Hollywood Good Girls Gone Bad
Some girls stay good, and some go bad. That’s a part of life. Of course, “bad” is entirely subjective and what’s bad for some may be a non-issue for others. And whatever “bad” things someone has done, that doesn’t necessarily make them bad people.
Nevertheless, it always comes as a shock when a Hollywood actress’s perceived status as a “good girl” is just a façade. For some reason, we expect celebrities to be the perfect role models and that’s not always the case. People are complicated, life happens and sometimes celebrities act out in ways we never expected.
Jarring at first, sometimes we get over their rebellious nature, but other times an actress’s behavior can really kill their career. But if there’s anything that the tabloids love more, it’s a good girl gone bad and for a while anyway, the bad publicity really works out for them. Because even if you never do another movie, if you can make the headlines again - you stay relevant.
The following list of Hollywood good girls gone bad are among the most shocking transformations we’ve ever witnessed. Some of these girls’ dastardly deeds were career-enders, while others came out of their darkest periods A-okay. Let’s take a look!
Actress and daytime talk show host Whoopi Goldberg can do no wrong in the eyes of the public… at least until January 31, 2022. As one of 16 people to ever win an Emmy, Grammy, Oscar, and Tony award, fans were shocked when Goldberg claimed that the Holocaust had nothing to do with race on live television.
"Well, [the Holocaust] is White people doing it to White people, so y'all gonna fight amongst yourselves. If you're going to [ban problematic parts of history], then let's be truthful about it because the Holocaust isn't about race.” She went on to falsely claim that the murder of 6 million Jews was about "man's inhumanity to man" rather than race.
Actress, director, and talk show host Drew Barrymore is part of a family of actors who encouraged her to delve into the world of entertainment from a young age. Daughter of actor and actress duo John and Jaid Barrymore, Drew began was privileged enough to grow up in West Hollywood and get cast in her first commercial role at just 11 months old! in the '80s, E.T. solidified her place as a child star.
But most of us are aware that Barrymore experienced a troubled childhood, which translated into rebelliousness as a teenager and young adult. From regularly visiting Studio 54 as a child to questionable film roles and posing nude for Playboy in 1995, Barrymore never allowed her beginnings as a child actress to define her.
Lisa Bonet AKA Lilakoi Moon is an American actress who's been nominated for an Emmy, Saturn Award, and four Young Artist Awards during her career. Her most notable mainstream role occurred back in the '80s and early '90s on The Cosby Show playing the second oldest child of Bill Cosby. Previously, she appeared exclusively in beauty pageants and guest TV roles before landing the sitcom role at 17.
Many people consider Bonet's work on the movie Angel Heart — which was filmed when she was only 19 — to be a version of adult entertainment. The film totes an R rating due to the inclusion of several very long seconds of explicit activity involving Bonet and Mickey Rourke. Not only did she win a Saturn Award for Best Supporting Actress for the role, but she went on to secure a topless centerfold spread for Interview mag.
Former Boy Meets World star Maitland Ward has made a name for herself outside of child acting, and it's not for anything particularly appropriate for children. From posing for pictures in sexy cosplays at Comic-Con to starring in porn films starting in 2019, Ward has truly explored every aspect of the entertainment industry.
Contrary to most fans' knowledge, Ward began her acting career as Jessica Forrester in a soap opera on CBS titled The Bold and the Beautiful before joining the cast of Boy Meets World during its sixth season. Similarly, she didn't delve into pornography until after experimenting with cosplay. Her costumes started out innocent enough until she started showing up at cons wearing only body paint! Ward quickly transitioned to posing nude photographs on Snapchat and Instagram before the release of her debut adult film Drive.
Former model and actress Jaimee Foxworth is best known as Judy Winslow from the ABC sitcom Family Matters from the late 1990s. However, her entertainment career didn't begin on screen. Rather, Foxworth began modeling at five, which led her to appear in national commercials and eventually land the childhood role of Judy.
Unfortunately for Foxworth, her time acting on Family Matters was cut short after Steve Urkel started taking up more screen time. Thus, she turned to adult filmography under the nickname "Crave," making pornographic films from 2000 to 2002. At least the adult industry gave her the screen time she deserved!
Alyssa Milano started her career in Hollywood at seven years old after she auditioned for the national stage tour of Annie. As for her film debut, Milano appeared in Ols Enough, claiming that it was the best way to start out her screen career. We agree, as the film was screened at the Sundance Film Festival and won first prize! In 1992, she starred as a teenage prostitute for Where the Day Takes You — which won the Golden Space Needle Award — and seemed to be the start of her more risque career. In the '90s, Milano fully embraced her new persona as a "naughty" girl by appearing in erotic films like Embrace of the Vampire and Poison Ivy II: Lily.
Despite delving into the sticky adult industry, Milano stayed true to herself and required every contract to include a "nudity clause" that granted her complete control over any and all nude appearances. She explained her motivation for nude scenes in Embrace of the Vampire to Premiere Magazine in 1995, saying, "I'm not going to say that I was manipulated into doing things that I didn't want to do. I did it because it was a woman director and I felt protected. And I learned a lot as far as knowing where the camera is and what coverage they need so that it's not all explicit."
Former child actress Danielle Brisebois isn't only known for her childhood acting days, but she definitely made a name for herself as Stephanie Mills for All in the Family, Archie Bunker's Place, and Molly in the original Broadway production of Annie. After retiring from the mainstream, acting in the '80s, Brisebois turned to music, from rock band New Radicals to solo albums Arrive All Over You and Portable Life. She even wrote "Unwritten" and "Pocketful of Sunshine" for Natasha Bedingfield.
Brisebois hasn't engaged in many industries outside of mainstream and music entertainment, but she did appear nude in the films Big Bad Mama II andKill Crazy for a scene. She didn't take it farther than mainstream films with brief scenes, but that's enough for some people. Not every star needs to go all out!
Dana Plato was one of the top teen idols of the '70s and '80s thanks to her role in California Suite that led her to the widely recognizable role of Kimberly Drummond on the ABC sitcom Diff'rent Strokes that ran from 1978 to 1986. Her first role, however, was her appearance in The Six Million Dollar Man at just 10 years old, which led to other appearances in horror films like The Exorcist II and Return to Boggy Creek.
From Young Artist Award nominations to winning multiple TV Land Awards, Plato successfully padded her resume during her career. She admitted to Howard Stern that she struggled with drugs and alcohol, but she never considered her work in erotic films as an issue. Toward the end of her career, she appeared nude in Prime Suspect, Compelling Evidence, and posed for the lesbian magazine Girlfriends.
Terry Moore is an Academy Award-winning actress thanks to her appearance in the film Come Back, Little Sheba way back in '52. She first began acting at age eleven for the film Maryland in 1940 after years of working as a child model. As one of the last remaining actors from the Gold Age of Hollywood, she has plenty of experience in the entertainment industry under her belt. From television to film and modeling, she truly was a jack of all trades in Hollywood.
At 55 years old, she delved into adult entertainment by posing nude on the cover of the 1984 Playboy issue. This wasn't her first modeling stint, however, because she appeared on the cover of Life magazine back on July 6, 1953, advertised as "Hollywood's sexy tomboy." The photo was also used as the cover of the romance comic book My Diary in the '50s.
Kelly Jean Van Dyke
Kelly Jean Van Dyke is a name that probably sounds familiar... because she was the daughter and niece of two famous actors, Jerry Van Dyke and — most notably — Dick Van Dyke! Her acting career as a child is best remembered by appearances in TV series, including Accidental Family at nine years old and My Mother the Car alongside her father Jerry, who starred as the main character.
Kelly Jean is probably best remembered for her adult filmography rather than her childhood roles. She made quite a name for herself in pornography, operating under the name Nancee Kelly. She appeared in a modest number of films, including Catfighting 2, The Coach's Daughter, and An Evening at Club Josephine. In a tragic turn of events, Kelly Jean committed suicide in 1991 after lighting cut short her last conversation with younger brother Jack Nance.
Amanda Bynes is an actress who worked first on the Nickelodeon series All That and then was featured in her own show The Amanda Show. She took her show to the screen and made several successful movies including What A Girl Wants and She’s The Man.
However, Bynes already had a reputation for her partying and substance abuse, and it all came to a head in 2012 when she hit a police car on a DUI. Bynes also got herself in several hit-and-run situations throughout the year, including deciding that driving with a suspended license was a fun thing to do. A star who struggles with substance abuse is a hazard for any Hollywood production, and they walked away.
Lindsay Lohan was slated to be the next big thing as a talented child actress coming out of Disney. But the crown of stardom is a heavy burden, and Lohan quickly fell out of favor as her parents tried to manage her career and she became notorious for being hard to work with.
Even worse, Lohan spiraled out of control with forays into drugs, alcohol, and multiple rehabs stints. She emerged as unreliable to work with, and her career came to a screeching halt. Her good girl, onscreen persona quickly vanished in wake of her behavior and she could barely get an acting role of any kind.
Being branded as difficult to work with is a nasty tag for any actor, but it’s one that star Katherine Heigl learned the hard way. Heigl had an amazing role on Grey’s Anatomy but started criticizing the writing, and Shonda Rhimes wasn’t having it. Being released from the show, Heigl turned her attention to movies.
But a bad reputation follows you around, and Heigl was criticized for her over-the-top behavior on set. She was quickly branded as "not worth working with" and the Hollywood Reporter printed a scathing article about her difficulties. Heigl responded that she was “taking up for herself”, which is great. She’s still waiting on the phone to ring.
We’ve known Winona Ryder since 1986, when she starred in popular classics such as Beetlejuice, Heathers, and Great Balls of Fire. However, it wasn’t until 1990 that Winona became a star in her own right when she starred in both Mermaids with Cher and Edward Scissorhands with Johnny Depp.
So, it baffles the mind that Rider was arrested in 2001 on shoplifting charges from Saks Fifth Avenue in Beverly Hills. During her trial, she couldn’t catch a break and was convicted of grand theft, shoplifting, and vandalism. Rider’s career fell farther than a meteor until a little show called Stranger Things helped revive her career.
Tila Tequila was a faux-celeb that was a precursor to the Kardashians in reality television. The Singapore beauty had achieved fame as a social media personality on MySpace and, at one time, was even the most popular celeb on the site. She was also featured in multiple magazines as a model, usually pretty trussed up in nothing.
In an article she wrote, “Why I Sympathize with Hitler,” which absolutely derailed her career- so badly that she was kicked out of Celebrity Big Brother. On top of the controversial piece, Tequila posted photos of herself posing in front of a picture of Auschwitz dressed as a stripper Nazi. Yikes!
Alongside the likes of Britney Spears and Justin Timberlake, hit-singer Christina Aguilera got her start in the New Mickey Mouse Club with Disney. She released her first album titled just Christina Aguilera. The album featured her iconic song “Genie in a Bottle” which went on to hit number one for three whole years.
Christina was a pop culture powerhouse in the early 2000s. Her look, style, and vibe was the envy of every girl in America and as time went on she explored more and more of her sexy, rebellious side. Now she is performing at her own Vegas residency at the Zappos Theater. In March 2020, Christina released a promotional single “Loyal Brave True” for Disney’s remake of Mulan.
A lot of girls on this list seem to be famous only for being famous… that’s not the case for miss Britney Spears. Britney found her star power in 1998 when she stepped onto the music scene at only 16 years old. She quickly became one of the most famous people in the entire world and revolutionized pop music and culture forever!
Britney hasn’t released an album since her 2016 album drop Glory. She’s long overdue for more music, and now that may be finally possible thanks to the ending of the conservatorship that was controlling her life. For now, she’s enjoying her freedom and exploring her rebellious side which is a well-deserved rite of passage for the star.
Courtney Love seems like she’s always been around. She really came to popularity in the 1990s in the music scene, but she was also pretty famous for her relationship with Nirvana lead singer Kurt Cobain. The two had a child together, but things went south after his death. Courtney went off the deep end.
She started to use drugs more and more, and some have even suggested that it was Love who killed Cobain in the first place. Conspiracies have surrounded the whole thing with suspicious evidence like the fact she offered a man in $50,000 to “blow Kurt’s head off.” Yikes. Not a good look.
Miley Cyrus is the daughter of country singer Billy Ray Cyrus but what really put her in the public eye was her role on the Disney Channel original series Hannah Montana. In addition to the show, she also had two number one hits and three soundtracks in the top five, singing as her character.
Towards the end of her Disney run, however, she tried to throw away the Disney persona by creating more mature themes albums and was even seen with a bong on a video posted online. In 2013, she had a controversial appearance at the MTV music video awards in which she was twerking and grinding against Robin Thicke.
Barbra Streisand is one of the most talented entertainers in show business. She’s one of the few performers with an EGOT status. That is to say she has received an Emmy, Grammy, Oscar and Tony award. And with such a prestigious career in show business, nobody expected her to appear on the cover of Playboy.
Streisand appeared on the October 1977 cover. And in true Streisand style, her photo was captioned with, “What’s a nice Jewish girl like me doing on the cover of Playboy?” Barbra Streisand was hot off her second Oscar win when she posed for the cover of the magazine. In case you’ve forgotten, she looks just as good as she sounds.
Shannen Doherty started out as an innocent child actress, appearing on Little House on the Prairie and in films like Girls Just Want to Have Fun. Her career really took off with the show Beverly Hills, 90210. But after her success, she really started to show her rebellious, controversial side. People magazine even went on to call her the "iconic Hollywood 'bad girl' of the nineties."
In the early ‘90s, various tabloid publications detailed fights – sometimes physical - between her and her co-stars, including an on-going feud with Jennie Garth. There were also reports of heavy partying and habitual lateness. She also posed on the cover of Playboy multiple times, which is always a controversy itself.
Dolly Parton has been one of the most successful singers and songwriters of the past century. Parton was an old pro in the music world by 1978. That was the year she released her TWENTIETH studio album. So, she decided to try her hand at something else. Maybe not bad per se, but a little rebellious.
That something else just happened to be the cover of Playboy. Southern belle, Playboy bunny--Dolly can do it all! It’s always a subject of controversy when such a big star ends up posing for the risqué magazine but Parton certainly was up for the task and she’s quite proud of it too.
Marilyn Monroe on the cover of Playboy would be historical enough. But this iconic Hollywood star took things a step further. Monroe was featured on the very first issue of Playboy magazine--which was published all the way back in December of 1953. However, the pictures were published without her consent.
While in the beginning she was like any other young actress, her appearance on the cover of Playboy solidified her as a sex symbol. And other than her appearance in the magazine, Marilyn Monroe actually had a lot of control over her onscreen persona. However, the real Marilyn Monroe was smart and business-savvy.
Jodie Sweetin was on one of the most iconic family sitcoms of all time, Full House. It was a show so family-friendly, in fact, that it would be hard to imagine anyone from the cast even drinking a glass of wine. So, it came as a surprise to learn that some of its child stars, like Jodie Sweetin were anything unlike their onscreen persona.
While she seemed like the typical good girl on camera, behind the camera the truth was different. By the age of 14 years, she started drinking alcohol shortly after Full House ended. And for the next 15 years, she tried various drugs including methamphetamines, crack and ecstasy. However, she eventually got clean and has remained so since 2008.
Starting out as an innocent Smallville actress, Allison Mack, might have turned into one of the baddest of the bunch on this list. Her Involvement in NXIVM is unparalleled. Her acting career was thankfully brought to a screeching halt after her dastardly deeds were brought to public attention.
NXIVM was known as a multilevel marketing scheme, but it actually got quite culty towards the end of its life. Allison, along with high-ranking members, was convicted of racketeering and racketeering conspiracy. Allison stated that her time with NXIVM was “The biggest mistake and greatest mistake of [her} life.”
Kim Kardashian started her career as a mere stylist for R&B singer and actress Brandy. She was also the childhood friend of Paris Hilton and worked as both her stylist and assistant. She even appeared on the reality show The Simple Life. However, it wasn’t long before Kardashian’s bad side came out.
In 2004, it was discovered that Kim Kardashian had made over $120,000 in unauthorized charges on Sonja Norwood, the mother and manager of Brandy. While no criminal charges were pressed, she would be fired. But the scandal that really made her career take off happened in 2007 with the leaked sex tape with Brandy’s brother Ray J.