Craigslist Experience #3

Here is the post I responded to: 

I need new pics - 48 (Salt Lake City)
Reply to: pers-ybzsh-XXXXXXXXX@craigslist.org


I am not sure where else to ask this favor but here.
My phone takes OK pictures but I just can’t seem to get the right angles to show what I got. I would appreciate a little help from someone who is ok with taking nude pics.
You can have some of what I got if you want or I can return the favor by taking pics of you if you like.
Let me know please…thanks

My Response:

Ha ha. Great post.
I'd be happy to help out. I'm a bit shy, but hooked up on Craigslist twice, for BJs. It was fun, so I'm trying to be bit more adventurous.
I recently took some "photos" of me, using the timer function on my camera, so I know what you're getting at.
I'm not interested in keeping any, if we do this, so you can either buy a memory card for the camera, then just keep it, or we can download the pics to your computer, and then erase them from the camera.
I'm just interested in helping someone like me out.
I'm 46, 5'6", 150 lbs, very average looking, curious but inexperienced.
Anyway, let me know either way. I would be especially interested in hearing how it went if you got someone else to do it.
Ciao!
Jack.


So, we exchanged a few e-mails. He didn't have a place to take the pictures and I was nervous about having someone over to my house. I thought long and hard about some place else to take these pictures, somewhere like down by the river in the trees or something. I couldn't come up with any place that was comfortable. He gave me his phone number, and I used *67 to block my caller ID, and called him. I got his voice mail. He sounded normal. I left a message telling him that I would call back around 5:30.

I didn't know what this guy's story was, only that he felt comfortable soliciting a photographer from the CL M4M section. I didn't know if he was gay, straight or what. Taking a cue from MR. H. I had both types of porn ready for my VCR. That's right, a VCR. The last time I actually purchased porn, was in the 80's or 90's and VHS was the medium of choice.

So after another e-mail or two, and a phone call or two, Jess comes to my house. He's dressed in business casual, so I know he's just come from the office, like he told me on the phone. He's older than me, shaved head, a bit bigger than me, by a few inches and 50 lbs. Just an average looking guy.

I was ready with my camera.

He came in and we shook hands, and I suggested we go to the living room. I started asking him about what kind of photos he wanted. I though I would just shoot a whole bunch, starting with a fully clothed body shot, and just keep shooting while he disrobed. I think he had other plans.

He told me he just wanted some cock shots, taken with his cell phone camera that he could e-mail. Okay. Boring but what ever. I'm just happy to help a guy out.

Then he said, he wanted his dick to be hard for the photo. I offered my porn, and he replied with "Well, can I suck your dick? That would make me hard."

Heck yes, you can suck my dick Mr. Jess. Who am I to refuse an offer of a BJ.

He is sitting on my couch and starts to take off his shirt, and undo his pants. That's when I spy the monster.

"Fuck man, you got a big dick" I said. And he did too. A big fat uncut dick, and big low hanging balls to boot. "I'm sorry, but I don't have a big dick, I hope that's okay with you." I added.

It apparently was no problem for him because I came towards him and motioned for him to undo my pants. He did so, and slid my boxers down and started sucking. He even grabbed my ass and pulled me all the way into his mouth. I moved to sit on the couch. He got on the floor and continued the blow job. He even started licking my balls, and the area underneath. I said "do ya want to get up in there?" "Uh huh" he responded. I pulled my knees up and the goes to town eating out my ass hole and tonguing my pucker, kind of violently too, like a starving lion at a kill. So I've now hooked up 3 times and all three guys want to eat my hairy ass. I find it weird, but hey, it feels pretty good, and who am I to deny someone getting their freak on?

I reached down and started playing with monster. I have never seen an uncut cock before, except in porn and in the locker room. I had never touched one before. It was kind of cool pulling the skin back, but I didn't know if it would go all the way back. I have heard it hurts some guys, so I asked him about it. "It will go all the way back when it's hard. He said.

"What's that?" I asked referring to all of the clear slimy juice inside the foreskin and all over the head. "Precum!" he said. I guess he was excited. Since I don't know anything about uncut cocks, I didn't know how much precum a foreskin could hold, and I though maybe it was smegma, which I've herd about, but never experienced. (thank god)

He was blowing me, and I was playing with his dick, and I took the towel I had handy, and wiped off the copious amounts of pre cum. I wasn't going to miss my opportunity to try blowing an uncut dick, even if it was just to see what it was like.

And here's what it was like. Different. I can't say I really enjoyed it, but I didn't hate it either. I just kept thinking what my dick might be like with foreskin. But that's another full page rant, best saved for another day.

So then I remembered the camera, and actually took a photo of me blowing this gigantic uncut dick. Of course a third of it is stuffed into my mouth, so you can't tell it's uncut.

So, then I suggest he's hard enough for the photos. Like he almost forgot or something. I take a bunch of dick shots. I try to get creative.....push it forward, grab it with your fist, put it in front of the lens to block your face....on and on.

So, tell me Jess, do you still want to continue blowing me? He sure does. I sit in the chair, and he gets on his knees in front of me. Then I tell him I have a fantasy. Would he oblige me. "Of course" he says. "What is it".

"I want your to cum in my hair." I say. I know what you're probably thinking. WTF???!!

I don't know, I watch these porno where the guy shoots his jizz on the other guy, and sometimes it over shoots the mark, and gets in the other guys hair. I find that hot, so I wanted to try it. I know. I'm a freak.

So, Jess agrees, that even if he comes, he'll still be in the mood to blow me. I think that cumming in my hair will be so cool, it won't take much more and I'll shoot my load. Deal done. I blow Jess a bit, and he pulls away, jacks his cock and I bend forward to get the hair gel treatment.

As you might be thinking, it wasn't as big of a turn on as I had hoped it would be.

No matter, Jess settles down and gets back to work on my still hard dick. I gain some momentum and tell him I'm about to cum. To my disappointment, he pulls off, and finished me off by hand.

I'm feeling pretty relaxed after I cum and lean back. I run my hand across my head. That's when I remember I have jizz in my hair. I put on my boxers and go to have a look in the bathroom mirror. There is a lot of jizz in my hair. What was I thinking. I try to towel it out, and wash my hands. When I come out, Jess is mostly dressed.

We say thanks, shake hands, and I tell him I'll e-mail the pics to him. I'll even give give him an extra set, with reduced quality, therefore a smaller file, that's better for sending on line or posting on Craigs list.

He leaves.

So, after I send Jess the photos, he thanks me of course, but says he forgot to get some body shots. Could we schedule another photo shoot.

Sure Jess. He also makes some mention of wanting to spend some time with my sweet ass. Later I asked him to clarify, because my ass isn't really up for grabs. He just complimented me and said he thought I had a nice body and wanted to fool around some more.

So, we made an appointment for the following week. He came round, and we started fondling each other, and did a 69, and then got each other off. This time I jacked off while sucking him, and watching twink porn.

Neither of us mentioned the extra pictures, which was the whole purpose of him returning. I thought that might not really be what he was after.

I hooked up with Jess one more time. This time, less talking. No pretense of photo-taking.

I think this is the end of the Jess story. Been there, done that. Time to move on and dial in my preferences.