Consider teaming a red and navy gingham long sleeve shirt with blue skinny jeans to put together a razor-sharp and laid-back ensemble. To give your getup a smarter touch, complement your ensemble with black suede chelsea boots. Can you see how super easy it is to look dapper and stay toasty when fall arrives, thanks to this ensemble? Guys wondering how to rock edgy casual looks as you get into your 30s, you have your answer.