Scandalous Facts About Celebrity “Good Girls Gone Bad”

October 22, 2023 | Samantha Henman

Scandalous Facts About Celebrity “Good Girls Gone Bad”

There's nothing the tabloids love more than a celebrity "good girl gone bad" story, and between actresses, musicians, and famous-for-being-famous types, there's been more than a few of them to gawk at. It's almost like seeing a car crash—you just can't look away. But at the same time, there are often tragic backstories that precede the whole "going bad" thing. Whether it's a child actor who took a wrong turn or a squeaky clean pop star who went off the deep end, there's usually more to their stories than just a tipsy or some weird tweets. Put on your best mugshot face for these scandalous facts about celebrity "good girls gone bad".

1. Ugly Court Battles 101

If you’re certain age, you might remember that Nickelodeon’s Zoey 101 became awkward when its star, Jamie Lynn Spears, became pregnant in 2007. What’s less talked about is how her boyfriend at the time, Casey Aldridge, faced lawful repercussions because he was about 18 while Spears was 16. He narrowly avoided getting charged but did plead guilty to a misdemeanor.

Aldridge did not reside in California where the show was filming at the time, and he was just less than two years older than Spears, so he narrowly missed the lawful cut off.

2. Reese's Run-in

Surprised to see Reese Witherspoon on this list? The starlet had a squeaky clean image until a 2013 viral tape showed her screaming at authorities while being detained for disorderly conduct. She later revealed the bizarre details behind the incident. Witherspoon shamefully confessed to bold-faced lying to the officer during the incident.

As she said, "I saw [the cop] arresting my husband and I literally panicked. I said all kinds of crazy things. I told him I was pregnant. I'm not pregnant! I said crazy things".

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3. Uncovering Scandal

Jessica Biel first rose to fame in the 1990s as Mary, the adorable daughter on 7th Heaven. At the age of 17, however, Biel posed for a racy photoshoot which graced the cover of Gear magazine. 7th Heaven had built its entire image on wholesomeness, and they did not appreciate Biel’s look. Biel was promptly written off in the show’s fifth season.

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4. Fine=Goodbye

Michelle Rodriguez’s character Ana-Lucia on the hit show Lost was a divisive one for fans—she didn’t seem to have a purpose, took screen time away from the main cast, and messed with the fan-favorite pairing of Jack and Kate. Off-screen, Rodriguez was partying too hard and was ultimately caught drinking and driving for the second time in a year. 

"Coincidentally," her character was abruptly ended off in the show. There seems to be a pattern here.

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5. Goblet of Fire

While filming Chinatown, tensions ran high on set, but few could've predicted just how bad things would get. After director Roman Polanski forbid star Faye Dunaway from taking any bathroom breaks, her reaction was bone-chilling. She reportedly threw a cup of her own urine in Polanski’s face. Can we blame her?

Faye Dunaway FactsChinatown, Paramount Pictures

6. My Bloody Valentine

It seems like eons ago that Angelina Jolie and Billy Bob Thornton were still together. And wearing necklaces of each other’s blood. According to Thornton, it was Jolie’s idea that “it would be interesting and romantic if we took a little razor blade and sliced our fingers, smeared a little blood on these lockets and you wear it around your neck just like you wear your son or daughter’s baby hair in one".

In terms of romantic gestures, we’d have gone with the hair thing; more Victorian, much less painful, and way more hygienic.

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7. Precious Prize Winner

Tatum O’Neal is the youngest Oscar winner in any category. She won the 1973 Academy Award for Best Supporting Actress, for her role as Addie in Paper Moon, when she was just 10 years old. She starred in the film opposite her father, who she would later claim physically and emotionally abused her when she was a child, also claiming that her father’s drug dealer hurt her while visiting him when she was just 12 years old.

Later in life, following her divorce, O’Neal struggled with using substances.

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8. First Love

Tatum O'Neal was Michael Jackson's first girlfriend and, allegedly, his first real love. Jackson once said in an interview that during their time together, she had tried to seduce him, but the idea of intercourse terrified him so he backed off. For years, it was widely believed that Jackson had lost his virginity to O'Neal, but in 2004 she shocked the world when she categorically denied this in her book.

According to her, the two of them kissed, but never did anything more—the tabloids had made their relationship seem far more scandalous than it had been in real life. However, she also denied Michael's claim that she tried to seduce him.

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9. A Nightmare at McKinley High

Lea Michele earned herself the title of "diva" after what went down on the set of Glee. Apparently, Michele hated her co-star Naya Rivera, trying to get her fired from the show, and was rude and impatient, even snapping her fingers at crew member when a delay was interfering with her evening’s plans. 

Guest star Kate Hudson, who played Michele’s dance teacher, was said to have kept her distance. Good call, Kate.

Good Girls Gone Bad FactsFlickr

10. I'm Not Cleaning Out That Closet

When rapper Azealia Banks burst onto the scene with a hit song, many thought she'd be the next Nicki Minaj. But while her fans were patiently waiting for her to release new music, Banks was busy casting spells and sacrificing animals. In 2016, a series of now-deleted Instagram videos showed Banks talking about brujeria—a type of magic—and complaining about having to clean the blood-stained closet where she ritually ended chickens.

Good Girls Gone Bad FactsWikimedia Commons

11. Desert Breakdown

Anne Heche was a film and TV star in the '90s, but was mostly known for being one half of Hollywood’s most famous lesbian couple, when she dated Ellen Degeneres. Shortly after the two broke up, Heche took ecstasy, which triggered an unfortunate mental breakdown that received a huge amount of attention—probably because of its utterly bizarre nature.

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12. Now That's a Hangover and a Half

Heche was found in a stranger’s house in the desert, claiming to be God and that her spaceship was waiting for everyone—she even made up her own language to communicate with the aliens. Well to her credit, the aliens probably wouldn't have spoken English, so maybe she was on the right track?

2016 CMT Music Awards - Arrivals.Getty Images

13. I Did What?!?

In 2013, a bizarre sequence of events led to Zooey Deschanel being named a suspect in the Boston Marathon blast. She woke up to find her name mentioned across social media and the story began to come together: on a Fox newscast, the anchor has read the name “Dzhokhar Tsarnaev,” but the closed captioning had misunderstood it as “Zooey Deschanel,” leading to a caption that identified her as the main suspect in the blasting. 

Okay, so she didn't actually go bad, but I guess everyone thought she did for a hot minute. Deschanel later received an apology from the network affiliate and the company that handled their captioning.

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14. Charlie Needs to Mediate this One

Lucy Liu was at the top of her career when she appeared in Charlie’s Angels. She'd appeared on Ally McBeal for multiple seasons without any stories of on-set meltdowns, but then, Liu allegedly hurt Bill Murray, screaming and throwing punches at his face. But there are two sides to every story...

Lucy Liu FactsGetty Images

15. Fired Up

Was she justified? Moments before, Bill Murray had stopped a scene in progress, apparently in order to compare Lucy Liu to her co-stars Drew Barrymore and Cameron Diaz. He praised the two other actresses, then pointed to Liu and asked, “What in the heck are you doing here? You can’t act!” Nice Bill, real nice. He was replaced by Bernie Mac for the sequel. 

Lucy Liu FactsGetty Images

16. Just Plain Depressing Affair

Anissa Jones began playing Buffy in the 1960s sitcom Family Affair at the age of only 4. Her real family life was less than idyllic: Jones’ mother went to disturbing lengths to maintain their lucrative marketing deal to sell Buffy-style clothing. She forced Anissa to wear her hair in childish pigtails and baby doll dresses until she was 13.

After Jones retreated to friends’ homes in the wake of her father’s passing, her mom reasserted control by reporting Jones as a runaway and having her jailed as delinquent. Anissa Jones lost her life from drug at the age of 18.

Good Girls Gone Bad FactsWikimedia Commons

17. Tormenter

Bijou Phillips, daughter of Mamas & Papas singer John Phillips, gained fame acting in several horror and drama films throughout the 2000s. But since then, things haven't gone so well. Bijou was accused by former co-stars of abusive and tormenting behavior. Daniel Franzese, best known for Mean Girls, said that Phillips made fun of his weight and sexuality.

Heather Matarazzo alleged that he was physically hurt by Phillips. Phillips has since apologized for her behavior.

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18. Setting the Story Straight

Though Mandy Moore is known for her good girl image, in 2006 her ex-boyfriend Wilmer Valderrama made some pretty scandalous comments to Howard Stern about Moore's intimate life. The actor claimed that he had taken Moore's virginity and also commented cruelly that, "The intercourse with Mandy was good, but it wasn't like warm apple pie".

This is us factsGetty Images

19. Clap Back

At the time, Moore called him out for lying about taking her virginity, and even more recently she herself went onto Stern's show and revealed more wild details about Valderrama's icky rumor. “‘Where did this come from?'” she remembered asking him at the time when she called him up. “And I remember in the moment he tried to explain it away, that sort of he did get caught up, and like he maybe insinuated more than outright said it. And I was like, ‘No, you outright said it.'”

She then continued, "I met him at a photoshoot for like, some teen magazine, literally, when I was 15? 15! I was [pretty innocent!] ... Again, never French kissed a boy. He was like my first real true boyfriend. [But] he did not [take my virginity]".

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20. You're Vicious

Ryan Gosling confessed he feels responsible for corrupting Britney Spears on The Mickey Mouse Club. He says, "They would come and ask me questions about intercourse, and I just told them what I heard – like positions and stuff. All the other mothers went to Disney and told them I was corrupting their kids. I feel somewhat responsible for how sensual she is right now. When I see her with a snake around her neck, I think, 'Did I do that?'

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21. Dangerous Liaisons

One of Michelle Pfeiffer’s earliest roles was playing the innocent and ill-treated Madame Marie de Tourvel in Dangerous Liaisons. She played opposite John Malkovich, who had the infamous role of the unprincipled Valmont. As might be expected on the set of a film about scandal, it was soon reported that the married Malkovich had begun an affair with Pfeiffer.

The affair did not last, but neither did Malkovich’s marriage.

Premiere Of Disney And Marvel's 'Ant-Man And The Wasp' - Red Carpet. Michael Douglas and Michelle Pfeiffer.Getty Images

22. Off the Deep-End

Miley Cyrus has, to put it mildly, had a roller-coaster decade with the American public. The daughter of country-music sensation Billy Ray Cyrus, Miley at first cut a pure and innocent figure through her Disney-channel show. That changed around the mid-2010s when things got a little more…adult. At the height of the antics came the announcement that she would be performing a fully undressed concert with The Flaming Lips as her backing band.

Well, Wayne Coyne was certainly never one for subtlety!

Inglourious Basterds factsWikimedia Commons, Angela George

23. Up in Smoke

In what can only be described as a “stoner phase,” Billy Ray Cyrus’s once innocent TV star daughter, Miley Cyrus, got really into using weed. In fact, it became a part of her tribute to her dog Floyd after he passed. To honor her beloved pet, Miley built a massive, light-up bong.

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24. Dirty Halle

Halle Berry visited a real crack den to prepare for her role in Jungle Fever. She also didn’t bathe for two weeks.

Halle Berry FactsGetty Images

25. Into the Family

Everyone knows that Nicole Richie is the famous writer and socialite daughter of musician Lionel Richie, but did you know that she was actually adopted? Nicole’s biological parents, also musicians, could not afford to raise the young girl and when Lionel Richie met them at a Prince concert when Nicole was just 2, he agreed to take her into his home.

Children Of Rock Stars FactsGetty Images

26. Trouble with the Law

Growing up with a famous dad in the middle of a bitter and public divorce, Nicole Richie herself claims that she was allowed too much freedom while growing up. The result was a series of public run-ins with the law during the 2000s. While filming her reality show with friend Paris Hilton, Ritchie was detained for driving tipsy and eventually spent four days in lockup.

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27. Enhancing the Image

After a series of run-ins with the law and tipsy driving arrests, Nicole Richie decided she wanted to change the way the public perceived her, and she became invested in a number of philanthropic endeavors with her partner Joel Madden. “The Richie Madden Children’s Foundation” has done a number fundraisers for UNICEF since 2007, including a public-service announcement to raise funds for Myanmar after the country was rocked by a devastating cyclone.

Children Of Rock Stars FactsGetty Images

28. Runaway Bride

In the late '80s and early '90s, Julia Roberts had a reputation as something of a runaway bride (perhaps leading to her casting in a film of the same name in the late '90s). She became engaged to Dylan McDermott after they appeared in Steel Magnolias together, but broke it off when she met Kiefer Sutherland while making Flatliners. There was just one problem. 

Sutherland was already married at the time with a child, but he soon announced his engagement to Roberts.

julia roberts factsBuena Vista Pictures

29. No Hard Feelings

A huge wedding was planned, but three days before, Roberts made a shocking decision. She called it off and ran away to Ireland with Sutherland's good friend Jason Patric. Recently, Sutherland revealed he holds no grudges about the whole debacle, saying that Roberts was smart to get out while she did.

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30. The Child Star Stereotype

The story of Amanda Bynes is a familiar one in the world of child stars. With a promising start from a very young age, Bynes was absorbed into show business back when the rest of us were still in school. She was on TV for what seemed like an entire decade, with programs like The Amanda Show and What I Like About You, but shortly after her transition to film, Bynes began exhibiting troubling behavior.

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31. Just a Taste

Bynes began using pot when she was a teenager, only to move on to ecstasy and prescription pills later on in her life. By her own admission, she never turned to more serious forbidden substances, as many of her peers have done, but it’s hard to dispute that mind-altering substances didn’t play a role in her image in the late 2010s.

Amanda Bynes FactsGetty Images

32. Bad Times, Good Times

Bynes had a very negative reaction from her own performance in She’s the Man. In 2018, Bynes admitted that she developed body issues from looking at herself when she had been dressed up as a boy—which constitutes a majority of the plot, we should add. Bynes reportedly went through a period of depression which lasted nearly half a year.

Amanda Bynes FactsGetty Images

33. Mea Culpa

As some of you might remember, Amanda Bynes came under fire while filming scenes for the comedy Hall Pass. Rumors persisted in the tabloids that her disruptive behavior had led to her being fired from the production. However, in 2018, Bynes admitted that she had actually left of her own accord, abandoning the film.

Explaining that she had been seriously struggling with an Adderall addiction at the time, she expressed her regret for being so “unprofessional” back then.

Amanda Bynes FactsGetty Images

34. Falling Apart

In April of 2012, Bynes was detained for driving tipsy after she hit a stopped authorities car then refused to take a sobriety test. This was the start of a series of bizarre public lash-outs and run-ins with the law that would plague her over the next year. Her mental state appeared to deteriorate and she began sending out frequent and bizarre tweets, such as appealing to Barack Obama to fire the cop that detained her or claiming she invented the phrases ILY and LOLOL. But that wasn't the end of it. 

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35. Fighting Words

Amanda Bynes also got into very public spats with celebrities such as Jenny McCarthy, whom she called an ugly old lady who "look[s] 80 compared to me". In this time, she was charged with two hit and runs. Eventually, after one final arrest, Bynes was hospitalized for 72-hours for a mental-health evaluation and her parents decided it was time to step in.

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36. Stepping In

Due to her various lawful troubles and clearly frayed mental state, Bynes’ parents filed for conservatorship of their daughter in 2013, meaning they gained control of her affairs as she was deemed mentally incapable of managing them herself. Bynes’ mother received this conservatorship over Bynes’ affairs, which continued to be renewed in 2014.

Since then, it’s been renewed in 2018, with plans for it to continue until 2020.

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37. Low Kick

During Bynes’ very public mental breakdown, when her lawful troubles were beginning to pile up, fellow-child star Lindsay Lohan took the opportunity to cruelly kick her one-time rival while she was down. Lohan took issue with the fact that Bynes had not been incarcerated after her many run-ins with the law, tweeting: “Why did I get put in lockup and a Nickelodeon star has had NO punishment(s) so far?”

So much for supporting your peers.

Amanda Bynes FactsGetty Images

38. In the Flower of Her Youth

On December 20, 2009, actress Brittany Murphy passed at the tragically young age of 32. While the cause of her end was originally listed as natural causes, a subsequent report blamed her passing on “a combination of pneumonia, anemia, and prescription and over-the-counter drug". Five months after Murphy’s end, the tragedyand mystery—suddenly deepened. Her husband, Simon Monjack, passed in the same bedroom that Murphy had been in.

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39. What Really Happened?

In a disturbing coincidence, the cause of his passing was also listed as pneumonia and anemia. One reason for the abrupt deaths of Murphy and her husband has been brought forward by Murphy’s mother, Sharon. Sharon maintains that her daughter and son-in-law lost their lives due to a presence of vicious mold in their house. But the story doesn't end there. 

Brittany Murphy FactsGetty Images

40. Whodunit

By contrast, Murphy’s father, Angelo Bertolotti, had toxicology tests done on Murphy’s hair. The results convinced him that she and her husband were poisoned. Bertolotti has yet to make an accusation on who that poisoner might have been, and it’s worth pointing out that Murphy’s mother, Sharon, and Bertolotti hotly dispute each other’s claims.

Brittany Murphy FactsGetty Images

41. Little Girl Lost

Drew Barrymore also got her start as a child actress—and the child actress who goes on to become a substance abuser is pretty much a tragic cliché at this point. However, it might make for some good reading. Little Girl Lost, Barrymore's memoir, tells the story of her early years, including having her first smoke when she was nine and frequenting clubs just a few years later.

Barrymore completed the book when she was 14, and also released Wildflower in 2015, a followup that reveals more about her life.

E.T. Premiere.Getty Images

42. Awww?

How do rom coms approach the first meeting? Hands accidentally touching while reaching for something? The introduction at work? Barrymore is more original: she met one of her exes, musician Eric Erlandson, while puking outside of a club, as he stood nearby to stand guard as she did so.

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43 No One Puts Batman in a Corner

Back when she was a teenager, Barrymore went on a date with Christian Bale. As Bale revealed, Barrymore never called him back. To be fair, this was the stage in Barrymore’s life where she was dealing with alcoholism and drug addiction. As Barrymore says, she “had a lot of fish to fry,” and boys weren’t at the top of her priorities.

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44. Close Call

Back in 2001, Barrymore was happily dating Tom Green and they were enjoying their home in a canyon north of Beverly Hills. Things took a slight turn for the worse, however, when the home caught fire while they were sleeping. Their dog Flossie likely saved their lives by barking at their door. The fire led to about $700,000 in damage, and the house was ruined.

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45. The Flash

In 1995, Barrymore appeared on The Late Show with David Letterman. While being interviewed, she brought up a scene in a film where her character does a strip dance. She offered a demonstration, which led to her flashing Letterman (with her back to the camera). Barrymore has returned to the show since and says that she and Letterman developed great chemistry.

I bet.

Drew Barrymore factsDavid Letterman Show

46. Bunny

Barrymore posed undressed for Play boy when she was only 19 years old. In response, godfather Steven Spielberg sent her a quilt as a gift with the note “cover yourself up".

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47. Thanks, Mom?

Barrymore’s early problems with alcoholism and using substances led to a ending her life attempt when she was only 13, but the actress was found and taken to the hospital. Afterward, her mother went to extreme measures: she sent Drew to a mental institution, where she stayed for a year and a half. Drew says there was no warning of the institutionalization, but she realizes that she likely would have run away if her mother warned her it was coming.

Once Drew was released at age 14, she emancipated herself from her mom, legally becoming an adult. Despite this, Barrymore thinks fondly of her mom, even though the two don’t speak that often.

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48. Who needs a GED?

Due to her stay in a mental institution at the age of 13, you might have been able to guess that Barrymore didn’t finish high school.

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49. Intervention

Following her ending attempt and subsequent stay at a mental hospital, Barrymore lived with rock star David Crosby. Crosby and his wife, Jan, had their own experiences with booze and drug excess and tried to help ease Barrymore onto the wagon. Crosby also believed Barrymore would break the chain of alcoholism in the family, which saw its most recent victim in Barrymore’s father.

Barrymore hasn’t talked much about this experience that much, but did say she would be more “[messed] up” if it wasn’t for people like "David and Jan and Steven (Spielberg)".

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50. Best Thing That Never Happened

Despite childhood success, Barrymore’s substance use issues and emancipation from her mother led to a period where she struggled financially. She ended up working at a coffee shop where the owner told her she was a "bad employee". Shortly after, Barrymore landed a role in Poison Ivy. The film didn’t se the world ablaze, but it helped nab other roles for the adult Barrymore, and we now know where that led.

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51. Best Buddies

Britney Spears' parents began preparing her for a career in show biz when she was just a young girl, and when she was old enough to go on TV, the family moved to Orlando, Florida so she could be on the Mickey Mouse Club. This is where she became friends with Justin Timberlake. They both performed covers of songs on a regular basis. Ryan Gosling and Christina Aguilera were also in the cast at the same time.

Britney Spears FactsGetty Images

52. Childhood Sweethearts

Britney Spears and Justin Timberlake dated from 1999 to 2002. When they broke up in 2002, rumors swirled that Spears had cheated on Timberlake; he released "Cry Me A River," a ballad about an unfaithful girlfriend, the same year. For Spears, the nightmare wasn't over. Her parents also got divorced that year, and worse times were lurking around the bend for the pop star.

2016 CMT Music Awards - Arrivals.

53. What Happens in Vegas...

In 2004,  Spears spontaneously married her childhood friend Jason Alexander in Las Vegas. Two days later, she and Alexander annulled the marriage.

Britney Spears FactsMax Pixel

54. K-Fed

Spears's next marriage was to her backup dancer, Kevin Federline. When Spears and Federline first got together, his fiancée Shar Jackson was pregnant with Federline's second child.

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55. Sinking Ship

Spears and Federline were married in 2004. Federline was a high school dropout while Spears was very wealthy; Spears almost got married without a prenuptial agreement before her family and management team stepped in. Spears and Federline had two children together, Sean and Jayden. They eventually got divorced in 2007.

Britney Spears FactsGetty Images

56. I Said No, No, No

In February of 2007,  Spears checked herself into rehab in Antigua for less than one day. She was emotionally struggling with her divorce from Federline, and had just gone to court over a custody battle with her ex.

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57. Mrs. Clean

Just a few days after checking herself out of rehab, Spears infamously shaved her whole head. Spears got two tattoos immediately after shaving her head. When the tattoo artist asked her why she decided to shave her head, she replied, "I don’t want anyone to touch me. I’m tired of people touching me".

Britney Spears FactsWikimedia Commons, Daniel Oines

58. End of the Line

In 2008, Spears was forced to enter a psychiatric hospital under California’s rule "5150," which comes into effect if the subject is considered to be "a danger to herself, or others".

Britney Spears FactsGetty Images

59. Picking up the Pieces

After entering treatment, Spears temporarily lost custody of her children Sean and Jayden, for their safety. The effect on Spears was dark. After losing custody, she fell into a deep depression. Court documents reported that Spears had been using drug and sleeping in her car.

Britney Spears FactsGetty Images

60. Thanks, Dad

In 2008, Spears was deemed to be incapable of making her own decisions, and she needed a court-appointed lawful custodian. Her father took over Spears's finances and management decisions; papa Spears makes $130,000 a year as his daughter's caretaker.

Britney Spears FactsGetty Images

61. The Teenaged Heiress With a Target on Her Back

No list about the most outrageous tales of "good girls gone bad" would be complete without the case of Patty Hearst. Hearst was a beautiful heiress who was taken from her apartment one night in 1974. Immediately, a terrifying urban guerilla group known as the Symbionese Liberation Army took responsibility for the act.

Abductions FactsGetty Images

62. Rebellious Phase Gone Too Far

Hearst wasn’t seen for two months, although her captors were in contact with her family—and then, a shocking surveillance video revealed her taking part in a bank heist alongside the very group that had abducted her. When she was later recovered and went on trial for her misconduct, she claimed that she’d been brainwashed by the group—but many were skeptical.

Did the heiress have a secret dark side?

Abductions FactsWikipedia

63. Did She or Didn’t She

Hearst was convicted and sent to lockup for her part in the bank heist, despite the pleas of her family and lawyers. When two of the people alleged to be part of Hearst’s kidnapping went to trial, a rat was found in her bunk—but her long and surreal nightmare wasn’t over yet.

Spoiled Heiress FactsWikipedia

64. Wrong Place, Wrong Time

One of Hearst’s greatest advocates at the time was a congressman named Leo Ryan. He was in the middle of collecting signatures for a petition advocating for Hearst’s release when he ended up in the middle of another horrific act. Ryan was ended while visiting Jonestown, Guyana, as part of the terrifying Peoples Temples manslaughter.

Eventually, Hearst’s sentence was commuted, and since then, she’s gone on to live a relatively normal life.

Abductions FactsWikimedia Commons

65. The Other Side

Jessica Simpson has seen it all, and though the pop star may seem as sweet as apple pie, her life has been way less sugar, much more spice. From scandalous rumors to infamous exes—yes, we’re looking at you, John Mayer—Simpson has low-key been a good girl gone bad this whole time.

Jessica Simpson FactsShutterstock

66. Good Girl Gone Bad

In 2005, Simpson’s good little girl image broke forever. Her steamy music video for “These Boots Are Made for Walkin’” came out alongside the 2005 film The Dukes of Hazzard—and promptly got banned in several countries. As I’m betting you remember if you’ve seen it, the video heavily featured Simpson writhing around on a car as her character Daisy Duke.

Jessica Simpson FactsThe Dukes of Hazzard,Warner Bros. Pictures

67. Newlyweds No More

2005 might have been a big career year for Simpson, but it also came with immense heartbreak. In December, she and husband Nick Lachey officially divorced. Fans were shocked, but according to Lachey, Newlyweds had driven a rift between them. As he said, “Jessica and I began playing these parts even when we were by ourselves". But there were even more scandalous reasons behind the split.

Spoiled Rich Kids FactsPxHere

68. The Meddler

Lachey was reportedly “blindsided” by the divorce, and an unhappy Simpson dropped the news on him in the car after they were out for dinner. To make matters worse, Lachey partly blamed Jessica’s father Joe for the split. As Lachey later said, “Was he an influence in our marriage? Absolutely". And the bitterness didn’t end there…

Jessica Simpson FactsFlickr,Eva Rinaldi

69. For Love and Money

Jessica Simpson later confessed her biggest regret about her marriage to Lachey: the massive payout she had to give him. According to rumors, Joe Simpson discouraged Jessica from signing a prenup with Lachey when they married since the boy band alum was worth a lot more than her at the time. This came back to bite her in a big way.

By the time they split in 2005, Simpson was a much bigger star than Lachey, and she reportedly had to pay him a whopping $12 million to finalize their divorce. Ouch. She later called him her “biggest money mistake".

Rich Kid Syndrome FactsShutterstock

70. Coming Back for Seconds

Few people know just how messy Simpson's divorce with Nick Lachey got. After the papers were finalized, Simpson invited Lachey over to her house “to clear the air”—and ended up sleeping with him instead. Oh, I think we’ve all been there.

Jessica Simpson FactsShutterstock

71. From Boy Band to Boy-Man

Jessica Simpson didn’t sit around moping after her divorce from Nick Lachey, oh no. Nine months after the split, she started dating crooner John Mayer—and their relationship is infamous for very good reason. For seemingly ages, the pair were on- and off-again, and Simpson’s memoir reveals the absolutely heartbreaking ordeals Mayer forced her through.

According to her, it was always Mayer breaking up with her and then taking her back, and they broke up something like nine times throughout their steamy relationship. As she wrote, “I always saw it as him mercilessly taking me in from the cold". Sadly, that was just the beginning of the nightmare.

Jessica Simpson FactsShutterstock

72. The Right Words

Simpson confessed that while she was dating Mayer, she was so insecure about herself that she would spend hours upon hours agonizing over the texts she’d send him, making sure every word was perfect and all the grammar in place. In the end, it was never enough. Thing is, we’re not even done with the havoc Mayer wreaked on Simpson’s life.

Jessica Simpson FactsWikimedia Commons

73. Portrait of a Lady

According to Simpson, Mayer was “obsessed” with her, but this obsession had a chilling dark side. Mayer would apparently study her entire body and take photos of her constantly, so much so that Simpson confessed she “worried he was keeping souvenirs before dumping me again". All I can say is…run away, Jess.

Dramatic Class Reunion Stories factsGetty Images

74. The Words Heard Round the World

In 2010, Mayer gave a now-infamous interview with P.layboy where he kissed and told. Uh, big time. In the article, he claimed he was addicted to Simpson and waxed poetic about their private bedroom life, calling her “sensual napalm” for the entire world to hear (and remember forever). Simpson’s response was swift and brutal.

Jessica Simpson FactsFlickr,JD Lasica

75. Final Straw

After the interview, Simpson cut off all contact. “When he reached out to me, I changed my number and changed my email,” she wrote in her memoir. “Delete". I think I speak for all of us when I say: FINALLY.

Jessica Simpson FactsWikimedia Commons

76. Lasting Pain

Ever since her tense, horrific relationship with John Mayer, Simpson had been hiding a dark truth. She was suffering from anxiety. To soothe it, she had been self-medicating with booze and pills for years, and her addiction made her hit several devastating rock bottoms.

Jessica Simpson FactsShutterstock

77. The Breakdown Will Be Televised

One of the worst examples of Simpson’s bad habit was her infamous appearance on Ellen in 2017. At the time, audiences were alarmed at Simpson’s behavior. She pronounce her words, couldn’t remember how long she had been married for, and generally gave nonsensical answers. Simpson later admitted the whole disturbing story.

In addition to being on other medications, she was tipsy at the time. The interview is so embarrassing that Simpson says she can’t watch it to this day.

Jessica Simpson FactsShutterstock

78. Rise and Shine

At the climax of her addiction, Simpson would start drinking as early as 7 am, and she even had her own special “glittercup” for her drinks.

Jessica Simpson Facts Public Domain Pictures

79. Rock Bottom

It was only a matter of time before it all came crashing down, and on Halloween 2017, Simpson hit her absolute lowest point. After starting at 7:30 am and drinking all day, she not only missed her own Halloween party, she missed something even more important: getting the chance to dress up her kids for their big night.

2016 CMT Music Awards - Arrivals.

80. The Road to Recovery

After the Halloween fiasco, she knew something drastic had to change. The very next day, her friends and family staged an intervention for the star, and she agreed to treatment and regular therapy to help herself get better. She hasn’t looked back since.

2016 CMT Music Awards - Arrivals.

81. Not Just A Pretty Face

With great beauty comes great controversy—as if the case with Brigitte Bardot, cinema darling of the French New Wave. As a model, actress, and singer, Bardot was the European sensual symbol from the 1950s to 70s. These days, Bardot continues to make headlines—and pay court fines—for her animal work and her shocking comments about the state of France.

John Lennon FactsGetty Images

82. Practically Perfect in Every Way, or Else

Bardot was born to a wealthy Catholic family in Paris on September 28, 1934. Her privilege was often dampened by her parents’ conservative moral routine. Bardot wasn’t allowed to choose her own friends and had to refer to her parents in the formal French “vous” as opposed to the familial “tu".

Brigitte Bardot FactsFlickr

83. Grandpa Know One When He Sees It

Bardot’s conservative parents were vehemently against her becoming an actress. Ballet and modeling were okay, but acting? It wasn’t a respectable profession for their class. It was Bardot’s grandfather who convinced them to support her efforts, classily explain that “If this little girl is to become a lady of the night, cinema will not be a cause". Thanks?

Brigitte Bardot FactsShutterstock

84. Half-Baked Plans Go Smooth

Bardot’s relationship with director Roger Vadim was the latest in a long line of disappointments for her parents. The Bardots were vehemently against the match and insisted that Brigitte finish her education in England. It took a self-immolation attempt on Bardot’s part—she stuck her head in an active oven—to make them budge.

They agreed on the condition that the couple marry when Bardot turned 18.

Brigitte Bardot FactsGetty Images

85. Easy to Replace

In 1967, Bardot and her then-boyfriend Serge Gainsbourg wrote and recorded the notoriously steamy love song, “Je t’aime… moi non plus". Bardot was married to a powerful man at the time, who refused to let the single be released. Bardot begged Gainsbourg not to let the song out to the public; he consented. The next year, Gainsbourg re-recorded the song with his new girlfriend, Jane Birkin.

This version was an international success. Nevertheless, the version with Bardot made it to public ears in 1986, and was officially released as a download in 2006.

Brigitte Bardot FactsGetty Images

86. Stay in Touch?

According to Bardot, her first marriage to Roger Vadim broke down for a disturbing reason. Bardot claims that Vadim had a number of affairs with men behind her back. For her part, Bardot embarked on an affair with her And God Created Woman co-star, Jean-Louis Trintignant. She and Vadim officially divorced in 1957 after less than five years of marriage.

While they had no children, the two would remain friends and creative collaborators for the rest of her career.

Childish Behavior From Adults factsPxHere

87. Came Back with Something Missing

Although Bardot loves animals, you might not trust her to pet-sit. In 1989, she looked after her neighbor’s pet donkey while he was away…only to castrate the creature without his owner’s consent. The owner took Bardot to court, where she argued the donkey was “sexually harassing” the actress’s own pet donkey and mare. She simply took “things” into her own hands.

Brigitte Bardot FactsMax Pixel

88. Happy Birthday, World

For her 40th birthday, Bardot bore it all in a undressed photoshoot for Play boy magazine. Talk about a “birthday” suit.

The Playboy Mansion FactsShutterstock

89. Not Everything Mixes Well with the Red

From her retirement to her undressed photoshoot, Bardot’s birthday gifts to herself have always been eventful. This one is more tragic: on her 49th birthday in 1983, she was taken to hospital for a stomach pumping after an using of sleeping pills or tranquilizers with drink.

Brigitte Bardot FactsGetty Images

90. Little Girl, Big Potential

Since Lindsay Dee Lohan burst on to the scene as a toddler, she’s been making waves. First, she was the cute little red-headed girl from TV ads, then the Disney drama queen. She matured into the actress with lots of star potential, then became a Hollywood party girl.

Lindsay Lohan FactsGetty Images

91. The Best And The Worst

Lohan says the happiest day of her life was when she got the double lead role as twins Annie and Hallie in The Parent Trap. Her saddest day was the gray day she had to turn herself into lockup and see her mom’s disappointed face. Lohan spent 4 out of the 12 days crying, feeling completely shocked at the whole situation.

Lindsay Lohan FactsThe Parent Trap (1998), Walt Disney Pictures

92. Get by With a Little Help From Friends

While on the set of Scary Movie 5, Lohan and Charlie Sheen forged a friendship. Sheen heard of Lohan’s money woes and wrote her a check for $100,000 to cover her tax debt.

Lindsay Lohan FactsGetty Images

93. Tallying up the Numbers

So how many car crashes has Lohan been involved in? A total of 6 since 2005, as of 2012. The first one was at celebrity favorite The Ivy in Los Angeles. She was found to be at fault and was charged with negligence.

Lindsay Lohan FactsGetty Images

94. It’s Adding Up

How many times has Lohan been detained and charged? In 2007, she was detained twice for tipsy driving, and twice again in 2012—in addition to the four times her probation was revoked after she broke the law and managed to skip getting detained. Oh, she also skipped a court date to go to Cannes, set off her ankle-monitoring bracelet, flunked a drug test and failed to complete community service. She’s also been to rehab five times.

Lindsay Lohan FactsGetty Images

95. Redheaded Jailbird

Lohan has been jailed six times, spending less than a total of two weeks in lockup. And she was under house arrest for 35 days, in connection with her necklace theft.

Lindsay Lohan FactsGetty Images

96. Perpetually in Trouble

With all the trouble she’s encountered between her arrests, charges, and more arrests and more charges, Lohan has spent 86% of her adult life on probation.

Lindsay Lohan FactsGetty Images

97. Time for an Intervention

Tina Fey, who wrote and starred in Mean Girls, felt like Lohan was on a downward spiral and took it upon herself to stage an intervention along with Saturday Night Live producer Lorne Micheals and fellow cast members. They pulled her aside and asked her to re-evaluate her party lifestyle, using the tragic deaths of former SNL cast members John Belushi and Chris Farley as examples.

Lindsay Lohan FactsGetty Images

98. Oops She Did It Again

Obviously, Lohan didn't think she had been in enough trouble, so in 2011 she decided to take a $5,000 dollar necklace from an LA jewelry store—only a month after leaving rehab at the Betty Ford Clinic. Video footage revealed her wearing the necklace after she denied the theft.

Lindsay Lohan FactsGetty Images

99. Nip It in the Bud

Even though Lindsay Lohan has made the headlines countless times for her drinking and drug use, she actually never had a sip of booze until she was 17. She says she didn't like it either, especially after she got really sick in high school because of it. To make matters worse, and to teach her a lesson, Lohan’s mother made her go to bed with dried up vomit still on her clothing.

That ended her drinking right there—she didn't touch drink again throughout high school.

“I Called It” Moment FactsShutterstock

100. Kiss and Tell

While in rehab, Lohan reportedly made a list of every single person she’s ever had sensual relations with. It first got leaked in 2014 and has a few steamy names that were unexpected, like Adam Levine, Colin Farrell, James Franco, and Justin Timberlake—to name a few.

Coma Survivors FactsPxHere

101. Troubled Souls

Lohan and Heath Ledger allegedly had a close bond. The details are blurry, but her diary reveals she was “in love” with Ledger around the time of his tragic passing in 2008. On the exact day of his passing, Lohan wrote about how he was the love of her life, and how he taught her so much. She goes on to explain that he’s all she’s ever wanted and she wants to hear him laugh and hold her. Lohan’s mother, Dina Lohan, confirms they had been seeing each other around this time.

And in fact, the kiss and tell list above also points to their connection: Heath Ledger is one of the names on the list.

TIFF Portrait Session For 'Candy'Getty Images

102. From Full House to the Runway

Mary-Kate and Ashley Olsen are a staple when we think of things like Full House and, well, celebrity and style icons. They’ve been in the acting world almost since they came out of the womb and haven’t looked back since. How could they? The twins don’t know anything else. Their lives have played out in front of cameras and TV screens worldwide, both the good and the bad.

They've mostly managed to avoid the pitfalls of child stardom, but they have seen their fair share of tragedy and scandal along the way. 

Mary-Kate and Ashley Olsen factsGetty Images

103. Too Much, Too Soon

Unfortunately, all of that fame the girls had so early in life took its toll on their parents’ marriage. Their mom initially got them into the entertainment world, but she likely had no idea just how big her daughters would become–and really, how could she? She and the girls’ dad divorced in 1995 as a result of the stress. The whole thing, whether true or exaggerated, played out in The Unauthorized Full House Story.

Full House FactsGetty Images

104. Suffering in Silence

The fame game not only split the family apart with the divorce of the Olsens' parents, it also went after Mary-Kate’s self-image. It was really first noticed when she was 16 that there was an eating disorder at work, but it would be another two years before she was checked in to rehab for the disease. As far as we can tell, she’s happy and healthy these days.

Heath Ledger FactsWikimedia Commons

105. That's a Secret We'll Never Know

When authorities were investigating the circumstances surrounding Heath Ledger's passing , they discovered that the first call that was made after discovering Ledger's body was to an unlikely source: Mary-Kate Olsen. The pair were allegedly dating and brought her in for questioning. Since Ledger had lost his life from drug use, the authorities wanted to know where the forbidden substances came from.

Mary-Kate’s lawyer told them she would talk, but only if she was given immunity. As a result, it's unlikely we'll ever know the full extent of her connection to his passing.

The Dark Knight FactsWikipedia

Sources: 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 2728, 29, 30, 31, 32, 33, 34, 35, 36, 37

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