Cybill Troy's strap-on cock is far too big for this new slave's tight asshole, so she decides to stretch him out with an inflatable butt plug before his initiation fucking. Bound up on all fours with rubber belts, she inflates the butt plug little by little as she canes his ass as punishment for not being prepared.
Each cane stroke leaves a bright red welt across his lily white ass, much to Cybill's amusement; the sadistic Mistress won't fuck his ass until its good and bruised.