Chelsea boots were popular with West London's fashionable 'Chelsea set', their namesake, and later adopted by icons like The Beatles and The Rollings Stones. This 'Dakota' pair by Saint Laurent has that distinctly rock 'n' roll allure, with elongated pointed toes and slightly scratched polished-leather construction. The other element of their appeal is versatility – dress them up with a slim black suit, or down with denim and a leather jacket.