When I was 13 my parents and my 16 y/o brother and I were on the way back home from a vacation. It was really late and we had been driving all day. my brother and I were definitely falling asleep in the back seat and eventually my dad pulled into some motel cause he couldnt drive anymore. they only had one room for us so my brother and I had to share a double bed. we werent happy about it but we were too tired to bitch too much. everyone was exhausted and we all fell asleep immediately.

I woke up in the middle of the night and after a minute I realized my older brother was laying right up against me and had his arm over me. I thought I felt something strange and after waking up a little bit I felt him moving around. He was definitely asleep because he was snoring but he was also definitely moving his hips around. I felt something stiff pushing up against my ass and I eventually realized it was his dick. I was only 13, I had given a few handjobs and let a guy finger me but that was it.

I didn't know what to do. Everyone was asleep and my brother was unconciously pushing his boner up against my ass. I tried moving around a little but he was laying with some weight on me and the only other position I could get in was uncomfortable. I just hoped he would stop soon and tried to ignore it. It wasn't working at all. I couldn't stop thinking about it, and I started daydreaming about some sex fantasies.

I was starting to think that it felt good when my brother pushed himself up against me. I moved my hips a little and his boner started pushing right up against my asshole. It was so weird but it felt really good. I slowly moved my arm under the blankets so I could touch myself. I was careful not to wake my brother up and I finally slipped my hand down my panties. It only gets worse from here, I got really wet. I don't even really get that wet now, but back then when I got horny I got soaking wet.

my brother shifted a little bit and he put even more weight on me. His hand was on my stomach, my arm over his. When he moved it pushed his dick even harder up against me. When I was moving my hand around in my panties I ended up pushing them to the side a bit and I felt his dick push up against my skin through his boxers. My heart was going faster than ever and I thought about stopping but I was already wet and really into it. I tried to grab part of his boxers and see if his dick would slip out that hole. It wasnt really working but I couldnt stop thinking about it. He was snoring and definitely asleep so I figured I'd try it. I used both my hands and opened his boxers up and helped his dick out of the hole. I just layed there for a minute and made sure he wasn't awake. he was still moving his hips and now I could feel his actual dick up against my ass. It was warm and stiff and felt big.

I moved my ass around slowly and it felt best when the tip of his dick pushed up against my asshole. He was pushing toward me and I moved my ass around a little bit and felt his tip start to slide in. I was so wet that it wasnt hard for me to work him into my ass. I went so slow and so careful. He just kept snoring and pushing himself into me. As soon as I got it in my ass i had to bite my pillow so I didn't scream. It hurt but it was also the best feeling ever. Way better than getting fingered in my pussy. I pushed my ass back up against him when he moved into me and I worked him a few inches into me.

I was biting my pillow and touching my clit and moving my ass back and forth, up and down on his dick. I came REALLY hard. I had only cum a few times at that point and I had done them all myself. This was the most intense amazing feeling I ever had. After I settled I moved away from him a bit and his dick slipped out of me. He was still pushing a bit but not as hard or as fast. I just layed there and thought about it. Felt horrible, terrible, guilty, wrong, and also hot, turned on, wanted to try more.
I eventually fell back to sleep and the next morning it was like nothing had happened. I never told anyone what I did. It's still one of the hottest memories I have. Even now I never cum harder than when a guy is in my ass and I touch my clit.

I still feel guilty about it sometimes but I think it probably had something to do with me liking anal so much. Pretty much every guy I've been with has loved that I want it in my ass though, so maybe it isn't all bad.