For some background context I have a friend (M19) who I met freshman year. He knows how sexually active I am but I haven’t done anything with him besides blow him once. He’s an attractive guy, fully shaved and not fat.

One night we were talking, and he said he really got into pegging over winter break and was open to trying it. I jumped at the opportunity and told him I owned a strap (I went and bought it the next day 😂) on Friday I told him to come over around 8. We had a bit of food and I warmed him up with a drink or two. Then I went up behind him and yanked his hair super hard and commanded that he gets on his knees. So there on the kitchen floor he gets down. With my hand still gripping his hair I walked him like a dog to my bedroom where the strap was waiting on the bed. He was so fucking hard you could see it through his jeans. I made him strip for me and then I lubed up his ass. I was generous with it. I started with two fingers and he was squirming and grunting like a mother fucking. Every time he squirmed to much I would spank him and truthfully I don’t know if he was into the spanking, but I was. I told him that he should address me as mommy and he did without hesitation. I then got the strap and entered his ass. I was so fucking horny by this point i wished I could touch myself instead but i thrusted in him. Balls deep his ass screamed like a bitch and I just shushed him and called him a baby. I started thrusting rhythmically and his grunts became moans and whimpers. We continued for about 20 minutes when I suddenly felt some liquid on my knees and saw his cum on my bedsheets. Turns out this fucker had came from me pegging him. I just started laughing SO hard. He was so flustered and couldn’t even say anything just stuttering. I dipped my strap in his cum puddle and told him to suck. He kissed the tip and I grabbed his hair and told him to “suck like a good bitch” where he hesitantly put his lips around my strap. I pulled out of his mouth and put my hand in his cum and mad sure to slather cum alllll over the strap and I told him to suck again. I sent him home in an Uber then I went to clean up.

Genuinely I don’t think I can look at him the same way knowing what I did to him last night but I don’t regret a thing