Channel your inner laid-back side and rock a bomber jacket with a short sleeve shirt. Hesitant about how to round off? Complement your look with navy and white canvas low top sneakers for a more laid-back aesthetic. So as you can see, this combination is a really savvy idea, especially for transeasonal weather, when the temps are getting lower. So if you need outfit inspiration for dressing as you slip into your 50s, this ensemble is a great example.