Such items as a red and navy plaid long sleeve shirt and blue skinny jeans are an easy way to inject toned down dapperness into your current casual collection. Feeling venturesome today? Elevate this ensemble by finishing off with brown leather casual boots. This combo is a savvy pick if you're crafting a kick-ass look for unpredictable fall weather. This ensemble shows that moving into your 30s is no reason to stop dressing casually.