Lindsay Lohan Breaks Down Her Iconic Looks From Mean Girls, Freaky Friday & More
Condé Nast
From her mall punk looks on 'Freaky Friday' to her killer '00s outfits on 'Get a Clue,' Lindsay Lohan has undoubtedly stolen our hearts with her on-screen style! Lindsay recalls how they executed the transition from "chill" Cady to "Mean Girl" Cady, the different hair colors she tried over the years and so much more.
Director: Jameer Pond
Director of Photography: Jack Belisle
Editor: Jess Lane
Creative Producer: Isabella Roman
Associate Producer: Sydney Malone
Talent Booker: Eugene Shevertalov
Camera Operator: David Castellano
Sound Mixer: Lily Van Leuwen
Production Assistant: Lea Donenberg
Post Production Supervisor: Christian Olguin
Post Production Coordinator: Scout Alter
Supervising Editor: Erica Dillman
Additional Editor: Paul Tael
Assistant Editor: Andy Morell
Graphics Supervisor: Ross Rackin
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Allure
I don't think I ever gave anyone a chance

to have any say in when I change my hair color.

It's my head and it's my hair.

[Lindsay laughs]

[upbeat music]

Hi Allure, I'm Lindsay Lohan, and today,

I'll be breaking down some of my most iconic looks.

♪ Yeah ♪

♪ Yeah ♪

Freaky Friday, 2003.

Wow, that just reminded me of MTV Diary.

[Lindsay laughs]

Oh my God, I just got deja vu.

Freaky Friday was different,

and I remember this was the phase that I was going through

when Avril Lavigne was everything.

And I went to my hair stylist as Tracey Cunningham.

I was like, I really want the white stripes in my hair.

But I think it was probably traumatizing

for Tracey Cunningham to have to do,

stripping out this natural red hair to white bleach blonde.

I think I like remember getting it back

to normal was pretty tough.

It just didn't feel the same right after.

And now I look back on it and I think,

what was I doing to my hair first of all, and why?

But I made it such a point

that it was great, and it looked great

for the character 'cause they wanted her more punk.

But now that I look back on it, I'm like,

should I have second-guessed that?

[Lindsay laughs]

The makeup was really important

because Anna wanted to go against her mom's wishes

at any point she could.

I actually wanted the eye makeup to be heavier,

but it didn't read well on camera.

We needed to tone it down for Disney.

So we went a little lighter.

Shut up!

I remember at the time of Freaky Friday with my wardrobe,

I was so self-conscious.

I wanted to wear low-rise pants

because I wanted to be cool.

At that age, you still wanna play someone

who's a little bit sexy,

but I was always nervous about what my stomach looked like,

if it was flat enough.

That was my big thing on set.

And I look back and I'm like, why was I so hard on myself?

It's okay.

[upbeat music]

[Lindsay gasps]

[trashcan shaking]

Mean Girls 2004.

Playing Katie to mean girl Katie was really interesting

because I loved not having to go through

a long hair and makeup process on set

because I was the youngest one when we were filming,

so I always had to go into schooling

and everybody else got to hang out.

So the less time I could spend in hair and makeup was great.

So playing chill Katie was really nice for me.

And then of course being with the girls, I was like,

oh, I wanna dress like that too.

I want her to be mean girl Katie now.

[Cameraman] I love how you make the transition

through your hair and makeup journey.

So did I.

[both laughing]

During the process of the transition for Katie

was mainly heels and short, skirts and curls.

So we tried to keep basic Katie

with always straight hair or tied back.

We just wanted to show

just a completely different version of it.

It's so important because it just shows that she's changed

as a person immediately without even having to say anything.

So I actually got the best of both worlds,

which was really fun.

And Mark Waters was a fantastic director,

he was great to work with.

And it was the juicy Couture era.

I mean it was just pink, and fun, and cardigans,

and splendid little thermal tops that we wanted lower done.

And then it was just, pastels is better.

So I had a lot of fun doing Mean Girls,

especially with costuming.

I had a lot of say, and I had a great team around me.

You always really get a lot of say as an actor,

especially when you want to dive really deep into it,

and you know better anyone who you're gonna bring

that person is that you're gonna bring to light.

I luckily got to have a good amount of say.

[Recorder] Come on, you get that shot of Mr. Walker.

He won't even allow his picture in the yearbook.

You know what they say, a good reporter

is always on the job.

Get A Clue, 2002.

For this, I wanted to spend so much time

in hair and makeup because it kept me

out of school, and it was more fun to be in there.

We had time really to focus on what hair

and makeup was gonna look like with the wardrobes,

and it was a big part of the character

because she was a very expressive character.

So that was important,

so we had a lot of time to focus on that, which was great.

I remember Juliana, she was really great,

because she was pulling poochie for me at that age.

She was pulling vintage Yves Saint Laurent

at that age for the Pygmalion look.

I mean, we got some really good costumes.

And then the hair that we did, there are throwbacks

and references that we did to old Hollywood

in some of the hairstyles, and that was really fun to do.

And then even the little clips that we did in there,

so early 2000s.

On this particular scene,

it seems like my hair fell,

because I don't think it was supposed to be like that.

We were excited for costumes, we were excited for hair

and makeup, and in this movie, I remember was one

of the first times on screen I got to learn

about how to wear a corset and how to tie it,

and that was really fun.

So this was just a blast to do.

Blonde Lindsay.

I remember.

So for the 2003 VMAs,

I think I was just finished doing

Confessions of a Teenage Drama Queen.

It was around the time

of right in between filming Mean Girls,

and I had secretly bleaching my hair myself in Toronto

in my hotel room 'cause I really wanted to be blonde,

and no one would let me.

I think I was just trying to get the blonde going

and I didn't finish it, okay?

Somehow that picture still exists.

I remember I actually had long hair at the Dior 2005,

at the Cinema Society, and I tied my hair in a bun

and we just clipped short hair over it

and we'd made the bangs.

So it wasn't even real,

which was,

the first time I'd ever really done anything like that.

And it was really fun, and I loved it.

And I think my mom had seen me like the next day

or something, she's like, Did you cut your hair?

I was like, no.

I don't know if I'd do that again.

I don't know how bangs look on me.

I have a pretty round face,

and I don't know if it does me justice.

I'm the kind of person where especially

when I was playing different roles,

then I didn't wanna have

the same hair for every role

'cause then I felt like people would just keep seeing me

as the same character.

So I felt like I needed a visual change,

and it helped me kind of make a difference

in the characters that what I was playing.

Hostage Premiere, NYC 2006.

[Cameraman] Do you remember what kind

of product or things you were using?

I do remember that I love contour

and I still do, and I'm not ashamed of an '80s contour.

And it started to begin there.

When I was younger

and when I was in school,

people would make fun of my freckles.

So I always wanted to find out

how I could use foundation and how I could cover them up,

and what makeup was good for that.

And my mom and my family would always say like,

'Your freckles are beautiful, they're angel kisses,

but you don't believe that when you're a kid.

You're like, no.

And then over time you learn to love and embrace them,

and yeah, it's just a process of life.

It's just growth.

And at around this time, I was like,

just, they're not gonna go anywhere.

So I just learn to love them.

Definitely the hardest color was when I went really dark.

I think it because I was going from being darker I think,

and I was trying to get back to my natural lighter red.

So this was the transition.

But I liked this color.

I would get from everyone that I worked with like, Oh,

so glad you're going back to red.

So glad.

Finally, you're red again.

I feel like it takes you learning yourself

to know what suits you best,

and over time,

after messing with my hair and trying different things,

and I ended up realizing I loved my hair red the most,

so that's why I'm red.

Falling for Christmas movie premiere, 2022.

Having the ponytail at Falling For Christmas

was kind of, it was kind of a last-minute thought.

It was with Daniel Priano who I worked,

with and Kristofer Buckle did the makeup,

and I feel like we just wanted to, we were like,

Let's just do something different

that I've never really done before on a carpet.

It's new, it's refreshing.

I haven't been on a red carpet in so long,

and so we snatched it back and I'll tell you something,

I videoed taking my hair out

after that, my mom was helping me,

and it was pretty hysterical.

Lots of bobby pins, ones that you don't even

realize are there.

The amount of clippers I had to get that that tight.

I didn't know, I had forgotten what it was like,

but it was worth it.

I've always loved the color pink.

It's always been a big part of my life.

I've always loved pale pinks and, yeah,

I just love a natural pink cheek and a natural pink lip.

I think it's pretty and effortless

and it's keeping it classy and simple and I just love that.

I mean I'm really blessed 'cause I've known Kristofer

for coming up on 20 years since right around Mean Girls.

I think he has such a beautiful hand,

he's such a beautiful artist,

that once you have someone

that you feel comfortable with and safe with,

and putting your face in their hands, never let them go.

And I really trust Kristofer.

I don't even attempt to do my makeup anymore.

It just doesn't look the same.

Even my husband's like,

Your eyebrows do not look like the way Kristofer does it.

Thank you for reminding me,

now I feel like shit.

I think we're all iconic in our own ways.

We just have to give ourselves, you know,

this space to get there.

And I think we all have something, you know,

genuinely iconic in all of us.

I think we all have something beautiful to share

with each other, and some people,

we don't take the time to give ourselves credit for it.

So iconic to me is just appreciating who you are

and not being afraid to share that with everyone else.