Therapist Lucy Ackerman’s (Sarah Jessica Parker) thirtieth birthday is a month away, and the pact that she and her best friend, painter Joe MacGonaughgill (Eric Schaeffer), made years ago may now have to be honored. They vowed to jump off the Brooklyn Bridge if they didn’t find love before turning thirty.

Joe somehow finds the courage to make the big leap: he finally speaks to his ravishing neighbor (Elle Macpherson), a woman he’s been watching –and painting — through his bedroom window for years. Lucy ends a less-than-meaningful relationship with a guy named Dick and meets Bwick (Ben Stiller), an eccentric, yet charming and successful painter who could be “the one.” With their date on (and off) the bridge looming, Lucy and Joe could find true love after all.