A sissy trapped in chastity, alone with his thoughts and aching desires, finally gets the relief he's been craving. His trainer, a stern and beautiful woman, enters his room, brandishing a massive dildo. She orders him to strip, to display his body, his chastity cage. He complies, his eyes never leaving the dildo. She makes him suck it, licking and slurping at the silicone shaft. Then, she lubes up his asshole, pushing him down onto the bed. He gasps as the dildo enters him, filling him completely. She fucks him hard, his moans echoing in the room. He's close, so close. She tells him to cum, and he does, his body convulsing, his screams of pleasure filling the air.