Playboy Magazine, December 1990

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Sherilyn traveled a lot with her divorced mother and two older brothers before the family settled in Los Angeles when she was seventeen. Fenn, who says herself she's demure didn't want to start with a new school again and soon enrolled at the Lee Strasberg Theatre Institute.

In 1999, she reteamed with Chris Penn and Adrian Pasdar for Pasdar's art-house directorial debut, the neo-noir Cement, a contemporary retelling of Othello in which she played a tempting but imprudent wife of jealous corrupt cop Penn. "I play a character who's selfish and sloppy with her sexual energy. I saw the film and I was really happy with it. It's got a lot of soul." [28] The film, which won Best Picture awards on the festival circuit, was written by Farscape 's screenwriter, Justin Monjo and also starred Jeffrey Wright and Henry Czerny. She also reteamed with actor/director Bruce Davison for his 2001 family comedy, Showtime's Off Season alongside Rory Culkin, Hume Cronyn, and Adam Arkin. In 2006, Fenn reteamed with Amy Sherman-Palladino and reappeared in the sixth and seventh seasons of Gilmore Girls as Anna Nardini, the ex-girlfriend of Luke Danes (played by Scott Patterson) and protective mother to his daughter April. Since the failure of the 2003 Gilmore Girls spin-off project, Sherman-Palladino had continued to want to work with Fenn again, and she wrote the character of Anna with her in mind. [44] When asked why she cast Fenn for two different roles on Gilmore Girls, Sherman-Palladino explained: Maybe she will, if she gets her diploma. Does she find her director a strange bird, a “Jimmy Stewart from Mars,” as Mel Brooks has described him? Not at all. He’s a hard-working, caring director. A pal. Deluxe, deliberate, delovely Audrey Horne moves like cool jazz. When she appears on the screen, there’s that Audrey theme again, lounge bop with a swivel in its hips. She’s a daddy’s girl, but only when she wants something, and anyway, all her daddy really has is power. So sinuous, sweet and sour, Audrey Horne is an interesting role model for today’s upwardly mobile power teens. She wafts through Twin Peaks saying things like, “In real life, there is no algebra.” David Walstad. "Legendary Portrayal." The Philadelphia Inquirer TV Week (US). May 21, 1995. pp. 4–5.a b c d Walstad, David (May 21, 1995). "Legendary Portrayal". The Philadelphia Inquirer TV Week. US. pp.4–5. Sherilyn Fenn: Fenn de Siecle". Movieline. January 7, 1993. Archived from the original on December 28, 2010 . Retrieved October 8, 2010.

After these film experiences, Fenn decided to take control of her career. "I decided to be more myself and not to be pushed into what other people wanted me to be. It's scary how little imagination many people in this business have." [8] Rise to fame (1990–1991) [ edit ] a b Fonseca, Nicholas (June 18, 2017). "Twin Peaks' Sherilyn Fenn: 'Women are disposable in this business' ". The Daily Telegraph . Retrieved August 29, 2021. Fenn landed her first starring role, as an engaged heiress to an old Southern family who falls for carnival worker Richard Tyson, in Zalman King's erotic drama film Two Moon Junction, after which she wanted to hide for a year: [7] "I was so embarrassed about how it turned out that I went into a cocoon for a year afterwards." [8] Two Moon Junction was meant to be Fenn's big break, but the film turned into another sexploitation film.

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a b Glenn O'Brien. "Fenn-Tastic! Meet Twin Peaks' Mysterious Siren Sherilyn Fenn." Playboy. December 1990. pp. 82–91, 213–214. In 1993, she starred in the romantic comedy Three of Hearts as Kelly Lynch and William Baldwin's love interest. During the shooting, the relationship between Fenn and director Yurek Bogayevicz became strained as she refused to appear nude in the film. [30]