Struggling to make ends meet as a waiter, Pete takes a job working for his friend Tiff -- aka Mistress May -- in her sex dungeon.
Pete gets stage fright, a customer's phone number and a lesson in tying knots. Tiff consults with Daphne, a prospective client.
Pete's roommate makes him an offer that's hard to refuse. Tiff and Pete run into an old -- and very drunk -- acquaintance.
Tiff and Pete visit Daphne's immaculate home. Pete gears up for a coffee date with Josh, and Tiff interrupts a troubling encounter.
Pete and Tiff argue as they get ready for their dates. While Josh and Pete flirt at a burlesque show, Doug tries to win over Tiff.
When Tiff doesn't show up for work, Pete takes charge. Tiff reveals to Doug that she's a dominatrix, and Pete gives stand-up another shot.
After some nudging from Daphne and Andrew, Tiff and Pete make up. Back in business, they meet a wealthy new client at his place.