MY FRIENDS ARE GOING TO LOVE ME
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INFORMATION FROM IT’S GONNA HURT: A super fan of Castro’s huge cock can’t wait to experience and tell all his friends how it really went down. He can’t believe how big his fucking cock is; he even takes pictures of him like he met a celebrity; I think he even tries to talk to it and … Read More

ARCHITECT’S DREAM
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INFORMATION FROM IT’S GONNA HURT: Today we have an architect that loves to design BIG buildings. Until today he has yet to experience what he likes to call the “biggest building ever”. By the looks of his face and Castro’s cock, he definitely seems really intimidated by the size of his structure, lol. Starting off with … Read More

GETTIN HOOKED
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INFORMATION FROM IT’S GONNA HURT: What’s happening my bitches! We got a nice update for you today with Tony. He’s hungry for some cock, some dragon cock that is! Poor Tony, I’m not too sure he really knew what he was in for. He claims he was ready, but from his expression when Castro came around … Read More

TWEETIE BIRD NEEDS A BREAK!
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INFORMATION FROM IT’S GONNA HURT: Why oh why do you all keep doing this? This week’s itsgonnahurt update is funny. It seems to be a trend of quitters here on this site. Maybe it’s a coincidence or may it’s because these guy’s are all taking a Louisville Slugger up there Wahzoo. This little white boy Jesse … Read More

SCARED LITTLE LOGAN
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INFORMATION FROM IT’S GONNA HURT: Here we are again with another fantastic update of It’s Gonna Hurt (itsgonnahurt.com). We brought in this scared little boy named Logan for an asshole destruction session. Logan was so scared he literally locked himself in the bathroom and had to be convinced to come out and play. After a few … Read More

TWENTY… SCARED… AND HUNGRY!
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INFORMATION FROM IT’S GONNA HURT: This episode of itsgonnahurt.com stars a little 20 year old white boy named Alex and of course The King of Ding-a-lings… Castro Supreme. This little fucker loves to suck black dick. He also likes being impaled with cocks and dix bigger than his limbs. He seemed to really enjoy his scene. … Read More

CASTRO IS A MAGICIAN!
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INFORMATION FROM IT’S GONNA HURT: This weeks It’s gonna hurt is a doozy. We brought in this little Spanish fucker to get his prostate examined unfortunately for him this routine check up might have caused more damage than it was worth. Castro buries his brown log balls deep in this little Princesses Asshole. This shoot was … Read More

NO PAIN NO GAIN!
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INFORMATION FROM IT’S GONNA HURT: Castro Supreme is back with another cock throbbing update of IT’s Gonna Hurt. He’s going to love who we have for him today. Jr’s petite but has enough junk in his trunk for Castro Supreme’s liking. Jr was amazed at how huge his cock was. He’s never seen anything like that … Read More

THE PILLOW BITING HEART BREAKER!
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INFORMATION FROM IT’S GONNA HURT: So… This broski answered and ad of mine. I figured Castro’s Dick is so famous I would start charging people to put it in there mouth. To make a long story short he paid and then he got his tight little asshole bored out until Castro Supreme dropped a motherfucking load … Read More

THERE’S A FIRST TIME FOR EVERYTHING!
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INFORMATION FROM IT’S GONNA HURT: We all know that Castro Supreme has a huge monster cock that destroys everything in its path. Today we have Derrick stepping up to the plate to see what the hype is all about. He wouldn’t believe it until he seen it in person. This guy is in for a rude … Read More

ANOTHER MAN TASTES THE DRAGON !!!
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INFORMATION FROM IT’S GONNA HURT: When you sign up to do your first gay scene on tape you might wanna think twice. This guy Ben came to test Castro Supreme’s Dragon. For those of you who are unsure of what that it is…. Its a big black dick that looks like a club you would use … Read More

WHITE BOY GETS OWNED!
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INFORMATION FROM IT’S GONNA HURT: This update of It’s Gonna Hurt features Castro Supreme and some little white dude that’s trying to prove something to his prostate. This little fucker gets cracked in half by Castro’s mammoth sized cock and then he gets mother fuckin loads dropped on his face. That shit will always hurt! Peace … Read More

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