IT REALLY FUCKING HURTS

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INFORMATION FROM IT’S GONNA HURT: As we all no … Castros cock is massive and in today’s update he really does some asshole punishment on this guy JJ. JJ is a youngster who always had a fantasy of a big black cock getting shoved up his crack. I don’t think JJ thought it fully through. He … Read More

DOUBLE YOUR PLEASURE OR PAIN?

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INFORMATION FROM IT’S GONNA HURT: Listen up… We figured you guys wanted to see it so we did it! Castro and Mario sharing a mouth and asshole. This shit is crazy and we think your gonna love it. These two monster cocks do some serious asshole boring and my friends this shit had to of hurt! … Read More

GUY GETS HUGE DICK IN THE ASSHOLE

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INFORMATION FROM IT’S GONNA HURT: This young man gets put in a tricky situation with a big black dick. We meet up with Aj and basically didn’t tell him how big Izzy’s dick. He’s in for a nice surprise when he see how big his cock is. Somehow he was able to swallow it up with … Read More

LATIN GUY TRIES A BIG DICK

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INFORMATION FROM IT’S GONNA HURT: This weeks itsgonnahurt update is superb. We brought in this cat named Malek for some butthole surfing and as always he played the pain game where the only winner is the black Mamba. It was a valiant effort but in the end he was begging to stop and received a massive … Read More

THE BIG BAD DICK

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WATCH THIS NOW: IT’S GONNA HURT Hot or Not? Let us know. [Total: 3 Average: 2.3]

GAY FOR PAY

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INFORMATION FROM IT’S GONNA HURT: We have another fella who seems to have no problem sucking dick for a pay check. He did have a little bit of an issue getting Izzy’s huge black cock up his asshole. This sites not called itsgonnahurt.com for nothing. Here we make pain a reality and this young little white … Read More

MONSTER DICK IN THE LINE UP

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INFORMATION FROM IT’S GONNA HURT: What do you get when you get a little white man in a room and a hung Black man in the same room? You get a ‘guess which is the dick in the line up’ game. Its all about the mighty black cock in his young black hole. He knew what … Read More

RETURN OF THE ROCK

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INFORMATION FROM IT’S GONNA HURT: Hey people this weeks It’s gonna Hurt update is the tits. We had this jacked diesel broski named Rock return for his second time here on its gonna hurt. Last time he was here he had the pleasure of getting his asshole ripped open by Castro. This time he fucks Izzy … Read More

MAX IT OUT!

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INFORMATION FROM IT’S GONNA HURT: Like all “IT’S GONNA HURT” updates, we here love to put regular guys through the stress of stretching their bum hole to their limit. Today’s Max Gunnar and Izy is no different. The boys did not disappoint! There’s hardcore ass fucking, and cock munching and all the pain that comes from … Read More

HOW BAD DO YOU WANT THEM?

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INFORMATION FROM IT’S GONNA HURT: In this weeks It’s Gonna Hurt were out trying to find a lucky winner for my friend izzy he has been dying to get some ass so I came up with an idea and I used the fact that there was a big event going on tonight and used it to … Read More

DO WHAT YOU GOT TO!

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INFORMATION FROM IT’S GONNA HURT: Today we have a dude that is totally trying to get into the porn game. So he was told that in order to get in he had to do gay porn first. So we run through everything that he is supposed to do on his first shoot. What he does know … Read More

SNAKE DANCING

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INFORMATION FROM IT’S GONNA HURT: Wow this guy was not ready. This week’s itsgonnahurt update is crazy. We brought in this cat Santiago for an anal pulverizing session and let me tell you all he was not ready. He said “It hurts like hell” and we said “NO shit! The site’s called Itsgonnahurt.com”. The weirdest shit … Read More

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