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Crafted from breathable cotton-linen blend with thoughtful details like a smocked back and flattering wrap silhouette, it's the kind of piece that feels as good as it looks

Pros: High quality Perfect fit Wrinkle-free Versatile Comfortable Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit University Stripe A wrinkle-free, 100% cotton oxford shirt with a traditional fit and stylish French blue university stripes

Still adorable today

Suit and tie unless you dress it down with a pair of clean, spiffy sneakers or flats, avoid the corporate coordinated look Unkempt hair, dirty nails, and a generally unshowered look

He can switch between styles seamlessly, and still look, as Urban puts it, leading man handsome. He's blessed us with perfect cherubic curls, and at the Golden Globes, he even took inspo from Kurt Cobain's 1986 mugshot, courtesy of celebrity hairstylist Candice Birns