Wade Boggs and the Kirstie Alley Underwear Bet

In the late 80s, the Red Sox 3rd baseman bet his teammates he could score a pair of the Cheers star's undies. When that failed, Boggs' attempted lingerie heist blew up in his face when a spurned mistress revealed all in Playboy magazine. Learn more about your ad-choices at https://news.iheart.com/podcast-advertisers