My first time using a male sex toy. (I don't think that I can use the name here.)
When I was in my late twenties, I did have a bit of a libido, though I wasn't at the point where I felt the need to have that release every day. (At least not as much anymore, though there had been times.) But I was feeling daring so I thought that I would spend some money and get a sex toy that I had run across and heard a lot about. It was quite a bit of money, but I was still a virgin and really wanted to know what it was like to actually cum inside of something that was at least similar to a woman and not just my hand.
When it arrived, I was surprised at first. It had come with it's own lube, though only enough for one use. This didn't bother me as much as I had already kind of planned ahead and bought some extra, though it wasn't the high quality stuff. (I learned pretty soon that it was worth the extra price to buy name brand.) But the one that came with it was plenty worth it.
I prepped by getting hard just watching videos and teasing myself a bit. The sleeve that I had bought was modeled after an actual star's privates, so I mostly focused on her videos. When I was pretty well aroused, I decided to try just lightly sticking it inside. The feelings as my tip entered it was amazing. I was still taking it slow because I didn't want to end things too fast, but I could already feel my balls pulling up tight to my body. It was all around me and a bit tense going into it, but it still felt wonderful. I had tried not to over do it on lube so that I could feel the texture inside, just enough that I had to take the other end off and put a bit of lube in there. Which made it ever better.
Eventually I started using my full length. I knew that I wasn't going to be able to hold out very long, but it was still so amazing the first time. Just the slickness, the sound of the air going in and out, the feeling of my engorged head moving along the ridges and textures inside was driving me crazy.
Pretty soon I could feel my orgasm rising. It was more powerful than every before. Usually I can kind of control it and ride it through, but this time I didn't think that I was going to be able to. When it hit, I honestly saw stars and each pulse was much slower and still more powerful. I could barely contain it as I came, feeling not only my balls twitch with each blast, but also the rapid swell of my tip and the gush toward the end of the sleeve. I felt so hot inside of it, but couldn't stop even if I had wanted to. All I could do was sit there with my cock stuck inside until it passed.
When I felt that last spasms, I started to pull out, I was still semi-hard and everything was sensitive. Enough so that as I got halfway out, I felt another smaller orgasm start, just a few pulses, about as powerful as it used to be with just my hand, but still wonderful.
I really miss being able to do that. But eventually I got rid of the sleeve because it was starting to break down. But it's never better than the first time.
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