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A handful of friends find their love lives criss-crossing unexpectedly in this comedy set in San Francisco. Adam (Josh Charles) is a struggling artist who makes ends meet by driving a cab. Adam can't stop thinking about his ex-girlfriend Kate (Joanna Going) ever since she left him for Anne (JoBeth Williams), a lesbian art instructor with a knack for seducing other women. Meanwhile, Adam's current flame, Nina (Annabella Sciorra), is fooling around on the side with Kevin (Jon Bon Jovi), a bartender who is also Adam's best friend. Not wanting to limit his options, Kevin also takes an interest in Rebecca (Penelope Ann Miller), a new barmaid he's working with. Rebecca, on the other hand, has been approached by Anne, but while Rebecca is interested, she's new to lesbian love and isn't very comfortable yet with other women (or her own body). Little City was the debut feature film for former TV writer Roberto Benabib.