18. Silk Button-Up Shirt, Jeans, and Nike Air Force 180 Highs
The silky-smooth shirt paired with denim and high-top white kicks was a must in the early-90's (90210 and Saved By The Bell anyone?). All that gear had to have been a few months allowance. When your Uncle Phil is getting that government money, a $100 for the shirt and jeans and $175 for the sneakers is nothing.