A red plaid long sleeve shirt and jeans are the kind of off-duty essentials that you can style a multitude of ways. You know how to dress up this look: dark brown chelsea boots. Keep this look in your front hall closet come warmer weather, and we promise you'll save time getting ready on more than one morning. So if you need fashion tips on what to wear as you age into your 50s, this outfit is perfect.
If the situation calls for a polished yet cool menswear style, you can easily dress in a dark brown blazer and jeans. Go off the beaten track and break up your ensemble by sporting dark brown chelsea boots. So if you're after an outfit that's seriously stylish but also totally spring-ready, this one fits the bill. Ideal if you're in search of some amazingly inspiring style for 50-something gentlemen.