When Jackie's boyfriend announces, out of the blue, that he's outgrown coupledom and is off to Thailand "to find himself" (and a leggy Claudia Schiffer look-alike), Jackie is struck by a bizarre irony: her (almost) glittering career is devoted to editing romance novels; yet here she is, single again, without even a hint of a meaningful relationship-other than with her TV remote and pizza delivery boy. So much for Mr. Right!
Undaunted, Jackie does what any smart, self-respecting twentysomething would do: transforms herself into a sex kitten in knee-high black leather boots, and goes looking for Mr. Wrong! Astonishingly, Jackie finds she has a talent for being single in the city. Ditching inhibitions along with her sensible wardrobe, she braves Boston's hippest bars and discovers her true self-and a whole lot more.