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So, Gram's gonna press charges, huh?

Hey Kurt, when you're in jail, getting raped up the ass, just pretend it's Tyler Faith with a strap-on, relax, and try to enjoy it. It will make the whole ordeal a bit easier and won't make you gay... weeeell...maybe a little.

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I sincerely think he won't need to pretend it's a woman to enjoy it. Maybe he just wanted an excuse to fulfill a fantasy or two.