So, let me start this out by saying I am pretty open sexually. While I identify as straight, I have a slightly curious side that I have explored but it does not extend super far to where I am interested in having one on one sex with men. That being said, this is the story of my first time indulging on that urge ;)
I had a “friend” (I will call him Ty) or more of an acquaintance in college I knew through people who I was pretty certain he had a crush on me. He would message me a lot after I would post a story on Instagram and even send me totally random snapchats at all hours of the day. As time progressed, I would chat with him more and more and eventually the conversations would get slightly dirty (i.e., he would steer them in a way to talk about my sexual history lol). I enjoyed the attention, and he was not a bad looking guy, so I went along with it. This was all done over snapchat however, as he seemed he didn’t want his sexual history shared as much as I didn’t.
Of course, the question came up if I had ever been with a guy in any facet. I told him no, and he pushed asking why not, and if I ever would, as well as even asked to see naked photos of me. I kindly shut him down, and said while I am open I am not sure I would do that and have not up to this point.
After a few months of this on and off, I was crazy horny one day and gave in a little. Over snap after he asked I gave him a somewhat nude photo. (persistence pays off I guess lol). He of course loved it and pressed for more. I shut him down once more but he shared some of himself. He had a pretty nice cock, but I did not think too much of it at the time.
A few weeks later, once again my horniness came washing over me. A lot of my female booty calls at the time were busy and unable to meet. I had always had this fantasy about jerking off with a guy to some sexy porn I liked. The thought of being naked with someone while we both got off definitely turned me on like crazy and I knew just who to chat with about it.
I messaged Ty out of the blue and basically asked if I could come over, explaining what I was thinking would be fun. I swear he must have nearly cummed his pants to that message because he was beyond excited. I made some rules clear to him however, that I was not interested in sex with him, and that I would make the first moves if we were going to touch each other instead of just ourselves.
He had his own place which made it really easy for me to just get in the car and drive over. I was pretty nervous, but also excited at the thought of what I was about to do. When I got to his place, he answered the door in a t-shirt and gym shorts. I was in some gym shorts as well. We exchanged hellos and sat on his couch chit chatting about random things for a few minutes. It was slightly awkward at first, but he broke the ice and just flat out asked “so what do you want to watch? lol”.
His iPad was connected to his TV to stream whatever internet porn we could find, so I told him to pick something out. He asked about what I like and I told him I was into group things primarily but really any hot people fucking is ideal. He found a video of a threesome with two women and a guy and started playing it.
As the video began, I started to rub my cock through the outside of my shorts, and saw him do the same. I peeked over and saw he was already rock hard and could sense him looking at me. We did this for a couple minutes as I nervously debated if I wanted to take my cock out. Finally I got up the courage and took off my pants exposing my massive hard on. He looked over and whispered “oh fuck yeah” and took off his pants as well showing off his cock. I stopped watching the video and started watching him stroke his cock. It really was a nice one, and while I was slightly bigger, he probably had more girth. He intently watched my cock and asked “can I touch it?”. Without hesitation I nodded and he grabbed my dick and started stroking me. It felt crazy good as I let him stroke me off while I watched him also stroke himself, with sexy porn on in the background.
Up to this point I had never touched another guys dick. I knew he wanted me to, and after a couple minutes I once again got up the courage and said fuck it, and grabbed his dick. We then jerked each other off as our eyes were glued to each others cock. He then asked “Can I suck it?”. This one I hesitated on. I was not sure how far I was wanting to go, but figured since I was this far I might as well. I said yes and he started sucking my dick as I continued working his cock. As you can expect, he knew what he was doing and it felt amazing. I only let him do it for 30 seconds to a minute, but it felt crazy good.
We then went back to stroking ourselves off and I told him I was about to cum. I then shot a massive load all over my stomach and chest, and the sight of seeing me bust made him cum instantly. After he finished, he quickly got up and pulled his shorts over his cock and cum, and went to get me a rag. I cleaned up, and aske for the bathroom as I walked over without pants on, feeling his eyes check out every part of me.
After I cleaned up, we chatted for a quick second and I left. I moved away (graduated college) and continue to chat with him since that interaction, where he regularly asks to do it again and more lol.
It was an experience I knew I would want to do again, but have not yet found the right person to do it with. However, I am looking! ;) haha thanks for reading!
Source: reddit.com/r/gonewildstories/comments/mlkugl/my_m_first_experience_with_another_guy_when_we
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