If you enjoy the comfort look, wear a tan suede biker jacket with navy jeans. Give a touch of refinement to this getup by rounding off with a pair of black leather loafers. When it comes to dressing for unpredictable fall weather, nothing beats a killer combination that transitions easily between seasons. As you're moving from your 20s to your 30s, you probably want to start dressing more professionally. In this case, getups like this are a fail-safe option.