15 Celeb Moms With Wild Pasts They've Put Behind Them

Alaisha Key | Apr 28, 2017 Celebrity Moms

Angelina Jolie, Kim Kardashian, Britney Spears
Image Press/Splash News; photopressdirect/kmj/Splash News; Xavier Collin/IPA/Splash News
From questionable fashion choices to the actions that landed you in detention, there are hundreds of things that we all wish we hadn't done when we were younger. That's why hindsight is 20/20. And all that can be done after those mortifying moments is to put silent prayers ahead of every family gathering, hoping that grandma doesn't start any story with "remember that time when ..."

But for celebrities, the scrutiny is high, as every mistake is broadcast for the world to see. And those mistakes of youth pretty much never go away.

We've rounded up some celeb moms who had a bit of a wild streak when they were younger (and, for some, in the not-so-distant past). Still, despite the headlines they've made, they're some of the best Hollywood moms around!

  • Kim Kardashian West

    1

    Kim Kardashian West is no stranger to making headlines with her relationships. Before this mama settled down with hubby Kanye and kids North and Saint, she was looking for love in many different places. Remember when she eloped at 19 and married music producer Damon Thomas?

    And, of course, no one will ever forget about that infamous sex tape that was leaked featuring the Keeping Up With the Kardashian's star and singer Ray J. "...I felt like I really had to work 10 times harder to get people to see the real me," she's said since.

  • Christina Aguilera

    2

    This former Mouseketeer broke the Disney mold in a big way. Back in 2002, Christina Aguilera declared independence with her album Stripped. And the Voice coach made it clear that she was doing things her way, as she released the signature single "Dirty" that ditched the teeny-bopper vibe and explored her sexuality more than ever. Xtina was born. 

  • Reese Witherspoon

    3

    No one likes seeing the flashing lights of a police cruiser, especially if they're pulling up alongside you. Well, the same goes for Reese Witherspoon, who was arrested in 2013 for disorderly conduct. And the star, who was already a mom of four, had plenty of interesting things to say despite being told to stay in the vehicle. Reese, who apologized for her out-of-character behavior, told Good Morning America, "I saw him arresting my husband and I literally panicked. I said all kinds of crazy things ..." 

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  • Jenelle Evans

    4

    Teen Mom 2 star Jenelle Evans has had her fare share of trouble. After all, we've seen it play out for years (remember that epic brawl caught on camera back in 2011?). Aside from fighting, this mama has a history of partying and being arrested for possession of drugs -- and assaulting her then-husband Courtland Rogers. 

    But the mom of three is trying to turn it around, and is now fighting for custody of 7-year-old son Jace. Here's hoping that her wilder days are truly in the past. 

  • Pink

    5

    Who doen't remember when Pink stepped onto the scene with her signature hair and soulful voice? But no one can forget that rebellious attitude that she is known for (yes, the one that had her calling out everyone from pop stars to presidents -- "Dear Mr. President," anyone?).

    The "So What" singer even admitted to People, "I was a delinquent ... An angry, rebellious, self-righteous, ambitious, crazy person who liked to have too much fun." And in the past, she's spoken about her issues with drugs -- having overdosed once -- and even selling them.

    She's mellowed a bit since becoming a mom to daughter Willow and son Jameson, but there's no doubt she's still the outspoken artist that we absolutely love.  

  • Nicole Richie

    6

    Nicole Richie was known for her party-girl ways right along with bestie Paris Hilton. (As if we could ever forget that the the two took their antics public in their reality show, The Simple Life.) This mom had some crazy times like getting arrested for heroin possession, all before turning 22.

    But it seems those day are in the past, and this mama makes no apologies for her wild child past, which she made clear in an essay for Lenny Letter

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  • Fergie

    7

    Fergie may have the sweet life now, as she's topped the charts and settled down with husband Josh Duhamel and their son Axl, but she didn't always. This child actress-turned-singer revealed to Rolling Stone that she got caught up in the club scene and battled addiction for a time before eventually linking up with the Black Eyed Peas. 

  • Nicole 'Snooki' Polizzi

    8

    Most of the world has seen Nicole 'Snooki' Polizzi's days of partying, drinking, and drama-filled fights with friends play out on MTV hit Jersey Shore. Then, there was Snooki & Jwoww where she and pall Jenni "Jwoww" Farley took on the town.

    But nowadays, Snooki is living the married life and is a mom of two, so she's got less time to party up the shore.   

  • Drew Barrymore

    9

    Drew Barrymore got her start as a child actor, and like many others, she learned that having fame at a young age is hard. The Santa Clarita Diet star got candid in an older interview with People, even revealing that she had her first cigarette at 9. She went on to describe a battle with addiction that included drinking and drugs and club hopping, which landed the actress in rehab at a very young age.

    Clearly, the mom of daughters Olive and Frankie has moved past her wilder beginnings -- but she is still happy living life on her own terms. 

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  • Angelina Jolie

    10

    Angelina Jolie has a history of making a splash when it comes to her relationships (after all, Brangelina was an era), but her former marriage to Billy Bob Thornton, which ended in 2003, had many giving the two some side-eye. They definitely made headlines while rocking the red carpet and exhibiting some vampire-ish tendencies by choosing to wear vials of each other's blood around their necks. Since, this mom's accessories haven't had this level of flair.

  • Britney Spears

    11

    Britney Spears had a rough couple of years nearing the end of her relationship with Kevin Federline. The pop princes was spotted out partying with Paris Hilton and Lindsay Lohan, and flashed her underwear to paparazzi. And that was just the tipping point, as she shaved her head a few months later amidst reports of checking in and out of rehab. 

    But this mom of two turned it around, getting custody of her sons. She climbed back to the top of the charts, and is still selling out her Las Vegas residency. Talk about a comeback.  

  • Goldie Hawn

    12

    Goldie Hawn is one star who dances to the beat of her own drum in both her personal and professional life. When moving to New York to start her acting career, the Snatched star got a job as a go-go dancer to pay the bills. We can image the stories she has to tell.  

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  • Madonna

    13

    Material girl Madonna is known for her wild ways, as the singer has continued to top charts with her provocative lyrics and fashions (don't forget the signature lingerie -- that cone bra!). Her music, as well as her outspoken opinions, have been the source of much debate, with some of her videos getting banned from air. But she really pushed the envelope when she reportedly imitated masturbating on stage at one of her concerts in Canada and was almost arrested.

  • Janet Jackson

    14

    Janet Jackson made waves when she secretly eloped with then boyfriend El DeBarge at the tender age of 18. The marriage was annulled shortly after, and the star put the focus back on music.

  • Amber Rose

    15

    Amber Rose used to be a stripper, and the former model has been called out on it many times. But this mama is owning her past, and she's turned all the negative comments into inspiration. Rose has become an advocate and activist for women, and she's not shy to clap back on the shamers. This is one mom you don't want to challenge. 

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