Accidentally fucking my ex’s best friend in the bum. [MF]

Flagged as ‘first time’ because it’s my first time writing up a sex story here *and* my first time doing anal. (Why is there a flair labeled ‘Sexual’? Read the room.)

I’d just got out of a six-month relationship with a high-maintenance girl in America. Her friend Liz went to drama school in London, which meant she was the kind of camera-hot attractive that gets you into drama school.

I was out with a bunch of mates and Liz was there. We hadn’t really spent time together before, but I was always eager to try sleeping with someone I felt chemistry with, because sex is fun and a great way to get to know somebody. So we ended up having an intense heart-to-heart about her desire to move to LA and her conflicts about where she might end up next. I took her hand, palm up, and sat next to her, pointing out different lines and showing them to her in the dim pub light.

“See that long one?” I said.

“Yeah,” she whispered. Our heads were touching; I could feel her body pressing closer to mine as she waited to learn the secrets of her future.

“It’s wavy, you see?” I pointed out. “But it’s really long.”

“So what does that mean?”

I grinned. “Oh, I have no idea.”

I fucked her three times, then twice in the morning.

Hearing a girl say ‘come inside me’ is the easiest way to ensure it happens. It’s the best sentence I’ve ever heard. I can always go more times with a girl when I don’t have to worry about fumbling a condom over my half-mast dick, especially since I have a lot of girth. (That’s not true at all. But it’s not a valid story on this sub unless there’s a girth-brag.)

Nonetheless, five times in twelve hours remains my personal record, never beaten in the twelve years since this night took place. Liz was the kind of girl who a) loved sex, and b) came very easily and without much provocation, which meant that I could c) do whatever I wanted to her with my d).

She begged me to come all over her – I did the honourable thing and obliged, watching her scoop it up and lick her fingers while staring into my eyes. That was enough for me to slide right inside her again and pound her until I filled her up with even more. By the last few rounds, she would breathlessly moan the sex count every time I climaxed. *Three*, she’d gasp as she collapsed into my arms, but just the feeling of our skin together turned us both on again and before long we were all over each other yet again, breathlessly giving ourselves over to our pleasure, and then – *Four*, she’d moan.

At one point, I managed to get her off solely by breathing on her back. That’s all. I just hovered near her collarbone and shoulders, not-quite-kissing her, teasing her with the promise of more stimulation that never came. It drove her crazy until it pushed her over the edge. That’s definitely something I’ve not repeated since, or even would have believed possible until Liz, who could also come solely from me playing with her nipples.

The next morning, we were barely awake before our mouths were marking every inch of each other again, my fingers working her clit in the hope of giving her several more orgasms. Women who come easily don’t give you the same satisfaction of knowing you worked at getting her there, but all the same, it’s honest work. She straddled me, I angled my dick up and pushed my hips forward to penetrate her, and as I entered her, she moaned, but … a surprised moan. Like, it was good, but it was also not what she expected.

And then the thought crossed my mind that maybe I was fucking her in the arse.

So what are my options here? It felt great to me. She was angled in a way that I couldn’t get a visual – and besides, nobody wants to see their lover peering down, looking for their vagina to confirm whether or not they’re inside it.

Instead, in a moment of what I’m humbly going to describe at ‘inspired genius’, I figured I could just get her to tell me.

So as she rode me, I said in my most authoritative voice, “tell me what we’re doing.”

“You’re fucking me in the arse,” moaned Liz, “and it feels so good.”

And that’s the story of how I found out I was having anal sex for the first time *while* I was having it.

After Liz came again, she slid straight off me and took me into her mouth. After anal. She was so fucking dirty. She sucked my dick dry, I filled her mouth up with my cum yet again, and then I was late for work, meaning we had to put an end to our fun. I’m pretty sure I came back that night for more – I’d have been a fool not to.

Liz is still the dirtiest girl I’ve ever been with. We fucked in her car on a residential street, she blew me outside the front door of her apartment, and plenty more. She was so dirty that I’d often think of texting her that I was coming over, but then be put off by *how fucking filthy* she was. And for that I can only say I carry my shame with me every day, lamenting all the fucks we could have had.

Source: reddit.com/r/gonewildstories/comments/m1tabx/accidentally_fucking_my_exs_best_friend_in_the