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Lindsay Lohan: 'Dress Me Like Britney Spears'

Home / Stars / Lindsay Lohan: 'Dress Me Like Britney Spears'

By MLC on April 8, 2022 at 3:00 PM EDT

Lindsay Lohan is back on Hollywood’s map and making her “It Girl” comeback.

After years of taking a break from the limelight and living outside of the USA, Lilo has gotten back to her performing roots.

The “Mean Girls” actress recently sat down with Vogue for their series, “Life in Looks.”

The video was uploaded to YouTube on Thursday, April 7.

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Lindsay Reflects On Her Looks Throughout The Years

Lindsay Lohan enjoys dinner at apos C apos restaurant in Mayfair with a male companion The pair appeared close with Lindsay showing the man pictures on her phone

Lilo went through a massive book of pictures featuring herself from 1998 to now.

The first picture she encountered was from her first-ever red carpet premiere for “The Parent Trap,” which came out in 1998.

Lindsay described this as one of her favorite looks and one she still has hanging at her mom’s house today.

“The Parent Trap” is about two twins separated at birth. One child, Annie, moves to London with the mother while the other, Hallie, stays in the US with the father.

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By happen stance, Annie and Hallie meet one another during sleep-away camp in the US, and devise a plan to swap lives.

While reminiscing on the film, Lilo explained that she desired to be more like the character Annie who lived with the posh mother in London, England.

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Lindsay Wished To Be Like THIS 'Parent Trap' Character

“When I was doing ‘The Parent Trap’ I remember I wanted to be more like Annie, because she was more preppy and reserved, and she just had a classier twist to her that I loved,” she explained. “Hallie was too American for me, because I was too used to that, but Annie was my favorite. I always wanted to be Annie.”

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Lindsay Lohan as Annie & Hallie

Looking back at the 2003 Vantiy Fair “Young Hollywood” cover which featured the Olsen twins, Mandy Moore, Alexis Bledel, Amanda Bynes,  Raven-Symoné, Evan Rachel Wood,  and Lindsay, she said that she would always be the first done with hair and makeup.

“I was in-and-out of makeup very quick, because I was still at the age where I would go to the bathroom and take everything down a little bit, but just leave so my freckles were covered enough,” Lindsay admitted. “I was so hateful towards my freckles when I was young and now I appreciate them.”

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Lindsay Lohan leaves a friends house and heads to a friends house in West London to celebrate their birthday

She’s then presented with a picture of herself from 2004. Lindsay is wearing a pink and yellow two-piece set that has ruffles, sequins and flared pant legs.

The photo was taken from “Confessions of a Teenage Drama Queen.”

“This was I was like, please dress me like Britney Spears, because it was that whole era of Britney,” she said.

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Lindsay Wanted To Be Like Britney Spears In 2004

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Walt Disney Pictures

Lilo, Britney and Paris Hilton used to run in the same crowd back in the early 2000s.

They were referred to as the “Holy Trinity.”

Who could forget that iconic photo of the three of them in an SUV driving off from the club in 2006?

According to Hilton, that was a very awkward night for her and Lindsay.

During a March 2021 episode of her podcast, “This Is Paris,” she explained what was going on behind the scenes when the paparazzi snapped the infamous photo.

Paris, Britney & Lindsay Used To Be The "Holy Trinity"

Paris Hilton and Britney Spears smiling.
Instagram | Paris Hilton

"That was a night that Britney and I went out, and we were at the Beverly Hills Hotel, at our friend's party, and we decided to leave to go home," Paris explained of the photo. "We were walking to the car and all the sudden got swarmed by tons of paparazzi. Just as we were walking to the car, that's when Lindsay came up. It was kind of awkward because we were having some drama."

That drama stemmed from Lohan claiming Paris hit her.

The two had been “close friends” prior to that photo, but then things got complicated.

Paris explained her side of the story saying, "She did some things to really hurt me and betrayed my trust, and caused a lot of drama. So, we weren't friends anymore, and it was kind of like this on and off friendship."

However, she admitted they were “young and immature.”

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“It was like high school drama, especially in the L.A. scene, and to live it out in public with the media constantly trying to stir things up and make things worse than they were. Back then, the media really enjoyed having girls feud with each other," Hilton said

Since that weird night in 2006, Hilton and Lilo have made amends.

While appearing on “Watch What Happens Live” in January she told Andy Cohen, “We’re not like in high school, like, I think it was just very immature and now everything’s all good.”

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