Director Jeff Oppenheim's romantic comedy stars Anthony Michael Hall as Josh, a bashful New York City street performer whose love life is in the doldrums. Always ready to help a friend in need, his womanizing pals Tim (Lord Jamar) and Sean (Ivan Martin) give Josh some pointers on the ins and outs of dating -- and an image makeover to boot. Meanwhile, Josh sets his sights on alluring waitress Doreen (Marlo Marron).