I was the only friend Leo trusted enough for this.
These past few weeks, he had been given me some signs, and then we both had gotten drunk enough for him to ask me outright. He had convinced me. We were roommates in college, both adults, and we trusted each other.
Now he was laying down on his back, pulling over his legs and exposing his wrinkled pink hole. I helped him keep his balance.
"Go slow, alright?" He said.
I nodded. We avoided eye contact. My heart was racing, but at least neither of us were hard. We were both doing this out of curiosity.
Leo's ass was as hairy as the rest of him. I tried not to stare, but it was hard since Leo was blinking. I cleared my throat.
"Dude, are you sure?" I asked.
"If you're not, please say it now..." Leo said.
"No, no, I'm good."
"I'm probably gonna hate it," Leo said with certainty.
"Yeah, me too," I said, sounding way less sure. "Me too."
We chose to do this late at night so nothing could go wrong. It would be annoying to have one of our friends knocking in our dorm while we were fucking... It sounded so wrong, but it was just experimentation.
"Should- should I... use my finger first?"
Leo handed me the lube.
"I think so..."
I put some lube on my fingers.
