After two nominations (Emmy and Golden Globe) for "Twin Peaks", and the pictorial in "Playboy" mentioned above, for which she chose her then boyfriend, Barry Hollywood, to photograph her, Fenn was propelled to stardom and became a major sex symbol, with her Old Hollywood looks. In October 1990, while promoting "Twin Peaks", Fenn made the cover of "Rolling Stone" magazine along with Mädchen Amick and Lara Flynn Boyle. In 1990 "Us Magazine" chose her as one of the "10 Most Beautiful Women in the World" and in 1991 "People" magazine chose her as one of the "50 Most Beautiful Women in the World". She posed for photographer Steven Meisel for the autumn-winter 1991–1992 Dolce & Gabbana campaign, for which he photographed her as a classical Hollywood "femme fatale". In 1992, photographer George Hurrell took a series of photographs of Sherilyn Fenn, Sharon Stone, Julian Sands, Raquel Welch, Eric Roberts, and Sean Penn. In these portraits, he recreated his style of the 1930s, with Fenn posing in costumes, hairstyle, and makeup of the period.