Chicago Party Aunt (C.)
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- DirectorJoey AdamsMike L. MayfieldStarsLauren AshRory O'MalleyRuPaulAfter one late night too many, Diane worries she's out of step with the times but vows to school her nephew in living life.
- DirectorAnna HollingsworthMike L. MayfieldStarsLauren AshRory O'MalleyRuPaulDiane studies for a corporate test while Daniel moves in with her and begins job hunting, leading to some unfortunate encounters with urban wildlife.
- DirectorAndy ThomMike L. MayfieldStarsLauren AshRory O'MalleyRuPaulAn unwanted senior citizen discount at Ribfest sends Diane on a quest to reassert her youth despite the fact she's getting older.
- DirectorJoey AdamsMike L. MayfieldStarsLauren AshRory O'MalleyRuPaulDiane and Bonnie's parents fly in to tailgate at the Bears-Packers game, where a longstanding feud between families is reignited.
- DirectorAnna HollingsworthMike L. MayfieldStarsLauren AshRory O'MalleyRuPaulHoping to score his first kiss, Daniel suits up for the Halloween costume party at Roscoe's Tavern, where Diane blabs a big secret about Gideon.
- DirectorAndy ThomMike L. MayfieldStarsLauren AshRory O'MalleyRuPaulMark overhears Bonnie saying he won't go the distance in the Chicago Marathon; Daniel is delayed in meeting the CEO of Kreativ Jus at the finish line.
- DirectorJoey AdamsMike L. MayfieldStarsLauren AshRory O'MalleyRuPaulDiane is thrilled to see the 1985 Bears recreate the Super Bowl Shuffle at the Beefy Awards, but Mikey plans a dinner party for the same night.
- DirectorAnna HollingsworthMike L. MayfieldStarsLauren AshRory O'MalleyRuPaulOn Christmas Eve, everyone has plans that don't involve Diane -- until a glitchy voicemail has her panicked family searching hospitals to find her.