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10+ Awkward Red Carpet Dresses Fans Won’t Ever Forget

by Elizabeth Spina
5 years ago
in TV & Video
Reading Time: 7 mins read
A A
Instagram | @ladygaga

Instagram | @ladygaga

Share on FacebookShare on TwitterPin This Post

There have been so many terrifying red carpet looks. Celebrities love to shock and awe, but sometimes they take things a little bit too far. Or sometimes, it’s completely intentional.

Either way, it’s all part of the territory of being famous , and we are here for it!

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Here are some of the most awkward red carpet dresses of all time!

DISCLAIMER: We are not hating on the celebs themselves, and we do not take kindly to calling anyone “ugly” or any other insulting name. They are all gorgeous people!

1. Whoopi Goldberg.

Image credit: Getty Images | Dimitrios Kambouris
Getty Images | Dimitrios Kambouris

I’m getting very mother-of-the-bride/Pepto Bismol vibes with this look.

Forget the color for a second — that hat and the shoulder pads are what’s really throwing me off. This whole outfit is a no for me! Sorry, Whoopi. No one could really pull this off.

2. Kim Basinger.

Image credit: Getty Images | Ron Galella
Getty Images | Ron Galella

Kim is gorgeous. But that does not excuse this dress!

Tbh, without that half-blazer thing going on, this gown might have actually been really nice. Keywords being, “might have.” Better luck next time there, Kimmy. Nice effort though.

3. Tyra Banks.

Image credit: Getty Images | Frank Trapper
Getty Images | Frank Trapper

If I didn’t know any better, I would have thought that this was Tyra Banks’ prom dress that she decided to repurpose as a red carpet look.

I’m amazed that she hasn’t been called out for this, considering all the flack she gave the models on ANTM .

4. Jennifer Hudson.

Image credit: Getty Images | Bryce Duffy
Getty Images | Bryce Duffy

To be fair, 2007 was not a great year for fashion. In fact, most of the early 2000s were a strange time for style. So it isn’t entirely Jennifer’s fault! She was just going along with the trends.

That being said, I cannot deal with that weird little short-sleeved jacket she’s wearing on top of her dress.

5. Oprah.

Image credit: Getty Images | Ron Galella
Getty Images | Ron Galella

While this may have been a staple look back in 1986, this definitely wouldn’t go down very well today.

It’s not the worst thing on this list by FAR, but the fur tail that she has with faces is a little too awkward for me.

6. Lizzy Gardiner.

Image credit: Getty Images | Barry King
Getty Images | Barry King

Well, now I’ve seen everything! A dress made up of American Express credit cards?

Whose idea was this? I would genuinely love to know what the story is behind this look and why Lizzy thought it was the right one for her to wear on the red carpet in 1995.

7. Melanie Griffith.

Image credit: Getty Images | Ron Galella
Getty Images | Ron Galella

That spiky hair sure is something.

It’s definitely a look that Griffith probably got away with back in the 1980s, but if anyone took it on the carpet today, then it would be a mistake. People would rip them apart on social media.

8. Lara Flynn Boyle.

Image credit: Getty Images | Jeff Kravitz
Getty Images | Jeff Kravitz

This one could very easily pass as a Halloween costume. Why did she decide it was a good fit for a red carpet? We may never know.

It sure was entertaining though! I’m sure tons of people thought she was going to do a routine right then and there.

9. Faith Hill.

Image credit: Getty Images | Steve Granitz
Getty Images | Steve Granitz

Faith Hill has had a ton of great red carpet looks. Unfortunately, this was not one of them, but she’s made up for it.

She wore this rainbow-cake-esque gown to the 74th annual Academy Awards, and I’ve been having nightmares about it ever since.

10. Calista Flockhart.

Image credit: Getty Images | Ron Galella
Getty Images | Ron Galella

Calista has worn some stunning, iconic gowns and outfits for the paparazzi in the past. But this one was by far her biggest misstep.

It is reminiscent of something I would have worn when I was eight years old.

11. Lil Kim.

Image credit: Getty Images | Paul Bruinooge
Getty Images | Paul Bruinooge

Okay, this dress that Lil Kim wore in 2019 is interesting, but actually not the most awkward of dresses on here.

Fans actually tweeted about this, calling her look “horrifying” — which is pretty harsh. But it really drives the point home!

12. Uma Thurman.

Image credit: Getty Images | Gregg DeGuire
Getty Images | Gregg DeGuire

There is a lot to unpack here. Not only is the dress obviously too big on her, but there also seems to be bits and pieces of a vest involved here? A random blue belt?

Not really sure what to make of this one. But it certainly makes the list!

13. Cameron Diaz.

Image credit: Getty Images | Ron Galella, Ltd.
Getty Images | Ron Galella, Ltd.

I love Cameron Diaz so much, so this one hurts me to say.

But I gotta know why on earth she thought it was a good idea to wear an oversize kimono-inspired gown with what looks like dress pants on underneath?

14. Lady Gaga.

Image credit: Getty Images | Jon Kopaloff
Getty Images | Jon Kopaloff

Lady Gaga has been known to wear some weird stuff. I could name several times she would have made this list.

But for now, I’m going to focus on the meat dress because, I mean, it’s a dress…made of meat.

15. Billie Eilish

Image credit: Getty Images | Matt Winkelmeyer
Getty Images | Matt Winkelmeyer

To be fair, it’s not that this isn’t a cool look. And if anyone can pull it off, it is definitely Billie, but it’s the lack of us getting to see her beautiful face!

It just also seems very dressed down for a red carpet.

16. Rihanna

Image credit: Getty Images | Jon Kopaloff
Getty Images | Jon Kopaloff

Rihanna is obviously stunning, and for the most part, her entire wardrobe is on POINT.

But this makes her look a little like a shower loofah. A very classy version, but a shower loofah nonetheless.

I’d still trade it all to look like her though, tbh.

17. Lady Gaga

Image credit: Getty Images | Kevin Mazur
Getty Images | Kevin Mazur

Lady Gaga is basically known for having wild outfits, and so she is on this list again. In fact, we’re sure we could create an entire list of her wild looks!

This one is definitely giving me major bird vibes! Also, her neck doesn’t look like it gets much movement.

18. Heidi Klum

Image credit: Getty Images | Kevin Mazur
Getty Images | Kevin Mazur

Okay, this dress isn’t the worst, and obviously Heidi Klum could look gorgeous in a trash bag.

But that huge white part that looks like a wing, coming out where her arm is, is a little much for an otherwise very classy look.

19. Halle Bailey and Chloe Bailey

Image credit: Getty Images | Michael Kovac
Getty Images | Michael Kovac

Honestly, out of the entire list, these are probably the nicest ones.

My only quip with the dress on the left that Halle is wearing, is that it makes her look a little like Olaf from Frozen . If those ruffles weren’t there, I’d love it.

20. Poppy

Image credit: Getty Images | Kevork Djansezian
Getty Images | Kevork Djansezian

There is just so much going on with this look, I don’t even know where to start.

Why are you wearing a mask? Is it a statement about a larger issue that I’m not seeing? Someone explain it to me.

21. Edith Bowman

Image credit: Getty Images | Neil Mockford
Getty Images | Neil Mockford

Listen, some people like dressing more conservatively, and more power to them for that.

But this otherwise very pretty dress is kind of off-putting with that black vest and the huge flowers right in the center. Don’t you agree?

22. Rita Ora

Image credit: Getty Images | Kevin Mazur
Getty Images | Kevin Mazur

Miss Rita is GORGEOUS.

So we’re not too sure why she went for this dress that, again, gives off some weird bird vibes. Anyone else seeing that? There’s just so much going on, and not in a good way.

23. Rosalia

Image credit: Getty Images | Kate Green
Getty Images | Kate Green

Okay, so here’s the thing.

This is actually AWESOME if it weren’t for the oversized shoulders and the wide legs! It looks a little too baggy and hides her amazing form. Unless…that’s what she was going for…

Who do you think wore the worst red carpet look of all time?

Which ones will be burned into your memory for as long as you live? For me, it’s definitely Lady Gaga’s meat dress.

Let us know your thoughts! Sound off in the comments below!

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