 Shawn Parker, a smug, attractive advertising exec, has little on his mind except bedding hot chicks. His next conquest will be Donnita Miller, an earthy young sista who is happily engaged and oblivious to his charms. Seeing the challenge, Shawn pursues her, and instead, a friendship develops. Caught between his newfound desire to lead Donnita out of darkness and his lifelong history of leading similarly fragile women into darkness, Shawn has to decide whether he ll walk down the alley or down the aisle.