30 Most Questionable Celebrity Wedding Dresses, Ranked main image
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30 Most Questionable Celebrity Wedding Dresses, Ranked

30. Anne Hathaway

30. Anne Hathaway

Anne Hathaway is one of the classiest women ever. She has been gracing red carpets since her teens and usually makes the best-dressed list at all of the events. It was expected that her wedding would be as beautiful as she was, but her dress went a little overboard.

It made her look like a poofy disaster. A little less tulle would have been a welcome improvement.

(Image via Pinterest)

29. Meghan Markle

29. Meghan Markle

Meghan Markle is elegant, and anyone that disagrees is wrong. With that being said, this dress was painfully not her. The queen obviously had input since it covered so much, and her second wedding dress was so much more flattering.

 

Although some will argue that it was tastefully simple and elegant, this one hung on her body without accentuating anything thanks to the weighty fabric.

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28. Dita Von Teese

28. Dita Von Teese

The wedding of Dita Von Teese and Marilyn Manson was sure to be…something. Not sure what, but it was going to be something. Considering what could have happened, the dress wasn’t the worst, but the color? 

 

The color is almost painful to look at. It’s loud and far too much. The color wouldn't be bad if it was an accent color, but nope. It was the whole thing.

(Image via Pinterest)

27. Judy Garland

27. Judy Garland

Is Judy Garland a bride or a Vegas showgirl in this photo? It’s kinda hard to tell. Thankfully, she’s fully stocked on fringe--there’s enough there for five wedding dresses. 

Evening Standard/Hulton Archive/Getty Images

26. Nicole Kidman

26. Nicole Kidman

You’ve got to have a really terrible dress to upstage your middle-aged husband’s emo haircut, but somehow, Nicole Kidman manages to do it. She should really think about donating some of her lace and sleeve length to the less fortunate. 

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25. Ulrika Johnson

25. Ulrika Johnson

Ulrika Johnson is a TV presenter in the United Kingdom, and her wedding was beautiful, but her dress was not. A lot of people criticized her dress, and even she regretted her choice. She said, “I’m going to regret those leg of mutton sleeves forever.” Why did anyone let those sleeves out the door?!

 

(Image via Pinterest)

24. Tina Turner

24. Tina Turner

What is this dress? Tina Turner can do better. The green poofy gown looked like something that might appear in the play Wicked. The color wasn’t very flattering, and we’re not a fan of the leggings that appeared in the front.

 

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23. Celine Dion

23. Celine Dion

Celine Dion looked stunning on her wedding day…except for the headdress. What was that thing on her head? It drew attention away from her face, which isn't what you want to do at your wedding.  The dress looked nice, except for the gold accents in the center. There wasn’t a lot of gold elsewhere, so it stood out, but that was the least of her issues.

 

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22. Marilyn Monroe

22. Marilyn Monroe

Let’s be honest, Marilyn Monroe looked amazing in everything, including this outfit. But it’s such a strange pick for a wedding dress. She looks like she’s about to set sail for the new world on the Mayflower. 

Mondadori Portfolio/Contributor/Mondadori Portfolio/Getty Images

21. Bette Davis

21. Bette Davis

There’s no need to wear white at your wedding, but Bette Davis did just a little bit more than avoid white with this unconventional “wedding dress.” Her casual look seems to say “a day at the races” more than “holy matrimony.” 

Bettmann/Contributor/Bettmann/Getty Images

20. Victoria Beckham

20. Victoria Beckham

Victoria Beckham’s bouquet that looks like a huge clump of weeds does cover up some of that horrible dress, but that’s about all the good it’s doing her. Thankfully, her marriage to David Beckham has lasted because we’d hate to see what sort of questionable dress she came up with for a second wedding. 

(Image via Pinterest)

19. Angelina Jolie

19. Angelina Jolie

Angelina Jolie went from grunge warrior to strong mama. Once she began adopting, her kids became her life, and we’re on board with that. However, this dress was unnecessary. 

 

However, this dress was unnecessary. She had her children draw whatever they wanted, and then she had it put into the veil, which flowed over the dress. That’s gonna be a no from me, dawg.

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18. Liza Minnelli

18. Liza Minnelli

Liza Minnelli had clearly been waiting since the Victorian era to get married, if her dress is any indicator. I say if you’re gonna go lace crazy, you have to go crazy all the way--you can’t just chicken out at the waist like she did. 

Silver Screen Collection/Moviepix/Getty Images

17. Princess Diana

17. Princess Diana

Princess Diana is possibly one of the most beautiful women that ever existed, but you can’t say the same about her wedding dress. It was huge and even criticized at the time for being too much. It had puffy, ruffled sleeves, lace, sequins, 10,000 pearls, and there was enough poof that you could hide another wedding dress under it.

 

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16. Megan Hilty

16. Megan Hilty

If you’ve seen Wicked, you may have seen Megan Hilty sing. She’s a wonderful actress and a talented performer, but her wedding dress was pretty revealing. In fact, the front was so low cut that it would rival a performer in Vegas. Having something so revealing isn’t something a bride should wear on her big day. Yikes.

 

(Image via Pinterest)

15. Sarah Ferguson

15. Sarah Ferguson

Sarah Ferguson, the Duchess of York, got married in 1986 when shoulder pads were super popular, but that didn’t mean that she needed some that were so big she could take flight. The rest of the dress was stunning, but Fergie, honey, those sleeves are a crime.  

 

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14. Pamela Anderson

14. Pamela Anderson

Pamela Anderson thought it would be a great idea to get married to Kid Rock in a bikini. It isn’t the classiest move on Earth, but what could someone expect from these two? Pamela and Kid Rock obviously didn’t take things seriously. The wedding didn’t last long, which isn’t too surprising.

 

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13. Natalie Wood

13. Natalie Wood

Natalie Wood had a Gone with the Wind-themed wedding--in the sense that her wedding dress looks like it’s made out of curtains. This home decor trend is only strengthened by the fact that there are party streamers coming out of her head. 

Bettmann/Contributor/Bettmann/Getty Images

12. Jada Pinkett

12. Jada Pinkett

Jada Pinkett-Smith is a style icon, but that doesn’t mean she doesn’t make mistakes. When she originally married Will Smith, her dress wasn’t what you’d expect from this fashionista. It was a mock turtleneck gown designed with silk and crushed velvet. Well, at least you can say that the wedding was unique.

 

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11. Jane Fonda

11. Jane Fonda

Jane Fonda had just got finished with her shift as a go-go dancer when she decided to get married. Or at least that’s what this dress tells me. This is yet another case of a perfectly cute outfit at a wildly inappropriate time. 

STF/AFP/Getty Images

10. Shirley Temple

10. Shirley Temple

No, no, no, Shirley Temple. You’ve got it all mixed up! You’re supposed to make the bridesmaids wear an ugly dress! This looks more appropriate for a 1950s sci-fi themed prom than your wedding day. 

Bettmann/Contributor/Bettmann/Getty Images

9. Luisana Lopilato

9. Luisana Lopilato

Luisana Lopilato is an Argentinian model and actress who married Michael Bublé in 2011. Given that she’s a model, you’d think she’d have a great fashion sense. This dress says otherwise. The tiered skirt just doesn’t look good. It seems like layered tutus and a little childish.

 

(Image via Pinterest)

8. Emma Thompson

8. Emma Thompson

Emma Thompson, a British actress and screenwriter, who married Kenneth Branagh in 1989. All we have to say is that the dress looks like it came from 1989, except the fabric was stolen from the seats of a bus. 

 

Also, what’s on her head? Does the feather make her Yankee Doodle? This dress makes us dream of Easter egg hunts and chocolate bunnies.

(Image via Pinterest)

7. Katharine Hepburn

7. Katharine Hepburn

Nothing says marital bliss like an embroidered potato sack--or at least that seems to be what Katharine Hepburn thought when she walked down the aisle in this questionable wedding dress. 

(Image via Pinterest)

6. Brigitte Bardot

6. Brigitte Bardot

Brigitte Bardot is gonna get married just as soon as she milks the cows and shears the sheep. It’s not that the gingham, Elly May Clampett look isn’t cute--it’s that it’s not cute on your wedding day when you’re a French beauty and superstar. 

Keystone-France/Gamma-Keystone/Getty Images

5. Julianne Moore

5. Julianne Moore

In this photo, Julianne Moore is either leaving her wedding or a Sadie Hawkins dance--with that dress, it’s hard to tell. Clearly they were having fun, though, because everyone is extremely disheveled. 

James Devaney/WireImage/Getty Images

4. Helen Worth

4. Helen Worth

British actress Helen Worth might be a soap opera icon for her long-running role on Coronation Street, but even her most ardent fans couldn’t be okay with this wedding dress abomination. She somehow manages to look futuristic and dated in all the worst ways--like she’s a schoolmarm from the year 3000. 

Stefan Rousseau/PA Images/Getty Images

3. Rita Wilson

3. Rita Wilson

Rita Wilson’s dress is awful from top to bottom--thankfully, it’s cut like a miniskirt, so that’s not much distance to travel. This one doesn’t look so much like a wedding dress as it does a craft store explosion. 

Ron Galella, Ltd./Ron Galella Collection/Getty Images

2. Mama June

2. Mama June

Mama June isn’t known for being an elegant woman. With her history, it’s a surprise that the cut of the dress was pretty nice. The worst part is the "color" choices. Why was it camo and orange? Hunting has a place, and it isn’t at a wedding.

 

(Image via Pinterest)

1. Kelis

1. Kelis

Singer Kelis is probably most famous for her mid-2000s hit “Milkshake”, but I guarantee that this wedding dress, clearly designed by leprechauns, is not going to bring anyone to the yard. At least the groom looks good! 

(Image via Pinterest)