My [M19] first time doing [anal] [MF]

Okay so I’m pretty average, 5’6″ curly brown hair and average length dick. I was 18 at the time and the girl I was with, let’s call her C, was 19. C was a bit shorter than me, really nice body with a small belly and really curvy with nice 34DD breasts. C was was from Pakistan and had a nice dark skin tone with long pink hair.

Enough of appearance. C wasn’t exactly a girlfriend, we went on a handful of dates and fucked a lot, that’s basically it (university). It should be worth pointing out that I lost my virginity to C and it was because of this she asked offered me her anal virginity. We’d already introduced butt stuff, she liked her ass ate and loved a finger during sex so we had no qualms.

It comes to the night, a few nights after she asked me if I want to do it. I come to her place and she’s recently out of the shower and there’s no chit-chat. I push her straight into the bed and we make out for a bit until I eat her pussy out. “Fuck me before we do it” she says. So we fuck for a bit, from behind. I start exploring her butthole with my thumb and I start to eat her booty out. C loved having her ass ate, it wss one of her favourite acts in the bedroom and it made her act crazy. I had my hands in her cheeks, spreading them apart lapping her asshole and rubbing her clit and labia. After quite a long time of this, mixing up technique, I insert my tongue into her asshole and she moans “im ready”

She turns onto her back, missionary, and I widen her legs and lift her up and put a pillow under her lower back. Her vagina is wet and her butthole puckers up. I grab the bottle of lube i’d bought and apply a generous amount to my vagina soaked dick and more on two of my fingers which I insert into her. I hold them there for about a minute and let her adjust to the girth ot my fingers. I rest my lubed up dick against the hole and wait for it to pucker and pucker only applying a little force. Expecting the head the go in slowly, the head just pops in and her eyes widen open and she gasps “FUCK”. I held still asking her if she’s okay and she takes it like a trooper. “I wanna do this” she says. I let her hole adjust more whilst slightly applying more lube and force. Unlike last time the length of my dick slowly goes into her ass and I can tell theres some pain but she kept reassuring it was okay. Before she knew it I was all the way in and im in ecstasy, id often fantasized about anal before this so it was super horny for me and I could only feel myself getting harder inside her. She asks me to hold still for a moment before she tells me its starting to feel good. I continue to move a reasonably slow pace but she asks me to speed up.

Naturally, I speed up. She puts her legs above my shoulders as she continues to take me in her ass (& her roommates knew exactly what was going on- sorry roommates). So im railing her ass and she lets out an immense moan, the same moan as when she cums. So me, pretty fucking surprised, just ask “for you just-?” before she interupts me saying breathlessly “that was fucking good”. She asks me to lay down and she climbs on top of me. I put my cock back in her ass and she rides me and buries my face in her tits. After riding me really intensely, she slows down for a sec and then does 3 or 4 long heavy strokes onto my dick and I cum, balls deep in her ass, and ive never moaned the way I did then. A really earthy, whole-body moan as i feel myself let loose inside her ass. She climbs off me and lays next to me as we both just pant catching for breath.
We both discovered something about ourselves and made anal a regular part of our intercourse.

FYI this was my first time writing anything like this, i’ll see how this goes before I decide whether or not to do more

Source: reddit.com/r/gonewildstories/comments/hd6hm1/my_m19_first_time_doing_anal_mf