The Ultimate Playboy Pt. 01

And then without further ado I stepped up behind her, guiding my head to her moist folds and then began pressing my way inside of her. I only got a couple of inches in, she was so tight. But with Becky still rubbing herself and persistent pressure on my part, I managed to sink my entire length into her pussy after a minute.

Becky's head hung down, her breath coming in shallow gasps as she soaked in all of the sensations. And when I pulled back before thrusting forwards into her once again, her face scrunched up and she cried out a little as if bewildered at the feelings coursing through her body.

I pulled back again, and then thrust in, my hands on her hips, then slowly built up until we had a slow rhythm going, with an incredible friction as her pussy squeezed my shaft like a vise. Becky was too absorbed in the feeling to actively respond to anything, so I kept up the pace and then moved my fingers around to practice some of the pussy manipulation Ashley had taught me.

Becky's body went rigidly still the instant my fingers began cradling her clit, little bursts of lightning shooting up her spine with my every motion as she began twitching uncontrollably, until with my rod stretching her nether lips and my fingers playing her like a well-tuned instrument she screamed and came, coating her own insides with a brand new layer of girlcum.

She thrust her hips back at me for a few moments, reveling in the aftershocks and desperate to get as much friction against my tool as possible while her nerve endings were still on fire.

"Dammit... If I knew sex could be this good I wouldn't have wasted my virginity on that stupid jock!" And she continued to pump herself back at me, a silly grin on her face.

I simply felt my dick get even harder and bigger, along with my ego, at the thought of being considered a "good" lover. But then it got to Diamond hardness when Becky spoke her next words.

"Mmm... I still have one virginity left. Take my ass!"

I stopped thrusting, my brain momentarily in vapor-lock at this thought. Becky took this as a sign of my acceptance, leaning forwards off of me, our bodies momentarily connected by a sticky strand of girlcum before she reached back, positioning my hardness at the puckered entrance to her anus.

I had never had such an opportunity with Ashley, and so with my brain reasserting itself, I guided my cum-soaked rod forwards, pressing hard until the head popped through her outer ring, and then leaned in until the shaft began its slow descent into Becky's bowels.

Becky gasped when I popped through, and with a wicked gleam in her eye and gritted teeth, she forced her way back onto me until I was balls deep in her ass. I reached forward, palming her swollen tits and grabbing roughly at her nipples, yanking her back and forth while I fucked her like an animal possessed.

I had much longer to go in order to accomplish 'forever', but despite my boast, there was no way I was going to hang on for very long inside the inferno of Becky's tight version of hell. And so less than twenty minutes from the time Ashley had swallowed my cum, I found myself geysering my latest load into the depths of Becky's perfect ass.

***

Once first semester had finished, Ashley had to leave with her parents on a skiing vacation for the entire winter holiday. So I bid my girlfriend goodbye for two weeks.

Then Becky and I jumped each other's bones at every opportunity. After all, we had a two week school vacation, but our parents still had to work during the day.

I continued seeing both girls for the first month after school resumed. Ashley was my very public girlfriend. She was sweet and sexy and totally unaware of my covert liaisons with her friend. At least, she was unaware for a while until she decided to pay me an unexpected visit while I had Becky in my bed.

And so Ashley broke up with me. She wasn't much happier with Becky... but life goes on. We were graduating Seniors anyways.

The high school politics worked themselves out in a week. So then Becky was my very public girlfriend...

...at least for two months. Then I got loaded at a weekend party, and Ashley seduced me in one of the bedrooms.

Word spread at school, and Becky broke up with me.

More politics, and the next thing I know, Becky and Ashley are great friends again... and I'm single.

Oh man... High School was stupid.

***

CHAPTER 2

My, oh my... College made up for it.

Well, college women made up for it. School was the usual torture test. You could only try to endure classes. Lecturers were boring. People asked stupid questions to slow things down. Really, is there anything more pathetic than a Freshman Chemistry class?

At least I had Daniela to look at. She was a transfer student from somewhere in Eastern Europe. Geography was not my strong point.

Ah, Daniela. Tall, fit, and gorgeous. Sleek blonde hair, piercing blue eyes, and a sexy accent. Slender in all the right places like a Russian tennis star, but bodaciously curvy in all the best places. And she usually sat just across the aisle from me. I had a hard time focusing on the teacher.

She often noticed me staring, and we chatted occasionally. She was very careful not to lead me on or overly flirt with me. But sometimes when I'd stare at her in class, I noticed that she noticed, and her breath would start getting heavy, her skin would get flushed. I'd like to think I was having some sort of effect on her. But ultimately, I was just happy she knew my name.

And Daniela wasn't even the only girl to catch my attention. I was surrounded by a school full of hot co-eds, and for the weirdest reason, many of them loved to flirt with me. I'd flirt back, and they would typically make very suggestive comments. But it was Daniela who really had my attention.

Unfortunately, Daniela wasn't one of those girls blatantly offering me sex, however much I wanted her. So I'd resigned myself to worshiping her from a distance.

As luck would have it, Daniela wasn't much of a chemistry student. Less than a month into school, the professor pulled both of us aside into his office. In short, I was cruising through the class and the professor recommended that Daniela study with me. Nothing like formal tutoring, just a study partner. Daniela happily agreed, and when she smiled at me, there was no way I could say "no."

Oh, yeah. College was going to be awesome.

***

I knocked on the door to Brown 106, which was Daniela's sophomore class dorm suite, and Carmen answered with a big smile on her face. Carmen was one of Daniela's roommates; we'd met at lunch one time in the cafeteria along with the third roommate, Evie. Carmen was short and she was sexy, a little Latina fireball.

Carmen's dark hair was streaked and her eyes bright and golden. She leaned against the doorframe giving me a sexy grin, crossing her arms beneath her bosom to press her boobs up and together for me. She was dressed in her usual brief attire and flirtatiously gave me a long peek down the front of her blouse as she backed up to let me in. I observed that she had a very nice rack packed into her compact bod.

I got situated on the couch and started to unpack my books. Carmen came around and sat down right next to me. She glanced over to the hallway, where Daniela's door was still closed. "Daniela!!!" she yelled.

We both heard a muffled bump, like someone had hit their head against the desk or something. I then heard what sounded like a "hold on".

"Ah, Daniela's going to be a little bit." Carmen explained.

"I'll bet she's studying hard in there," I commented with a little smile.

Carmen laughed. "Riiight. Actually, I think she's practicing her Chemistry."

"Practicing?" I wondered aloud.

As if on cue, Daniela's door opened, and Evie came through the doorway, wrapped in a bathrobe and looking a little bit flushed in the face. She was the brunette American version of Daniela, same kind of bodacious body and almost as pretty. When Evie noticed me, she gave a little smile and then wordlessly fled into her own room.

Daniela came out a minute later, dressed in loose house clothing. The baggy shirt covered up her skin, but from the bounce I could tell that Daniela did not have a bra on underneath. "I am sorry. I forgot the time."

I can't say enough about Daniela's accent. Even such an innocent phrase set my hormones on fire, and I did my best to temper the lust roaring inside of me.

We all sat around a little awkwardly while Daniela unpacked her books. Carmen was glancing at me with a funny look, while Daniela kept furtively flickering her gaze over to Evie's door. I could feel the heat rising in the room, as if the girls were getting as aroused as I felt.

I finally decided to break the silence, and the awkward questions. "So, Daniela, what WERE you doing in there?" I put a little flirty innuendo into my voice.

Daniela blushed a deep crimson, and then glanced at Evie's door again.

"I mean, Carmen here said you were practicing your Chemistry with Evie."

Daniela blushed again, and looked in a panic at Carmen, glaring at her roommate rather angrily.

Carmen got defensive, then muttered. "Well, you were." She then turned to me. "This hot chica is into other girls. Daniela and Evie are lesbian. I think you interrupted a little tryst."

"Please then, don't let me get in the way," I stated. The images flooding my brain were overwhelming, and my horniness was skyrocketing at the view. Chemistry classwork was the last thing on my mind now. "I know how pissed off a girl can get when she's left hanging like that. So go ahead, I'm cool with it. I'll wait 'til you two are done."

Daniela paused for a moment, torn between her current levels of arousal and her embarrassment. I wanted to come across as open-minded and non-judgmental. But I also would love to be just outside the door and listening to two fantastically hot babes going at it with each other. At last she just got up and went to Evie's room, opening the door and going straight for her girlfriend.

She left the door open, and from my vantage point I could see her lean in to kiss Evie wetly on the lips, and start to pull the bathrobe off of her girlfriend. My breath caught when I realized I was staring at Evie's naked round tits and shaved pussy, and that they had no intention of bothering to close the door.

Carmen realized that I could see, and moved over on the couch to catch a glimpse for her own. Her skin was red-hot to the touch, and she instinctively leaned against me as we watched the two girls stripping each other and then move onto Evie's bed to kiss and caress.

"They've never left the door open before," Carmen mumbled. "I get so horny listening them to go at it, but I never got to watch before."

I could feel how horny Carmen was getting, rubbing her petite body back against my chest reflexively. The arousal levels in the room built up and up while we watched, until you could palpably feel the pressure against your skin. And then Carmen's hand was in my crotch, experimentally feeling out along my hardness trapped in my pants.

I knew in that moment that there had to be a god or some higher being up there, someone looking out for me. How else could you explain three gorgeous women getting so horny and sexual with a stranger they barely knew?

Carmen and I just watched in silence, listening to breathy "oohs" and moans as Daniela and Evie moved into a hot sixty-nine, Daniela's heavy breasts hanging down and swinging pendulously for my viewing pleasure. This hot blonde and brunette tongue-thrashed each other, and as I looked closer, I realized with excitement that both girls were bare-shaved. Easier on the tongue that way.

Carmen was playing with herself, and when I reached my hands around to begin caressing Carmen's body, I met no resistance and found myself getting bolder. My hands slipped underneath Carmen's tiny V-neck, and I started rubbing at a firm tit.

I only squeezed a hard nipple once before Carmen was suddenly moving, slipping her shorts and panties to her ankles, and then opening my pants to let my erection out into the open air. She got me free then pointed my rocket to the sky before clambering into my lap, facing away, then lowering herself into my lap to let me spear up into her tight pussy.

I was getting hot and sweaty while we slowly screwed each other, and I ripped my shirt off before lifting Carmen's shirt up to her neck, and then snapped the bra so I could fully palm her tits. I chuckled a little at the urgency of our situation. Except for my shirt, Carmen and I both had all our clothes still attached to ankles and shoulders; they were just roughly pushed to the side so we could get to the fucking.

Carmen was still grinding her hips in my lap while we caressed each other. However, our eyes were fully locked on the lesbian show before us. When the moans and whimpers in the other room reached a fever pitch and finally crested over into orgasm, Carmen let out a little moan of her own and came in my lap.

Carmen's body was still trembling when Evie and Daniela, still nude, came back to the living room to check in on us. They watched, enraptured, as Carmen was now flinging her small body onto my pole over and over again, with increasing force and speed. I jacked Carmen's light body onto me very quickly, and found myself spacing out as I ogled over Evie and Daniela's beautiful naked bodies. In the end, it was that sight that set me off.

I started grunting, and Carmen moaned, "Oh, yeah. Cum in me! I want to feel you spurting into me!"

Eager to please, I let loose and coated Carmen's insides with my jizz. The instant she felt the first splash she climaxed again, and we vibrated together in our simultaneous orgasm. I came so hard I was sure her tonsils were going to feel it, my balls pulsing as I emptied shot after shot into the little imp in my lap. Carmen was cursing at me in barely coherent Spanish the whole time.

Evie's eyes were wide as she watched us cumming. Even after we were done, her eyes were still fixated on where my rod was splitting Carmen in half. "Wow..." she murmured in amazement.

Carmen just smiled back, reveling in the afterglow. Her eyes were slits, and her voice got husky when she asked, "Want a taste?"

Evie nodded, her eyes never leaving Carmen's crotch.

So Carmen dismounted me and sat on the couch a few feet away, keeping her inner muscles tight to prevent any of our precious fluids from escaping. But then as Evie got to her knees, she relaxed and guided Evie's head between her legs to let Evie begin to lap at our mingled juices and taste her nether lips. "Oh, damn," Carmen exclaimed as new pleasures hit her mind. "Three months of living with you two and I finally get a hot babe to go down on me."

That left Daniela to sidle up next to me, rubbing her bounteous tits against my arm and let one hand drift down to experimentally poke at my pecker. "That looked like fun."

"It is," I whispered back to her. I was momentarily satisfied, but my arousal had not abated. "Want to try it?"

"Mmm, I have not done that in years." Her soft hand was petting it, and obediently my tool began twitching back to life.

"Well, I would be happy to reintroduce you." I smiled, and then leaned over to kiss her. Daniela's lips were spicy and exotic. We're all the same humans, but somehow she tasted so differently from American girls. My lips were soft, but forceful. I had to show her that guys could still be better kissers.

Daniela was really starting to get into my kiss, and she started whimpering into my mouth as my hands began to rove her naked body. I cupped her perfect tits in my hands and squeezed her tight ass.

She pulled back just long enough to gasp, "I can't believe I'm doing this! It's so strange, but I feel soooo aroused when I'm around you. I can't help myself."

I didn't want to ruin my momentum by responding. Instead I just moved forward to capture her lips with mine again. We kissed and caressed urgently. Once I was ready, I lifted her into my lap until she was straddling me, and then reached down to guide my erection into Daniela's warm folds.

She started to turn away, closing her eyes to concentrate as I began to penetrate her, but I held tightly to her and kept my tongue planted in her mouth as I suddenly bucked up and speared her in one thrust.

Daniela screamed into my mouth at my invasion, then threw her head back and squeezed her eyes tightly as she felt the full penetration. But then I was already bucking into her body and Daniela's scream quickly devolved into a series of uncontrollable moans of ecstasy. She had been trying to ease her way into sex the way a person slowly dips into a cold swimming pool. But you get so much more of rush just cannonballing your way in, and I intended to give her a rush she would never recover from.

I was jackhammering Daniela's body in my lap, and she rapidly tripped off into a quick orgasm. Carmen's eyes glittered as she watched us, and Evie turned her head away from slurping up our combined fluids in Carmen's crotch to see what was going on.

Once Daniela came down from that first high, I flipped her over onto her back against the couch and then impaled her on my shaft again as I thrust forward and returned into her tight cavity. Daniela's tits were wobbling enticingly with every push and I kept one thumb furiously rubbing at her clit as my cock sawed in and out of her.

Carmen screamed out her delight as Evie brought her to a new climax, then she raised Evie up to taste the honey wetness on her girl friend's lips. I was in heaven watching all the wonderful flesh around me.

After Daniela shrieked her way to a second orgasm, I let go of my irongrip control and began to speed down the road to ignition. I got a grip on her hips, ready to pull out at just the right moment. She had been a lesbian after all. Daniela watched my eyes light up, and called to me, "I want you to cum inside me."

My eyes bugged out, but then she said, "I'm safe. It keeps me regular."

I grinned at my good fortune, and then gave myself over to the feelings. Daniela moaned in happy anticipation, directing her focus down to the sensations in her hips. Three thrusts later I slammed my hips forward one last time and held myself as deeply as I could go, and then my cannon exploded right at the entrance to her womb.

Daniela's eyes sparkled as my cum splashed and roiled around inside of her, the perfect picture of wide-eyed wonderment at these strange sensations. "Oh, that feels fantastic..." she sighed, happily.

Evie was right next to us then, watching my hips bucking and especially focused on the pleasurable effects I was having on Daniela. When I pulled out and sank heavily into the couch, Evie just crawled on top of Daniela's heaving body and began Frenching her madly, grinding her own bare pussy against Daniela's sloppy one and pressing her boobs into Daniela's chest.

I sat back, catching my breath to enjoy watching the show. Carmen felt left out for a moment, and then decided to inject herself between her two roommates. She moved Evie's hips off to the side, and then planted her face in Daniela's crotch and noisily started slurping out my semen.

As tired as I felt, watching three hot babes lesbian groping and kissing each other was getting a new rise out of me.

Presently, Daniela noticed my staff coming back up to attention and paused from her liplock on Evie. "Do you want to try?" she asked Evie, nodding at me.

Evie turned around, suddenly nervous for a moment. She watched my baton wave in the air a bit, screwing up her face trying to decide what to do. At last, she mumbled a breathy, "yes..." and then got up off of Daniela.

She looked at me, then back to her girlfriend. "Come with me?"

"Of course. I'm sure Carmen would love to keep me company."