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| Description: I met up with this guy who I had been telling about our secrect spot for the past few days. He was REALLY excited to check out the glory hole and get his dick sucked. So I decided to give him what he wanted.. YEAH RIGHT!. He was a little nervous but once he saw the cutie on the other side of the hole he calmed down. We did the ole switch-a-ro , and he ended up getting one of the best blowjobs of his life from another guy. Classic. |
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| Description: Joey’s at it again, but this time with his good friend Ace. They decided to head out to the flea market for a little shopping and also to see if they could find some bargain ass. As they stroll about looking at the deals, clothes and food they spot a young 18 year old named Patrick. Patrick has a girlfriend and he just so happened to be shopping for her at the time when Joey offered up some cash to fool around with Ace. In pure desperation Patrick agrees to it due to the lack of funds in his bank account. Patrick is a student with a load of loans and needs all the money he can get. Plus he gets to buy his girl something with out digging in to his own pocket. The problem with fooling around in public is that there’s always the threat of getting caught. They manage to slip by the manager of a sneaker spot and move the party to the storage room. They make sure they remain quiet so as to not get caught. What happens? You’ll have to watch and find out. |
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| Description: Payton’s a bit nervous about interviewing for It’s Gonna Hurt. Who wouldn’t be! Having a cock shoved up your ass that’s big as a bat isn’t easy. Especially when Casro Surpreme’s dick hooks to the left. It’s going to hit each wall in Payton’s asshole. Hope he knows what he’s getting himself into. The only thing I can advise him is to think happy thought because It’s Gonna Hurt. Enjoy! |
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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! |