Whose Line Is It Anyway? (1998)

S07E08 Chip Esten

Chip takes the stage on Let's Make a Date, eager to pick between three unique contestants: a fierce female wrestler seeking her secret Valentine admirer, Wayne, the crazed Headless Horseman in search of a new head, Colin, and Ryan, a playful gargoyle from Notre Dame who keeps coming to life to stir up chaos. In a hilarious "Film, TV, and Theater Styles" skit, Colin plays a heartbroken bride, while Wayne is her furious mother, consulting designer Ryan about a wedding dress disaster, blending styles like MacGyver and soap opera. They follow this with a Doo-Wop tribute to Erica, who met her end in a bizarre gene-splicing incident, and a “Songs of the Lunchlady” segment featuring both hillbilly and punk hits. Ultimately, Colin emerges victorious, leading to a Props showdown between Chip and Wayne against Ryan and Drew.