Anyone planning a wedding not only wants it to be a day they’ll remember forever; they also want it to be a day with no regrets. That doesn’t just mean ensuring the person they’re about to say ‘I do’ to is the right one. It also means making sure the details of the wedding are things they won’t regret later on. The celebrity weddings that made this list are proof that somethings can go awry. Even if it seems like a good idea in the moment, the photographic evidence might make the bride and groom regret things in the future. From rushed ceremonies to tacky wedding dresses to Las Vegas proposals, there’s a lot of reasons these stars wish they could hide their wedding photos from the world.
20 When Miley Got Weird With Her Bouquet
Miley Cyrus tied the knot with her long-time love Liam Hemsworth in December of 2018, and true to Miley’s controversial style, the singer couldn’t help but strike some NSFW poses. In this photo, the star was caught pretending her bouquet as, er, something else. “My mama told me this bouquet is for holding and tradition’s sake … not eating … or smoking …. or using as a metaphorical […] unicorn horn but,” she captioned the photo. “I did it anyway. Sorry, Mom.”
19 Troian’s Bus Got Stuck In The Mud
When Pretty Little Liars star Troian Bellisario got hitched to Suits actor Patrick J. Adams, they thought it would be a cute touch to drive guests to the venue in a rustic bus. However, things went awry when the vehicle got stuck in the mud. In this photo, posted to Patricks’ social media, the groom and groomsmen were seen trying to give it a push while getting pretty dirty.
18 Priyanka And Nick Aren’t Always Glamorous
Priyank Chopra and Nick Jonas had one of the most elaborate weddings of the decade when they tied the knot last year. They multiple ceremonies so they could celebrate with her family in India and his family in America. Although their wedding weekend was certainly elaborate and over-the-top, this is one photo from the festivities that doesn’t show the couple so put-together, which is likely why they wish it was never snapped.
17 Jessica Simpson Looked A Bit Under The Weather
Although Jessica Simpson looks like a bride in this photo, the actress was actually serving as a bridesmaid for her younger sister Ashlee’s nuptials to Evan Ross. Unfortunately, the weather wasn’t great for the outdoor ceremony. Even though someone was holding an umbrella over her, it was clear Jess’s makeup and hair had been ruined by the rain. Not her best look!
16 Britney Never Does Things The Classy Way
Britney Spears was already spiralling out of control when she wed Kevin Federline in 2004. True to her wild-child image, the star’s reception was anything but tame. Britney changed out of her long gown for this lingerie-inspired look and took a plethora of cringey photos, including this suggestive photo of her new hubby removing the garter from her legs. We bet she doesn’t want their boys seeing this!
15 Angelina Refused To Dress Like A Bride
No one would ever assume this was a photo of a bride and groom if they didn’t’ know the full story. In an unlikely pairing, Angelina Jolie and Billy Bob Thornton eloped at Little Church of the West in Las Vegas. They were only married from 2000 to 2003. The photo shows just how little thought and planning the couple put into their nuptials.
14 The Time Kris Tried To Upstage Kim
When Kim Kardashian infamously married Kris Humphries in 2011, the celebrity made the controversial decision to have her bridesmaids, mother, and mother-in-law all wear white. It didn’t help that Kris’ dress was more over-the-top than her own. Based on this photo, if you didn’t know who these folks were, it’d be easy to assume Kris was the bride and not Kim.
13 Jamie-Lynn Looked Stressed (And Not Well Dressed)
Although other photos prove Jamie-Lynn spears looked gorgeous during her 2014 nuptials to Jamie Watson, this photo tells a different story. The mother-of-two looked dishevelled as she and her new hubby made their way to their reception. The star’s makeup looked smudged, her hair was messy, and her furry coat looked like something 80s-inspired- and not in a good way. Plus, her woolly boots were doing nothing to save the look.
12 Drew Has Been A Bride Multiple Times
Drew Barrymore has a long history of rushed relationships, including ones that led her down the altar. When she was only 16-years old, she became engaged to Leland Hayward, though it only lasted a few months. From 1992 to 1993, she was engaged to musician Jamie Walters. She ended up getting married to bar owner Jeremy Thomas in 1994, though they divorced two months later. She was later married to comedian Tom Green from 2001 to 2002 as well as Will Kopelman from 2012 to 2016. They share two daughters.
11 Kat Von D Brought Hell To Earth
Known for her edgy and unapologetic style, no one thought Kat von D would go a traditional route when it came to her 2018 wedding to Rafael Reyes. However, looking back, the celebrity’s nuptials were just cringe-worthy. The bride was decked out in an over-the-top red dress, but it was her matching horns that made it clear she was going for a devil-inspired theme. Even the décor in the venue made the wedding seem like a set form a horror movie rather than a romantic event.
10 Well, Christina’s Nuptials Escalated Quickly
Christina Aguilera has never been one to be low-key, and she clearly didn’t hold back during her 2005 wedding to Jordan Bratman. Once the reception started, the songstress changed into a much more revealing outfit and began letting loose. Various photos like these showing the star and her new hubby in compromising positions have surfaced- something they probably don’t want their son getting a whiff of.
9 Heidi Changed Into Her Sweatpants
Most brides will tell you that wedding dresses are hella uncomfortable! Clearly, Heidi Montag would agree. During her 2008 wedding to Spencer Pratt, the star changed out of her gown before they could cut the cake. Rather than putting on a comfier dress, the reality star opted to stick to a velour tracksuit. Based on these photos, it’s hard to even tell it’s her wedding day.
8 Shia Invited Elvis To His Wedding
Shia LeBeouf has never done many things traditionally- and his wedding was no exception. When the star married his long-time love Mia Goth in 2016, the couple opted to elope in Las Vegas. Not only that, but they also had an Elvis impersonator officiate the ceremony. It may have been cute in the moment, but the photos aren’t anything to swoon over.
7 Courtney’s Age Gave It Away
Doug Hutchison and Courtney Stodden’s wedding made headlines because of their very large age difference. She was only 16-years old when they sealed the deal- with her parents’ permission, no doubt- whereas Doug was 51. Courtney's wannabe Marilyn Monroe look didn't serve her well at her nuptials. It also didn’t help that the celebrity wore a super short (and super tacky) dress to her reception.
6 Kaley Isn’t Laughing Anymore
When Kaley Cuoco of The Big Bang Theory married Ryan Sweeting in 2013, they took tons of hilariously cringey photos like this on their wedding day. It’s unclear how her new husband almost ended up in her dress, and while they seem to be having a good time, it’s not the most romantic picture. The fact that the two had such a bad break-up probably makes Kaley wince every time she sees this picture.
5 Pamela Rushed Down The Aisle (Literally)
Pamela Anderson didn’t want anything too expensive or over-the-top when she married Kid Rock in 2006. And she likely had the right idea, since they were married for less than a year. The couple wed on a yacht in St. Tropez, but based on the wedding photos, it could’ve passed for Las Vegas. Needless to say, we bet Pamela is more embarrassed by these photos than proud.
4 Dita’s Wedding Looked Circus-Themed
Dita Von Teese and Marilyn Manson spared no expense when they married 2005. Their vows took place in an elaborate castle in Ireland, and though it was a million-dollar affair, many fans later compared the nuptials to a circus-themed event. Many guests- including the wedding officiant- were dressed in bizarre outfits. Thought Dita’s purple dress was extravagant, it certainly didn’t look like something a bride would wear. And let’s not even get started on the groom’s look…
3 Pink Needs A Better Hairstylist
Singer Pink is known for her edgy sense of style, which is why fans expected more from her during her 2006 wedding to Carey Hart. The star went for a bleach blonde permed look, which wouldn’t look good on anyone. It didn’t help that her wedding dress looked more like a cringey prom dress than anything.
2 Anna Nicole Just Wanted The Money
Anna Nicole Smith received a lot of criticism when she married Howard Marshall in 1994. Not only was he 89-years old whereas she was only 27, but her husband couldn’t even walk himself down the aisle due to his deteriorating health, as shown in this pic. Later on, his children argued he wasn’t in the right mental state to have consented to the marriage. Howard passed a year after the two got hitched.
1 Katie Just Couldn’t Contain Herself
Katie Price got a lot of backlash for the dress she wore to her 2005 wedding to Pete Andre. The princess-inspired gown had a lot of volume on the bottom, but then showed off a cringe-worthy amount of cleavage on the top. While this photo doesn’t do the gown justice, it does show off one of the many questionable poses Katie struck on her wedding day.
Sources: People, Us Weekly, Just Jared