Kate (Jennifer Aniston) is an ambitious career girl who wants to climb the career ladder but her boss really only gives promotions to people who are attached. To achieve this, she pretends that she is due to marry Nick (Jay Mohr), a man she met at a wedding recently and whom she only really knows through a photograph she got from her friend. Kate is meanwhile attracted to her co-worker Sam (Kevin Bacon) who is only interested in women who are attached. Matters are complicated when Kate's boss expresses an interest in meeting Nick. Oops!