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My friends are going to love me (Its Gonna Hurt)

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Architect's dream (Its Gonna Hurt)

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Fairy Tales Come True (Its Gonna Hurt)


Today we have a newbie named DJ who said he doesn't believe in fairy tales and dragons and shit. So I ask him a few questions like what is the biggest he has every had, you know typical shit, he told me 8 or 9. So I laughed when I told he about the size of Castro's unit and he seemed pretty nervous about the whole event. I told him its like a good fairy tale that has a GREAT ending. As soon as Castro pulls out his hook and totally puts on a fucking show worth a crowd applause. Castro shows him how myths and fairy tales are so fucking true when he unleashes his dragon with a hardcore fucking pounding, boom boom all in his fucking face..









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Gettin Hooked (Its Gonna Hurt)


What's happening my bitches! We got a nice update for you today with Tony. He's hungry for some cock, some dragon cock that is! Poor Tony, I'm not too sure he really knew what he was in for. He claims he was ready, but from his expression when Castro came around the corner and surprised him, he was nothing but stunned! Tony didn't miss a beat though. He jumped on the hook right off the bat. Castro had him in all sorts of positions. Tony found out pretty quickly that It's Gonna Hurt when you get the Hook!!!! 












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Tweetie Bird needs a break (Its Gonna Hurt)


Why oh why do you all keep doing this? This week's itsgonnahurt update is funny. It seems to be a trend of quitters here on this site. Maybe it's a coincidence or may it's because these guy's are all taking a Louisville Slugger up there Wahzoo. This little white boy Jesse played the pain game and lost horribly. Everything should be fine when they reattach his guts to a colostomy bag! Just kidding but god damn that shit has got to hurt! Peace out bitches! Watch this video.












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Mclovin Loves Black Dick (Its Gonna Hurt)


This itsgonnahurt shoot features this guy Erick who is a man of few words with one thing on his mind and that is big black dick that will bring him more pain than he can bare. He actually handles being double stuffed by Castro and Izzy pretty well. In the end he got what he came for : A swollen asshole and cum all over his lips. He took his savage asshole ripping like a champ! Good job Erick your pain is our reward! Peace out fuckers! Watch this video.










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Castro Is A Magician (Its Gonna Hurt)


This weeks It's gonna hurt is a doozy. We brought in this little Spanish fucker to get his prostate examined unfortunately for him this routine check up might have caused more damage than it was worth. Castro buries his brown log balls deep in this little Princesses Asshole. This shoot was definitely one sided in the pleasure department. Enjoy watching this guy get stuffed!








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The Pillow Biting Heart Breaker (Its Gonna Hurt)


So... This broski answered and ad of mine. I figured Castro's Dick is so famous I would start charging people to put it in there mouth. To make a long story short he paid and then he got his tight little asshole bored out until Castro Supreme dropped a motherfucking load on his face. Enjoy boys! Watch this video.










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Asshole Blasting (Its gonna hurt)


Hey guys... This weeks its gonna hurt update is wonderful. This guy Alex came to us to get his insides rearranged and my friends Castro was more than happy to share the love with his massive cock. After about 20 minutes Alex Taps out only to get a warm load of white cum smeared across his face. Watch and cringe!











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Gabriel's Butthole Ride! (Its gonna hurt)

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