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If you prefer T-shirts without designs, stick with plain black or white—even the V-neck style if that's your thing! If you like to be a bit more eye-catching, wear band shirts from 2-tone bands like The Specials, Madness, The Beat, The Selector, and Bad Manners.  Pair your white T-shirt with checkered black and white braces and a hat with the same pattern. For band ideas, look at the 1960s ska artists that influenced popular 2-tone bands. Check out Prince Buster and other artists on the Trojan Records label. Polos are commonly black, white, and darker colors like navy blue and burgundy. The most popular brands are Lambretta and Fred Berry, but be wary—the latter is pretty expensive. Combine a white polo with a black trilby hat and dark slacks. The most common button-down shirts are from the British clothing brand Ben Sherman, especially those with checker patterns, clock colors, and flannel. You can also wear short-sleeve button-downs in the summer.  Pair your button-down shirt with slacks for a great match. For example, beige or gray slacks and a button-down shirt with a flannel black and white pattern looks great. If you're going with a button-down shirt, try and find one with pearl-decorated buttons to create a vintage feel. Front pockets are also a great addition. Waistcoats are sleeveless upper-body clothing pieces that are usually worn over dress shirts or plain T-shirts. The iconic Harrington jacket with plaid lining is another option. For the winter, try wearing a plain V-neck sweater.  Layer your waistcoat over a band shirt or plain black or white shirt. Wear jackets and waistcoats in black, white, or a black and white checker pattern. If you wear a 3-button dress jacket, keep the bottom button undone for style.
Wear T-shirts for a more casual, laid-back style. Stick with polos if you like a hint of class in your outfit. Wear button-down shirts for a nice balance of casual and classy. Try wearing a low waistcoat or Harrington jacket during cooler months.