The Dorm Room Bet [MF]

I went to large 4 year institution that had giant dorms, most of which were segregated by gender,
but a couple of which, including the one landed in my freshman year, were pod style (all same gender in the pod) with co-ed showers that had individualized stalls.

Sexy part at ***. The parties were great, and we would often congregate in one of the pods, drink and smoke a little weed, pretend we were all grown up, and flirt and hook up with the opposite sex frequently. I was that gold-plated-asshole that had a long distance relationship that carried over
from high school and wouldn’t shut up about it. While it would quickly go the way most such relationships go, up to the point of this story, I was sticking hard and fast to my faithful one-and-only. I was fucking insufferable I’m certain. But I was also serious enough and confident enough to gracefully eat the helpings of shit that the ladies and gents in these pod parties would flip at me, that it became a bit of a running joke which of the many girls that were in the dorm were going to fuck me first. I never thought a single one of them was serious, nor did they (so I thought) and it always drew a great laugh. To be fair, being funny with all of the neophyte drinkers in this setting wasn’t much of an achievement. With this background setting, it became quite the news that my LDR was coming to visit me, and the joke sort of morphed into one of three women “stealing” me away from my girlfriend. There were odds that were jokingly collected and the most common one-liner or joke referenced was,
“what is the house going to buy everyone when Schmorg fucks this whole thing up?” It was decided that the house got the “Schmorg goes home empty handed all around” square on the board. There seemed to be a running consensus that I was unmovable for the 4 would be partners,and that the house bet was safe, because I was simultaneously un-fuckable enough for them or my girlfriend. There was remarkably little money on me actually fucking my girlfriend while she was there. The implications of all of this… I was frankly in a panic trying to figure out how I was going to explain all of this to my girlfriend. They weren’t betting on my fucking my girlfriend, because they were planning on telling her about the bet. I have no doubt that this “bet” grew to its size in no small part due to the anxiousness I was displaying. $547 dollars (in 1998) was no joke. For three weeks, I struggled to
sleep. I was simultaneously the envy of all of the virgins in my dorm, and also the pariah that was the butt of jokes. Let’s meet the players in this game. All of them had danced with me at a party, or chatted with me, and I was friends with all of them. I’d been with my girlfriend Jill for 3 years, and we had a typical if not vanilla sex life commensurate with our lack of experience. She went to a university two states away. She was brunette with porcelain pale skin, huge Disney princess eyes, and big lips that can be bought today, but were much more rare and exceptional then. She was tall, thin, with shapely b cups, broader shoulders that nevertheless remained graceful, a long neck, and
long slender legs. The three challengers, were like different flavors of ice cream, so varied, but undoubtedly delicious. Breanne was a brunette with olive complexion, athletic toned legs and an ass that could do squats. It was not as in demand then as it is now. I remember being turned off slightly at the thickness. (I was fucking crazy, she was exceptional). Jennifer (this is a 90’s story, of course there’s a fucking Jennifer) was a black haired girl who had skin alot like Jill’s but a completely different body type. She was a voluptuous, downright curvy, with huge and perfect tits that had pierced nipples that poked through the tight tops she constantly wore. While today me would fuck her in an instant, at the time, I was very into skinny and angular builds and while she was not my type, she was undeniably sexy. Kristin was an exotic half Filipino bombshell that was fit, sexy, bubbly, and super confident.
I was downright intimidated by her. Her jet black hair and striking facial features framed green eyes that were the highlight of the show. She wore low cut jeans like everyday, and at one point, and she would occasionally rock the “whale tail” with her thongs riding up out of her jeans. Thin and petite, she was tiny but had incredibly shapely curves that connected her sharper angles. When Jill arrived, I’d been warning her about the dorm dynamic for some time. She had taken it all in stride over the phone, but when she got there, I don’t think she was ready for the instant celebrity, particularly about her sex life. The, “this is THE Jill?!” Followed by a high five, went from drawing laughs by her to groans in a little under two flights of stairs.

Awkward silence greeted us as we went down my hall way, until I entered our pod. It was a nightmare. Breanne and Jenn were sitting there with a couple of my pod mates. A giant bong was being passed around. Jill was not a smoker. Her posture grew defensive. “So are you one of them trying to fuck my
boyfriend?” Jill asked a little too bluntly. Breanne exhaled. “Only if he’s done with you.” Jill’s mouth dropped open. I turned beat red. I started to stammer… “Look…I think this might have gotten a little out of h–.” Jenn chimed in. “Schmorg is adorable when he’s embarrassed, don’t you think?” She asked Jill. Breanne’s face morphed into a welcoming smile. Jill’s attitude diffused. Jenn had a way with people. She literally shifted her body position to align with them as they set their sights on me.
“You know what?” Jill mused. “I get it now. I’d tease him too if I knew he would get this shy and unsure of himself every time I did.” Jenn and Breanne lit up, “what else can you tell us that will make him
blush?” One of them asked as Kristen entered. She had an excited look on her face as she awaited my embarrassment. “Has he told you about my mom walking in on us having sex?” It sounded like a bomb went off in a bird’s nest as Jill cracked a Zima and started waxing about my most embarrassing
greatest hits with these three. Occasionally, they would stop, glance at me, exchange knowing looks, and giggle some more. As we passed the time Jill’s comfort with the girls, and the overall size of the party, grew. Everyone was having the greatest time at my expense. There was consensus among the pod goers that I had in fact shit the bed, and the house was going to win.

Discussions started to form about what the pooled money would be spent upon. While I was relieved that Jill was settling in amongst all of my newly-made friends, I was actually disappointed that the fantasy of being in “demand” amongst these four beautiful women was in fact the joke I always knew it to be.

As things were winding down, a drunken pod-goer dropped a fresh keg cup right down the front of me. I grabbed a change of clothes, and a towel, and headed to clean up. It looked like most of the pod-goers were either passing out on couches, or drifting back to their own dorms to sleep. Jill was in a pile of passed out on one of the couches. As I waited for the shower in the stall to warm up, I laid out my things in the empty bathroom. I stepped under the water, and relaxed as I soaked. I was taking my sweet time, enjoying the hot water cascading down my back when I heard the door close. I thought nothing off it, until I heard a voice just outside of the curtain. I damn near fell over as I heard, “Pretty awkward today, huh?” It was Kristen. I tried to play it cool, but I was definitely anxious being naked behind this curtain while she talked. I tried to play it off. “I’m not sure how all of this got started,
but it could have gone a lot worse than it ended up. But we can chat more when
I’m out of the shower.” “I’m sorry,” she said. “What? Why?” I responded. “It’s just a shower.”
“No not that.” She sounded shy all of a sudden. I continued. “It was just being silly, and it’s clearly all just a joke.” “Well…” Kristin started. I started to get a little bit of sick feeling in my stomach. I
stuck my head out of the curtain.

“Kristin, what’s going on?” Her cheeks got red and she looked down, shuffling her feet. “I didn’t mean to put you in this position, it just all got out of hand.” She confessed.

“Well, of course you didn’t, we’re all just joking.” She continued to shuffle her feet and look down. Then she looked up, and her eyes were welling.

“Jenn and Bre are good friends…” she began, and started to cry. “I told them I had a crush, and they wouldn’t stop until they told me who…” My head was spinning, I was caught off guard by her tears, and implications of what Kristin was saying, and I started to step out of the shower to somehow console her (my god the good guy complex was excruciating), when I remembered where the hell I was and what I was doing, looked down and saw I was now basically naked in front of Kristin, and closing the distance rapidly for the world’s creepiest and tone-deaf hug. I awkwardly retreated to
partially behind my curtain. Kristin’s eyes were almost out of her head looking down towards my dick.

I tried to back pedal as fast as possible. “I’m really sorry, I just…you looked so upset.”

She looked up with a bit of a smile. “I like that you wanted to comfort me.”

“Of course,” I shrugged. “If I wasn’t…” I started to finish the sentence with the ritualistic phrase “with Jill” that had been flowing off my tongue for weeks now, and it sort of hit me how much I was comfortable with the idea of Jill more than the relationship I actually had with her now. And it hit
me how incredibly sweet Kristin had been to me through my entire time here, and how much I was getting lost in her green eyes, and how often I’d admired her incredible figure. In that moment, and fueled by too much Keystone Ice, the look in her eyes, and some lack of good sense of making a move while you’re naked and someone else isn’t, and your girlfriend is down the hall, I said, “never mind about if I wasn’t, I think I’m ready to start thinking about if I was…” I stared into her perfect green eyes. She stared back into mine.
*** “If you were what?” Kristin said, as she inched closer to me. I reached out, and put my right hand on her cheek, and closed the distance to her as the shower curtain fell away. My left arm went under her arms and drew her in, I was immediately aware that her clothes were getting soaked by me. The most incredible scent came off of her as leaned down to kiss her. It was electric.
Her lips were smaller than Jill’s and fit with mine so neatly as we alternated between kissing open
mouthed with just our lips, and lightly adding tongue. As the kissing grew more passionate, we seemed to know each other’s rhythm perfectly, and she drew her body even closer to mine…
And the hardware on her jeans felt like sandpaper as she rubbed up against my naked body. I looked
down and smiled. “I feel like one of us has too many clothes on.” She bit her lip and nodded. She seemed excited and scared all at once. We continued to make out, only briefly interrupted as she drew her shirt over her head. Her lacey bra had three clasps on the back of it, and I briefly panicked as I tried to “snap” it off unsuccessfully, then negotiated the clasps and lowered it off of her shoulders.
I drew my lips down her neck as her bra hit the floor, and worked my way down her body, lightly
blowing on her collarbone a bit, expecting a positive reaction, but instead forcing her away slightly as she told me it tickled. I continued undeterred, and moved a series of kisses down her chest as I moved my hands to her tits. They were small but shapely and proportionate to her petite figure. Her white
thong was sticking out of her pants, and were stunningly framed by her dark skin. I moved one of my hands down inside of the back of her pants and massaged her ass while continued to kiss all over her chest. Her nipples were normal sized, but her areolae were tiny, and contracted to goose flesh around her erect nipples, partially owing to the cold, and partially to me. Kristin moaned as I explored her body.
My one hand in her pants started to lever down her jeans, and she wiggled her gorgeous ass to help
me. She stepped out of her jeans and her shoes, leaving her in nothing but a white thong and some socks. I took a step back and looked at her and smiled. She smiled back, and I picked her up in both my arms, and puller her body close, and like some sort of awkward waltz, I spun her into the shower stall with me.
The water cascaded over us, and I turned it up as it was rather tepid. As the steam started to
rise, we continued to explore each other. Her hair turned even darker as it grew wet. Where her hands had stayed up around me neck and arms to this point, she started to move them lower. I was already partially hard, and she started to slowly stroke my dick.

“Oh fuck Kristin,” I whispered in her ear as I nibbled up her neck and on her lobe. As I grew excited, our exchange of lips, tongues, hands and bodies grew more frantic. She matched my energy. I
drew one of her legs up, way up, and laid my hand over her ass so that my fingers started to wrap around and lightly play with her pussy. Amidst the passion we had a light moment where I reached across with the arm and took off one of the soaked socks on her leg that was up. We both giggled, and I crouched to help her with the other one. When I l went down to my knees, I looked up to what is still one of the absolutely sexiest things I have ever laid eyes on.
Kristin’s white thong was now soaked, and mostly transparent. A neat landing strip of jet black
pubic hair was pressing on the wet fabric. Below that was the most gorgeous pussy I’ve ever seen, the faintest hint of labia peeking out of her slit that started right below a small mound. I was mesmerized as I worked her other sock off.
“Everything ok?” She said as it was clear I became distracted. “Oh my god, better than ok. You’re so fucking sexy.” And I had to move forward and bury my face in it. And I did. At the same time, I put her left leg over my shoulder so I was kind of under her while she stood. She gasped as I did so, and the water ran down my head and under my chin, as I laid my tongue across the white fabric, and slowly just sucked the water out of her panties right at the top of her slit. I was now rock hard as I tasted her pussy over and over again this way. It made a strange and sexy slurping sound, that was quickly drown out by Kristin’s sounds. She began to breathe heavier, she began to moan, she
repeated “Oh my god.”
I was not experienced with oral play extensively, but I was definitely now enjoying it. I pulled her panties aside, and continued. I drew long strokes of my tongue from the bottom of her hole all the way to the hood over her clit. Again and again. She told me she was going to come like that. So being the idiot I was, I started changing it up, and noticed that I was getting further away, not closer
to the goal. So I went back to the long strokes.
I asked her: “Will you tell me if you want it slower, or faster?” She didn’t answer me. She just said, “slower.” I slowed down. She started to rock her hips into me as my tongue got to her clit. She told me to go faster by bucking her hips in this way, slightly ahead of when I would get back to her clit. So I sped up a little bit, then a bit more, then more, and then she said, “Just like that.” I fucking listened this time.
Shortly, Kristin began to cum. She began to quiver, her hands first shook, then she damn near
pulled my hair out as she dug her nails into my head with both hands, and let out an incredible moan.
I was now so excited, I ripped her panties down,stood up, and turned her around; and kissed
her as she turned her head over her right shoulder. My dick was now sitting between her ass cheeks, and my hands were exploring all over her. Kristin gave me the sexiest look as she pushed her ass out a little, bit her lip, and said, “Please fuck me right now.” Who was I to not grant the lady’s wish?
I entered her slowly, and she did the same type of wiggle to get out of her jeans, as she did to push herself all the way back on my cock. I was thankful for the drinking at this point, because it felt so good I would not have lasted very long otherwise. When I tried to move though, it was a little painful for both of us. I checked in with her, and it turns out fucking under the actual stream of water isn’t always good. We moved to the side of the stall not under the water.
I slowly started to build a rhythm, she worked back against me in rhythm. We stared into each
others eyes, and time seemed to disappear. With the setting of the shower stall, there was no other position we took, as we fucked. A couple of times I turned her around to kiss and fondle her under the water, warming up again, then returning to the other side of the stall where I would bend her over
again.
The slow build up to my orgasm was incredible. We held each other under the water for way to long
after I came. I think we were both wanting to hold on to the moment.
“Well, it looks like you won the pool.” I said as we were getting dressed. The thoughts of
how mad Jill was going to be, or even what I would tell her, hadn’t even registered yet.
“I didn’t even put any money on me.” I think I’ll do better if the house wins.” She smiled
as she said it.
“Well then, maybe the house did win?” I offered.

“I suppose it did,” she said as she left me in the dorm room bathroom, beside myself at what had just happened.

Source: reddit.com/r/gonewildstories/comments/12lcgqg/the_dorm_room_bet_mf