Celebs in schoolgirl-inspired ensembles
- 1/14
Taylor Swift
With her cat Meredith by her side, Swift looked ready to enroll at a school for (very stylish) witches. Who wouldn’t want to see her in a Teen Witch remake? (Photo: PacificCoastNews)
- 2/14
Blake Lively
On Gossip Girl (RIP!), Lively’s Upper East Sider wardrobe included this fashionable number… and many, many others. (Photo: Giovanni Rufino/The CW/Everett Collection)
- 3/14
Katy Perry
Perry was the picture of a Catholic schoolgirl during a 2013 stop at The Tonight Show Starring Jimmy Fallon. Her pigtails and religious top must have reminded her of growing up the daughter of traveling ministers in an ultra-religious household, where she called deviled eggs “angel eggs” and attended Christian schools. (Photo: Theo Wargo/Getty Images)
- 4/14
Britney Spears
The singer was the ultimate schoolgirl in the 1998 video for her debut song, “Baby One More Time.” The pigtails, the white collared shirt, and the pink hair accessories — she and late-night talk show host James Corden hilariously recreated it all in a “Carpool Karaoke” segment in August 2016. (Photo: Vevo)
- 5/14
Gwen Stefani
Stefani was mad for plaid during an April appearance on Good Morning America. Can’t you just hear the marching band from the “Hollaback Girl” video playing a school fight song? (Photo: Heidi Gutman/ABC via Getty Images)
- 6/14
Megan Fox
The Teenage Mutant Ninja Turtles 2 actress — who rocked a schoolgirl look while filming that movie — seems like someone who might spend a lot of time in detention. Her offense would probably be breaking the dress code by showing a little too much skin. (Photo: Jose Perez/Splash News)
- 7/14
Iggy Azalea
In 2014, the rapper went back to school as she showed her appreciation for beloved high school movie Clueless in the video for her hit song “Fancy.” She wore a cute yellow-and-navy plaid ensemble with a supershort skirt in the scene taking place in debate class. (Photo: Vevo)
- 8/14
Victoria Justice
In her latest movie, The Outcasts, high school grad Justice plays a geek. But she was dressed like one of the cool kids in a red plaid miniskirt, sequined black top, and a motorcycle jacket at a 2014 Hollywood bash. (Photo: Jonathan Leibson/Getty Images for EFG)
- 9/14
Kat Graham
With her nose ring and slicked-back tresses, Graham was more The Craft than High School Musical at New York Fashion Week. Then again, the Vampire Diaries actress was probably too cool for school, period. (Photo: Henry S. Dziekan III/WireImage)
- 10/14
Ariana Grande
Grande chose schoolgirl style for an appearance in Tokyo, even though she could definitely pass for an extra in Britney’s famous “Baby One More Time” video. (Photo: Jun Sato/WireImage)
- 11/14
Coco Austin
Oh, Coco! Ice-T’s wife dressed as a sexy student — or do the glasses mean she’s a sexy teacher? — for a Halloween fete. (Photo: Cindy Ord/Getty Images for Heidi Klum)
- 12/14
Fergie
Long after Britney rocked the look, Fergie rocked it during her performance on Dick Clark’s New Year’s Rockin’ Eve 2007. And, yep, it still worked! (Photo: Kevin Winter/DCP/Getty Images for DCP)
- 13/14
Jenni “JWoww” Farley
Jersey Shore‘s JWoww made for a barely dressed schoolgirl when she hosted a Halloween bash in Atlantic City, N.J. (Photo: Getty Images)
- 14/14
Dianna Agron
Glee grad Agron classed up her schoolgirl look with a bow and a crisp white shirt. She added a pleated short skirt and some stilettos to earn an “A” for style. (Photo: Jason Webber/Splash News)

It’s the time of year for teachers and students to head back to class in their new fall duds. As for celebs? Well, there’s no school for them, but that’s never stopped them from breaking out the supershort miniskirts, knee socks, and plenty of plaid.