I’ve been giving some thought to the nouveau bald lately. Bald is the new black, I guess, and also kind of a cooler way of living with less hair. It’s trendy with the financial world and the Jersey Shore world.
It is way way better than wearing a comb-over or toupee any day!
If you want to look very prep without hair, my only suggestion is to up your prepppiness a notch: seersucker and madras in the summer, wide-wale corduroy and tweeds in the winter.