The one where I [m] finally gave in to temptation and fucked my girlfriend’s best friend/roommate [f]

For as long as I can remember, I was one ugly motherfucker. From birth, all the way to the beginning of my freshman year in college, I would send women fleeing to the hills shortly after first contact. It wasn’t that I was naturally hopeless, you see—more that I was unhygienic, socially clueless, overweight, a bit of a late bloomer, and had a set of teeth that looked like they belonged to a British boxer who had a bit too much of an affinity with tea time. All of these things weren’t too pleasant, and of course it took me some time to develop the self-awareness and maturity to recognize them, but they were things that I always saw as alterable so long as I put in the effort and energy to change them.

One day, towards the start of my time at University, I decided I had had enough of my virginal, depressing life and changed my life for the better. I hit the weights, bought clothes that fit me, scheduled monthly haircuts, got fitted with braces to fix my teeth, and began integrating myself in the American college lifestyle of parties, drugs, and social gatherings to improve my communication skills.

The change wasn’t instantaneous, but kicked off what I like to call the sexual renaissance of my life.

By the time I started my sophomore year of college, I transformed from a boy to a man. I’ve always had a healthy 6’ of height, but now I was in the best shape of my life, with a square jaw, styled head of hair, and chiseled body that Adonis would have been jealous of. My sense of fashion had bettered as well, and my friends often joked that the garbage bin full of cargo shorts I had trashed would have been more than enough to make any girl wet.

Naturally, my sense of self-confidence lagged behind my looks. It was for this reason that I immediately began a long-term relationship with the first girl who happened to have sex with me: Becca, a 2nd year bubbly redhead with a great pair of tits and an ass to match. We had some romps together that I’m sure I’ll detail someday, but this story isn’t about her.

This is about Katie, her best friend and roommate.

Katie and Becca had been best friends since they were randomly assigned to live in student housing together the previous year, and had chosen to stay together as roommates into their sophomore years. Shortly after involving myself romantically with Becca, she took me back to her place and introduced me to Katie. On the taller side for a girl (5’7), she had long, raven hair framing some of the most gorgeous pair of pale blue eyes I’ve seen to date. And dear GOD this woman had a body that wouldn’t quit—a completely flat stomach that she loved to show off, wide hips, longs legs, two breasts that were just big enough to fit comfortably in your hand, and an ass—holy shit that ass—that men probably would have started wars over in ancient times. Tight, toned, but big enough to see from your periphery, it was that same majestic ass that would ultimately be my downfall.

Immediately, Katie and I kicked it off. She was a beach bum, from near the same area of California as myself and from a high school within my district. We smoked weed together, went to parties together (Becca preferred to stay in), and hung out spitting shitty freestyles over ‘90s diss tracks whenever I was at her apartment and Becca was stuck at work or school. It was pretty clear between the both of us that our chemistry was excellent, and we were physically comfortable with each other immediately—there were a few nights where we would come home drunk and cuddle on the couch or she would fall asleep in my lap, but I always resisted labeling these things as sexual. Whether that was denial on my part or my own way of resisting potential infidelity, it only made me want her even more.

What was even worse was how Katie almost seemed aware of the tension, and did everything she could to draw it out. Wearing skin tight shorts and crop tops around the living room when I was over, sneaking in playful glances and smirks from a distance whenever we would make eye contact, joking to friends—and even Becca– about the potentially sexual nature of our relationship. It all drove me absolutely mad.

One day, everything came to a head.

I had been spending time with Becca at her apartment earlier in the day before her shift started, keeping her company until she left for work. I decided to stay and wait for her to come back after she left, a common occurrence since her shifts were irregularly short and I lived about fifteen minutes away. It wasn’t worth the gas money to leave and come back, so I often hung out watching movies on my laptop or browsing the cable channels. On this particular day, I thought I was alone in the apartment.

I wasn’t on the living room couch for more than five minutes before I heard her voice. “Hi!”

I jumped, slightly startled but not entirely surprised to see Katie walking through the kitchen. “You’re not in class?” She was hardly dressed, with a pair of jean shorts struggling to contain her ass and a crop top that was larger than I was used to but one that still exposed the fringes of her unbelievably flat stomach.

“Am I ever?” she quipped back, and I laughed a bit in response. “It’s not attendance based, so I didn’t see the point in showing up. The professor just rips his material straight from the book anyway, so I’ll just read what I missed in class.” She reached for a glass on one of the higher cupboards, her back dimples revealing themselves and her ass and legs flexing as she stretched.

I tried not to drool and formulated the most intelligent response I could. “Oh. Yeah.” I cleared my throat and tried again. “Yeah, I would probably skip all of my classes if that were the case.”

She smiled at me from distance as her brilliant blue eyes met my own and finished pouring herself a glass of water. “It’s stupid, isn’t it? I don’t get why professors are so lazy. Like, I could definitely teach a class if all I had to do was read from slideshows taken directly from a book I didn’t write.” She had made her way over to me from the kitchen by now, and seated herself directly next to me on the couch. She took a long sip from her cup, set it down, and peered over at me inquisitively. “What are you up to?”

“I was just watching T.V.,” I said, but then quickly added, “but mostly killing time until Becca is back from work.”

“Oh perfect!” she exclaimed, and she reached out and grabbed my arm, dragging us both up and off the couch. “You have time to do me a favor, then? It’ll only take a moment!” Before I even had time to respond, she had ran us both over to her room, and had me facing the inside of her bathroom.

“What am I looking at?”

“My toilet seat keeps coming loose, and I put in a work order a month ago but maintenance here is shitty and won’t come help me fix it.”

“How’d you break the toilet seat?” I asked.

She offered only a shrug and a smirk. “Probably from fucking too many dudes on it.”

“You… fuck guys on your toilet?”

She ignored me, offering only a playful laugh as she glided over to the toilet seat and bent over, tugging it side to side to demonstrate that it was essentially loosened off the rim. As she did, her shorts rode upward and the lower half of her ass cheeks exposed themselves. I felt a jolt of energy between my legs, and prayed to God my boner wasn’t noticeable through my basketball shorts. “They’re going to charge me an arm and a leg for this if I don’t fix it, I know it.” She turned to me, shortening the distance between us and displaying her best sad face. “Can you please help me fix it?”

“Of course!” I responded almost a little too quickly. “All I need is a screwdriver and a bit of time.”

“Yay, awesome!” she exclaimed, and suddenly her body was pressed against mine, arms wrapped around my form. I tensed a bit as her groin made contact with mine. Thoughts went racing through my head—surely she could feel my penis, which at this point was almost at full mast? But she had she showed no signs of alarm or concern to that point, and when she broke our hug she stared up at me with a smile.

Except this smile was one I hadn’t seen from her before. It was almost… mischievous.

“I know you aren’t busy or anything, but I don’t want you to think that I’m taking your time for granted. Is there anything I can do for you in exchange?” I swear, as she asked me I almost busted in my pants right then and there. It had to be intentional at this point! “You know, a favor for a favor between friends.”

Fuck it, I thought to myself, and it was all the encouragement I need to dive down and plant my lips against hers in a firm kiss. To my delight, the action was reciprocated with a light moan, and suddenly we were yanking and grabbing at each other’s clothes in a frenzied embrace.

As our tongues danced, her hand reached down to my crotch inside my shorts and grabbed my member, already swollen to almost its full size. She pumped her hands up and down all six inches of me several times, my own hands busy living their dream of grabbing and playing with her tight ass. It wasn’t long before she abandoned the work with her hands, plopped down to both knees, and tugged my gym shorts and boxers down to my ankles with one rough pull. All in one go, she took over half of my length into her mouth and began enthusiastically forcing my dick down her throat.

Years later, I’m not exactly proud of any of this. But at that time, standing with my pants on the floor in the middle of her bathroom, I was in fucking HEAVEN.

She gave me, to date, the best blowjob I’ve ever received. Bobbing her head as she used a spare hand to work what part of me wasn’t in her mouth, spit and saliva trickled down to the floor with every pass of her lips. Occasionally she would release me from her mouth’s tight grip, only to spend every precious moment licking and spitting on every inch of my dick she could find. The same blue eyes that I had become entranced by stared up at me as she gave me the tongue bath, never breaking contact with my own eyes as she did her best to make me explode. Eventually, she found habit in licking and sucking on my tip while she stroked the remainder of me with her one hand and massaged my balls with the other. That and the periodic slurping sounds were more than enough to send me over the edge.

“I’m coming!” I practically shouted out, but the stroking and sucking never stopped and soon I was shooting load after load of hot cum into Katie’s mouth. She accepted my seed gratefully, moaning as I finished and swallowing every last drop of juice I gave her. She stroked me a few more times after that, licking my tip for any remaining beads of cum I could muster.

“Fuck that was hot!” she said, licking her lips and shooting up to her feet. We instantly resumed our tongue dancing without another word, and it wasn’t more than a minute before I grabbed her firmly by her waist and guided her outside the bathroom to her bed. I tossed her harshly to her back on top of the mattress, and removed my shirt with a hurried tug.

“Favor for a favor, right?” I remarked with a shit-eating grin, and she tossed her head back and giggled in delight. I unbuttoned her shorts as quickly as I could, removing them along with her panties and tossing them carelessly behind me. She removed her shirt and bra as I slowly kissed my way down from her toned stomach to between her legs, and firmly buried my face in her shaved pussy.

Working my tongue as methodically as I could, I slowly licked my girlfriend’s best friend into ecstasy. Every stroke of my tongue upwards or sideways sent her entire body shuddering, and it wasn’t five minutes before she was tearing at my hair, moaning wildly, and pinching the nipples on her perky tits, desperate for me to ravage her with my tongue fucking. After covering my face in her juices, I asked her to 69 me, and soon I was up close and personal with that majestic ass of hers as she resumed playing with my dick in her mouth. The familiar slurping sound from before returned to my ears as she gratefully accepted my dick for a second time—only this time I could feel her nose bury itself in my pubic hairs when she deepthroated every inch of me. Katie always was a talented multitasker, and between her humping my face and once again giving me a blowjob worth paying for, I felt my dick spark to life in preparation for depositing a second load.

I licked her pussy one last time, giving her ass a firm slap with my hand to signal her attention. “Let’s fuck.”

She turned back from my dick to look at me, and brought a finger to her lips as if to think. “Hmm. Yeah, sounds good to me.” Without another word, she rolled off of me onto her back, spread her legs wide, and looked up at me expectantly.

I didn’t give myself time to think, crashing on top her and once again joining our tongues. I used a spare hand to slowly insert myself into her, inching every piece of my manhood into her soft, warm hole. She was extremely tight, but so wet that it took only four or five pumps to get myself entirely inside of her. She tossed her head back and let off a sexy moan, and within seconds I had developed enough of a rhythm to start fucking her fast and hard.

“Oh fuck, fuck, fuck, fuck!” was the only English Katie could muster as I worked my penis in and out of her pussy like a piston. Between the guilty pleasure and taboo of it all, I had never wanted to fuck anyone so badly before, and it showed in my pure frenzied desire. I was removing myself from her to the tip, only to crash back into her pussy with as much force as my hips could gather. My speed picked up the longer I fucked her, and soon I found myself grabbing her tiny waist and holding her in place as I rammed my dick into her. Her perky tits followed me up and down, tossing about with the force of me railing in and out of her. She was screaming loudly enough to wake up the whole block, and the sound of her voice shouting my name only made me hornier as our hip bones clapped together with each thrust.

After awhile of relieving my aggression, she suggested between breaths that she ride me in reverse. Not one to pass up the offer, I flipped to my back and watched as she lowered her perfect ass onto me, and stuffed my dick back inside her. She planted her hands on the inside of my legs, leaned forward away from me, and slowly worked my dick up and down with her pussy. It didn’t take her long to work up a similar rhythm than the one we had before, and soon she was frenetically slamming up and down on my pole, my hands firmly on her hips to assist her. Each time she would work her way down, she would let out a satisfied moan and her ass would quake with contact against my pelvis. The periodic sound of skin on skin filled the room as she bounced her ass on me, and I couldn’t help but slap and grab her marvelous cheeks every few seconds. I was living the dream, and didn’t know when I’d get to be in this position again, so you damn well know I was making the best of it.

After sliding her slick warmth on my dick for what felt like hours, I lifted her off of me via my grip on her hips and forcefully pushed her front-first into the mattress. “Want to get fucked again?” I offered casually.

She turned her head back to me as I was positioning myself on top, behind her ass and near her slit. “Please?” She replicated her sad face from before, and it was all I needed to dip my dick back into her pussy.

She was laying flat now, ass slightly pushed up into the air as I forced all of my weight in and out of her. It was the loudest position we had assumed in our fuck-a-thon, and soon the bed began creaking with the weight of our fucking, only interrupted by the periodic slapping of my pubic area onto her ass. I was in a full animalistic frenzy at this point, my hands firmly gripping her waist as I devoted my full attention to pounding her from behind. Each thrust sent ripples through her taught ass, and my pace was beginning to produce noise from her pussy as my now-slick dick worked her drenched box like a slip-n-slide^tm on a hot Saturday. We were both sweating at this point, and the smooth feeling of my groin gliding against her ass with each pass as I slammed into her began to drive me beyond the point of no return. She almost sensed this, and began pushing back at me with her ass as I fucked her.

I knew the end was coming soon, and decided to give her proper warning as I continued to hump and worship her from behind. “I’m gonna cum!” I bellowed, and picked up my pace even further to ensure I was speaking the truth–there’s nothing more embarrassing than a false alarm.

She replied with an agonizing moan and tossed her head directly backwards. “Fuck yes, please come on me!”

Needing no further invitation, I thrust myself as deep as I could go three or four more times and then removed my dick with haste, shooting my second load of the day all over Katie’s ass and back. Completely spent and exhausted, I collapsed next to her on the bed.

After we finished, I kind of expected things to be awkward but to my pleasant surprise Katie was actually really cool about everything. It turns out she had felt the tension between us as instantaneously as I did, and we both felt bad about the situation but admitted it had been a long time coming.

We ended up showering and cleaning off together, and eventually I bent her over and pounded her out one last time as the water fell down on us. I couldn’t get myself to come a third time, so we eventually stopped, but I was glad to get a last look at her ass. We dried off and a few hours later Becca returned home none the wiser.

The guilt of what happened eventually got to me, and a month later I confessed to Becca that I had cheated on her. She dumped me, rightfully. It was best for the both of us, and I realized after the fact that I should have ended the relationship long before it reached the point of cheating. I never told her it was Katie I cheated with—there was no need to break her heart twice in one day. I learned my lesson and never dated or promised myself to another girl for the rest of college.

Katie and I stayed relatively close even after I broke up with Becca. We couldn’t chill at her apartment anymore, but we still found time to hang out. We hooked up a few more times throughout college, but nothing quite matched that first time. She’s a cool girl, and we still keep in contact to this day.

And yes, her ass is still fat.

Source: reddit.com/r/gonewildstories/comments/3gqybw/the_one_where_i_m_finally_gave_in_to_temptation