After, we drove to my house and talked and made out in the car for a while. I went to give him a blow job, but he surprised me when he stopped me, and he again walked me to my door and refused to come inside. I was dying, and thought about pulling out my vibrator, but figured I could wait for one more date, which would be the third, which was, traditionally, when sex often happened.

When I came home from work the next day, there was a bouquet of flowers waiting for me, with a note from Jack, saying, "I have really enjoyed getting to know you the last few days and am looking forward to our third date." Mom and Ariel wanted to know what was going on, and I explained as best I could. He called me later that night, and invited me to his house the next night, for dinner. I wore a flattering, but not particularly revealing outfit, but wore the bustier, corset and panties I had used for the "appreciation" evening underneath as a surprise, if we got that far. Jack cooked me a delicious chicken stir fry for dinner, and we talked about how we felt about each other. Eventually, we went to Jack's room, where he appreciated my surprise, and we had truly incredible sex that somehow felt more meaningful than any we had before. 

The rest of the summer was unbelievable. If I wasn't working, I was with Jack. We did everything and anything together, from going to museums to shopping to just watching TV. The sex was incredible, and we ended up sleeping over at each other's houses regularly. Mom and Mark didn't give us a hard time, because they were doing the same thing. I was as happy as I ever remembered being. I considered Jack to be my closest friend, and we reveled in each other in and out of bed. Tanya joked that she needed to tie weights to my legs to keep me on the ground.

As we got closer to the time to leave for college, it got difficult. Jack and I were so close but we also knew that it wasn't realistic for us to keep things the same when we went away. Our colleges were far enough apart to make it hard to maintain a long distance relationship, and we were both comfortable enough with each other to acknowledge that we had very healthy sexual appetites. So, after long discussions, some tears, and lots of sex, we agreed that when we went to college, we were each free to see other people, but that we would try to remain friends, and if appropriate, enjoy the benefits. I know that I was confident that Jack and I would remain friends, but recognized the risk that he would find someone else who would click with him on every level. And I believed the same was possible for me. But I also was happy to know that we could still see each other, too. If at some point, we were in a position to get back together full time, and we both wanted to, that would be great, too. Our last night before I left for cheerleading practice was awesome, and we both cried when Jack left my house.

College turned out to be everything I had hoped, and more. It was great having Sarah there; she had become like another older sister to me. She helped guide me through the transition, taking me under her wing and giving me great advice. I joined her sorority and ultimately became its president.

One day, during my freshman year, I found out that some pictures of me in my cheerleading uniform were getting posted to the Internet, and were gaining some popularity. After that, I occasionally saw other candid shots of me, at sporting events, at parties, or even just walking around campus, on the web and started to get a little annoyed, until I was approached by a local modeling agency. I figured, if people liked looking at me and pictures of me, I might as well get paid for it. I did a little swimsuit and catalog modeling, and made appearances at trade shows and store openings. I had to quit cheerleading my last year to have time to do this, while keeping up my studies and my sorority duties, but it paid for my last year of college, and even let me build up some savings. I was offered a fairly large sum of money from a magazine to pose nude, and after a little soul searching, I declined. I didn't want nude pictures to surface some time later when, I hoped, to have a real job, or a family. 

I worked my ass off in my classes, determined not to be thought of as a dumb cheerleader, and received a degree, cum laude, with a double major in communications and marketing. My social life was active, and my sexual needs were rarely unmet. Jack and I continued to hook up during college, and we even visited each other when we were in relationships, as friends. Nevertheless, I never found anyone in college who meant as much to me as Jack did. 

During Christmas break of my senior year, I got a call from Sarah, who was visiting her father and Jack. We met at the coffee shop and she told me that she was working in Washington, D.C. with a big party planning firm, and wanted to hire me as her assistant when I graduated. It sounded like a good opportunity, and I accepted. After graduation, I moved to Washington, got a small apartment and worked for Sarah. I took to the job, and was rapidly promoted and had my own assistant, who I also hired from State. Sarah opened her own firm, Lake House Promotions, and I went with her. She generously gave me 5% of the firm at the start, and I ultimately became the chief operating officer, with 25% equity in the firm. Jack was also a part owner, and we all did very well when the firm went public. 

As always, my social life was active. I dated many well known and powerful men, politicians, businessmen, actors and athletes. I had a strict policy of never dating married men, because I saw how cheating screwed up my mother's life for so long. Although Mom dated Mark for a while, ultimately they broke up, but she remarried shortly after and is happy. Most of my relationships were, unfortunately, short term, although there were a few that lasted for over a year. Jack and I still found time to get together when we were between relationships, and we talked often, about life, and people, and even about our relationships with other people. We had one memorable week at Lake House's company villa in St. Bart's where neither of us wore clothing for most of the week and only got out of bed to use the bathroom. I still wonder what the kitchen and house staff thought about that, and the noises that came from the bedroom, but they were paid well to keep quiet.

I never felt the same about anyone as I did about Jack, and held out hope that someday we might find ourselves in the position to be together. But I was in Washington, and he was pursuing his Ph.D. in physics and teaching jobs in schools that always seemed to be in the Midwest. I knew that he would be an incredible professor. One day, he called me and told me he had met Rebecca, who he described as a brilliant physicist and almost as beautiful as me. They had met at a physics symposium and he told me he knew from the moment they met that he wanted to marry her.

They married shortly thereafter. Sarah and I planned the wedding for them, as our joint gift. Before the wedding, I had a brief conversation with Rebecca in which she made it clear that she understood that Jack and I had strong feelings for each other, and that she trusted both of us would not act on those feelings. I made it clear to her that I had no intention of doing anything to interfere with their happiness. I was one of Jack's "groomsmen", along with Mark, Fred, Steve, and a professor friend of Jack's named Rakesh, and attended the wedding with my then-boyfriend, a baseball player who I had started dating right before the wedding. Ariel came with her fiancé, Robert.