Celebs Rocking The Iconic Schoolgirl Look
Claire Miles - September 4, 2019


By Greta Zwaan

I sought for joy in peace, and rest to ease my weary mind,
Stressed out by such a heavy load, rest I just had to find.
My endurance could hold no more, my limits had been met,
I needed time to stand aside, sweet time to just forget.

But where to find the road to peace, an obscure trait to me;
My hectic lifestyle can't comprehend a way to set time free.
I've always rushed from A to B with no side glace allowed,
I had my life so well controlled; in truth, I felt quite proud.

No one could tell me what to do, I was a self-made man;
My schedules were controlled by me, I had a thorough plan.
'Twas good when all things went my way and no one interfered;
I had no one to answer to, my way was always cleared.

But years of this brought me no joy, though fortunes I'd amassed;
It seemed that all the things I owned would oh, so soon be past.
I had no friends that knew my plight, I kept myself at bay,
They all had troubles of their own; besides, what could they say?

They envied me with all my wealth, they never saw my pain,
I had life altogether, what more was there to gain?
But loneliness is terrible and emptiness is sad,
There seems no purpose for each day, no reason to be glad.

So now I wait; why? I don't know, but life for me must change.
There must be more than fortunes, a way to rearrange.
There has to be a purpose, and someone surely knows,
Why life is complicated, and days so full of woes.

Perhaps you have the answer, perhaps you know the route,
Perhaps you've traveled here before; if so, please help me out.
If need be, I'll be patient, I'll even take advice;
I'll gladly make the changes, no matter what the price.

I don't need independence, I've had my round of that;
I long for understanding, to know just where I'm at.
Someday I hope to thank you because you saw my need,
Perhaps with greater meaning, with purpose, not with greed.

I don't know how I got here, what lies ahead of me,
I'm grateful there'll be changes, I'm grateful to be free.
Donald Faison On Clueless
It’s hard to picture Clueless as anything but a hit! 
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There’s one style that seems to remain popular no matter what other cultural changes come in and out of our lives. The iconic “schoolgirl” look usually combines some kind of plaid mini skirt, a feminine tie, tights or stockings, and a sensible heel. Some of our favorite celebrities choose the schoolgirl look again and again. Here’s a collection of our favorite stars showing off their school spirit over the years.


Megan Fox


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Megan Fox goes back to school on the set of Teenage Mutant Ninja Turtles: Out of the Shadows where she plays the role of schoolgirl April O’Neil. It makes sense for an actress that got her start in teen-focused movies such as Disturbia and Taken.



Ariana Grande


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The iconic teen pop-star debuted her spot-on schoolgirl look during a performance in Tokyo several years ago. Short skirts and thigh-high boots are two staples in the young star’s wardrobe.


Blake Lively


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Blake Lively, aka Serena van der Woodsen, has been to high school and back her own share of times, including in Sisterhood of the Traveling Pants, Gossip Girl, and Accepted. Her girl-next-door persona makes her the perfect celebrity schoolgirl!



Kendall Jenner


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It wasn’t that long ago that Kendall Jenner was rocking her own school uniform as a varsity cheerleader at Sierra Canyon School in Calabasas, California. She opted for a different kind of plaid uniform in the photo above when she made her debut on the Victoria’s Secret Fashion Show runway.


Kaley Cuoco


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Just because she’s surrounded by nerds, doesn’t mean Kaley Cuoco doesn’t have a nerdy side herself. Although her schoolgirl outfit was for a scene on her show The Big Bang Theory, it’s a look we wouldn’t mind seeing the blonde bombshell rock a little more often.



Taylor Swift


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Taylor Swift is known for her posh and proper style that often seems to emulate that of the “schoolgirl” look. One thing is for sure – with legs as long as hers, there’s no such thing as a skirt that’s too short.


Katy Perry


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We’ve seen Katy Perry in it all, and now she’s trying out the schoolgirl look. It’s safe to say that it’s seriously working for her.  Although based on her typical style, preppy plaid doesn’t exactly fit but she’s totally give us major Clueless vibes, and we’re not complaining.



Leighton Meester


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Leighton Meester, best known as Blair Waldorf on Gossip Girl is also well known for rocking the school girl look and killing it as she walks through the hallways. She looks totally innocent, but we all know that deep down she’s far from it.


Bella Thorne


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Bella Thorne is captured here totally rocking the schoolgirl look with her adorable pigtails on the set of Mostly Ghostly 2: Have You Met My Ghoulfriend? in Los Angeles back in 2014. The starlet was only 16 here and managed to look both sporty and feminine with her Converse high tops and knee-high socks.



Cara Delevingne


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Not only does fashion model and socialite Cara take on the schoolgirl look in the most fashionable and classy way possible, but she’s also seriously passionate about helping schoolgirls. Back in 2014, Delevigne joined a campaign to help a schoolgirl from being deported without her family.


Sandra Bullock


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Hollywood actress Sandra Bullock means business when it comes to being a schoolgirl. We would not want to mess with this beauty, and her epic hair accessories brings us right back the good old days.



Carly Rae Jepson



This Canadian blue eyed beauty, Carly Rae Jepsen is literally screaming ”Call Me Maybe” with her adorable and trendy schoolgirl outfit, perfectly complimented by her tennis whites at the US Open in New York. We will surely be calling her up.


Mila Kunis



The undeniably stunning Mila Kunis looks like a little school girl gone bad in British Glamour, with her high thighs and cable knit sweater.  Kunis sure knows how to heat up the innocent schoolgirl look! Her down to earth vibes that she’s best known for make her all that more attractive.



Taylor Momsen



Gossip Girl actress Taylor Momsen knows better than anyone how to work the preppy Upper East Side schoolgirl look. And when she’s off stage, she knows how to change things up and take on the downtown rock ‘n roll star in no time.


Jennifer Love Hewitt



Although her schoolgirl days are far gone, Jennifer Love Hewitt proves that thirty one is still not too old to play a schoolgirl, pictured here starting in an episode of Law and Order SVU back in 2010. The stunning and youthful actress could seriously pass for half her age.



Taylor Swift



This schoolgirl outfit actually also happens to be Taylor Swift’s 26th birthday outfit. After finishing up a world tour in Australia, she flew back to Los Angeles to celebrate with her friends and family,  and decided to channel her inner schoolgirl, in a casual, yet classic Taylor look.


Tiffany Alvord



American singer, songwriter, and actress Tiffany Alvord has become known as one of YouTube’s first homegrown celebrities, with more than 600 million views on her channel, and over 3 million subscribers.  She has taken on a unique version of the classic schoolgirl look, and we’re loving it.






Stacy Ferguson, best known as simply Fergie, still looks as fit and attractive as ever at age forty two. She could totally have us all fooled that she’s still a schoolgirl.  Taking on this look is no rare occurrence for the singer, who loves to perform in these kinds of outfits.


Jennifer Aniston



Jennifer Aniston, pictured here playing her infamous character of Rachel Green on the classic sitcom Friends,  is killing it in her schoolgirl plaid outfit in the episode ”The One’‘. Those that know Aniston and her style can attest to the fact that she’s much more fashionable when being Rachel.



Chloe Grace Moretz



The adorable and stunning Chloe Grace Moretz is seen here in a typical schoolgirl outfit. The only difference though? She is so far away from innocent, especially since this shot is from her role in Kick Ass, as Hit-Girl, a mysterious vigilante who leaves a trail of body parts and bullet holes wherever she goes.


Bella Thorne



Bella Thorne is captured here shooting some hoops on the LA set of Mostly Ghostly 2, once again totally killing the schoolgirl look in every sense. She managed to show off her basketball skills even in a mini skirt. You go girl!



Victoria Justice



Victoria Justice, the star who rose to fame in the 2000s through her Nickelodeon roles, is pictured here posing as an adorable little schoolgirl in a 2012 photo shoot. We’re totally loving her modern take on the schoolgirl look, and especially her pink spike backpack.


Ariel Winter



Ariel Winter, is an American actress best known for her role as Alex Dunphy in the comedy series Modern Family.  She is seen her doing the schoolgirl look in the classiest and most glamorous way possible.



Alison Haislip



All this schoolgirl outfit probably wouldn’t be allowed in any elementary school for a variety of reason, we are totally loving it on actress Alison Haislip.


Zooey Deschanel



Zooey Deschanel who is most well known for the quirky roles she plays, is also a serious trend setter, and has got the most adorable style, a cute vintage schoolgirl style that she always rocks in a new and exciting way.



Jennifer Morrison



Jennifer Morrison is pictured here dressed as a schoolgirl on Halloween 2013. Rumor even has it that she was trying to look just like Cher Horowitz, played by Alicia Silverstone in the classic ’90s movie Clueless. 


Ashley Greene



Actress Ashley Greene known best for her roles in the Twilight series also starred in the film Warrior, playing the role of Brooklyn.  Her preppy schoolgirl outfit and her facial expression are the epitome of annoyed teenage girl trying to get through the struggles of high school.