If Lucy Fell(1996)

Therapist Lucy Ackerman's thirtieth birthday is a month away, and the pact that she and her best friend, painter Joe MacGonaughgill, 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, 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, an eccentric, yet charming and successful painter who could be "the one." With their date on (and off) the bridge looming, Lucy and Joe find true love after all.