Craigslist Experience #15

The South American.

So, in trying to find daily or weekly blow jobs or hook ups, I started e-mailing this guy who described himself as Latin and easy going. He said he was "bored, horny and looking for a man" He was 35 years old.

We started e-mailing. I was attracted to the fact that he was 5'6 and 158 lbs, so someone closer to my size, if not my age.

It seemed like we went back and forth for days, maybe weeks, about hooking up, but couldn't seem to get the timing right. I don't think either of us thought to ask the other what we were into.

He lived with his girlfriend, and couldn't get away that often. He always said he could possibly get away by combining it with his trip to the gym, but that was usually at 9PM, and too late for me.

Finally, we made plans for a Saturday Morning. I gave Mijo my cell phone number (maybe not a good idea) He called when he was on his way. He had a typical Spanish (or maybe Brazilian Portuguese) accent.

He looked like a typical latin dude. Shorter than me, a little bit. For a guy that went to the gym everyday, he still had some baby fat. Not much, just normal, but he wasn't "ripped."

We went upstairs to the bedroom. He wanted to caress and touch and undress each other. We did that, hugged, I rubbed his ass, fondled his dick, nuzzled his neck. I asked him if he wanted to kiss.

"No."

He asked me if I wanted to.

"Not really."

The touching and rubbing wasn't really doing much for me. We discussed what to do next. He didn't really like to suck dick. 

Bummer. 

That left few options. I could fuck his ass, or I could blow him. I ended up doing both.

He excused himself to the bathroom to prepare. He brought his own disposable enema. When he returned, I laid him back on the bed and got him hard and started sucking his dick. I knew from previous experience, that I was going to fuck him I had better try to loosen his ass with my fingers, so I asked him if he minded that I wore a glove. He thought that was a good idea. Lots of lube, plenty of dick sucking (by the way, his dick was smaller than mine, and uncut, and totally easy to suck.) and I soon had two gloved fingers in his ass.

I condomed and lubed up, and we fucked for awhile, with him on his back.. It was okay but not fantastic, at lease for me anyway. We ended up with him on his back, legs in the air, me pounding his ass to the best of my ability, and jacking his dick at the same time. Soon, he announced he was going to cum, and I helped him out by continuing to jack his dick. I wanted to watch. He squirted about three white creamy ropes onto his brown hairless tummy.

I pulled out, and he used my shower and cleaned up.

We both said we'd like to try it again. I didn't get to cum, so after he left I called Norm (see CL encounter #11)

Mijo came over about a week later. It was a weekday, around 4 in the afternoon. He was dressed in professional clothes this time. I can't remember if he had a tie on or not. We had discussed that I wanted him to try riding my cock this time.

He prepared himself in the bathroom again and arrived in the bedroom naked. He wanted me to give him a massage. With him on the bed, face down, I straddled his legs, and rubbed his back. He liked this, and it went on for several minutes. My dick rubbed up and down his ass crack several times, getting me hard.

He rolled over and I did his front. He was getting hard too.

"Are you ready?" I asked.

"Continue" he responded in his thick accent.

"Continue? What do you mean?"

"Just keep rubbing. It feels nice."

Oh brother. I wanted to get off, not massage the guy all day, but whatever. I continued for awhile. After I bit, I realized this was going to go on as long as I let it, so without asking I just got the glove and worked my magic on his asshole to loosen him up again. When I thought he was ready, I got out the condom, put it on and lubed up. I was on my back, holding my hard dick up for him to sit on.

Mijo had never done this before, and neither had I, and it looked awkward.

It was awkward.

He kind of squatted over me, then duck-walked until he was over my cock. He sat back and slowly impaled himself. It was working, or so I thought.

Then he just sat there. 

 "You gotta do something man, or I'll lose my hard on" I said.

He tried to move up and down, but my dick came out. I don't think he really had the strength in his legs to do it much longer anyway. 

"It's not that easy, you're not very big" he said. 

Wow, what a turn on. He really knows how to say what a guy wants to hear.

Next, I did him doggie style. This went better and he flattened out and I started getting into a good rhythm. He started moaning and then asked me to stop. "You're hurting me" he said.

Okay, we then we tried it face to face like last time, but I kept loosing my erection.

"Why doesn't he stay hard?" Mijo asked.

Fuck. I don't know. Maybe I'm just over it.

I tried a couple more times. It wasn't working for me. Finally, I just started to suck him off, while fingering his ass with my still gloved hand and jacking myself off with the other. It was okay, but part of me just wanted to get this over with and for him to leave.

Finally he blew his load in my mouth. It felt kind of neat to feel his ass hole clamp down on my fingers as he was cumming in my mouth.

I spit out his jizz into a nearby towel.

He asked what time it was. I told him. He was surprised at how late it had gotten, and once again used my shower to clean up.

When he left this time, we shook hands but we both knew it was the last time. He hasn't tried to contact me, nor I him.

Adios Amigo. Via con carne.