Jack Benny vs. Groucho (1955 )

On his TV show, Jack Benny plays a contestant on Groucho's "You Bet Your Life" Program. That's Irene Tedrow in between the two masters.

A Day at the Races- Groucho Marx Dance

From the description:

Watch as Dr. Hugo Hackenbush (Groucho Marx) juggles two women on the dance floor. One is his older wealthy girlfriend (Margaret Dumont), and the other is a devious younger blonde (Esther Muir) who has caught his eye.