The one nightstand that ended in anal [FM]

This is my first time posting any sex story I have had, so hopefully it goes well. For anonymity purposes I will use fake names to tell my story. Please do not try to find or ask for personal information. If you want to know what I look like check my page.

**If you are here for the juicy stuff skip this first part, which is all background story.**

Normally on Fridays I go out with my friends to bars and clubs. Weekdays can be very busy for me, so I use the weekends as a good way of blowing some steam, which normally means drinking and dancing. Anyways, on this specific Friday, a guy friend of mine was having a pre game at his apartment. He is a big player, so he normally has a lot of single ladies in his pregames along with his single friends. I normally mind my own business during the pre games and enjoy the free alcohol.

Before even getting to the pregame, my friend and I got super drunk. So we had no trouble making new friends when we arrived at the pregame. That night I was wearing [this](https://imgur.com/a/R7iakaI) . Not gonna lie I looked good haha don’t you think? Anyways, after some time at the pre game, my other guy friend arrived with two out of town friends. I knew one of them, let’s call him Harry, from previous times he was visiting. We had each other on social media, but never engaged. He recognized me right away and we started talking. We moved away from the drinking games and loud people so we could hear each other better. Behind us was one of the apt bedrooms, the door was open and the lights were off. We started flirting and the alcohol in me gave me the courage to make the first move. I grabbed his hand and pulled him into the empty room behind us. He quickly realized what was going own and went straight for a kiss. At first we just touch lips, we both backed way from each other and laughed. After a couple seconds of silence and intense eye contact we proceeded to make out. For the rest of the pre game, between drinks and chats, we would go back to the empty room and make out. He feel me up a couple times and I made sure to do the same. His bulge kept growing. During one of our chats, he asked me my kinks and he told me his. We were both on the same page that we liked it rough and that he was a dom and I was a sub.

Eventually we made our way to a bar, once we got there it was extremely packed and not fun at all. We decided to step outside for a smoke (marijuana not cigarettes) and see how we felt them about coming back into the bar. My friends joined us to smoke the joint, but left after they were satisfied, leaving Harry and l alone. We then decided we just wanted to fuck haha so we walked to my apt. He held my hand and asked about my childhood (which I thought it was weird but whatever). Once we got to my apt, we have some small talk with my roommate and then went into my room.

**THE JUICY STUFF**

The second the door closed behind me I felt his hands touching my body. He was trying to get my pants off. Between kisses we both got completely undressed. Once I took the bodysuit off I was completely naked. He touched the base of my tits and complimented how beautiful they are. While I was too concentrated starting at his beautiful figure. He has large shoulders and amazing abs. His skin was so soft and his green eyes shined in the darkness. His lips were small, but soft. He was probably 6’0 and had a 7’ dick. His dick was very pretty though, he was cut and so soft, his veins were popping out. By the time he got naked he was already hard.

We fell back into my bed and started discovering each other’s body. After some titty play, I sat back on my bed and made my way to his dick while touching his abs. He was the perfect size for me to go to town haha. I made my way to the base of his dick and back many times. I could hear him grunting and it got me even more excited. I tried making eye contact but his eyes were closed. He then signaled me to come up and we switched positions. He started eating me out when he asked if he could play with my asshole too.

“Should I put my butt plug on?” I asked him and bit my lips as if I had just said the most naughty thing ever. He nodded and I grabbed my butt plug, which was a small one with a jewel on the end. He asked if he could put it in me and was very gentle when he did it. We left the lube on the bed for easy access in case we needed more. Spoiled alert, we did.

After that we started having some rough sex, changed positions quite often. He gave me a small orgasm after a good round of pounding in doggy style and while grabbing my hair and slapping my ass. The whole time he was fucking me I was thinking about anal. It was something that at the time I was just getting into but it turned me on profusely.

“Should we have anal?” I asked him in between positions and his eyes widened. I don’t think he was expecting me to ask that.

He said yes, of course, and I prompt myself in doggy position. He slowly took the butt plug of and grabbed more lube. He used two fingers to put more lube in me and then proceeded to put some on his dick. Important disclosure, that was my first time getting fucked in the ass, but he didn’t know that. He put the tip of his dick inside and the pain was enormous. Even though just the thought of anal was turning me on, the pain was too much to handle so I pushed him back. He apologized in case he was too rough and told me we didn’t have to do it.

We decided to clean ourselves after all the activities so we made out way to the bathroom. While the water got warm for a quick shower, we were just making out in the bathroom. We both started to get really horny again, and before I realized what I was doing I was leaning forward on the sink with my ass up and ready for round two. I told him to stuff his dick in my ass and he did not hesitate. At first he was gentle, but halfway through it he just stuck it in me. He started moving in and out, and picking up the pace. He slapped my ass a couple more times. I was loving everything I was feeling, from the pain to the pleasure. I had some contractions but sadly didn’t have any mind blowing orgasm. After that he told me he was going to cum, so I told him to just do in my back. He was so creamy, I regret not getting a facial, but at the time I was kinda distracted.

We took a cold shower, sadly, the water never hit up, and then made our way to my room where we cuddled during the night. In the morning we fucked again before he had to leave, but no anal. I did orgasm that time.

We haven’t talked at all since this happened, but I see that he watches my stories and liked my pictures. We did talked about maybe next time he is in town we could do it again, but who knows what will happen.

That’s all I got, thank you for reading all the way. All this made me realize is how much lockdown has got me horny and reminiscing. I have other good stories I could share if you guys want!

Source: reddit.com/r/gonewildstories/comments/g8ng8i/the_one_nightstand_that_ended_in_anal_fm