To look modern and sharp, pair a navy vertical striped double breasted blazer with grey dress pants. White leather double monks will give a touch of stylish casualness to an otherwise classic look. This one is an obvious option when it comes to a killer summer-to-fall outfit. As you move into your 30s, you probably want to start dressing more like a grown gentleman. If that's the case, outfits like this are perfect as inspo.