Straight guys doing not straight things

When I was in my late teens, my best friend and I went into a local adult shop just to check it out. Prior to that day, the only thing we had ever “done” together was pee next to each other, and that was something we did pretty regularly at the beach and whatnot. So, we would see one another’s dicks soft when pissing on the regular. He is a really tall guy, like 6’5”, and so he also had a pretty big softie and he liked to wave it around. Who wouldn’t? As far as I knew, my friend Paul was pretty damn straight.

Anyway, when we were in the sex shop, he pulled this dildo (rubber dick) off the wall and said to me, “let’s buy this, I want you to let me watch you stick it up your ass.” I was shocked, and I thought he was kidding. So I just laughed and put it back. Then he was like, “c’mon it’s small, it’s only like five or six inches, it won’t hurt that bad.”

Dude was serious! We were young and horny, so I agreed to buy it with him, but never though we would do anything with it.

So, we went back to the beach house, and my folks had gone out. They did that a lot. Paul said we should go upstairs and try out the dildo.

All the way up, I still didn’t think we were doing anything. He went into my room and he quickly got undressed and then laid on my bed and told me to get out my Vaseline. I was so surprised, but I did it. He knew I had a small jar in my nightstand for jerking off.

He opened up the dildo and handed it to me and asked me to stick it in my ass. He told me he just wanted to watch and jerk off while I did it. He had clearly been thinking about doing some very specific things for some time, haha!

Paul asked me to lay on my back and bring my knees up to my chest, and put it inside me that way, because he wanted to be from the vantage point of looking at my ass while jerking off.

So, I did it! I started pushing the dick in me, and Paul was “standing” on his knees watching from just where he would be if he were fucking me missionary and he was jerking off. I had never seen him hard before, of course, and I was shocked how big he was. It was a solid 7.5, fat, and cut, with big balls.

He started giving me specific directions: “do it harder, push it it all the way in, hold it there…”

Then, he scooted closer and kept jerking off with one hand, but then took control of the dildo and started fucking me with it. I let him, and I actually preferred it to me doing it myself.

Then he told me to jerk off but to be sure to tell him when I was I was going to cum. I began jerking off and he kept fucking me with the dick while he jerked himself off. I was getting close and I told him so.

Paul told me, “when you start to cum, I’m going to bust on your face, so open your mouth.”

Damn! Ok, this had all escalated quickly, but I was totally comfortable with him because we’d been friends forever. I told him I was going to cum, and he kept fucking me with one hand, while busting his load all over my face and into my mouth! He had not cum in days, and so I was really getting soaked!

I was swallowing his cum and licking it off my face and lips as fast as I could. I was surprised how good it tasted. It was my first time tasting cum, and I was instantly addicted! He told me to suck the last drops from his cock head and then shook it off in my mouth, even slapping it on the sides of my mouth and face.

He collapsed next to me and we both just laid there recovering.

I asked him, “Paul, what were you imagining when you did all of that?” He said, to be honest, I was imagining I was the one getting the dick in my ass. What were you thinking of?” I told him, “well, I was imagining that it was your dick…the real thing, instead of that rubber dildo.”

Then he asked me, “would you rather fuck me with the dildo or with your own dick next time?” Shocked, I replied, “um, both?”

He hadn’t considered that was an option, I guess. Then, he asked me if I really wanted him to fuck me, too. I said, “yeah, of course I do.”

We just laid there for a few more minutes, until we both seemed to catch our second wind…
 
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