Curious 1st Timer - Sex Stories

Curious 1st Timer

I didn’t know what I was getting myself into. I stared at my laptop for a few minutes, contemplating whether I was actually going to be doing this. The email on my screen read: “Ok sexy, see you when you get here.” I’d been emailing “BlackStallion281” since 7pm. I’d always been curious about what it would be like to be with a man. Since high school, I’ve read and seen erotic material about gay sex on the internet. It always gave me a hard on. But this was it, I’m 21 and a man and I can do whatever I want. We’d been emailing each other after I found him on Craigslist. He seemed like a nice guy. Much older, which was ok with me. He was willing to “show me the ropes.” There had been a few times when I got this far with a prospect for my first time. But I always chickened out or “flaked.” But I read that in this kind of situation you have to go before you change your mind. So I got up and jumped in the shower. I shampooed and washed up like usual but this time, I brought in some baby oil with me. I squeezed a good amount on the tips of my finger and ran them between my ass cheeks. The feeling of my fingers running over my rosebud gave me quite a hard on. I slid a finger in and massaged around to make sure it was nice and clean for my Black Stallion. I thought, “I’m going to go through with this!” and got down on my knee while I played with my ass. Sliding my finger in and out of it, visualizing my stallion slowly fucking me from behind, my raging hard on was begging to be ...

... touched. But I thought better of it. In the past, I’d jerk off after the emails and then lost the nerve. But not this time, this time I was going to do it. I would go over to his place and let him have his way with me. Show me the ropes and how awesome sex with another man would be.I finished up and got dressed. I grabbed a couple condoms and a small bottle of lube before heading out. 20 minutes later, I was at his house. It was nice. Two story in a picture perfect suburban neighborhood. Taking deep breathes I told myself, “You can do this. You’ve always wanted to and now’s your chance.” I got out and walked to the front door. Before I got there it opened up and I saw him. He was tall, 6’2” with a bit of a belly. Well dressed with slacks and a polo shirt. He smiled and welcomed me in. We sat in the living room making small talk and then he got up to make some drinks. He explained that his wife passed away 10 years ago and could never think to be with another woman. So I guess men were up for grabs. He sat back down next to me and handed me the drink. Since I was so nervous, I pretty much downed it before he even took his second sip. See how nervous I was, he said, “Relax…I’m not going to hurt you. We’re just going to sit back and have some fun. If at any point you want to leave, you can.” I nodded and asked if I could have another drink. He said, “Sure, why don’t you help yourself. It’s right over there.” I got up to make myself another rum and coke. As I poured the rum into my ...