Consider teaming a dress shirt with charcoal shorts and get ready to be treated like a menswear guru. Black casual boots are a safe footwear option that's also full of personality. Come roasting hot sunny days you want to feel comfy and stylish –– this look is perfect for this time. As you mature into your 30s, you probably want to start dressing like a grown-up. If that's the case, ensembles like this are ideal as inspiration.