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In the privacy of his room, a sissy boy, new to his identity, begins his training. He lubes up a generous dildo, positioning it on a chair. His heart races as he straddles it, feeling the cold, hard silicone press against his tight, virgin hole. He pushes down, his body resisting at first, then yielding to the inevitable invasion. He moans, moving up and down, his big cock throbbing as he learns the art of pleasuring himself as a sissy.