Lindsay Lohan Talks 'Mean Girls' Hair Inspiration and That Iconic 'Vanity Fair' Cover

Lohan broke down 18 of her most famous looks in 'Vogue's 'Life in Looks' segment.

Lindsay Lohan is spilling the tea on some of her most iconic looks. In Vogue's latest "Life in Looks" segment, Lohan shared the story behind 18 looks, from 1998 to now, including a Mean Girls moment and that famous Vanity Fair cover.

"This was the first time we did a photoshoot where all of the girls got together, and no one knew each other. I knew Raven-Symoné, because we got an apartment that we were renting together," Lohan said of Vanity Fair's 2003 Young Hollywood shoot, which featured some of the biggest "it girls" of the time, including Symoné, Mary Kate and Ashley Olsen, Mandy Moore, Amanda Bynes, Hilary Duff, Alexis Bledel and Evan Rachel Wood.

"I mean, if you think about getting all of these actresses in a room today, and just hanging out together, I feel like it would be so different," she continued.

The 35-year-old actress recalled toning down her makeup while on set for the shoot, just enough so her signature freckles were covered.

"I was one of the first girls there, and we were waiting kind of on everyone else, and I was just in and out of makeup very quick," Lohan shared. "I was still at the age where I would go to the bathroom and take everything down a little bit, but just leave it so my freckles were covered enough, 'cause I was so hateful towards my freckles when I was young, and now, I appreciate them as I got older. I wanted to just get ready before anyone else so there was no stress on me."

Lohan also looked back on one of her most beloved roles as Cady Heron in 2004's Mean Girls. Cady famously transformed from "nerdy transfer student" to "hot popular girl," in the cult classic, a transition Lohan said she was eager to make.

"Mean Girls!," Lohan exclaimed seeing a pic of her as Cady. "Why was I wanting to wear this dress? We were like, 'the character has to just be too much and my hair -- I wanted it like Jennifer Aniston, but not really, 'cause it was long."

"I remember doing the fittings for Mean Girls and I would just -- I would get really excited to wear the skirts and kind of dress more girly, but then I felt really relieved when I played Cady just coming fresh out of Africa, because I got to chill and be more relaxed and everyone was kind of jealous that I was wearing sneakers and they couldn't everyday."

Lohan went on to share more about the film, including the lesser known fact that she originally wanted to play the role of Regina George, as made famous by Rachel McAdams.

"The story behind me playing Cady in Mean Girls, is actually really unknown by a lot of people," Lohan recalled. "I wanted to play Regina, because I had just come off of Freaky Friday, and I really wanted to play a pretty, normal girl now, and I wanted to have a different kind of role than just the damaged teenager again. Mark Waters, the director, was insistent that I play Cady, and so was Tina [Fey]. They were like, no, no, no, you're the lovable one, you have to play Cady."

"So, I was so eager to get into the transitional part of, 'OK, let's get to the pretty part of Cady,'" she added. "It's just such a lovable movie."

See more of Lohan's looks in the video below.