The Sissy and the Ladyboy #1: Becoming a Cuckold

Carl believes his much younger wife is cheating on him with another man, but lacks the bravery and resolve to actually do anything about it other than try to please his wife, even when he's sure she was just with her other lover. When he follows her to a friend's house, he's surprised to find that she's getting it on with Cindy, her best friend. After masturbating outside the window, he's caught by the police and held overnight in the drunk tank. In the morning, his wife picks him up and scolds him before forcing him to watch, clean up, and pleasure both her and Cindy... to his great surprise, Cindy is packing a member larger than his!