Living Single - Season 5 Episode 10

Synclaire auditions for a play only to realize all the female roles are taken. She dresses like a man and assumes the identity of James "Jimmy" Overton and wins over the directors. Overton is distressed by the fact that Synclaire has to keep up the appearance of Jimmy and he can't be affectionate towards her in public. Khadijah helps Tripp with a jingle and thinks she has what it takes to be a jingle writer.