As hip-hop has grown into the dominant musical force in the English-speaking world over the past half-century, its influence on luxury and style has been undeniable — and watches are no exception. From LL Cool J’s Gruen Gold Nugget in the “I’m Bad” video back in 1987 through to Rihanna’s six-figure Jacob & Co. piece at this year’s Super Bowl, watches have served as a reminder of their wearer’s ascents from harsh conditions to higher places.