Spoiler: Even though the ABC sitcom Happy Endings, whose third season premieres October 23, takes places in Chicago, it’s actually shot in Los Angeles. That would explain the abundance of parking meters and so many alfresco dining scenes in the winter. But the show does tap into that being-in-Chicago-in-your-late-twenties/early-thirties vibe. We crashed the L.A. set while the cast (Eliza Coupe, Elisha Cuthbert, Zachary Knighton, Damon Wayans Jr., Casey Wilson and Adam Pally) was filming its Halloween episode, reluctantly stripped the stars of their group Jackson 5 costume and cast them as models in our Fall Fashion issue. Fans of the show know Wilson’s Penny is a fan of comfy clothes, but sorry—you won’t be seeing her Pajoveralls (yes, that means pajama overalls) on any trend list this fall.
Digital tech: Brian Stevens; photo assistants: Glenn Chivens and John Dubois; Fashion Assistant: Jessie Oh; Makeup: Kathleen Karridene and Erin Wooldridge; Hair: Samantha Wen and Karen Bartek; Grooming: Kathleen Karridene and Kati Urszuly