BentleyRace: Tom Gregson

Tom Gregson at Bentley Race

Tom Gregson at Bentley Race

Tom Gregson at Bentley Race

During my stay in Chicago I met several straight guys at my hotel to shoot for the site. I’m not usually too concerned about problems with meeting strangers in cities I’ve never been to before. But when Tom arrived outside my hotel I kinda got scared. He had arrived with a car full of his mates all leaning out of the windows just a few metres away checking me out…. and not in a good way. Tom jumped out of the car and reluctantly walked up to me. It wasn’t until we got inside that I realized that Tom is actually a really sweet guy. His mates waited dutifully outside while Tom changed in to some sports gear and posed for these shots for me. I think he was more nervous than anything else. Tom is a 22 year old mechanic from the southern suburbs of Chicago. He has a very deep and manly accent and proudly thumps the tattoo on hos chest when he tells me that Chicago is the best city in the world.

I put on some porn for Tom to watch while he jacked off on video. Sadly Tom’s video is one of the videos lost on the corrupted flash card. So when I get back to Chicago I’m hoping Tom will agree to be filmed again.

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porndog says:

Attractive guy, but flat ass and “nervous” dick that doesn’t seem to wanna get with the program. Looks good in the gear, but guys should fill out a jockstrap, front & back, and he didn’t.

Daniel says:

Look what the cat dragged in.

manu says:

LMAO excellent comment!!!

von schlomo says:

Must not have any teeth.

tomtomson says:

no no no no!

tadnarsa says:

Hell no! Ugly as hell! Please, why cant we have some actually cute and beautiful guys here, something like dillon samuels. I refuse to subscribe to these porn sites until they actually get some cute, clean guys who are actually cute and stop with these drugged up-dirty-ill- bar fight ready ugliness

effierum says:

He reminds me of a younger skinnier less cute Dakota Rivers