In my late 20's I had decided I'd like to try sucking cock. I had jerked off a few but where I live near Boston there doesn't seem like a lot of quality, safe options. So yeah, I had jerked off a few, and did come close with one guy but chickened out. I had been meeting one guy at his office. An older guy. He liked eating my ass and sucking my cock. He had a big dick I would've enjoyed sucking but he, I don't think, was too honest of a guy. First, he claimed his age was like 12 years younger than he was and thought I didn't know. I also thought he played a lot more than he let on.
So, I'm home one day, smoking a bowl and a little bit horny. I put out an ad on Craigslist. I was looking for a well hung, older guy. One who had a place to meet up and who shaved his cock and balls like I do. I wanted a guy who would like to get jerked off but eventually would progress to sucking each other. I sat around, laughing at some of the usual responses. Pictures of guys' assholes, offers from "discreet and clean married guys" who still seemed willing to suck and swallow a total stranger. Then I saw it. No way, it couldn't be him. He was 65, lived a few towns over, had a big 8" cock that he shaved smooth. He couldn't host but thought we could work something out. I still couldn't believe the name in the sender's column. I was floored. While maintaining my own anonymity, I asked enough questions to be assured it was definitely him. I should've stopped there and not continued to message him. I couldn't, the game was fun.
Over the next few weeks we swapped emails. Him wanting to meet and show me his big dick. Me, knowing who he was and fighting the urge. I told myself he was a safe guy. He wouldn't risk my health or pressure me. But it was still wrong. Well, like I said, I should've stopped emailing him. I knew who he was, that I saw him frequently through "real life" and that this could all end badly. I just couldn't help it. After all, he had no idea who he was emailing. Until he did. He eventually, between real life and emails, figured out that it was me. He called my phone and I let it ring. His voicemail assured me it was okay, and that I needn't worry.
A few weeks later and I'm at his house for something, getting ready to leave. Waving to everyone upstairs I hear a "goodbye" from the lower level and I turn to wave. There he was. There IT was. He waved it at me. All afternoon I thought about how big it was. How fun it would be. That was his plan. To get his big dick inside my head. He emailed later and told me he'd be in his den later on, watching porn and jerking off. Sort of half joking, I said maybe I'd be by to take a peek.
Later that night, about 10:30, I hopped in my truck, lit up a joint, and headed to his house. Parking a few houses away, I walked up the back steps. There he was. By the glow of his laptop I could see his cock. Nice and smooth and hard. I watched for a few minutes and realized that at this hour, being baked on his back steps with my own smooth dick rock hard, would be tough to explain. It was knock or go home. I knocked. He came and let me in and as I sat on the arm of the couch, he got me some water. He stood next to me with his big dick pointed right at me. I reached out to feel how warm and heavy it was. I stroked him for a bit. I loved his cock. He told me he had to taste me. He laid back on his couch and I fed him my cock. I rubbed his head with one hand and his big cock with the other. I wanted to suck it so badly. I was also really close to cumming in his mouth. Being high like that, the magnitude of where I was, who he was, and what was going on, freaked me out a little. I told him we had to stop and that I'm sorry, but I had to go. He was very understanding. He told me not to worry. I did go, but when I went home I jerked my cock like never before. I also told myself if I ever had the guts to hang out with him again, I was gonna do everything to his big cock that I'd ever dreamed about doing...
Two weeks later, I was in my basement, slobbering and drooling all over my uncle's thick, shaved, 8", 65yo cock. Maybe I'll tell you guys about that if I get enough comments....
(yes, this is all 100% true)
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