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| Description: 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 It’s Gonna Hurt. Cum watch Steven get a hot cum bath. Enjoy, you sick fuckers! |
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| Description: 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 he make it out alive? Come find out. |
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| Description: Man walks into sex store. He meets Joey. Joey promises him crazy sexual escapade. Man walks into viewing booth. He hears girls voice on the other side. Girl entices him to put his dick throug hole. After some hesitation he does! We all get a big SURPRISE! Enjoy, my friends! |
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| Description: Joey’s at it again, but this time he’s joined by Landon and they’re looking for some ass at the train station. Alejandro is on his way to West Palm Beach for some R&R when he’s approached by Joey and asked if he would like to make some money. Who refuses and offer like that? The deal is suck his cock and let him fuck you and the cash is yours. Alejandro thinks for a bit, but since you can obviously tell he’s feeling Landon he agrees. They even get busy in the trains bathroom. I heard of the mile high club, but this is crazy! You got to give it to Joey. He sure knows how to pick the best spots to fuck in public. |
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| Description: 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 dare to test Castro’s big black dick up their ass! |
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| Description: Me and the big homie Castro Supreme meet up with this tall slender hottie at the beach. Lance is tall but I’m sure Castro can knock him down to size. We all know size doesn’t matter. Castro invites on all takers that want to have his boomerang cock shoved up their man cave. That’s exactly what happens once back at the condo. Castro whipped his cock out and sure enough Lance got on his knees and sucked the fuck out of the cock. Castro was turned on the minute Lance clamped his plump lips on the dick head. Things got even more exciting for Castro once he saw Lance had piercings along his nut sack. After that, it was on. There was a lot of fucking and a lot of legs being thrown in the air. In result, a massive pounding for Lance. Poor thing. It’s Gonna Hurt! |
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| Description: Today we got this real douche bag of a dude that does not ask too many questions!! So we couldn’t wait to exercise some righteous justice on him!! Anyway folks, he actually got a glimpse of our Bait’s huge tits through hole "which never happens" so you know now he was too happy to pull his dick out RIGHT AWAY!!!!! Boy was he excited  and we were laughing our asses off! |
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| Description: Have you ever wondered wether construction workers ever get horny enough to fuck each other on their lunch breaks? Well wonder no further cuz they do in this episode! Actually it’s two young guys that hook up on the street and go get busy in the middle of a construction site. Only Joey could come up with such an idea. This is no joke folks. These guys are fucking in public. There’s no extras and no paid actors here! You have to see it. A bunch of unsuspecting construction workers walking by while these kids get it on right there. Out In Public baby!! |
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| Description: 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 of that noise. So this guy got his ass swelled up! Cum watch this guy Adam get his shit pushed in! |
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| Description: 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 to stuff a baseball bat in a slot machine — it just doesn’t work! Enjoy |