Mistress Cassidy, a stunning trans femme in a corset, takes control as Bailey Wilde, her sissy sub, lies missionary on the bed, chastity cage visible. Cassidy strokes Bailey's growing erection through the cage, then releases it, teasing with her strap-on. She orders Bailey to worship her ass, which he does eagerly. Cassidy then lubes her strap-on and penetrates Bailey's tight ass, fucking him missionary while he whimpers in ecstasy and humiliation, his own cock throbbing against his belly.