What would you wear in a shirt-tucking contest?

Question

Suppose there was a nightclub hosting a shirt-tucking contest where the winner received something like ten thousand dollars if he or she entered the nightclub wearing the most interesting outfit with his or her shirt tucked in... sweaters and/or sweatshirt would count also and be considered interesting tuck-wear. Layers would be interesting also. The point would be to look interesting and not purposefully awkward. You would have to wear something that look good though odd. What would you wear?

Answer 1

I cant even be bothered to think of a proper answer for that one. Definitely one of the more random q's i seen on here...

Answer 2

a t-shirt

Answer 3

pants.

Answer 4

I would go for a Napoleon Dynamite style...a T-shirt with a horse print tucked inside of tight jeans.

Answer 5

Shirt-tucking?