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Clayton Was Scared! 7 Apr 2011 | 09:00 am
Description: LOL… I always think it’s funny when people cum to take Castro’s Dick in there ass. There facial expressions say it all. This guy Clayton came to us and during the beginning of the shoot h...
OOOOOOOOH! Best Ungloryhole Yet! 6 Apr 2011 | 09:05 am
Description: Holy shit guys have we got an update for you this week! Your homie Joey managed to scrounge up this eager beaver in need of a blow job but dude what a blow job! This guys cumshot was epic...
Mechanic Shop Cock 6 Apr 2011 | 09:05 am
Description: Joey has a friend who came down from Orlando for a little fun. His name is Logan and Logan is looking for some tight ass to work out. They come across Matthew who’s also from out of town ...
Spencer The Badass 6 Apr 2011 | 09:00 am
Description: Greetings Fans! LOL…On this episode of itsgonnahurt this guy Spencer had no concerns about Castro’s Horse dick being crammed up his poop hole. Well at least that was his theory before the...
Savage Asshole Stretching 5 Apr 2011 | 09:00 am
Description: A lot of people ask… "Is this Real?", "Is Castro’s Cock that Big?" Well, my friends… go ask Noah Brooks, the latest victim on It’s Gonna Hurt. Noah always wanted to try a big black dick. ...
No Guts No Glory 5 Apr 2011 | 09:00 am
Description: Sometimes you have to go all out and put it all on the line to "get in" this week re received a video in which these frat boys put their pledges through a series of rigorous events, they ...
Mystery Blow 4 Apr 2011 | 09:05 am
Description: Wassup guys??? So I convinced this new guy to come down to my favorite spot "The Glory Hole" of course he was too excited to hear about this, he was blowing up my cell for weeks!!!! Final...
Show Me Your Junk 4 Apr 2011 | 09:05 am
Description: Donny is a shy dude with hope of getting laid in Miami. Jordan is a dude who likes it when dudes grab his junk. Neither one of them have ever done anything remotely sexual in public, but ...
Youngster Gets An Ass Fucking 4 Apr 2011 | 09:00 am
Description: So let it be known that Castro Supreme’s cock is no fucking joke. This guy’s job is to destroy assholes and plumbing systems. We got another anal victim named Jacob; this guy had tears of...
Back Blown Out! 3 Apr 2011 | 09:00 am
Description: Alex Hilton is excited to see Castro Supreme’s boomerang cock. Not only will he get a chance to witness a cock of that caliber, but he’ll also know what it feels like having a monstrous c...
