[FM] First anal, also first time cheating.

It happened some time ago, and me and my then boyfriend never had sex properly, only blowjobs, and most of them on the mall’s restroom. He never advanced, and I was eager for more. I’ll not try to justify my cheating here, but, that was the way I found to release some tension.

So, one afternoon, my sister left to some friend’s place, and I was home alone. The guy from the party would go there too, and I wanted him, but not in front of everyone there. So I texted him. I was nervous, but half an hour later he arrived.

I pulled him inside as soon as I opened the door, and jumped on him. I led him to the sofa, and started humping him while kissing, feeling his cock getting harder and harder. We started taking off our clothes, and soon after I was humping him in my panties only, feeling his thick meat between my pussy lips. I started doing my best: teasing the fuck out of him. “Do you want to fuck me? Do you want to cum in my mouth? Naughty boy…”

It’s good to be a dom sometimes, but the roles reversed not long after this.

He made me sit on the sofa, and placed his cock on my face. He liked a lot to rub his cock all over me, and soon after he put it in my mouth. I have learned how to suck properly by then, and started pretty slow, and, a bit at a time, went faster. But before he got to cum, I stopped. He complained, but stopped when I grabbed a condom. I always wanted to put a condom using my mouth, and I managed it quite well. Then, I had a thought. I was still a virgin. And I didn’t want to lose it to him. But I wanted sex. So… my butthole it is. After that, I did a brief explanation that I wanted to keep my pussy, as of now, but he could have my ass. He was actually more thrilled, so… win-win?

I stood up, and leaned against the wall, and spreaded my ass to him. He started kissing my neck, and then I felt a strange pressure on my ass. And my butthole. He started going in slowly, and it hurt, a lot, but it was also really, REALLY good. I asked him to go slow, and so he did. He started fucking slowly, grabbing my waist, and taking his time. He was clearly enjoying it. I was moaning, and he started biting my neck softly. Then he started speeding. I wanted to see how it was, but boy, it did hurt. His cock was thick, so it filled my ass to the brim. I suggested we went doggystyle, and he placed me on the sofa, without taking his dick out. He started playing with my clit while fucking my ass, and I orgasmed, screaming. This took him over the edge, and he started fucking me really hard. After maybe 10 or 20 seconds of this, he went as deep as he could, grabbed my waist with one hand, my hair with the other, ans I felt his cock pulsating. He was cumming deep inside my ass. It was amazing, but left me sore as fuck. After getting dressed, he went to the party. My sister told me he was in a pretty good mood that day. Probably told everyone about that. At least I hoped. It made me horny.

But also guilty.

I mean, I cheated on my boyfriend. So I decided to do anal with him also. It was on his place, a few days later, he was alone. I already blew him once that afternon, and when he got ready for round two, I picked a condom from my purse. “You’re gonna make the most out of my ass today”. His smile went from one ear to another. I went on all fours on his bed, and he went behind me. He was putting it slowly inside, and his thinner dick made that a lot easier. So I decided to skip the part where I asked him to go slow, and started doing the moves myself. He got the message, and started to fuck me faster. It didn’t last long, it was his first time doing anything like that, but it was way more enjoyable than my first. We would do anal a lot, but we never returned to it after we had sex properly. I never did ass to mouth stuff, but pussy to mouth became a favorite to us both.

Source: reddit.com/r/gonewildstories/comments/6ukdgg/fm_first_anal_also_first_time_cheating