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"  Chukka Boot:  Brief history: A descendant of the classic polo boot. Positively associated with: Off-duty polo players. Negatively associated with: Off-duty polo players. Beware of: Clompy soles that make them unwearable with suits.  Chelsea Boot:  Brief history: A riding boot that defined 1960s footwear. Positively associated with: The Beatles. Negatively associated with: Imperial Stormtroopers. (They wore black ones painted white.) Beware of: Wearing them with baggy clothes.  Motorcycle Boot:  Brief history: Shorter than the cowboy boot, it came of age during World War II. Positively associated with: Marlon Brando. Negatively associated with: Hells Angels. Beware of: Wearing with anything but jeans.  Cowboy Boot: Brief history: A derivation of the vaquero boot, imported as early as the 1500s to the New World from Spain. Positively associated with: Johnny Cash. Negatively associated with: Jessica Simpson. Beware of: Tucking into jeans. "^^<http://www.w3.org/2001/XMLSchema#string>
<http://www.esquire.com/style/mens-accessories/advice/a6989/types-of-boots-0210/>