Wednesday, October 1, 2025

Gilmore Girls Star Sherilyn Fenn, Who Dated Johnny Depp, Looks Unrecognisable in Rare New Appearance

Fans of the beloved series Gilmore Girls have recently been surprised by Sherilyn Fenn’s dramatic transformation, as she was seen in a completely different look at Emerald City Comic Con 2023. The renewed interest in Fenn comes not only from her roles on the show, but also from her notable past relationship with actor Johnny Depp, which remains a point of fascination for many following the Johnny Depp Sherilyn Fenn relationship.

Gilmore Girls’ Memorable Characters and Fenn’s Unique Contributions

Set in the idyllic, fictional town of Stars Hollow, Connecticut, Gilmore Girls charmed audiences with its stories surrounding Lorelai, portrayed by Lauren Graham, and her daughter Rory, played by Alexis Bledel. The show featured a strong ensemble, including Scott Patterson as Luke and Milo Ventimiglia as Jess Mariano. Sherilyn Fenn stood out among the cast for portraying two very different characters: Sasha, Jimmy’s animated girlfriend in season three, and later Anna Nardini, Luke’s former partner and the mother of his daughter April in the later seasons.

During her stint as Anna Nardini, Fenn was remembered for her dark, flowing hair and her stylish, form-fitting wardrobe. However, her more recent appearance at the comic convention showcased her at age 60, dressed casually in a loose top, baggy jeans, and a hat, marking a clear shift from her television persona. Her transformation left many viewers and longtime fans astonished.

Johnny Depp
Image of: Johnny Depp

Sherilyn Fenn’s Rise Before and After Gilmore Girls

Prior to her time in Gilmore Girls, Sherilyn Fenn had already achieved fame for playing Audrey Horne in Twin Peaks, a performance that brought her both Emmy and Golden Globe nominations. Over the years, Fenn has continued to maintain a presence in Hollywood, with personal stories occasionally making headlines alongside her professional accomplishments.

A Closer Look at Sherilyn Fenn’s Relationship with Johnny Depp

A significant aspect of Fenn’s personal life is her well-known romance with Johnny Depp, which began in the mid-1980s after they worked together on the short film Dummies. The Johnny Depp Sherilyn Fenn relationship lasted three years and even led to an engagement. Before dating Depp, Fenn reportedly had a brief romance with music icon Prince.

Despite their eventual split, Fenn has always spoken with warmth about Depp. In a 2017 conversation with The Big Issue, she described him as her “first love” and emphasized the deep connection they shared.

“I had found real love. It was with someone who was walking the same path, but even if he wasn’t, the love and the connection was strong enough – cooking meals, hanging out, laughing and crying…I know him as a human not a movie star.”

— Sherilyn Fenn, Actress

The Enduring Legacy of Gilmore Girls and Its Cast

As Sherilyn Fenn’s latest public appearance draws attention, fans are reminded of the special roles she and her fellow cast members played in Gilmore Girls, which remains available for streaming on Netflix. The evolving lives, both on-screen and off, of those like Fenn, Lauren Graham, Alexis Bledel, Scott Patterson, and Milo Ventimiglia continue to keep the show’s legacy alive.

Fenn’s transformation and her reflections on her time with Johnny Depp show that even decades after the conclusion of Gilmore Girls and Twin Peaks, the stories of the actors behind these beloved characters still resonate. With fans keen to see what comes next for Fenn and the rest of the cast, the renewed spotlight may influence future appearances or projects for the celebrated actress.

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