In Annette's Stories, Mrs. Annette, a dominant femdom, introduces Sissy Boy to the world of anal pleasure and chastity. She orders him to wear only pantyhose and a corset, keeping his cock caged and denied. Mrs. Annette teases him with her nylon-clad feet, making him worship them while she strokes her pussy. She then forces him to watch her masturbate with his new big dildo, fucking herself while he's denied. She pegs his ass, making him moan and beg for release. Mrs. Annette controls his orgasms, making him listen to her every command, and only allows him to cum when she's ready, leaving him begging for more anal play.