Society often envies the families of celebrities who are commonly recognized as the wealthiest, especially in the United States and worldwide. Despite their esteemed reputation, it’s not uncommon for these families to have difficulty finding contentment and tranquility, particularly when it comes to their relationships with their family members. The group of 45 celebrities highlighted in this piece serves as a prime example of how riches and notoriety do not always equate to a joyful family unit.
Brad Pitt
Brad Pitt and Maddox had a strong and steady relationship, but that changed when they had a disagreement while onboard a private plane headed to Los Angeles in 2016. It’s been reported that Pitt became physically aggressive after Maddox attempted to defend his mother.
Maddox went to South Korea to attend college after which he stated that there was no improvement in his relationship with Pitt, but he indicated his willingness to reconcile. Rumors suggest that Pitt and Maddox met during Maddox’s holiday visit in January, but there is no confirmation regarding the specifics of their meeting.
Demi Moore
In 2013, Ashton Kutcher and Demi Moore’s separation resulted in Moore being vocal about the end of her union. Consequently, Moore exhibited unusual behavior that became overwhelming for her daughter, Rumor Willis.
For a period of time, Rumor Willis distanced herself from her mother as she dealt with her own personal problems. Thankfully, they have since made amends and appear to have repaired their relationship.
Tom Cruise
Due to Tom Cruise’s connection with the Church of Scientology, he is prohibited from having any association with his daughter, Suri, whom he shares with his former spouse, Katie Holmes. No sightings of the two together have been reported for more than six years.
Due to Suri not being a member of Scientology, Cruise is not allowed to date her. However, he maintains a good bond with his adult kids from his previous marriage to Nicole Kidman, as both Isabella and Connor follow Scientology.
Billy Ray Cyrus
Billy Ray Cyrus and his daughter Miley Cyrus had a strained relationship, with Billy once expressing to GQ that the media attention around Miley’s career had negatively impacted their family. However, he also stated that he would welcome his family back and prioritize their safety and happiness.
Billy showed his worry about his daughter’s welfare and desired to erase all the unfortunate events in an instant. There was a time when he even supported Patrick Schwarzenegger, Miley’s former partner, when he was blamed for being unfaithful.
Michael Douglas
Michael Douglas admits that his vulnerability as a parent is linked to certain deficiencies his son Cameron possesses. This explains why Michael struggled with witnessing Cameron’s incarceration in a federal prison, which was an excruciating experience for him. Cameron was sentenced to five years in 2010 after being found guilty of possession.
Michael decided to maintain a positive outlook regarding his son’s circumstances, but he believed that it was unfair for his son to be isolated for numerous years.
Jon Voight
Angelina Jolie is considered by many to be one of the most beautiful women in Hollywood, and has achieved a great deal of success in her film career. She has starred in popular movies such as the Tomb Raider series and more recently in Maleficent, showing that she is a top performer in the industry. Nevertheless, her personal life with her family does not seem to be as thriving as her professional accomplishments.
Angelina’s dad, the famous performer Jon Voight, left her family when she was an infant, resulting in a rocky connection between them. Eventually, she decided to eliminate his name [Voight] from her own name.
Nicole Kidman
From 1990 to 2001, Tom Cruise was wedded to Nicole Kidman, following the conclusion of his first marriage to Mimi Rogers. Together, Cruise and Kidman adopted two children and brought them up in adherence to the Scientology principles. Isabella and Connor were expected to experience a privileged upbringing as both their parents were famous.
Maintaining a cohesive celebrity family can be a difficult task, especially in the case of Nicole Kidman and Tom Cruise. When Kidman departed from the church in 2001 and divorced Tom, the family dynamic suffered greatly. Ultimately, their children chose to live with their father and ceased calling Kidman their mother. Whatever caused the split must have significantly damaged their familial relationship.
Martin Sheen
Charlie Sheen became famous for his part in the popular sitcom Two and a Half Men, and following in the footsteps of his father, he pursued a career in acting. However, he had to confront addiction at a young age.
Because of his unpredictable behavior, especially with regards to substance abuse issues, Martin Sheen consistently disciplined his young son, which has ultimately created an even greater divide between the two actors.
Laurence Fishburne
Laurence Fishburne and his daughter are an unexpected addition to this list. While Laurence’s character Morpheus in the famous Matrix Trilogy is typically seen as a wise and experienced father figure, his daughter Montana is behaving in a way that appears to damage his reputation.
She has acted in adult films, been detained for prostitution and assault, and eventually became a stripper. Her behavior has harmed her connection with her renowned father, who has distanced himself from her activities.
Anthony Hopkins
Anthony Hopkins featured in the BBC’s rendition of King Lear and during the film’s publicity in 2018, he confessed to being disconnected from his daughter. Abigail, Hopkins’ offspring, and her mother, Petronella Barker were left alone by the actor when she was still a baby.
Hopkins appears to have accepted the reality that his bond with Abigail will not be smooth. Nonetheless, he does not bear any resentment and in fact desires the utmost happiness for his child.
Kelly Rutherford
Since 2012, Daniel Giersch, Kelly Rutherford’s former husband who works in business, has had custody of their daughter Helena and son Hermes, who have been residing in France. Throughout this time, Rutherford has been striving to regain custody of her children and bring them back to New York.
Following a California judge’s ruling that Giersch and Rutherford had joint custody, it was decided that Giersch would keep their children with him. However, Giersch’s visa being revoked made it nearly impossible for Rutherford to regain custody of them.
Eric Roberts
Eric Roberts, who starred in the 1985 film Runway Train and the TV show Brooklyn Nine-Nine, is actually the elder brother of Julia Roberts. It might seem unexpected, but Emma Roberts, the actress, is his biological daughter.
Eric Roberts, who never married Emma’s mother Kelly Cunningham, left when Emma was a baby. They had minimal interaction until the Scream Queens actress rose to fame in Hollywood. Eric confirmed that they are now friends.
Tamra Judge
Tamra’s ex-husband, Simon Barney, and her have three kids together, Sidney, Spencer, and Sophia. Unfortunately, Tamra and Sidney have a strained relationship, which Tamra recently shared on the reality TV show, The Real Housewives of Orange Country.
The root of all issues between the two individuals may have come from this situation. According to reports, Sidney dislikes media attention greatly, while her mother is comfortable with it. Any chance of a temporary resolution between them was destroyed when Tamra shared a picture on Instagram of them together.
Steven Tyler
Steven Tyler, who is known for his wild partying ways, gained fame through his involvement in the rock band Aerosmith. Given his lifestyle, he never thought of starting a family. However, on July 1, 1977, his daughter Liv Tyler was born to model and Playmate Bebe Buell. Regrettably, Liv did not have the chance to bond with her father until she was eight years old.
The actor known for his roles in Armageddon and Lord of the Rings had a difficult relationship with the well-known musician after he began using drugs again. Currently, they only have limited communication.
Candy Spelling
Candy Spelling, an American philanthropist, author, theater producer, and television personality, was previously married to Aaron Spelling, a renowned media personality. Following the death of her husband in 2006, Candy inherited the vast estate worth $600 million, which was initially intended to be divided among Aaron’s wife and two children.
Nonetheless, Candy and her daughter Tori had not been in complete agreement, which could have motivated Candy’s decisions about distributing the family’s fortune. She allocated to each of her children an amount of money that was less than one million dollars from Aaron’s substantial wealth. It is apparent that this disparity in monetary distribution has caused discord between Candy and Tori.
Jackie Chan
Famous figures gain recognition and admiration through their prior accomplishments. However, it is the chaotic events that occur backstage that frequently capture the interest of the public. As an example, nobody expected that Jackie Chan, a beloved kung-fu actor, would be included in this category.
Mr. Chan had a relationship with a former model named Elaine Ng. They had a child together named Etta Ng, even though they were not married. This happened while Mr. Chan was already married to his current wife Joan Lin. Although Jackie Chan has not openly accepted Etta as his own child.
Curtis James Jackson “50 Cent”
The most comical conflict on this list is likely Mr. Jackson’s ongoing disagreement with his child, which ultimately stems from the young man’s disrespect towards his father.
Marquise, who is in his 50’s, reportedly declined to hold the door open for his father. As a result of this minor incident, 50 Cent disowned his son and forbade any further contact with him. This can be seen as an example of strict parenting.
Woody Allen
Mia Farrow and ex-partner, film director Woody Allen, had a prolonged and contentious relationship that never resulted in a formal union. Despite this, they chose to adopt two children, Dylan and Ronan Farrow. Currently, Dylan and Ronan have distanced themselves from their father Woody Allen due to accusations of sexual abuse.
Although she gets assistance from her two children, her relationship with her two other adopted children, Moses and daughter Soon-Yi Previn, is not as positive. They are siding with their father and are on his side amidst the accusations of sexual misconduct made by Dylan.
Gavin Rossdale
At the beginning, Gavin’s relationship with his daughter Daisy Lowe had difficulties. It seems that he did not know about her existence until 2003, shortly before marrying Gwen Stefani. Daisy was born from Gavin’s previous relationship with British Personality Pearl Lowe, but he only found out about her when she turned fourteen.
Realizing how much one has been kept in the dark about after a relationship can be tough. Gavin decided to stay away since the Lowes had chosen to exclude him from their affairs.
Warren Buffet
Warren Buffet’s great riches give him not just authority, but also elevate him to a type of renowned figure. He, like the other individuals on this roster, is continuously being watched by the media. In 2006, Buffet surprised the world when he declared that he would not be giving his immense wealth to any of his children, but would instead be donating it to charitable causes.
Nicole Buffet, his granddaughter, is not happy with the decision he has made. She appeared on a follow-up of Born Rich, a documentary that examines the lives of wealthy people born into affluent families. She did this with the intention to express her dissatisfaction with her grandfather’s choice to exclude her from his will.
Brie Larson
Brie Larson, who hails from Sacramento and is appealing to the eyes, gained popularity following her role in the highly regarded movie Room. Nevertheless, her difficult childhood history was not widely known until she disclosed it on Ellen in 2016.
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Kelly Rowland
For many years, Kelly Rowland has impressed us with her magnificent singing voice and popular songs both as a solo artist and as part of Destiny’s Child. However, despite her achievements, her personal life has been troubled. In her youth, her mother separated from her father, Christopher Lovett, who struggled with alcoholism and was affected by PTSD from serving in the Vietnam War, leading to domestic violence at home.
At the age of eight, Kelly relocated to Houston and commenced her music profession there. Up till now, Kelly and her father have no contact with each other.
Tracy Morgan
Tracy Morgan, a notable figure in entertainment, has been bringing laughter to audiences for an extended period. The versatile performer has taken on various roles such as actor, comedian, and voice actor, including stints in popular shows like 30 Rock and Saturday Night Live. Tracy had an average childhood until his father left the family.
Jimmy Morgan, a musician and former Vietnam soldier, faced addiction issues leading to him leaving his family. As for Tracy, he openly acknowledges being estranged from a significant part of his family, including his mother.
Lindsay Lohan
Michael wasn’t initially a widely recognized public figure, but after his daughter Lindsay Lohan became successful in acting, he also gained fame. The movie The Parent Trap helped Michael to become more visible in the public eye, and as a result, he was frequently featured in scandalous news articles. Unfortunately, his drug addiction worsened over time, which ultimately led to his downfall.
Lindsay has been repeatedly embarrassed by Michael’s actions, which include exploiting her celebrity status and even involving the police. Michael’s behavior is not that of an exemplary parent, which explains why he is not welcomed by anyone.
Eminem
Eminem, known as Marshall Mathers, is likely the most recognizable celebrity who has experienced personal problems with his family. His successful songs often divulge lyrics that depict his mother as being negligent. Additionally, Eminem openly shared that he took sole responsibility for raising his younger brother, Nate.
Notwithstanding, Debbie Mathers-Briggs retaliated by filing a legal action asserting that her son defamed her through various media platforms. She claims that Eminem’s words in his popular song ‘My name is…’ were fabricated and requested payment amounting to $10 million as a form of opportunistic parenting.
Adele
Adele is an unexpected addition to this list, as she has created some of the most exquisite songs to date. The charming singer-songwriter was born to an English mother and a Welsh father named Marc Evans, who abandoned her and her mother, Penny Adkins, when she was just two years old.
As a result, Marc was never forgiven by Adele. At the Grammy Awards ceremony, Adele publicly declared that she no longer held any affection for her father.
Beyoncé
Beyoncé’s talent, experience, and strong work ethic are unrivaled by only a handful of singers in the music industry. Nevertheless, her father, Mathew Knowles, played a crucial role in her success. Despite this, their relationship, as he managed her music career, was negatively affected by tabloid attention.
In 2011, the two individuals ended their professional relationship. However, later allegations suggested that Mr. Knowles had taken some of Beyoncé’s funds without her knowledge. The relationship between the two deteriorated even further after the divorce of Beyoncé’s parents, who had been married for 31 years.
Courtney Love
Courtney Love, the partner of Kurt Cobain, has openly shared about her battle with addiction and acknowledged its impact on her daughter, Frances Bean Cobain. Following Kurt’s death in 1994, she was left to raise their child by herself, but was unsuccessful in doing so.
She was unable to be a good parent because of her addiction and she admitted to using drugs while carrying Frances. Consequently, she was deprived of her parental rights, and she and her daughter have not reconciled since then.
Christina Aguilera
Christine Aguilera, a renowned singer, actress, songwriter, and TV personality known worldwide, had to change her home frequently due to her father’s military profession, being born in New York.
According to Aguilera, her father’s abusive behavior towards their family caused her parents to get divorced when she was just six years old. As a way to avoid the turmoil of her life, she found solace in pursuing her music career.
Michael Jackson
One of the prominent figures mentioned in this list is Michael Jackson, who is widely recognized as one of the most popular individuals worldwide. Like some other musicians, his parents played a direct role in shaping his career in music. Despite his father Joe Jackson’s significant influence on his accomplishments, he was also infamous for being abusive towards his children.
The unsuccessful blues artist brought fear upon his family and it is possible to assume that he was the cause of all of Michael’s later troubles. Joe Jackson was satisfied with inflicting both physical and emotional harm, as long as it achieved his objective.
Demi Lovato
The hit maker behind the song “Daddy Issues” accurately captured the strained relationship between Demi Lovato and her father, Patrick Lovato, which has been ongoing since 2007. Despite attempts at reconciliation over the years, it is clear that Mr. Lovato has not been the best father figure. Demi has suggested that he is the reason for their estrangement and that he consistently disappointed her despite her unwavering belief in him.
His downfall was ultimately caused by it. Mr. Lovato passed away in 2013 after battling cancer. Demi Lovato expressed the tension in her relationship with her father through a few of her songs. “For the Love of a Daughter” was released in the Unbroken album of 2011, while “Father” was included in Confident in 2015.
Kendra Wilkison
Kendra Wilkison, who is a well-known TV personality and model, has experienced several family disputes. When she was only eight years old, her parents’ marriage fell apart, and her father disappeared from her life thereafter.
Kendra experienced the loss of her grandmother in 2004, which reduced her family circle. Later in 2014, she was able to connect with her mom, but unfortunately, their togetherness was brief and they are not in good terms presently.
Leighton Meester
Leighton had a difficult start in life, no matter how you view it. Her mother, Constance Meester, was in prison for drug offenses when she was born. Once released, they struggled financially to make ends meet, but Leighton’s participation in acting and modeling opportunities provided some much-needed income for the family.
Despite being expected to be cooperative and responsible, Leighton’s mother was not often dependable. Instead, she used money intended for Leighton’s brother for her own personal desires. In 2012, Leighton took her mother to court and successfully won the case in an effort to remove her mother, Constance, from her life.
Vanessa Minnillo
The famous actress has presented various well-known programs such as Entertainment Tonight, MTV’s Total Request Live, and many reality shows. Vanessa, who has a Filipino mom and an American serviceman dad, had to change residences almost every year during her childhood, which caused her to attend eight different schools in the span of nine years.
In 1983, her parents split up and ended their relationship three years after. They both got remarried and Vanessa spent time with each parent and their new partner. Nevertheless, she decided to leave her mother and move to the US to live with her father. It seems that their relationship is not good because she did not invite her mother to her wedding with Nick Lachey.
Meg Ryan
It is difficult to imagine someone having a fight with America’s sweetheart Meg Ryan and also a darling in Hollywood. Yet, Meg and her mother Susan are far from being the caring mother-daughter duo. Meg started her acting career in the 70s. She had a flourishing career and married a movie star.
Meg did not invite her mum to their wedding. This is because of her public criticism of Quaid and cut her out of her life. It is still uncertain whether there has been a reconciliation
The Hudsons
Actress Kate Hudson has been estranged from her dad, Bill Hudson, for decades and this culminated in her father disowning her. Bill had five other children but disowned two of them in a public interview with Daily Mail in 2015. Kate’s brother, Oliver, also faced the same fate as his sister.
Oliver’s revenge, however, was well worth it after posting a photo of himself, Kate, and Bill on Instagram. The caption read “Happy Abandonment Day” on Father’s Day.
Heather Graham
Parents often have a significant say in the type of career path we follow. Heather Graham’s parents were a religious bunch, and as is their upbringing, automatically opposed Heather’s participation in the film Boogie Nights.
However, it was the film that would eventually propel Heather to fame. She ultimately cut them out of her life ever since.
Jennifer Aniston
The magnificent Friends actress doesn’t seem like the kind of person who has family issues. However, things were never smooth sailing between her and mother Nancy Aniston. An actress herself, Nancy authored a book detailing her relationship with Jennifer titled From Mother and Daughter to Friends: A Memoir.
Because of this book, the two have been separated for nine years up until Jennifer’s divorce from Brad Pitt. They eventually reconciled their differences, and the younger Aniston even admitted that she was hopeful for the future. Nancy passed away in May 2016.
Rosie O’Donnell
Rosie O’Donnell and her adopted daughter, Chelsea, have not been seeing eye-to-eye in recent years. The relationship between the two has been wrought with drama intermittently. Substance abuse has been the center of the conflict between the two, with Chelsea taking most of the blame.
In 2015, the 17-year old went missing and Rosie reported the matter only to find Chelsea at an alleged dealer’s home. Reconciliation followed, but as of 2017, their hostility was renewed as Chelsea married 31-year old Nicki Alliegro.
Ryan O’Neal
The O’Neal’s relationship with each other represents one of the worst cases of family disputes in this article. Theirs is marked by substance abuse and physical abuse, which soured the pair’s relationship even further. Tatum claims she received violent encounters with her father up until the time when she was pregnant.
The daughter, Tatum O’Neal, was the youngest person to grab an Oscar award in Hollywood and right off the bat you would expect her to be living one of the most comfortable and secure lives. However, the family unit is a bit different and up to today, the two have fruitlessly attempted to work on their relationship.
Drew Barrymore
The Barrymore name is synonymous with Hollywood and acting. Drew has also made a name for herself in the industry and has received a couple of accolades along the way including the Golden Globe, a BAFTA nomination and a Screen Actors Guild Award.
Her childhood was, however, far from perfect due to her substance abuse and constant clubbing at the time. It prompted her to author a book at 16 aptly titled Little Girl Lost. Following her rehabilitation at 13, Drew Barrymore successfully filed for emancipation from her parents at 15.
Roseanne Barr
Roseanne, an Emmy and Golden Globe award winner, began her career in showbiz doing standup comedy. This gradually progressed into acting and even a political career. She had a tumultuous youth when she was hit by a car causing her to be institutionalized at the Utah State Hospital for eight months at sixteen.
At 17, she had a child that she placed for adoption. When Roseanne turned 18, she moved out of her parents’ home. She has been estranged from her parents on the grounds of alleged physical abuse.
Katie Cassidy
Kate Cassidy, daughter to actor David Cassidy, is famous for her role in Arrow as the ‘Black Canary.’ David’s relationship with Katie’s mother, actress Sherry Williams, was brief and that was pretty much the father-daughter relationship as well.
The young actress was then raised by mom and stepdad, Richard Benedon. Following his death, it was revealed that Katie Cassidy was not included in her biological father’s last will. This goes to show how much Mr. Cassidy thought of Katie.
Ariana Grande
Not much is known about Ariana and her dad’s relationship. However, in her single Thank U Next, Ariana happens to sing with warmth towards her mother but not her dad.
This points to a rift between the two. Although the celebrated singer has rarely opened up about their relationship, she did state that it all started in 2013. Ariana is currently estranged from her dad.
Ariel Winter
Modern Family has received critical acclaim, and this has mainly been attributed to the Winter’s family acting prowess. However, do not let their success fool you into thinking these guys have it all. Ariel, for one, had to deal with a lot of adult issues from a young age.
While 13, she was forced out of her mother, Chrisoula Workman’s, home over physical abuse allegations. This prompted her to seek emancipation from Chrisoula, and in May 2015, her wish was granted. She then took to social media to celebrate this new milestone in her life.
Mackenzie Philips
Mackenzie Philips’s relationship with her dad is perhaps the most saddening on this list. It has been pockmarked with cases of sexual, mental, and physical abuse that stemmed from her father. After the sexual abuse, she confronted him after which he dismissed the incident as consensual ‘lovemaking.’
For some reason, Mackenzie opted to tour with her dad’s band and this fueled her indulgence with drugs and incest with her dad. On his deathbed, she forgave her father but now took up drugs as the next course of action. Despite being born into a Hollywood family, Philips’ life has been far from glamorous.
Gary Coleman
As far as family feuds go, Gary Coleman’s separation from his parents went in his favor. The Different Strokes star, despite having an illustrious childhood acting career, was left broke. This occurred after he made payments to his parents, advisers, and other associates.
Coleman then proceeded to sue his parents for $1.3 million on the grounds of misappropriating his funds. Coleman scored a big win over his folks from the lawsuit.
Nick Carter
Best known for his role in the boyband Backstreet Boys, Nick’s relationship with his parents was strained from the beginning. He alleges that he started abusing alcohol from a very early age and eventually came to suffer from it. He was diagnosed with cardiomyopathy, and doctors advised him to make drastic lifestyle changes or face death.
Following his sister’s death due to a substance overdose, the family lay blame on Nick because of his past drug use and fell apart soon after.
Selena Gomez
Surprisingly, Selena Gomez is on this list partly because of her previous relationship with Justin Bieber. Remember how parents have a say in practically all aspects of our lives; celebrity parents are hardly left behind when it comes to parenting matters. Family sources indicate that Selena’s mom, Mandy Teefey, was hardly pleased with the news of her daughter and Justin seeking relationship assistance.
That is not all, however, as the two have been at it on social media with the pair unfollowing each other on Instagram. The root of all this conflict seems to be Selena’s decision to drop Mandy as her manager.
Justin Bieber
Technically, only Justin Bieber is the celebrity here. But even so, Justin Bieber’s relationship with mom Pattie Mallette has seen its fair share of ups and downs. Justin admitted that theirs was pretty much absent.
He went on to further concede his fear of the supposed shame he bore, mainly drawn from his scandals in the public limelight. Nevertheless, the two seemed to have reconciled their differences as Pattie Mallette gushed over her son while on vacation in the Maldives.
Macaulay Culkin
Christmas film favorite Macaulay Culkin is a critically acclaimed actor, more so when he was a child. The Home Alone movie series had holidaymakers glued to their screens throughout the festive season with Macaulay’s antics.
However, things weren’t always rosy back at the Culkin household. 1995 saw his parents’ divorce and contest custody of their seven children, especially now that Macaulay was already making inroads into Hollywood. The dad, however, was an alcoholic and violent adulterer, according to Patricia Brentrup, Macaulay’s mom. Kit Macaulay eventually disowned Macaulay as his son in the Daily Mail.
Caitlyn Jenner
Drama and scandals have been at the center of the Kardashian family. Some people believe it is what brought them the fame that they enjoy so much today. Caitlyn, who once fathered the Kardashian offspring, is now estranged from the entire group. The first falling out occurred with the Kardashian matriarch Kris Jenner.
This spread conflict onto her daughters and Caitlyn’s estranged son Brody. Brody confronted Caitlyn about his absence from his childhood life, to which the senior Jenner declined to comment on the issue.
Sheri Shepherd
Sherri Shepard’s estrangement debacle was one of the oddest at the time. Following her divorce to ex-husband Lamar Sally, Sherri wanted to overturn custody of their unborn child over to him.
This was because since the two had planned for a surrogate to bear the child, Sherri was technically not the biological mother to the child. Therefore, she argued that the child ought to be with the dad, Mr. Sally. However, her grievances fell on deaf ears as the court declined to abide by her wishes.
While it may be surprising, some celebrities have actually gone through some pretty awkward phases. Don’t believe us? Just check out these celebrities that went through an awkward stage before they were famous.
Nicole Kidman
When people talk about Nicole Kidman, they talk about her radiant red locks and her beauty. Though her red hair is now her trademark, as a kid, she was tormented over being a redhead. To make matters worse, the red hair was super curly, so this really made her feel awkward. Thankfully, Kidman has learned to embrace her unique features.
Tina Fey
Tina Fey is one of the most well-respected comedians and writers in Hollywood. Though not always looked at as being beautiful, she is definitely stunning and talented. Even this comedic beauty went through a bit of a rough patch when it came to her teen years.
Like many of us, she suffered from acne and other skin issues. She also developed earlier than her peers, which made her the target of a lot of jokes. This made her teen years quite awkward.
Sarah Jessica Parker
When most people hear Sarah Jessica Parker’s name, we typically think of her role in Sex and the City. Not only did she play a relationship columnist and fashionista in the show, but Parker is known as a style icon off-screen too.
With several fashion lines and fragrances, Parker has a renowned sense of style. Looking at this photo, however, that wasn’t always the case. As a child, Parker displayed some less-than-fashionable bangs and wardrobe choices. What would Carrie Bradshaw say?
Eminem
Eminem shot to fame in the late ’90s with his amazing flow and ability to be both funny and impactful with his words. Because of his fame, there were a lot of changes that would happen. And eventually, he wound up being a pretty good-looking guy.
But, when he was just a simple kid learning to rap in a trailer park he wasn’t always that confident. He was quite thin and gawky and often awkward in many situations.
Reese Witherspoon
Okay, so we’re sure that when you read this actress you were like there’s no way she went through an awkward phase. Reese Witherspoon is a classic beauty and down-to-earth as well. But she too had a bit of an awkward phase.
Growing up, many of her outfits were considered old-fashioned or frumpy. On top of this, she also needed glasses and her frame choice made it a little bit awkward and kind of gave her peers something to make fun of.
Bella Hadid
When you hear the name Bella Hadid you probably think of glamorous supermodels and fashion-forward trends. But even beautiful women who make money walking the runway have experienced some years where they may have been less-than-happy with their looks.
It seems that during her teenage years, Bella was kind of worried about her eyebrows and her weight. Though she looks fantastic to us, in her mind she felt that she was a little awkward. Judging by her confidence on the runway, it seems that she grew out of it.
Jameela Jamil
Jameela Jamil is not only beautiful but hilarious. Starring in hit television shows and being a social activist, many people have fallen head over heels for her. But this foreign beauty freely admits that she went through quite an awkward phase when she was a child.
Awkward phases don’t always have to do with your outward appearance, sometimes it’s socially awkward. It seems that this beautiful actress had a hard time making friends and has gone on record saying that she wasn’t the most beautiful child.
Gwyneth Paltrow
Most people would agree that their teens were an awkward time. It’s easy to see why this would be a strange time considering that your body is changing, and your personality is changing. Gwyneth Paltrow freely admits that her teenagers were quite brutal as she was clumsy and wore braces.
Some of the awkwardness though isn’t always natural – sometimes it’s self-inflicted. This is apparent by the fact that, at some point, she thought it was a good idea to shave the back of her head.
Alexandra Daddario
Sometimes, formerly awkward teenagers look for ways to show their former friends and peers that they have blossomed into a wonderful beauty. The stunning Alexandra Daddario is one of those people.
Apparently, she was quite nerdy as a child, and even though she had already started acting during her teens, it was still a rough time in her life. Eventually, though, it all worked out. Today, she’s considered one of the most popular and beautiful actresses in Hollywood.
Justin Timberlake
Justin Timberlake has been in the public eye since he was a child. That meant that he had to go through all of his awkward phases in front of cameras for all of us to see.
Not only did he struggle with skin issues and “iced” bleached hair, but he was also a little socially awkward in comparison to other people. Looking at his career and comfort in front of the camera, you would never think he went through an awkward phase.
Olivia Culpo
Supermodels and pageant winners are, of course, judged primarily by their beauty. This means that they often work really hard to have the perfect body and the perfect hair and that can be quite a challenge for some.
Olivia Culpo who was Miss Universe struggled with her weight when she was a kid. Not being super athletic, she found it challenging to lose it. That was until she hit a growth spurt and then everything corrected itself.
Beyoncé
From her being a member of Destiny’s Child to a successful solo career, Beyoncé has become one of the most popular and famous artists in the world. Her beauty is beyond renowned, however, she wasn’t always the flawless beauty she is now.
In fact, she was a little awkward when it came to interacting socially with kids. Just goes to show you that even those stars that we look up to are simply human just like the rest of us.
Joe Manganiello
Many women and men across the globe melted when they first got a look at Joe Manganiello, and with good reason. Just looking at him with his broad shoulders and chiseled features you would think he was the most beautiful man in the world.
What many fans don’t know is that it took a lot to get there and quite a journey through a very awkward phase. Joe has told many people that he was kind of a skinny kid who really loved mullets. That is one awkward phase!
Matthew Perry
Matthew Perry is not typically known for his looks, but he is cute and has quite a following. Thanks to his impeccable comedic timing and charisma, Perry quickly became a fan-favorite on Friends.
Though he may be one of the actors we all completely believe had an awkward phase, most fans are willing to overlook that. It appears that in his early teens into his early 20s, he went through quite the gawky stage.
Matthew Lewis
It’s probably the hardest thing when you have to go through your awkward phase in front of cameras. The kids that were in the cast of the Harry Potter franchise had to do this. And some awkward phases were a little rougher than others.
Take for instance Matthew Lewis, who played Neville Longbottom. He was the adorably dorky heavier-set child who eventually grew out of his awkward phase. Today, Lewis is considered one of Hollywood’s biggest rising stars.
Kristen Stewart
Kristen Stewart has been acting for quite a while. And though she’s now looked at as one of the hottest actresses on the screen, she also went through her awkward phase. Unlike many other celebrities, the awkward stage actually happened a bit later.
It seems that in her late teens she found herself becoming more and more awkward in front of people. She actually called it a terrible and very weird time in her life and career.
Sandra Bullock
Sandra Bullock is considered one of the most well-respected actresses in Hollywood. Starring in everything from comedies to dramas, this actress has carved quite a niche out for herself. The brunette beauty definitely is on many peoples’ heartthrob list.
But Sandra is really honest when it comes to the evolution of her beauty. It appears that when she was younger she really loved barrettes and they were always in her hair. This kind of made her stand out a little bit amongst her peers.
Taylor Schilling
It’s hard to believe that this Orange is the New Black star actually had rough teenage years. Looking at her now all you see is beauty and grace, but apparently, she had quite a rough time both at home as well at school.
She was tall for her age and had very short hair and glasses which made her stand out. It also made her the target of a lot of bullying.
Sara Sampaio
Many people look at Victoria’s Secret models as being the most beautiful women in the world as they walk down those runways. But not all of them started out looking so fantastic like model Sara Sampaio.
Just like all of us, she went through phases and fads and some of them didn’t play out so well when looking back in photo albums. Sara made some questionable fashion choices and that left her with some pretty awkward memories.
Dwayne Johnson
The Rock, now known better as Dwayne Johnson, is one of the biggest stars in Hollywood. Not only is he good-looking and well-built, but he’s also funny and humble. Surprisingly, though, his look and physique didn’t come to him naturally.
In fact, when he was in his youth and into his teens he found it very difficult because of not only acne but his overall appearance. Thankfully, he has embraced his physique and is now one of the most in-demand action stars.
Zooey Deschanel
There are kids that start their youth out being a bit heavier-set and then after they reach teen years and hit puberty, they begin to lose their “baby” weight. Looking at Zooey Deschanel you would never think that this young woman suffered from that problem.
The truth is that when she was a teenager, she was a little bit on the heavier side. Her body issues put her in a difficult situation and made her feel quite awkward when dealing with her peers.
Kim Kardashian
The Kardashians have become fashion icons over the past years. The leader of that crew has always been Kim and she is a beauty beyond compare. With her curvy figure and her beautiful skin, it would be hard to believe that she ever went through a rough period.
But apparently, when she was in high school, she opted to cut her hair really short. At the same time, she was also struggling with her weight. This combination made it quite awkward and made her feel a little out of place.
Rachel Weisz
Sometimes the awkward phase is not so much about the personality or even the way they look, but rather the fashion choices they made. Rachel Weisz is one of the most stunning actresses out there, but during her teenage years, she opted to wear some interesting apparel.
It seems that as a teenager she thought it would be cool to wear men’s suits and red lipstick. While this style would look nice on an adult, it led to the actress being ridiculed for it as a child.
Kerry Washington
Following your fashion icons is something we all do. Most of the time you’ll take something that they do and kind of put your own spin on it, but sometimes you copy it completely. This is what happened with Kerry Washington when she was younger.
She was a big fan of Punky Brewster and chose to use this as her style to set herself apart. Unfortunately, not everybody felt that this was a great look and it led to some very awkward moments.
Blake Lively
Not only does Blake Lively have a thriving career in Hollywood, but the beautiful actress is also considered a fashion icon and the source of a lot of heart-fluttering whenever she appears on the screen.
But when she was in her teens, just like everybody else she had some teeth that needed to be straightened and a little bit of acne. On top of that, she liked to match her eye shadow with her pants! We can imagine this leading to some pretty interesting looks.
Lena Dunham
Lena Dunham has had several different phases where it became a little awkward. Not only when she was a kid but also as an adult. It seems as if the paparazzi like to catch her when she is not at her red carpet-level look.
Growing up she was a cute kid with curly hair. As an adult, she has made her way into being quite the proponent of awkward fashion with most of her looks falling into the “love it” or “hate it” category.
Kristen Wiig
Kristen Wiig is a Saturday Night Live alum who has made quite the name for herself. Not only is she hilarious but she is absolutely gorgeous. It would be very shocking to find out that she had an awkward phase.
But she does admit that she didn’t always get it right when it came to her fashion sense. There was a time when she was younger than she was super skinny and loved a good perm.
Iman
The word supermodel leads us all to believe that they came out of the womb looking perfect and walking down the aisle with the right walk. But models like Iman are human and go through the same growth cycles that we all do.
It seems that the iconic model went through a time when she was super skinny and taller than everybody else. This makes for a great supermodel but maybe not so much for a teenager.
Debra Messing
Sometimes, when it comes to awkward phases, we don’t realize we’re in them until we look back at the pictures and it suddenly hits us. This might be what happened to actress Debra Messing because though she is a stunning beauty now, it seems that when she was in her late teens she didn’t feel like such a beauty.
Apparently, she liked permed mullets and tweezing her brows a little bit too much. We can understand why she thinks that this was an awkward phase.
Andy Cohen
Andy Cohen might be a handsome and funny guy today, but he wasn’t always so put together. It seems that in high school and in junior high he had some pretty awkward years just like the rest of us.
Not only did he wear glasses but he opted to grow his hair out so he could wear a ponytail. Though that might have been the trend at the time, it definitely didn’t look right on him, and according to Andy, it led to some pretty awkward moments.
Olivia Munn
Looking at Olivia Munn today you would think that she was always beautiful. The conundrum with Olivia is that not only is she beautiful, but she’s funny as well which makes her shine even more.
However, as a teen, she struggled with some issues with her body and some skin issues. Thankfully, Munn has become confident with herself and her obvious talents.
Ryan Seacrest
Though Ryan Seacrest is known for his hosting skills and his voice, he is also quite handsome as well. He is always put together and looks like he knows what he’s doing when it comes to fashion.
It took years for him to be able to get to this level and it had several awkward phases as well. During his youth all the way into his teens, Ryan struggled with his weight. Eventually, he took it upon himself to lose weight and get healthy.
Avril Lavigne
Avril Lavigne started out as the epitome of a skater boy’s crush and wound up evolving into a beautiful young woman. Before she hit it big, though, she was just a typical teenager like the rest of us.
This meant that she went through some awkward phases like haircuts that really didn’t work for her and having to wear glasses. But like with everything else, evolution happens and now she is quite confident with her appearance.
Jamie Foxx
Jamie Foxx is definitely one of the most popular actors in Hollywood. Going from his comic beginnings all the way to his action-packed and award-winning career of today, you would never imagine that he struggled with his image.
But as we’ve seen before, this actor had to go through puberty just like the rest of us. This left him with body issues as well as maybe some questionable hairstyle choices. This awkward phase seems to be far gone compared to the confident man (and star) he is today.
George Clooney
George Clooney is often considered one of the most attractive stars. His perfect face and his iconic eyebrows mixed with his salt and pepper hair have made him quite the heartthrob. But those eyebrows don’t weren’t always working for him.
In fact, when he was a teenager he went through some phases where not only did the eyebrows make him stand out, but he also wore glasses and had some questionable ideas of what a good hairstyle was.
Kelly Clarkson
Kelly Clarkson’s voice is magical and her effervescent spirit has made her a popular daytime talk show host. Though it took her years to get to this level of confidence just like many of us.
She went through several awkward style phases including everything from being a little bit overweight to braces. Thankfully, the star has embraced her own unique style and look.
Lil Jon
Okay so Lil Jon is not everybody’s cup of tea, but he is definitely a good-looking and talented guy. Looking at the fashionable musician today, you would never imagine that he would have had such an awkward phase.
The rapper actually went through quite an awkward phase. Where he was wearing very large glasses and had a very unique beard situation going on. We can’t imagine that the confident celebrity we see today, once went through such an awkward phase.
Rashida Jones
Rashida Jones is a hilarious and stunning beauty. Many people look up to her, not only because of her beauty but because of her talent as well. Even though she’s a stunner, there were definitely a couple of times where she felt awkward.
In her youth, she was a bit of a curvier girl. That was until she hit puberty and became more confident with her body. This, coupled with other things, often made her feel very awkward (though we think she was stunning even then).
Paul Rudd
Paul Rudd has that nerdy good look vibe. This may be because he’s a comedian and often those types of actors tend to have that vibe. But when he was younger, all he really had was the nerd vibe according to him.
It seems that Paul found himself always being a bit on the nerdy side. That could be because he chose to wear a mullet and tried as hard as he could to fit in with the rest of the crew. Thankfully, he always had that famous adorable smile!
Matthew Gray Gubler
Matthew Gray Gubler is definitely one of network television’s most famous (and admired) faces. Many people find him super handsome and well put together. But if they had seen him when he was a teenager they might not feel the same way.
He had quite a few awkward moments including some questionable fashion choices and a love for card magic. We can’t imagine the combination of turtlenecks and magic making him a hit during his high school years!
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