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There are two sorts of boxer shorts: Tight fitting boxers (great for sports) and good looking boxers. Pretty boxer shorts are made from 100% cotton, of a quality that doesn't get pale. They are loose, but not too big.
Make sure to look at your best when undressing and ensure that the colour of your boxer short sort of matches your shirt, t-shirt, or socks. Pick a white boxer with a shirt and wear a blue boxer short with a t-shirt or light blue socks.