For something more on the casual and cool side, you can go for a black and white horizontal striped crew-neck t-shirt and grey jeans. Puzzled as to how to complement this ensemble? Rock a pair of black suede tassel loafers to bump it up a notch. Well into your 30s, you probably want to start dressing more like a mature gentleman. In this case, outfits like this are a goofproof option.