Unusual experience?

[MassageDrew]

So while I was in NYC a couple of weeks ago I saw an ad on CL for a straight guy wanting to take a video of him jacking off for his girlfriend. I was like what the heck. This could be interesting. He came to my hotel and I wasn't sure if he was more nervous or if I was. We are talked a little and he said he gets a lot of videos from his girlfriemd so he'd like to surprise her with his own.

 

The guy was of Latino descent in his early to mid 40's. I wouldn't say he's hot but I'd say better than average. His entire clothes did not come off so I couldn't really tell but he looked fit with all those clothes on. He pulled out his cell phone and wanted me to use it.

 

I told him to get on the bed and kneel. I instructed him to undo his pants slowly, and he did. I told him to slowly pull out his cock umder his undies and show me. Nice uncut cock and thick though it was still soft. I told him to lean back slowy on the bed while he slowly stroked his cock. It really didn't take him long to get hard. Not sure if it was his first time really but it seemed he was excited by another guy watching him. He kept stroking to a point that he was really hard. It was tempting to grab it but I respected the no-touching rule. After a few minutes he exploded and his cum was really thick. It rolled down his cock then to his hand and all over his balls. Then we were done.

 

He zipped up. We talked a bit more and actually wrote down his email for me. He asked if we can do it again next time I'm in town. Not sure if I want to again but it was an unusual experience for me. Later that night he sent me an email via CL where we communicated saying his girlfriend asked him if I should help him next time LOL

[+ sniper]

Sounds like he's dipping his toe in the water. You're probably playing this right. He may or may not have done this before, but it could also simply be his means of making sure someone is respectful of boundaries.

[john1973]

Hot!

[spacecowboy]

Maybe he liked you and if his story is all true and the wife gave him a hall pass....

[kewtex]

Was this on the upper east side, @MassageDrew?

[MassageDrew]

Was this on the upper east side, @MassageDrew?

 

Nope, at my hotel in Midtown

[MassageDrew]

Sounds like he's dipping his toe in the water. You're probably playing this right. He may or may not have done this before, but it could also simply be his means of making sure someone is respectful of boundaries.

 

Possibly. I wanted to dip my toe and go for it but it wasn't what we discussed so yes I had to be respectful of his boundaries

[+ poolboy48220]

I'd say be patient, take it at his pace, and you're likely to have another story to share at some point.

[MassageDrew]

I'd say be patient, take it at his pace, and you're likely to have another story to share at some point.

 

Hopefully, I'm only in NYC once a year. I could go more but I typically go there for the tennis

[TruthBTold]

As long as you feel safe, why not? If he start asking for other things that start to involve you then you have the discretion whether to get more and more involved. At the point you really don't want to go any further just tell him that. You both may have become comfortable enough that you can discuss your arrangement or him going to someone else to get more of what he wants.

[kewtex]

Nope, at my hotel in Midtown

 

Get down midtown!

Maybe next time someone can film you filming the guy jacking off for his girlfriend. I could imagine that going viral on some porn site.

[MassageDrew]

Get down midtown!

Maybe next time someone can film you filming the guy jacking off for his girlfriend. I could imagine that going viral on some porn site.

 

Not me. I don't mind filming someone but I wouldn't want to be on the scene LOL