Moving To Orlando And My First Time

I moved to Orlando a month after graduating high school. I was going to a trade school in Orlando. I was a virgin when I moved there at 19 and was definitely very curious about gay sex.

I had got my own apartment 2 months after living there and my curiosity grew for sex with a man when I watched my first gay porn. I’d also look at Craigslist causal encounters to see pictures of guys dicks in the area.

Then one Thursday night sitting there in my tighty whities hard as a rock I put up a post on Craigslist. It said virgin looking for older guy to experiment with. Of course I got a lot of replies.

But one stood out. He was 67 and his reply just felt comfortable to me. So very nervous me replied back. After a week of emails he asked if I wanted to meet. He suggested somewhere public so that I didn’t feel too nervous. We met within walking distance of my apartment

After meeting him and getting over some of my nerves he suggested we go back to his place before I get too nervous. So I got in his car and off we went.

Upon arriving to his place he said we can take things slow and don’t have to have sex today if you’re not ready. But I honestly was ready and after making out I was so horny

He pulled off his shorts and he was hard in his briefs. I followed and undressed down to my tighty whities which I was very hard in. He said damn you are really hard and very sexy I can’t believe you’re still a virgin.

After giving and getting my first bj he put a condom on and asked if I was ready. He said it’s going to hurt at first so you’re really going to have to relax.

After 10 minutes of him working his way into me he was finally all the way in. Damn it hurt but it felt so good to finally try sex with a guy. After slowly fucking me for a few minutes he said oh god your butt is so tight and he shot his load in the condom

After pulling out and I saw that cum filled condom he said your hole is stretched and gonna be sore. We laid there for about a half hour just talking and he cleaned his dick in the process

Then he suggested we get in the hot tub to help my sore hole.

He dropped me off at my apartment later that night not a virgin anymore

I was so turned on by the sex that I started having sex with him frequently for the next 16 months