3. Patterned Pants and Polos
Patterned pants are definitely a bold move, but a guy can pull them off by channeling the classic prep notion of "go-to-hell," meaning you simply don't care what other people think because you are that based. This guy pulls it off by rocking it with a white polo and blue blazer like a true prep. Too bold for you? Opt for a brighter pair of chinos, and keep the white polo and navy blazer.