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A stern mistress takes a sissy femboy in hand, subjecting him to a rigorous training session in her dungeon. She begins by making him dress in feminine attire, humiliating him with his new appearance. Then, she straps on a massive strapon and forces him to pleasure her with his mouth, gagging on her fake cock. As he struggles to please her, she lubes up and pushes her thick strapon into his tight, virgin ass, pegging him hard and deep. She laughs as he cries out in pain and pleasure, lovingly spanking his ass as she fucks him. Throughout the session, she dominates him completely, teaching him the joys of anal pleasure and submission.