If you're looking to take your off-duty look up a notch, dress in a light blue harrington jacket and a crew-neck t-shirt. Go off the beaten path and shake up your getup by rounding off with a pair of teal canvas high top sneakers. So as you can see, it's extremely easy to look stylish and stay toasty when cooler weather comes, all thanks to getups like this. As you slip into your 30s, you probably want to start dressing more maturely. If that's the case, combos like this are a safe option.