This just happened tonight and I'm trying to get it down while it is fresh in my mind. As I stated in my other story (First time with guy in over 10 years) it has been since almost around high school since when I had done anything with a guy. I had repressed my sexuality to fit in with my friends and work, and recently I decided I needed to begin enjoying myself with a few people. I posted an ad on craigslist basically saying that I was only looking to give someone head and that it could become a regular thing if it worked for both of us. I am 33 years old but wanted someone younger so I asked that they be between 18-25. This was mainly because I'm not out and did not want to find someone I might know. Got lots of requests from people in their 40's or people who wanted to exchange lots of pics first. I'm not the best looking guy, cute face but other then that I'm overweight and self conscious, and those are things I am working on but it's also why I was only looking to suck. Then it happened, I got an email that said "hey, I'm 18 and looking to get some head"
I was like, alright, a young guy, this could be fun. He also lived over a half hour away so I figured there was a good chance we did not know each other. I asked if he would be willing to travel to my place and he said he could do that. I then asked him to tell me about himself. He said he was straight, had a girlfriend for about 2 years, but really wanted to try getting head from a guy because she could not deep throat him. Well, I was up for the challenge. I work overnights so the next challenge was finding a day that would work for both of us, because he explained that he stays at his girlfriends one night, she spends the night at his place the next night and then they have a night off from each other and it repeats itself over and over. Pretty cool situation he has lined up. We figured we could meet up around 2:30 in the morning when I was getting out of work from an OT shift one night. It was all planned, and then at the last minute he said he could not make the trip.
I was a little upset but he had to work in the morning and I understood that. He just did not think he could stay awake on the drive. I was all horned up thinking I was going to get with this guy though that I had to set something up. That is when I downloaded grindr and met the 22 year old that stopped in twice over 4 days for head. It was great to get back into doing something sexual with someone. That whole experience is my other story I mentioned (First time with a guy in over 10 years) However, this becomes relevant because I had gotten that guy off in 10 minutes or less both times. So, I was feeling good and thinking I gave great head, and if this 18 yr old ever came up, it would be great and he would have a blast.
Over almost 2 weeks we kept talking and sending endless emails and then finally last night he agreed that he was coming up. He had the night free and said he was excited to come up. I gave him directions and told him that when he got to the house, we would both be nervous so to just come in, strip down to his boxers and sit on the couch. Around 8PM I got an email saying he was on his way. I instantly got nervous because it was about to happen. We had never in the about 70 emails ever swapped pics because he wanted to be discreet and obviously so did I. I was worried how he would react when he saw I was a bigger guy. 20 minutes later I get another email saying he now could not make it up because of the weather. I was like, oh great, here we go again. I told him to push through the thunderstorms because I wanted to see him. He replied that he would turn around and be up soon. Now, I did know his name through so I checked facebook looking to see if I could possibly put a face to the name a few days prior. I found a poss match, and if it was him I was going to be in heaven.
40 minutes later, with music playing in the house and the lights off except for the glow of the tv, I see his car pull in the yard. As fast as it pulled in, it left. I flipped the front light but it did not catch his attention. I texted him that I was home and it was just dark on purpose to make it more comfortable for him. 2 minutes later the car was back in the yard. I greeted him and he came in. I got weak in the knees because it was the one from online and he looked great. He came in, took off his boots and walked over to the couch and had a seat. He was wearing jeans and a big baggy sweatshirt. I thought to myself that he was going to make me work for it with all those layer. He stood up, undid his belt and let his jeans fall to the floor and sat back down. I knelt down between his legs, took his jeans the rest of the way off to give his legs more room. I then began rubbing him through his compression shorts. I could feel that he was soft but there seemed to be a lot there. I pulled down his shorts and revealed a soft cock with just a few days worth of pubic hair all around. He said his girlfriend likes him to shave so he keeps it low and he hopes I don't mind. I told him he looked great.
I took his cock in my mouth and slowly started sucking it to life. As he got hard it was clear he was bigger then anyone else I had ever given head to. It just kept growing and I was enjoying it. He got rock hard and I started to explore his body a bit, running my hands down his hairy legs and back up and to under his back and butt. After about 10 minutes of sucking, I stopped and asked if I was doing o.k. because he had been really quiet. He said yeah, feels great. He was just staring down, you could see he was nervous as well. I asked him if he would take off his sweatshirt and he said yes. He left on his t shirt though, but I began running my hands under his shirt as well from time to time until I finally had him take that off as well. It was interesting because he had pretty hairy blonde-reddish hair all over his legs but was completely smooth the entire way up his chest. I also found it interesting that despite how big his cock was, he had such a small belly button and nipples.
I was absolutely in lust with this kids cock, especially when he would shift his weight or let out little moans indicating that I was doing a good job. I proceeded to give him head passing 20 minutes, then 30, then 40, then 50. Occasionally I would stop and ask if there was anything I could do better or I was doing wrong. He just kept saying, no, it feels great, it just takes me a really long time to get off. It was fine with me as I just kept going back to work on it. Then, the nightmare happened . . . . Because I was in the same position on my knees on the wood floor in my living room for so long I moved just right and got a major charlie horse in my leg and both legs went numb. As I attempted to fix it, I just had to brace myself on his bare legs. He was so cute and his concern for me was really nice. He tried to help me get to a seated position and then had to help me stand to stretch out my legs. However, during this few minute break he lost his raging hardon and looked at me and said I'm afraid we may have lost it.
I told him to lie down on the couch, so I could sit between his legs and went back to work. I gave him head to a semi hard cock for another 10 minutes or so and it was clear he knew his cock. It would just not get fully erect again. I stopped and just glanced up his naked body at him and he said again, once it goes soft I usually cant get it back. I asked him if we could try one more thing, and he said yeah. I had him stand in front of me and probably gave him head for another 15 minutes, still only semi hard but as big as some others I had seen hard. I kept going between his cock and his balls and he wasn't telling me to stop. At one point I stopped and said am I just irritating you at this point, because your fun to play with and I can't stop. He said, no, your all set. While he was standing I was able to rub my hands all over his legs, stomach and grab on to his ass. However, after about 15 more minutes of just sucking and playing with him, I realized he was right and told him to lay back on the couch. Nearing almost 2 hours of play and him still having a drive home he said he was going to have to leave soon.
After he laid back down I sucked on his cock for a few more minutes and then just sat up to talk to him. I kept apologizing to him for not getting him off. I got some precum from time to time, but never the actual release we were aiming for. He kept saying don't worry about it, it takes me forever to cum, and you were doing really well until I got soft. He said one of the reasons he wanted to try with a guy is because his girlfriend gives up because it takes him too long. I asked him, will you be willing to come back up and give me another shot at it. He said yeah, he would like that. After that, since we had just met, we talked about life for awhile. What we did for jobs, what our lives were like, siblings, etc etc. The entire time we were talking he was still sprawled out across my couch completely naked with his arms behind his head. I think he loved that I loved his body. When it was clear we were out of things to talk about, I got off the couch, and reached out a hand to help him up. He put on his compression shorts and I reached around him and grabbed his ass. He pulled me into a very nice, long hard hug. I just could not believe how friendly this guy was, which he credited to his mom raising him right. He then put on his jeans and belt, and I was just looking at him and could not believe how sexy he was. Again I walked over to him, grabbing around his waist and rubbing his stomach and chest and then I let him get his shirt and sweatshirt on. We did about 10 more minutes of small talk, a hug goodbye and the promise to meet again.
I certainly hope he comes back, because next time he will not leave until that cock explodes.
To all you readers, have anyone ever had someone that took so long, and what kinds of ideas could make him get off sooner?
Thanks for reading.