I had spent most of my early 20s somewhat searching for a guy to play with but never really put a lot of effort and nothing ever worked out. So about when I was 25ish I really started having more thoughts about it and decided it was time to get a little more serious and make it happen. This time around I posted an ad on Craigslist saying something along the lines of looking for a preferably older male that would be interested in a mid 20 something male that wanted to experience a guy for the first time. I finished the ad and posted it. About 2 hours later I check my email and have a decent amount of responses but all of them where the same old 1 line crappy emails…… except 1. This 1 seemed different, it had a few lines written mid 40s, gay white male interested in your ad. I responded right away and over the next 1-2 hours we had messaged a bunch and I knew I wanted this. So I told him I am free tomorrow afternoon if you are, would you like to get together? He quickly responded with yes and then sent me his address, it was less then a mile away from my house!!!! We then decided to exchange cell numbers for the next day. I send him a quick text to send him my contact and he responds with a picture. I nervously opened the picture and it is the most perfect, amazing looking cock I’ve ever seen. About 8 1/2 inches cut and pretty decently think with a slight upward curve to it. That was it, I knew tomorrow couldn’t come fast enough. So the next afternoon I text him and he says head over, I drive over and my nerves really hit me as I turn onto his street. I pulled up and knew I just had to get out and go in, so I did. When I get to the door I knock twice and he opens the door. Before me stands a good looking guy, normal everyday type of guy and he invites me in. I notice right away he has a porn on the tv that is a all may orgy scene, he leads me to the couch and we sit down. A few small back and fourth small talk and he can see I’m nervously looking down and so he reaches over and rubs my thigh and tells me it’s okay and I don’t have to do anything if I don’t want to. Well I quickly took the chance I put my hand on his inner thigh but way high up so I am brushing his cock. With this he unzipped his pants and pulled out his now half hard cock. Without hesitation I wrapped my hand around it and started stroking it a bit. After just a minute of this he was almost fully hard and I was in heaven. Without much talk he stood up of the couch and removed his underwear and pants before turning backs to face me. Again without hesitation, which he moaned super loud, I wrapped my hand around the base and in one motion took as much as I could before gagging, which was maybe a bit more then half. With the this first taste I was instantly cock crazy. I kind of stumbled through what to do exactly and all that for a few minutes. He stopped me and said let go into the room and with that I followed him into his room. He turned around and I instinctively dropped to my knees and was really getting into it. I have no clue how long it had been before he said he wanted to give me head. I was really nervous because I for some reason never thought about that. I stood up and he got on his knees and quickly took my completely soft cock in his mouth. It was so overwhelming, all this sensations came rushing over me and I before I could even say anything or even get a little hard I started cumming. He was a bit caught of gaurd but took it all and swallowed. We joked for a second about how I was feeling and I again found myself instinctively on my knees. A few minutes of me really trying to deepthroat him and stuff he grabbed his cock and pulled it out of my mouth and told me he was going to give me my first load ever all over my face, I again just knew I needed to lower myself again and within seconds he placed his other hand on my head and turned it a bit just as he covered my face and tongue. It was amazing feeling it and I melted down into the carpet to let myself enjoy what just happened. He brought me a towel and we cleaned up and slowly got dressed. As I walked to the door and started to out my shoes on I turned and somewhat blurted out can I keep your number and do this again sometime? He grinned and laughed. Of course you can, next time we will work on getting your nice tight hole ready for me to fuck it. I felt myself blush, knowing it’s exactly what I wanted. I drove home knowing it was the start of something I never thought was going to be so wonderful….. within a few hours a day had been arranged to meet again and have more fun…… little did he know I had been wearing a butt plug at times and had worked up to a size that I knew would be a little smaller then him. Boy was he in for a surprise the next time and oh how the first time I felt his balls against my body as he fully pushed inside of me that I was going to really enjoy this new adventure…..

Until next time.