When [M]y Desperate [F]riend Let Me Fuck Her

I looked over at Kelly’s phone and saw her message to Sam, “Want to fuck?” We were sitting on the couch, a little high, at my parents’ house in the middle of summer while they were away on a trip. I had an apartment of my own but was looking after my parents’ place, which wasn’t a bad gig in its own right considering they had a trio of cute cats, a pool table, and a hot tub. I was comfortably in the friend zone with Kelly, had been since I met her when I was fourteen, but that didn’t stop us from joking around about sex like the couple of perverted stoners that we were. Every now and then I’d be like, “Kelly, want to fuck?” and she would either say no or jokingly go along with it, queue the dirtiest or most insulting jokes we could come up with, but we never made a move on one another.

Kelly was short, with a nice bubble butt that was more than a little hypnotizing when she walked around in her underwear or a bikini, but her tits were small (though no less pleasant to look at naked). She usually wore her hair in a ponytail and had more ear piercings than I could count, with a stud on the corner of her mouth.

We’d both been drunk in each other’s company hundreds of times, and we’d always taken care of one another platonically (though Kelly did like to bring up the time I had a boner while she was turning me on my side after a particularly legendary bender). The bottom line was, we acknowledged the sexual tension between us and never let it turn into anything. I fucked her friends, she fucked mine, we saw each other naked all the time and while I of course jacked off to those mental images constantly because I’m a pervert dictating erotic stories for people like you, dear reader, I was able to have enough respect for her. Until I saw that text message.

“Sam? Yuck, dude, that’s how you get aids,” I joked (this is unfortunately how kids our age joked around back then).

“His sister has herpes,” Kelly grumbled. In a cloud of slowly dissipating pot smoke, we were sitting next to each other on the couch in my parents’ living room, a cat on either side of us and (normal) brownies in the oven. We were both in our bathing suits, looking forward to dining on brownies and sipping champagne in the hot tub. At this point I’d seen her ass so much that we might as well have been in a relationship; it would have taken her being arched in a particularly sexual position for me to even raise an eyebrow (and pop a boner).

“So let me get this straight, after we hang out, you’re going to drive all the way to [town redacted, but it’s twenty minutes out of her way] and fuck Sam? Why not fuck me? Hell, bend over, we’ve got like nine minutes until the brownies are done.”

“I’ll fuck you for a million dollars,” she told me.

“But I’m making brownies!”

“You’re like a brother to me,” she said.

“Yeah, except if I fuck you it’s not weird.”

“It’d still be pretty weird.”

“What’s weird if we both cum? I’m a friend with a pretty great dildo attached. I’m a two for one special, you can use me up for brotherly love and ride the dick of somebody that actually showers. You’ve seen me butt naked with soap all over, that’s a fact, and you’ll get to fuck somebody like me that won’t make you feel like shit.”

“I would still feel like a slut, and I have other fuck buddies, but Sam’s reliable.”

“That’s because he’s a loser that plays Warcraft and waits around for some hot piece of ass to hit him up for blowjobs.”

“I only blow people I’m dating, and every time I see your little dick, I’d have to remember it being inside of me.”

“First of all, call up any of your friends, Kelsey, Lauren, even fucking Alex, she definitely came, they all came and the only reason I don’t fuck any of them anymore is because of my toxic personality.” Kelly burst out laughing, and that laughter of hers is what keeps me from ever being so outspoken with other platonic friendships I have. It’s important to know you’re not going to be considered a creep, right? Or at the very least, an honorable and respectful creep.

“Kelsey doesn’t count, you were only the second guy she ever fucked.”

“Yeah, but she called me an absolute animal, right?” I pointed a finger at her. “The good kind of animal,” I added, and Kelly rolled her eyes at me.

“I rest my case,” I said. And that was how we always joked around. We’d had that same conversation so many damn times, it was like a well-rehearsed routine. We even quoted some of the shit (excuses) we’d come up with years earlier. On late, dull nights (especially when we had very little beer money) our group of friends would sometimes tell us do our little debates in front of them just because they were bored.

We talked about random things after that, the TV show Lost was just blowing up at the time, but then after a moment of silence, Kelly said, “You’d probably fall in love with me.”

“That’s more offensive than saying I have a tiny penis. Love? You? Who could love you,” I waved at her and she kicked out at me.

*SEX STARTS HERE*

“That’s it, bend over,” I pointed at her and twirled my finger. To my surprise, she got on all fours, arched her ass toward me and bent over the couch. She was wearing normal bikini bottoms, nothing slutty like a thong or anything, but her bottom clung to her ass all the same; bent over as she was, there was almost nothing left to the imagination except for her pussy and asshole.

I growled out a moan of acknowledgement, and I honestly was shut up. It was the perfect power move. I had literally always been all talk. “Now pull those down,” I said, and I remember specifically fumbling my words around, not specifying at all what I meant. With one hand steadying herself while leaning forward, she reached back without turning her head and thumbed her bikini bottoms down to the thickest part of her thighs.

I’d seen her pussy and her ass before but bent over, fully exposed and hairless as she was while on all fours, was too much. My average cock grew so hard that it nearly pulled my bathing suit off me. I moved closer to her, aware how this was likely some next level cruelness on Kelly’s part.

I pulled my shorts off and Kelly finally looked over at me. “Oh boy,” she said, and then turned away, she wiggled her ass ever so slightly at me, her bubbly cheeks rippling. That was my invitation. I stepped out of my shorts but hesitated, unsure of what to do, now less than three feet away from her.

“Don’t cum in me,” she said, further clarifying to my budding excitement that this wasn’t a joke, and I wonder, if I had made any sort of joke at all or asked her if she was sure, if she would have pulled her bikini bottom back on. Instead I positioned myself behind her, squeezing an ass cheek with one hand.

I’d slapped her ass before and even grabbed it, she’d jokingly let me feel her up in the hot tub just to make things awkward for one of our friend’s girlfriends who had just met the two of us for the first time, but this was different. The warmth, watching her bare-naked flesh rippled from my touch. It was finally beginning to dawn on me that I was about to fuck her, that my cock was moments away from exploring my friend Kelly’s hot little pussy.

I moved my other hand to her slit, and she was already more than a little wet as I slid my fingers up and down and she shivered, letting out a short little moan. Call it selfish in retrospect, but I needed to be inside her before she changed her mind. My cock felt bigger than normal, impossibly harder, as if the years of buildup and mild interest in Kelly were all coming together to give me the hardest boner I’d ever had. I rubbed the head of my cock against her slit, her warmth enveloping me as I slid myself into her, slowly driving every bit of myself into her until I was buried to the hilt.

Kelly let out a long moan and I drew out, pounding back into her with a little force, slipping into a quick rhythm as I began fucking her, watching my cock disappear in and out of her pussy, loving the way her lips gripped me and the way her entire ass tremored. Fuck, this wasn’t just some random girl, I needed to impress her, if only for my dignity. I grabbed Kelly’s hips and started jack hammering her a she yelped, firing my cock in and out of her, savoring the velvet touch of her pussy triggering every nerve in my cock, my balls slapping against her hard enough that they began to tickle and synchronize with the bliss of her wet warmth.

“Oh yeah,” Kelly said and her sassy demeanor was gone, she didn’t care. Bent over as she was I was just a dispensable cock to her, a means of her getting off and making herself feel hot over. I caught myself just before I said something sappy like, “I’ve been wanting to fuck you so hard for so long.” I did potentially embarrass myself by saying, “Do you like that, slut?” as I continued fucking her as hard as I could. Later, she would quote that back to me and laugh, but she has never yet admitted, even now years later, whether or not that turned her on or off while I was balls deep in her little cunt.

I reached up and steadied myself by grabbing onto Kelly’s shoulder, driving myself straight into her, sinking in as deep as possible without slowing my pace. I know, she had a ponytail, and I even knew she liked having her hair pulled, but in that moment it just didn’t occur to me to pull it (sorry).

“Fuck,” Kelly gasped, and without giving any other indication, I felt the strange, almost unfamiliar sensation of her pussy clamping down on my cock as she came. Despite my wanting to impress her, I was almost without thought at that point. My cock was burning with pleasure, cum surging up from my loins. My cock felt bloated and ready to burst and it was lucky she managed to come when she did because all of a sudden I was past the point of no return like some kind of amateur.

I pulled out and didn’t even have to jack off as cum pumped out of my dick, splattering all over her ass and back (including the back of her still tied bikini strap), my cock throbbing over and over as jizz continued bursting out of me, coating the entirety of both her ass cheeks and landing up onto the back of the couch.

“Did you get any in my hair?” Kelly said, reaching behind her to touch her hair, her hand brushing against a glob of cum as she felt along her back.

“Since when can’t you get your hair wet?” I asked, collapsing against the couch, still in shock, suddenly exhausted.

“I can get my hair wet I just don’t want cum in it!”

“It’s not like bubble gum,” I said before reassuring her that she was good.

“Ugh, god damn it,” she stood in front of me as I admired her pussy and legs from the front as she shook her hands in disgust. With cum still coating her entire backside, she leaned over the coffee table and picked up a tissue, wiping up some of the cum off the couch (probably because she loved my parents and didn’t want to be embarrassed).

“I’ve got it,” I offered as she ran to the bathroom to clean up. It suddenly occurred to me that the oven was beeping, and had been beeping, for a while now. Somehow we’d fucked for longer than ten minutes, even though it felt way shorter. I’d been that lost sinking in and out of her, but then again, my still being stoned probably played a role in that.

Kelly and I joked on and off about what we did for the rest of the night. For whatever reason, we never really told our group of friends, though through our kidding around they found out anyway. One night, many months later, one of my friends, who was getting ready to leave for the night, told Kelly to shut up and go blow me already (it sounded much more like a friendly insult in person). Right there in front of three of our closest friends she dropped to her knees, ripped my pajama pants down and popped her mouth onto my suddenly semi-hard cock. It was super quick, and she laughed as she took it out of her mouth after less than a few seconds, my dick growing partially hard but I was way to conscious of everyone around us. Somehow our group of friends still hang out with us to this, and while Kelly and I had more sexual encounters after that, we eventually grew out of that phase and found steady relationships.

Source: reddit.com/r/gonewildstories/comments/cb890z/when_my_desperate_friend_let_me_fuck_her