Craigslist Encounter #12
This is the most difficuld encounter to write about. You see, guy #12 is kind of a special guy.
I answered a post from this guy about my age, but in the photos, his body looked like a teenager. I told him that when I responded.
Much to my surprise, we ended up sending quite a few e-mails back and forth.
Detailed e-mails.
Personal e-mails.
It was about the time I started writing these stories of my encounters, and I let him read them. One each day for about a week. Every time he would tell me how horny reading these stories was getting him. Then he'd go in the bathroom at work and take a picture of his dick in his super fucking sexy cargo shorts and send it to me, and told me how he just "had to jack off in the bathroom or I would have a boner all day" from reading my stories.
Well, fuck! With all of that ego stroking, not to mention his hot body I wanted to meet him soooo bad. He was busy with work, and couldn't seem to make time before or after work to "hook up" I'm not sure why he even posted in the first place.
So, after a week of really fucking great e-mails, and finding out that we had lots in common, we set a time for him to come over to my house, really early in the morning. It was a Monday, at 7:00 AM.
On our agenda.....fucking.
This guy, I'll call him Dennis, was so nice, and seemed to really understand my plight. I really wanted to know how to be a top, but as you my have read, Elton wasn't the least bit interested in helping me learn, and didn't have the patience.
Dennis on the other hand seemed so nice, understanding and willing to help. I'm sure he was interested in getting fucked as well. He used to have a regular guy, but he moved away, or so he said.
Dennis arrived promptly at 7:AM. Nice newer white pick up truck. I was a bit nervous answering the door. Of course he looked just like his picture, although I had never seen a face pic. He was skinny, which is unusual for men our age. I asked him about it. He'd always been that way. Lucky fucker.
I'd been that way too, until I turned 30. Then I went from too skinny to just right. I stayed that way for about 15 seconds, and then started developing a small beer belly. Neat.
So, Dennis comes in and other than thinning hair he's flawless. Not that I'm saying thinning hair is a flaw. I know all about that! Why he's not wearing those killer cargo shorts, I'm not sure, because I kept telling him that they were sooooo sexy in the photos.
We went upstairs to the bedroom, and undressed each other. We didn't make out or anything, but there was some caressing. I'm awkward at that. We talked a little. We got on the bed, and I blew him, nice trimmed dick by the way, bigger than mine, but perfectly shaped, (of course) and he blew me, then we tried 69, and that went Okay. And finally, it was time for the fucking.
I'm not sure how we figured out just how we were going to do it, but soon he was on his back, on the edge of the bed, and I was standing on the floor, and had to kind of pull his ass off the bed just a bit. His legs were in the air, or maybe they were on my shoulders. Of course I had a condom on and I tried to enter his butt. There was some resistance at first, but finally it went in and thankfully I didn't loose my hard on.
I slowly got into a good rhythm and he was pulling my head down onto his chest, and grabbing my ass trying to pull me in deeper. This was going good for a while.
Dennis asked to stop for a minute, to use the bathroom, and then we resumed the action.
But I had to go and spoil it by trying a different position. Too much porn watching. "Why don't you lean over the bed and I can try it from behind?" I said. Well, I just couldn't get it right, and although my new friend tried to be helpful, he was timid about telling me what to do, because he wanted me to have fun experimenting. We tried a couple of other positions but to no real success. So, it was fun, but I'm fast coming to the conclusion that I'm a terrible top. Honestly, I just don't have the length.
I realized that Dennis was quickly running out of time. He was so patient with me, and I wanted to pay him back so badly, that I asked him to lay back on my bed as I blew him the best I could. I think it was the first time in my life that I really wanted to taste cum.
He told me he was going to cum, and I just kept sucking. He made a few timid whimpers, and I felt it in my mouth. it was cool.
Then.....the taste.
Yuk.
I spit it out on his belly. He erupted in belabored laughter. He was still coming down from his orgasm, and my spitting it out still made him laugh. What a guy.
Some porn star I turned out to be.
He asked about me getting off, but I knew it was getting late and he had to go to work. I told him I would take care of myself later. I did.
I've never saw Dennis again. We've e-mailed back and forth several times and at the time of this posting months later we still e-mail each other , and he is always nice, and says nice things about my stories, but I can tell I'm not his cup of tea. Hey, that's the way it goes.
One of the reasons I like fooling around with dudes is because we're not like chicks. We don't need the emotional component for having sexual fun, and shit, I'm behaving just like a chick. Well, maybe not like a chick, but this was the first dude I found that I felt like we could be friends, and maybe friends with benefits.
I'm going to check out some more posts now and get my dick sucked again, quick!
Jack, you don't need length so much as practice. Dennis sounds like a guy I'd want to see again, particularly since he seems to enjoy being part of your experimentation - and maybe wants you to be part of his, too.
ReplyDeletePump & dump, blow & go play is perfectly fine fun. There's also nothing at all wrong with finding you really like a guy and want to spend more time with him, sexually or otherwise. I've had plenty of totally NSA sex that I liked a lot. Gotta say, though, that sex is often much more fun and more intense with a friend, a guy you connect with in more ways than horny attraction. That's part of the exploration, too.
There's also nothing at all wrong with finding you really like a guy and want to spend more time with him, sexually or otherwise..
ReplyDeleteExactly. I get the impression you're going after all the hook ups with not much thought about finding a more steady thing. At least a couple of the guys you've been with sound like ones that might be guys you'd want to see regularly.
I'll admit to checking out Craigslist nearly every day- even multiple times a day- but the goal is to find a regular guy to see, not just to fool around with once and move on.
But I'll have to admit that's easier said than done. I finally bumped into a guy late last year I would have liked to see again and maybe turn into a regular thing. I tried to contact him again the next day. He didn't reply then and hasn't since. He apparently wasn't as happy with our little get together as I was.
Oh, I'm open to trying something deeper. Seems though, when ever I'm into someone, they're not into me, and vice versa. But I'm not worried. I'm not in a hurry and I'm having a good time. If it happens, it happens. If not, then oh well.
ReplyDelete"I'd been that way too, until I turned 30. Then I went from too skinny to just right. I stayed that way for about 15 seconds, and then started developing a small beer belly. Neat. " So true! Best line! Made me laugh. (And thanks for the blog. I know it's a lot of work to write up your adventures. It's much appreciated.)
ReplyDeleteJack, excellent attitude, all around.
ReplyDelete