Sally Milz is a sketch writer for The Night Owls, the late-night live comedy show that airs each Saturday. With a couple of heartbreaks under her belt, she's long abandoned the search for love, settling instead for the occasional hook-up, career success, and a close relationship with her stepfather to round out a satisfying life. But when Sally's friend and fellow writer Danny Horst begins dating Annabel, a glamorous actress who guest-hosted the show, he joins the not-so-exclusive group of talented but average-looking and even dorky men at the show and in society at large who've gotten romantically involved with incredibly beautiful and accomplished women. Sally channels her annoyance into a sketch called the Danny Horst Rule, poking fun at this phenomenon while underscoring how unlikely it is that the reverse would ever happen for a woman. Enter Noah Brewster, a pop music sensation with a reputation for dating models, who signed on as both host and musical guest for this week's show. Dazzled by his charms, Sally hits it off with Noah instantly, and as they collaborate on one sketch after another, she begins to wonder if there might be sparks flying. But this isn't a romantic comedy it's real life. And in real life, someone like him would never date someone like her... right?