A varsity jacket and a short sleeve shirt make for a kick-ass casual uniform. Complete your ensemble with brown suede desert boots to avoid looking too casual. It's is an obvious choice when it comes to a knockout ensemble that will take you from summer to fall. Casual looks for stylish 30-something gentlemen aren't actually that hard, as you can see.
A varsity jacket looks especially nice when matched with a short sleeve shirt. For extra style points, introduce dark green camouflage suede driving shoes to the equation. When temps are falling and fall is in the air, you'll appreciate how ideal this outfit is for in-between weather. This ensemble proves that in your 30s your sartorial options are far from limited.