The Ultimate Playboy - Cover

The Ultimate Playboy

Copyright© 2007 by bluedragon

Chapter 7

Erotica Sex Story: Chapter 7 - Most stories start off with two people meeting cute, dancing around each other for a little while before falling in love and eventually, finally sharing that love in a physical sense. This is not that kind of story. One dude... LOTS of different women...

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Fa/Fa   Mult   Consensual   Mind Control   Drunk/Drugged   Group Sex   First   Oral Sex   Anal Sex   Cream Pie   Teacher/Student   School  

Saturday morning I managed to drag myself back to my apartment to shave and shower. Then Saturday afternoon I got a phone call I had not been expecting: Kaia was asking me out on a date.

I was a bit surprised, but at her request I told her I'd be there at nine.

Kaia told me she had everything planned, but didn't mention style so I stood in front of my closet for a few minutes trying to figure out what to wear. I was still transitioning from High School geek to College stud and my wardrobe was not yet where I wanted it. I actually started to panic for a few moments when I realized I wasn't sure what to do on this date. Booty calls just didn't count, which were all that my previous dates amounted to.

Finally deciding I could always dress up a little too much (instead of showing up too casual), I went with slacks and a dark green dress shirt. I showed up promptly on time, calming the butterflies in my stomach.

Taking a deep breath, I thought about my strange situation. I could get laid anytime I wanted. But to get a girl to like me on a personal level was a completely different issue. I had the need and the want to be loved. But in the end, remembering that I was the Ultimate Casanova is what gave me the confidence to step up the door.

I rang the bell, and Jamie's clean, pretty face greeted me on the other side of the door. She was in a little black cocktail dress and welcomed me into the living room.

The moment I stepped inside the first thing that caught my attention was Kaia's face. Her emerald eyes were bright, her hair up and stylish, and her figure exquisite in a short green dress that really brought out her eyes. But the most dazzling part was the smile that spread across her face when she saw me. She was pleased to see me, perhaps pleased that our outfits matched as well. It was almost surreal, and completely unexpected from the Ice Queen image I'd built up in my mind around her.

Kaia had been chatting with another sorority sister, a raven-haired, elegant girl I vaguely remembered from the previous night. I stepped up immediately and said hello to Kaia, exchanged a few pleasantries, then turned to her companion.

Kaia introduced me to Leanne, who stood up and shook my hand softly. I took in as much of her as I could with a quick glance down and up. Leanne's face was pretty and angular, with a sharp jawline and cool blue eyes that pierced right through me. If I hadn't already pegged Kaia as the Ice Queen, then I would have easily been able to apply the same quick analysis to Leanne as well.

Jamie returned to us, and then Kaia immediately took control of the situation. Turning to her friends for a moment, she then looked at me and offered up her hand. "Shall we?"

I crooked my elbow and let her take it, then Jamie led the way to the door. We followed Jamie outside, and then I realized with a start that both Jamie and Leanne were going with us. I surmised that we had two chaperones for this first date. I covered my surprise and struck up a casual conversation with Kaia as we headed for the parking lot. We talked about the usual: majors, career paths, etc.

The strange nervousness fluttered up in me again. For the past year I had always been in charge of my dates, guiding them swiftly to a lustful and sexual conclusion. My natural instinct was to feel a little defensive not even knowing where our destination was, but I steeled my spine and exuded the confidence I knew with certainty that Kaia wanted in me.

It was that aggressiveness and aim to prove I was her equal that surely caught her attention the previous night, not to mention that I'd actually conquered her. So when we reached the black BMW, I took charge and opened the rear door for her as if it was my own car and the whole thing was my plan.

Kaia showed me her dazzling smile again, then slid into the back and let me follow. Leanne went to the driver's seat and Jamie hopped in as the front passenger.

We headed into downtown, the four of us chatting the whole way. I comfortably flirted with all three women, making suggestive, but very subtle, comments. Eventually, we valet parked at a dance club and started to make our way inside. New butterflies kicked up as I fully comprehended our destination and the fact that I wasn't 21 yet.

But my fears went unfounded as our little group went up to the bouncers who took one look at the girls and let us all in, Leanne stopping to rub the bouncer's cheek.

Inside, I ordered everyone a round of drinks while we went into a VIP lounge which was quiet enough to hold a decent conversation. I did notice conspicuously that Jamie was not drinking at all. Perhaps she was living a clean lifestyle or perhaps she was just the designated driver. Either way, the rest of us were getting toasted.

Kaia was rubbing her legs against mine, and our flirting was getting hotter and more risqué with each passing drink. The conversation moved decidedly away from the tame, usual talk about school and classwork and started shifting into sexual topics. I kept most of my focus on Kaia, but kept her friends included at all times.

Jamie and Leanne were watching us hungrily, but apparently were waiting for some signal from Kaia before acting. Finally, Kaia drained her third drink and proclaimed, "Okay, time to hit the dance floor."

It was after ten, and the dance floor at least was half full. But when we got there, Kaia and Leanne parked themselves at a tall bistro table with stools and nursed additional drinks while Jamie wrapped an arm behind my back and guided me forwards, where her hips were already swaying to the beat.

I glanced back at Kaia for a moment, but she just smiled at me, her eyes glittering in the club lights and neon colors.

Calming my nerves for the hundredth time tonight, I set me body to the rhythm. I knew I wasn't the best dancer, but I was coordinated to the beat and kept my movements restrained enough to let Jamie mold herself around me. She swiveled on her knees and bounced her ass in the air, turning to bounce it back towards my crotch before rotating and slinking down my body. I stared down at her cute face parked at my crotch level, a grin forming when Jamie realized I was glancing lower down to between her perfectly round tits and wonderful cleavage.

Jamie danced with me through a full song, and then midway through the next she tilted my head to her and captured my lips with her own. My first reaction was to look to Kaia, but then Jamie was physically grabbing onto my head and holding it tightly until I flowed back into her kiss.

Eventually we broke away, our bodies still swaying with the music and breathing heavily while I stared into Jamie's sunny face. We had just begun dancing once again when I saw a new, feminine hand appear on Jamie's shoulder.

Leanne was staring at the two of us, her blue eyes piercing in the dim light. Jamie spun in place then backed her ass up against my crotch while we kept up with the music, and then Leanne had stepped forward and pressed her thin body against Jamie's larger surfer girl physique.

The three of us danced, Jamie sandwiched between us. Leanne brought her face very close to Jamie, almost to the point of kissing but not quite as she took Jamie's hips in her hands and began to grind her crotch over Jamie's leg.

I risked a glance to the side where two guys were grinning and giving me thumbs up, then I looked to the other side where Kaia was watching us with glittering eyes. Kaia's mouth was open as she panted softly, and I got the distinct impression she was very aroused by the sight before her, and it had almost nothing to do with my effect.

I turned my head back just in time to see Jamie's and Leanne's lips come together, and then a moment later they were spinning around me until I was in the middle.

Jamie had her hands on my ass and was rubbing her tits into my back, while Leanne straddled one of my legs, boring her crotch down against my thigh and obviously rubbing herself on me while she reached up to pull my head down and sear my mouth with our first kiss.

I'd had enough sexual experience not to be surprised by the turn of events, but a dim part of me still wondered how I'd ended up kissing both of our "chaperones" and not Kaia, my so-called "date".

The next two hours flew by in a blur, as I freaked both girls all night, only occasionally joined by Kaia. My hands had cupped tits and ass and legs, and I shared several more hot kisses with Jamie and Leanne, but never Kaia. I wondered if this was a new game, a form of control where she was so close but I couldn't have her.

But the longer we danced, the more aroused I became, and the club simply became hotter and hotter along with me. The entire place had to be filled with my pheromones and every woman I could see was visibly horny, especially the trio dancing with me.

Kaia finally gave a short nod, and Jamie produced the keys to the BMW. We quickly filed out of there and headed back to the Sorority House. As expected, sober Jamie drove, but the other two were drunk and horny and joined me in the backseat for a grope and kiss fest. I was in heaven as I was finally able to shove my tongue deeply down Kaia's throat.

The four of us staggered past half-naked sisters on the way to Kaia's bedroom, and once inside Kaia closed the door and Leanne literally launched herself and me both onto Kaia's bed. Together, she and Kaia stripped my clothes off and then turned to strip Leanne for me.

Her party dress disappeared so quickly, and I paused for a moment to take in her very thin form, a few ribs showing, and normal B-cup breasts, firm and perky in youth, carried in a black lace bra.

Her thong was already soaked, and once Leanne was able to shed her lingerie, she simply climbed atop me, already moaning in arousal. My dick was positioned into an upright and locked position, and then Leanne sank herself down onto me.

I was a little too thick for her very narrow pussy, and only a few inches went in on her first lunge. But then as Leanne's eyes lit on fire until they were a bright, pale blue, she squirmed and rammed her body until I was all the way in, the end of my dick bumping against her cervix inside. "Oh, fucking gawd!" she cried.

Meanwhile, Jamie and Kaia were also stripping, although Kaia stopped at her underwear, a dark velvety green look with sexy bra and matching thong, then she settled herself into an armchair to watch her friend riding me for all she was worth.

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