First Time with an Online Friend

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Submitted by Royce

This was the first time I have done anything with another guy, so there were obviously a lot of firsts that night! Now, I’ll preface this by saying that I’m a curious guy by nature and part of the pretense of the visit was to mess around, sans full on sex. That said, here’s how it happened:

After chatting for well over a year, through a different site, Kik, and now the Telegram app, we set up a time and place that we could meet up and hang out (with the possibility of some casual play). Since he lives a decent distance from me, he told me he was house sitting for a friend and would be significantly closer to me, so after work, I headed over to his friend’s house. It was almost surreal, meeting someone for the first time that you’ve only seen pictures of and communicated with strictly in an online format, but he answered the door with a smile and I joined him inside.

We chilled on the couch in the living room for a long time, talking about various nerdy things (Star Wars, comic books, video games, etc) and watching whatever was on YouTube at the time. I could have talked to him all night, we had that much in common with our likes. The whole time, though, you could feel the sexual tension building even through our conversation. I didn’t have a whole lot of time to hang out, however, so the comment was made that we should take the opportunity to play before I had to go. With that, we headed upstairs.

Despite being the first time I had done anything with another guy, I wasn’t terribly nervous. He made it feel comfortable in his attitude and the way he spoke, reassuring that we wouldn’t do anything I didn’t want to do. We both stripped down and saw each other’s cocks in person for the first time. He is a very similar size to myself, though different in appearance. We both reached out and took each other’s cock in hand. Feeling his hardness for myself was such a familiar, yet new experience. After stroking each other a bit, we lined them up alongside each other and compared sizes (I was just a bit longer).

You could feel the heat in the room rising as we explored each other’s hard dicks for a while, pressing them together and alternating either of us stroking both with one hand. We locked eyes as we stroked and our faces grew closer until our lips ended up meeting in a tentative kiss. I didn’t think it would happen, but it did, and it didn’t feel weird at all to me. We kissed some more and kept up our pace jacking before he asked if he could taste me. I nodded and he went to his knees and gently kissed the tip of my cock, which by this time was throbbing like mad.

He took his time and licked, stroked, and sucked me, getting me close a couple times before backing off. I wanted it to last, but I was running out of time and very much wanting to cum. As soon as I mentioned I was close, he doubled his efforts, taking me all the way into his throat several times before I came in his mouth and he drank it down. He let my cock out of his mouth before licking the tip again and sucking out some more cum that was left behind. If I had let him, he would have kept sucking me, which at the time sounded amazing, but I was out of time. I had to ask him “I have to take this away from you, don’t I?” before he reluctantly let me go, we both got dressed again, and I unfortunately had to leave.

It ended up being a bit more than actual bating, but it was an experience I’ll never forget! We still keep in touch and he does want to meet up again, though thanks to Covid, that is proving quite the task. Perhaps 2021 will offer an opportunity for more stroking play?

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I'm Brad, and I'm an avid masturbator. I'm the primary author here at BuddyBate, publishing the experiences of readers, adding fiction content submitted by visitors and sharing some of the best masturbation porn available.

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2 years ago

That’s hot man! I had my first experience with a guy also in 2020 and it was hot. I would love to do it again with another Texas guy.

Idk where you are but my snap is straightjerker2

2 years ago
Reply to  Hunter

I as of yet, not had the joys of stroking myself with another panties wearing male, but, now have several like minded males in my area, and my age group who I have chatting with and shared photos with. I am hoping real soon to have the same experience that you have had!
I was told about a web site, for meeting other like minded males and I posted a profile and story of what I was looking for in another panties wearing male. I got some replies very quickly and have answered the ones that really interested me.
I just haven’t been able to connect so far. But, I am hoping very soon!
The thought of watching another panties wearing male stroking himself and him watching me stroking myself in panties, and actually reaching over and stroking each other’s cocks is such an erotic fantasy!
I want to feel another male cock jumping and pulsating in my hands!

2 years ago

I really enjoyed your story about your 1st time stroking with another male. My 1st time stroking with another male, was when I was in my early 20’s, it was with a long time older male mentor friend. The 1st time that I saw him naked , I was totally turned on by seeing his long hard 7’ inches of thick long hard and fully cut cock. I was very surprised how turned on I was, and how hard I got so quickly. Well, after we both got naked, he proceeded to start showing me how he stroked himself and gave me directions on how to stroke myself. As we both watched each other stroking ourselves, I was amazed at his stroking skills. Well, over time, he just reached over and started stroking me. It felt so amazing and very erotic. I couldn’t believe that as a straight male, I was so very turned on and didn’t want him to stop. After that evening, we would get together a couple times a month and talk about my sexual desires with a female and he would tell me about his sexual experiences as a high priced male escort for couples and males. I and him enjoyed many times stroking ourselves together and having him stroking me. He even gave me my 1st experience with having my cock sucked off by him. It all felt so very natural back then and now that I am older, I want to explore those great feelings again. I actually got up enough nerve one night to lube up both of my hands and show him the stroking skills that he taught me. That was an awesome/amazing experience, feeling his 7’ inches jumping and pulsating in my hands.
I now need to explore with another panties wearing male. I really want to feel another male cock jumping and pulsating in my hands.
So far, I have a couple of like minded males that I have found on that are interested in exploring with me. In my age group and straight married males!
I can’t wait for my 1st experience! I would love to hear from others who are straight and married and have a desire to explore their bi-sexual desires for stroking themselves with another male!

Would love your thoughts, please comment.x