Yogi Berra and Mickey Mantle for Yoo-Hoo
No doubt Yogi Berra had a great Yogiism about his teammate fellating a kids' drink.
Babe Ruth Underwear
In 1920s and 30s America, there wasn't a young boy alive who didn't want a pair of Babe's huge, sweaty and no doubt soiled from a night of drinking underwear.
Ben Hogan for Coffee, Beer and Cigarettes
Ben Hogan: The Official Sponsor of Vice.
Bob Cousy for Jantzen
"You can walk anywhere in a Jantzen" says the tagline. It gave us this ad.
Mrs. Cousy: "Hey, honey, I'm going into town. Want a ride?"
Bob Cousy: "No, thanks. I'll walk. I want to show off my long socks, high-waisted shorts and sheer, white shirt."
Jackie Robinson for Homogenized Bond Bread
How do you sell white people on welcoming Jackie Robinson? Why, having him sell homogenized white bread, of course!