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The Definitive Timeline for Sean ‘Diddy’ Combs’ Sean John Fashion Brand: Lawsuits, Runway Shows and Who Owns It Now

Sean Combs’ future may be in limbo as the hip-hop entrepreneur remains in jail awaiting trial on federal charges of racketeering, sex trafficking and transportation to engage in prostitution. But the high-profile allegations, to which he has pleaded not guilty, have once again focused attention on Combs’ colorful past in the fashion world and his Sean John apparel brand.

In 1998, Combs was already well known as a successful hip-hop artist and the founder of Bad Boy Entertainment, a joint venture with Arista Records that helped develop the careers of The Notorious B.I.G. and others.

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It was also the year that he launched Sean John, his own fashion brand.

Although the fashion industry was prepared to write off his venture into their world as another flash-in-the-pan celebrity brand, Combs was serious about growing and maintaining his presence in the fashion arena and he rode the wave for more than 20 years.

Sean John RTW Fall 2000
Sean John RTW Fall 2000

Here, a timeline of the ups and downs of the Sean John brand.

1998: The Sean John label is launched as an urban fashion line. The initial collection comprises 11 pieces, including denim, coveralls, twill and linen bottoms, linen and silk shirts, velour hook-ups (zip front jacket and pant), tees and a Sean John signature baseball cap.

1999: The Sean John label debuts at retail with a launch event at Bloomingdale’s. Combs appears with Kate Moss, Jean Paul Gaultier, Karl Lagerfeld, Oscar de la Renta, Alek Wek and John Galliano in an editorial in Vogue titled “Puffy Takes Paris,” shot by Annie Leibovitz.

2000: Combs accompanies Jennifer Lopez, his girlfriend at the time, to the Grammy Awards where she wears a green silk chiffon Versace dress open to her navel, which instantly becomes an iconic image. Sean John holds its first fashion show at Bryant Park during New York Fashion Week. Sean John is nominated for the CFDA Perry Ellis Award for Menswear.

Jennifer Lopez wearing green versace dress and Sean "Puffy" Combs at the 2000 Grammy Awards in Los Angeles.
Jennifer Lopez and Sean “Puffy” Combs at the 2000 Grammy Awards in Los Angeles.

2001: Combs spends more than $1 million to produce the first nationally televised runway show for Sean John during New York Fashion Week that airs live on E! Television and the Style Network. Sean John launches underwear at Bloomingdale’s. Combs cancels a planned Paris runway show, slated for January 2002, in order to support the fashion community in the wake of the Sept. 11 terrorist attacks.

2002: The Sean John show at Cipriani in New York costs $1.24 million and includes “a specially commissioned video and soundtrack, theatrical curtains so massive that nine workers are required to hoist them, and custom hardwood bleachers and catwalk,” according to a fashion review in The New York Times.