24 Famous Prom Dresses, Ranked Worst To Best

The most iconic prom looks from movies and TV shows — ranked from fugliest to yessssss.

24. Josie Grossie from Never Been Kissed

Century Fox Film Corp/__username__

I can’t even contemplate the sadness of this outfit.

23. The Barbie Trio from Never Been Kissed

20th Century Fox Film Corp/__username__

I mean, this isn’t even remotely close to prom attire.

22. Andie McPhee from Dawson’s Creek

Andie’s purple-on-purple-on-purple look isn’t so bad considering this was 2000…but it’s the hair and makeup combo that make this look really unattractive.

21. Britney (as “Lucy”) in Crossroads

Columbia/__username__

Britney’s pink, shiny, floor-length prom gown was just blahhhhhhhh.

20. Kelly from Saved by the Bell

When Kelly couldn’t afford prom, Zack was sweet enough to make their own prom. Sucks for you, though, that you ended up wearing jeans and sweats.

19. Lindsay Lohan as “Cady Heron” in Mean Girls

Because if you’re going to go to prom in regular clothes, at least wear your Mathletes jacket. (And actually in Mean Girls it wasn’t a prom, it was the “Spring Fling,” but that’s close enough, right?)

18. Taylor Vaughan from She’s All That

Who wears gold lipstick? Who?

17. Kat from 10 Things I Hate About You

Buena Vista/__username__

Yawwwwn.

16. Bianca from 10 Things I Hate About You

Buena Vista/__username__

This gets a mediocre ranking just because I wore this tulle ballerina skirt/top combo to my prom and I fully regret it.

15. Joey from Dawson’s Creek

Joey could have really done way more for her prom look. This all-black thing is classic enough, but meh.

14. Brenda from Beverly Hills, 90210

Everett Collection

The hair is kind of crazy but Brenda probably felt pretty sexy in this slinky number.

13. Ariel from Footloose

Everett Collection

A classic, feminine ’80s look that wasn’t too insane.

12. Josie (no longer Grossie) in Never Been Kissed

Century Fox Film Corp/__username__

If you’re going to do a themed outfit, might as well make it something smart.

11. Andie Walsh from Pretty in Pink

Paramount /__username__

So, I kind of feel like this is actually the ugliest dress ever, but you’re not allowed to say that because, you know, John Hughes and iconic pop culture moment. So, yay DIY ’80s dress!

10. Laney Boggs from She’s All That

Laney looked pretty elegant in her prom getup. It’s definitely not her best outfit of the movie (hello, little red dress on the stairs scene), but she pulled off that French twist with grace.

9. Regina George from Mean Girls

That dress is actually kind of a safe move, but what’s really astounding me here is how we never noticed how far ahead of the trend curve Regina was. Flower crown?! See you at Coachella, bitch.

8. Romy and Michele (duh) from Romy and Michele’s High School Reunion

You guys are awesome.

7. Janice Ian from Mean Girls

Paramount/__username__

This definitely makes you one of the cool kids. This will be the greatest story ever to tell once you’re in your twenties and beyond.

6. Kelly from Beverly Hills, 90210

Everett Collection

Kelly’s flouncy white dress may be dated, but in a kind of ’90s way that you’d probably see Urban selling a reproduction of it.

5. Cordelia from Buffy the Vampire Slayer

Damn, Cordelia. I ordinarily think your outfits are tacky, but your prom dress was pretty red carpet-worthy. And doing your hair in a simple, elegant bun was the way to go.

4. Rose McGowan as “Courtney” in Jawbreaker

Holy crap, this outfit is crazy but also really creative and rad.

3. Buffy from Buffy the Vampire Slayer

Buffy may have shown up late to prom (girl had to do some slaying first, NBD) but her dress was a good choice — a mauve strapless number with understated details.

2. Jen Lindley from Dawson’s Creek

Leave it to Jen to completely surprise us with a prom outfit that wasn’t at all “fast girl Jen” but was in fact a really feminine and vintage-looking cocktail dress. I’d still wear that.

1. Sandy from Grease

Paramount Pictures/__username__

Can’t go wrong with a flirty white ’50s dress, now can we?

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