Born in San Diego, California, the middle child of a California real estate-developer father and hairstylist mother, Seymour started her modeling career working for local newspapers and department stores in her hometown at the age of 16. In 1983, she was a finalist at the inaugural Elite Model Management Look of the Year modeling contest (now called Elite Model Look).
In the late 1980s and early 1990s, Seymour appeared in numerous issues of the Sports Illustrated Swimsuit Issue and on the cover of Vogue as well. During the same period, Seymour was a primary lingerie and hosiery model for the relatively new Victoria's Secretcompany in its mail-order catalogs and retail stores. In March 1991, and again in February 1993, Seymour posed for Playboy.
In 1998, she wrote Stephanie Seymour's Beauty Secrets for Dummies. She was presented on the November 1999 Millennium cover of American Vogue as one of the ".Modern Muses". In 2000, Seymour was ranked #91 on the North American FHM 100 Sexiest Women of 2000 list. In 2006, she appeared in a campaign for Gap with her children.
Salvatore Ferragamo's creative campaign for his fall/winter 2007/2008 collection featured Seymour and Claudia Schiffer, shot on location in Italy with Mario Testino. In the promotional photos, the supermodels play film stars protected by bodyguards and pursued by the paparazzi.
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