I had gone to college out of state and decided to come back home for spring break. I was broke and most of my friends would be around anyway.
But they weren’t around enough to keep me from getting bored. By early part of the week I found myself incredibly horny and with limited options to change that. I had already begun experimenting with men several months previously. Mostly oral stuff or hand jobs and honestly with men that were sketchy and sad. Being young and okay with older men meant it was easy to find and have the pick of almost anyone. My college was more secluded so now that I was home I finally had a big pool to choose from.
I was more picky in finding a guy that would actually make me feel comfortable. Hot gym rats were usually assholes and since I was fit but not all muscles I wasn’t their type. Which was fine. I didn’t seem to go for men my age at all. Most my life I would be with women younger than me. But the opposite direction with men.
I was letting my hair get longer and unkept. I had put on a good 20 pounds of muscle since high school. But since I was tall and thin, folks still hardly noticed.
One thing that I never realized before was that my cock was something that gay men loved. It is above average length (7.5 inches because of course we all measure at some point), it is very thick. Which has its advanagages. And some big disadvantages we will get to later.
I met Alex online, which is how I meet every man I have been with for most part. He was older (probably mid 30s), recently divorced and slowly coming out of the closet. He had a condo close by and was kind in our chats and seemed to be more confident in what he wanted than I did. He invited me over in the middle of the day and I was so worked up that I rushed over in 15 minutes.
He answered the door with just a peak to see it was me from my picture. He smiled and opened it up standing himself behind the door. I walked in saying hi and took my shoes off as he closed the door.
I turned to face him and noticed he was completely naked. His half hard dick poking straight out.
“Welcome, come on in and relax,” he said as he walked out of the foyer towards the living room.
He was shorter than he said. 5’6” at best. And slightly balding. But he was compact. He had a cute ass and he had a nice kind smile. I was insanely nervous, he had talked about some anal play and I was a total virgin in that area. I didn’t actually tell him that. I didn’t want to seem that inexperienced.
He sat on the couch and began stroking himself. His cock was about average in every way. Which I prefer most days. I sat next to him fully dressed and looked towards the tv which was showing hardcore gay porn.
I realized that I still wasn’t comfortable with men and I think Alex sensed that. He calmly started rubbing my leg. Nothing forceful. It was more of a relaxing motion. He did that for a few minutes while we watched porn in silence. I glanced over and his cock was fully hard now. I don’t know what came over me but I decided now or nothing.
I stood up and striped everything off, my cock was rock hard from watching the porn. I got down in from of him and began to stroke his dick. I looked up to see him close his eyes. He already had precum dripping out and I reach out with my tongue to lick it up.
I had given a couple blow jobs so far and knew I kind of was bad at them. But I figured paractice was key and I lowered my head. His dick tasted like water and his whole body smelled of soap. He must have just showered.
I slowly moved my mouth up and down on his cock. My hand holding on to the base of his dick. He was moaning from it and placed both his hands on my head.
“I am going to cum too fast from that,” he said and pushed me away. I don’t know if it was true but he made my ego feel a little better. “Let’s go upstairs.”
He led me up to his bedroom and laid down and motioned me to join him. I laid on my back and he started kissing my chest and stroking me. Chest play was something to this day I don’t get excited about. I’m not a woman.
He finally decided he wanted to suck me and with one quick action tried to stuff my whole dick down his throat. I heard him gag a bit and like almost every time I got a blow job it felt good but not amazing. He had a hard time keeping a steady action of sucking me down.
I motioned for him to move his dick to me and we got into a 69 position and started to suck each other. This was new to me and honestly amazing. His dick felt just right in my mouth as I rubbed his balls.
Based on previous discussion I knew he was mostly a bottom so I started to play with his hole a little with my finger. He let out a moan with my cock in his mouth. He started playing with my hole as well but I was not ready to take anything from him.
“Get on your stomach,” I said with a degree of confidence. We moved ourselves around and I got between his ass and decided to try something I had only seen in porn. His ass was completely bare and smooth and I used my hand to spread his tight cheeks apart and lowered my mouth onto his hole.
I began licking it and forcing my tongue a little into it. He moaned in pleasure and starting working his ass with my tongue and massaging him with my hands.
My dick was hard throughout all this and needed some attention. Alex was desperate too.
“Condoms and lube on the nightstand,” he said.
I grabbed them and rolled one on, it was crazy tight and never a fan. I started lining his ass and put a finger in. It wasn’t easier to enter him than I expected. He took a sniff of something from a bottle and begged me to fuck him.
I placed my dick at his enterence and slowly pushed. His body jumped.
“Easy,” he begged.
I slowly pushed more in and backed off more and then in again. I was on my elbows barely above him and just kept a slow thrust motion. More and more of dick entered him. The tightness and warmth was different than I was used to. Not better. Just different. And the experience that here I was fucking a man I just met 20 minutes earlier made it even hotter to me.
He kept taking sniffs from his bottle. It seemed his ass was opening up more to me and I started fucking him and it felt even better now.
“Im going to cum,” I cried out. I pulled out and saw that the condom was ruined. It had ripped was now at my base. A couple strokes and I had cum all over his back and ass.
He had cum into his sheets it seemed while I was fucking him.
I quickly cleaned up and got out with little fanfare. Freaking out that the damn condom broke. It would be some time before I decided to try that again, but it was such a unique experience that I knew I needed to.
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