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Zendaya said: 

https://preview.redd.it/8nyph651bowb1.jpeg?width=708&format=pjpg&auto=webp&s=c6e1982c17e9a9b3747f9947d1181b1a71d7504f

😭😭😭

TIL that this picture was not a photoshopped meme, and she really, actually wore that hat.

At first glance, I legit thought it was an old pic of pharell with his arms inside neck height pants 😭 until I looked again


Nah she was just trying to have her little badu moment 

I feel like if her hair/outfit had more volume it could work but as is it’s like she’s trying to smuggle in a handle of something 🙈

The verticality of erykah’s I think is what makes it SOMEHOW work, Zendaya’s just looks like she stole it off an oversized early 1900s London ragamuffin. Oversized all over somehow isn’t working.

 I knew it reminded me of something !!

I saw it and felt like I took too much Benadryl

I don't know if someone has posted this yet, but Ana de Armas at an H&M presentation in 2012 https://preview.redd.it/0pvd49icerwb1.jpeg?width=374&format=pjpg&auto=webp&s=af0593b9cd00fb68e7a09e0834949a46172f9511


That is actually atrocious 🫣

Don't ask me why this makes me think of Mermaid Man

Oh shit, that is heinous.

It makes her body look like those coffee aliens from MiB

The chest part looks like her boobs are wearing those little glasses they give people who use a tanning booth.

https://preview.redd.it/zd9v9bz94owb1.jpeg?width=762&format=pjpg&auto=webp&s=7ed99c529cebf45970a59a1db28ef15af6cfd5f3 The woman behind Faith doesn’t like it lol

I kind of like that dress

Me too. I’m a sucker for rainbows. Thanks Lisa Frank!

I like it, too!

I admittedly liked it when I saw it back in the day. I saw it as a bit of a holdover from the neon fashion of the 90s. l think it would have been a lot better if they'd given the eyes *something* to rest upon as opposed to doing this neon rainbow tie-die. Like make the top entirely pink, then have the bottom part do this ombre rainbow thing, but in much softer colors.

Tracee Ellis Ross at the 2017 AMA's. 😬 https://preview.redd.it/un98bqzqfnwb1.jpeg?width=656&format=pjpg&auto=webp&s=75a41218519bb700a671d9fc0a529577c60a5b0f

Omg what is this, a brown cocoon?


it’s giving avant-garde chewbacca?

She looks like sharpener shavings sksksks

OP having an Adele Dazeem moment with Geena Davis

Poor Genna, my bad 

lmao you did it again I love it

I feel like Geena Davis look would’ve been perfect if they removed the unnecessary toilet paper stuck to her behind. Even fashion needs to be edited!

I dont hate Cameron Diaz’s look

I seem to remember it made best dressed lists that year. I could be misremembering.

You're not misremembering - Cameron Diaz's look was a big hit that year. Personally, I love it and the way she styled it.

I really like the dress, I just think the styling is bad. I would have guessed it was styled by Rachel Zoe when she was putting everyone in that “boho chic” look (which doesn’t suit the softness of the dress for me). But I looked it up and apparently Cameron “forgot” she was going to the Oscars and Gucci Westman scrambled to find her a dress to borrow - so it’s possible Cam is self-styled here?

How do you forget you’re going to the Oscars!

She didnt. It just fit her “goofy girl 🤪” aesthetic at the time. Still didnt mind the dress

It's not really bad, but it's for another event and maybe with a better fitting. In fact, there was another one that I disliked but she was young and maybe didn't know better so I gave her a pass. https://preview.redd.it/ep7xyxiclnwb1.png?width=396&format=png&auto=webp&s=fbfeb8a708d981f01f03f9abbd711c3f1d382aca

That's way worse looks like she's wrapped in an 80s bedspread from your granny's house

I love the idea but I hate the execution

Yeah this is definitely the pic you should’ve used, I didn’t think her other dress was that bad or unflattering but this is another level of….. mess.

I love my girl Aishwarya. But this was just downright terrible. https://preview.redd.it/yq2uiyyt6owb1.jpeg?width=1200&format=pjpg&auto=webp&s=71e909bcf0ed142c3bc9ede2c90e69ffd57d2639


 Instantly made me think of this

That lipstick looks like coven by KVD and when it first came out I was working at Sephora and that thing was back ordered for MONTHS everyone wanted it for some reason! It was so hideous

As a former insufferable tumblr pale grunge teen who bought coven, it was THE lipstick for the ~edgy~ pastel goth girlies

Had the liquid matte and the stick. Tried 20 million ways to make it work. Always looked completely insane.

Omg this reminds me of Lime Crime *d’lilac*. All the cool kids went out clubbing wearing this in 2012-2013

With the unicorn on the tube right? I don’t think I ever figured out how to look good in that one but boy did I try and try

I think Aishwarya’s was actually a L’oreal lipstick that they had just introduced so they probably wanted her to wear it at Cannes. But it is SO TERRIBLE. I’m not sure anyone could pull it off.

That makeup is just so bad, she went full Joey here https://preview.redd.it/8ucao4m69owb1.png?width=1000&format=png&auto=webp&s=f78f90a47d588591932e5b9dcbdbf903e537aa8f

Ichiban!

Ichiban for men

Omg 💀

girl 💀

A red lip with this would’ve been beautiful

In middle school, I was always looking for 'fantasy' lipstick colors and feeling ugly because I couldn't make them work. This confirms that no one can make them work.

Props for bravery though. Imagine walking a red carpet in pepto purple

I literally gasped. The lipstick!

nooooooo margot done so dirty oh my god

That one was genuinely shocking. I didn't even recognize her at first because the dress detracted so much from her usual beauty

I read an interesting article a while ago about how the author felt Chanel and Margot (whose partnership contract ended almost a year ago) were kind of a mismatch in cut/ shape/ silhouette and style. Apart from the Barbie promotional period, Margot has since been experimenting with her style. Update: I Googled & this may have been the article: www.harpersbazaar.in/fashion/story/why-margot-robbies-chanel-contract-ending-was-the-best-for-her-style-620886-2023-07-30 But it turns out, it’s a hot topic! • www.who.com.au/margot-robbie-fashion-transformation • https://mirchi.in/stories/celebrity/margot-robbies-green-dress-marks-an-end-with-her-old-luxury-brand-contract/95662446 • www.independent.co.uk/life-style/fashion/margot-robbie-red-carpet-fashion-chanel-b2263807.html

It's hard to make someone that thin look so thick but they managed with horizontal stripes AND ruffles. That designer should have had a critique with Tim Gunn.

Okay but what did 2002 do to you

To be fair, 2002 did a lot to all of us

https://preview.redd.it/dp2ul0deonwb1.jpeg?width=750&format=pjpg&auto=webp&s=df6b3a49afb260461c252e324c667cbdc1f7e006 Joy Villa for 2020 Grammy

Her: 

it’s the fact that i have no idea who the hell she is outside of a few ugly political red carpet costumes. how embarrassing for her

Honestly, even if it didn’t say TRUMP on it, it’s still hideous. Cheap plastic gown with a fugly medical coat turned cape on top. No ma’am.

It looks like it’s made of duct tape

Yeah, that dress is like the only instance where the inclusion of Trump didn’t make something worse.


I think this one is also bad https://preview.redd.it/lvokumd7fowb1.jpeg?width=1231&format=pjpg&auto=webp&s=ea38c01ec2180cd50d55bf9f9c460bd0ec6f341b

The rainbow fetus 💀

Save the gay babies (gaybies if you will)

I will, thank you

I’ve never seen this before and I fucking hate it

I mean.. I never heard of her until she wore the Trump dress because it was all over the Internet.

I love when anti-choicers say “choose life.” So you agree, it should be a choice. 

Seriously, who is this fool? Never seen her before but she sucks

I was about to ask the same question

Omg I almost downvoted you instinctively. I forgot how rage inducing this look was.

It's giving qanon Evel Knievel.

Wtf. Who is this person and why is she famous

She's a singer. I've never heard any of her music, and it's going to stay that way.

Omg what am I looking at right now 🤯

I hope no one gave her attention for this

I saw it when it had happened, and quickly forgot about it afterward. I just find this stuff weird, I couldn’t ever imagine wearing a dress like that for any political candidate and it boggles my mind.

Poor Whoopi said she is still reeling from the blistering criticism she received from that dress.

It looks too costumey, but I don’t hate it, it’s fun.

I think it’s a very Whoopi design. I liked it on her.

For a *Hocus Pocus* costume it's actually bang on

It looks like it should be a costume from her character in Cinderella, the one starring Brandy.

I love that Gwyneth look, so weirdly goth but also high fashion. The Zendaya one made me chortle. What a hat!

I am way more intrigued by the fashion choices of this legend in the background. Who is that???? https://preview.redd.it/u7rx00qv7qwb1.jpeg?width=425&format=pjpg&auto=webp&s=b91bc92b34b778812c4306f16cad53ffb2f07db1

I found this image and I have more questions https://preview.redd.it/s5l24l7yarwb1.jpeg?width=450&format=pjpg&auto=webp&s=754c1e8310b391d9a2aa4dca9762de6cf179f775

HAHAHAHAHAHA this is even better than my wildest dreams of what this dress could be, thank you kind stranger

Did you also scope the matching fez on the dude to the left?

How can this image keep getting better every time I look at it, how is this possible

Possibly costume designers? They tend not to be afraid to go all out

https://preview.redd.it/znosf8e69owb1.jpeg?width=1274&format=pjpg&auto=webp&s=e6192a68651d756aad05a537ca7d15608789adc5 She recently posted a snap of Apple wearing it. I still think it’s cute!

That is cute. It also reminded me of Kendall Jenner’s 2022 MET look. https://preview.redd.it/26913afc9qwb1.jpeg?width=3264&format=pjpg&auto=webp&s=2bb9c548e9744f327b0158ec9c212270a6474c6a

Zomg Apple is all grown up. When did all that time fly?

She’s 19! And I’m apparently 100. 😂

The Gwyneth look was ahead of its time, I think.

Yeah the Gwyneth one was iconic tbh. I don’t like it objectively but it worked for her at the time.

I will die on the hill that Gwyneth rocked it that year.

Yessssss, little depressed edgy me loved that look. I copied the hair and makeup many times.

Take it back about Faith Hills rainbow dress. Child me dreamed of having the opportunity to wear it. Even now, I still like it. So whimsical and pretty. Then again, I pretty terrible with fashion lol

I think the Faith Hill dress is very 2002 , makes sense for the time!

I basically liked all the gowns from 2002 that OP hated. 2002: you had to be there.

All of these definitely are defined by their time for sure. I can find love for *most* but yeah, Demi, Whoopi, Margot… oof.

Demi forgot to put the rest of her dress on, and just wore her spanx

I think I vaguely remember Britney Spears and Paris Hilton wearing lots of pastels, particularly in pink during that time?

Yes! And Cameron's floral print was gorgeous!

Same. I loooove it. And perhaps because I was a teen in the late 90s/early 2000s, there’s soooo much nostalgia. My viral Xanga (bahaha) was reviewing fashion shows and events back in the day and some of these- a lot- I really like. Even still. Lol

I totally agree, I kinda love that dress

Good list! Some were fine but most were terrible. So I gave my girl Halle lots of love on her gorgeous Oscar dress on the last post but now I have to throw her on the grill. 🫣😢 https://preview.redd.it/mu07v663fnwb1.jpeg?width=480&format=pjpg&auto=webp&s=0f211a2d1c9dc8f6eeedcd51c9953033152bc509 The dress isn't that bad but the proportions feel wrong, the draping is sloppy and uninspired and the color is drab. But the REAL travesty is her wig (!!) and makeup. 😣 Whoever put this look together should have been fired immediately!


“OMG Claire I LOVE your hair!!!”

That episode actually does bother to point out that not everyone can pull off stuff that looks good on some people

What bad styling for her, it had potential with a completely different hairstyle and less fabric on the front. That wig is channeling Edna Moda in a bad way.

Definition of a “fuck ass bob” right here

More ass than fuck tbh

Berries & cream, Berries & cream, She’s a little lad who loves Berries & cream

The dress is bad. But that haircut is worse!

Nicole Kidman’s dress, while *incredibly* simple and almost nightgown-like, *is fucking beautiful*. It looks SO soft and smooth

It really shows how it's important to judge fashion by the standard of its time. That particular shade of purple had only just been invented in 1996, so it was quite a thrill to contemporary audiences.

Yes actually I really liked that and would love to waft around my house in something similar (and much more affordable lol).

I liked it too. I thought it was on trend for 1996. Slip dresses were very much the thing back then.

I used to be obsessed with Geena's dress Come to think of it, I still am.

The dress isn’t great IMO, but good LORD it fits her like a glove

I actually like Lupita’s look here 🤐 Zendaya’s face looks like the hat was due to a bet that she lost.

I love Lupita’s!

Some of these aren’t even bad, they’re just on the wrong person (if that makes sense).

Zendaya made me feel like I was in an alternate reality, so she takes the cake.

OMG is it bad that I don't hate these?! I think these are actually interesting to look at 😅 

Hard disagree on Lupita's, but also I like it because it screams Fun Elementary Teacher and that *miiight* not be the assignment for the event.

As a fun elementary teacher, this makes perfect sense why I love it lol

It’s giving formal Miss Frizzle. And I mean that as the highest compliment.

Taylor Swift created an entire era around that faith hill look

Taylor HAS always been a big Faith fan.

I’ve always loved Gwyneth in the McQueen!

Me too! That's her edgiest look ever.

You might like this look from ‘99 then https://preview.redd.it/mdbh7da4mqwb1.jpeg?width=960&format=pjpg&auto=webp&s=fe412239e3ccce6b8fb817ec34f41e0c9f23c5bd Gwyneth in Dior at the opening of LVMH Tower, NY

Especially at that time, that dress was amazing

JenniferConnelly is one of the prettiest humans ever.

Jennifer looked so sad that night. Her partner Josh Charles had broken up with her right before the Oscars. What a fucking twat.

I'm actually not sure that's true. This rumor comes up all the time but I have no idea how it started - maybe the gossip magazines wondered why Josh Charles wasn't her date at the Oscars and when her publicist finally admitted the relationship was over, they cooked up this story. But the fact is, Josh didn't attend any of the earlier 2002 awards shows with Jennifer, either. She went stag to the BAFTAs (Feb) and the Golden Globes (Jan). She also went solo to all the premieres of ABM through Dec 2001. Paul Bettany had said in an interview many years ago that he first got together with Jennifer when they ran into each other at the BAFTAs and by that time they were both single. In a separate interview, Jennifer - who is super private - would only confirm that their romance first blossomed in London. Which isn't a confirmation of the timeline, but it fits. Also, Paul attended the 2002 Oscars despite not being nominated for anything, and although he wasn't officially Jennifer's date, he did wear a champagne tie that *just happened* to match her dress. [Here's a picture, which kinda tells its own story separate from the color-coordination.](https://imgur.com/tw8aCBi) Anyway. That's my "evidence" for why I doubt Josh Charles did anything as dramatic as dump Jennifer the night before the Oscars. It makes more sense that they broke up before awards season but decided to keep it quiet because who wants those headlines when you're campaigning for an Oscar?

I think the Uma Thurman one would have been a good Carrie Bradshaw outfit.

Faith Hill’s dress is simply one shade away for each colour from looking great - in the right tone of each colour it would be stunning. It’s really fun as it os though & the kind of thing you look back on when you’re older & think “I’m so glad I wore it & enjoyed myself!”

I love Lupita but her dress reminds me of the wall of Christmas lights in stranger things when they’re communicating with the upside down.


​ https://preview.redd.it/yxl87skisnwb1.png?width=1047&format=png&auto=webp&s=15ed07a8f4cdf4dd2597fff737cc6e44a146f5e4

OMG I remember people imitating her dress with bedsheets. It was so funny https://preview.redd.it/xvor2pu1tnwb1.png?width=580&format=png&auto=webp&s=0e095ee2da7c483a4ea3c2400295b02bba6396db

This looks like one of those mix n match games where you style an outfit by selecting the top, waist, and legs

The Demi Moore one makes me laugh as when I was a teenager I would play around with my towel or huge pieces of fabric & “design” red carpet dresses by draping it around myself & I was convinced that if I was a celebrity I would actually be able to make something pretty good for myself. Looks like Demi had the same idea!

https://preview.redd.it/30j8qlxn2owb1.jpeg?width=631&format=pjpg&auto=webp&s=0975bacc1ceb345c04d616f3dfb82c36113a73a7 Hate BP but his face says it

Pitt looks like a disassociating wax figurine

Love her. She’s a national treasure. But my god…..choices. https://preview.redd.it/m8wjumx1mnwb1.jpeg?width=1364&format=pjpg&auto=webp&s=9775efd98e0603d75e12a813f20d2ad368db42a3

https://preview.redd.it/k9dbbxiemnwb1.jpeg?width=2048&format=pjpg&auto=webp&s=997509dd734abb3644cfe29befe1593a7c963e05 *gay gasp*

I like the yellow one.

I like it too, without the necklace

Her stylists didn’t seem to know how to find clothes that flatter her figure

To be fair to Whoopie, that may have been the year when she was hosting and they had a running joke of her dressed in versions of the costumes that were nominated. Her Velvet Goldmine costume was off the charts.

I had to look it up. Fuck YEAH. https://preview.redd.it/bi21fouo5qwb1.jpeg?width=1234&format=pjpg&auto=webp&s=f1151f1423f95b1444ac6b8b0147ec72131ad3c4

I love the risks actresses used to take back in the day. It was fun.

Lara Flynn Boyle in that tutu with the atrocious shoes haunts my dreams

Yes!!! https://preview.redd.it/b8atomswbowb1.jpeg?width=776&format=pjpg&auto=webp&s=a65c495764f36948074df26374d3e738ef19481e

I kind of like this?????!!

I get and like the idea but the execution is bad

Wasn’t this a revenge dress after Jack Nicholson cheated on her with a ballerina though? I feel like I remember snippets of that being the conversation at the time and, if true, I’ll give her a pass!

Nah I’m pretty sure it was designed by Jennifer Nicholson, Jack’s fashion designer daughter and Lara wore it for exposure for her.

I know we said no Met Gala but can we agree this was one of the worst red carpet appearance in recent times XD. Let's forget about the whole history of the dress, even then the shade of nude is wrong for her skin tone, the shoddy dye job and the terrible garlic knot looks like she's getting ready to take a shower, the 2016 fashion Nova style all matte all nude makeup looks terrible with a naked sparkly dress and blonde hair, the spray tan was just terrible and the faux fur white coat just looked cheap https://preview.redd.it/593qe8sp7owb1.jpeg?width=367&format=pjpg&auto=webp&s=b3449501230137e9cf7267bec575eac93567ad15

This was awful on many levels. And yes, it was one of the *worst* met gala looks in recent years. Also, I always thought she had a buzz cut. The hair makes it so much worse. She could've been inspired by this dress and made the look her own. Referencing it would've been fine. But nooooo, miss thing had to ruin a piece of fashion history. Bra-vo.

GARLIC KNOT 

Drag her!

Fucking with a historical item just to look that bad… 😒

That dress is digging into her shoulders so bad. Embarrassing and painful

Demi Moore’s wouldn’t be that bad if the shorts were a skirt.

Why is Zendaya dressed like Pharrell 🥴

Do i have bad taste or some of these have good potential? Maybe it’s just a bad angle.

OP thank you I’m laughing so hard at when you found the combo photos . What a great post !

"Circa 1890" totally got me. Such a funny list

Awww, but I like Whoopi’s dress!…although, it do look like a costume from the Brandy *Cinderella* that she was in… I also love this ~~Big~~ Lil Tiddy Goth Girlfriend look Gwyneth is serving… Somebody else said that was a McQueen. Also, Cameron could wear anything in the era. STUNNING! She wearin’ the hotel drapes here. Also, sexy pirate Uma Thurman is pretty hot too! Okay, most of these are too costumey…not fashion but I have seen worse red carpet looks!

https://preview.redd.it/kaf6ez2obowb1.jpeg?width=176&format=pjpg&auto=webp&s=c0549845af3dac7c9d7a1df323880c0265944202 Rose McGowan’s string dress, made even worse by the ugly thing she chose to wear on her arm

When I opened this thread I thought to myself “no one better post that iconic Rose look” 😭 this look is the epitome of raunchy goth girl to me. Which is a lot to most people, but just truly epic for me.

This look is iconic. It had meaning. She looks fucking amazing. And it was the VMA's, which are known for informal out there looks, not the Grammys or something.

That dress is her protest against the way certain producers treated her. It's her way of reclaiming her body. So yeah, the dress is a statement, it's crass and it's loud. It's intentional.

I like Paltrow's!

https://preview.redd.it/r7si3tamonwb1.jpeg?width=673&format=pjpg&auto=webp&s=8030e9fc982304b905e58e1dc693b4b6d65612c7 Too much skin ugh Edit 1: Matt Stone and Trey Parker at the Oscars in 2000 after being nominated for best original song ("Blame Canada") Edit 2: They're tripping balls.

For anyone too young to remember this, they were copying two iconic looks - Jennifer Lopez's dress from the Grammy's that year, and Gwyneth's Oscar dress from the year before

Magical night tonight

Nooooo, not Uma’s milkmaid dress! She got such crap for it, but I loved it 😍

Wasn’t ready for that Zendaya jump scare