The 'She's All That' fashion moments that will make you nostalgic for 1999

'He's All That' might be the talk of the town, but 'She's All That' is where the whole rom-com trope got started

Jan 29, 1999; Cerritos, CA, USA; Actress RACHAEL LEIGH COOK stars as Laney Boggs with FREDDIE PRINZE Jr as Zach Siler in 'She's All That.'
(Image credit: Entertainment Pictures / Alamy Stock Photo)

Who can resist She's All That? The cult classic 90s rom-com is filled to the brim with juicy high school drama, unexpected love and of course, iconic fashion moments.

Though the current hype surrounding He's All That, the film's 2021 gender-swapped reboot of the 1999 release, is the current talk of the town, we can't help but reminisce about the original and all of its old-school goodness. 

Since there's a science behind our obsession with nostalgia (and we'll likely never get over our crush on Freddie Prinze Jr.), let's revisit the flick's best fashion moments—tube tops, slip dresses and all. Find your mini bag and perhaps a few butterfly clips and dig into this blast from the past! (We also highly recommend blasting Sixpence None the Richer's "Kiss Me" on repeat.)

The best 'She's All That' fashion moments

she's all that red dress

(Image credit: © 1999 Miramax / Nicola Goode)

Ah, the gorgeous red dress. The 90s slip dress is very much making a resurgence, so let's take a moment to appreciate one of the most memorable ones of the decade. Laney (Rachel Leigh Cook) might've felt a little uncomfortable in it at first as she stumbled down that staircase into Zack Siler's arms, but clearly, it was a knockout. 

2. Laney's artsy overalls

The overalls! The boho button-down! The Warby Parker-esque frames. Laney Boggs was way ahead of her time, in our opinion. 

3-4. The prom looks

She's All That 1999 real Robert Iscove Rachael Leigh Cook. COLLECTION CHRISTOPHEL © Miramax / Tapestry Films

(Image credit: Collection Christophel / Alamy Stock Photo)

Jan 29, 1999; Cerritos, CA, USA; Actor FREDDIE PRINZE Jr stars as Zach Siler in 'She's All That.'

(Image credit: Entertainment Pictures / Alamy Stock Photo)

When you're a teenager, prom is the be all, end all. From Zack's classic tux to Laney and Taylor's glittery gowns, the characters of She's All That rise to the fashion occasion. 

5. Taylor's pink bikini

She's All That Year: 1999 USA Director: Robert Iscove

(Image credit: Photo 12 / Alamy Stock Photo)

Okay yes, Taylor Vaughan wasn't the nicest person at school, but girlfriend did have a killer closet. Her camera-ready Spring Break bikini is further proof. 

6. The beach-boy looks

she's all that beach scene freddie prinze jr. paul walker

(Image credit: All Star Picture Library)

Don't these Cali-cool outfits and colorful towels just make you crave a beach day? We're certainly ready to hit the waves!

7. Laney's falafel hat

Last but certainly not least is Laney's iconic—if iconically embarrassing—work uniform, complete with a falafel hat. High school jobs truly were the worst, right?

'He's All That,' the 2021 reboot of 'She's All That'

Taking a cue from the original, He's All That is essentially She's All That reversed. In this TikTok-star-studded Netflix reboot, Addison Rae (Padgett) is tasked with turning school geek Cameron (Tanner Buchanan) into prom king. Naturally, plenty of juicy drama and complicated feelings emerge because of this challenge. It hits the streaming platform on August 27, 2021. 

When you're done watching the reboot—and the original—we highly recommend you take a glimpse at some of the best Netflix 90s movies for a throwback binge session that's good for the heart. Did someone say Notting Hill? Sold!

Danielle Valente
Digital News Writer

Need a TV show recommendation? Maybe a few decor tips? Danielle, a digital news writer at Future, has you covered. Her work appears throughout the company’s lifestyle brands, including My Imperfect Life, Real Homes, and woman&home. Mainly, her time is spent at My Imperfect Life, where she’s attuned to the latest entertainment trends and dating advice for Gen Z.

Before her time at Future, Danielle was the editor of Time Out New York Kids, where she got to experience the best of the city from the point of view of its littlest residents. Before that, she was a news editor at Elite Daily. Her work has also appeared in Domino, Chowhound, and amNewYork, to name a few. 

When Danielle’s not writing, you can find her testing out a new recipe, reading a book (suggestions always welcome), or rearranging the furniture in her apartment…again.