STEVEN’S ASS IS TOTALED
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INFORMATION FROM IT’S GONNA HURT: OMG… This guy Steven Waye gets his asshole torn apart by Castro’s massive cock. Much to my surprise he enjoyed every second of it. Steven loves sucking big black man dick. I think anyone who loves watching dudes get fucked by big gnarly black cocks will deeply enjoy this episode of … Read More

HANZ IS HURTIN!!!
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INFORMATION FROM IT’S GONNA HURT: If you’re reading this… most likely you love watching little tight assholes get ripped open by big black cock, so you are in the right place! Today we brought in this little euro dude named Hanz gets who his guts wrenched by Castro’s big black cock. I will say, this little … Read More

ANAL LASAGNA
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INFORMATION FROM IT’S GONNA HURT: We got a big boy for you guys this time. Damien is a huge dude, and he’s ready to get piped by Castro’s massive cock. He’s a little curious, and this will be his biggest dick ever. He cautiously sucks on it, and then takes it in his ass, ALL-THE-WAY. Did … Read More

JARED IS A QUITTER
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INFORMATION FROM IT’S GONNA HURT: So we got a new It’s Gonna Hurt update. This guy Jared came to test his will by taking a massive size cock up his poop chute! Unfortunately for Jared he will be shitting weird for the rest of his life. Castro literally gutted this poor man’s insides. Come all who … Read More

SUPER SLAM!
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INFORMATION FROM IT’S GONNA HURT: Hey people… We got another one for ya! His name is Adam and it’s gonna hurt. Adam was all excited to get his asshole reamed until the time came. Then Adam was a screamer begging for Castro to take his giant cock out of his asshole but Castro wasn’t havin any … Read More

GABRIEL’S BUTTHOLE RIDE!
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INFORMATION FROM IT’S GONNA HURT: Hey y’all… Today we picked up this guy Gabriel who was dying to get Castro’s large member inside of him. Gabriel had no problem sucking on Castro’s big Tootsie Roll but when it came down to taking it up his ass it got a little tight! Kinda like when you try … Read More

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

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