First of all thank you for the great respond to my first post, which you can find [here](https://www.reddit.com/r/gonewildstories/comments/oeomo0/i_24_m_gave_in_to_my_bi_side_and_gave_my_friend/?utm_medium=android_app&utm_source=share)
I got a couple of requests for me to write the story of my first experience with another man so here goes. Again it might be a bit of a long read so skip to “good stuff start here” if that’s what you are here for.
Back when I was younger and a lot less experienced sexually I never thought I would crave another man’s cock in any way. I had plenty of crushes on girls in my school and a couple of girlfriends throughout my early teens. I started jerking of like any normal young hormonal teenage boy and watched normal straight or lesbian porn. Eventually I started to feel slightly different however. I think it started with the fact that lesbian porn was no longer quite as thrilling as it had been. I started watching more porn with big dicks, threesomes with two guys and eventually gangbangs. I started watching only girls doing anal because it felt dirty and forbidden at the time (this was a couple of years ago before anal was so standardized as it is today).
I needed that thrill of jerking of to more and more forbidden stuff and as it wore on I found myself finally taking the step over to watching my first ever gay pornvideo. I still remember it to this day. It was three really fit jocks with big dicks fooling around on a big bed. What I found hottest with this was that they took turnes and each of them fucked the other two. At this time a lot of gay porn were done with condoms so the next step was naturally to start watching bareback porn with is were I started to actually get curious about how that would feel.
I began to wonder what it would feel like having another man inside me. I fingered myself for the first time and the orgasms that I got only got more intense as time went on. Eventually I began to chat with older men online, got my first dickpics and responded with sending my own. There was one man that stuck out more than the others, our fantasies connected on another level.
It started of with just texting on a website but after quite a while he convinced me to send him a picture of my body. He responded with a picture showing how hard my pic had made him. His dick was not massive, around 15 cm (almost 6 inches) but seeing how hard I made this older man was such a turn on. He would then send me videos of him jerking of while talking, or more like moaning, about what he would do to me. At this time I was 18 years old and he was 38, two years later he would be the first ever dick to enter my body.
As you can imagine it was a slow, very slow, build up to finally meeting him and letting him take my virginity. I needed someone I could trust and I got it from him gradually. He eventually convinced me to show him my face for the very first time and our aexting soon got to a point were it was more or less routine. It would start with me sending a picture of either just my dick or my whole body whenever I was horny. He would then respond with one of his own, showing how hard I made him. He would ask to see my face or my body in a certain position and after showing him he would tell me in video just how he would fuck me like that. After jerking together like that we would send videos of us coming to each other.
We eventually moved on to having phonesex and at first I didn’t dare say anything so I just moaned. After a couple of times however I started talking to him about how good he made me feel and whether or not I was getting close to cumming. A few more times and he had me begging for his dick telling him I was his slut and begging for him to empty his balls inside me. Hearing him cum on the phone is still one of the hottest things about all this.
Of course he wanted more, he knew I was a virgin and he desperately wanted to be my first, I liked feeling wanted. I finally had the guts to meet him but the first time we met I quickly got cold feet and had to excuse myself and leave.
The second time however was when it would all go down and here’s how it went. It started of like any other time, I sent him a pic of my naked body and he replied with showing his dock. However this time he rather quickly moved on to asking if I was free to see him. I was home alone so after some consideration and hesitation I agreed to meet him in the woods about a kilometer (half a mile ish) from my house. At the time I lived in a rural village with a Forrest right outside our backyard. I started walking there and I almost turned around a couple of times but talked myself into accually going through with it this time. I was so nervous but I knew that once I got horny enough there would be no going back so I tried keeping my dick semi-erect while getting to the spot we had agreed on. Once I arrived he was already there waiting for me and I told him he would have to suck my dick straight away or I would never get horny enough to go through with it. He was a bit shocked but he gladly did what I asked once I pulled out my still semi-erect cock.
***** Good stuff starts here *****
He sat down on his knees in the forrest and swiftly took me into his mouth and started to make me hard with his tounge. This was my first time receiving head from another man and I have to say it is still one of the best I have ever gotten. He licked my now rock hard shaft from the bottom all the way to the top. He jerked my cock while sucking and licking my balls and looked up at me to see my reaction. I was in heaven, moaning how good his mouth was feeling around my cock.
After a few minutes of this he stopped and stood up. He unbuttoned his pants and I saw my first irl penis (not counting showers in school). His cock was still flaccid and now he wanted my lips in it. I started hesitating just a little bit but he put one hand on my shoulder and gently pushed me down to my knees infront of him. I was now on eye level with his cock. There it was right in front of me, all I had to do was reach out just a little bit and I would finally get to feel my first real cock other than my own. I stared at it, wondering if I should really do it, when he took hold of it and told me to open my mouth for him. I did as I was told and opened my hungry mouth and he places his other hand on the back of my neck, pushing me forward towards himself.
His cock met my lips and disappeared between them, letting him push his cock as far into my mouth as he could. I wrapped my lips around it and started sucking my first ever dick. He grew harder and harder in my mouth and I loved the feeling of it. I did like he had done with me just moments before and licked his entire shaft up and down. Played with my tongue on his balls. When he was fully erect I tried taking all of his warm cock into my mouth again but couldn’t quite get it all in. I blew him for a good ten minutes all the while jerking my own cock. I loved the feeling of finally having another man’s cock in my mouth and I wanted to make sure he knew what a good cock-loving slut he had made me.
Eventually he told me to stop however and made it clear that he wanted to fuck me aswell. He not only wanted to be the first ever dick in my mouth he wanted to be the first in my ass aswell. At this point I was so horny I had no hesitation of complying. I stood up and he told me to turn around. I bent over against a tree, something we had discussed over and over in out sexting over the years. He started massaging my ass with some lube he brought and pushed a couple of fingers inside me. He finally positioned himself behind me and started teasing my asshole with his rock hard cock. He tried pushing it in but I was to tight and it did not work at first. He told me to get in my hands and knees for him and so I did. While standing in the doggy position he took some more lube and massaged in into my waiting hole and onto his cock.
At this point I should say that one of our biggest fantasies we talked about during our many times of sexting beforehand was that I should feel my first ever cock without a condom. It was accually my own idea and he was the one that was hesitant but after years of talking we trusted each other completely at this point. We had also taken std-test recently so there was no risk if that involved. Anyway.
He once again positioned his cock on my ass and started pushing again. This time it felt different however. Being on my hands and knees let me relax my body more and soon the tip of his cock penetrated my hungry ass. The feeling of that first penetration will forever live on in my mind. It was something I had never experienced before and it felt truly amazing. At first my asshole strained against letting his cock inside but as he pushed and his head entered me it was like something just gave way and he could push his entire cock all the way inside my no longer virgin hole.
He stayed there for a while, deep inside me letting me get used to the feeling of having a cock inside my ass for the first time. The sight of this older man penetrating a young virgin boy an all fours in the middle of the forest must have been spectacular had anyone been around to see it. There I was, on my hands and knees with another man’s unprotected cock up my ass, my own dick hanging still rock hard underneath me.
He started moving slowly until he picked up some pace. Eventually he was properly fucking me and my ass took his cock with ease. Hearing his moans about how tight I was drove me crazy. I moaned out loud about how good his cock felt in my ass, how he was the first ever getting to fuck me and how he truly had made me his little cock-slut now. It didn’t take him long after this until he was getting close. He asked me if I wanted him to stop for a bit or if I wanted him to cum right now. I moaned back: “oh please daddy cum in my tight little virgin asshole right now” and that pushed him over the edge. He emptied his balls deep inside me while giving out the most sexy grunts and moans I have ever heard. I could feel his cock pulsating inside me as he filled me up with multiple loads of cum.
He eventually pulled out of me and I could feel his sperm dripping out of me. My ass felt empty now and I missed feeling his cock fill me up. We finished up with him blowing me until I came in his mouth and he swallowed it all before heading in different directions. When I got home I felt really bad at first for what I had done but as soon as I started thinking about it I got instantly hard and all the eventuall regrets washed away.
Thanks for reading my story about my first experience with another man, I hope you enjoyed it. I have some more stories and if you are interested I might keep writing.
Source: reddit.com/r/gonewildstories/comments/p5yfu0/my_first_experience_with_another_man_who_also
Nice!!! :-)
Loved it