Leave It to Beaver (1957)

Season 5: Episode 35

Beaver, Richard, Whitey and Alan each buy sweatshirts that have monster faces on the front of them. They like them so much they each decide to wear them to school the next day. However, each one finds that their parents forbid them from wearing such hideous sweatshirts to school. However, Beaver manages to sneak out of the house with his on.