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Sean "Diddy" Combs clothing line Sean John

By Emili Vesilind Rapper and music producer Sean “Diddy” Combs is hip-hop’s original mega-mogul, having branched out into movie and TV producing, acting, restaurant ownership and — most notably — fashion, since hitting it big in music in the 1990s. Combs launched Sean John in 1998, and the line quickly morphed from a basic urban label into an international brand and men’s department staple around the world. His success as a fashion tycoon paved the way for Jennifer Lopez, Gwen Stefani and other musicians-turned-designers. Revenue for Sean John exceeds $100 million annually. Not too shabby for a side business. RELATED: Rapper Common leads the way in dialing back the bling Hip-hop's most influential clotheshorses An audience with 'Diddy' Taz Arnold: rocking his look and label, one at a time Kevin Winter / Getty Images
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