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Home Lifestyle

Lindsay Lohan regrets this beauty look from her teen years

July 29, 2025
in Lifestyle, News
Lindsay Lohan regrets this beauty look from her teen years
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During her appearance on “The Tonight Show Starring Jimmy Fallon,” Lindsay Lohan spoke about her beauty choices as a teen.
Getty Images

Everyone has teenage regrets, even Lindsay Lohan.

The actress has been in the spotlight long enough that she can look back on her early aughts styles with a critical eye.

During an appearance on “The Tonight Show Starring Jimmy Fallon” Monday night, Fallon showed Lohan, 39, a photo of herself with co-star Jamie Lee Curtis at the 2003 premiere of “Freaky Friday” — and the actress wasn’t so thrilled with her red carpet look.

Fallon showed Lohan a photo of herself posing next to costar Jamie Lee Curtis at the 2003 premiere of “Freaky Friday.” Getty Images
Lindsay Lohan at the 2003 Teen Choice Awards
“I wore way too much black eyeliner in my teens,” she said after seeing the picture. WireImage for Backstage Creations

“I wore way too much black eyeliner in my teens,” she said of the pic, where she sported a dramatic smokey eye, long wispy blond bangs and a metallic gold dress.

“No, you look cool,” the host responded.

Lohan also shared insights as to why she agreed to film the sequel, “Freakier Friday,” a whopping 22 years after the original film premiere.

Lohan also shared why a sequel is coming now. ©Walt Disney Co./Courtesy Everett Collection
“It made sense that I could, as a very young mom, have a teenager now, so the math was mathing,” Lohan explained. ©Walt Disney Co./Courtesy Everett Collection

“I think Jamie was getting asked a lot about it when she was on a tour for ‘Halloween,’” the star explained.

“And then I started getting asked about it,” she added, as Fallon chimed in, joking, “I think I asked you about it, too.”

Lohan continued, “Then it made sense that I could, as a very young mom, have a teenager now, so the math was mathing.”

Lindsay Lohan in New York City
Yesterday, Lohan paid homage to her characters in “The Parent Trap.” MediaPunch / BACKGRID
Lindsay Lohan in New York City
She stepped out in a yellow tartan Balmain look and colorful Roberto Cavalli dress, which nodded to the twins in the 1998 movie. GC Images

Meanwhile, the actress turned heads on Monday when she stepped out in not one but two looks that paid homage to her characters in another of her most iconic films: “The Parent Trap.”

Styled by Andrew Mukamal, Lohan honored twins Annie James and Hallie Parker in outfits that channeled their looks from the 1998 film.

Her first outfit, a yellow tartan Balmain jacket and skirt set, nodded to posh Annie, while her multi-color embroidered Roberto Cavalli mini resembled one of California girl Hallie’s dresses in the movie.

And at Monday night’s NYC “Freakier Friday” premiere, she went full Carrie Bradshaw in a Jacquemus tutu dress inspired by the “Sex and the City” character.

This time, she’s doing the Y2K trends the right way.

The post Lindsay Lohan regrets this beauty look from her teen years appeared first on Page Six.

Tags: jimmy fallonlindsay lohanmakeup
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