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Slide 6 of 10

Season 5, episode 17: “Queen of Jordan”

The genius of this episode is the show-within-a-show format, where everyone gets made fun of through a secondary lens. Tracy's wife, Angie, is starring in her own reality show that is following her budding music career and her single "My Single Is Dropping" dropping. Liz, Jack, and Jenna all appear as strategically edited versions of themselves in the reality show, which like any good Bravo instalment, involves copious amounts of drama, wine throwing, and contractual hair pulling. We also meet actor Tituss Burgess, who plays D'Fwan, a self-professed gay hairdresser and gay party planner, who would later go on to star in another Tina Fey creation, The Unbreakable Kimmy Schmidt. As if there weren't enough going on, a side story involves Susan Sarandon making a cameo as a former teacher and registered sex offender, and yes, the two are related. PSA: there's a second "Queen of Jordan" episode in season six, "Queen of Jordan 2: Mystery of the Phantom Pooper."