How does a guy dress prep? It's a matter of simple addition. Boat shoes or loafers + A comfortable & clean button down shirt + Chino pants + Belt (Preferably leather) + Nice watch. There's flexibility within the framework, of course, but the goal is to be understated yet polished.
All-American style is my favorite look on men, and I was fortunate to be surrounded by some handsome lookers while in New England. Tommy & Ralph would have been proud.
Care to dance? Follow my lead.