Loving Jezebel (1999)

Synopsis
Writer-director Kwyn Bader debuts with this romantic comedy about finding the right woman at the wrong time. Theodorus (Hill Harper) has a knack for falling for "Jezebels," women who are already involved with someone else. His romantic misadventures begin in Kindergarten and continue with a platonic relationship with beautiful acting student Frances (Nicole Ari Parker), a fling with a teddy bear-obsessed lass, and a passionate crush on fledgling poet and very married Samantha (Laurel Holloman). Loving Jezebel was screened at the 1999 Chicago Film Festival. ~ Jonathan Crow, All Movie Guide