The Great Gabbo (1929)
A black and white musical (!) from the Depression Era, back when they liked this sort of thing, I guess. They also liked eating shoes.

The Flying Deuces (1939)
A classic Laurel and Hardy comedy from the Golden Age of...well, weak, unfunny black and white movies that only artsyfartsy beret-wearing film geeks would laugh at.

Your Mother Wears Combat Boots (1989)
Shamless rip-off of Private Benjamin, starring the still-cute Barbara Eden.