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Dressed in lacy panties and a bra, a nervous yet excited sissy femboy awaits his femdom's arrival. She enters, brandishing a large, glistening strap-on, and commands him to bend over. With a smack on his ass, she teases his hole with the toy's tip, making him gasp. She lubes up and slowly pushes the toy into his virgin ass, inch by inch, as he moans in a mix of pain and pleasure. She fucks him hard, watching his face contort in ecstasy, before pulling out and making him clean her toy with his mouth.