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Unexpected College (Bi) Threesome
Unexpected College (Bi) Threesome. This story involves sexual activity between two males. As always, names have been changed.
I met Jennifer (or Jen) in a college English general education course. I was studying engineering, and she was doing something in humanities. She chatted me up first, right when the winter semester started in January of 1992 (I was nearing 21 at the time). She was super friendly, smart, and amazingly cute. Plus she'd always dress really nice, you know like shorter skirts, leggings, riding boots, tight blouses or sweaters (her rack was phenomenal), perfect makeup, the works basically. And she smelled excellent at all times.
Jen and I would hang out, outside of class, on a regular basis. She flirted a lot and was always touchy feely with me. Two things though. First, being buried in calculus and programming classes was all encompassing, so I didn't (literally) fuck around although I wanted to at all times. Second, Jen was a year ahead of me, and after graduation she was moving back west, or so she told me. So I was stupid in both regards, but little did I know what was about to unfold.
I finished my last final exam and was sitting, kind of staring into space, in the student union. I heard her calling my name before she rubbed her hand across my shoulder and sat down across from me. She invited me to her house that Saturday night. Sunday she would be packing, and Monday she would be flying out. So I decided to go. I had never been to her house before. Since the pressure of finals was now gone, I was up for a one and done thing with her, should that be in the cards, because I was hot for her like you would not believe. But again, little did I know what was going to play out.
I arrived at her house on Saturday with a bottle of wine, basically right on time, and rang the bell. This guy (he introduced himself as Glenn) gave me a hearty handshake, and after I introduced myself he told me that he'd heard a lot about me. WHO THE FUCK WAS THIS GUY?! Well, I was about to find out. There were probably a dozen or so people (of college age) in the house, and there was a lot of excited chatter as she kept showing off... her engagement ring. Glenn -- he was probably more than 15 years older than me -- was her fiance. When she saw me, she raced over to me, kind of squealing along the way, gave me a tight hug and a kiss on the corner of my mouth. She giggled that she left some lipstick on me before wetting a cocktail napkin in water and wiping her kiss mark off my face.
Jen looked super hot, make no mistake, regardless of the quandary that I was in. Her tight navy blue dress, mid thigh, was busting out with cleavage. The black stiletto heels she was wearing showed all of the muscles in her calves. Her makeup was perfect, just a nice understatement. And she was positively glowing. "Glad that you could make it!" she exclaimed, before introducing me to everybody at the party. Then, of course she showed me her ring then told me all about her nuptial plans upon her relocation to... Australia. Wait, what?! I congratulated her and all, but goddamn.
I had intended to have a drink or two and chat with some of the people that I was acquainted with -- before offering final congratulations and heading home. Yet, one drink became two, and two drinks became more. Next thing you know I'm playing this acoustic guitar and people are (badly) singing along with my (bad) singing. And I engaged in drinking games, like the ones where you stick a playing card to your forehead and so on. The crowd finally thinned out and I was about to leave, but Glenn and Jen insisted that I stay. I drank a bunch of water and was starting to feel not so drunk. Finally it was down to the three of us and I attempted to leave again. They insisted that I stay. They asked if I was into cards, and offered that we should play poker. I declined, as admittedly I am not fond of poker. Finally, we settled on Uno, a favorite game from my childhood.
I won a couple of hands then Jen started kicking our asses. Glenn was giving her a lot of shit, and finally she was like, "fuck you, either start winning or up the ante." They asked if I had any money to "put skin in the game" and I admitted that as a college student I had basically zero money at all times. And that's when things started escalating. Quickly. "How about Strip Uno?" Jen asked. My jaw nearly hit their kitchen table. "Strip Uno?" I asked.
"Well, yeah," Jen explained. "It's just like Uno, but the people who lose a hand need to take off a piece of clothing. Once somebody is nude then the game is over. Simple. Are you in?" Glenn just kept smiling and nodding enthusiastically, so I basically said, "fine," and went along with their soon-to-be sinister plan.
Glenn continued his losing streak and was down to a t-shirt and his underwear, and I wasn't faring that much better either. Jen was still fully dressed. I was trying not to stare as she leaned forward, but her tits were just about to fall out of her dress. And I lost, like fully. I was completely naked and after dropping my underwear, I promptly sat back down on the wooden kitchen chair. "Now that's not fair!" Jen teased. "The whole point of Strip Uno is that we get to see!" We? Who's we?! Why would Glenn want to see me naked? I was about to find out.
I was feeling pretty sheepish about the whole thing. First, I was not Jen's fiance, even though Glenn was more than happy to endorse this game of Strip Uno. Second, I was hard as a rock, and as was par for the course; pre-cum was pouring out of me. But I threw caution to the wind, standing up abruptly, a drop of pre-cum landing on the kitchen table, before turning a bit so that they could both see. Their eyes grew wide, and I knew why. First, deep in my heritage are "darker" forms of ethnicity. As a man who appears to be caucasian... I have so-called dark meat. Second, while I'm of average size, but when I get highly aroused, and this is not a brag in the slightest, I'm massively thick. So I turned back and forth a few times before sitting back down. Nobody was saying anything.
Jen broke the silence by excusing herself from the table -- after imploring Glenn to make us more drinks. After I tried my damnedest to not stare at her ass at she left the room, Glenn still caught me and chuckled, before asking me what I wanted to drink. I told him that I just wanted coffee to perk up, but he threw me a curveball by suggesting that we all should enjoy a "tasty espresso martini, that has the best of both worlds." As he was preparing the drink, he with his back turned to me, I reached for, and pulled my underwear back on to my body. Glenn poured 3 espresso martinis with his back turned to me, then turned to hand me my drink, he noticing that I was no longer completely naked. "Oh, it's fine, mate," he said. "You're with friends here" before shedding his own underwear and standing in front of me. "Make yourself comfortable," he said. "But it's up to you." After a couple of sips of the very strong espresso martini, I felt this warmth engage itself between my sternum and the top of my head. It was like this combination of being drunk and of having a warm hug.
We heard the patter of footsteps coming from the hallway. Glenn was still standing next to me at their kitchen table. I was still seated. We were both completely naked. And that's when I saw Jen. She was wearing nothing but this sheer, white babydoll lingerie that fell just a whee bit below her ass cheeks and other private area, and I'm being totally obvious when I tell you that it left little to the imagination. Glenn handed her her drink and we all clinked glasses before she took her first sip. She asked us why we were just hanging out in the kitchen and told us to go sit on the couch in the living room -- so that she could put on some tunes. I tried not to look at Glenn's body, but I admit that I was super curious. Plus I'd been with men before (as a third with a male-female couple), so I wondered what he was packing, should it come to that. Glenn was also hard, but wasn't pouring pre-cum like me. He was probably 7" with medium thickness, and yeah he was light meat.
Jen popped in this CD. I knew the song. "Black Velvet" by Alannah Myles was a sexy tune. I wondered what it would be like to fuck to it. Then she started sexy dancing to this tune, and it played over and over again. She bent over with her back to us, grabbing her ankles, such that we could see her pussy and ass. She pulled at her nipples through the thin material of the babydoll lingerie. Eventually, she sat on Glenn's lap, his penis taking refuge between her legs, but I could clearly make out his penis head. After the song restarted for a third time, she did the same to me. I looked at Glenn, and he just winked at me. I almost came right then and there -- between the silkiness of her lingerie rubbing against my sensitive penis head and the fact that I was almost lined up to enter her bare.
Then, on the fifth playing of the song, she let the lingerie drop to her feet, and she stepped out of it. She knelt in between Glenn's legs and blew him, while reaching over to jerk me off. My eyes grew wide and I gasped and looked at Glenn. "This is great, mate, isn't it?" he asked before throwing his head against the back of the couch and grunting with pleasure. Soon she switched her mouth to my penis as she jerked Glenn off. I couldn't believe that this was happening... again (my first and last time with a couple was in 1990). Then she plopped me out of her mouth before insisting that we both stand up from the couch, grabbing us both by our hard cocks in the process. It kinda hurt if I'm being honest.
Jen forced us to stand hip to hip as she alternated between our cocks with her hands and mouth. Glenn had his hand around my waist to keep our bodies together. She retreated to a slow jerk of the both of us before asking if she could watch us kiss. And of course we did. It was lovely, and Glenn and I disengaged from her as we ended up facing each other, kissing and fondling our ways up and down one another's bodies. He blew me first and then I blew him. And then we all ended up as a pile of bodies performing oral on each other on this area rug in their living room.
Jen led the action once again, after she had a screaming orgasm for the first time. "We need to take this to the bedroom!" she exclaimed. "Here, let me," Glenn said, before rolling a condom on to my penis... with his mouth. Jen came again as she watched this show. Glenn told me to fuck her first. As Jen laid on her back, I took her missionary as she sword-swallowed his cock. Then he wanted to switch, so we did. I was going to remove the condom so that Jen would take me bare in her mouth again, but Jen just grabbed my balls and shaft and shoved me into her mouth. And we kept switching, changing positions, until Glenn finally came in her, bare, doggy style. Then she asked me to take her doggy style, Glenn's cum dripping out of her on to their bedsheets, and I did... but I didn't last long. I unleashed a mighty rope into the condom, and they were both like, "wow!" about the volume of cum that I'd deposited into the condom -- before we all laid on their bed, Jen in between us, our chests heaving.
Glenn dozed off first and he was snoring. Jen and I, after I discarded the condom into the trash, whispered back and forth, laughing here in there softly, so as not to wake Glenn, as we kissed and fondled a little bit more. That man was out like a light. Jen was looking for another round apparently, but Glenn's body was having none of it.
Jen and I cuddled for a bit before we fell asleep. I awoke some time later to hear Glenn (still) snoring while feeling this wetness on my shaft and balls. Jen was literally blowing me awake. After she knew that I was awake, she straddled me, whispering in my ear, "shh, we can't wake Glenn, so let's just enjoy this," before taking me bare in her pussy, while riding me, for the first time.
However, Glenn started to stir, and Jen popped off of me, whispering in my ear, once again, "meet me in the living room. I'll be right there." I heard some whispering back and forth, and Jen said that I needed to head out but that Glenn should keep sleeping, basically, you know, stay where he was.
Jen entered the living room and patted the area rug, whispering that I should lay on my back. She started riding me, barely audible moans escaping her mouth. Then we kept changing positions, and we kissed a lot. Finally, we were in missionary, and kept whispering to each other as I pistoned, bare, in and out of her, her legs thrown over my shoulders. "Oh, fuck!" I whispered with intention. "I'm super close!" "In me," she whispered back harshly, "I want this. We both do." And then it happened. I came and came and came in her engaged pussy. In the end I just plopped out. We kissed and chatted (whispered) back and forth some more. The huge load that I deployed into her womb was starting to drip out. She asked me to get a washcloth from the hall closet, and I did. She jammed it between her legs and suggested that I should go.
She wished me the best, giving me another amazing kiss, after I dressed and headed out. I never saw Jen or Glenn again, but this event still puts a smile on my face.