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Dreams Come True At 2008 Folsom Street Fair

PORNSTARS

Our friends at The Sword went to the Folsom Street Fair in San Francisco this weekend, and all we got were these pictures featuring fellatio, fisting, spanking, Sarah Palin drag, pornstars in bondage, butts, boobs, beer, porta-potties, and more leather than you can shake a double-headed dildo at. Maybe next time they'll remember to bring us a t-shirt or something too? (thesword.com; see also SFist; thumbnail photo of the dreamy Wolf Hudson in bondage by Darwin Bell)

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I am typically a top and have limited experiences bottoming, and the reason is because it hurts too much. Every time I go through the same thing, clean out, hype myself up, poppers, lube, and try taking it slow. But the outcome is always the same, it hurts and I can’t enjoy myself and then stop him after a few minutes because it is too unbearable. How do I bottom without it feeling like I’m passing a watermelon?

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Dear Chad,

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