After meeting in a bar over too much tequila, Kim and Miles wake up handcuffed to Kim's bed frame and find that the key is missing. Mona, who is a lesbian, and her straight twin sister Dominique swap places and hook up with each other's lovers. Vanessa dresses Jamie in drag for a drama exercise, then Jamie uses the disguise to get to know Sabrina better.

Miles, still handcuffed to Kim, tries to convince her that they are meant for each other. Mona gives Dominique's boyfriend Jonathan oral sex tips while Dominque takes a shower with Mona's girlfriend, Joy. Jamie remains in drag to attend an all-girl slumber party, but his plan backfires when boys arrive and he has to play spin the bottle as a girl.

Miles reveals that he was hiding the key to the handcuffs to spend more time with Kim, who finally admits that she likes him. Mona and Joy break up when Mona and Dominique come clean about switching places, while Dominique benefits from Jonathan’s experience with a lesbian. Jamie winds up "dating" Eric to stay close to Sabrina, prompting Vanessa to reveal her long-time crush on him.