A RIDE ON THE GRAVY TRAIN
INFORMATION FROM IT’S GONNA HURT: Once upon a time there was a young boy named Jon Estevez. Jon had a fantasy of two big black dicks double teaming his little asshole. In his wildest dreams he never imagined it would come true until one day he ran into Castro Supreme and Diesel Washington and it was … Read More
LANCE LIKE’S BIG DICK
INFORMATION FROM IT’S GONNA HURT: Hey there It’s Gonna Hurt fans… This weeks update is real solid. We brought in this young fresh meat named Lance for an Anal pounding and I must say we were all impressed by his dick taking abilities. Considering he had a baseball bat sized cock jammed up his ass with … Read More
WE GOT A SCREAMER FOLKS!
INFORMATION FROM IT’S GONNA HURT: Everyday we receive phone calls to ads we post in locals all over, you might read ” Looking for young men who want to play with a big black cock.” After receiving tons phone calls, we found a candidate for y’all. His name is Dareian and his all time fantasy is … Read More
IT REALLY FUCKING HURTS
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?
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
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
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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GAY FOR PAY
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
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
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!
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