[M]y [f]irst Time Doing Anal

She was almost a cliche of a certain type of Brooklyn hipster girl. Korean, full back piece tattoo, tiny, probably 5″2′ 110 pounds, with small pierced breasts and an ass that you could almost hold in one hand.

We’d been “dating” for about two weeks. But by dating I mean fucking a lot and occasionally sitting on my couch eating take out. I’d dated a fair number of girls by then, with a fair variety of sex drives, but she, she was out of control. I’m not sure if she was insatiable, or if I was and she was just eager to please. But either way, she’d often come over and we’d have plans to go to a movie, but before we knew it, she’d be on her knees with my dick in her mouth and the night would be spent in bed.

This time, it was some random night, and we’d fucked half a dozen times in the last three days, including once already that night (unlike all you redditors, I don’t have a huge dick. I can, however, go multiple times in a night). I was out of condoms, but she was sucking my dick, and I was hard as a rock, and I said, “I want to fuck you again, but I’m out of condoms”

“You can fuck me in the ass”, she said.

Now, reddit, I was not a young pup when this happened. I’d been with dozens of women, and I’d had a finger or two in an ass before, but I’d never actually fucked anyone in the ass until now…

“I don’t have any lube”, I said

“We can use olive oil” she said

And it was on. I got some olive oil out and handed it to her. She poured some over my dick, and over her hands, and started stroking me.

“Have you ever fucked a girl in the ass” she said

“No” I responded

“It feels so good,” she said, looking me in the eyes while she stroked my cock. “You feel so full. I can’t wait to have your cock in my ass”. She was stroking me, then taking my oil covered dick her her mouth, then stroking me again. I was about ready to pop and I wasn’t even inside her.

“I have to get my ass ready for you” she said, and, while she was stroking me she stuck her lubed fingers in her ass.
“It’s going to be so tight but I want you, I want your cock in my ass”

Eventually, she got on top of me, and lowered herself on my cock. I was rock hard, and eager. I could tell it was a little bit painful for her, she grimaced as she lowered herself onto me, but she kept sliding down taking me deeper and deeper. Her ass was so tight when we started, but as I entered her, I could feel her open up around me. Her ass felt like it was going to choke my cock, but eventually she gave herself to me, and I was root deep in the ass of this tiny asian girl I barely knew, her tiny tits in my face, her expression one of longing and pain.

Then she was riding me, up and down, opening ever so slightly to take me. It took everything I had not to come in the first minute.

We hit a rhythm, and she said “I want you to fuck me”, pull me out of her and got on her hands and knees. She reached back and spread her ass for me. I came up behind her, and looked at her back piece tattoo, her shaved cunt, her spread ass, and her head buried in my sheets and I shoved my cock in and started really fucking her. She was grunting, “fuck my ass, baby, fuck it” and I was giving it all I had. I lasted as long as I could and warned her I was about to cum.

“Cum in my ass baby, cum in me” she said, and I did.

Eventually I pulled out of her ass, and lay on my back. In hindsight, and with lots of anal play behind me now, I think she was planning this all along. She immediately said “Let me clean you baby”. She went into the bathroom, did what she had to do, got a towel, and cleaned me deeply, caressing my still sensitive cock and giving it the kind of loving care it has rarely had.

We feel asleep. I woke up in the morning to her mouth around my cock and another round.

We dated for about another month, and had more mind blowing sex, but eventually I dumped her. Crazy girls give the best head, but they’re also crazy.

Source: reddit.com/r/gonewildstories/comments/9t5adz/my_first_time_doing_anal

7 comments on “[M]y [f]irst Time Doing Anal

  1. You don’t have a huge dick but can go multiple times a night. Still have a talent. Better than most of us!

    Great story!

  2. Ha, I have used Olive oil for anal sex before. Worked great and now I think about my ass getting fucked whenever I smell Olive oil. Lol.

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