Cupcake Dresses as a Woman for Losing Bracket Challenge

There's two things you can say for sure about Cupcake. He doesn't welch on his bets, and he looks horrible in a woman's outfit.

Cupcake, the Sports Babe, and I made a bet during the NCAA Tournament and since Cupcake made the least amount of correct picks, he had to wear a dress on the Tim Fletcher Show.

In the video, you'll see Cake model his outfit which the Sports Babe and I picked out for him (at Goodwill of course.) According to Cupcake he didn't learn anything from dressing like a woman. However, we all learned that he's a size 26 in women's clothing. He'll need to know that for future bets.