BUTTHOLE SMASH!

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INFORMATION FROM IT’S GONNA HURT: Hey people. This Tuesday’s It’s Gonna Hurt update is great! We brought in this guy Bryan to get his face and ass smashed in by Castro’s obscenely large dick. Unlike most updates, this guy could barely finish. Bryan was in so much PAIN it was kinda funny. I really felt bad … Read More

GOAL IN THE HOLE!

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INFORMATION FROM IT’S GONNA HURT: Castro Supreme is back on the prowl! Looking for his next victim. Castro was in the mood for an athlete’s booty hole. Someone that has an amazing physical endurance. Castro’s basically looking for ass that can take his monster meat. Luckily for Castro he found this cute little white boy by … Read More

TIGHT LITTLE FUCKER!

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INFORMATION FROM IT’S GONNA HURT: Hey people… We have got another gut wrenching episode of of It’s gonna Hurt. Today’s victims name is Val and Castro literally nails his tight little asshole to the wall. It was a good day for Castro and not so good for Val or at least it seemed. In the end … Read More

WADE PLAYS THE PAIN GAME

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INFORMATION FROM IT’S GONNA HURT: Greetings you sick fuckers! Today we brought in this guy Wade. He is an older businessman with a big cock craving. I really think you will all love how he says “it won’t be a big deal” to take Castro’s Mammoth-sized cock up his ass. I will have to be short … Read More

A DREAM CUM TRUE…

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INFORMATION FROM IT’S GONNA HURT: Derek had always dreamed of meeting Castro Supreme one day. Well, Derek’s dream has finally come true. We met Derek at his job so he can meet Castro Supreme in person. To his amazement, Castro is what he’s always imagined. A buff black guy with a very large cock. Derek was … Read More

CRISTIN GETS A MEAT STICK

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INFORMATION FROM IT’S GONNA HURT: Wow… another day, another asshole. We brought in this guy Cristin today for another exciting episode of itsgonnahurt.com. Cristin was a man of few words but that was okay cause we new why he was here. This guy was in desperate need of an asshole jam session and, people, he got … Read More

ROBBIE PLAYS THE PAIN GAME

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INFORMATION FROM IT’S GONNA HURT: What up creepos? Today we brought in this bashful volleyball player off the beach. He was a fan of It’s Gonna Hurt until he felt the pain. I think Castro might have fucked this dude straight — but then ya never know! Maybe all that screaming and begging to stop was … Read More

I WANNA BE A MILLIONAIRE SO FUCKING BAD!

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INFORMATION FROM IT’S GONNA HURT: Hey people… Today we stopped by this guy Park Wiley’s outrageous mansion. He is some rich fucker that apparently craves Big Black Cock. So to do him and you guys a favor… Castro jammed his 13 inch sausage down his throat. I hate to dis appoint but this guy loved it … Read More

CASTRO THE IMPALER

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INFORMATION FROM IT’S GONNA HURT: I met up with Alejandro who is in town for a bit visiting his parents. We met up in the afternoon and his went back to his parents place since they were at work. We set up shop out by his pool and introduced him to Castro’s cock which we warmed … Read More

THE GYM RAT

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INFORMATION FROM IT’S GONNA HURT: What’s up fellas.. today we got this guy Zack who is a cute young gym rat that’s in good shape.. Good shape to get FUCKED by Castro and his massive unit. Me and Zack went back to meet Castro and Zack got a face full of man meat, which he happily … Read More

AJ PLAY’S THE PAIN GAME

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INFORMATION FROM IT’S GONNA HURT: This week on its gonna hurt we brought in this Guy AJ. Unfortunately for him… I brought Castro’s supreme ding-a-ling. It wasn’t very long til’ AJ really started screaming. I would have to say this looks like it might be one of the most painful episodes I have ever filmed as … Read More

LUNCH TIME!

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INFORMATION FROM IT’S GONNA HURT: Attention all sicko’s! This week’s itsgonnahurt.com update is painfully delightful. We got this guy Matthew who was dieing to get Castro’s enormous cock in his ass. Today was his lucky day and he received all 5 pounds of meat straight up his asshole! I really think he liked it too. Matthew … Read More

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