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  • The Italian meets the Sausage @ It’s Gonna Hurt

    Posted: May 25, 2010

    Today I bring to you the sexy Boston native "Giovanni" a 20 years Italian/Puerto Rican little thing who came down here without a clue of what to expect from us. So we chatted for a little bit & to my surprise Giovanni likes his men very tough, very masculine, to take control, thuggish, etc.... Sounds like someone I know. He wasn't too much of a fan of huge dicks but one of big dicks, so I brought him inside to meet the Supreme & let me tell you, he was excited to meet him but when Castro pulled out that thing, his whole face changed. Come see what happens. Enjoy..... Hasta La visto

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  • Kyler’s Meat Stick Ride @ It’s Gonna Hurt

    Posted: May 25, 2010

    Hey guys... Got a real treat for y'all today on It's Gonna Hurt! We brought in this guy Kyler and I'm not gonna lie. I was pretty sure he wasn't ready for Castro to put his massively huge cock in his tight little ass. Much to our surprise, Kyler handled it pretty well - with a little kicking and screaming of course - until he recieved a dose of hot man milk all over his face. Bottoms up and enjoy!

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  • Ricky’s Tapout @ It’s Gonna Hurt

    Posted: May 25, 2010

    Well my friends... Not every one can bite there lip and take Castro's supreme ding-a-ling up there keaster. Today we brought in this tall model named Ricky and he was in trouble from the start cause Castro's dick barely fit in his mouth. It was quite the experience for this youngsters tight little asshole and I would be willing to bet that this was his first and last visit to itsgonnahurt.com! LOL

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