A black overcoat and a grey crew-neck sweater are an easy way to inject some sophistication into your day-to-day off-duty wardrobe. To give your overall getup a more relaxed spin, add a pair of black leather casual boots to the equation. So when summer is fading away and fall is setting in, you may find this outfit your uniform. As you slip into your 30s, you probably want to start dressing maturely. In this case, outfits like this are a goofproof option.