It was always going to happen, just a matter of the right timing and maybe some “convincing” on my part.
He is about 5’10, pretty fit and with a 7 inch cock. I’m 5’6, a little fit but been told I got a nice booty that jiggles when you slam it. I’ve been a bottom for as long as I knew I liked dick. I found him sexy, and when I figured out he was curious, I knew I wanted him inside me
Before it happened, I had some feelings he was interested. One day he started asking some questions, like when I knew I liked guys and what position I usually take. I am a bottom, so he seemed way more interested then lol. Finally I just decided to have him over, and that night would be the night.
He comes over, we smoked a bit, and we just sat on the couch. We talked and I brought up all of his questions, and I asked “what made you start asking them”. He blushed, he said “oh, just was wondering is all”. He then revealed that he had some feelings lately, toward guys, and towards me. I asked him “well, did you want to try it out?”. He said “no, but maybe a bj”.
So I got down on the floor in front of him, he took off his pants and I got to work. I started out by licking his cock up and down, and licked the tip back and forth before wrapping my lips around him and beginning to suck. He started moaning, saying stuff like “fuck, this feels so good.” I could tell he was hesitant, but he couldn’t resist liking it. I started to pick up speed and went deeper on his dick. He tasted so good, top 5 dicks ive ever sucked for sure.
Now, I was not going to let him leave without fucking me. So I took off my pants and underwear, I told him it was for comfort, but actually it was so he could see my ass (which usually when guys see it, it’s a done deal). I went back to work being quite aggressive with my sucking and I could feel his hand grab my ass. Finally, when he was hard I took his cock out of my mouth and I asked “are you sure you don’t want to fuck me”, and he said “no, i changed my mind, I need to fuck you”.
So I stood up and so did he, and we kissed while he grabbed my ass. I then bent over my couch and he came behind me. He told me he wanted to eat my ass, so I let him. He was so good at it. He asked if he needed a condom, and I told him I wanted it raw if he was okay with that. Spoiler: he was *very* okay with that. He said “I can’t believe I’m about to do this” before taking his big dick and slowly putting it inside me. Won’t lie, it definitely wasn’t the easiest, but I took it like a champ. He slowly put it inside me, taking his time until he was completely inside me. Then he began to stroke, and he immediately was like “oh my god, it’s so fucking tight”. He told me later the first few strokes felt better than anything he had experienced before. He then picked up speed and began to go a little harder. He held onto my shirt while he stroked and baby he knew how to *fuck*. He was clapping my cheeks so good, telling me how nice my ass was.
I told him to hold on and let me ride him. So I had him sit down and I turned around so my ass was facing him, and I sat down on his cock. I began to go up and down, and I do this thing where I squeeze on the up stroke and release on the down. He was like “oh my god you ride dick so well” while holding onto my waist. I picked up speed, he was loving it and moaning. He had me sit back so he could kiss me while I rode him.
I told him that I wanted him in my room. So I got off his cock, and I led him to my bed room. I noticed he needed a little more head, so I sucked him a bit on my knees. Then I got on my bed and went face down, ass up (my fav), he came behind me and put it back inside me (he was very excited about it) and held onto my waist and began to pound me harder than before. He said “oh my god it’s even tighter” and he kept fucking me. The clapping sound was so loud, and I moaned femininely for him. I asked him where he wanted to cum, he said on me. But then he changed his mind and said “no, inside you” (which is what I wanted anyway). He kept going until finally he came inside me, and he came so hard. When he eventually took his cock out, I felt it all leak out of me.
We then sat there for a bit, he laid on my bed and told me it was the best sex of his life. I told him I was happy about it, and that I loved every second of it too. After a bit he went home.
Source: reddit.com/r/sexystories/comments/tiu96d/mm_letting_my_straight_friend_fuck
Such fun, reminds me of my teen years experimenting. It’s the kissing that is the final barrier, not the sex. It’s what I remember most.