Hi all,
When I was 18, my mates and I used to visit the sweatiest club in our city and to enjoy the indie tunes of the artic monkeys and other similar northern bands. The music was great but the main reason for going was the girls. They were always pretty easy going and enjoyed exploring their youth, a place of dreams for myself. I’ve had plenty of experiences there but this story is about something that truly shocked my naive eighteen year old self, a girl begging me for anal.
Jess was the year above me in school and someone I never really spoke to, but rather knew of. She was cute with a round face, long dark black hair and radiant smile, she had a round pert ass, with maybe C cups and a runners physique. Anyway, one night we happened to bump into each other on the dancefloor, our sweaty bodies pressed up against each other to “I bet that you look good on the dancefloor”, a monkeys classic. She was wearing those fake leather leggings which were big at the time and a black lacy top. I whispered some sweat nothings in her ear about how good she looked and of she wanted a drink after a couple more songs of groping her tight body and ass in the middle of hundreds of tightly packed bodies She agrees and we head off to get a quick vodka and coke but the music is so loud the only place we can talk is the smoking area. We position ourselves in a corner as we begin to flirt, her eyes drifting down my body as she was waaay more confident than any girl I’d been with to this point. She reaches down and begins to fondle my now growing cock above my jeans as I pull her in tightly for a kiss. Her tongue dances around mine, as we get to know each other, “Maybe, we should take this somewhere more private I suggest” lips parting for the briefest of moments. She just nods and bites her lip, I quickly hail a taxi and spend the full time feeling her toned legs and ass as the driver makes himself scarce as we make our way back to my apartment.
On entering (dear reader, please believe me when I say this) she was completely insatiable, she pushed me against the wall as the door shut, her hands running over my abs as she pulled up my shirt. As I reach up to get it over my head she’s already working her way down my body. She let out a little moan, which was soo fucking hot and made me feel like a pornstar as she unfastened my jeans and brought my 6″ throbbing cock into her sight. I ran my fingers through her hair, not so much guiding her but encouraging as she got to work kissing and licking my member. She held eye contact as she asked if I was enjoying the teasing, her spare hand already inside her own pants rubbing her clit. “Oh god yes” was all I could spit out, as she finally took my cock enthusiastically in her mouth. Eventually, as her head bobs up and down spit starting to run down her cheek, I ask her to get on the edge of the bed.
She gets up, kissing me our saliva intermingling as I pull down her top to expose her pert, pink nipples. Sucking on one I finally free her of those tight fake leather pants, exposing a soft shaved mound, already wet from her solo work. My fingers work their way inside her, briefly before she insists that I fuck her.
Lying on the edge of the bed whilst I stand, I run my cock against her tight lips before thrusting it inside her. She grabs my neck pulling me in tight to her as I begin to find a tempo. “Oh fuck me harder” she begs as we both go at it, my balls literally slapping against her skin. I pull out and begin licking and gently sucking on her clit as she watches me tease her. “Hmm, Have you done anal before?” She lets out, I shake my head “please will you try? I’ve kind of got a thing for it” I look up at her a little in shock, whenever I’d tried with other girls they were never interested and now I have one asking me for it. “Yeah, I want to try but tell me if it hurts ok” as I crawl round the side of the bed to find my small bottle of lube.
As I return to her legs, I place a squirt of lube on my fingers and gently massage her asshole, as I still lick her pussy. My fingers begin to slide in as I feel her relax. “please fuck me, I need more than this” she begs, so I stand up, lifting her legs higher until my cock lines up perfectly as I press it in. Once the tip had slipped in her ass hungrily made the rest of my cock vanish inside her as I started really slow. Her hands on my back guided the speed until we were nearly going as hrs as we was earlier. After a few minutes the taboo nature and tightness of her as became too much and I told her as I was ready to cum, which she just said “cum in me, please” with that I filled her and finally had my first anal experience! We carried on for round two and three that night and had a few other meet ups in the weeks after but it fizzled out eventually.
Thanks for reading, that got long!
Source: reddit.com/r/gonewildstories/comments/v0x65b/mf_a_one_night_stand_begged_for_anal_on_my_first