Bailey Wilde, a femboy in chastity, squirms as Chisholm of Boston teases her, her feminine form clad in a silky nightgown. Her body responds to his touch, her nipples hardening, her pussy dripping. With a smirk, Chisholm bends Bailey over, her ass on full display. He runs his fingers along her wet slit before pushing his cock into her tight, untouched asshole. Bailey gasps, her body tensing as Chisholm fucks her, his hands gripping her hips, her chastity device clattering to the floor.