In a dark, candlelit boudoir, Mistress Cassidy, corseted and commanding, welcomes her gothic crossdresser, Bailey Wilde. Bailey, in fishnets and heels, is eager to please, his chastity cage a tease for the awaiting pegging. Cassidy, cruel and alluring, strokes Bailey's bound cock as he servilely licks her boots. She then orders him onto the bed, positioning him for her strap-on. She teases his puckered asshole with the silicone tip before ramming it deep, making Bailey gasp and moan.