A brown waistcoat and grey dress pants are a nice combination that will earn you the proper amount of attention. For something more on the casually edgy end to finish off this getup, finish off with a pair of tassel loafers. Needless to say, it's easier to work through a summer day in a light and breezy getup like this. When it comes to fashion for over-30 gentlemen, this ensemble looks cool on almost any man.