There's no special trick to matching shoes and suits. The colors either go together or they don't - there is no middle ground.
Luckily, it's not very hard to figure out what goes with what, when there so many resources available for the suit-wearing guy. Especially with this handy cheat-sheet infographic from our friends at Brazilian menswear site Moda Para Homens. We translated it from their native Portuguese into English.
Though their style is a bit Brazil-centric (olive green is probably not as common in America, and whatever you do, don't wear those large-buckled shoes), the basic matching idea still shines brightly through.
