Consider teaming an olive trenchcoat with a black and white houndstooth suit if you're going for a sleek, classic getup. When it comes to footwear, this look pairs nicely with black suede tassel loafers. This ensemble is everything for when temps are dropping and autumn is setting in. As you reach your 30s, you probably want to start dressing in a more sophisticated manner. In this case, outfits like this come in handy.