I’m pretty slutty, but I’m also usually pretty vanilla. Like, I sleep with a lot of random guys, but it’s usually just normal stuff, like kissing, hand stuff, oral sex, PIV with a condom.

I matched with a guy, Daniel, on an app earlier this week. He seemed fine and I was planning on hooking up with him, which is normal for me, but in our chats he kept “joking” about doing butt stuff with me until I finally asked him how serious he was about that. He said he was very serious if I was into it. I thought about it for a day, chatted with some people on here about it, and finally decided that I was willing to try it.

Last night, I picked out a lingerie set to make sure that I felt extra sexy when Daniel came over and fasted for half the day to make sure I wouldn’t have poop ready to come out. He brought over some takeout and we watched a movie while we ate until he made his move. He got my clothes off pretty quickly and was very excited about the lingerie. I told him that I wanted to try anal, and put lube next to the bed.

He was actually really nice. He made sure to take care of my orgasm, which is not always easy, before even touching my butthole. Daniel’s dick wasn’t crazy big, but it wasn’t small either, and I was definitely nervous. I’ve had guys’ fingers in there, and a butt plug before, but never a whole cock.

He kissed me while he put lube on his fingers and slipped one inside of my ass. His face was covered in my pussy juices, which I love. I love that he went slowly and asked me over and over how I was doing. He kissed my nipples and slipped a second finger inside of my ass. I loved it. I kept stroking his cock as he moved his fingers back and forth in and out of me.

Finally he asked me if I was ready and I wasn’t really but I said I was. He guided me to lie face down on the bed, got on top of me, squirted more lube and rubbed it into my ass, then slowly slowly pushed his dick inside of me. He didn’t put on a condom and I didn’t ask him to.

I loved it. I felt full in a way that I’ve never felt before. He moved slowly, kissing my neck and stroking my hair while he was deep inside my ass. I didn’t cum, exactly, but I was in heaven the whole time.

He fucked me like that for a long time until he finally asked me if he could cum inside my ass. I told him to please cum inside me. He sped up just a little bit, then went rigid against my back and finished.

I don’t usually hook up with the same guy more than twice, but Daniel might end up being an exception. I would love to do anal again even if my guts have been feeling funny all day.