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Will's widowed mother Vy (Vernee Watson-Johnson) has a new boyfriend named Robert (Bill Overton), who despite his inherent likability simply cannot get Will (Will Smith) to warm up to him. It turns out that Will doesn't want to share Vy with a stranger--and may be willing to go to any lengths to sabotage her romance. In the course of events, Will experiences a curious bonding moment with Robert's young daughter Claudia (played by former Cosby Show regular Raven-Symone, whose longtime TV costar Malcolm-Jamal Warner directed this episode).