This refined combo of a white and navy plaid dress shirt and grey wool dress pants is really a statement-maker. Finishing off with a pair of dark brown suede chelsea boots is a surefire way to add an easy-going touch to this look. With spring in the air, it's time to make space for simple and dapper getups, just like this one. Dressed like this, any gent in his forties is guaranteed to put most 20-somethings to shame.