6 comments/ 184046 views/ 39 favorites My Playmate Ch. 01 By: bluedragonauthor Boy meets girl. Boy and girl hook up. Then girl decides to pose for a certain well known men's magazine. Some girls just wanna have fun. I'm just trying to hang on for the ride. PART 1: Orientation *** "What the hell are you thinking?" "I'm thinking I can't live one more minute without tasting you!" she smiled up at me from her kneeling position on the floor. "Someone could walk by any second!" I hissed in my same exasperated tone. "So you'd better hurry." And with that, the hot blonde got my dick out of my shorts and fed upon me. My knees went weak and I physically collapsed a few inches until my back hit the cinderblock wall behind me. We were hidden...(-ish) in the narrow stairwell, but I knew that our privacy couldn't last forever. "Cum for me baby. I'm a slut for your cum. Give it to me!" Her hand was jacking up and down my shaft, and then her mouth had enveloped me once again. On one level, I knew getting myself off faster would mean it was less likely we'd get caught. And she was certainly keeping up her end of the effort by rapidly jerking and suckling and teasing every sensitive nerve her tongue could reach. But the harder I tried to shoot off the more it eluded me, until finally I just said "fuck it" and let myself go, giving in to the thrill of the moment and the pleasure coursing through my dick. **Who cares if we get caught? What, like I should be ashamed of a hot babe blowing me? This feels too fucking good!** I glanced down, staring right into the pale blue eyes of this gorgeous woman giving me fantastic head, moaning around my pecker stuffing her mouth. She hummed when I moved my hands to her head, holding it steady as I started fucking her face as I went down the final stretch before the end. She opened her mouth wide and let me have my way with her until finally, with rapid thrusting, I slammed myself into the back of her throat and came, rocketing jet after jet of cum into her. Her lips clamped down and formed a watertight seal as she swallowed quickly, drinking down every drop I gave her while she coaxed out more with her hand still squeezing at my rod. Eventually, she stood up while I got my jeans back in order. Very clearly, that encounter had been more for her benefit than mine, even though I was the one with the orgasm. "Satisfied?" I asked her. She just nodded and a trickle of jizz leaked out the corner of her mouth. She caught her breath and then scooped the glob back in with a delicate finger. A wide smile spread across her face. "Well, playtime's over." I sternly informed her. "We're late for class." *** TWO WEEKS EARLIER Of all the places you'd expect to find hot chicks, I never would have picked a bowling alley. But that's where I first met Courtney. It was freshman orientation, and the upperclassmen figured a midnight bowling run would be a good way to get all the timid froshlings to come out and talk to one another. They were right. And I reaped the benefits. She was in Lane 17. I was in 18. I was your average proto-adult with just enough experience to fit in and not enough experience to start the conversation. She was a tanned and fit, blonde Southern belle with a brilliant smile and a smokin' bod. Quite easily, she captured my attention from the moment I saw her. And she held my attention even more firmly once I let my eyes wander up and away from her large breasts to her beautiful face. Two days into our first experience living away from home, everyone was looking to make new friends. Of course, a number of nearby males were trying to become more than just friends with Courtney. The three guys bowling with her in Lane 17 were falling all over themselves to get her bowling ball for her or offer her their seat. Some ex-high school jock in Lane 16 was trying to charm her and look cool at the same time. And another muscled Adonis in my own lane was suitably attempting to impress. That's not my style. So I held back, being perfectly polite and friendly but happy to watch five other dudes make fools of themselves. Instead I chatted with my new roommate and we both just watched the scene unfolding. Courtney's light hair and pale blue eyes were flipping left and right to address the volume of adoration being sent her way so that she never lingered on any one guy for more than a minute, much less looked towards me. So we left her and her gaggle of admirers to do their thing. Instead I focused on my bowling. Now I'm no professional, but I can throw a ball in a straight line. And after seven frames I was clearly in the lead amongst both Lanes 17 and 18. And my score had Courtney's attention. In the eighth frame I popped another strike, and Courtney hopped up to me with a loud cheer and a giggling high five. Her mood was infectious, and I was celebrating right with her. My roommate also got up to yell out his own encouragement. But I was honestly more pleased by the hot babe jumping up and down in front of me. When I got up for the ninth frame, Courtney was cheering me on and completely ignoring everyone else. A second strike in a row was more than enough to elicit a happy reaction from her, and suddenly she was the perky cheerleader on the sidelines who inspired the most magical of performances. I could actually FEEL my confidence spike as she jumped around. "Strike! Woo-hoo!" she popped out another high five, and I slapped her hand gleefully. Seriously, I was just thrilled she was talking to me. And then I was sitting on my ass across the floorboards after Mr. Adonis had purposely bumped me on his way to the lane. Courtney was then next to me as I got up and dusted myself off, and we looked up just in time to see that the jerk had thrown his second strike in a row as well. With only one frame left, he still had a chance to beat me. I was cordial enough to let Courtney fuss over me for a moment, but the competitive edge in me was now taking center stage over my hormones. I'd rather focus on my next ball. "Don't choke, bitch," came the snide remark from my competitor. "Hey! No one likes a poor sport," Courtney leap to my defense. I didn't bother with a response of my own. A third strike in a row would seal the deal. Anything less would leave a window for Mr. Adonis to eclipse my score. So lasering in on my target, I let fly and then let out a holler of joy as all ten pins hit the floor. Then I turned around to see the expressions on my waiting spectators. There's really nothing more satisfying than seeing arrogant ex-jocks looking dejected in defeat. Except maybe the fact that Courtney had jumped into my arms and given me a warm hug of congratulations. She smelled really nice, and I let a goofy grin spread across my face. **I think I'm going to like college.** *** It was 3 o'clock in the morning when I finally got Courtney to her dorm room. My roommate had made himself disappear the instant we got back to campus (thank you!). And after a minute of chatting I'd offered to walk Courtney back to her room. It wouldn't be far since we both lived on the same floor in the same dorm. But then one left turn had led to another and suddenly we'd been strolling away into the campus greenbelts. Clearly, neither of us had wanted to find our rooms just yet. We'd spent one of those multiple-hour, late night conversations that you always dream about: you know, the pleasant getting-to-know-you conversation mixed with the I-can't-believe-how-absolutely-fabulous-this-person-is giddy feeling. I hated for the evening to end. But there were more mandatory Orientation activities the next day, and we both knew we SHOULD get some sleep. In the end, we'd said our goodbyes just outside of her door, careful to be quiet. Courtney's roommate had skipped the bowling night and was sound asleep already. I was standing quite close to her body, and even had a little bit of that "lean". But I chickened out at the last moment and with a goofy grin, walked away. *** My roommate, Brian, and I were just about dressed and ready to catch the very end of breakfast hour at the dining hall. The knock on the door caught us both by surprise and I waited the half second for Brian to finish putting his shirt on before opening it. Two stunningly gorgeous faces shone in the morning sunlight, and I actually felt my breath being taken away as I gazed upon such a lovely sight. Courtney giggled and stepped into the room, lifting two fingers under my jaw to snap my mouth shut, and her equally pretty friend followed after before standing in the middle of the room. Both girls were dressed in casual college attire, jeans and a pastel shirt for the friend and another cute shirt and summer skirt for Courtney; but the clothing contoured to their wonderful figures in a way no baggy T-shirt had ever hung on my torso. Courtney said "hi" to Brian as well and then paused to introduce her friend, Christine. While Courtney was the gorgeous, blonde southern belle, Christine had more of a cute face framed by darker strawberry-blonde hair. And her green eyes sparkled while she turned to survey both me and my roommate while also profiling her body to the both of us. I swear Christine had even bigger tits than Courtney, and somewhere in the back of my head I thanked whatever fate was out there for putting me into this position. With thin waists, tight asses, and round breasts, these were Playboy-material babes we'd be spending our time with. We finished the introductions, and then smiling right at me Courtney asked, "Are you heading out to breakfast?" "Just now," I answered. And seizing the opportunity I continued, "Care to join us?" "Of course." Courtney's smile was brilliantly brighter even than the morning sun. Instinctively, we paired off when heading out of the dorm and to the dining hall. Courtney and I walked up front, easily continuing the previous night's conversation. I had worried that the magical connection would have dissipated overnight. But that electrical spark was still right there, and I felt a surge of adrenaline flowing through me when Courtney reached out and looped her hand through my elbow. I caught several gawking gazes of supremely jealous guys passing by in the opposite direction, and my ego tripled as I cruised through campus with such a gorgeous creature on my arm. Brian and Christine followed just steps behind us. I dimly heard them chatting and having no problems with their own conversation. But most of my own attention was on the goddess beside me. Breakfast and then the day's activities flew by in a blur. None of it mattered or registered in my head except for the knowledge that Courtney spent the entire time by my side. We entertained ourselves with little snarky comments about the boring presentations. And more than once someone would give us a short glare because we were making too much noise in our restrained laughter. Ironically, we were shushed during a speech lecturing that we shouldn't get into romantic relationships too early without forming a comfortable circle of friends to fall back on if the relationship falls apart. There's not much worse than finding yourself a year into school without a single friend except for your ex-girlfriend. For their part, Brian and Christine seemed to be hitting it off just as well, and we all stayed joined at the hip throughout the day and shared dinner together. After dinner we lazed around together in one of the dorm lounges. I was infinitely grateful for this Orientation week. We had days to kill just immersing ourselves in the college experience, meeting new people and enjoying the campus before the world of classes and homework took over our lives. Our foursome stuck together, although we did mingle with the other freshman students hanging out in the lounge. A ping-pong table in the back of the lounge also caught my attention, and with Courtney's encouragement I challenged one of the new guys to a friendly game. Well, with me playing, a friendly game quickly turned über-competitive. Courtney was right back in cheerleader mode, watching attentively and urging me on to do well. It was as if she took personal pride in my success, and that level of attachment felt really, really good to me. How could I possibly let her down? He was pretty good, and after a few frustrating early points, I went on an 8-point run to finish him off. Courtney was hugging me again and this time she gave me a peck on the cheek, setting off a deep red blush to involuntarily rise into my cheeks. Christine teased me about the color in my face while Brian just clapped me on the back in a more "manly" congratulation. But then another alpha male froshling stepped up to try and take me down. I spent the next half an hour just taking on competitors. Some of the games were close and some were not, but I managed to win all of them. Finally I retired citing wrist exhaustion, and Brian commented that I wouldn't be able to jack myself off tonight after wearing myself out. Courtney dropped in with a seriously sensual, "I could do it for you." And then the red color was in my cheeks again. Eventually, the hour got late and we decided to go to sleep. We made plans to meet up again for breakfast the next day, and I think Brian was even more eager to see Christine again than I was excited to see Courtney. *** The next day started off in the same manner. Courtney and Christine arrived at our door to pick us up for breakfast. This time we were already dressed and very ready to go. Our foursome picked up right where we'd left off the previous day. The same familiar comfortability permeated our every discussion. The same electric connection between us stirred the air. And we were laughing and talking without awkward pauses or any other hiccups. Orientation presentations and small group meetings with our upperclassmen "mentors" went smoothly. Although those small group meetings represented the only times we were separated from each other, and I felt a piece of me dying inside in every moment spent away from Courtney. I wouldn't consider myself to be the life of the party, but I usually wasn't afraid to speak up or take part in a social activity. But now, trapped with five other froshlings and one mentor, I found myself the social wallflower. Quiet, staying in the background, and constantly daydreaming about the gorgeous woman I'd spent the morning with. I was counting down the minutes until this interminable meeting was over and I could see her once again. When it was time to return to the big lecture hall, I literally raced through the crowd like a little kid eager to get to the front of the line. And once I got the big fountain in the main courtyard, I was frantically twisting my head this way and that in my futile search. I couldn't find her. But then a cheery "Hey you!" sounded behind me and the most blissful smile of my life spread across my face when I saw her. And everything in my life was right again. More boring speeches went by, and then our foursome reunited for dinner. Then after dinner was free time. So Brian led the way to the pool table we'd found in a back room of the dorm and we set up for a friendly two-on-two. For a moment, I was expecting a guys vs. girls matchup. But then Courtney made a smart-ass remark to her friend about how we would kick Christine's and Brian's collective asses. So the challenge was on. Brian broke and then proceeded to knock in half of his stripes. I just smirked at my teammate as Courtney shouted her encouragement at me. I could really get used to the sound of her cheering me on. So then I promptly ran the table and sank every solid in sight. And when the 8- ball dropped into the corner pocket, Courtney just looked at me with wide eyes and wondered aloud, "Bowling. Ping-pong. Pool. Is there anything you can't do?" "Haven't found anything yet." "Competitive, aren't you?" Christine whistled. "Well, I won't stop at anything until I've mastered it." "Anything?" Courtney asked. There was a flirty light in her eyes and she grinned at me. Taking the bait, I offered up, "Sure. Anything." "Well, how are you at licking pussy?" Brian audibly choked. I was sure I didn't hear her right. "Uh, excuse me?" For the first time, I felt my confidence waver with the unexpected. Courtney simply sauntered over to me and then stopped just inches away. One finger went to my chest and she looked downwards, following the trail of her finger as she traced my pecs. "Have you mastered the art of licking pussy?" And then she looked up into my eyes with her blue irises on fire. My mouth came up with its cocky answer before my brain did, "Well, would you like a demonstration?" "Mmm, well proving it does seem to be the best solution." Courtney's eyes dazzled me with their inner light. And without further ado she turned and elevated herself onto the edge of the pool table. Then spreading her legs, Courtney lifted up her skirt to prove she had gone without panties for the entire day, and a juicy wet pussy was now staring me in the face, covered only by a thin strip of blonde fuzz neatly trimmed and pointing the way. Christine hissed, "Courtney! What are you doing? There's no lock to this room!" Courtney kept her eyes firmly fixed on me while she replied to Christine, "Relax. And why don't you watch the door, will you?" I was in awe of the sight before me. I'd seen a pussy up close and personal before, but never on a girl who captured my imagination quite like Courtney. I felt the wave of uncertainty washing through my body, but my hormones and my ego had gotten me into this situation and I dared not back out. So schooling my face to betray no fear, I got to my knees and inhaled Courtney's sweet scent. "Oh, god," Christine moaned as she watched me moving into position, a pant of arousal more than shock at this point. And then I extended my tongue and took my first swipe along the moist slit. Courtney shuddered above me when the wet appendage first touched her skin, and she moaned happily as I moved deeper into continue my tongue thrashing. At that point, my world condensed until there was nothing left but the thighs around my ears and the gate to paradise before my eyes. "Fuck, yeah," she moaned. "Lick me, baby." I was quick to do just that. My lips and tongue never stopped moving while searching out every tender bump and crevice along Courtney's pussy. Automatically, I was mentally cataloguing which areas were more sensitive and which actions spurred the best reactions. A few minutes later, Courtney was juicing out of control as I introduced a finger into the mix. And when my tongue wrapped around her distended clit, I brought up two fingers and pressed them deeply into her tight tunnel. There was plenty of lubrication for me to thrust easily while the pads of my lips continued to attack her. "Oh, yeah. Deeper. Oh, shit! Just like that!" Her words were the most powerful aphrodisiac, spurring me on to a fervor I didn't realize I could possess. There was something about the way she said everything that made me feel like I was the most awesome sex god in the universe. And that enthusiasm showed in the way I attacked her body. I could tell she was getting close as Courtney was now having a seriously hard time keeping her body still. Her heavy pants were music to my ears as she gyrated on top of the pool table. And just as her moans were speeding up, I had a sudden inspiration and bared my teeth for just a moment to let the hard edges nudge against her throbbing love button. Courtney shrieked with just the briefest moment of pain, loud enough I'm sure to have carried well beyond the confines of this room. But the sudden rush had its desired effect and she was suddenly cumming, her legs wrapped around my head and her pussy visibly spasming in front of my face. A deluge of honey poured out of her body and across my chin while I slurped up as much as I could reach. My Playmate Ch. 01 I rode the waves, waiting patiently for the flexing muscles of Courtney's legs to stop quivering and after a couple of minutes, she finally sagged to a stop and half collapsed across the empty table. I stood up, and looked around for a moment before Brian stepped up with a few napkins he'd found in the room so I could clean up my face. I made no mention of the tent in his jeans as he still gaped at Courtney's naked pussy. Courtney sighed, and then Christine sighed with her as she saw the rapturous look on her friend's face. We were all silent for a few minutes as Courtney eventually collected herself, getting off the pool table and smoothing out her skirt. I hoped no one noticed the trickle of fluid running down her leg as I offered her the napkins. Still, there was no fixing the puddle of juices soaking the felt on the pool table. "Well, I must say that was pretty good," Courtney finally informed me. "But you're a long way from being a master. So I guess we're just going to have to keep practicing until you've mastered it." **Oh poor me.** "I think I can handle that." And Courtney sashayed right back up to me, the fire in her eyes still burning as brightly as ever. Then she leaned up and licked along the side of my face, catching a trail of her own honey before returning to my mouth and latching onto my lips for our first kiss. She moaned happily into me and the erection that had been trapped in my jeans was now screaming at me for relief. Then she turned to her friend. "Uh, Christine? Would you mind taking Brian here for a walk? I think the boys' dorm room is going to be occupied for the next hour or so." Christine nodded as she crossed the room to rejoin my roommate. "You little slut," she giggled to her friend. "Don't have too much fun without me." *** So Brian and Christine went their separate way while Courtney and I literally raced to the privacy of my dorm room. And no sooner had we entered than she trapped me against my own door and began to french kiss me with mad desire. My hands were roving over all her forbidden places while she simply clutched my shoulders as our tongues dueled together. Courtney actively ground her crotch onto my thigh while my palms cupped her perfect asscheeks, and then I stroked her spine while another hand came up to finally touch one of the massive globes sitting up on her chest. I was content to remain kissing, still young and new enough to the sex game to enjoy this simple pleasure; still wise and experienced enough to be patient for the main course. But Courtney had other ideas. After only a few minutes of engaging our mouths, Courtney backed away and then turned around. She was standing in the middle of the room and kicked her feet out to the sides, then bent over and grabbed her own ankles just above her white tennis shoes, forming an upside-down V with her body. And with a flick of her hips, she managed to flip the back of her skirt up and fold it over until there was nothing but her bare ass and juicy pussy staring back at me at the apex. Her upside-down face grinned at me, "Drop your jeans." Patience or not, I knew an opportunity when I saw one. My jeans and boxers hit the floor, trapped around my feet, and I shuffled forward until I was able to step in right behind her. My erect penis was leading the way and pointing towards her naked backside, like a plant stretching towards the sun. "Ooh, come to me." Once I was right behind her, Courtney wriggled on her feet until she brought her hips to just the right height for me. So with my dick hard and aimed forward, I gripped her thighs and sank myself deeply into her wet tunnel. The fireworks of pleasure lit off in my brain as every tender nerve came into contact with the paradise of Courtney's pussy. A dim part of me wanted to look into her eyes as we made love for the first time. But she wasn't that kind of girl and this wasn't that kind of fuck. So I stared down at the perfect ass of the limber girl bent in half before me, and I watched my spear parting her folds over and again while I pumped back and forth. Courtney's mewling noises drifted up to me while I thrust deep into her body. With her hands clamped onto her own ankles, she was completely helpless in my hands and dependent on the fulcrum of our fuck to remain vertical. "Fuck me baby!" she cried. This was fast and dirty. And it was apparently just how Courtney wanted it. I would have liked to say our first time making love was a rich tapestry of emotion and feeling, filled with loving caresses and tender words, stretching on into the evening so we could scale the heights of passion over hours of sensuous bliss. But it wasn't. Courtney's legs started trembling and she threatened to collapse from her precarious position. But I just gripped her ass even tighter and fucked her body around my shaft even harder. And then when Courtney's legs went rigidly still and she screamed out in ecstasy, I thrust all the way in one last time and joined her in the celebration of release. Her legs were locked still but her pussy muscles were spasming uncontrollably, and into this maelstrom of flesh I ejected load after load of cum directly into the heart of the storm. Courtney was gasping and muttering, "Oh, I can feel it!", reveling in our mutual orgasm while I simply growled and fired another burst of semen into her warm pussy. At last we ground to a halt, and with my hands still on Courtney's hips I leaned back until my spent cock plopped out, followed by a river of cum that dribbled down her leg. I managed to keep her upright just long enough until Courtney's knees buckled and she sank to all fours on the floor. I made a mental note to try and wipe up the fluids from the carpet before it stained too badly. And as I leaned back against my dresser I simply gasped for breath, listening to Courtney's pants of exertion as well and looking at her half- naked and well-fucked form still curled up on the carpet. I figured we were done for the moment. I was wrong. The nymphomaniac before me just turned around and lifted her shirt over her head. And then looking at me while sitting on her bare ass, she reached back and unsnapped her bra, moving efficiently. Still, despite the lack of theatrics, the reveal of Courtney's wonderful breasts to my gaze for the first time was an absolutely mind-blowing experience. Her round globes, so full and so firm in their youth, were the biggest ones I'd ever seen with my own two eyes. Capped by turgid pink nipples and standing proudly away from her body, they were absolutely spectacular. I felt the new twitch of life in my cock from that sight alone. And giggling at the expression on my face, Courtney continued to move, pulling her skirt down her legs and off, until she wore nothing but her socks and tennis shoes, which for some reason stayed on. Kinky. And I loved it. "Get on your bed," she told me, and I was quick to obey. She went to my feet to remove my shoes and then tug my jeans off. I whipped my shirt over my head which left me completely naked. My half-hard dick, still wet with her pussy juices, lay out in the open before Courtney's flashing eyes. She climbed onto the mattress to join me, and I couldn't help but reach my hands out to touch her skin. She was so hot I felt like I could burn my fingers against her, and at the same time it was such a silky smooth texture I couldn't get enough of caressing every inch I could reach, rubbing at random and changing directions whimsically every moment to touch a new place. Courtney, meanwhile, was much more direct in her attention. She went right for my cock and my body went still for a second when she slurped me into her mouth. I half choked when the velvety warm sensation spread into my body, and I lay back on the bed so simply enjoy this while Courtney showered me with our first blowjob together. Her tongue was a dancing imp of pleasure, titillating the sensitive skin and rubbing her fingers against my balls. "Oh, that's sooo good," I groaned to her. And it wasn't hyperbole. She was easily the most awesome oral giver of pleasure I'd ever experienced. But her suckling was not meant to bring me off, only to bring me back up. And in record time I was sporting an impressive piece of wood, stronger than oak. Fully in charge, Courtney maneuvered herself until she was squatting over my hips, her socks and tennis shoes planted flat on my bedspread while she looked deep into my eyes from an upright position. My hands automatically went to those generous tits and I cupped them in my hands, feeling her up to my delight. Courtney just smiled and glanced down at my hands, proud of her impressive bosom and apparently pleased that I was so enraptured by it. "Like them? You can play with them all you want. In fact, after tonight, I'll let you play with them whenever you want. Just trap me against a door and shove your hand inside my shirt. Feel me up, tease my nipples. Anytime you desire. Mmm, you could stick your head up in my shirt and suck on them if you wanted. Maybe later I'll let you fuck them!" My mind was spiraling out of control picturing everything she was telling me, and I gripped those firm globes ever tighter as if I would never let go. But Courtney had her own needs to attend to as well and before I realized it, she'd pivoted and then buried my dick back into her still sloppy pussy. I grunted my approval as she began to grind herself upon me, doing more carving than thrusting. I kept my palms on her tits as we gyrated together, enjoying the intensely tight squeeze while smoothly gliding against each other with the copious amounts of lubrication. "Oh, baby. You feel so good inside me. I want your cock every day. I want you fucking me every day. It's so, so fucking hot! I can't believe the temperature of this thing! You're setting me on fire!" Then Courtney elevated, and balancing with her left hand planted behind her, she leaned back and redirected my cock with her right hand until the mushroom head was trapped in her butt cleft. "No way," I breathed. I moved my hands out of the way so I could witness the sight before me unobstructed. Courtney just nodded. "I need to feel you burning through me." And then she sank her body down, exhaling mightily to relax her sphincter and leaning to make herself heavier and slam her own ass around my cock until the head popped through her anal ring. I couldn't believe the tight pressure as she forced her ass down onto me, but once we got through the first ring she descended rapidly and then I was balls deep in an asshole for the very first time in my life. "Holy shit!" I exclaimed. It was unbelievably tight. I'd thought her pussy was a snug fit, but I was squeezed on all sides inside of this inferno of Courtney's ass. She just sat there on top of me for a minute, enjoying the feel of my pole up her butt, and idly she let her fingers dangle down to tickle her clit on the other side. But then she leaned back with both arms, planting both hands on the bed and began to pump herself up and down with her legs. She fucked me on all fours, with her tits pointed to the ceiling and her pussy gaping wide just before my face, still oozing white globs of cum from our previous pussy-fuck. "Oh, oh, fuck!" she whimpered. "So full! Your cock is so hot and it fills me up so well!" I was in absolute heaven. A smoking hot nymphomaniac was fucking me up her asshole, and despite having cum only minutes before, I could feel myself slipping away into ecstasy. I had to find something else to focus on, and in a desperate effort to please her I moved my hands to the love button and wet gash in front of me. "Oh, yeah! Oh, baby! Stick your fingers in me!" So my right hand twiddled her clit while I shoved two fingers from my left hand in between her pussy lips. Courtney slammed her body down once, impaling my cock all the way up her ass and she remained right there, moaning in ecstasy while I flexed the shaft inside her backside and plunged my fingers in and out of her front hole. And then she threw her head back and shrieked to the world that she was cumming. I knew the cinderblock would muffle most of the sound, but there was no way my neighbors could have any doubt about what was occurring in this dorm room. Now satisfied, Courtney was determined to get me off as well. She slipped to her knees to give her calves a break, and then sat upright while gyrating around to feel my rod stretching her asshole wide open. And with her big tits bouncing right in my face she began to buck her body up and down, chest thrust outwards, head held high while she called out "Fill me! I wanna feel you shooting off in my ass! Let it go! Give me your cum!" I clamped my hands onto her hips to help her up and down, physically dominating her body and forcing her ass to fuck my cock at a pace that I wanted, as if I was masturbating myself with her asshole. And after only a few minutes of Courtney's tight butt muscles clenching and the audio/visual assault of her bosom and voice moaning at me. My balls coiled and then unleashed, and I was blasting off inside of Courtney's bowels, coating her insides with the hot splashes of my cum. Courtney shrieked in happiness as rope after rope of jizz impacted with her inner walls, and the deluge simply kept coming as I realized I was cumming more than I'd ever done in my life. "My first ass" was a mantra repeating over and again in my head. She sat atop me, just enjoying the sensations until eventually the rod holding her upright deflated and she collapsed backwards across my bed, now leaking cum from both of her holes and onto my bedspread. I would have to do an early load of laundry tonight. Courtney lay flat on her back, and I didn't move either. Some part of me figured I should be cuddling or something, but this simple exhaustion after such an incredible fuck also seemed appropriate. Neither of us moved for several moments as we just tried to catch our breath. The quiet was interrupted by a hard knock at the door. "You guys still in there?" Brian's voice called out. I checked the clock and realized we'd been fucking a lot longer than I expected. "Uh, give us two minutes, dude!" I got up and shouted back. Courtney smiled at me and then started to get her clothes back together, and also grabbed a few paper towels to clean her soiled body up a bit. But then I was kissing Courtney goodbye, and Christine's sparkling eyes were on her friend as Courtney and Brian switched places across the room. The two girls stood just outside our door and looked back at us boys. We only chatted for a minute before finalizing our good nights. Courtney finally stated, "I'd better get back to my roommate. I feel a little guilty for disappearing on her for the last two days." That made me pause, "Aren't you two roommates?" Courtney glanced at her friend and then back to me. "Oh, oh no!" she giggled, realization dawning across her face. "We just met each other on the first day. My roommate's a bookworm and I can't seem to get her to crawl out of our room just yet. But I'll try to drag her out with us tomorrow. You guys will like her, she's really sweet and she really needs some friends." Then Christine added, "Well my roommate is not the shy type, but she already has her own friends from high school and runs in her own circle. So maybe it'll just be the five of us." "Okay, well we'll see you in the morning." A second round of goodbyes went around and then Brian and I turned back to our room. And so both Brian and I sat on our own beds, spacing out into the distance. We were both ruminating on what the past few hours had brought us. "She kissed me," Brian whispered, half in disbelief. He was floating on Cloud 9. I didn't bother to tell him Courtney and I had done much more than kiss. "That was the best day of my life," Brian said. I had to agree. *** This time, Brian and I were the ones picking up the girls for breakfast. I felt it was more appropriate for the guys to do the "picking up", and besides I liked the pseudo-dating aspect of the concept. Christine was already inside Courtney's dorm room, and we finally met the wallflower roommate, Anna. To be honest, she pretty much fit the expected bookworm stereotype: brown-eyed brunette with bangs, a simple haircut designed to be efficient, glasses, and librarian-esque clothing that hid her figure from further inspection. Her face did have a clean attractiveness, although she could stand to wear a little makeup. Above all else the slumped posture and downcast eyes were her biggest problem. But Anna shook my hand firmly in greeting, like a guy would shake hands, and she was cordial enough in speaking to Brian and me. And then we were all off to breakfast together. After the previous evening's aerobic activities, I had a hunger to clutch Courtney's body to me and attack her in lustful pleasure. But instinctively I found myself holding back from flirting or any other physical affection towards Courtney. Somehow, I felt I had to be more reserved in front of her roommate. Besides, half of Courtney's attention was now on Anna while she did her best to be cheery and draw the wallflower out of her shell. The rest of us picked up on Courtney's activities and we all went out of our way to be friendly and subtly keep Anna involved in the conversation. And by the time breakfast was done Anna was much more open and relaxed with the rest of us. Still, my teenaged mind was filled with sexual thoughts, and I caught myself on more than one occasion hungrily devouring Courtney with my eyes. She noticed, more than once, and a little smirk would creep into her face as she kept up the conversation. And I would shake my head out and return to less sexual, but more sociable, topics. And then we were all off to the final day of Orientation's boring lectures and warnings. We all got our "drop-everything-and-run-because-someone-is-being- raped" whistles. We laughed at the "safe sex" skit. And I pretty much forget what all the other topics were on because my mind was elsewhere. Specifically, my mind was about two feet to my left. The five of us sat in one row together for the whole day: Anna, Courtney, Me, Christine, and Brian. And yes, it was Courtney I was daydreaming about, not her friend who was spending more time flirting with Brian. I rested my hand on the armrest between us, and from the moment Courtney slipped her own palm into mine I swore I would never let her hand go. Of course, I did let it go when we had to split off into our mentoring groups again. And I counted down every second until I saw her once again. I used to count down minutes; now it was seconds. And each tick on my wristwatch made my heart sink even further down, to a depth where only Courtney's smiling face could ever rescue me. Yeah, it's a safe bet to say I've got a pretty bad crush. For a moment I remembered how aloof and unbothered I felt when Courtney first had her gaggle of male admirers at the bowling alley. Love at first sight? Nah. But her infectious energy had drawn me out, her humor kept me entertained, and the most incredible sex of my life had completely blown my mind. I'd never been in love before, but maybe this was it. My crippled condition made me pretty bipolar for the rest of the day. It was a simple logical equation. If Courtney is with me, I am the happiest guy on Earth. If Courtney is not with me, I am so depressed I want to kill myself. So I celebrated like a drunk idiot when we were finally reunited just before dinner. In fact, just being around her filled me up with so much joy that I belatedly realized Brian and I were returning to our dorm room in the late evening without anything remotely sexual occurring. When I'd woken up this morning, all I could think about was another frantic romp around my room, fucking Courtney in every way imaginable. But now that the day was over, I realized that it had been a pleasant, but chaste evening. And I didn't regret a moment of it. My Playmate Ch. 01 After dinner, the five of us had retired back to Courtney and Anna's room, where we chatted and pulled out an Uno deck. Yes, Uno. No strip poker. No spin the bottle. No Truth or Dare. Uno. We all had a blast, and time literally flew so fast I was in a shock when the clock chimed 11pm. With the hour started getting late, and our first day of classes starting bright and early at 8am, Anna suggested that it was time to go to bed. Christine was the first to lean in and give Brian a warm kiss goodnight. I could see his heart racing from across the room, and then I caught the briefest glimpse of Christine's tongue retracting back into her own mouth when she pulled away. Courtney then glanced briefly at her own roommate, as if unsure how to proceed. Her concern was touching on some level. So with regret, I understood I would likely not be getting a kiss of my own. Anna just rolled her eyes. "Go ahead. I know I'm a fifth wheel, but that's cool." The smirk behind her glasses was honest. So Courtney grinned and actually launched into my arms, wrapping her legs around my waist while I grabbed onto her thighs to make sure she didn't fall. And then she kissed me with cheerleader enthusiasm, and I felt hours of withdrawal symptoms finally lift off of me while I fully enjoyed the flavor of her mouth. "Goodnight boys," Courtney called out as we headed out the door. "We'll see you in the morning!" I stopped four feet into the hall, the tug of desire preventing me from going any further. I didn't want to wait until tomorrow morning. I turned around and gazed back at the angel leaning against the door frame. And in a sudden burst I closed the distance between us and kissed her one more time. Courtney wrapped her arms behind my head as I planted the most passionate kiss of my life on her, and when we finally had to breathe I looked right into her sky blue eyes and realized, this is the face I want to wake up next to for the rest of my life. I went to sleep imagining what my life would be like at 30, 40, or even 80 years old with Courtney by my side. And in just 8 short hours I would be meeting her for breakfast once again. College rules! *** When I awoke, that breakfast meeting was still hours away. I could only have been asleep for an hour or so. The lights were out, the room dark, the air silent. And then the warm, wet, tingle shot up my spine once again. It was the same sensation that first brought me out of my slumber. And the heavenly feeling immediately had my attention. I groaned, and then heard a matching male groan come from across the room. Now I was fully awake, and I lifted my head up to see blonde hair in my lap, slowly bobbing up and down my naked erection. "What the-?" Courtney looked up from her position over my cock, smiling while her mouth was still stuffed full of my man-meat. Her eyes twinkled in the moonlight, and then she went back to feasting upon me. "Holy crap, Christine!" I heard Brian speak a moment later, the voice coming from his bed on the other side of the room. "I thought you said we'd see you in the morning." I heard a wet pop as Christine must have pulled off of Brian's dick. "It IS morning. It's 12:15. And that's all you have to say? I'm sucking your cock and you're questioning my timing?" "No, no, no! Oh, it's fantastic. Thank you! Thank you!" "Hmph, that's better." And then that half of the room went silent but for the slurping sounds of excellent head. I looked down and watched Courtney jerk my shaft just a few more times, paying careful attention to the twitches in my balls. Apparently satisfied, she got up. I could see that she had already stripped herself naked, and I sighed happily at the vision of her perfect body silhouetted in the moonlight. The soft lighting made her curves hyper-real, half-hidden in the shadow and leaving the rest of her nude form an erotic thing of true beauty. "I think they're ready," Courtney called out softly. "Okay, Brian. Move!" Christine was definitely in charge of her man, and it seemed Brian was only too happy to try and keep up with her every command. Then Courtney took my hand, leading me off my bed and over to join the other couple on Brian's bed. I could dimly see the forms shuffling around as Christine stripped Brian and then propped up a pillow against the wall. Soon Brian was sitting sideways across his bed, his feet hanging over one edge while his lower back was supported by the pillow. Christine's strawberry-blonde head was once again bobbing in his lap. Courtney got me naked as well, and then directed me to sit next to Brian, close enough to see exactly what Christine was doing to his dick, but not so close as to make either of us uncomfortable. And once both of us guys were in proper position, the girls simultaneously moved to straddle our hips. "Holy shit!" Brian exclaimed as he realized what was about to happen. We had only a foot of empty bed space between us. And then when the girls' knees filled up that gap and we had two naked beauties hovering over us, I could feel my breath completely exit my body. I truly adored Courtney, but seeing Christine's huge naked tits up close and personal drew my attention away for a moment, and then I was trying to see all four round breasts all at once and failing miserably. Brian actually recovered before me, and he gripped Christine's hips with his hands in anticipation as he stared straight at his lover's bare-shaven vaginal lips. The girls actually held hands together while they used their other hands to hold us erect. Then as one, they descended down to shove our hard erections deep into their bodies at the same time. "Ohmigod," Brian breathed as he felt the exquisite sensation take over his body. I myself had felt the inside of Courtney's pussy once before, but the feeling was still just as overwhelming for me as it must have been for Brian. Once they'd both hit rock bottom, the girls let go of each other's hand and Courtney leaned in to nibble on my neck. "I couldn't last any longer without feeling your cock," she moaned into my ear. "I'm not complaining," I told her as I guided her up and down in a slow, pumping motion. "Ooh, neither am I." Christine and Brian were similarly mumbling to each other as they enjoyed their first act of intercourse together. I could feel the gentle vibrations of their lovemaking through the mattress while enjoying my own good vibrations from the pretty girl on top of me. For a time, we individually screwed each other and kissed and thrust and bounced with the springiness of the mattress. But after the first few minutes of awe and wonder, I got curious and looked over to the other couple right next to me. Christine's naked body was almost as perfect as Courtney's. Her tits a little bigger, her hips a little wider. Not better, just different. And I let my gaze linger on her naked flesh, glistening with sweat in the moonlight now as she continued to fuck herself upon Brian's meatpole. Glancing up, I saw that Courtney was also watching and listening. And then I noticed Brian and Christine were watching us hotly as well while we all fucked away to our hearts content. It was like looking into a mirror, watching a gorgeous woman and man in the middle of their sexual union while feeling the exact same sensations from the partner in my lap. "Ooh, so good, Bri," Christine moaned when Brian grinded Christine's clit down against his pelvis. He shot me a cocky grin. I could actually feel my competitive fire flame up once again. Well now, I couldn't have Brian outdoing me in sex now, could I? So I gripped onto Courtney's hips and began to jack her light body up and down my shaft. "Ah, fuck me! Yes!" So the harder I fucked Courtney in my lap, the harder Brian had to fuck Christine. Then one of us guys would try a new technique, and the other guy would switch in competition to outdo his performance. I was just waiting to hear "Nothing but net." My forearms were burning from the exertion, but Courtney didn't seem to mind our male one-upsmanship. I had her torso twisting left and right so fast she couldn't see straight, her wobbly breasts bouncing side to side and jiggling up and down so fast I couldn't even focus on her nipples. She'd already climaxed once in my lap, adding to the heavy lubrication and I could now feel my muscles straining towards final release. "Come on, baby. I want to go to sleep tonight feeling your hot cum running down my legs. I want to wake up with a wet spot beneath me and dried semen on my crotch. Come on baby!" Courtney's moaning voice had me on the brink of ejaculation, but my male competitive pride wouldn't allow it just yet. Brian had gotten Christine to cum first. But now I wanted to make Courtney climax a second time and also hold my own release longer than my roommate's. So pulling out my secret weapon, I reached my hand around the tight drum of Courtney's ass and buried my middle finger into her anus all the way up to the second knuckle. Courtney twitched at me once, violently, and then she was announcing to the entire dorm that she was cumming with a piercing scream. Her hips quaked upon me and it took every ounce of willpower I had left to ride out the storm and keep myself from losing it. Seconds after Courtney blew, Christine also lit off like a firework, bouncing up and down quickly in Brian's lap and calling out her own climax to echo off the walls right after Courtney's scream. Christine's pussy muscles must have been too much for Brian, because I could immediately see him twitching and panting as his hips thrust up, plunging himself as deeply into his girl as possible before he began to unload his pent-up fluids into Christine's still spasming box. I felt a wash of relief pass over me as I realized I had won, and the moment my muscles relaxed I felt the overwhelming surge of pressure explode out of my balls, and then my arms were clutching around Courtney's waist as I ejected spurt after spurt of my semen directly into the back of Courtney's womb. And then the four of us were sagged against the cinderblock wall, limp penises still half embedded into oversaturated pussies and firm tits squashed up against muscular chests while we cuddled in the afterglow. "I love you," I mumbled right into Courtney's mouth. And then that happy, pleasant feeling disappeared instantly as I felt Courtney's body tense up in my arms. Where the hell did those words come from? She pulled back enough to look right into my eyes with an odd expression. "Oh, jeez, I'm sorry," I stuttered. "I didn't mean to say that." Courtney cooed right at me and placed a finger on my lips to shush me. "It's okay. That's really sweet." And then she lay her head back down on my shoulder. **'I love you?'** I thought in disgust. I've known the girl for a few days and I'm saying 'I love you'?! And so I stewed on my own inner fears and hang-ups until the girls decided they'd better get back home. So we shared final kisses and they silently slipped out of our room. Then I moved back to my own bed to get some sleep. I breathed out deeply, shoving my concerns out of my head and instead remembering the blissful feelings Courtney brought me. And I closed my eyes to let unconsciousness overwhelm me. Brian's whiny voice then shattered the air. "Why the hell do I have to sleep on the wet spot?!" *** "Dude! Wake up!" "I know." I rolled over and closed my eyes again. *** "Dude! Seriously, you gotta wake up!" "I know." I rolled over and closed my eyes again. *** The door slammed open, and I heard the noise of Brian grabbing his book bag. "Dude! You just missed breakfast. You missed out on seeing Courtney again." "FUCK!" I was fully awake. "And now you're going to be late for your first day of classes," Brian chuckled. And then he went out the door. I looked around at the clock. Six minutes to dress and run to class. "FUCK!" *** Anna had a 1pm class and both Courtney and I had free time. So after lunch, we sprinted back to the girls' dorm room and fucked like rabbits for the next hour. I first got to go down on her for twenty minutes, palming her tits and tonguing her to two squealing climaxes before I crawled up her body and blew my load into Courtney's pussy. And then it was back to schoolwork. *** Our gang of five got back together for dinner. Anna was still a quiet wallflower for the first ten minutes until we started talking about schoolwork, and then she joined in as if she owned the topic. I'd actually been in the same lecture as her for one of my advanced math classes, and she amazed me with how much more she remembered than I did. I made a mental note to study with her in the future. Anna also made a comment about our foursome being boyfriends and girlfriends now. Courtney didn't want her roommate to feel like a fifth wheel once again, but she didn't contradict the statement either. I felt myself simmering in heaven at the thought of Courtney being my girlfriend. But after dinner was done, we all agreed it was in our best interest to make our schoolwork a priority. So we split up. Courtney kissed me just before she left, and whispered happily "My boyfriend!" I was grinning ear to ear, but unfortunately neither Brian nor I saw the girls until the next morning at breakfast. *** The next day Courtney and I had only a 30-minute window just before lunch. We crept into my dorm room while Brian had a class, and my girlfriend sucked me off until I exploded in her mouth. At the time, it was my first chance to finish in her mouth, and I was absolutely thrilled when she drank down every last drop. And then it was back to the daily grind. I also got to hang out with Anna to study for an end of the week quiz for Multivariable Calculus. Anna came to my room while Brian, Christine, and Courtney studied in the girls' room since the three of them also had a quiz for a different class. *** The weekend was half-filled with schoolwork and killing time hanging out. And on more than one occasion we would couple off and go our separate ways while Anna went by herself to the library or computer lab. Saturday night the five of us went to see a stupid comedy at local movie theater. And after that first school week, each subsequent seven days began to follow the same pattern. Mondays and Wednesdays Courtney and I got into full on sex sessions in her dorm room around 1pm. On occasion, we'd find time for a really aggressive multi-orgasmic all-over-the-room fuck. But the evenings were mostly schoolwork related. Tuesdays and Thursdays we had much less time, usually quick blowjobs just before lunch. In the evenings, we'd split off into our Anna/Me and Brian/Christine/Courtney combos to study. Christine commented more than once how great it was to be with a man of intelligence, as Brian was rather well read compared to most guys Christine had dated before. And I loved it when Courtney just looked at me with a similarly pleased expression. Fridays varied, depending on our extra-curricular activities. But Courtney always made sure to squeeze in a time to get me off. And the weekend started after Friday dinner. Those weekends were wall-to-wall free-for-alls. True, we did some work. But it was flexible and built around our social schedule. They say you've got Sleep, Social Life, and Studying: Pick Two. But we managed to juggle all three and throw in the fourth "S": sex, for good measure. Courtney was a complete nymphomaniac. Now I know Brian and Christine had sex with some regularity. We even had a few more sex dates together to watch each other, just for the visual thrill. But seriously, Courtney could not live a full 24- hours without feeling my sperm splatter against some part of her body. If that meant a quick blowjob in a semi-private (thus semi-public) location, that was okay. After the 30th or so exhibitionist act, you start to become numb to the usual concerns. So I just went with the flow and let her get me off. It was the most wonderful year of my life. If only it could have always stayed the same. *** Springtime brought a welcome warmth in the air that lifted the spirits and, more importantly, inspired brief attire in the female species. The campus was soon filled with hot coeds wearing skimpy tank tops and shorter shorts. And Courtney never minded my roving eye. It was always a matter of look, but don't touch. She actually enjoyed me looking at other girls because the view always got me a little aroused, something she could easily make use of. So I got many an eyeful of luscious cleavage and tanned legs. And Courtney and I would then sneak away so I could release that sexual excitement all over her naked tits. Of course, I was far from the only male gazing upon the feminine loveliness. Now I'm not even talking about the other college student studs or upperclassmen hunks. There was a little magazine coming to town. Perhaps you've even heard of it. So Playboy magazine was running through their annual "College Girls" edition, and they were holding auditions to get photographed for the magazine. Apparently, every year there are thousands of applicants and only a dozen or so actually make the monthly magazine itself. Courtney brought up the notion to try out. And as soon as Courtney started discussing it, Christine got the idea in her head as well. At first I had some concerns. After all, I didn't want a room full of sleazy men staring at my girlfriend, let alone a million readers if she did manage to succeed. But the more excited Courtney got, the happier I felt for her. If she wanted to do this, who was I to stand in her way? Besides, the idea got Courtney really, really horny. So she dragged me away to put that extra energy to good use. I was going to have to drink a lot more water these days, and I'm not talking about the springtime heat. *** We were standing in line, a hundred-odd women all in one queue to first register and then wait for their opportunity to convince a judging panel that they were Playboy-material. Theoretically it was about more than just looks. Personality, innate goodness, all that stuff counted as well. Theoretically. So Brian and I stood in line next to our girlfriends, as well as a hundred of the most beautiful girls on campus. As you would expect, this drew a rather large crowd of gawkers just to see the spectacle. Some were other girls who seemed hesitant at first, then joined the line once they realized there were a lot of people auditioning. Safety in numbers I suppose. No one wants to be the ONLY three people to show up. But many of the gawkers were male, and quite drunk as well. Two macho men in particular decided to bring their jeers and snarky comments up close and personal. "Hey, I wouldn't mind seeing this bitch naked," the first drunk drawled, pointing right at Courtney. "How 'bout it baby? Wanna give me a sneak peek?" "Buzz off, jerk." Courtney spat back. "Hey, don't call her a bitch," I countered. The same cold fire that drove me when I got competitive was now burning in the back of my head. I was already a little awkward with the whole Playboy situation, and now I was feeling rather protective of my woman. "Well, whatcha gonna do about it?" He reached up and literally shoved me backwards with both palms to my chest. I rocked back and caught my balance, then stepped right up until I was nose to nose with the bastard. "That's assault," I muttered quietly. "Just walk away." His response was rather typical. He shoved me again. Now I was riled up. I was going to give him one more chance to walk away quietly, maybe settle things diplomatically. Too bad (for him) that Courtney didn't have my kind of patience. She just reached back with one arm and then clocked him upside the nose. Drunken boy hit the pavement ass-first, already streaming a trickle of blood down the right side of his face. "The FUCK?" My Playmate Ch. 01 "Walk away," Courtney stated flatly. Drunk or not, his friend at least had more sense than he did. So with his head shaken up, the friend got drunk boy to his feet and the two of them stumbled away. Christine piped up with the modern version of "You go, girl!" and we all had a little chuckle, feeling the tension dissipate into the air. "Well, after that," Brian commented. "These auditions will be a piece of cake!" *** Brian, Anna, and I sat at our usual table in the dining hall. We were halfway through our meals, chatting amiably and waiting for Courtney and Christine to come back to us. Their auditions had finished this morning. But they went back in the evening to find out their results. I was still looking down at my next bite of dinner when a cheery voice sounded off right in front of me. "Ohmigod! We made it!" I nearly snorted my Coke. "What?" Courtney and Christine were both jumping up and down, giggling like schoolgirls (well, pre-pubescent schoolgirls at least). The rest of us watched the two hot blondes celebrate like their team had just scored a touchdown or something. "They're gonna do a photo shoot for us! We made it!" Christine gasped, her eyes twinkling as she stared with obvious lust for her boyfriend, Brian. I glanced back and saw the same lust in Courtney's eyes. "You two are coming with us. NOW!" Courtney gripped my arm and started tugging me away from my seat. I glanced back at Anna, looking apologetic for abandoning her (again). "Hey, don't sweat it. Go celebrate." Anna looked up at me and smiled knowingly. She knew this wasn't going to be a PG-rated kind of celebration, and she was already pulling a paperback novel out from her book bag to entertain herself for the rest of the meal. So very quickly, the four of us found ourselves in Brian's and my dorm room. Christine was already tugging at her shirt and reclining over Brian's bed. "So, how do you think we should pose for the photo shoot?" "Uh, well, I think the photographer will be posing you," Brian stammered out. He seemed more mesmerized by Christine's huge tits slowly coming into view as she removed her bra. "Maybe," Courtney cut in. She'd also pulled her own shirt off and was now working at her jeans. "But we models can still have a few ideas of our own. We should practice so we know how to hold our bodies." "Yeah," Christine giggled. "How do you want me, Mr. Director?" She'd gotten herself fully naked and now was kneeling upright on Brian's bed, her firm tits thrust forward, her lips pursed, and her hands crossing over her bare-shaven pussy to hide it while she mugged for an invisible camera. Brian just leaned against his desk and whistled, "Uh, uh, well. What you're doing right now looks just fine." "Okay, hold it." I'd dug into my drawer and pulled out my own digital camera. Christine smiled at me and then tilted her head just so until the flash strobed and I'd saved the shot. Belatedly, I realized that I now owned a photograph of Christine fully naked. If I didn't have Courtney constantly releasing all my sexual tension, I would have some nice masturbation material by the time we were done. "Me too!" Courtney piped up. Now naked herself, I nearly dropped the camera when she knelt just behind Christine and leaned in against her friend. Courtney's own bosom now pressed into Christine's back and she rested her head on Christine's shoulder while wrapping her hands around to hold up and push Christine's tits together. With a flash, I'd saved another perfect photo to treasure for the rest of my life. And so it went. The girls switched around repeatedly, sometimes taking solo shots and sometimes together. I got one of Courtney on all fours in the doggy position and Christine miming like she was fucking her friend. ("Too risqué for Playboy" according to Brian.) I got several shots of the two of them pressed chest to chest, one of Courtney's large boobs splitting the cleavage of Christine's while their faces remained only an inch apart. And then I literally did drop the camera onto the floor when Courtney leaned in and pressed her lips to Christine's, followed by a heady moan of arousal from both girls as they enjoyed the sweet kiss. They broke away in surprise and worry when the camera hit the floor, but I picked it up and checked it over, letting everyone feel relieved when I announced that the camera was fine. I was, however, out of memory space. We'd used up the entire memory card. So I swapped out for another one and then it was right back to our impromptu photo shoot. We started to head into Penthouse territory with the second set. I got a close-up of Christine's wet pussy, her pink lips spread wide by Courtney's fingers. I got another shot from behind while Christine lay directly on top of Courtney, so that I could see two pussies and two assholes in the same frame. I also nearly blew my load when I got a shot of Courtney's tongue carving out the inside of Christine's mouth. That was nothing compared to when Christine was straddling Courtney's hips and palming Courtney's tits, bouncing slowly as if she was fucking her friend from on top. But then when Courtney tugged at her friend's ass and pulled her crotch up within tongue-reach, I completely flipped out. Brian had his hand inside his shorts the moment Courtney's mouth captured Christine's pussy. Then Christine just moaned and leaned forward until she could brace her hands against the wall in front of her while Courtney really began to eat her out. "Oh, fuck yeah!" Christine moaned as her friend's lips and tongue went to work. My hands were trembling. It took a good minute or two for me to calm them enough to keep on snapping pictures. Christine was tweaking her own nipples and crying out in delight while Courtney ate her out, and then I got several perfect photos of Christine orgasming: her mouth open, her eyes shut, and her back arched with head thrown back. But then neither Brian nor I could stay away any longer. We both got ourselves naked in the few moments while Courtney and Christine returned to lightly kissing and whispering tender words to each other. But then I was sitting on Brian's bed with my back to the side wall once again, and I literally yanked my girlfriend over and into my lap. Strictly because of the way she was lying down, when I pulled Courtney over my cock she was facing away and kneeling over me. But I held her hips in one hand and held my cock with the other and lowered Courtney's steaming pussy to my shaft. We both groaned happily when I entered her and the groans didn't stop until she was seated all the way down. But before we could begin thrusting, Courtney crooked a finger to her friend. "Time to return the favor, honey." Christine just smiled and stood next to the bed, bending over the edge and leaning forward until her tits were against the mattress with her head between Courtney's outspread legs. Christine had a perfect view of my thick dick splitting Courtney's nether lips open and she also had a perfect angle to reach her tongue at Courtney's throbbing clit. Courtney was moaning and spasming around my shaft, the inner trembling of her muscles more than enough to keep me hard while she had Christine licking away at her pussy. And Brian found himself in a perfect position to stand behind his girlfriend's outthrust ass and plunge his way balls deep into Christine's tight vaginal tunnel. "Like that, baby?" Courtney asked me when she began to lift and lower herself along my dick. "Can you feel my tight pussy wrapped around your thick shaft? Don't you love it every time Christine's tongue dips a little lower and tickles your skin?" "Hell, yeah," I breathed, focusing down on Courtney's perfect asscheeks in front of me and visualizing what it must look like on the other side of her crotch. "Oh, yes!" Courtney called out when either I or Christine hit a particularly sensitive spot. "We're going to have to do this photo shoot thing again sometime. It gets me sooo turned on!" I was not going to complain with the results, either. This was my first four-way sex act, and all of us remained in our fucking positions until everyone got off. For the first time, I could care less about being competitive. I just wanted to get my rocks off into my girlfriend's tight pussy. Courtney was the first to climax. My dick impaling her and her best friend's mouth on her pussy was more than enough to send her into orbit rather quickly. And Christine wasn't far behind. Brian was so aroused by the sight in front of him that he was rapid-fire plunging in and out of Christine so fast and so hard she was literally being fucked into oblivion. (Seriously, banging your girlfriend doggy style while watching her eat out her best friend, who happens to be gorgeous with a nice big set of tits bouncing around within view, how turned on would YOU be?) So right after I heard Christine lift her head up and scream out her orgasm, I was slamming Courtney's body up and down for thirty seconds straight until my cannon loosed inside of her body, spitting wad after wad of semen up and into her belly while Courtney simultaneously quaked with another orgasm of her own. And finally, with Christine focusing her efforts on squeezing Brian's cock inside of her, I heard my roommate bellow and his body go still as he pumped out his own load into Christine's pussy to finish us all off. And we were just getting started. We paired off and fucked again until both Brian and I were on the edge of our second orgasms. Then both Courtney and Christine knelt before us with open mouths, jacking our cocks until we both exploded. Courtney was the first to aim my spurting cock at Christine's tits, so then Christine returned the favor and aimed Brian's ejaculation onto Courtney's face. Neither Courtney nor Christine returned to their own dorm rooms that night. Such sleepovers had become rather commonplace as it was easier for the girls to sleep with us rather than at their own rooms because of roommate issues. Courtney snuggled in with me, one arm holding her firm boob near to me and my other arm snaked beneath her neck so I could hold her other boob with that hand. I was in heaven. We heard Christine and Brian similarly shuffling to get into a comfortable position. And then Brian's complaining voice crackled into the silent night. "Oh, HELL no. Dude! Next time we're doing this orgy thing on YOUR bed. Why the fuck do I always get the wet spot?!" *** So the girls went back to do their photo shoot the next day. And then after that things returned to normal for the rest of the academic year. I was still getting off at least once every day with Courtney's help one way or another. And schoolwork itself was just part of the routine like brushing your teeth. Perhaps the worst day of my life was when summer break came and I had to head home. Courtney and I separated, rather tearfully. We had one weekend in July planned to get together, but for the most part I was going to have to handle myself with nothing but Aunt Palm to keep me company. On the bright side, I had the next academic year to look forward to. Brian and I were hooking up with two other guys we knew to rent a house. And Courtney, Christine, and Anna were getting a 3-bedroom apartment together nearby. In a few short months, we'd have all the space in the world (and single privacy) to fuck away to our hearts content. Courtney gave me one of our trademark fantastic kisses goodbye. And then it was "see you in two months." At least I had several (erm, a LOT) of digital photographs to reflect fondly on and masturbate to. Damn those girls were hot. July's weekend, when it finally came, was absolutely incredible; but it was also way too short. The best piece of news I had was that Courtney and Christine's Playboy magazine would be coming out in a few weeks. So I would soon have new material to jerk off to. I beat my mom to the mailbox every day in anticipation of my new Playboy subscription. To cover that enthusiasm, I also took out the trash like clockwork and informed my mom that I wanted to help out around the house a bit more while I was at home. And then one day it was here. I found the Contents page in half a second and found the girls' page only two seconds later. There, in a full page spread, Christine and my Courtney: reclining together fully naked with Courtney's blonde head resting against Christine's awesome breasts. My girlfriend... in Playboy magazine... True, millions of people could now see what she looked like naked. But in the end, I was the guy she called her boyfriend. She was my playmate. *** NEXT: PART 2 My Playmate Ch. 02 PART 2: The Centerfold *** "How does it feel to fuck a Playmate?" "Feels good," I groaned, then pulled back and thrust forward slowly once again, savoring every little sensation as each ridge of my cock slid inside of Courtney's welcoming tunnel. And yet each feeling was bittersweet. My mind was caught in this dichotomy between pleasure and pain. I looked down into Courtney's eyes, radiant in their individual beauty. And I also noticed the trickle of tears seeping out and down her cheek. I teetered on the edge of pleasure and sadness, feeling ever so unbalanced on this tightrope we were walking. "What are we doing?" I asked her softly. She managed a hopeful smile, blinking past her own tears. And I knew she was experiencing the same confusion I was feeling. At last she answered, "We're making love." And then there were no more words as I just rested my head on the pillow beside her, my hands gripping her hips to help me pump in and out of the wettest pussy I'd ever felt in my life. Courtney moaned into my ear while she cradled my head in her hands, rolling her hips in time with my thrusting to achieve the maximum pleasure with the least amount of effort while we slowly absorbed each other's body. I felt cocooned in my blankets, still over my shoulders and bunched up around our sides. Courtney lay quiescent beneath me, her firm tits pressed up against my chest, her labored breathing loud in my ears. We tenderly thrust at each other, building up friction while her legs intertwined with mine to make us as close to one person as could possibly be. And then, the pressure built and the pleasure crescendoed. And while our movements did not speed up that much, the sense of urgency and the force increased until we were pumping firmly, and at last the release came as Courtney bit down on my neck to stifle her orgasm while I spewed a torrent of cum into her willing body. It seemed to go on for forever and at the same time didn't last nearly long enough. It was the greatest sex of our lives. The kind you never recover from and carry in your memories for all eternity. Our souls had touched one another. When it was over, I remained inside of her, clutching her body to me as if it was the last time I would ever have this chance. And Courtney hugged me back with a passion I had painfully yearned for. "I missed you so much," she whispered. "I..." I shook my head. My heart hurt so much, and the pain carried up into my brain. "I..." I couldn't say it. I needed to, wanted to tell Courtney 'I love you', but the words just caught in my throat. She seemed to sense what I was trying to tell her, simultaneously hoping for the phrase and frightened by it. After what we had just done, those words might actually make her stay with me. But could I do that to her? Was it fair? In the end, only the actual words could make them truly real. My eyebrows bent into the frown I was fighting away from my mouth. Finally I said, "I... I'm happy for you. You deserve all the success you're getting." "Thank you." Eventually, we got dressed. Courtney stopped at the front door, turned and gave me one of our trademark fully passionate kisses. A kiss I had gotten very used to. A kiss I knew I was going to miss. And then she was gone. Perhaps for only a few months. But perhaps forever. I sincerely questioned if I would ever see her again. But right now, my only choice was to move on. *** EIGHT MONTHS EARLIER Summer vacation was over. The school year was back upon us, and I was unloading my car to furnish my first ever home away from home. The house my friends and I were renting wasn't far from campus. But we would soon have to deal with feeding ourselves, cleaning up, and all the daily grind of a household. There were no more maids or dining halls. I was finally finding my own independence. And yet nothing could be right in the world until she was here. I talked to her just yesterday, both of us terribly excited about our upcoming reunion. Months without physical contact and nothing but my digital photos (and Courtney's Playboy page) to keep my company had wound me up into a little stress-ball of sexual tension. "Hello there stranger," Courtney's voice was an angel's aria to my ears. I literally dropped my box, letting it crash onto the floor the instant I heard that sound and no man has ever run faster across a room as I did that day. And then Courtney was in my arms, and I was kissing her with abandon. **This is what heaven feels like...** She took little pauses from my lips, trying to ask me something, but I couldn't stay away long enough to let her finish the complete sentence without interruption. "So... (smooch)... when (kiss)... can I see (tongue blocking her windpipe)... (giggle)... see this... (kiss)... room of yours?" I backed away enough to whisper huskily, "How about right now?" I'd like to say that the sex that day was a marathon of lust and passion and fervor. But really, we were both so worked up that we didn't even wait to get all our clothes off. Courtney's jeans ended up still attached to one of her legs, and mine were wrapped around my knees. But then we were fucking on the bed rather haphazardly. Inside of three minutes we both came. And I lay my head against my bedcover while we both panted together in a tangled mess of flesh and clothing. It was a quickie in every sense of the word, and then we were rearranging our underwear and jeans. Courtney offered to help me unpack if I would swing by the girls' place afterward to help her unpack. So we both emerged from my bedroom five minutes after we went in, arriving just in time for a chorus of clapping from Brian and one of our other roommates. "Wow, dude," Brian commented. "That must have been what, thirty seconds? You've lost your edge." Courtney and I just blushed and did our best to ignore them, moving immediately to my boxes. I did at least mutter, "Fuck off, man." Twenty minutes later, Christine called to tell Brian she'd arrived at her apartment. He flew out the door so fast he forgot his car keys. When he came back, I handed his keys over to him with some wise words of my own. "Try to last longer than thirty seconds, okay?" *** Things more or less settled into our normal college routine. The only difference was that as second year students we had a bit more experience and a bit more respect around campus. Plus, we all had our own single bedrooms, which meant a MUCH easier time finding spots to have sex. I had gotten used to Courtney's exhibitionist behavior, but I relaxed much more in the privacy of my own room. Courtney was still my nymphomaniac and we got right back into our routine of getting off at least once every single day. I felt like I'd been stuck eating bread and water for the past three months and now I'd been set loose in an All-You- Can-Eat Steak-and-Lobster buffet. Christine and Brian had also resumed their relationship, and our gang of five made the girls' apartment our de facto headquarters. The girls gave keys to both Brian and me. During all the gaps between my classes, I would spend all of my time there to watch TV or hang out and talk to whoever was also around. Anna turned out to be quite good with a PlayStation controller and my competitive instincts refused to let me be beat by a girl (although I will admit that she whupped my ass on more than one occasion). And even in the evenings, both Brian and I would find ourselves hanging out with the girls' until the wee hours of the morning. Hey, they could cook much better than we could. And their three course meals sure beat out my stash of ramen. One school night, just after dinner, the five of us hung around unwinding with a game of Uno. Yes, you remember Uno don't you? My competitive fire was raging once again. "Draw four." "Dammit!" Anna complained, punching me in the shoulder from her position next to me on the couch. "Can't you let me win once?" "Do you really want me to LET you win?" "Well, no. If you've got the card, play it. I want to savor my victory over you and know that I really earned it." "Smart girl." And then my warm smile at Anna turned into a fierce grin as I prepared to win yet another hand. Two minutes later, Anna threw down her last card and hopped up and down, giggling like a carefree girl with her victory. She reached over and hugged me, saying "Ha-ha! Gotcha!" I hugged her back, and then Courtney was slyly commenting, "Hey, get a room you two," while she tossed down her seven cards. That remark seemed to wake something up in Anna, and then she pulled away from me quickly as if self-conscious over the hug she'd offered. It wasn't our first, but then Anna wasn't a very touchy-feely kind of girl and her uncharacteristic joy was quickly smothered behind a controlled demeanor. So Anna picked up the scattered cards and began to re-shuffle. "Another hand?" I didn't think much of the encounter until Courtney told me later that night. "She likes you, you know." "What? Who?" "Anna. Every time you come by her eyes light up." "But we see each other every day. I never noticed anything." "Well, that's because you're a boy. You didn't even realize I was coming on to you until I shoved my pussy in your face." I could hear the grin in Courtney's voice. "Christine and I have been giving her beauty tips ever since the beginning of the year. Posture, makeup, hairstyle, everything." To be honest, I had noticed Anna becoming more and more a feminine creature instead of the shy genderless librarian she'd been for most of last year. I'd chalked it up to basic growing up and maturing. Courtney leaned in conspiratorially. "Last week the three of us went to the mall while you guys were playing basketball. She'd picked out a cute blouse and was modeling it in the mirror when she asked, 'Do you think he'd like this?' Immediately, I asked, 'Who's "he"?' Anna freaked out as if she'd gotten caught and then clammed up. But I know she was asking whether YOU would like it." **A cute girl likes me. Is that really so bad?** But I put that train of thought away. My ego liked the idea of more girls having attractions to me. I just shouldn't be entertaining the thought while standing in front of my girlfriend. "Well, is she going to be an issue?" "Anna? No, no. It's a harmless crush. She'd never do anything about it. But she IS happier when you're around." Then Courtney slipped her hand into mine. "Come on; walk me back to my apartment? At least you can play some video game with her tonight." *** So Brian and I practically lived at the girls' apartment. But despite the homey feeling, we used it only for socializing and almost never for sex. For that, each couple would typically pair off and return to a boy's room for the privacy factor. The apartment walls were paper thin and we all felt a little weird screwing within audible range of Anna. She never commented directly, but I think she appreciated us taking our physical thing elsewhere. The four of us (Courtney, Christine, Brian, and I) got together on occasion for some fun orgies. Usually, we'd fuck our girlfriends until we both got off. And then the girls would play with each other until we were recharged for round two. But each and every four-way would strictly take place at our boys' house, with one near-exception. It was a Friday night; the five of us had all been drinking and partying together at the girls' apartment. Even Anna had a few beers. We started getting frisky with our girlfriends, and everyone could feel the sexual tension in the air. Mentally, I'd never seriously considered sleeping with another girl. Cheating on a bonafide babe like Courtney just seemed ludicrous. The only girl I'd ever had minor sexual contact with was Christine during our four-ways, but with her I'd always known there was a line you don't cross (c'mon she's my best friend's girl). Now maybe it was the alcohol in both of us and maybe not. But Anna had her dark hair up in a casual ponytail, her bangs pulled back to show off her pretty face lightly framed by her glasses. And this late in the evening she'd changed out of her frumpy attire and into a very cute pajama set (no bra); an outfit that for once didn't hide the fact that she had a very slender body with some nice natural curves. She was smiling and giggling like the other girls, and for a brief time she seemed just as open and sensual as her two hot blonde roommates. **When did Anna go and become hot?** I was staring at her as a sexy girl for the first time ever, and I wasn't the only one to notice. Courtney even whispered in my ear, "You look like you're trying to eat her up with your eyes." She even teased me, "Anna doesn't seem to mind, though." I did my best to avert my eyes, first seeing the slight upcurl of a smile tugging at Anna's lips and then noticing that Brian was looking at Anna as a beautiful woman as well. I felt a brief surge of jealousy into my mind at that thought, and then stamped it out. Who am I to say that Brian can't look at Anna? But then Courtney had my attention once again and we forgot about our usual boundaries to not get totally sexual in front of Anna. The next thing I knew I was Frenching my girlfriend passionately and reaching my hand into her shirt to find a naked and swollen nipple excited for my touch. Brian and Christine were also taking those first steps into our usual orgy. Now it was Anna squealing, "Hey, get a room! Both of you guys." Now in his defense, Brian WAS rather drunk at the time. He turned back to Anna and then made his huge mistake. "Well, why don't you join us Anna? I'd love to get a piece of you, too." **Did he just say what I think he said?** I saw Christine immediately freeze, showing more outright surprise than jealousy. Courtney and I both were glancing back and forth, over and again, between the shocked look on Anna's face and Brian's smug, drunk expression. I suppose it's just as well that Brian walked away with nothing but a bright red imprint of Anna's palm across his cheek. All four of us apologized to Anna, but she just shrugged a "whatever" and after ten minutes we all got back into our social conversation. But the horniness did not go away. So by 1am, our sex group of four left Anna to go to sleep while we made a short drive over to our guys' house. Pent-up arousal was steaming off each of us, and Brian directed everyone into MY room (no wet spots on his bed that way). I just got the door closed before I heard Brian's "Holy shit!" exclamation. We guys were the last two into the room and our girlfriends had decided not to wait for us. The girls locked their lips together and were rolling around my queen-sized bed while they desperately stripped clothes off of each other. And soon Courtney had her face buried in between Christine's naked cleavage, her tongue and lips suckling at swollen nipples and caressing each sensitive nerve in between. Brian and I got ourselves naked as well, then hung back to watch the Sapphic scene unfold before us and wait for our cue. I watched Courtney's face run the gamut of emotions from desperate desire to ecstatic pleasure to rapturous bliss as Christine's nimble fingers brought her to a quick and intense climax. And then Courtney was tumbling their two bodies around until they settled into a sixty-nine position, Christine on the bottom with her hands clamped onto Courtney's ass while she licked away with abandon. Courtney, for her part, spread Christine's legs wide, spreading open Christine's wet gash with her fingers and showing it off for Brian's and my visual approval. Courtney winked at me, and I knew then that she had a surprise planned in her devious mind. And then her blonde head descended and her tongue began to pave the way for Brian's cock's arrival soon afterwards. Brian and I sat back, idly stroking ourselves for hardness but mostly just enjoying the view. We knew we'd get our chances once the girls both got off to their starter orgasms. So I circled the bed to fully absorb all the visual stimulation before me. Courtney's full tits hung down and swung around a bit as she moved. And once I got a better side view I could see Christine's larger tits sagging slightly to the sides, and yet still firmly upright. And finally getting to the other side I saw my girlfriend's juicing pussy and her asshole, wet and shiny from Christine's saliva, just part of the perfect ass I had in my sights. Our signal came when Christine just pulled Courtney's hips down and trapped against her own chest so she had room enough to breathe and then cry out her climax into the early morning air. And when Christine finally let go of her, my Courtney got up on all fours and then Christine spread Courtney's pussy lips for me and beckoned me over. My cock was an iron bar at this point, so I moved to kneel on the bed just behind my girlfriend while Brian took his place at the far end as well. I felt the cool touch of Christine's hand as she jacked my shaft briefly, and then hand-guided me into Courtney's sloshing wet box. I sighed happily as I felt myself descend deeper into my girlfriend's depths until my hips were pressed tightly into Courtney's asscheeks. I stayed there for a moment, savoring the experience until I felt a tickle as Christine took my ball sac into her mouth and ran her tongue around the sensitive skin. I laughed a little at the pleasantly ticklish sensation, and then Christine pulled off me to moan as Brian must have entered her from the other side. I could only imagine if Courtney could similarly reach out and tease his cock as it entered into his own girlfriend's pussy. The two of us guys then set up a slow, but rhythmic pumping motion. We fucked together as these tight pussies contracted around us like a giant Chinese finger trap. Whenever we pulled back it was as if the girls were desperately trying to suck us in deeper at the same time. Courtney had lifted her head up, moaning, "Lick me, Christine! Oh, it's so good feeling your tongue on me while my man shoves his meat all the way in! Oh, baby! Thank you!" Christine's muffled voice then came back with her short, laughing rebuke. "Fuck thanking me! Get your own face down there and lick me too!" The four of us rocked back and forth on the bed, both girls crying out their next orgasms almost simultaneously as they enjoyed both male and female instruments of pleasure stimulating their bodies. So far, everything had been fairly typical of our four-way encounters. It wasn't until both Brian and I started accelerating towards our own first climaxes did Courtney and Christine's surprising plan make itself known. I felt myself reach the edge of my control. The involuntary acceleration of my hips and the steady pressure was about to go slack. Per usual, I announced "I'm cumming" to warn Courtney of my impending explosion. But the instant I said that she leaned forward as far as she could until my cock slipped out of her, the cold air an unexpected shock to my system. But the cold was soon gone as Christine reached up and seized my twitching member in her hands and quickly stuffed the head of my dick into her mouth. From her position flat on her back, her head craned to me upside-down, she began jacking my shaft and I was completely helpless as my balls squeezed and then I was spewing a huge load of cum into the back of Christine's welcoming mouth. "Aw, fuck!" I managed to croak, half in pleasure and half in surprise. Christine's hand kept jacking me while I watched her brilliant green eyes dancing and her throat contracting as she tried in vain to swallow everything I was giving her. But towards the end little droplets of cum began to seep out from the corners of her mouth. The thrill of exploding into Christine's mouth felt like it added at least two more potent bursts from my testicles and I felt my head get dizzy from the absolute force of my orgasm. My Playmate Ch. 02 "Holy shit!" Brian was exclaiming again as he saw what was going on, and then my Courtney was pushing him back and tugging Brian's dick into her mouth. His eyes rolled back in his head and then I watched the spasms of his hips as he unloaded his ejaculation into my girlfriend's mouth. Courtney got done swallowing, and then the two girls dismounted one another until they got side by side on my bed. Christine was holding one hand over her mouth and suppressing her giggle reflex as she looked at Courtney, and then the two of them were locking lips once again to swap and mingle the cum of both their boyfriends from each other's mouth. This sloppy exchange went quickly, but then the girls had to spend more time licking off the mess from each other's face. "That was quite a surprise" I said, looking right at my girlfriend once she lay back to catch her breath. Courtney just grinned. "Oh, it's not over yet." Christine then got onto all fours and crawled over to me. She glanced up and into my eyes for just a moment before she ducked her head back down and slurped my limp member back into her mouth. Soon I could feel her suctioning down and tickling my balls with her fingers to bring my cock back into action. "No fucking way," Brian exclaimed as Courtney moved over to do the same to him. I watched my girlfriend for a moment, witnessing the impish delight she took in what she was doing. Strangely enough, I felt no jealousy. After all, I had Christine now using her tongue to bring my dick back to life. The escalating events just felt like a natural progression of our four-way trysts. It was sex, and it was fun. And I had no doubt in my mind that Courtney truly cared for me emotionally, personally. Sharing her best friend with me was just an extension of that trust. So in that moment I knew: **Tonight, I'm going to fuck Christine for the first time.** Unsurprisingly, that mental thought spurred on my recovery in record time. I saw Christine smile around my cock as she felt the rigidity returning to my pole and when she was satisfied with my hardness, she pulled away with a noisy pop of air, then moved back to recline on my bed, her head propped up against my pillows. I climbed aboard quickly, still half in disbelief at what I was doing, the thrill of forbidden pleasure consuming the other half of my mind. I leaned down first, holding my body above Christine's while I tenderly touched my lips against hers for the very first time. It was a kiss of passion and lust. It was a kiss of appreciation, not love. But it still felt so damn good. I kept my mouth on hers and my eyes closed while my hips lowered down and I began to feel the tight constriction of Christine's pussy molding itself around my rod as I penetrated her slowly. When my hips impacted with Christine's, and I was fully seated within her body, I let my tongue out into her mouth and let my chest come down to press against her bounteous bosom. My feet drifted outside of hers and I pulled together, clamping her legs tightly in between mine. My arms encircled her body and then my head ducked around to lightly nibble at her neck. I was completely smothering Christine, cuddling her smaller body beneath me in a full body hug with my cock trapped deep in her velvet depths, and she moaned at the forceful pressure of my muscles enfolding her. Movement next to me caught my eye and then I saw my Courtney smiling at me first and then looking up to see Brian leaning over her body. They shared a sweet kiss of their own first before I could visibly see the wonder in Courtney's eyes as Brian entered her. I relaxed my grip on Christine's body and elevated my hips up. My head also moved lower until I could taste Christine's swollen nipples and rub my face into her cleavage while I began the gentle pumping rhythm of sex. And soon the four of us were fucking side by side on the bed. "Oh, oh Brian, right there," Courtney cooed to my best friend while he did his best to find her internal pleasure buttons. The competitive fire in me was still there as Christine just chirped in my ear with each thrust as I was already inducing powerful waves of pleasure through her body. And then Christine's legs were wrapped behind my back as she clutched my body to her, her pussy spasming and her voice high-pitched in my ear as she screamed out her orgasm, my ego and my conscience both stroked at hearing such a wonderful sound and knowing I had gifted her with the feeling. But then we were back to the fucking as Christine reveled in the afterglow and started over again. Christine was looking in wonder at me, following my heavy breathing and reveling in the sensation of a different man. She also kept glancing over to Courtney, similarly awash in her feelings. I felt an extra thrill pass down my spine when Courtney leaned over and kissed Christine, both of us guys speeding up slightly while watching two gorgeous women battling their tongues in the air between us. Listening to the sounds of two beautiful girls moaning in passion was a stereophonic blissful experience. But the more I heard it the more turned on I got, and I could feel the edges of my control fraying away. I wasn't the only one to start down the path of orgasm as Courtney sensed the acceleration in Brian's hips. "Oh, I want you to spray me. I want to feel your hot cum splattering against my tits." And then Courtney's mouth gaped open in a silent scream as her climax took control of her body. So with her body arched upwards, tits thrust to the sky, Courtney's pussy spasmed and Brian's balls readied themselves for evacuation. I watched as he pulled out and hovered just over Courtney's torso, jacking his shaft until the tip expanded and he was exploded ribbons of cum to arc across my girlfriend. Courtney was still in the throes of her orgasm when the first spurt splashed against her left breast, hitting the nipple right on and then trailing down across the lower curve. The second shot was aimed more between her cleavage and then subsequent bursts splattered down across her belly. "Oh FUCK," Brian groaned before he rocked back onto his heels and tried to catch his breath. Christine, for her part, simply half-rolled onto her side while I continued to thrust into her body, stretching until she could lick up several strands of Brian's cum off of Courtney's tits. I let her play with her girl friend for a minute before I felt my body begin its final countdown to launch. I hoisted both of Christine's legs up, folding both legs over my right shoulder with her feet hanging in the air behind my head, squeezing her thighs to create the tightest possible tunnel for my cock. And I pounded into her with forceful precision, waiting with baited breath until I managed to create one more orgasmic detonation in Christine's body. "Ugh! Oh, harder baby! Fuck me harder! I wanna feel your cum inside me! I wanna feel it exploding against my womb! Fuck me!" Christine cried, her cute face now twisted into a grimace of desire. So I slammed my hips against her ass, gripping her cheeks and thrusting rapidly until I could feel my muscles burning with the exertion. Ultimately, it was a kiss from a tired Courtney that was the final catalyst to set Christine off, and in the middle of Christine's latest body-quake, I pushed my way all the way into Christine's pussy until I felt my head nudge up against the wall of her womb, and then groaning loudly I let the explosive force of my ejaculation impact against that back wall as shot after shot of cum blasted into Christine's body. When Christine and I were both finished off, all four of us were giggling and tired out completely. Courtney rolled onto her friend and kissed her before saying, "That turned out better than I thought it would." Christine looked at me and then back to her best friend, "Yeah, it really did. We're going to have to do this again sometime." Both girls looked at us, but neither Brian nor I was about to contradict them. So they laughed and then switched places until they were both still between us guys, but we had been reunited with our significant others. And then we all fell into the wonderful world of sleep. *** That first swap of partners was not the last swap. The next weekend we all got together again. Courtney gave Brian a blowjob while Christine straddled me and rode me cowgirl-style. The girls worked in tandem, coordinating their efforts to bring us both off at the same time. So Christine slipped off my cock and then aimed my erupting dick into her mouth at the very same time Brian started shooting into the back of Courtney's throat. After a brilliantly sloppy cum-exchanging kiss between the girls, they switched back. Courtney's hot mouth quickly revived me while Christine's tongue was bringing Brian back to life. Finally Courtney sat on Brian's cock while Christine sat on Brian's face so the two girls could continue their makeout session. And to finish the foursome I stood behind Courtney and drilled her asshole, the three of us triple-teaming Courtney until she completely passed out, soaked with sweat and oozing cum all over her body. For the rest of the semester, we never went a full two weeks without swapping at least once, enjoying the pleasures of sex, frequently together as a foursome. I couldn't imagine my life being any more perfect than it already was. And I desperately prayed that things would never change. Of course, life doesn't work like that. *** Anna and I were in front of the TV, pummeling each other (virtually) into bloody pulps on the PlayStation. We'd both had some free time before dinner and neither of us had an afternoon class at this time. So this timeslot had frequently become a regular gaming period for both of us while everyone else was out. However, this day the noise of the TV was soon overcome by the sound of door slamming open and banging against the far wall while a female shriek pierced the air. Automatically, I thumbed over to pause the game and looked over to see Courtney jumping up and down, still screaming while she waved her cell phone around like it was a million dollars she had just found on the street. "Bit excited about something?" Anna queried, light sarcasm in her voice. "I got the Cybergirl shoot! They're making me Cybergirl of the week!" Courtney laughed. A few mixed emotions ran through me at that point. I was happy because my girlfriend was happy. I knew she had gone to another audition after the College Girls' photographer recommended her. But now it seemed like her Playboy nude modeling hobby was turning into a career. I still wasn't certain how I felt about her being naked (again) for millions of people, and I was deathly afraid of this changing our relationship. But when Courtney got as excited as she was right now, there was no way I could hold her back from anything. Besides, that night when she physically dragged me into my bedroom, we had the most amazing and athletic sex in weeks. I really couldn't complain. If only it didn't turn out to be the beginning of the end for us. *** We were in the last week before finals when Courtney first broached the subject. After a highly successful Cybergirl spread (and Cybergirl of the Month) and a ton of positive feedback, Courtney had been informed that the Playboy management was considering her to be a monthly Playmate. She had been paid rather well for her shoots thus far, but they had just been one- off deals. Being a full Playmate potentially could include promotional tours, ancillary activities, Playboy home videos, the whole works. And she had already been offered several other nude modeling shoots. There was some serious cash being thrown Courtney's way. She talked things over with Christine and Anna, and they gave her the best sisterly advice they could offer. But they also reminded her that I would be playing a big role in her decision as well. I was her boyfriend. I was her emotional rock. And if she left, she would also be leaving me behind. So it was natural for her to ask my opinion. And despite my deeply personal desire to keep her, I couldn't come up with any major reasons for her to turn down the opportunity. And so we narrowed things down to two real choices: First, Courtney could do the Playmate of the Month shoot and leave it at that. She'd stay in school, have her fifteen minutes of fame and then live out the rest of her life. Or, Courtney could seize this opportunity to make a real career of this, getting an agent and quitting school to really jump-start a modeling career. It was at this point I made perhaps the biggest mistake of my life. *** Courtney pillowed her head against my chest while I wrapped an arm around her back to hold her tightly against me. We had just finished a luxuriously slow bout of lovemaking, and riding this emotional high I cuddled her soft naked body to mine while filled with the richest love my heart had ever felt. I felt so unbelievably happy. Heaven itself could not be more perfect than this. Then the thought of her leaving me randomly flitted into my head. It only took half a microsecond before the dark cloud swept in and began to pour its heavy rain onto my heart. I was at my most vulnerable, so filled with hope and so filled with happiness I had no defenses against these new, gloomy thoughts. And whimpering softly I clutched Courtney to me and felt a thick tear roll down my cheeks as if the dark rain in my mind was overflowing. "What's wrong?" Courtney asked softly the instant she noticed my change in mood. "I don't want you to leave." "Of course you don't," her concern was genuine, but there was still a light tone in her voice. "No. I DON'T want you to leave. You can't leave." There was anger mingled into my desperation, an undercurrent insinuating 'How DARE you try to leave me!' But this was in my tone, not in my words. I tried to correct this by schooling my voice into a calmer mood. "I mean, I'm very happy for you and this opportunity. I really think you should do the Playmate shoot. But then you should come back to school, come back to me." She heard my words, but she was a sharp enough girl to also hear that insinuation. And if there was one thing I noticed always pissed Courtney off, it was that she never liked anyone telling her what to do. She lifted her head off of me and sat up to look me in the eye. "And what is your logical reasoning for why I should come back?" "Us." How could I make it any clearer than that? I sat up myself until my back was propped against the headboard. "Courtney..." I took her hands into my own. "Courtney, I love you." It was only the second time I'd ever uttered those words in my life. The first time was while I rode the high of the greatest sex in history. I'd apologized soon after when it was clear Courtney wasn't ready for those words just yet. And from the look in her eyes, Courtney still wasn't ready for those words. But I wasn't about to apologize for them this time. "Look, we have a great relationship. And we're having a LOT of fun. But-" I cut her off. "I love you." "That's not the answer to my situation." "I love you." I was desperate. "Please, listen-" "I love-" "NO!!!" Courtney cut ME off this time. And I shut up. "That's not fair!" she screamed at me. "You can't just keep telling me that!" Her blue eyes were now storming, wild. She looked at me with a frantic gaze I'd never before seen in her, as if her mind were racing faster than she could process it, spinning out of control from underneath her normally confident and aggressive demeanor. All I could do was look at her, pleading with my eyes to recognize what we had together. We had the most unbelievably great relationship out of everyone we knew or had ever heard of. Minimal fights. Lots of passion, even after a year and a half of dating. All our friends, Brian and Courtney included, were rather jealous of the bond we shared. My eyeballs strained to convey the emotions in my heart, begging her to reciprocate the love and vulnerability I had just offered her. She looked at me sadly, perhaps pitying the wretched look on my face. "I'm so sorry." And then she answered my unspoken question of whether she would love me back. "I can't." And then Courtney started crying as she saw the abject horror play out across my face. I was beyond distraught. My heart had been obliterated. "I'm nineteen!" Courtney wailed at me. "I'm just a teenager! I'm not ready for this kind of commitment!" Whatever her reasons, all I could do was sob. I realized in that moment that I was not yet a man. All of my childish impulses came right back to me and I curled into a ball like a little boy. And so I said absolutely nothing while Courtney got up and put her clothes on, fleeing my bedroom as if the very walls were tainted. *** In all fairness, we tried to patch things up the very next day. But my desire for a committed relationship and my desire to keep her with me loomed over us like that same dark cloud. The one raining black water into my mind. I'll never know what choice Courtney would have made if left to our own devices. Perhaps she still would have taken a leave of absence from the school after that sophomore first semester. Perhaps she still would have gone on to her Playboy shoot and accepted the modeling offers. But then, perhaps she would have chosen to come back to school, come back to me, and our lives would have been very different from the way things turned out. I'll never know. But most likely because of the awkward tension between us, promising that our relationship could never again be the same as it once was, Courtney felt forced away and into that modeling world. She couldn't concentrate on her finals, her poor grades only additional motivation to move on and try new things. So we parted on friendly, if awkward terms. The last day, when she packed up and moved out of her apartment, we stopped together at her car. Courtney leaned up to reach my lips and gave me one of our trademark fully passionate kisses. For a brief moment, we were the happy lovers we had always been. It was a familiar kiss, the same one we'd shared dozens of times every day, excepting the past week. I didn't realize then how much I would miss that kiss. *** I returned home for the Winter Break. It took my mother three days before she finally figured out my girlfriend had left me. Of course, I wasn't about to tell her that Courtney left me to be in Playboy. I spent weeks moping and crying. My first love, now gone. I never thought I was going to be one of those whiny teenagers getting overemotional over some puppy love. But there I was, on my twin mattress with the choo-choo train bedspread, crying and thinking seriously about suicide. Believe it or not, going back to school was the best thing that could have happened to me. The first thing I did when I got back was get into a pick-up basketball game with Brian and our other housemates. I'd shaved and my mom had done my laundry. It was a fresh start. A few cute girls came by to watch the game, and I joined in on the rather masculine flirty comments being made from the players to the sidelines. Almost immediately after, Brian called up Christine and told her he was all hot and sweaty from the game. Perhaps she wanted to come by and help him take a shower? I laughed and wished him good luck, not to mention a warning to "Try and last longer than thirty seconds, okay?" I had no envy of him. I'd had enough sex in the past year and a half to last me quite a while. My life would go on without it. Right? So I traded places with Christine. She came to our house to have her tryst with Brian. I went to Christine and Anna's apartment to hang out. Anna met me at the door with a warm hug of compassion and a ready PlayStation controller. I was mind-numbingly satisfied for the next three hours. My Playmate Ch. 02 The two girls were able to maintain the place. Courtney felt bad about abandoning them and her modeling fees would more than pay for her share of the apartment. And so for the rest of the year that apartment remained my haven. Sure, both Anna and Christine had photos of Courtney on the walls. Sure, every little object in there reminded me of her. But those little touches did not torture me. I know some people couldn't stand to be reminded of a loved one once they were gone. But I felt an extra comfort seeing them, as if she was still with me in some small way. Anna noticed and, per usual, had her own snarky remark. "Dude, she's not dead or anything." In fact, Courtney would often call to catch up. It took a few weeks before she go the courage to ask Christine to hand the phone to me, but when she finally did we were able to talk like the old close friends we truly were. She was no longer a romantic lover in my life, but I couldn't hold anything against her. At least, that's what I kept telling myself. So we stayed in touch, and she filled me in on all the pitfalls and misadventures beyond the glitz and glamour of the Playboy empire. She'd already done another small pictorial as well as two Playboy videos. The money was good, the people were friendly, and she was delighting in the micro-fame it brought her for now. A Playmate of the Month pictorial was just around the corner. But apart from those calls, I was alone. So I buried myself in my schoolwork. I had no interest in the social scene. I was on a break from the hassles of dating life. Sleep, eat, attend lecture, play video games, eat, study, shower, and sleep again. The mindless routine kept me moving forward. Courtney once told me I had to find another girlfriend. I had to get out of the girls' apartment and drag some cute coed into my bedroom. But I just didn't have the desire. I should have known then that even from afar, Courtney wasn't done scheming with my life, wanting to know that I was happy. *** I'd just finished a shower and was half-naked in my bedroom, changing into my bedclothes when a knock rapped at my bedroom door. "Hang on a minute!" I yelled. "You naked or something?" Brian's voice echoed through the wood. "Well, yeah," I hollered. "Good!" And then my door swung open. "Shit!" I yelped and I fought to get my underwear up from their position around my ankles. "You always did have a nice ass," a feminine voice called out. **The hell...?** My eyebrows screwed up in confusion and I turned around. Christine was smiling at me, her cute face looking oh so pretty and her green eyes sparkling. She was wearing a soft V-neck sweater that showed off her big, firm tits. My eyes were automatically drawn straight to those before I looked up to see Brian closing my bedroom door once again, leaving me alone and half-naked with his girlfriend. "Christine... hi..." I managed to stammer. She didn't say anything else as she walked forward, crossing her arms down and then lifting the sweater up and over her head in a single smooth motion. "Um, what are you doing?" I gulped. It had been a rather long time since I'd had anything remotely resembling sex, and I found myself suddenly very nervous. "I think you know." She stopped two feet in front of me, eyeing the noticeable tent forming in my boxers while she reached back to undo the clasp to her bra. One click and then I found myself holding my breath as she shrugged her shoulders, letting the cups first separate slightly from the huge, round orbs, and then the thin material was falling away to land on my carpet. **Oh, my gawd...** I was in absolute awe of the first breasts I had seen in months. They were as large and firm and perky as I remembered, nipples at attention as if they were reaching out to me. And then those nipples were coming a helluva lot closer as Christine pressed her boobs into my chest and wrapped her arms around me for a juicy kiss. I moaned into the kiss, reveling in the wonderful feeling of my first kiss since Courtney left. It was that thought that broke the spell, and the sadness flooded back into my heart. I pulled back, already blinking the tears away. "I can't." "Sure you can." Christine's voice was soothing and maternal. "It's not like we haven't done this before." "I know." I nodded and hung my head, then looked up into Christine's eyes again once I realized I was staring down at her still-naked tits. "But, please. I'm not ready yet. Don't push me." "Oh, it's okay. It's okay." Christine reached up and gave me a warm, friendly hug. I did my best to ignore the fact that we were both still topless and my erection was still rubbing against her leg. I sagged against her, leaning my weight down, tired of the heavy burden I had created for myself. I needed to truly get over Courtney. I needed to get on with my life. If nothing else, Christine's visit and my inability to clear my head was proof that I wasn't there yet. When Christine released me, she smiled and said, "I don't know how I'm going to tell this to Courtney." "You don't have to tell her." "It was her suggestion. She'll want to know how things turned out." "Well, you can tell her the truth. But if you two are ever going to try this again, I really don't want a pity-fuck." "Who says this was just a pity-fuck?" Christine looked at me with a twinkle in her eye. "Me, I've been craving your cock for months! I just had to make sure it was cool with Courtney before I made a move." "Well, sorry to disappoint. But Brian is next door and I'm sure he'd be happy to satisfy your urges." Christine giggled and then pulled her sweater on, leaving her bra in her hands for efficiency once she got next door. "I'm sure he will be. Well, at least you can masturbate while listening to us. See you later." I sat down heavily on my bed. Letting my pent-up emotions drain out of me like grains of sand through an hourglass. It was only a matter of time. I could handle this. So when the whimpers and moans and rhythmic pounding started wafting through the wall, I lay back and let my hand drift down to wrap around my engorged member. Listening to the sexual aria, I let wonderful visions flutter into my head. The women in my mind were gorgeous, but faceless. For the first time in a long while, I didn't have to dream of Courtney. My recovery had truly begun. *** Anna and I were in front of the TV, pummeling each other (virtually) into bloody pulps on the PlayStation. Brian and Christine were out on their own somewhere, perhaps at our boys' house fucking each other's lights out. After some time, we both leaned back against the couch and caught our breaths, rolling our wrists and pleasantly listening to the cracking of our knuckles and other finger joints. It was a good thing we stopped or I would have had hand cramps for a few hours. My stomach gurgled, loudly, and Anna looked at me before laughing. "Come on, let's go find some food." The two of us had picked up dinner many, many times together over the years. But still with my sense of humor intact I mimed as if I were pulling flowers from behind my back and offering them up to her. "And what cuisine does the lady desire, mon cherie?" Anna slapped my hands away. "It's just food, not a date, stupid." Her grin was infectious. Still, Anna went into her bedroom to change. When she came out she was wearing a cute blouse, a blouse I remembered Courtney pointing out as one Anna had picked out specifically because she thought I would like it. So we got our food and stayed at the fast-food joint for an hour and a half just talking. Then it was back home to finish homework and get some sleep. The next evening, the four of us were playing Uno together when my stomach started gurgling again. I made the suggestion to get food this time. But then Christine piped up that she wasn't hungry and didn't feel like going out. And everyone was too lazy to cook on this particular day. So Anna and I were the only ones to leave and find dinner. We offered to bring the food back so we could still hang out. But Brian ordered me not to come back to the apartment for at least an hour. He and Christine had precious few opportunities to use HER bedroom as it was. And then the very next evening, Christine had a project team meeting for one of her classes. Anna was planning to cook this night, but just as the food was about ready, Brian got a phone call and said he had to leave. Three times in a row I could almost understand. But when more lame-ass excuses came up for the fourth night in a row, Anna and I began to suspect something. Anna was the first to comment, "You think they're trying to leave us alone together?" "Looks that way to me," I snorted. "Manipulative jerks." "Come on. Would it really be so bad to be alone with me?" I stopped moving, dead in my tracks. The tone in Anna's voice had been plaintive, fully sincere in their worry, without the usual snarky sarcasm that accompanied such a comment. I turned and looked right into Anna's eyes. "No. Of course not. I love being here with you." The words poured out of me, and I felt a blush rise into my cheeks as I realized how seriously I had just said those words and how seriously Anna had just taken them. I was suddenly very confused and worried that Anna might misconstrue my meaning for something romantic, and immediately I cut in saying, "So, let's eat and then I wanna kick your ass at Turbo Pong." I had put as much of a playful, casual-friendly grin into my words. The moment soon passed and then Anna and I were chatting and laughing as if the awkward moment had never existed. By 2am it was clear that Christine would not be returning to the apartment, likely crashing with Brian. I could feel my head getting very heavy, and for the past twenty minutes I'd been keeping up my end of the conversation while leaning sideways into the backrest with my head flush against the cushion. I was drowsy and realized I was dangerously close to falling asleep. By this time, Anna had showered and changed into her nighttime attire. It was the same cute pajama set I'd seen her in a hundred times, often without a bra, like tonight. In my half-conscious state, I wasn't aware that we'd both been silent for ten minutes or so, just staring at each other in curious wonderment. Anna was my friend. In her gamer competitiveness and book smarts I had sometimes forgotten she was a girl. She was never the most socially outgoing person or the most drop-dead gorgeous girl around. But she had always been honest and open with me. And every now and again I found myself wondering what dating her might be like. And so tonight, already halfway to the dream world, I looked lovingly at my friend as if she were a peaceful angel watching over me as I slept. She'd removed her glasses and sat on the couch just a few feet away, facing me with her head against the backrest like me, looking as sleepy as I felt. In her sarcastic sense of humor, Anna's face normally had an edgy defensiveness when she looked out upon the world. But now she was softer, fresher, and more beautiful than I'd ever seen her. **No, really. When did Anna go and become hot?** There was a smile across my face as I gazed upon her form, feeling a warm contentment with the way our night had gone. She saw the expression on my face and mirrored it with a smile of her own. I blinked just once. I could feel my eyes close for only a second, but when my eyes sharpened again I could see the clock had shifted by six hours, morning sunlight peering through the curtains. I was lying rather more comfortably across the couch, my back trapped into a corner with my legs stretched out in front of me. The warm weight of Anna's body was cuddled in between my body and the backrest, her head cradling against my chest and on top of my arm that had wrapped around her back. I shifted fractionally in momentary disorientation at my surroundings. And the twitch in my body was enough to stir Anna along the pathway towards her own wakening. She breathed deeply against my chest, still asleep, and then I realized she had one hand underneath my shirt and holding the skin of my side. The hand tickled a bit when she shifted in her sleep, and the uncontrollable cycle began to repeat itself. The more she tickled, the more I moved. And the more I moved, the more her hand tickled me. I was chuckling slightly at the sensation. Somehow, the harder I tried to remain still the more impossible it was to do so. Until suddenly the strength in Anna's hand came back and she clutched against my body, and I could feel her head moving against my chest as she fully began waking up. I simply held her in the warm embrace, and blinking slowly Anna looked up to see me smiling down at her. She smiled right back at me, and gently rolled her head back, her lips pursed. It felt so completely natural to lean my head down and meet Anna's lips with my own. Instinct of doing this a thousand times took over while I let my hand stroke the spine of Anna's back while she turned into my embrace to more fully give herself to our kiss. It was her tongue that first breached the barrier between our mouths, and then my lips opened up to fully receive her and return the passion flooding into me. She moaned into our liplock, a note of arousal both familiar in tone and yet unfamiliar in its voice. Her body slid across mine until she was straddling me from head to toe: chest to chest, hip to hip. My morning erection, bolstered by the hormonal adrenaline pouring through my arteries, was grinding into her body where she could undoubtedly feel it. This lovely morning makeout session was something I had done many times, almost like a habit, and yet the feeling of something being off, something different was nagging in the corner of my mind. The full realization came with the full awareness of my waking mind. "Anna!" I gasped while physically pushing her body up and away from me. It was as if I never truly understood who I was with. Anna's brown eyes were wild storms and she panted to catch her breath before asking me, "Yes?" "Anna?" She looked at me a little funny. "Yes..." A wave of embarrassment shot through me. "Oh, I'm so sorry I kissed you." She had a quizzical grin on her face. "Yeah, I really hated that." Anna's trademark sarcasm dripped through her comment. And then my nostrils were filled with the sweet scent of her skin as she leaned down and captured my lips with hers once again. She couldn't be any clearer that this was what she wanted. But I felt my own desires a rioting mass of confusion in my head. I wanted to kiss her back. But I felt like something was wrong. Was I cheating on Courtney? But I wasn't even WITH Courtney anymore. Did I still have feelings for Courtney? Was this fair to Anna? The questions and issues were coming at me so fast I couldn't even process them any longer, my face on autopilot as I groaned and kissed Anna back. But just when my brain felt overloaded I pulled away, shaking my head, still in shock at what was happening. The sound of a key in the door lock saved me. Anna slipped away and sat on the couch next to me, glancing at the front door. It popped open a moment later, Christine and Brian's bodies silhouetted in the morning light pouring through the doorway and blinding us. Christine's sexy and insinuating voice came straight away, "What have you two been up to?" *** Neither Anna nor I mentioned our more-than-friends morning for the rest of the day. The four of us simply returned to our classwork and daily routines. Once Brian realized that I had not returned to the house, he was considerate enough to bring me my book bag. Like true college students our breakfast, the most important meal of the day, went completely forgotten as we all hustled out to our classes. One cute girl who'd been trying to flirt with me ever since Courtney left commented on the fact that I was wearing the exact same clothes I'd worn the day before. She wasn't my type, though, and I was still trying to sort out what had happened with me and Anna, so I just sort of grumbled and ignored the remark. However, Christine and I had a class together at 11am, and she wasn't going to be quite as easy to brush off. I was already in the lecture hall, waiting the five minutes for class to begin. Christine came and sat in the seat immediately next to me, as opposed to our usual one space in between us for the added elbow room. The first words out of her mouth were, "So, give me the gory details!" She giggled as if relishing the latest gossip with her girlfriends. "There's nothing to say. Nothing happened." "The hell you say. I saw the look on that girl's face. Anna was absolutely glowing. And you tell me nothing happened?" "Really, nothing happened." "Absolutely nothing? Come on, this is Anna. She's my roommate and I know what she looks like in the morning. And today she was GLOWING. Did you fuck her?" "No!" My hissed response was a little too loud, and we drew the attention of several people around us. "Why not? I know for a fact that she wants to." "What?" "Never mind that." Christine suddenly looked a little embarrassed, as if she'd divulged too much information. Her eyes darted back and forth, as if searching through her brain for just the right deduction. "Oh, I know. Did you kiss her?" "Uh-" "I KNEW it! Well, it's nothing like getting a nice fuck. But for Anna, I'll bet that's just as good. So, you finally kissed her!" "Whaddaya mean 'finally'?" I hissed. I could feel the volume in my voice rising once again. "Good lord, you're not that dense are you? The girl's been crushing on you for years. And now Courtney is gone and given her blessing to Anna. We all knew there would be a mourning period or something. But that poor little girl has been pining and waiting for you to make your move." We were interrupted by a voice from behind me. "Wait, he finally kissed Anna?" Courtney turned around and looked at the red-headed girl sitting behind me. "Yeah, took him long enough to get his head out of his ass." "I'll say," the red-head responded, then leaned back into her chair, shaking her head. I glanced back at the red-head and then glared daggers at Christine. "Wait, who else have you told about this whole thing?" "Told? No one. I didn't have to tell anyone. Like half the campus already knew Anna's been crushing on you. Her personality switches from night to day when you walk into the room." "I never noticed." "That's because you're a stupid BOY." Christine's grin was priceless. So everyone knew how Anna felt about me. Deep down, I guess I knew all along as well. But that didn't mean I knew what to do about it. The bonds holding me to Courtney just weren't that easy to let go of. *** Well, when life throws a curveball at you, you've got two choices. One, duck away and hope you don't get knocked upside the head. Or two, grip the bat and give it the best swing you've got. Ducking Anna didn't seem like a good solution. And I'd already told myself more than once to move on with my life and find out what existed beyond my first love. **Time to give it the best swing I've got.** So I was waiting on the couch when Anna came back to the apartment just before lunch. She seemed surprised to see me. It wasn't part of our normal routine to meet up for lunch. I had a 1pm class clear on the other side of campus and usually just picked up some food on the way over there. But today I needed to make the time to do this. As Anna looked at me I stammered and stuttered like a nervous fool. I'd never even felt this nervous in front of Courtney before. A comfortable attraction to the girl I'd always known as a friend was mixed with trepidation and worry at knowing we could never be the same again. I couldn't find the words to express what I was feeling. So I let my actions speak for me. My Playmate Ch. 02 I stepped across the room and held Anna's head in my hands, my thumb stroking her cheek back towards her ear. She gasped a little and I saw her eyes go wide. And then my lips were pressed to hers and all the pleasant feelings washed away my fears. I felt good kissing her. I felt happy holding her. And Anna's happy moan that spilled through our locked lips did wonders to assuage my rioting mind. I didn't yet know where this would take us. But I was willing to find out. When we finally separated to get some air, Anna's eyes were shining with moisture, a single tear streaking across her cheek to be caught by the huge smile on her face. "Let's see," I started, feeling much more comfortable and confident now that we were both on the same wavelength. "I think I'm supposed to say, 'Can I buy you a cup of coffee?'" Anna half-snorted, not the most beautiful sound but a genuine Anna-reaction. "You know I don't drink coffee." "True, but it's the standard way of asking a girl out on a date." "So why the hell don't you just ask me out on a date?" I grinned back at her. "Coffee. Friday. I'll pick you up at seven." And then I was heading out the door. I would barely have enough time to grab a sandwich on the way to my class. Anna had just punched me in the shoulder as I went past her, a giggle on her lips. I still hadn't actually "asked" her on a date. This was a quirkier way of going about things, untraditional. Exploring a relationship with Anna wouldn't be the same as it had been with Courtney. We were finding our own harmony together. And from the look of delight that had burst into Anna's eyes when I demanded "coffee" on Friday, it was the way we both would have wanted things to go. *** Imagine my surprise when I showed up at the girls' apartment, on Friday at 7pm sharp, to find Courtney waiting in the living room for me. I had come dressed for a date and waited outside for someone to come open the door for me instead of using my own key to enter in. Anna's face was the first thing I saw, sending a nervous thrill down my spine as I smiled at her in welcome for our very first date. No flowers. No chocolate. Anna had insisted I come without gifts. Anna managed a smile back at me, but then as her face darkened I could immediately tell that something unexpected was going on. "Come on in," she told me and then turned away to return into the living room. I followed after, closing the door and then got the shock of my life when I saw Courtney's bright smiling face. Two thoughts tore through my head at the same time: **What the hell is she doing here?** and **Oh, my lord! MY COURTNEY IS BACK!!!** She was sitting on the couch next to Christine, the both of them gawking over a magazine. Anna returned to her spot on the other side of her ex-roommate, her expression supportive and reserved at the same time. Courtney herself was positively glowing, her makeup perfect, her outfit expensive and erotic while being tasteful, her hair expertly coiffed. She huskily whispered a warm "Hi" to me, then folded the magazine and held it up for me to see. The first thing I noticed was the large font "PLAYBOY" across the top, and then a wonderful picture of Courtney, naked save for a high cut thong with her hands futilely trying to cover her large breasts. Nowadays, the Playboy centerfold rarely actually got to be on the cover as some semi-famous Celebrity usually got that coveted spot. It was an even more impressive accomplishment for Courtney to get the Playboy cover than it was to get Playmate of the Month in the first place. I was floored, shocked into a stupor. A part of my head remembered that I was supposed to be here to pick up Anna on our date. But all I could process right now was that Courtney, MY Courtney, was right in front of me. "Wow..." I finally managed to croak out. All three girls were patient with my obviously slow reaction time. And by the time I managed a warm "Congratulations!" to Courtney we all returned to a more comfortable ease with each other. Courtney then got up and walked around the coffee table to greet me. It started off as a friendly hug, albeit a very close and firm hug, but then Courtney tilted her head to mine and captured my lips in the passionate kiss half-forgotten but still strong enough to knock my socks off. The embrace felt habitual, we had done it a thousand times in this very apartment. But then I found myself comparing the slow-burning affection of my kiss with Anna to this lightning-bolt- of-adrenaline kiss with Courtney. And that thought of Anna brought me back to the real world. I pulled away, and looked over Courtney's shoulder and straight into Anna's eyes. She stared right back at me, an expression on her face that I didn't recognize nor comprehend. I couldn't read her emotions at all. Searching for help, I saw Christine, looking thoughtfully back and forth between Courtney and Anna. Christine had obviously known Anna and I had a date. She looked as curious as I felt to see how Anna reacted. Courtney herself didn't notice a blessed thing, and pulled back to look at me with her bubbly energetic approach. "This won't hit the newsstands for another week. But the instant I got this advance copy I HAD to come show you guys. You want to see the pictorial?" "Sure," I grunted. Then followed her back to the couch. Anna deliberately gave up her seat and went into the kitchen, leaving me to sit next to Courtney. So I turned my attention to the pages of the magazine, my breath catching as I realized some photographer whose name I didn't know had somehow managed to capture the true beauty of my ex-girlfriend. The pictures were amazing. I had always known that Courtney was an angel sent to Earth by mistake. But now I had the proof on paper for the world to see. "You are so gorgeous," I breathed. "Thank you," Courtney turned back to me and then gave me a new kiss on the lips, lingering there for just a moment to feel the warmth steaming off my face. It felt so good to kiss her. But then the pain of the past few months away from Courtney came rushing back to me, a dread tearing a hole right through my heart. Courtney instantly saw the pain in my eyes, asking, "What's wrong?" "Are you leaving me?" It was a fully loaded question. It wasn't a question about what time she would be physically exiting this apartment. It wasn't a question about whether she'd be spending the night in this city. I had a hope inside: now that she had her cover and her pictorial, perhaps she might return to school and return to me. My question was whether or not Courtney would break my heart again. Her reply answered my question in every way possible. "Yes. I already visited my folks and then I'm leaving again tonight. It's a busy world out there." **Kill me now.** I swear you could hear the final pieces of my heart break from across the globe. Courtney looked into my eyes, brushing away the tears forming in their corners. It was rather strange. I'd balled like a little baby during our last fight. But after that I closed myself off into an empty, emotionless shell of the man I once was. I'd never cried in the days after she left me for the first time. They say time heals all wounds. In this case, time just set me up to feel the pain AGAIN. Courtney looked at her two friends, both of whom were watching the soap opera of my mind intently. "Hey, let's take a walk, okay? I think we've got some things we need to talk about." I glanced at Anna, just once. This was supposed to have been her night. She just nodded her head towards the door. So Courtney and I left. In true "guy" fashion, I didn't know what to say. So I stayed silent as Courtney held my hand and started us onto the sidewalk. I was back inside my shell, closed off to the world where I couldn't even feel her finger intertwined with my own, let alone any potential pain she might give me. "I miss you," she told me. I didn't think it would be fair to demand, 'Then come back.' So I just stayed silent. "I know this is hard for you. It wasn't the easiest decision for me back then and it still isn't now. But I'm happy with what I'm doing." She rubbed my arm for emphasis, and the warmth of her touch started to seep through. We walked silently for another block while she continued to rub at me, her physical affection getting through and warming my heart. I still felt closed off emotionally, but at least I could respond to her in a friendly manner. I finally said. "And I'm happy for you. Really, I'm happy for you. And I'm ready to be without you. I am ready. I am fine." The words came out of my mouth but it felt like a Counting Crows song was behind them. Out of habit, I realized then that we'd been walking the path from the girls' apartment to the house I was renting with my friends. And as my mind awoke from its momentary shut-down of shock and pain, I also recognized the chill in the night air. "Why don't we go up into my room? It'll be warmer and we'll still have our privacy." "Sounds good," Courtney replied. And she smiled at recognizing my old assertive self coming back alive. There were so many things I wanted to say, things I'd wanted to tell her for months but she wasn't around. I started organizing those things into a coherent presentation format for once we got into my bedroom. But the instant we got inside my bedroom, Courtney had launched herself into my arms and planted her tongue into the back of my throat. All those things I'd wanted to say were now forgotten. I cried out into her kiss, a wail of agony and misery and relief. And then she was stripping my clothes off while I clutched her body to my own, desperately gripping her and never wanting to let go. She pulled away just enough to start tugging off her own attire once she realized I wasn't going to do it for her. I was passive in this, neither encouraging her on nor discouraging her actions. "I'm leaving again tonight," she informed me. "I know." "But I want to feel you one more time." "I can tell." And then she was kissing me again. We were fully naked and Courtney propelled us until she'd planted me on my back across the bed. My body was quickly warming up to the idea even if my brain was five minutes behind. My prick was fully engorged and waving in the air, searching out Courtney's bare shaven pussy which was already dripping with moisture. I gazed upon the luscious breasts that were hanging right in my face. I'd seen them on the laminated paper of a three-page centerfold just a half an hour ago. And they were even more fabulous up close and personal. Courtney leaned up and kissed me, then glanced down to straddle my hips and hold my erection in its upright position. I interrupted just before she impaled herself. "I... I..." We both knew I wanted to say 'I love you.' But I just couldn't do it. What difference would it make anyways? Before the sun rose again, she would be gone. Courtney smiled at me warmly. "I know." And then she sank down, and I was fully embedded inside of my first love. My brain was split in half: one side desperately needing to be free of her and get on with my life, the other side equally desperate to hold onto her for as long as possible. I wailed out again in anguish, and with a surge of mixed anger and pain I flipped us over and re-buried my cock into the wet snatch beneath me. My head was planted against the pillow, my eyes shut while I mindlessly pounded the pliable girl beneath me, the anger boiling. How could she do this to me? How could she fuck with my emotions like this? And then Courtney moaned "Fuck me, baby." So I pounded as hard as I could three more times before slowing down and letting sanity come back to me. For some reason, I felt cold all of a sudden, and I pulled at the blankets until they were wrapped around my shoulders, our two naked bodies huddled together underneath them. I looked right into Courtney's eyes, once again filled with tenderness for the most beautiful angel I'd ever laid eyes on. My first love. "How does it feel to fuck a Playmate?" "Feels good," I groaned, then pulled back and thrust forward slowly once again, savoring every little sensation as each ridge of my cock slid inside of Courtney's welcoming tunnel. And yet each feeling was bittersweet. My mind was caught in this dichotomy between pleasure and pain. I looked down into Courtney's eyes, radiant in their individual beauty. And I also noticed the trickle of tears seeping out and down her cheek. I teetered on the edge of pleasure and sadness, feeling ever so unbalanced on this tightrope we were walking. "What are we doing?" I asked her softly. She managed a hopeful smile, blinking past her own tears. And I knew she was experiencing the same confusion I was feeling. At last she answered, "We're making love." And then there were no more words as I just rested my head on the pillow beside her, my hands gripping her hips to help me pump in and out of the wettest pussy I'd ever felt in my life. Courtney moaned into my ear while she cradled my head in her hands, rolling her hips in time with my thrusting to achieve the maximum pleasure with the least amount of effort while we slowly absorbed each other's body. I felt cocooned in my blankets, still over my shoulders and bunched up around our sides. Courtney lay quiescent beneath me, her firm tits pressed up against my chest, her labored breathing loud in my ears. We tenderly thrust at each other, building up friction while her legs intertwined with mine to make us as close to one person as could possibly be. And then, the pressure built and the pleasure crescendoed. And while our movements did not speed up that much, the sense of urgency and the force increased until we were pumping firmly, and at last the release came as Courtney bit down on my neck to stifle her orgasm while I spewed a torrent of cum into her willing body. It seemed to go on for forever and at the same time didn't last nearly long enough. It was the greatest sex of our lives. The kind you never recover from and carry in your memories for all eternity. Our souls had touched one another. When it was over, I remained inside of her, clutching her body to me as if it was the last time I would ever have this chance. And Courtney hugged me back with a passion I had painfully yearned for. "I missed you so much," she whispered. "I..." I shook my head. My heart hurt so much, and the pain carried up into my brain. "I..." I couldn't say it. I needed to, wanted to tell Courtney 'I love you', but the words just caught in my throat. She seemed to sense what I was trying to tell her, simultaneously hoping for the phrase and frightened by it. After what we had just done, those words might actually make her stay with me. But could I do that to her? Was it fair? In the end, only the actual words could make them truly real. My eyebrows bent into the frown I was fighting away from my mouth. Finally I said, "I... I'm happy for you. You deserve all the success you're getting." "Thank you." Eventually, we got dressed. Courtney stopped at the front door, turned and gave me one of our trademark fully passionate kisses. A kiss I had gotten very used to. A kiss I knew I was going to miss. And then she was gone. Perhaps for only a few months. But perhaps forever. I sincerely questioned if I would ever see her again. But right now, my only choice was to move on. *** NEXT: PART 3 My Playmate Ch. 03 PART 3: Moving On *** Saturday morning was just like my mood. Bright and sunny, but with a cloudless sky that somehow felt empty and cold. For the first time, I could clearly see that a future did indeed exist for me. Today was the first day of the rest of my life. Very cliché, but very true in this case. I'd been given a blank slate. I could start fresh. Think of every catchphrase that would apply and throw it at me. I was free. And yet that newfound freedom had come with a price. Courtney was gone. And her absence was now an empty hole in my heart. The first time she had left was just a trial run. Intellectually, I knew that she was gone. But for months I'd locked my happy memories of her inside of me, trapping them in, afraid to let them go. I wasn't ready to break up with her yet. Whenever she had called, I'd pretended that we were still together, having a long distance relationship or something. Before, when I had seen a photo of Courtney, I glanced fondly after it as if she were only out for a few hours and would be returning soon. But while time had not healed all wounds, it did allow me to get used to Courtney's absence. And so by last night, after months of acclimating to life without her, I was able to take the shock and have the closure I needed. We had parted on awkward terms the first time. But not this time. When we'd been dating, Courtney had been way too much for me to handle. She was vibrant, sexy, and constantly in motion. She didn't have time to get bogged down with a deep emotional connection. And with her sex drive, I had just been in way over my head. I was the one hopelessly in love, a feeling she didn't share and wasn't ready for. When she had walked out of my life the first time, I hadn't really believed it. Inside, I was always just waiting for her to come back. Now I knew better. Now I was a calm, rational human being. Hanging on the wall next to my bed, I saw a photo of Courtney and me snuggling together. Now the pain felt fresh. I couldn't pretend anymore. The anger came automatically as I lashed out, punching the glass frame straight back. Shards of glass fell to the floor around my bloody knuckle. Breathe... I was moving on. It was a sunny day out. Good weather to go for a walk. It was the final month of my sophomore year. Classwork was piling up and Finals were just around the corner. I could head to the library, but my brain couldn't focus and studying just wasn't an option. Back out in the fresh air once again, I just started walking. Mentally I was flailing out in every direction, trying to find something to latch onto and stop the rapid-fire pace in my head. And then I finally had that something. I filled my mind with all the happy memories I'd taken away from this past semester. Unsurprisingly, most of those memories had something to do with Anna. Like the way she got so excited after beating me at Uno. Or the little smile that crawled onto her face after a particularly sarcastic (but funny) remark. I thought back at all the hours we had spent together just as friends. Anna was a sweet, still innocent girl, and I would be lucky to have her in my life. But I knew right then that I shouldn't start a relationship with her. Right now, I was still just damaged goods. It wouldn't be fair to Anna. A semester of denial had not done enough to let me get over Courtney. And now the wound was still fresh in my heart. If I hooked up with Anna on the rebound, our relationship would be doomed to failure. It was a good thing my epiphany had come when it did, just barely before I started dating Anna as opposed to afterwards. Because now I still could nip our budding relationship in time to remain good friends. And I really needed good friends right now. I had to make everything right. So I turned at the next street and made a beeline for the girls' apartment. *** Surprisingly, Anna was home when I got there, still in her pajamas. She had a regular Saturday morning meeting and didn't usually get back for another half hour at least. I'd been counting on those thirty minutes to compose what I wanted to say. But now all I had left was instinct. "Hi." Anna smiled up at me and got up from her spot on the couch. A throwaway girls magazine dropped onto the coffee table, a far cry from her usual study material. Perhaps she couldn't really focus either. She stood right in front of me as we rather awkwardly looked at each other. "I was wondering when you'd be coming by," she told me. I was still searching for the right words. **Why couldn't I have had more time to think about this?** Then I decided that an apology is always a good way to start. "I'm sorry about last night. I-" "Don't be," she interrupted. "Stuff happens. And we were both rather surprised. Courtney had a big impact on both our lives." "I know. And that's why we can't be together. Last night, Courtney and I-" Anna interrupted again. "Don't say it. I can guess, but I don't even want to know what happened." Anna's eyes were hard, serious. And at the same time she was showing me a tender vulnerability I'd never seen in her before. This was as wide open as Anna's emotions ever got. "What you had with Courtney was very special. I get that. But it's not the important thing right now." "But what Courtney and I had is still a big influence on me and my emotions right now." "That doesn't matter to me, either." Anna stood closer to me and reached up to wrap her arms behind my neck. "The only thing that matters to me is that right here, right now, you show me what it means to make love. I don't want to wait another day." "Excuse me?" Surprise was an understatement for me. She pulled her head back while keeping her hands locked behind my neck. "Do you like me?" "Of course." "Well I'm in love with you. And you damn well know it." I did know it. Heck, according to Christine, half the campus knew it. But I wasn't there yet with Anna. I still had too many bonds tying me to Courtney. Anna just continued while staring right into the back of my eyes, pouring out her soul into me. "All I could think about for days was our Friday night date. I'd already made up my mind that Friday night would be the night I showed you how much I love you. Friday night you would make me a woman. Friday night!" "I'm so sorry." Sympathy welled up inside me for what this poor girl with an intense crush was going through. And already it made me feel a little obligated to give something back to her. "It's not your fault," Anna soothed me. "What's important is that you're here. Now." I relaxed somewhat. I leaned down until our foreheads were touching as we held each other, eyes closed and feeling the warm energy pass between us. She was my friend. And maybe even more. The hug she was giving me felt so damn good, better than I'd felt in months. And I could feel the surge of adrenaline inside my limbs ordering me to grab this girl, make love to her, and never let her go. Anna's expression then took on a hard edge as her eyes opened up. "But I've been waiting a lot longer than I'd expected to. I'd planned on two or three hours of eating and talking and romance before I tried to seduce you. But that was Friday night. I don't have the patience for all that bullshit right now. So I'm going to drag you into my room and fuck you until you pass out. Can you handle that?" Her voice was quiet, calm, and deadly serious. "Uh, yes, ma'am." This cold aggression seemed so strange coming from Anna, it was rather frightening. "But this is kind of a weird mood." "You let me worry about the mood." And then Anna's arms were tugging on my head and her lips were searing across mine. It was a fiery liplock I didn't know this innocent little girl had in her. She was kissing me so hard I was amazed my teeth didn't hurt. Her taste was half-familiar. Only a few days had passed since our lips last touched. The sweet flavor and heady aroma of her skin filled my senses and activated all the hormonal male nerves in my body. It was as if I could sense automatically that a willing female was in animalistic heat, sending out nature's mating call. Anna laughed into our kiss and then she was the aggressor, pushing me until my back hit the wall. And then once she had my larger body pinned her hands took to roving across my torso before grabbing onto my hips and thrusting her body into me, feeling my newfound erection pressed against her belly. **I shouldn't be doing this... But it feels so damn good...** I let Anna take complete charge of this encounter. The feelings she was instilling in me blinded me to all my rational decision-making, leaving nothing but the pleasant emotions and sense of comfortability with Anna. I had only recently ever thought of her as a red-blooded woman, but the passion of her love for me was clearly making its mark on me. How could I possibly ever think of rejecting such love? Anna grew tired of simply making out with me. Her body screamed at me with a hunger, and then she was pulling my physically into her bedroom and slamming the door shut. I was a helpless doll in her hands as she shuffled me around until I was sitting on her bed with my feet on the floor. She helped me lift my shirt over my head, stopping to examine my pecs and stomach. I was no musclebound hunk, but I didn't have any flab either and Anna slowed down to touch me gently, as if trying to memorize every part of my body. I had seen the focus and determination Anna could put into her studies. Now I was the object of that focus, and it made me feel very, very good to be held in that regard. And then Anna was kneeling before me, tugging my jeans and underwear off of my hips. My erection sprang into view once she got the offending garments to my knees, and she stopped to stare in wonderment at her very first adult penis. The collar of her pajama shirt hung down loosely while she was bent over, and the gentle swells of her naked breasts came into my vision, causing an extra jump in my cock. And Anna giggled while watching my member twitch of its own accord. I delighted in seeing her reaction, so I flexed my PC muscles to make it wave again before letting gravity drop it back. Anna looked up into my eyes, her youthful face full of energy and vigor, her irises sparkling. She got an impish grin on her face and reached down to remove her own shirt. And when her fully naked breasts came into my view she watched intently as my dick started twitching towards them again. It was my first time to see Anna's naked torso. I'd already known from swimsuits that while not especially toned nor a frequent exerciser like Courtney, Anna was still a healthy eater who took care of her body. And so her slender frame with minimal fat now greatly accentuated her B-cup breasts, looking larger than I'd expected and hanging perfectly with erect, cute nipples. Nipples that were soon being tweaked by Anna's own fingers, and she moaned in arousal while caressing her own breasts and then giggled as she saw how it affected my dick. Anna then took the next step of wrapping her hands around the shaft. First it was just her right hand, curled around the base and wide-eyed at the length still poking out the top. Her left fingers then traced around the mushroom head, tickling the nerves underneath the ridgeline. I couldn't help but groan at her touch. Anna intently studied me for the next several minutes as her right hand pumped up and down, experimenting by trial and error to determine the proper force and speed to apply, using my audible moans as indicators. I just let her play with me, letting her obvious enthusiasm make up for her inexperience. Her touch was just enough to keep me hard and aroused, but not so much that I felt in any danger of blasting off. It was unexpected then when she ducked her head and took me into her mouth, gulping down as much as possible before her gag reflex made her choke a bit and pull off. The hot, wet sensation nearly set me off right then, but as my cock returned to the cool air I cooled down as well. I was better prepared when she ducked again and ran her tongue from base to crown, licking and slurping as she went. Then very quickly she picked up on how much I loved it when her lips and tongue danced around the head while her hand pumped up and down the shaft. It was far from the best blowjob I'd ever had. But the mental arousal of knowing this was innocent Anna blowing me added significantly to the pleasure factor. She popped off long enough to ask, "How am I doing?" "Oh, that's wonderful." Her grin was back. "Hmm. Well if you like that, watch this!" Anna took a deep breath and then took me into her mouth, lowering herself slowly inch by inch, breathing shallowly through her nostrils. **No fucking way.** But sure enough, after a few moments, Anna had her lips locked around the base of my shaft as she had completed her deep throat of me. Then she pulled back and away for a few moments to catch her breath. "Wow," was all I could croak. Already I was teetering on the edge. "How did you learn to do that?" "Christine showed me. We practiced on one of her dildoes. It was one of those things I really wanted to learn before we did this. Can I do it again?" "Anna, you can do it whenever the hell you want." She giggled and then breathing slowly, she lowered her head until she'd accomplished the feat once again. And this time when she began sucking powerfully, a vacuum tight atmosphere forming along the entire length of my cock, I could feel the bubbling of pressure in my balls. My hands went to her head in warning and I mumbled, "Oh, I'm going to cum!" Anna pulled back and started jacking my shaft with her right hand while the head was just barely inside of her mouth, her tongue swirling around the tip. The first jet exploded into the back of Anna's throat with enough force to cause her to back up a few inches, the head of my cock popping out of her mouth. She closed her mouth to swallow and then the second jet splattered against her nose and cheek. Anna gasped in surprise, but her hand kept its pumping on its own and so the third jet flew out with just as much force, half hitting her lips and half going inside. And the rest of my cum started dribbling out, coating my own rod and spilling lower onto Anna's neck and upper slopes of her naked breasts. "Wow! It's so hot! I mean, it's much warmer than I'd expected," she exclaimed, once I'd finished. "And you don't taste bad at all." Her expression then became concerned, her eyes wide as she suddenly looked younger and more innocent than I ever imagined. "Did I do okay?" I had to remember that despite her actual age, Anna was still a baby when it came to sexual experience. "Honey, that was wonderful." With a satisfied nod, Anna leaned in again and began to lick my cock clean while it was still semi-hard. And while her mouth was busy, she multi-tasked well enough to strip my jeans and underwear the rest of the way off my body until I was fully naked before her. When her tasks were complete, Anna got up and stripped herself naked as well, revealing a freshly bare-shaven pussy for me with just a bit of fuzz re-growing. She noticed my gaze and answered the unspoken question. "Just did it Friday morning. I really wanted to be ready for you." She was ready for me. I could see the glistening moisture and the bright pink as her lips were already puffing out in anticipation. But I wanted to take my time with her. I held my arms up and Anna came into my embrace. We fell back against the bed together and began to kiss slowly. It felt rather amazing to kiss her, like I was back in high school when kissing was the ultimate. The heady sensations running through my mind were exquisite as I let my emotions flow and my enjoyment at kissing Anna blitz through my mind, still trying to figure out this girl who was so new to me and yet such a dear, close friend. She didn't resist when I began to kiss my way lower. But I did feel her body tense up a bit in anticipation as she realized what my intentions were. She moaned happily when I first took a perky nipple into my mouth. And her body writhed against the bedsheets as I nuzzled my way across her sides and belly, teasing every inch of her skin. I took my time in getting to my destination, being patient to titillate every nook and cranny of Anna's body and building up her arousal until she was panting loudly in anticipation. After five minutes of exploring Anna's naked body, her entire body was tense, like a taught bowstring just moments before firing its arrow. And that arrow flew off the instant my tongue touched her clit. A piercing scream shattered the silent air and her hips bucked a few inches off the bed when my tongue first touched her, the wet pussy flying into my face and lifting me off the bed with her as she cried out in her first climax with another person. I kept tonguing her through the entire orgasm, prolonging it for as long as I could, until she pushed my head away complaining that it was too sensitive. But the instant she'd reasserted herself, Anna gripped my shoulders and started pulling up along her body. "Do it! Do it!" she commanded. My conscience decided on that moment to rear its ugly head. What were the morals of having sex with Anna when I was still attached to the memory of Courtney? I hesitated, and Anna read the expression on my face. "Pleeeease..." she begged. "I want to be fair to you." "FUCK fair! Do you have any idea how intense my decision-making process to lose my virginity? I made my choice. I want this. Now fucking FUCK me! Do it!" But despite her insistence, I knew I was going to take my time with this. My cock was locked and ready to go, and I settled my body over hers in a traditional missionary position. Anna's gaze was zoomed in on my erection between her legs, eyes wide open so as not to miss a moment. "Do it!" she urged me. "And don't you DARE tease me. FUCK me already!" I fought away a laugh at her desperation and instead held my dick and guided it into place. Anna cooed at me when she felt the head first nudging her wet lips to the side, and then she was holding her breath as the first inch burrowed its way forward. It was the absolute tightest thing I had ever felt, and I rather doubted I could fit into her. "Relax..." I soothed. "You have to relax and breathe or it will be too tight. Now, breathe out." Anna just exhaled a long, slow breath and I glided forwards while her breath turned into a long moan. It loosened her up just enough for me to enter in until I came across her maidenhood, and I saw her eyes tighten up when my cock began to stretch it. When she calmed down enough, I asked, "Ready?" Anna's eyes set in hard determination. "Do it." I leaned down to kiss her, my tongue probing before pulling back into my own mouth lest she bite down on it. And just when she began to whimper into my mouth I lunged forward in a sudden burst of energy and she cried out in momentary pain as I shredded her virginity. Immediately I was kissing her again and rubbing her shoulders while I leaned my pelvis into her to grind against her clit. And after several short thrusting motions Anna blinked the tears out of her eyes and I could see the pleasure start to overcome the pain. Then, when Anna wrapped her legs behind me and started tugging me into her, I knew that she was feeling the joy of her first act of making love. Her arms went around my neck and pulled me tightly against her, our bodies mashed up until we were as one person. Her tunnel was so extremely tight around me; it felt like our bodies were melding together. Anna was crying again while I made short pumps, but these were tears of joy. "Ooh, it feels so good. YOU feel so good in me. It's like I never want you to leave." My Playmate Ch. 03 I didn't know how to respond, so I just kept kissing and thrusting. "My man," Anna groaned. "My man. Love me my man! Make love to me, honey. I don't ever want this to stop!" For a while, it seemed like we never would stop, slowly grinding and undulating our bodies together. Anna came to one whimpering climax while we made love. And then she started building up to another one while I felt my own restraint slipping away. "Fuck me..." she breathed. "Fuck me..." We were both so close, our bodies sweaty and soaking the bedsheets. And as I approached the edge I pulled myself out of this beautiful little virgin, readying myself to fire away. "Nooo! In me! In me!" "But-" "I'm on the pill. I told you I wanted to be ready for you. In me! In me!" Anna was so revved up that she grabbed my dick in her hands and shoved my meat back into her wet pussy, and the instant my cock buried itself back in she came, wailing to the world how happy she felt. And from the extreme constriction and the pulsing muscles of her climaxing pussy, I lost the last bit of my own control and then I was blasting off, calling out my climax to her while Anna thrashed left and right on the bed in absolute ecstasy. Anna kept spasming and squirming long after I spurted my last string of semen into her body, and I held her in my arms, kissing her gently as she gradually came down from her extreme high. "I wished we had done this months ago..." she groaned, regretfully. "I've already lost so much time." And then a huge smile spread across her face while I slowly went limp inside of her. "I'll bet every girl dreams of their first time being as great as that was for me." I leaned my chest back so I could really look at the angel beneath me, no longer as innocent as she may have looked. Her brown eyes dazzled in this afterglow. "Thank you," she whispered. I nodded back. "It was my pleasure." "Mmm, and my pleasure too." She sighed happily. "Can you do it again?" I smirked. "I think it'll take a few minutes." I pulled back to slip out of her body. She looked down at the limp member, now coated with small spatters of her virginal blood. "Hmm, Christine said I could speed up the process by blowing you again." I got up then reached my hand out to her. "Well, we'd better take a shower and get cleaned up first. But after that? Be my guest". Anna placed her hand in mine, her face bright at the prospect of her first co-ed shower. "Next time, I want to try being on top." *** Neither Anna nor I left her apartment for the rest of the day. I came five times before the sun went down, and Anna climaxed many more times than that. We paused occasionally to rest and talk to each other. The only times we even left the bedroom was to go to the bathroom or briefly find something to snack on. It wasn't that she was a nymphomaniac. But she had years of sexual catching up to do and she wanted to experience everything her heart desired. So like dedicated scientists, we locked ourselves in our lab and experimented. Anna never made the slightest attempt to control her vocalizations. She screamed louder than I'd ever heard her voice while we were fucking. And several times I knew Brian and Courtney were back in the apartment and could clearly hear what was going on behind the closed door. We fucked missionary and with her on top to start off. We switched to doggy- style next until I pulled out and coated Anna's tight asscheeks with white globs of my jism. Then I got to admire the delicate curve of Anna's spine and naked back while she rode me reverse-cowgirl. Anna wanted to try wheelbarrow until my arms gave out and we switched back to missionary. And when she wanted to give her pussy a rest she blew me, really just so she could practice swallowing. And just before night fell we cuddled close together, her ankles trapped inside of mine and we simultaneously climaxed while staring into each other's eyes. That last one was only about making LOVE to each other. I was amazed at the affection pouring out of this young girl. I could be dying of pneumonia and the warmth of her adoration alone would be enough to save me. How could I have possibly ever considered turning her away? *** Sunday we actually went out to eat with Brian and Christine. No one directly commented on our new relationship, but there were enough innuendoes and sly remarks so that everyone was clear on what was going on. Our two friends really just seemed quite happy for us. We all caught a Sunday matinee at the local movie theater. After returning to the girls' apartment, our two couples split off into our respective bedrooms. Then Christine and Anna held an impromptu competition to see which one of them could scream louder in the midst of wild sex. And then for Sunday night, Anna and I went out on our first real date. You know, flowers and dinner and sweet poetic murmuring. For the first time in a long while, I felt truly happy. The girl, no woman, by my side picked me up on a cloud and floated me off into the heavens. Anna had enough love for the both of us, and I was quickly learning how to return her affections and enjoy the comfortable relationship we had together. *** That very Wednesday, Courtney's Playboy magazine hit the newsstands. It was only a matter of hours before the identify of this month's Playmate became a hot topic around the campus. After dodging the first few questions, I decided to disappear for the evening and walked straight back to the girls' apartment where I could hopefully hide. Still, many people recognized me along the way. And more than a few comments were tossed my way during the short 10 minute walk, even from people who hadn't even seen the magazine spread just yet. "Hey, weren't you her boyfriend last semester?" "Is that really her?" "Dude! Did you nail her?" "How was she in bed?" "Damn she has a fine ass!" "Ass? Look at those tits!" "How could you let THAT get away?" "It's all bullshit. That can't be her." Once at the apartment, I found that Christine, Anna, and Brian were already there, also ducking the crowds. It would die down after a day or two. In the meantime, we still had a ton of homework. Finals were still coming up soon. *** "Are you sure?" "Will you quit asking me that?" "Then relax... breathe out..." "Okay, okay..." "Wait, I can feel it going down." "Well, arguing isn't exactly sexy." "Ugh, let's start over. Lemme turn around." We paused for a minute, re-shifting our positions. "Oh, damn, you're getting good at that." Anna didn't respond, her mouth now filled with my cock. The frustration of what we were attempting had surged some blood away from my crotch and back up to my brain so I could feel annoyed. Anna had a beautiful body, her silky skin fully nude and the sight of her tight ass had been wonderful. But frustration is frustration. And frustration is not good for hard-ons. But with Anna's warm tongue and low moans, she was quickly jacking me back up to full strength. Once Anna felt the iron return to my erection, she turned around on all fours once again. "Okay, I'm relaxed. Try it again." I knelt behind her butt, aiming my erection between her firm asscheeks. My swollen head settled in against her virgin asshole, sloppily lubed up and stubbornly refusing to open for me. Sex isn't always as clean and easy as I would hope. But this was something we both wanted to try. Anna let out a long breath, relaxing her muscles as much as possible. I leaned in forwards, and then suddenly the mushroom head popped through and I was in. Anna gasped at the intrusion and immediately clamped back up, holding my cock in place just a few inches into her bowels. Her sphincter was squeezed so tight I imagined I could lose my cock inside of her. She was furiously rubbing at her clit just then while I massaged her back, and then she relaxed enough that I could continue my forward progress. With constant pressure, after another minute I glided all the way in until I was balls deep inside of Anna's ass. "That's everything," I informed her. Her anal muscles were trembling, a wonderful vibration for my dick inside of her. It was the tightest thing I had ever felt in my life, bar none. "Holy shit..." she gasped. "So full." I let her get used to the feeling, waiting for her signal before I continued. The continuing vibrations were more than enough to keep me aroused and erect inside of her. "Fuck me..." she breathed. Very slowly, I pulled back until the ridge of my cock's crown was just inside her sphincter. Then just as slowly, I pressed deep inside again. "So full..." And I pumped again. Then again. Then again. Anna began whimpering, teetering on the edge between pain and pleasure. My hands were on her tits while her own played at her pussy. Gradually, she stretched out and my travel became easier, until I was fucking her butt at a healthy pace. "This is not a time to see how long you can last," she warned me. "Just fucking FUCK me! Don't hold back." So I didn't. My hips began to drive forward and back, harder and harder. Anna gasped with each push, I couldn't tell if in pain. "FUCK my ass!" she cried. And after only a dozen more strokes, I slammed my hips all the way forward and erupted, spewing a large cumload deep into the darkest recesses of Anna's inner body. "Ohhh," she moaned. "I can feel it." Anna never came close to an orgasm. But when I slipped out, she whimpered at me. "I feel so empty. I kinda want it back." "Another time perhaps," I soothed her. "Come on, let's go take a shower and then we'll cuddle naked." *** Once the summer vacation began, I was happy to find that my relationship with Anna was only becoming stronger. Same for Brian and Christine. We were double-dating regularly. But even beyond that, the four of us more or less lived together. We ate together, studied together, and slept at the girls' place more often than not. That we should all truly move in with each other was inevitable. Our rental on the house was expiring and all of us guys were splitting up in different directions. After as thorough a discussion as four young adults in love could manage, Brian and I were officially moving into the girls' apartment with Christine and Anna. One bedroom for Brian and Christine. One for me and Anna. And Courtney's old bedroom would become the computer room/study space. I already knew it would feel a little weird doing my homework in that bedroom. After the first two days I found that I absolutely adored sleeping with Anna in my arms every night. Courtney and I had just really dated. She had slept over on occasion but we still had our own places. But now I always knew I had my sweet, little Anna to cuddle closely with. It's amazing how much joy I found in hugging her, even more than having her hug me. Some nights I just had a hard time getting to sleep. My mind was constantly racing, just part of the active/competitive streak in me I guess. Turning that off at night was always a challenge. So Anna would lie on my chest and stroke my cheek while we looked into each other's eyes. Anna exuded a calm that did wonders for me. We didn't have to talk. She could simply look at me and rub her thumb over my lips while I held her light body in my arms until the worries of the world drained out of me. It was as if her purity and innocence formed a bubble of hope and ease that shielded us from the harsh realities outside. And then I could sleep. Even when we did talk, she had a dry humor that always managed to defuse my ranting, reminding me of how uptight and silly I could get. And she took inspiration from my high expectations and optimism. Courtney once spoke of a glow that Anna got when I walked into the room, a vibrance that filled her and was obvious to anyone and everyone. Anna now had that glow each and every day and all day. And I was more relaxed than I'd ever before been in my life. Summer and internships came and went, and then it was right back into the college grind. Our Junior year was just getting started. *** "Ungh..." "Hmm... how'd that test treat you yesterday?" "Ungh... Do we have to talk about this now?" "Sorry, sorry. Ooh, that was a good one... deeper..." "You're not enjoying this, are you?" "Of course I am. I'm enjoying being with you." "But you're not gonna cum." It was a statement. Not a question. "Probably not." "Great. Now I'm going to lose my erection." Less than a year together and we were already stuck with boring-old-married-people sex. "Oh, I'm sorry, honey. Just got distracted. Here, let me blow you." I slipped out of Anna's moist pussy, rolling onto my back. We'd been spooning in bed, quietly whispering in the morning before I slipped my morning wood into her from behind. Now, Anna just turned and casually took me into her mouth. A few minutes later, I painted her tonsils with my morning juices, and Anna didn't miss a drop. Then it was off to our morning drills to brush teeth, get dressed, and get to class. The four of us fell into our routine. Sleep, eat, attend lecture, play video games, eat, study, shower, and sleep again. Occasionally sex or a romantic interlude would interrupt and bring joy into the day. But to be honest, we were dirt poor college students. Ramen was a frequent dinner. So expensive dates were not much of an option. Christine dabbled in modeling (clothed), but they were infrequent enough to just be a hobby and not a career. And the daily routine of actually living together was rapidly turning our two relationships into that of old married couples. When we first got started, Anna and I had sex maybe 5 times a week. Nothing like nymphomaniac Courtney, but still pretty frequently. After a year together, Anna and I were down to perhaps twice or three times, not counting those half-started-never-finished morning encounters. I want to make clear that I'm not complaining. The comparative infrequency was as much my fault as hers. We both had tons of work and our upper-division classes put enormous pressure on our competitive attitudes. And to be honest, ours wasn't a relationship built upon sex, but rather the warm comfort we found in each other. With Courtney, sex had been as routine as brushing my teeth. She would go insane if we went too many hours without fucking. Anna had a more "normal" sex drive. I didn't really mind. When we both had the mood and the time, Anna and I came together in an expression of affection. Almost every time we did it we were making love. As for Brian and Christine, there was some element of boredom for both of them. Mostly it was just familiarity, a sense that they'd lost some of the excitement. Also, they'd lost Courtney and I as partners. Anna didn't exactly want to swap. (Anna was a bit insecure about Christine's huge tits. I just told her she had a tighter ass). It might not surprise you that in the end, it was Courtney (in a way) that jump started our relationships back into action. *** One day, a DVD showed up in the mail, Courtney's return address obvious on the package. On the cover, just below the large PLAYBOY logo, was the "Cheerleader Car Wash" title with Courtney's smiling face front and center. We all had a chuckle and Christine insisted, "We're all watching this right now." It was a lazy Saturday morning by the college clock (translation: 3pm). None of us had yet changed out of our sleepwear. So I got some of the leftover pizza from the fridge while Brian blended the morning daiquiris. And then the four of us were crammed as usual onto the 3-person couch. Anna was quite cute in her glasses and ponytail, bangs hanging down naturally loose to frame her face. My arms were around her thin waist while she reclined against my chest and Christine hit "play". The video turned out to be just like you would expect. A few minutes of wasted space while everyone was fully clothed and the cars pulled up for their car wash. Still, a few shots of tight cleavage and tighter asses in short skirts was more than enough to get my blood stirring. I had not yet gotten a chance to ejaculate this morning. And Brian could certainly feel the constriction of his own shorts as well. The girls were sipping their daqs and ten minutes in we all had a light buzz going from the mix of alcohol and arousal. And when on-screen Courtney lifted up her top to add more soapy water to her tits, even Anna had to whistle, "She really DOES have nice tits." "Mmm, yeah," Christine agreed. "And they taste so good too!" She giggled in memory of her good friend. Anna glanced over. "I don't know. Never tried tasting breast before." My mind immediately conjured up a racy image. But I tried to tamper down my thoughts lest I get my hopes up. **Down boy...** Christine must have been in a particularly bubbly mood because she simply leaned over and lifted up her T-shirt, exposing a firm D-cup melon with a rapidly hardening nipple for Anna's appreciation. "Well, no time like the present!" "Hey! Put that away!" Anna scolded, and then turned back to the TV. But the smile was still on her face. We all went back to watching, and by now all four cheerleaders on screen were fully naked. They rubbed their tits against the windshield and they rubbed sponges along their tanned bodies. Hoses were turned on each other and in one particular slow-motion sequence Courtney writhed against the car while being fully sprayed, undulating as if she were in the throes of a climax. One of the other cheerleaders, a petite brunette not unlike Anna, leaned into Courtney. Her hair was slicked back against her head while she turned into the water spray and then reached out her own hand to caress Courtney's full, rounded breast. Anna fidgeted in my lap. She could obviously feel my boner poking into her backside, the light buzz of just one daiquiri setting her veins on fire. She glanced back over to Christine who was rapt in attention towards the screen. "Did you really mean it?" Anna asked. Christine turned. "Mean what?" "About your breast." Christine smiled, as if a long-standing fantasy was about to come true. She lifted her T-shirt up again to show off both proud tits. With a rack like that, Christine had nothing to be ashamed of. "Sure thing, sugar. Come and taste." Anna turned to me first. "I'll bet you'd love that, wouldn't you." "Of course." My answer was immediate, almost too fast. Anna then reached her hand into my shorts, wrapping her fingers around my hard shaft and causing a groan to come out of my lips. I was already rather aroused, but this was the first time Anna had ever initiated anything remotely sexual in front of other people, and that notion thrilled the hell out of me. So with one hand still around my cock, Anna leaned forward into Christine's cleavage and took a turgid nipple into her mouth. Christine moaned, my cock twitched, and then Anna backed her head away to look to me once again. "Hm. You really DO like that don't you." So she leaned down to do it again. From the way Anna continued to milk my cock, I got the distinct impression that she was acting this way more to titillate me rather than acting on any true lesbian desires. But I couldn't complain with the results. So Anna continued to suckle, first at one and then the other boob before running her tongue in between the two mountains of flesh, her hands in my lap the entire time. Christine moaned again and whispered, "Kiss me. Please..." Anna looked up, a fearful expression briefly crossing her face. "Trust me," Christine soothed. "He'll love it even better." So Anna lifted her face and let Christine close the final few inches to press her lips against Anna's, and I very nearly blew my load at that very instant. Christine's tongue extended into the air for a moment before disappearing into Anna's mouth, and once Christine's hands began to massage my girlfriend's shoulders, Anna moaned herself in real arousal of her own. Finally, Anna let go of me, reaching her hands up to truly embrace Christine and share in this Sapphic kiss. My Playmate Ch. 03 The video by now was forgotten, and Brian even hit "stop" on the player. Christine never let up on Anna and began squirming back against her boyfriend. "Brian," she gasped. "Help me! Fuck me!" My best friend was only too happy to assist. He started by dragging Christine's shorts down to her knees, and then suitably disrobed his own lower half as well. And once all obstructions were removed from their respective crotches, Brian lifted Christine by her hips and held her above his waving rod. Christine herself reached down and elevated Brian's cock into position, and then Christine was screaming into her kiss with Anna while Brian lowered her down until her ass was flush against his thighs. "Aw, fuck, yeah..." Brian exclaimed. Anna pulled away to fully witness the penetration, her eyes wide seeing the thick cock splitting Christine in half. And then our friends were fucking, Christine bouncing up and down, her tits jiggling in Anna's face. "I'm actually watching this," Anna muttered. And she seemed quite aroused to be watching it. Finally, Anna simply bent down and took a breast into her mouth once again. I couldn't stay out of the picture any longer. My cock was screaming at me and I leaned in while slipping my hands underneath Anna's pajama top to cup both of her firm boobs. Thought not huge by any standards, they were still firm and big enough and I adored holding them while I kissed the back of Anna's neck and ground my crotch against her back. I was ready to join in. But Christine had other ideas. "Lean back, sugar," she told my girlfriend. Anna, not yet understanding, complied anyways. She reclined back against me and then figured it out when Christine started stripping off Anna's pajama bottoms and panties. Christine's efforts were occasionally interrupted by a particularly hard thrust of Brian's cock into her pussy. I heard Anna's breath catch and her eyes bug out when she realized what was about to happen. And then Anna felt the warm, wet touch of Christine's tongue against wet slit and all her nervousness vanished in a loud moan of pleasure. Anna's legs were spread wide, one foot planted on the floor and the other leg against the backrest of the couch. Christine moved to kneel on the floor while she continued to eat out my girlfriend, her ass in the air so Brian could resume their fucking doggy-style. "Oh my! Christine!" Anna cried. "I can't believe! Oh, SHIT!" Still endeavoring to join in I reached down and unbuttoned Anna's pajama top, pulling it away to leave the sweet girl fully naked before us. Brian's eyes immediately went to drinking in the vision of a brand new naked female. And Christine was fully engaged in her tongue-lashing of my girlfriend. So I leaned down to kiss Anna, cradling her in my arms and pouring out my affection for her while she whimpered and shook, completely overwhelmed by the sensations assaulting her mind, both physical and mental. "Yes!" Anna screamed. "Yes! Oh, that's so good! Yes!" She clutched my back, holding herself tight against me before flinging her body away and wailing out the world her first orgasm induced by another girl. The whole thing from panty-removal to climax took less than a minute. I'd never made Anna cum that fast before, and the look on Christine's face showed that she seemed pleasantly surprised as well. But then Christine's pleasant look morphed into a grimace as Brian renewed his thrusting and she groaned out against the battering ram assault on her pussy as he gripped Christine's ass and piledrived his way in and out of her juicing wet snatch. "Aw, fuck, yeah, baby..." I had figured that Anna would need a few minutes to recover from her earth- shattering orgasm. So I just held her and watched my friends fucking not three feet away, Christine's heavy breasts hanging down and waving pendulously with every thrust. But a second later I found out that I was wrong. Anna's naked, sweaty body suddenly moved and then she was pressing me back into the couch and desperately trying to strip off my clothing. I was in a regularly seated position, and she managed to get my shorts down to my knees, letting my baseball bat of a swollen cock out into the air. Turned out that was enough for her. Anna straddled me and then impaled her pussy in one smooth motion and started riding me more aggressively than she had ever done before. My groan was on a five-second delay, so shocked I was at the sudden movement. Anna had already thrust up and down a half-dozen times before my mind woke up to what was happening and I let my arms encircle her thin body. "Mmm, fuck me, honey," Anna cooed into my ear. So I did just that. The next ten minutes were filled with nothing but the sounds of wet meat thumping and low moans lolling through the air. Both girls gasped as their respective men filled them over and over again with hard dicks and grunted with their own exertion. But the end of the time, we were all drenched in sweat, reeking of sex, and all on the brink of orgasm. Both Anna and Christine had already cum a few times, but that competitive edge in me was desperately trying to hold out longer than Brian. And Anna and Christine's own competitive edges, while more moderate than us guys, still urged them to finish their own man off first as well. Anna was gyrating and twisting and doing things with her pussy muscles I had never dreamed she was capable of. But her arousal had inspired her and I was desperately close to losing it. "Oh, shit..." I grumbled. "That's it... cum for me, honey..." Anna cooed. But I had held out just long enough. Brian was suddenly yelling, his hips slammed as tight against Christine's ass as he could manage. Veins were bulging out from his neck and forehead from the strain and his stomach was twitching as he was obviously in the midst of blowing a torrent of jism deep into Christine's body. Christine gasped feeling the power of his explosion and rode him out, until Brian unceremoniously fell backwards and slipped out of Christine's saturated pussy, now dribbling out the remnants of his semen. Anna and I watched this scene unfolding, along with the flutter in Christine's eyes as she luxuriated in feeling her man's spunk impacting against her inner walls. "He's so close too," Anna moaned as she bucked up and down in my lap, squeezing her inner muscles delightfully. Christine just hummed in response. What came next took me completely by surprise. Anna let her tongue trail out and slide across her lower lip. "Mmm... want it?" she asked Christine. "Really?" Christine looked up in surprise. "Mm-hmm. I want to watch you swallow him." Anna leaned over, beckoning Christine to her. Christine came up, and Anna wrapped her hands around Christine's neck, pulling her tight until Anna could plant a fat kiss onto Christine's lips. The sight of Anna's tongue plunging into Christine's open mouth just about did it for me. My hips bucked, and Anna quickly discerned the urgent situation. She dismounted me and physically grabbed Christine's head to put her roommate's gaping mouth in the line of fire. "I knew that would set you off," she chided me. Christine didn't say anything but instead just sucked my throbbing cock into her mouth. And the instant her warm tongue bathed the underside of my shaft, I erupted. "Promise you'll share," Anna ordered as Christine took the first blast into the roof of her mouth. And sure enough as each subsequent shot flew out, I never saw Christine's throat swallowing. Instead, Christine's hand jacked along my rod, squeezing and coaxing, desperate to grab every last drop she could while I grunted and kept firing shot after shot into the warm oral receptacle. When I was done, I felt like I was melting into the couch. Every ounce of energy had been drained out of me, and I lay back, exhausted. But somehow the girls still had plenty of energy as Christine turned to my girlfriend and pressed her lips into Anna, bending her over into my lap until Anna was facing up while Christine parted her lips to let my cum dribble straight down into Anna's mouth. When I'd first met her, Anna was just a quiet, shy, librarian-type. Now this cute nerd I was dating was sucking my cum out from the mouth of a hot blonde with great tits. I must have done something right in a previous life. *** That morning turned out to be just the first of many new sexual sessions between the four of us. Primarily we just stayed in our respective couples with the exhibitional joy of watching each other. Anna was a strictly monogamous girl when it came to men, and I was her one man and she was my one woman. Also, Anna really wasn't very into girls, so her forays into making love to Christine were rather infrequent. On the other hand, Anna loved the effect it had on me to watch her making love to Christine, so she quickly picked up on the finer points of lesbian loving. The first time she actually went down on Christine, I got so excited I just started jacking my cum all over her ass after a minute of watching. As for Christine and Brian, getting back to their voyeuristic thrill of watching another couple screwing had put some spark back into their love life. Brian certainly also enjoyed watching his girlfriend with Anna, and he didn't even mind those occasions when Christine wanted to taste my cum direct from the source. Once, Christine got it in her head to fuck Brian in Anna's bed, so our two couples traded rooms for one night and while it wasn't the best sex ever, it certainly felt different. And so my life went on. Our Junior year came and went. We each got summer jobs and visited our families and on and on. Christine put Brian through the deathtrap of meeting her father. Anna brought me home to see her parents, and they seemed to like me. Actually, they just seemed happy that their bookworm daughter might actually grow up and get married someday. And then it was back to school for our Senior year, literally months away from graduation. I was happy. But then we all know that life doesn't last like that forever. *** My life with Anna went smoothly through the first semester. But then all of a sudden it was January and we were interviewing for post-college jobs and then I looked up to find that the world outside had become REAL. In a very short while, we would be leaving this apartment and moving on to find our adult selves. And what did that mean for our relationships? How would things change? None of us really had a clue. It's not like we didn't know this was coming. We'd had upperclassmen friends who disappeared off the face of the planet once they'd graduated. We'd heard the horror stories of wonderful college sweethearts who couldn't adjust and ended up broken hearted. But those were... other people. Not like us. Never happen to us. But what if it did? How permanent were our college relationships? Right now, I KNEW that Anna and I would be happy together, forever. It was never stated, simply understood. It was a concept that flowed as an undercurrent beneath the surface of everything we said to one another. A few years ago I KNEW that Courtney and I would be happy together, forever. I wondered what I would KNOW next year. And then suddenly that understood concept was brought harshly into the spotlight of my consciousness the moment Anna first whispered her own fatal words to me. "I love you." The justice was poetic. Three simple little words. Monosyllabic. Four-letter maximum. Any child could utter them without stumbling. And yet the first time I had said them to Courtney she had tensed up in my arms involuntarily. Her head and her words said she adored me. But her heart and body's instinctive reaction were the truer indicators. The second time I said them to Courtney were out of desperation, just before she was to leave me. And those words only sped her out the doorway even faster. So now, as Anna came down from her orgasmic peak, sweat matted against her bangs, her arms wrapped around my naked back, and her eyes were liquid and large, she spoke those words, gushing her love deeply into my soul. The sudden tension in my body the instant I heard those three words were my real reaction. Love meant permanence. Love meant forever. Love meant never being "as-one" with Courtney ever again. And that was something I just couldn't stand. **I love you? Where the hell did those words come from? Why did she have to say that? Everything was going so perfectly.** Anna's looked positively crestfallen when she witnessed my reaction. But then her disappointment was quickly pushed to the side as her mind asserted itself and then she was whispering in my ear. "It's okay. It's okay. I'm sorry. I didn't mean to scare you." I lowered my head to the pillow just beyond Anna's shoulder and closed my eyes. She patted the back of my head and held me to her, comfortably retreating into our old familiarity. But deep down in my heart, I realized that my relationship with Anna was doomed. *** Finals week had just gotten started. For Seniors, they were merely a formality. Our grades had already been determined (more or less). So this final week became a strange juxtaposition of joy at finally graduating and early nostalgia over the end of many a relationship. That first Monday, I didn't get out of bed until Anna left to go to her first final. I didn't have one this morning. But ostensibly, I was supposed to wake up and study for my Monday afternoon final. I was just coming out of the shower, clad only in a towel around my waist, when I saw Christine lounging on the couch in our living room, quietly crying to herself. I knew Brian had also left for a morning final. Immediately, I crossed the room and went over to her. "What's wrong?" It took several moments before she composed herself enough to respond. "Nothing... Everything..." It was a typical young adult reaction, explaining little about her situation. But I waited patiently and held Christine's hand until she got herself more together. She finally paused from her sniffling and looked up at me with watery eyes. "Brian asked me to marry him." My emotions jumped up and I wanted to exclaim 'Congratulations!', but held my tongue in check as that was obviously not the reaction Christine was looking for. "Uh, isn't that usually a good thing?" "I know it should be. But look at me. I'm barely 21. I still love to party. I'm not ready for this." I knew enough about girls to know that my role was that of a listener, not a problem solver in a situation like this. I sat down next to her and held her hand reassuringly. "Brian's going to California. You know that. It's a great job opportunity. And I'm staying here. We talked about it. Long-distance things are hard, but not impossible. But now? He wants me to move with him to Los Angeles. And I just can't do it." Christine started crying again, and this time she let her head fall against my shoulder. Ignoring my own near nakedness, I just held her and let her cry it out. "Am I a bad person?" "What? Why?" "Somewhere inside of me, I was hoping we'd break up. Then I'd be free to date again." I thought about it. Deep down, I wondered if Courtney had been secretly hoping for the same thing with us. Courtney had just been a young girl as well, her whole future ahead of her. "No, that's not evil. That's just being young." "I mean, there were so many things I wanted to do. To try. The last thing I could imagine was settling down. Hell, ever since Courtney left and you hooked up with Anna, Brian's been my only dick. I wanna get FUCKED. I want to try out other men. Is that wrong?" "No. Not wrong. You don't have to settle down until you're ready to settle." And in that moment, a wave of guilt washed over me as I thought about my own situation with Anna. I didn't want to settle down with her, at least not yet. Was I wrong to think that? My mind drifted away on its own tangent as I thought about my own relationship issues. In fact, I was so lost in my own world that I didn't even notice Christine had stopped crying and was now exploring my body. Her hand which had been stroking along my leg now slid beneath the flap of my towel. And the first wave of blood began surging downwards once I felt her cool hand finding my naked balls. I was still too surprised to react, and apparently Christine took my silence for approval. My dick was already semi-rigid, her hand encircling its girth while she tilted her head up to me. She pumped my erection twice, and still no warning from me to stop her. I wanted it, wanted her. I wanted to remember something outside of Anna. I was still freaked out from Anna's vulnerable admission of love. And in a way, I wanted Anna to hate me. If Anna had reason to hate me, she would dump me. And once we were broken up, I could go after Courtney, wherever she might be. And so it was that when Christine pressed her lips to mine, I just moaned and returned the kiss with every ounce of lust I had in my body. Christine suddenly stopped and looked me right in the eyes. "I know why I need this. I know I want to seduce you and I desperately want you to fuck my lights out." She paused and took a deep breath. "Are you sure you want to do this? Can you really do this to Anna?" Wanting something beyond your partner was one thing. "Thoughts" and "desires" can be forgiven. But this was about to become cheating. This really was wrong. And that wrongness made it so irresistible. "Don't ask me that," I told her. "Don't think about it. Just fuck me." The towel was stripped away from me quickly, my cock rising straight up into the cool morning air, steaming of its own heat. Then Christine's nightshirt was on the floor, her chest fully naked and her huge breasts absolutely fabulous before my eyes. They were as large and firm and perky as I remembered, nipples at attention as if they were reaching out to me. And then those nipples were coming a helluva lot closer as Christine pressed her boobs into my chest and wrapped her arms around me for another juicy kiss. The last time we had started down this path was when Courtney had just left me and Christine was offering me a pity fuck. But this time, we both needed this. It was really, really naughty. I pressed down on Christine's shoulders, and she got to her knees in front of me. She wrapped both hands around my cock, and with a smile, sucked me into her mouth. I let go a low groan of pleasure. Her warm mouth was familiar, comfortable. Christine had given me several blowjobs during our four-person sex sessions with Anna and Brian. I knew the talents of her tongue quite well. Christine moved her chest until the full length of my erection split the valley of her cleavage. My own hands held her breasts tightly around my shaft, thumbs tweaking the nipples as she elevated herself up and down. This left her own hands free to strum her own pussy, and I grinned watching her multi-task to play with herself as she delighted in my cock pressed against her body. But as much as I enjoyed the tit-fuck, this was just the warm-up. I tugged on her shoulders, and Christine stood up. She paused to drop her soaked panties to the floor, leaving her completely naked. And then urgently, she straddled my hips, pulled on my cock, and impaled her body down onto me. We both moaned, feeling the first sexual union either of us had experienced in years, other than Brian and Anna. Her pussy felt so different from Anna's, and that difference made it thrilling. And already that pussy was clamping down on me in the throes of Christine's first orgasm. "Oh, I needed your cock so badly," Christina growled into my ear. "Fuck me..." I was only too happy to oblige. My hands gripped her asscheeks and yanked Christine's lighter body up and down. I forced the tempo, using her as a fucktoy and Christine was loving every moment of it. My Playmate Ch. 03 "Fuck, fuck, fuck, fuck, fuck..." Christine chanted, deliriously happy in her own world. From my position on the couch, her heavy boobs were right in my face, bouncing wildly out of control as her body was flung up and down over and again. Then I stopped her thrusting, rotating her hips in a circle around my cock while I leaned in and took a tit into my mouth. Christine moaned again and clutched my head against her chest, trying to shove more of her boob in between my lips while she squeezed with her inner muscles, rippling them against my already oversensitized rod. But just when she seemed happy with my suckling, I bared my teeth against her nipple just to give her a little shock and then started fucking her body on my cock once again. Christine shrieked and then her body went limp as she succumbed to the sensations I was afflicting on her body. Normally being on top gave a woman control, but still I was the one in charge. And so I rolled us over, laying Christine across the couch and then spearing my dick into her velvety pussy once again. "Oh! Ugh... fuuuuck..." she whimpered as I pounded her. "Fuck, fuck, fuck..." the chant started up again. Christine was completely gone into her own world of lustful, sinful pleasure. Her eyes rolled back and she started drooling slightly, our sweaty bodies clinching together over and again. And then her back arched up and off the couch, round tits thrust into the air as she reached back and screamed until her throat was raw. Christine's climax was deafening, and its affect on her body was no small one either. Every muscle was tense to the point of quivering, and the earthquake my dick was experiencing was more than my balls could handle. I pulled out at the last possible moment, and with my hand aiming, I proceeded to completely hose her down. My cum went flying everywhere, splattering in long ribbons across Christine's volcanic tits, spraying her tight belly with ab muscles still clenched, and even bursting right against her pussy lips. I kept jacking my cock, and it kept spitting out wads of cum all across Christine's spasming body. And when we were both finished, I knew exactly what I had to do next. We were being very naughty, very dirty. And there was something really dirty I wanted to do to her. I sidled across the couch and lowered my wet, limp cock to Christine's face. She hummed happily after perhaps her most explosive orgasm ever, and she gleefully began sucking my penis back to hardness in eager anticipation of continuing. Christine panted loudly around my dick stretching her mouth. Our bodies were still recovering from the orgasms, but we both wanted to keep going forever. I relished watching her wide open face, expressively gazing back at me while she fought for breath and tongued me simultaneously. I also reached down to grab and squeeze at those naked breasts I loved so much. At last, my rod was recharged and Christine was able to wrap one hand around and jerk the shaft. I pulled back then, feeling the power in my muscles as I rotated her over. Christine was compliant in my hands, moving as I directed until she was kneeling on the couch, facing the backrest with her arms folded against the back cushion. This left her ass hanging off the couch right in front of me as I stepped between her legs and nudged my cock doggy-style into her sopping wet pussy. She groaned as I began to fuck her anew, growling happily. I still couldn't believe I had Christine's hot snatch wrapped around my cock, and I was thrilled with every second of our illicit coupling. But now for the naughty part. I exited her juicing tunnel with a wet splurt, and then before she realized what was going on, I aimed a little higher and then with a vicious lunge, burst my cockhead through the tight muscle of Christine's asshole. She screamed in surprise and pain as the mushroom head popped through and inside her sphincter. And then her ass clamped up tighter than anything against my invasion. "No! I've never done this before!" Christine wailed. "Just one more thing you hadn't experienced yet," I grunted. And then my hands were at her clit, rubbing and caressing while I resisted her muscles efforts to expel the invading rod. "Relax..." I soothed. At the first sign of her body slackening, I shoved forward. Christine kept up her moaning in mingled pain and pleasure as I manually stimulated her clit. "I... I'm not sure..." Christine moaned. But I kept up a constant pressure until I was completely buried in her ass. Sure or not, I was all the way in. "So Brian never got your ass?" "No..." Christine groaned weakly, hanging her head. But her hips were already chugging back at me just a bit. "Did Anna ever do this?" she managed to ask. "Yes. A few times. How does it feel?" I already knew it felt gloriously tight to me. "Feels weird." "Weird good or weird bad?" "I'm not sure yet." She flexed the muscles of her now violated asshole, and shifted back against me, pumping experimentally. And with my hands still strumming, she soon hummed. "So full..." I pulled back and then thrust in powerfully once again. I delighted in seeing her round cheeks spread wide before my penetrating rod. And the second time I pumped Christine moaned in obvious arousal. "It hurts, but it's a good hurt now. Fuck me..." I kept pumping her. "Fuck my ass..." "I'm fucking it." "Fuck, yeah. Fuck my ass!" Christine planted her head against the backrest, freeing her hands to play with her own pussy and letting me bring my own hands back to grip her hips. So with a steady rhythm, I pounded away into Christine's asshole, timing my thrusts to her whimpers of painful pleasure. For the next few minutes, there was nothing but the wet slaps of flesh mingled with my grunts of exertion and her whimpering. Unlike vaginal sex, which can gradually become a frictionless glide, it took hard effort to keep pushing and pulling through Christine's anal tightness. But oh, what a wonderful feeling on my prick. And then after those minutes, despite having cum so recently, I felt my balls tingling. "I'm gonna cum, sweetie." "What did you call me?" she moaned. "Sweetie. Your ass feels so great. I can't believe it. I will never again call anyone else sweetie. And when I hear the word, I'll think of you and think of the exquisite pleasure of fucking your ass." "Oh, yeah... fuck my ass! Fill my ass with your cum. Come on! Fill me!" So I fucked her. Harder. And when I felt myself at the edge of insanity, my balls loosed. I slammed my way in with my last burst of energy and held my hips pressed tightly against Christine's asscheeks, absolute relief washing over me as a torrent of jizz burst from me and spewed deep into her bowels. "Fill me! More! Fill my ass!" Christine moaned as she felt each wave of semen flood into her body. And so I kept firing away until little white bubbles started showing up around the stretched ring of Christine's sphincter. At last I was done, and I pulled out with a wet plop. "Fuck, I won't be able to walk straight for days..." Christine groaned. "Well, at least then you can go home. But for now, how about a nice soak in the bath." "Sounds great." I didn't want to think about what would happen tonight when everyone came home. *** I barely paid any attention during my afternoon final. Christine had kissed me one last time just before we separated. We both knew that we wouldn't be starting up a relationship with each other or anything. What we'd shared was sex. The hottest, most wild, fantastic sex either of us had experienced in a long time, but just sex nonetheless. "I don't want to tell Brian just yet," Christine stated with some finality. "It's going to be weird enough after I turned down his proposal. He'll be crushed enough as it is after I told him I want to break up after school. I can't deal with the fallout if he or Anna find out what we did." "Okay." She kissed me again. "Hey, your parents' place isn't too far from me. Maybe we can try that again sometime." "Sure thing," I answered, noncommittally. So we went to our finals. And then we came back together for dinner. It was a very quiet half-hour. Brian and Christine weren't really talking to each other. Neither was rude, but neither went out of their way to address the other unless they had to. Tension hung thickly in the air and weight heavily on all of us. They'd had fights before. But this felt very different. Anna was worried about her friends, but she was also focused on her classwork. Of the four of us, she was the only one taking her finals really seriously. After all, she was the only one continuing at our school for graduate school, so her grades still technically mattered. As for me? I was an emotional void. I operated automatically. At night, Anna seemed to sense that I was withdrawn and went out of her way to draw me out. She kissed me like the old lovers we were, and I responded per normal. She seemed happy with my affection. I just wondered if she could feel the hollowness of my actions. But then we were off to bed to rest up for whatever faced us tomorrow. *** "Courtney!" "Hi, guys!" My ex-girlfriend was absolutely radiant. She had dressed way down in a baseball cap and unflattering clothes, most likely to avoid detection or attract any unwanted fanboy attention. But her beauty still managed to shine through the drab attire. No sunglasses could obscure the brilliance of her eyes. No baggy shirt could fully mask her stupendous figure. I looked up from my position on the couch and simply gaped. Christine chirped once again, "Courtney! I can't believe it! What are you doing here?" She tugged her former best friend through the door, enfolding her in a warm hug. "You don't think I'd miss your graduation now, do you?" Courtney came in and doffed her cap and removed the sunglasses. It must have been her version of a disguise to prevent Playboy fans from recognizing her. She glanced around and then stepped forward towards me. Well, I thought she was coming for me. "Hi Anna." She hugged my current girlfriend, who responded in kind. I didn't get a hug. Just a smile and an awkward lean before Courtney stood herself back upright. "Hope you're taking good care of him," Courtney finally stated, nodding her head towards me. "You know I am," Anna giggled then slid back onto the couch to cuddle up next to me. "Where's Brian?" Courtney asked. There was an empty silence in the room. Not a very long one, but long enough to let everyone feel the awkward situation. Christine was staring at the floor. Anna finally piped up. "Uh, he's meeting up with some other friends before the ceremony." "Okay..." Courtney wondered, but let the matter drop. And that was the end of that discussion. Then at last, the white gown hanging on a nearby chair caught Courtney's attention. "Ooh, these are your graduation gowns?" "Yeah," Christine jumped in. "Come with me while I get dressed. We have SOOO much to catch up on." *** One last night before moving on. The Graduation ceremony went off without a hitch, and already the campus was half-empty. But we Graduating Seniors had a lot of packing still to do. I'd found a job not far from home, so to save money I was actually moving back in with my parents. Anna would still be relatively nearby. And even though I'd shown some hesitance to really commit to her and to our relationship, we had bonded more strongly together in the wake of Brian and Christine's issues. Seeing such a long-lasting relationship of people so close to us falling apart made us both realize the fragility of love, and how rare it was to find someone special. Of course, Christine and I had a dark secret that was gnawing away at my gut. Neither she nor I let on that anything had ever happened. But the guilt still burned inside of me. And to complicate matters, the reappearance of Courtney, even if only for a brief while, sparked a yearning in my heart. You never really get over your first love. And despite the comfortability I felt with Anna, we'd never experienced the white hot sizzling chemistry Courtney and I had once shared. Everything about my relationship with Courtney had been easy, and I mean that in a completely positive way. We had been on the same wavelength, thinking alike, feeling the same. When we met, we clicked. When she was hungry, so was I. When I was horny, so was she. I can count on one hand the number of arguments we'd had. The number of petty fights I got into with Anna were countless. She made me wonder, what would life have been like if she'd never left? And what really scared me, she made me wonder what life would be like if I left Anna and pursued her once again. So as I packed up my latest box, drawing my ever dwindling roll of duct tape across it, I did my best to clear my head and remember how good I had it being with Anna. One last night sleeping together before we moved on back home in the morning. "Howdy stranger." The voice cut right through my core. I recognized it immediately of course. I'd been thinking of her every minute since the ceremony had ended. I calmed myself before turning my head around. "Hi Courtney. Didn't realize you were still in town," I said as calmly as I could. The sunglasses and baseball cap were back. But a zip-up baggy sweater soon dropped off her shoulders, leaving nothing but a skimpy tank top that did very little to conceal her bounteous bosom. And as she stepped into my bedroom I couldn't help but notice the graceful glide of the way she moved. "Uh, Anna will be back soon." "I'm sure she will," Courtney cocked her head and came right up to me, looking at me in a funny way. "But I never gave you the hug hello you deserved." I gulped. "Uh, and you still probably shouldn't." Courtney pouted slightly, and still moved well into my personal space until her round breasts were pressed right up into my chest. "And why not?" And her arms encircled me anyways. I sagged into her embrace. I could feel my body already at war with my conscience. The last time we'd physically touched, we ended up making the most blissful and tragic lovemaking sessions of my life. "Afraid of what you might do?" she whispered huskily. "Yes..." I hissed back. "Then do it. I can't stop thinking about you. I've had other lovers, sure. But no one ever made me feel the way you did. No one ever got inside my head like you did. I want you back." Were those words real? Or was it just what I wanted to hear? I groaned in obvious anguish. Straining away with all my might and yet my lips were descending down towards hers. "Make love to me. Please?" "Anna..." I whimpered. "Forget her. It's not like you haven't cheated on her before." My mind immediately raced to Christine. Did she tell Courtney? "Fuck me... " And then my mind and all its rationalizations simply evaporated away into nothingness. I blinked. *** I opened my eyes. A fully naked Courtney lay before me, an open smile on her face interrupted by breathy gasping. Her tits were jiggling back and forth in rhythm with the shaking of her body. My cock, more engorged with blood and thicker than I ever remembered it, was currently splitting her shaven pussy lips and drilling back and forth wetly. Her legs were wrapped around my lower back as she squealed into my ear as her vaginal muscles spasmed in wondrous orgasm. And then I blinked. *** Now it was Courtney who was riding me. The cushions beneath me felt like heavenly softness, as if we were drifting away on a cloud. With her neck arched back, Courtney thrust her perfect tits out into the air and howled her climax to the sky. Her hips were suddenly bouncing in my lap out of control, and it was all I could do to hang on while my rod was pummeled by pleasurable sensations. And then I blinked. *** The most perfect ass in all existence was in the palm of my hands. Perky butt- globes, without a trace of cellulite and featuring an impossibly firm shape, were spread to the sides to allow continued passage of my dick into the brown star between them. The audio stimulation of Courtney panting in front of me alone was enough to keep my cock iron-hard. The back and forth motion of her fucking my pole up her own ass was just gravy on top of the wonderful feelings. And finally I felt the crescendo of pleasure in my brain. I grunted and growled like a caged animal, pent-up frustration and rage about to burst from my body. I slammed my way forwards so hard that it knocked Courtney's body from her sense of balance, and then she was collapsing straight down onto her chest as her arms and legs gave out. And my cock, trapped viselike in her anal grip, went with her. Courtney fell prone, her limbs splayed to the sides. And the instant my heavy weight impacted against her asscheeks, spearing my dick as deep into her nether passage as it would ever go, my balls loosed and I geysered every drop of semen I had in my body, blasting her ass full of my sticky cum. And then I blinked. *** I was spooned in behind Courtney, cuddling her smaller body against my chest while we rested in my bedroom. I recognized the boxes packed up against the walls and the suitcases waiting for me to move out in the morning. She nuzzled slowly against me, relishing the warm reassurance of my touch. The world came together for me in that moment. And then Courtney sighed happily, rubbing my arm. "I love you." It was a perfect moment. So with all the sincerity, warmth, and adoration I had in my heart, I whispered right back, "I love you, too." She trembled in my arms, and I could completely feel the blissful radiance of happiness flooding out from her body as my words sank in. I could FEEL that nothing in the universe could ever make her happier than hearing what I just said. So she turned around, rotating within my arms with a joyful smile on her face. And as she turned around, the ghostly visage of Courtney dissolved away. And then Anna, my girlfriend, was looking right into my eyes, tears of happiness streaking down her face. "Now everything is perfect." "Anna?" *** NEXT: PART 4 My Playmate Ch. 04 PART 4: California *** I looked out the window, observing white wispy clouds glide past my view of the brilliantly blue ocean beneath. And then the coastline came back into sight. We were almost there. Months after graduation. Months of enduring the mental torture inside my own conscience. Months of dreaming about Courtney's face. And now we were almost there. I glanced to the side to see Anna's face light up happily as she also saw the California coast, more clearly than I from her window seat. She turned and flashed me with a pearly white smile. "We're almost there." The tone in her voice was quite different from the tone in my head. I could feel her giddy anticipation. "Almost..." I couldn't quite muster up the same enthusiasm. Sure I wanted to see my old friends. We had one weekend. Just three days and two nights to visit and catch up. I only had to keep my composure for that long, IF I could keep my composure for that long. I felt the cloud of doom hanging over my head. What had happened graduation night was still fresh in my mind and stubbornly refusing to be forgotten. **It's simple, just look at Courtney like you have any other day since you broke up. You can do it...** At least I told myself I could do it. **Forget what she looked like when you were making love. Forget that face and remember Anna's...** Easier said than done. **Aww fuck... I'm going to fuck this up...** Courtney had left right after the graduation ceremony itself. She'd never actually come to my room. It had all been in my head. I'd woken up the next morning to realize I still had several boxes to pack. The entire thing had been a dream (nightmare?) mingled with the reality of having sex. And that woman I had been REALLY making love to was sitting right next to me, content in the belief that all the passion I'd let out was meant for her and her alone. How could I have done that to Anna? And what was going to happen when I actually saw Courtney for the first time since that day? A short half an hour later, we were in baggage claim waiting for our luggage when a familiar giggle lit off behind me. "You're here!!!" I turned and there she was, more radiant than ever. Her eyes danced, her skin glowed, her hair was perfectly coiffed, and she was just as sexy as ever. It was HER. Just a slightly different HER than I remembered. Gone were the casual jeans and no-nonsense baseball cap. In disguising herself from the general public, Courtney had dressed down for her visit back to school, showing us the old girlfriend we knew and loved. But now, now we were in LA. Now we were in Courtney's element. And she was glammed up to the max. The outfit was rather risqué, a little Playboy bunny logo in the corner of her hoodie. She would never have gotten away with the microshorts that now almost exposed her asscheeks to the world. Her makeup was heavier than she ever used to wear to an Economics class. All this made her seem perfectly at home as a Playmate; a goddess stepped down to mingle with us mortals. Of course, in my glancing around, I found that a dozen other hot women were similarly dressed. They weren't playmates. They were just ordinary Southern California girls. I was going to have to watch my own eyeballs to keep from ogling too much. Ah, California. Anna stepped forward and the two ladies hugged warmly, the way old roommates do. And then Courtney turned to me, hesitating before taking a step in my direction. There was a desperate longing in her eyes as she stared me down, or at least I wanted to believe there was. A gleam of hope mirrored by a sense of loss. Without words, her eyes communicated so much to me. We both stopped ourselves and I even glanced at Anna first before finally stepping in and giving each other a chaste hug. Awkward, but I detected no suspicion from my girlfriend. "It's too bad Christine couldn't come," Courtney stated glumly. For a brief second I appreciated the change in subject. But at the same time, I wasn't sure how to respond. Christine and I still had a weird bit of unfinished business as well. On two more occasions since graduation, Christine and I had given into our lust and fucked each other senseless. It was an unfinished affair and yet one more thing in my head I had to hide from my girlfriend. Fortunately, just then I saw Anna's bag come trundling off the conveyor and used it as my excuse to look away and lean over to grab at the suitcase. I heard Anna sigh, "Yeah, well. You know how things are between her and Brian. Not all relationships can end as amicably as you two." Courtney seemed suitably sad. Not all relationships end up with the parties wanting to get back together, either; but I wasn't about to say that out loud. The moment passed and then Courtney was perky once again. "Well, I'll have to go to visit her. In the meantime, you're not here to get depressed. You're here to have fun! I hope you packed enough bikinis!" *** Courtney drove us in a cute little Mercedes. Nothing too fancy, it wasn't like she was loaded or anything. But she was able to buy our plane tickets for us and she apparently wasn't in any debt, which was more than I could say for us poor recent college grads (well for Anna, a current grad student). After a half-hour, we were winding through the posh hills above Hollywood. It was a strange dichotomy of ancient streets, hard cement cracked from years of abuse and built in the 1920's before anyone anticipated how many cars would be traveling over them. But just above the street level, gorgeous homes and lush greenery were all that the eye could see. The car pulled into a little garage, sliding into the one spot next to a shiny red BMW convertible. Going in I could see a quaint house, bigger than anything I could dream of owning and yet not as grand as the mansions nearby. We unloaded and then headed inside. "Hailey?" Courtney called out. "Brian?" "We're in here," a female voice answered. I followed the two girls into the house, carrying most of the luggage of course. The interior decorating was modern and elegant, but not overly garish or anything. Still, it was definitely a few steps up from IKEA. I gaped at the granite countertops and maple cabinetry as we passed through the kitchen from the garage and into the living room. My old buddy was on the couch, a beer in one hand while he chatted up a gorgeous redhead who was clad only in a silk bathrobe. I didn't recognize her, but I knew I'd seen her somewhere before. Brian came up and we exchanged our usual manly greetings. Courtney and the redhead embraced each other and then everyone rotated. "Brian, you know. He practically lives here now." Brian shrugged at the comment and Courtney flashed another impish smile. "Now Hailey here you should remember, she was the magazine's Playmate of the Month in January." I looked, then looked a little closer and suddenly her Centerfold spread popped into my mind. Pretty face, fake tits that were nevertheless absolutely fabulous, and a bubble-bath theme that had set my heartbeat racing. I held out my hand to shake, but Hailey just laughed off my platonic greeting and instead stepped right up to me and dropped a quick peck onto my lips. "Hello," she husked at me in a low voice. **Did she just kiss me? Did Anna just see her kiss me?** I was already starting to panic, my composure brittle after spending this little bit of time around Courtney. I must have turned beet red because Brian was actually pointing at my face as he laughed at my expression. And then my competitive nature kicked back in. I was slightly annoyed at myself. Years ago I would have just taken the kiss in stride and done my best to flirt. But here I was trapped by my own inner turmoil regarding how both Courtney and Anna would react to seeing me flirting with another girl. However, both Courtney and Anna were similarly amused, at least until Hailey turned and planted an identical kiss hello onto Anna's lips as well. Anna and I made quite the pair at that point as we both turned shades of red. Everyone had a good laugh and then we all settled into the living room to catch up. The hours passed as beer turned into cocktails, and light buzzes turned into fully- fledged drunken stupors. We blitzed through the usual "what have you been up to lately" conversation in the first twenty minutes. The rest of it were flirty comments and sexual innuendos. Brian would boast about the things he'd seen going on at the Playboy mansion while the girls were slightly more demure about things. "It may seem to be a non-stop hedonistic sex palace, but Playboy is really about the tease," Hailey explained. "We show more skin, a little softcore nudity. But we're not having sex out in the open or doing porn. It's more elegant, a little more discreet. The fun is all in the chase and the imagination." And in the middle of her mini-speech, Hailey slid aside her robe to reveal her deep cleavage. And in the last moment, for just a brief second, a nipple came into view and then was quickly removed from sight just as quickly as it had arrived. I exhaled, not realizing I'd been holding my breath. Courtney sat up. "You ARE a tease!" she complained. And then she moved forward across the couch and before Hailey could react, Courtney had flung open part of the robe and held out Hailey's naked tit for everyone to see. "Hey!" Hailey exclaimed, sounding more surprised than angry, and after a brief struggle managed to stuff her breast back inside the robe. "Oh, you're going to get it for that." Hailey lunged over and tackled Courtney, leaving the two girls in a wrestling gigglefest that set my blood on fire to watch. Anna turned out to be the voice of reason as neither Brian nor I was about to stop what was going on. She waded in and separated the two roommates who were giggling and laughing uncontrollably. Once everyone had settled back down, it felt like the last bit of energy had been expended. Weariness and jet lag began to set in, and the first yawns announced to Courtney that she should get us to the guest room. We'd been given the dime tour earlier, and I knew there were exactly three bedrooms in this house. One for Courtney, one for Hailey, and the third for Anna and me. Glancing over at Hailey stroking Brian's head as they cuddled on the couch, I didn't bother to ask where Brian would be spending the night. I briefly wondered how Christine would react to the news. She had chosen not to come with us on this visit. No matter how much she wanted to see Courtney again, she couldn't bear to get within 100 miles of Brian. Brian, for his part, seemed to be moving on just fine. *** After cleaning ourselves up and preparing for bed, Anna slid over to me underneath the sheets, molding her body around mine. She leaned in and kissed my cheek while running her hand around on my bare chest. The evenings were rather warmer here and I was clad only in my boxer shorts. "You tired?" she asked me. "Kind of. But I'm wide awake," I told her honestly. I hadn't been sleeping well for months now. "Mmm, I know how to exhaust you..." her hand drifted lower until she was gently rubbing at my crotch. "Here?" "C'mon. It's been over a week since you last made love to me." "Yeah, but here?" "Why not? We'll be quiet. It's kind of naughty. And I know you like being naughty." With that, Anna slid herself all the way beneath the covers until her head was positioned just over my hips. I sighed as she tugged my boxers down to my ankles. If only she knew how naughty I'd really been. And then I gasped as she took my half-hard cock into her mouth. She blew me just long enough to get my rod hard enough and get herself turned on enough to start the waterworks. And once we were both ready, Anna slid back up and rested on her back next to me. I rolled over her receptive body while Anna pulled up her nightshirt and stripped down her panties. Once I'd kicked off my boxers, we were both fully naked. I took in the beautiful sight of Anna's tight body, firm breasts still perkily upright and nipples hard with her arousal. Her pretty face shone in the moonlight while her dark hair splayed out across the pillow. I blinked, and as I my eyelids descended, Courtney's gorgeous visage seemed to layer over Anna's features. And in guilt, I quickly opened my eyes. My cock on the other hand, twitched in eagerness at the notion. And like so many other times over the past few months, I just surrendered. I closed my eyes, leaning down to kiss my love while my hips moved forward and my shaft sank down into "her" warm, wet pussy. I turned my head to nibble at her neck. I pulled almost all the way out and ducked my head until I could rub my lips against her nipples. And after only a few more minutes, I thrust all the way in and unloaded jets of cum into her accepting womb. I only wish I were sure which "her" I was with. *** I could only have been asleep for a couple of hours. My eyes fluttered open and I fought down the momentary panic of an unfamiliar room. Anna slept quietly next to me, her angelic face so peaceful, so unaware of the turmoil in my head. It was as if Courtney's image was painted on the insides of my eyelids. Every time I blinked she was in my mind. And sleep was a torture I could barely stand. Slipping out of the bed as quietly as I could, I padded outside and into the hallway without significant noise, feeling my way in the pale moonlight. I was passing Hailey's room when I heard a distinctly male grunt, followed by light feminine giggling. I rolled my eyes and kept moving. The kitchen was lightly illuminated and I moved in, finding the wall switch and then squinting harshly against the unexpected brilliance of the kitchen lights. After a moment of getting my bearings I found the cabinet for glasses and got myself some water. I downed the first glass and then poured myself a second. After slowly draining that, I managed to take a deep breath and sigh. "You couldn't sleep either, huh?" The voice startled me, and I turned to see Courtney coming into the kitchen as well, apparently wearing an oversized T-shirt and nothing else. She had her casual smile on, the impish upcurving of her mouth that I'd gotten so used to. It wasn't a radiantly toothy smile. Just an amused little tug of her facial muscles that only I or very few other people would immediately recognize. "No, not really," I answered noncommittally. Nothing else was said as Courtney moved in, poured herself some milk and then put it in the microwave to heat. I simply stood there waiting and watching her. I missed that simple pleasure of watching her. And somehow, no matter how many times I'd seen Anna doing the same sort of thing, it just wasn't the same. My heart was still bound to my first love. It didn't matter that Courtney had broken up with me back during our sophomore year. It didn't matter that despite my most heartfelt professions of love, she'd never returned the sentiment. It didn't matter that when I'd pressed her, she'd told me she wasn't ready for a commitment. And it didn't matter now that she lived thousands of miles away from me. I knew right then that I would move to California if she would have me. The microwave pinged and then Courtney was gliding out of the kitchen and over to the couches in the living room. I followed automatically, and the next thing I knew we were sitting side by side on the cushions and facing each other, only a few inches separating our knees. "So, really, how have you been?" she asked sweetly. Her sky blue eyes glinted in the moonlight and her skin was a radiant ivory. She had no idea the emotional hurricane I was about to unleash upon her. Seeing her face like this, in a dark room with no lights but the evening glow, reminded me of the vision still seared into my brain. The hopeless fantasy I still could not let go of. **What am I doing?** "I love you." The words half-choked in my throat. And then I jerked in place, barely believing I just sputtered it out. For years, I'd made that a really bad habit with Courtney. "Excuse me?" Her eyes were wide with surprise, and she quickly set down the warm milk onto the coffee table. My mind was racing. Did I really just blurt that out? It had been months since the Graduation vision, months of not being able to get Courtney out of my brain for more than a few hours at a time. The months of stress and pressure on my heart finally snapped something inside of me. Before I knew it, I had leaned forward across the couch, holding Courtney's head in my hands as I lunged into her body and captured her lips with my own. Courtney whimpered in my grasp, but her lips parted and her tongue willingly accepted mine. And then I was pressing her back into the cushions as we attacked each other with years of built-up tension flowing out of our bodies in a steady wave of energy and lust. Her leg came up and wrapped around my lower back, clutching me to her as if she would never let me go. It was one of our trademark fully passionate kisses. A kiss I had sorely missed. The kind of kiss that no matter how much Anna and I tried, we could never reach this level of energy and sheer joy. It was perhaps the greatest 30-seconds of my life. I only wish it had been forever. But the sound of a door opening split the silent night like a gunshot. All of a sudden the illicit naughtiness of what we were doing descended into both our brains. We split apart instantly, Courtney moving upright and me moving back two feet across the couch as fast as I could. If anyone were watching, there would be no way we could claim we were "doing nothing." But fortunately, no one was around... yet. In the dimness of the moonlight, a figure came around the hallway. Brian looked up at us, and I could see the smirk on his face. It was an expression I had seen often, the shit-eating I-just-got-laid grin. "What have we here? Two old lovebirds alone in a darkened room? What are you guys up to?" "Couldn't sleep," Courtney replied, holding up her mug of warm milk. She nodded to me. "We've got a lot to catch up on." Brian strutted into the kitchen, shirtless and flexing his pecs, to get himself some water. "I'll bet you do." He mimed a pumping motion with clear sexual connotations. I relaxed considerably. If Brian actually suspected anything, he wouldn't be joking about it. Courtney and I made idle small talk for the next few minutes, just to keep up appearances. I was working hard to keep my own wide grin off my face, but Courtney's features were schooled and calm. I wondered what was really going through her head. Was she regretting what we had just done? Did she still have feelings for me? Was she concerned about Anna? What were we going to do? But then a few moments later, Brian disappeared around the corner and then we heard the solid click of a bedroom door closing once again. And in less than a second Courtney was suddenly straddling my lap. Then she whispered in a husky voice, the four words I'll never forget for the rest of my life, "I love you, too." There were tears streaking the corners of her eyes. "I took me three years to figure that out. I wasn't ready for you then. Too young, to naïve. But I'm ready now, after three years of wanting you to be happy, giving Anna all my encouragement to make you happy. Three years of trying to deny what was still in the bottom of my heart. I love you." She kissed me quickly, and then pressed her forehead against mine. "I'm sorry I never told you that when you needed to hear it." I was so shocked and yet so happy at the same time I was frozen stiff. And then her tongue was lodged in the back of my throat once again, and I ceased to care about anything else in this world. *** Nothing beyond kissing occurred between us that night. The risk of getting caught was just way too high. At last we parted with a promise to talk about this. And then I was retreating into a bathroom to scrub away any possible evidence before returning to Anna's side in our guest bedroom. My Playmate Ch. 04 I suppose I should have felt guilty. After all, I was cuddling up to my girlfriend after making out with her ex-roommate. But all I could feel was the joy of blooming puppy-love with the woman of my dreams. When Saturday morning came, I couldn't resist several sidelong glances at Courtney as we went about breakfast and prepared to go out. It would be a day of sightseeing around Hollywood and Santa Monica. We'd shop down the promenade and sun ourselves on the beach, then rest up before the crown event of our trip to California. Courtney had specifically chosen this weekend because it was the Midsummer Night's Dream Party at the Playboy Mansion. We were all attending and it promised to be a bash that would far exceed anything Anna or I had ever seen. But first, the shopping and sunning trip. We hit the shops before lunchtime. I couldn't believe how outrageous some of the prices were for the smallest scraps of clothing. Designer this and major label that for $300.00 screamed rip-off to me. But that didn't stop the girls from picking up several items. Anna was relatively cost-conscious, but Hailey and Courtney kept fawning over her and eventually persuaded her to buy a designer set of sunglasses. I did have to admit, Anna looked rather glamorous in them. The whole time, Brian and I dutifully carried the bags. After dumping our inventory back into the car, we headed off to find some surf. All three girls stripped down to bikini tops and shorts, and I had to struggle to keep my eyes focused in front of me as we walked back to the beach. Even amongst a bevy of similarly clad young females, Hailey and Courtney were turning heads left and right. They soaked it in as if it were an everyday occurrence (which it probably was) and continued to stroll along, not even noticing the catcalls. Even Anna had more than few guys whistling at her and her tight ass, but she blushed fiercely and gripped onto my hand even tighter. The beach itself was magnificent. Warm, fine sand, absent of rocks or other detritus. Decent waves for bodyboarding if not full-blown surfing. And tanned, toned young flesh as far as the eye could see. I could not imagine having access to this every single day of the year. The girls quickly lotioned up and then settled down to tan. Hailey wasn't too careful about covering herself before dropping her bikini top and then settling onto her stomach to sun her back, and I caught another long glimpse of her turgid nipples. Brian pulled out a frisbee to toss around with me while we shouted guy things at each other. And after fifteen minutes of "sunning", Anna got bored and joined us. Casual tossing turned into competitive hurling, as things usually do around me. Then Brian and I ended up foot racing back and forth for a bit. He beat me most of the time, dammit. I wasn't used to running in sand. We were drinking vast quantities of liquids to stay hydrated in the heat, which eventually meant that I had to go to the bathroom. I excused myself and headed off. But after hiking twenty feet away, I heard a "wait up" and turned to see Courtney bounding along the sand to join me. My jaw quivered watching her breasts jiggling up and down with the running motion, and in that moment I fully understood how a crap-ass show like Baywatch could conquer the world. When she caught up to me, she fixed me with a quirky smile. "I want to fuck you right now..." she breathed. I shook my head and turn my head lest Anna see the gaping expression on my face. **I am getting in WAY over my head... again.** "Aren't you worried at all about this? About Anna?" "I'm guessing not as much as you are," Courtney stated matter-of-factly. "I've missed you. You were the only guy who could ever keep up with me and the only guy who ever made me feel like more than a great body. I've already been away from you for 3 years. And now that I know what I want I'm not going to let anything stop me. Don't you want me too?" "More than anything in the world," I stated, and it was absolutely true. "I just don't know how to break it to Anna." "Don't take too long..." Courtney pleaded. We walked side-by-side the rest of the way to the public restrooms, staying a good couple of feet away from each other in case anyone was watching. But that distance closed quickly the moment we were out of sight. Courtney turned around once we reached the building to make sure none of our friends had followed us, and then ducking behind a conveniently located brick wall, she pulled me to her so our lips could meld into one. I felt hours of tension flooding out of my body as we kissed, both moaning into the embrace. Here were the kisses I longed for. Our trademark fully passionate kisses. And it didn't matter how many people were around us, I wasn't going to be the first one to break our liplock. After a few minutes, we finally parted to breathe. To their credit, no one paid us any extra attention. I guessed public displays of affection were rather more common here. "I only wish I had time to blow you," Courtney giggled. I smiled and gave her one more peck, and then we split apart into our respective bathrooms. After returning to the party, our fivesome lazed around for the rest of the afternoon, drinking iced teas and snacking on sandwiches while resting underneath the large umbrellas we'd brought. We also spent a good amount of time rotating massages for each other, and my hormones delighted in the opportunity to get my hands on all three beautiful women. All in all, it should have been one of the most relaxing vacation days of my life. But all my muscles were tense from trying to look ANYWHERE but at Courtney for long continuous hours. The taste of her lips was still in my mouth, and I was dying inside with desire to kiss her once again. I knew that if I looked at her for even a few seconds, my expression would betray my disloyal thoughts to Anna. Even when it was my turn to give Courtney a massage, I had to be extra careful to appear chaste. I was so tense; Hailey even gave up trying to work the knots out of my shoulders, handing me off to Anna. "I can't figure out how to make him relax," she muttered. Anna just smiled and then set in to our usual massaging routine. In a way, apart from my internal tension, the atmosphere felt like our old comfortable group of five from college. Just trade in Hailey in place of Christine. Sure, they were different people, but the conversational rhythms were still our same old dynamic. However, Christine's absence was a constant reminder that these were different times, and we were all different people in a way. On top of that, I was hooked up with Anna now, not Courtney any longer. The nostalgic familiarity was tempered by the cold reality of change. And my brain was getting very tired trying to keep my memories in check. I finally was able to give my brain some relief when we returned back to the girls' house to change and get ready for the party, a great weight lifting off of me as Courtney walked into her bedroom and out of my sight. I sighed and then looked back to where Anna was disappearing into our guest room. **I have to tell her, and soon. Before I go insane.** *** We all emerged more than an hour later, the girls dressed to give men heart attacks, even Anna. Courtney and Hailey were clad only in what amounted to lingerie, revealing wide expanses of their full breasts and tight asscheeks. Anna was about what you'd expect from a librarian gone Playboy slutty. Her dark hair was pulled tight into a single thick braid running down the middle of her back. But her makeup and black-rimmed glasses edged closer to trendy than bookish. And the long-sleeve sweater was raggedly cut halfway-down, leaving her slender belly and hips naked before the tiniest micro-miniskirt did its best to conceal her crotch while still skintight against Anna's wonderful bottom. Schoolgirl clogs and knee-high socks completed the ensemble and I had to admit that Anna was more enticing in a way than even Courtney or Hailey. A Playboy limo came to pick us up, perks of being official Playmates, and soon we were sipping champagne while bursting with excited energy. "We are gonna have FUN tonight!" Hailey crowed out the window at a passing car. Courtney bounced in her seat and remarked, "We'd better. I haven't gotten off in two days!" Hailey turned. "Oh, sweetie. I'll make sure of it. Personally." And then Hailey had leaned in and the two hot Playmates were swapping spit and moaning into each others mouths. Brian grinned and Anna closed my jaw for me. But then very quickly we arrived at the Mansion. I looked around in awe at the manicured hedges as we drove up to the estate. After circling the fountain the limo stopped, and we all stepped out. It was still late afternoon, and the party wouldn't be beginning for another two hours at least. But Courtney and Hailey had invited us to see something special. The limo then turned away to make its next pickup while we strutted up to THE Playboy Mansion. Off to the side, I could see that the usual massive tent had been erected over the gardens and catering staff were running helter-skelter every which way to prepare. But Courtney and Hailey took us off in a different direction. We wound our way through the Mansion grounds and soon came upon something I'd only ever dreamed of stepping into: The Playboy Mansion Grotto. Right now, instead of a hundred naked girls waiting for us, there were a few fully clothed staffers and a photographer inside. The Grotto had been converted into a temporary photography studio. There was a football stadium worth of lights and wires and cables running around. But what immediately had my attention was the naked brunette currently posed in what must have been a really awkward position. But while it may have been awkward for her, I had to admit the view was stunning. We tried not to intrude, but the nude model saw our entrance and then she flashed Courtney and Hailey a little smile and a wave. The photographer gave us a slightly annoyed sigh and then turned back to his camera as the brunette went straight back into her pose. Two other girls, both blonde and both completely naked, came into the shoot, I could see where they'd just dropped off their own Midsummer Night's Dream attire to the side. Perhaps the party and these girls would be a pictorial in the next magazine. And so the blondes entered into the water where the brunette sat with her feet over the edge, and all three posed together for a series of additional shots. Somewhere in the back of my head, I'd thought a photography shoot would fly by really quickly. The girls pose, you take 2 or 3 shots, and then move on. But this shoot was a lot more involved than that. It would take several attempts before the models were posed just how the photographer wanted, and once they was in place he would fire off what sounded like a hundred shots. IF they were lucky, ONE of those hundred would be selected. A big "if". And for a magazine to wind up with, say, 12 good shots, there had to be dozens more poses that didn't make the mag. And in the meantime, there were three different staffers running around setting up things and adjusting lighting and prepping cameras, etc. There was a lot of behind-the-scenes work. And so we were watching for 30-minutes before they took a break. So in that time, I found I was learning a lot more details about how much work went into a Playboy spread than I'd ever imagined before. The Playboy Mansion Grotto wasn't so much a mysterious, legendary oasis. It was a big jacuzzi that made for a nice backdrop. And after a while, I found I didn't even notice the models were naked any longer. But a break finally came. "Let's come back in ten. I'll let the girls chat up and relax for a bit." The models got up and dried off with towels, and so we had an opportunity to get introduced. Courtney and Hailey quickly bounded up, hugging their fellow Playmate in greetings, completely oblivious to their nudity. Then the rest of us were introduced. "Everyone, this is Monica. She's been a Playmate for a little over a year, right? Monica, this is everyone!" Monica shook my hand in a friendly grip, and up close it was almost impossible not to gawk at her nudity. But I don't think she minded too much. Then we got introduced to the two blondes, Tammy and Tawny, and there were handshakes and hugs and little air kisses to the side all around. But what really got fun is when Anna pulled out a compact digital camera of her own. "Mind if I snap a couple of shots?" Hailey lit up like a firecracker! "Ooh! Candids!" She nearly tackled Monica and then turned and beckoned Courtney to join them. The blondes snuggled in together as well so Anna just started clicking away at the five hot babes. At first, Hailey and Courtney stayed fully clothed in their skimpy lingerie, sandwiching the naked models between and around them. But then Monica snapped Hailey's bra, and that came off. So Hailey snapped off Courtney's bra. And after five minutes of play-wrestling, with Anna firing of photos constantly, all five girls were naked in a matter of minutes. However, by the time Hailey shoved one of the Tammy's breasts (or was it Tawny's?) into her mouth, it was time to get back to work. A makeup artist came back to touch up the girls' bodies to get ready for round 2 of their photo shoot. So Courtney and Hailey gathered their clothes up again and moved over to a hidden dressing room to find a mirror to primp and fix themselves back up for the party. Brian and I just hovered over Anna's camera to scroll back through all the soft- core photos. But then all too soon, it was time to party *** Music was pumping, lights were flashing, and the Playboy Mansion grounds were decorated to the nines. Cocktails were being passed around and hors d'oeuvres were readily available. But most importantly, there were more beautiful women around than I had ever before seen collected in one place. The Midsummer Night's Dream party was everything I had fantasized about and more. We soon got our drinks and I was doing my best to appear the calm, confident male amidst a sea of chaos. I tried not to be obvious ogling the painted ladies, women completely nude except for semi-modest body paint. Other women were technically clothed, but they weren't very careful about making sure their outfits stayed properly in place. We danced constantly, my ego forcing my steps into rhythm even if the alcohol did its best to make me look like a moron. Pool, bowling, even dancing; there's nothing I can't do. We socialized with all the semi-celebrities who came, including several well known Hollywood actors. I had to pull Anna away from Charlie Sheen. After an hour, we even met Hef and his girlfriends for a few brief seconds before they were whisked away to some other more important people. We had our own dime tour of the grounds, tactfully ignoring the people clearly having sex in the grotto or others making out in other dimly lit corners. One drink turned into two and then four. The music's bass beat began reverberating in my ears and I was sweating from all the dancing we had done as a group. With thickness in my brain I was rather less careful of myself ogling other ladies, Courtney included. At the moment, she and Hailey had Brian sandwiched between them while I did my best to not obviously grope at Anna's ass. And then the four drinks had caught up to me. "Man," I muttered. "I gotta take a piss." "Not with this you can't," Anna moaned into my ear. Her hand was on my crotch, gripping my erection. Per usual, she didn't drink much alcohol, but she could still get as horny as anyone else. Sigh... "Down boy," I muttered to my dick. We started pulling away from the party. On the directions of an attendant, Anna and I found the main bathrooms only to find something of a line. Even the men's room had a line. But we were rescued by someone who knew the layout. Courtney had figured out where we were headed and she'd followed us, and then with a matronly tsking she directed us deeper into the mansion. The security staff recognized her as a Playmate and we found another unused bathroom on the second floor. Without another word Anna followed me inside where we found we had a view overlooking the party. Just below the window there was a group of five women all grinding against each other. I felt a new twinge in my cock at this sight and sighed again. I'd never be able to pee. Again without speaking, Anna sensed what was going on and slipped her hand inside of my pants. The two of us continued to look out over the crowd, watching the hedonistic revelry while Anna's tight grip began pumping along my length. I groaned while feeling the pleasurable effects of Anna's handjob, and she pointed further out across the grounds and calling my attention to a new sight. One woman was bent over at the waist, still wearing her underwear but clearly being fucked by a man pressed up tightly against her backside. The woman was also leaning forward, tugging bra cups away from a girl in front of her while she bathed the second woman's nipples with her tongue. Anna's thumb swirled the pre-cum leaking out my tip along the head of my cock, and once she figured out the rhythm of the threesome coupling before us, her hand pumps began to take on the same steady beat. Together we rocked, half hidden behind this upstairs window, in sync with the fucking before our eyes. And as I began to get closer, my hips started twitching. Anna simply turned and knelt before me, opening up my pants and dropping them to my ankles. She flashed a smile at me, so daintily pretty behind her glasses before she leaned in and took my hard erection into her mouth. The pleasure was almost more than I could stand, Anna's tongue scraping the underside of my rod as her head bobbed back and forth. I wanted to cum so badly, but something was holding me back. A panic overcame me, what if I couldn't cum? What if she thought it was my desire for Courtney preventing me from cumming into Anna's mouth? But just as that panic overcame me and I felt the first twitches of losing rigidity in my cock, the threesome I had been spying on sped up on their final approach towards orgasm. My hips sped up as the man's did, and just when he flung his body flush against the woman's asscheeks and his mouth gaped open in a grunt I couldn't hear, I too thrust myself deeply down Anna's throat and let my semen spew forth. It wasn't that much, but it was quite a relief. Anna swallowed every drop I gave her and then finally stood when my cock had clearly gone soft. The urge to pee was now greater than ever before. Anna smirked and patted my spent member. "Do your thing. I'll be right outside." *** After relieving myself, I emerged to find Anna waiting patiently for me. We were about to return to the party when Courtney came back down the hall. "Ah, so you ARE still here! That must have been a really long urination," she giggled, but winked as if she knew what we'd really been up to. "Come with me." And so we followed Courtney down the hallway and away from the party. We finally came to what appeared to be a guest bedroom, and without further ado Courtney pushed us inside. Hailey was already completely naked, her perfectly formed tits pointed to the ceiling while she lay flat across one of the two queen-sized beds. Brian was likewise fully undressed, his face buried in Hailey's crotch while he happily munched on her pussy, shaven back except for a thin stripe to prove that the carpet matched the drapes. "Come on, join the party!" Courtney laughed and then started stripping herself. I wasn't sure how to react, and just stood there dumbly watching Courtney's body slowly become naked before my eyes. I hadn't seen this in person in so many years. My Playmate Ch. 04 But Anna was already ahead of me, she divested herself of all her clothing before clambering onto the other bed and pulling me with her. "Come on honey. Time for you to return the favor." Courtney shot me a "I'll have you later" look, and then she turned and climbed onto Hailey's face, lowering her steaming crotch down to Hailey's open mouth. I'd only gotten my upper-body stripped before Anna impatiently pulled me between her legs, and then it was my turn to tongue-lash my girlfriend. I soon lost myself in a haze of taste and touch. It was so wrong of me, but in my mind's eye I was eating out Courtney, and so I poured more and more of my energy into licking and suckling and bringing as much pleasure to the woman before me as I possibly could. I must have done a good job, because even though we'd started much later than Brian and Hailey, I brought Anna to a screaming climax first. And so I set forward to give her another one. Behind me I heard another woman's moan of ecstasy, an unfamiliar one so I assumed it was Hailey. Shortly afterward Courtney's first orgasm of the past two days shattered the air as well. And then just after I brought Anna to a second climax, she brought me up to kiss her and begin licking some of her nectar off of my face. It was while we were still frenching that I felt a new grip on my cock. I broke away to see a naked Hailey leaned up next to us, her hands playing with my cock as if it were the coolest toy she had ever seen. Hailey then looked right at Anna. "Can I take this for a ride?" Hailey's breath had the distinct taste of alcohol on it, her already weak inhibitions now fully gone. She bit her lip sexily and my eyes roved over her fantastic body. My own inhibitions were pretty deadened as well and I knew deep down that I wanted to fuck Hailey's lights out. But I had just enough brainpower to say what I was supposed to say. "Uh, I'm a one-woman man, Hailey." I conveniently chose to forget my indiscretions with Christine. "Sorry." But Anna cut me off. "No, no, it's okay. I want to watch." Both Hailey and I blurted, "Really?" Anna just nodded, a glimmer in her eyes. And so in the next moment, I was sitting upright side-by-side with my girlfriend, leaning back against plush pillows and the headboard. Anna even held my cock upright as Hailey straddled me and then all three of us sighed as my blunt battering ram began to part the nether-folds of Hailey's pussy. "Ooh, fill me up, studly," Hailey cooed into my ear as she felt me splitting her wide open. After a few moments, Hailey had settled all the way down, my cock easily sliding into her channel. But while she may not have been tight, Hailey more than made up for it with wonderful muscle control. Soon she was bouncing in my lap, squeezing me tightly while she thrust her round tits into my face. I was enraptured by the firm perfection of Hailey's tits. Fake, and thus decidedly different from Courtney's equally large breasts, and yet so perfectly formed. I latched onto one with my mouth and felt a thrill rush through me as Anna latched onto the other one. The hard nipple felt like a rough pebble in my mouth as I scraped it from one end of my lips to the other. And then with a burst of adrenaline I seized onto Hailey's hips and really started to drive her down onto me. I heard Courtney moan and looked over to see that Brian was drilling her doggy- style on the other bed. It was something they had done together in college and now apparently he'd been available as the local fuck-buddy in California as well. I only wished that it was me. But for now, I had a salaciously hot red-head bouncing up and down in my lap. I leaned back into the headboard to get a better view while Anna similarly sat back to watch. Hailey was undulating, her head thrown back with her head lolling side to side. I let my fingertips drift around the sensitive skin of her neck before sliding along her shoulders. She quivered slightly as I scraped my nails down either side of her chest and then traced the crease beneath her breasts. Damn I loved her tits. Hailey took my hands in her own, finally gripping my wrists and directing my palms against her nipples where I let them circle and press gently against each breast. "Squeeze them... ooh... fuck me... oh, like that..." Anna leaned in to kiss my cheek before pulling my head to her own. And then I was tongue-battling with my girlfriend while this hot Playmate continued to fuck herself upon me. "Yes... yes... yes..." Hailey chanted in my ear. Hailey and I were working up quite the sweat and I could feel my control begin to slip away. Anna was suddenly in my ear, whispering in a low voice, "Cum inside her. I want to feel it when you cum inside her, and then I'll suck it all out." I was amazed at how far Anna, the shy virgin, had come in just a few short years. Must have been the bad influence of me, Brian, and Christine. But Anna's words had their desired effect. I was pumping my hips up to meet each downthrust of Hailey's. And she was gripping my shoulders and biceps to fling her body deeper around me with each push. Hailey's words were no longer coherent, just groans of "argh" and "ugh" and "fuuuuuck" mingled with her whimpers. I could feel that she was close, Hailey's breath starting to give out and her whimpers escalating up the scale to a higher pitch. Anna's hand was unexpectedly between us, flicking at Hailey's clit for just a few seconds until all went quiet for two seconds and Hailey froze on the downstroke. And then Hailey blew. Her whole body went into convulsions and she was quaking in my lap while a maelstrom of spasms went off in her pussy. And while Hailey's mouth was gaping open in her piercing scream, Anna shoved her tongue into the back of Hailey's throat. That Sapphic kiss, combined with the muscular spasms impacting against my dick were more than enough to set me off. And with Anna's fingers still pressed against our abdomens, my balls uncoiled and began spurting glob after glob of cum into Hailey's receptive body. Anna must have been able to feel it. Hell, I could even see the twitches in both Hailey's and my bodies. And so Hailey toppled off of me, lying flat on her back across the bed, panting heavily from the exertion. And just as promised, Anna followed her, crawling between Hailey's still trembling legs and starting to lap up the mingled fluids seeping out of Hailey's box. Both girls were giggling, my tight little package Anna nestled with Hailey's curvier form. No matter how many times I witnessed this sight, I would never tire of it. I sagged against the headboard, not realizing how rigidly I had sat up to reach my own climax. As powerful as that felt, I was compelled to look over to the other bed instead of continuing to watch my girlfriend and her new female lover. Brian and Courtney were in the final stages of their own fuck. And with Courtney crying out and Brian grunting, he pulled out at the last moment and began jerking his meat roughly. And with an animalistic bellow, he sprayed ropes of hot, white jizz all along Courtney's naked ass. I watched as jet after jet flew out, and then after the first few bursts, he leaned forward and wanked out a few droplets directly against her butt cheeks, his softening cock denting itself into her ass crack. Yet rather than winding him, Brian seemed energized. He growled happily as the last of his cum leaked out, but then he was standing upright and stretching as if an athlete preparing for round 2. And after working out the kinks in his arms and shoulders, he cruised over to our side and knelt on the bed beside Hailey's head. This left his spent cock, still coated with orgasmic juices, immediately above Hailey's face. And without word or preamble Hailey craned her neck and took Brian's dick into her mouth, sucking happily as if she'd been given her favorite lollipop. Courtney on the other hand, was still on all fours... sort of. One elbow and one knee had given way, so she was half collapsed against the bed, profiling her pendulous tits before my gaze. Her head hung down while she struggled to catch her breath. Yet at the same time she had a wide smile plastered across her face, the satisfied grin of a well-fucked woman. Even after she had just been plundered by my old friend, Courtney was as gorgeous to me as ever. I knew I just HAD to be with her. And her sexiness alone was enough to get my batteries recharging. So after a few minutes of drunkenly gazing at her, I began to stroke my own re-hardening rod. I got back to full stiffness right around the time Hailey squealed with her Anna induced orgasm. Anna pulled up and turned to kiss me, the entire lower half of her face shining with wetness that reflected the bedroom lights. She laughed at my amused expression and reached out her tongue so that I might taste the collected juices, my own saltiness mingling with Hailey's honeyed sweetness. And Brian backed away, his cock at full mast as well as he began turning Hailey about, positioning her so that he might have his way with her. And thus the single biggest turning point in my life began. *** Anna slipped off of me and turned towards the other bed. Some part in the back of my head understood the cosmic significance of what was going on around me, and for a brief moment I tried to hold on to Anna's arms. I wanted to prevent her from moving, prevent this event from taking place and somehow keep everything in our lives status quo. But nothing in life ever stays the same forever. I saw a glint of some surprise in Courtney's eyes as she watched my girlfriend approach. but she rotated back, exposing her naked body in full acquiescence to whatever might happen. And in that moment, Courtney looked as gorgeous as she ever had in my entire life. Her radiant hair hung down to the side in a blonde, curved curtain of silk. Her skin, flush with arousal and heat, perfectly captured by the ebbs and flows of shadow and light. Her tits, voluminous and firm, capped by dark cherry nipples. And lithe musculature running down her belly, over her hips and down long legs. Perhaps Anna saw what I saw. Perhaps Anna had motivations of her own, but my girlfriend smiled down at my ex-girlfriend and whispered a "Hey, roomie," before reclining on the bed with Courtney and tenderly leaning in with her lips. It was a moment I'd never imagined happening. Male fantasy or not, the idea of Anna and Courtney making love with each other had just seemed so far fetched as to be impossible. And now it was right in front of me. Courtney responded to Anna's advances warmly, perhaps years of pent-up attraction finally being let out. Sure the blonde bombshell can have almost anyone she wants. But there's always a forbidden lust for the shy, quiet flower who just needs to be opened up. My brain was exploding watching the two girlfriends of my life moan and swap spit with each other. Anna was the first to move beyond, grabbing onto Courtney's ass and pulling their bodies more tightly together. As much as I was enjoying the view, I knew that this was rather out of character for Anna. She was far more straight than bisexual, and up until this point her lesbian forays had been solely to titillate me. Even in our threesome with Hailey, she'd only peripherally joined in and sucking out my cum was more an act for me than a desire to eat pussy. But to this day, I'm not sure whether Anna went after Courtney because of some latent attraction to her, or if it was to provoke a reaction out of me. Either way, my cock was as big and as hard as it could ever get. I hadn't cum three times in one night in over a year. But there was no way I could stay soft with the stimulation before me. And the girls noticed. Anna turned and beckoned me to them. "Come here, honey." I moved immediately over, but then I hesitated, a part of me locked up inside. I wanted to fuck Courtney so badly. Ever since we came to California. Ever since I saw her once again. Ever since the illicit kiss last night or again by the beach this afternoon. Every cell in my body was screaming at me to pounce upon this goddess and ravage her until I could move no longer. But I couldn't. She wasn't my girlfriend any longer. At least that was what my conscience was telling me. I was interrupted for just a few moments as Hailey let out a particularly loud moan. Brian had been standing at the foot of the bed, drilling Hailey's sopping wet pussy while she split her legs wide to the side. But now he'd pulled out and was redirecting his shaft at Hailey's asshole. And with a firm grip on Hailey's upright tits, Brian shoved his way inside. "Fuck yeah..." Brian exhaled. Feeling my gaze, he looked at me for a moment. "I love doing this," he explained before returning his attention down to the woman he was anally violating. "Christine never let me fuck her ass." "I know," I muttered, belatedly hoping Brian didn't hear. I doubt he did as he was too lost in his own world of ecstasy. Just what I needed, one more thing to spar with my conscience as I remembered my brief affair with Christine. "It's time for you to fuck Courtney," Anna whispered in my ear as she got up and molded her body around mine. Courtney, for her part, didn't say a word. She merely reclined onto her back and looked at me with liquid fire in her eyes. Her body was spread eagle, completely at my mercy. **YES! YES! YES!** My mind was exploding, but my conscience was not yet completely gone. "I shouldn't," I managed to growl, regretting every syllable. "But I've always wanted to watch you," Anna informed me. "Every time you two left the apartment to go fuck like rabbits, a part of me wanted to follow and watch what the two of you were like together. Now I can." I gritted my teeth and closed my eyes, trying to block out the mental overload. I was in a full blown panic, and yet, God help me, I was more horny than I'd ever been before. I just had to bury my cock into a willing pussy or I knew with absolute certainty that I would die of a heart attack. Anna finally overrode my hesitance. "Go on. If you don't, I'll think you're trying to hide something from me." Her voice sounded strange, but I couldn't figure out what her tone meant. And yet since I'd been teetering on the edge of a razor blade, my decision making capable of going either way, her last words were enough to push me over. My loins were telling me to fuck Courtney. My conscience now reasoned I had to fuck Courtney to "hide" my secret. It was like an enemy and a friend both telling me the same thing. How could I act otherwise? With frightening quickness, I pounced. Anna had been about to kiss my cheek but suddenly my head was no longer there. With all the rage of a cornered animal with nothing to lose, I smothered Courtney's body beneath my own. My lips were against hers in a kiss so fierce I could taste blood on my teeth. My chest was crushing her bosom against mine, and my hands were gripping Courtney's legs so strongly that she would be left with bruises that lasted for days after this fucking. And that's what this would be, fucking. Hard, violent, fucking. And yet I was making love. Because even in the middle of my rampage, I slowed down just enough to savor the bliss of penetration, feeling my dick gliding through the saturated folds of a fully aroused Courtney. And then we were fully coupled. And less than a second after I hit bottom, Courtney pulled my ear against her face and growled, "FUCK ME." So I did. *** I don't remember much of the several minutes that followed. Mentally, it's all a blur of thrashing and thrusting and squeals and moans. In my drunken haze mixed with absolute, overriding lust, I forgot where I was and who was around me. For a few precious minutes, it was just me and the love of my life. I forgot that Hailey and Brian were fucking on the bed ten feet away from me. I forgot that my girlfriend, sweet Anna was sitting by my side. I forgot that I was supposed to restrain my enthusiasm and hide my true feelings for Courtney. All that mattered was the woman beneath me. The only touch I felt was that of her soft flesh enfolded in my grasp. We were making love on a cloud, oblivious to anything around us. I was in love. And I was with a woman who loved me back. No sex could possibly have been any better, even if I can't remember it clearly. And then Courtney climaxed. She was howling my name right into my ear, her arms clutching my back, her legs locked tight against my ass as she pulled me as deeply as I had ever been before. And then I was joining her. I hadn't even felt the pressure in my balls. I had absolutely no clue that I was about to cum. And yet the pleasurable neurons were firing off in my brain as a deluge of hot, liquid lust blew out of my shaft and detonated deep in the recesses of Courtney's pussy. It felt like one nuclear bomb blasting out of me, a shock so strong that I didn't feel anything else but the aftershocks of that first explosion. And then some time later, I don't know how long, I groaned as my lips left Courtney's and I collapsed directly on top of her body, my face against the bedspread and my heavy dead weight crushing her beneath me. The world started to come back to me, inch by inch. First I noticed the bed we were on, then the room. I felt the presence of Anna only a few feet away, and heard the movement of Hailey and Brian further back. The Playboy mansion. The party that was still going on outside. And then the sigh of absolute despair that came from right next to me. I looked up, my body still curled around Courtney's, who still held me in her arms. Anna looked down at us impassively. Her eyes were unfocused, not seeing us any more as she stared off into space. She stayed completely motionless, like a statue. Her lips were tight in a straight line. Anna's only expression betraying any emotion? The river of tears running down from her eyes. I knew it then. Sensed it, really. Somehow, I had finally broken Anna's heart. *** The ride home had been quiet. At first, Hailey had been boisterously drunk. Brian was too wiped out from his final climax. But the eerie stillness of Anna's sorrow spread as if it were airborne, permeating the room until everyone fell silent and just waited. At last, Anna just moved to get her clothes on. The rest of us followed suit. I didn't know what to do, torn between reveling in my newfound love with Courtney or trying to do something about the anguish in Anna's eyes. In the end, I did nothing. The ride home was similarly quiet. The other four of us made minor small talk, separated by long moments of utter silence. Anna never said a word. We all knew something was off, just not exactly how. And so after saying our goodnights, everyone retreated to their own rooms. I was still Anna's boyfriend and we were still together on this trip. No one had gotten angry and started screaming harsh words. No one had declared that we were broken up. The only actions that actually had happened were sexual acts that were fully encouraged and participated in. Anna and I were still together... I think. We really needed to talk. So the two of us went into our guest room and prepared to bed down for the evening. I took one last look at Courtney. She smiled at me before disappearing into her own bedroom, and that smile was enough to keep me sane for at least the next few hours. I would need it, as Anna's cold shoulder was rather frustrating. She wouldn't speak to me. It was the first night Anna had ever gone this long without speaking to me. I wanted to talk to her. About what, I wasn't exactly sure. But I had to at least TALK to her. Tell her how I really felt. Break up with her. SOMETHING. ANYTHING other than this deathly silence. But I waited for Anna to first speak to me when she was ready. And that was something that never came. Not this night, at least. My Playmate Ch. 04 *** I was staring at the ceiling, unable to truly rest. Anna lay beside me, our skin not touching at any point, similarly staring at the ceiling. For those few minutes, a part of me regretted everything. I regretted never quite opening myself up to love with Anna. I regretted always holding something in my heart for Courtney. I regretted cheating on Anna with Christine. I regretted these things because in my head I knew they were wrong. At the very least, they were dishonest. But mostly I regretted them purely because they were now causing me this unbearable torture. I couldn't completely regret them on their own merit because it was those things that brought me back to Courtney. And her love would be all that mattered in my fucked-up brain. All I really regretted was not telling Anna sooner so that I could have been with Courtney sooner. Out of my league or not, she was all I wanted in this world. And yet, I was still stuck with the silent treatment. Silent treatment I deserved, I knew. But torture nonetheless. If only I knew how much worse it was about to get. *** I was just managing to fall asleep, letting the inky blackness overtake my consciousness and hide me away from the mind-numbing pain. But movement of the mattress woke me. Anna was getting out of bed. I turned my head to see what she was doing. But she never looked back. She walked out the door and turned down the hallway. She never said a word. I lay in the darkness for a few minutes, wondering what the heck was going on and debating whether or not I should follow. Maybe she was just going to the bathroom, but I didn't think so. A low grunt pierced the dark air, followed quickly by a surprised male voice, "Anna!?" It was Brian. And then to my horror, he groaned out in loud pleasure. She must have left the door to Brian and Hailey's room open; I could hear everything louder than a whisper. And as I strained my ears, I realized I could picture what was happening. Anna was rustling in her position beneath the blanket, her face in Brian's crotch as she slurped her way up and down his cock. She would have crawled in while Hailey and Brian slept, a stealth blowjob I was only too familiar with. "Anna, what are you doing?" Brian asked once he'd gotten his moaning under control. Anna didn't answer, just kept up her oral attack. I closed my eyes in pain, all my senses shut off except for my hearing as I listened intently. I lay perfectly still in the bed, all alone in the world. Hailey had woken, and her own surprised "Anna?" wafted down the hallway. And then more blankets rustled as people were changing position. There was a flurry of noise, mattress springs coiling and then Brian was groaning. Anna's first noise sounded off in the night. She moaned, and then I heard the squeak of the bed as a couple began the rhythmic bouncing of sex. There was no doubt as to what was going on in the other room. As if to confirm, a second later I heard someone come down the hallway. I opened my eyes for a moment to see Hailey come around the door frame. Apparently, she was just checking to see if I was awake and aware of what was going on. At the very least, there was no doubt left that Anna and Brian were fucking in the next room. After satisfying herself that I wasn't about to stop the sex act, even if I wasn't out and out supporting it, Hailey turned back. I tried to shrug off the weird sensations. After all, I'd just fucked two other girls a few hours ago with Anna's blessing. This was no different. Right? It just felt weird that up until five minutes ago, I had been the only lover of Anna's entire life. And that was no longer the case. And for some reason, that thought devastated me. My relationship with Anna was over. In a way, that was what I'd wanted. I could pursue my angel. But it still felt very sad. I tried to sink into the mattress, willing it to become a waterbed and just let me sink beneath the water and drown away into oblivion. "Fuck me..." the soft moan came, Anna's moan. It was the first time she was saying it to someone other than me. "And then fuck my ass..." I felt my mind slipping away, crushingly unable to handle what was going on. But just when I felt like I couldn't take it any more, a cool hand came to rest against my face. My eyes flew open, and I swear there was a halo of light surrounding Courtney's face. Her eyes absolutely glowed, and it was the most beautiful sight I could imagine. No words were spoken. Courtney slid herself beneath the covers and then pulled my head into her lap. Together we listened to the sounds of lovemaking in the dark as Courtney stroked my head and ran her fingers through my hair. Somehow, Courtney's presence was all I really needed. After a few minutes of being held by her, the quiet peace of sleep finally began to overcome me. And so I surrendered myself to oblivion as I heard the last of Anna's cries of ecstasy. *** I awoke sometime in the night, feeling peaceful and happy. I knew, intellectually, that I feeling happy at a time like this should be strange. But the happiness welled up inside me nonetheless. And I soon remembered why. Courtney was spooned in front of me, my face resting gently against her back where I could smell her sweet flavor with every breath I took. My torso was contoured around hers, and my morning erection was sandwiched against her ass. My left arm was trapped in the hollow between her neck and the mattress. My hands were clasped against my arms in front of her, holding her warm body tightly against mine. My right foot was planted flat on the bed so that my knee and thighs could lean up against Courtney's legs while she slept. I hadn't slept together, really sleeping, with Courtney since our freshman year of school. And sleeping with her now was like the culmination of a dream come true. The clock read sometime around 5am. Way too early to get up, and yet I wasn't about to fall back asleep. So instead I let myself enjoy the moment, cuddled together with Courtney. I let my right hand drift back and glide along her shoulder. I must have spent 10 minutes just caressing Courtney's body softly, reveling in the simple wonder of being able to touch her. She was wearing nothing but a baggy T-shirt and panties, so when my palm ran past her arm and over her hips, I was able to drag my fingers against the bare skin of her legs. At some point, I must have started tickling her as she stirred slightly in her sleep. I froze at once, not wanting to wake her. At least, not yet. When she'd settled back down, I brought my hand up her leg and then underneath the T-shirt, pulling it just high enough that I could touch the bare skin of her asscheeks. Smiling to myself, I played with the skin there, rubbing and stroking as high as her sides before coming back down below her waistline. Still, she didn't move. Feeling emboldened, I let my hands drift down her ass until my fingers were between her legs, feeling the heat emanating from that region. And gently, I let my fingers in past the crotch of her panties, only slightly surprised to find moisture already present. Courtney hummed in her sleep, apparently having a nice dream. And slowly I let my fingers glide along the thin crevice of her pussy lips, eventually getting high enough to where I could tap on her engorged clit. Courtney actually started moaning when I rubbed on that love button. I had to restrain my enthusiasm at that point, deliberately slowing myself down. But I never stopped my finger movement. Gently, so gently I almost believed I wasn't even touching her, I kept rubbing. I had to consciously tell myself to give her an even softer touch... softer... softer... and yet unceasing. I was able to get my fingertips wet from the juices now steadily leaking out of her, returning to ever so gently continue my stimulation. And even when Courtney's hips started to shudder, I kept my touch as soft as possible. Her breath was coming in slow pants now, exhaling deeply. Her voice was low, almost a bass tone as she moaned, her body still clearly asleep and just as clearly absorbed in the pleasurable sensations. My hand was starting to cramp, but still I kept the touch gentle and persistent. It was only now a matter of time. And so, a half hour after I'd begun touching her body, Courtney's body went rigid and she came, whimpering softly. And she woke up. Almost instantaneously, she'd shoved my fingers out of her still dripping pussy and then her hand grip was tugging at the front of my boxer shorts. I helped her by dragging them down to my knees, and then Courtney's hand was wrapped around my hard cock, jerking it several times in her general direction. I took my cue and similarly dragged Courtney's panties down to her knees. Then while we were still lying on our sides in the spoon position, I gripped Courtney's hips and guided myself forward until I could enter her from behind. Courtney was twitching and anxious and jerking around, impatient as all hell until my blunt head got itself seated inside of her. And somehow my dick in her body silenced the trembling like a light switch, and she sighed as I propelled myself forward until I was balls deep inside of her. Making love was slow and serene from that point on. I thrust in and out slowly, savoring each and every sensation. Every ridge and vein on my cock rubbed against each fold of her pussy as I passed through and then back. And some time later, I thrust forward one last time and emptied myself there, letting my love for her flow out of me a steady stream of white lava, cuddling my chest against her back in that most intimate of embraces. And still inside of her, we drifted back to sleep. *** On Sunday morning I was awakened by the soft press of lips against my face. Through my still closed eyelids, I could see the bright haze of morning. And the warmth of a woman's soft cheek was pressed against mine. The kiss on my cheek came again and I opened my eyes to the sweet face of my girlfriend. She smiled in response to my smile, and then leaned in to kiss my lips. Feeling the pleasant touch, I closed my eyes again and kissed back while the haze of sleep faded away. Then consciousness fully asserted itself back in me. My girlfriend was kissing me... as in... my GIRLFRIEND. "Anna?" I suddenly jerked upright with a start. "Hello, my boyfriend," Anna says. "We need to talk." Courtney chose that moment to awake and roll over. To her credit, she didn't seem startled in the least by Anna's presence. And she didn't say a word as I got my boxer shorts back into position and clambered out of bed to put some more clothes on. I stopped by the bathroom just long enough to splash some water on my face and get some mouthwash, and then my girlfriend and I stepped out onto the back patio where we settled into convenient deck furniture. I'd wanted to talk to Anna since last night. And yet somehow, I had no more clue now what I was going to say than I did then. But I was still my own man, and I would take responsibility for my actions. "I'm sorry." Macho man or not, I still knew enough to start off with an apology. "I never meant to hurt you." "Meant to or not, I still got hurt," Anna said softly. "I know. And I wish there was another way." There was a long stretch of silence as I searched for the right words. But Anna beat me to it. "We're over, aren't we?" "I think so. That sort of depends." "You want to be with her?" Anna's eyes were cold slits, her head cocked to the side. "Yes." And I meant that simple word with all my being, as harsh as it may have sounded. "Then we're over." Anna sighed. I let her stew for a second. A part of me wanted to remind her that I'd given her my warning. Warned her that I still had feelings for Courtney when we'd first hooked up. But that kind of I-told-you-so seemed petty and hurtful. But I still wanted to know, "Do you regret dating me?" "I don't know yet." Anna wouldn't look at me. "Did you ever think I might go back to Courtney?" Anna looked off into the distance. "I always knew it would be a possibility. And seeing you two here, that just sealed it for me." "When did you know?" For a second I hesitated after asking that. Here I'm supposed to be the bad guy. I'm the one who cheated. And yet I'm the one peppering her with questions. But it turned out this was a question Anna had a long story for an answer. "I'd suspected it from the minute you saw her in the airport. I didn't think much of it. But as more and more time went by, I really started to worry." Anna paused, and then she squinted as the first tears started to roll down her cheeks. It was as if she was reliving the pain of watching Courtney and me fall in love right in front of her once again. "The party is when I knew for certain." "I'd sort of guessed that." I remembered the look of absolute anguish on Anna's face once I was done making love with Courtney. Anna continued, "I never really wanted to share you with anyone else. I really thought we could be each other's only real sexual partner, monogamous. Your little oral things with Christine didn't bother me, as long as I got to be the only one making love with you." Anna hiccupped, and I reached out to touch her arms before she shrugged me away almost angrily. Then she continued. "But after my suspicions, and Hailey wanted to fuck you, an idea came into my head. You had a lust-crazed look on your face, and told her you were a 'one-woman man'. But I pushed you to screw her because I wanted to watch." I remembered. But Anna pressed on. "It wasn't really that I wanted to watch you with Hailey." Anna turned and looked me dead in the eye. "I wanted to watch you with Hailey and THEN watch you with Courtney. I'd convinced myself that if you still loved her, then the way you had sex with Courtney would be radically different than just another pretty girl." Anna squeezed her eyes shut now, as if trying to block out the nightmares tormenting her mind. And then she broke out into a full-blown wail of despair. "And I was RIGHT!" And then Anna doubled over face-down, clutching her own body and began sobbing uncontrollably. I reached out to console her again. No matter what, Anna had been my closest friend for three years. Closer than Christine. Closer than Brian. She had been my partner in life. And I'd just destroyed that. And with a burst of angry energy, Anna turned and SMACKED me as hard as she could. "Oww!" I bellowed. I was quite lucky that her aim was slightly off. The open-handed slap hit the side of my head instead of right on my face. But then her hands were balled into fists and she started beating me over and over again, tears still dribbling down her cheeks while all I could do was hold up my arms and try to deflect most of her blows. "DAMN YOU! DAMN YOU! FUCK YOU!" she screamed at me, venting her frustration. I could barely resist. I deserved every hit she made. And the flurry of strikes just kept coming in every direction around my head so much I felt I was trapped inside a cage of bats flapping in circles around me. But almost as suddenly as it had started, Anna stopped and then was slumped back into her chair. She was breathing heavily, and slowly her hands unclenched and the tears began to dry up. Her face was still flushed pink and her eyes were bloodshot, but softening. And at last she let out one long sigh, exhaling everything out as if exorcise all the rage she had in her body. "I guess, you always belonged to her, with her. I was just borrowing you for a little while." I said nothing, just trying to will away the throbbing in my head. Anna shook out her hands, caressing them and stretching out her knuckles. "Any other sins you want to admit?" I remembered. And it was now or never. "Well..." Anna's face took on an angry oh-no-you-didn't expression. And I winced as I prepared to confess all. I explained the image in my head after graduation, how I said "I love you" but I was really saying it to Courtney. Anna just seemed sad, but understanding at that revelation. But then I continued on and told her about my sneaking around with Christine behind her back. "Oww!!!!" And Anna was back to beating me. *** An hour later, Anna and I finally came back into the house. Courtney, Hailey, and Brian were all in the living room together, waiting for us. My face was already turning slightly purple, and Anna's hands were bright red from the abuse. Anna went straight to Courtney, who stood but looked down at the floor. Anna simply enfolded her in a warm hug. It took Courtney a minute to overcome her shock, but then she hugged her old roommate back. "He really loves you," Anna said before turning around to look at me. "He got beat to a pulp and never complained, he loves you so much." "Thanks for taking care of him," Courtney replied. I'm still not sure exactly what she was referring to by that. Perhaps she meant everything I was thinking it referred to. "Now, let's get you both some ice." *** I won't say that the group dynamic went right back to comfortable and casual. But there could have been a lot more tension and awkwardness. Courtney and I slipped away for our own talk, just talk. There seemed to be so much to plan and discuss between us that it would take hours. And yet we were gone only 10 minutes. I told her what I wanted and it turned out we both pretty much wanted the same things. I was amazed once again how much we were always on the same wavelength together. So our decisions made, we came back quickly. Our fivesome went out to get food, and as much as I wanted to be all over Courtney, both of us kept it cool while Anna was still around. She noticed our obvious effort, but she seemed pleased we were being considerate. And then all too soon, it was time for Anna and I to get to the airport. Brian said his goodbye early on. He was going to go back to his apartment and take care of all the things he'd been ignoring over the weekend. Hailey joined us for the drive to LAX. When we got out of the car, Hailey first came to me and then planted a juicy kiss right into the back of my mouth. "Come back soon. We'll have more fun then." Hailey winked at me, pulling one of my hands to obviously grope at her breast. And then I was saying my goodbye to Courtney. I only got a chaste peck of a kiss from her. But the warmth and closeness of her hug were really all I needed. We both knew what was to come in our future. So with this last hug, neither of us let go for a good two minutes, and then it was time to leave. *** Anna got a good laugh when the TSA security guy asked if I was alright after seeing the multitude of bruises covering my face. I replied, "Los Angeles was a more dangerous place than I'd been expecting." That seemed to break the last bit of tension between me and Anna, and we were able to board and make our flight without further awkwardness. Our relationship had always been built on emotional support and other elements that could still translate to a platonic friendship... I hoped. "We'll always be friends, right?" I asked her. She took a while before answering me. "Yeah... with a little more time." She was wistful, but after a long sigh she was able to smile and look up at me. "No one else can keep up with me on a PlayStation controller." The flight flew by faster than I'd expected. I finished the latest Sudoku puzzles from the in-flight magazine while Anna napped. Eventually, we got back to our home airport, and only a few minutes after getting our bags, Christine pulled up in her car to pick us up. "Have a good time?" she asked, before seeing my bruised face and gasping in surprise. But before Christine could say anything else, Anna leaned in and gave her a hug hello while saying, "He told me about you two." My Playmate Ch. 04 Christine's body went rigidly stiff as those words sunk in. But Anna just clutched her tighter to keep her from moving. "It's alright. It's alright," she soothed until Christine seemed to relax a bit. "I already forgave you." Anna was the first to pull back, still holding Christine's arms and looking her right in the eye while Christine flustered around trying to think of something to say. Anna smiled, "I'm still your friend. He took the beating for you both once I found out; so we're all square now." *** My car was loaded with all my belongings. Well, at least the ones I wanted to lug with me. After four years of college, I'd learned to live without a lot of my childhood possessions. While you've got them, you don't want to throw them away. But it's strange how useless they all seem once you're faced with the question: Is this item WORTH packing up and driving away and unpacking? Most items like that are perfectly enjoyable for some time, but they're just not quite important enough to rearrange your life around them. Christine was a friend and a good fuck. But friends and lovers come and go. Anna had been absolutely fabulous for me. She was sweet and kind and ever so loving to me. She really didn't do anything wrong. Her only failure was that she wasn't Courtney. Courtney... My soul mate... The one thing completely worth rearranging my life around. I'm going to California. My Playmate awaits. THE END