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A submissive sissy in a lacy lingerie and stockings awaits his mistress's strapon, eager to experience his first anal penetration. The dominatrix teases him, running the thick, veined strap-on along his ass crack before pushing it deep inside. She pounds him relentlessly, making him moan and beg for more. The sissy's prostate explodes in pleasure, causing him to cum hands-free, his load dripping from his rock-hard cock.