With parents like Demi Moore and Bruce Willis, it was inevitable that Rumer Willis was in the spotlight from an early age. While it may sound exciting, being raised in the public eye has its many challenges, and for Rumer, it did not come and go easily. Subject to a large amount of bullying at school as well as in the media, Rumer’s self-esteem growing up was at an all-time low. After a recent photo was posted of Rumer, there has been non-stop rumors whether the 30-year-old has had plastic surgery. Join us as we look at the transformation of Rumer Willis and judge for yourself.
Dramatic Transformation
Being the daughter of Bruce Willis and Demi Moore may sound like a lifestyle you want, however, Rumer Willis has had her fair share of struggles, especially as a result of her appearance.

From substance abuse issues to bullying, Rumer has been through a lot, despite her family trying to stay out of the Hollywood limelight. Just like her name, rumors have continued about whether or not she has undergone plastic surgery as she has had quite a dramatic transformation over the years.
The Victim
Without seeing her, you would assume Rumer would be a beautiful combination of her famous parents who have captivated hearts all over the world.

However, growing up, Rumer received a lot of harsh criticism for her looks. We all remember those “mean girls” in school who would make others feel inadequate. However, being a celebrity did not change this for Rumer. She would constantly hear people talking about her looks, commenting on her face shape and jawline – and not in a good way.
Awkward Years Enhanced
We all go through those awkward years as we transform from a child to an adolescent, but luckily for us, the memories are stored away in our parents’ attics.

Rumer, however, was unable to hide away. Recently opening up on Dancing with the Stars, Rumer described how tough it was to grow up with parents who were constantly on the receiving end of attention. She never felt comfortable in her own skin and this was made worse as the nasty comments progressed.
“Potato Head”
Coming out of that awkward stage, Rumer was able to look back and speak confidently about those years. She said people called her “buttaface,” which meant everything was hot but her face.

She was also named “potato head” by those who didn’t like her jawline or shape of her face. As if these names were not enough, she was constantly compared to her beautiful mother, Demi Moore, and was criticized for taking on more of her dad’s ultra-masculine features than her mom’s.
Considering Drastic Measures
The pressure from being the daughter of two A-list celebrities meant Rumer was driven to tears. She began to consider changing her appearance through losing weight and having plastic surgery, “If I change my face or get really skinny, that will be it, that will be the answer.”

She eventually grew to realize this was not the case. Ultimately, it was her little sister Tallulah who helped set Rumer on the right path. Tallulah began to fight her own battles and Rumer was overlooking…
Accepting Your Flaws
While Rumer was struggling with her own problems, her little sister Tallulah was battling both substance abuse problems and an eating disorder.

Tellulah managed to overcome her issues and celebrated her sobriety and overall health on Instagram. Her path to recovery did not go unnoticed, especially by her older sister. It led Rumer to accept herself as she was. She adopted a new mindset saying, “Here are my flaws, and it’s okay. I’m still me.” She began to stop listening to the bullies.
Secret Addiction
Like her sister, Rumer publically addressed some of her own…rumors. She denied having ever suffered from substance abuse problems or anything of a similar nature.

She said she had defeated some kind of addiction but refused to reveal what it was that she was now sober from. This left people wondering all sorts of things from food to shopping to gambling to even relationships. Rumer instead explained her disappointment with our culture, “I think we’re in this culture where we naturally presume and assume,” she protested.
Rocky Relationship
It has not been unknown to the public that Demi Moore and her daughters have not always seen eye-to-eye. Rumer and her sisters were at first supportive of their mom’s divorce with Ashton Kutcher in 2011 as they realized she was “distraught.”

However, they were later “mortified” when it became known that their newly single mom was now dating one of Rumer’s friends! That was not the only obstacle between the two women. Rumer began to take charge due to Moore’s erratic behavior post-divorce…
Changing Appearance
Aside from her personal issues, Rumer has also been under the watchful eye of the public for her changing looks over the years.

While we have seen many obvious changes such as dying her hair, she has denied all rumors of plastic surgery, “If I choose to do something to myself, it’s because I’ve thought about it,” she said, “And if it’s going to make me feel better, I won’t be ashamed of the choices that I make.” Yet despite this, she seems almost unrecognizable.
The Transformation
When reflecting on her daughter’s childhood, Demi revealed Rumer had no self-esteem. Meanwhile, her father maintains he has always been “crazy about” his daughter.

However, now it seems like she is beaming with confidence given her drastic change. Upon a closer look into her life, you can see that this did not happen overnight. Rumer has undergone many transformations, some subtle and some drastic. Let’s take a look at how she has evolved to the unrecognizable Rumer she is now…
A Teen In The Noughties
Back in 2001, the start of the naughties era, Rumer was a young 13-year-old, experimenting with her style. At the time little was known about the young girl except she was the offspring of two Hollywood celebrities.

Being 13 is not an easy age as it is, and being under the public eye was even more difficult. In Hollywood, many women are judged for their looks, and this is exactly what happened to Rumer as she was the subject to much negative scrutiny.
The Curls
Unfortunately, 2004 was not the best of years for Rumer Willis. Her young teenage years seemed almost better than this as the short curly hairdo did nothing for her face.

While her 16-year-old self looked rather content as she walked side-by-side with her family down the red carpet, behind the camera this was not the case. Rumer had a very hard time as she was becoming a woman, becoming the target of jokes and bullying at school and on the internet.
Losing The Curls
While it was clear that Rumer wasn’t that comfortable with the feedback she received as a young teen, she did what she could to keep reinventing herself.

Anyone who has been bullied because of their looks in high-school will know the kind of pressure you face to be accepted. For a celebrity child, this can be even worse. So in an attempt to make her style more unique, she cut her hair really short in what became her ‘in-between’ phase.
The Pixie Years
As we fast-forward to 2007, Rumer was beginning to come into her own style and look. Although it is clear she had not had any work done yet, she was beginning to tune more into her feminine side.

In an interview, she said, “There’s so much pressure to look a certain way, and I don’t fit the convention. But it’s okay if you’re not the perfect picture.” Rumer seemed to be fighting conventions here, however, the look did not stick around for long.
Growing Up
Two years later, and we started to see the beginning of “the change.” Rumer began to make her own name for herself, featuring on 90210 and then on Medium, The Secret Life of the American Teenager, and even House Bunny.

Changing her contacts to a lighter brown and growing her hair, she seemed more happy with her look and as if she was coming into her own, walking with her head held high. Yet, there were more changes to come…
Rocking The Bob
After finding success in a couple of TV shows, Rumer had a renewed sense of confidence. As a child, her mother admits that Rumer had very little self-confidence.

This was largely due to much of the bullying she received for her unique appearance (and obviously being the daughter of two celebrities). So, around this time, she decided to keep her hair trim and short, in a neat bob that made her look sensible. However, this wouldn’t last too long…
The Grunge Phase
Again, defying conventions, Rumer decided to subvert expectations and try a new style. In 2011, while she was not working on any film or television show, Rumer discovered the grunge phase.

She became more involved with fashion, attending shows during multiple fashion weeks and befriending some of Hollywood’s other starlets. With her dark features, highlighted waves, and leather jacket she could easily pull off being a rock chic. Given her minimalistic makeup, perhaps she was more confident with her features at the time.
Growing It Out
While Rumer’s grunge phase was indeed quite kind to her and a lot of her fans commented on how much they liked the new style, it didn’t stay for long. Rumer had started getting more notice as an actress and performer and ultimately wanted to start looking the part.

As a result, she decided to grow her hair out – something that she hadn’t done in years. To her surprise, fans and audiences fell in love with the new look and Rumer entered a new phase in her life!
Going Straight
In 2013, Rumer got busy again and starred in films like The Odd Way Home, The Ganzfeld Experiment, and television shows like Hawaii Five-0 and Pretty Little Liars.

She had turned 25 years old and this straight hair look with minimal makeup seemed to be working well for the aspiring actress. But clearly, Rumer felt otherwise, as this was the last year we saw her looking her natural self. As soon as we hit 2014, you will begin to see Rumer’s path of physical changes.
Red Head
With Rumer’s straight new look, it seemed as though she was starting to look more like a celebrity herself, than the daughter of celebrities. The long hair really helped to accentuate her features but made her look a lot more refined.

It was about this time that she also showcased her amazing ability as a singer and started performing at a variety of gala’s and even in shows. Everyone admitted that she looked a lot like Lana Del Ray – which is a good thing!
Filling Out
Rumors began in 2014 questioning whether or not Rumer had undergone any cosmetic surgery. At the time the actress was adding singing to her list of skills and was stepping out into the limelight more frequently.

Although there were no drastic changes, people were commenting that her lips looked much fuller than before. This picture does follow the speculation, however, she looks happy and confident like her past self. Was this the start of surgery? You be the judge…
Hot Hot Hot
It was around this time that Rumer really started to come into her own. The renewed confidence that she had earned by stepping out into the limelight and taking control of her life as well as following her passions seemed to give her a whole new edge.

With this newfound confidence, she set out to radically change her style and opted for hot blonde and pink hair at different times. This new, fresh and punky style really helped to give her a distinct look…
Racy Leather And Lace
However, pretty soon after getting comfortable with her new punkish style, Rumer decided to change her look again. This time Rumer wanted to try and promote a more refined and mature look.

The young actress had started making appearances in a variety of movies and TV shows at the time (we’ll talk about that later) and wanted to convey a more professional look. She still wanted to maintain a daring look though and wore leather and lace a lot, with shoulder length straight hair.
The Game Changer
2015 was the most striking of the changing years, both emotionally and physically. She started to come clean about struggles that she faced in the past in interviews and participated in Dancing with the Stars, dancing her way to the number one spot winning the competition’s 20th season.

Not only did we see her in skimpy outfits, but we also saw some facial changes throughout the season. Was her improving appearance a result of surgery or her increase in the amount of makeup?
Same But Different
Two years later and Rumer reverted back to her more natural, minimalistic look. Although her lips look fuller than they did in her early twenties, Rumer’s appearance did not seem to change that much in 2017.

In this picture, she looks classy, has an improved attitude, and is sporting luscious brunette locks. What is there to improve? It seems that if Rumer did receive any plastic surgery up until now, it was certainly done in a discreet and tasteful way.
Good Genes
Although in the past as a teen, Rumer was told she resembled her father and was constantly compared to her beautiful mom, there have been times since that she and Demi Moore have looked uncanny.

In a “twinning” photo, the two wore matching tank tops, glasses, and wore their hair straight. For once, the public was able to see Rumer looking as good as her iconic mother. And just like Moore, Rumer ages incredibly. Now in her late twenties, she looks better than ever.
To Surgery Or Not To Surgery?
While we are not quite sure what these pictures resemble a before and after of, we can see some clear differences. Her lips look noticeably fuller and she is ever-changing her hair color and style.

To some, her jawline looks different, yet depending on which angle you look at, some argue there has been no change here. One thing is for certain, she has not changed who she is on the inside. But wait, a recent picture from 2018 stunned everyone…
No To Photoshop
Later on in 2016, after having spoken about the trouble that Rumer had been through as a child with regards to her bullying, she was shocked to discover that a photoshoot she had done for Vanity Fair had been photoshopped!

Rumer was incredibly angry that the photographer had decided to do this without her consent and she decided to speak out about it. Ultimately, Rumer wanted to make it clear that she was happy with who she was, and no one had the right to change that.
Peaking
The internet was stunned as this picture of Rumer was released after she attended a wedding in the summer of 2018. Standing next to a friend, she looked like she finally found a style that works for her.

Wearing a powder pink dress with her hair slicked back, she looked as elegant and stunning as ever. It was particularly interesting to see that almost as if overnight, from just one picture, the media treated her differently as she looked more “conventionally good looking.” So what’s next for Rumer?
Blonde Bombshell
In more recent years, it seems as though Rumer has decided to really grow into herself and her confidence now shines through at every turn.

She is no longer shy about her appearance and can be seen sporting a hot, blonde hairdo with her beach-tan skin. In many ways, she looks like she’s managed to live up to the pressure of having a famous mom and dad and we can comfortably say that she seems to have found her stride.
Turning 30
As she has grown up, Rumer has come into her own very well. She’s recently been seen rocking a long blonde do, and it seems as if she may have had dental veneers.

In August 2018, Rumer celebrated her big 30th. She celebrated in style with her family and friends, without any hair extensions or excessive makeup. Plastic surgery or not, it is great to see her finally rocking a million dollar smile and looking much more confident than at the start of this list.
An Inside Look at the Hilton Family, America’s Tabloid Royals
Head of the Dynasty
The Hilton family began with the late Conrad Hilton, who was the great-grandfather of Paris. Conrad was one of seven children, born to Norwegian immigrants. He learned the basics of business from his father who ran a grocery store in New Mexico.

When Conrad moved to Texas, he purchased his first hotel, which became particularly popular. After his initial success, he went on to purchase many more hotels, and eventually, he bought the famous Waldorf Astoria in New York for $3 million.
Continuing With Conrad
Married three times, Conrad had three of his four kids with Mary Adelaide Barron. Their children consisted of William Barron, Eric Michael, and Conrad Jr. His only child with Hollywood star Zsa Zsa Gabor was Constance Francesca Hilton Gabor.

When Conrad died in 1979, he was rated one of the richest men in the US at the time. However, he only left a small amount to his two surviving sons and daughter Constance. The rest of his inheritance went to his charity.
Here Comes the Junior
Conrad Hilton Jr. was known to be somewhat of a ladies’ man throughout the ‘40s and ‘50s. He famously married Elizabeth Taylor for less than a year and was also accused of having a romantic relationship with his stepmother, Zsa Zsa, according to her autobiography.

Then, in 1958, he married oil heiress Patricia McClintock and the couple had two sons together — Conrad Hilton the third and Michael Otis. Though Conrad Jr. died of a heart attack at just 42 years old, he was very successful in helping to expand his father’s business.
Meet Constance
Constance Francesca Gabor Hilton was the only daughter of Conrad Sr. Constance seemed to resemble her mother Zsa Zsa’s good looks as she was often photographed with her at red carpet events.

Constance worked in her father’s hotels during her summer breaks and was quite the equestrian in her spare time. She later went on to become an actress, comedian, and photographer. In 1993, she married Joseph Piche but the couple divorced after seven years together.
Conrad’s Second Son
William Barron Hilton was the second son of Conrad Sr., who also devoted his life to running the family hotel empire. William wore many hats when it came to business. In fact, he even owned the San Diego Chargers and in the ‘60s, he helped start the American Football League.

The business mogul also managed to have eight children with his wife, Marilyn June Hawley. He followed in his father’s footsteps when he died, leaving most of his estate to the Conrad N. Hilton Foundation.
The Last Brother
Eric Michael Hilton rounds out the third son of Conrad Sr. Eric graduated from Texas Western College and served as a radar specialist in the Korean War. He also worked his way up the family business starting off with jobs as a bellman, cook, and desk clerk until eventually becoming the vice president.

He served as the vice-chairman on the board of directors until he retired in 1997. Eric went on to have four children with his wife, Bibi. Unfortunately, he passed away at 83 years old in 2016.
Meet the Modern Matriarch and Patriarch
Richard Hilton is the grandson of Conrad Hilton Sr. and the sixth son of William Baron Hilton. In 1979, he married his high school sweetheart, actress Kathy Richards. The couple met when they were just 15 years old.

Kathy and Rick went on to have four children — Paris, Nicky, Barron, and Conrad Jr. While it is quite the milestone that these two have been married for 42 years, both Richard and Kathy are successful in their respective careers.
The Halt on Their Wedding
By now, you might be realizing that where there are the Hilton elites, there are scandals. Another one took place in the late ‘70s, which halted Kathy and Rick’s wedding. While the couple was clearly smitten with one another, it was actually Kathy’s mother, Kathleen Richards, who caused this issue.

She was married to a seedy character who had ties to the Mafia and Kathleen worried that this connection could reign terror on Kathy’s wedding day since Rick was a Hilton heir. So, mother Kathy took extreme measures by divorcing her man.
The OG Kathy
Turns out mama Kathleen was no stranger to holy matrimonies. The mother of three was actually married four times in her lifetime. Rumor has it, she married one of her husbands twice. She was also known to be a very unique parent in that she’d allow her daughters to drive underage and go to nightclubs with her.

Her youngest daughter, Kyle, even wrote a show called American Woman — which was inspired by her life and being raised by her single mom in the ‘70s.
Marriage Advice
When the Richards girls were growing up, their mother made it very clear to them how important it was that they all end up marrying rich men and having children with them. She apparently even passed this advice on to her granddaughters as well.

She was known to be open about this and would even boast about how all her daughters were married to men that were well-off. Now knowing the depths of the Hilton family history, we’re positive that mother Kathleen gave Kathy her stamp of approval!
A Close-Up on Kathy
Kathleen Elizabeth a.k.a. Kathy Hilton is an American actress, fashion designer, socialite, and philanthropist. In 1968, Kathy began working as an actress and she starred in notable sitcoms like Nanny and the Professor, Bewitched, and Happy Days. Hilton retired in 1979 after marrying Rick.

Now, after four decades of being camera-shy, Kathy will be featured in the upcoming 11th season of The Real Housewives of Beverly Hills (RHOBH), alongside her sister Kyle.
Kathy’s Relationship With Her Sisters
According to Screen Rant, filming the latest season of RHOBH was not easy for both Kyle and Kathy as it’s been a “clash of egos.” The source added that “the sibling rivalry is already intense and it’s bound to get worse!”

As for the third sister, Kim Richards, we see a sneak peek about her in season 11’s trailer where Kyle admits to Kathy that she hasn’t heard from her. Then, Kyle appears quite shocked when Kathy reveals that Kim changed her number.
The Limelight on Kim
Kim Richards had the most successful career out of all the sisters as a child actress. In fact, she began her career before she was even one year old, appearing in a TV commercial for a carpet company.

She then went on to appear in the series Nanny and the Carpet. After that, Kim starred in several iconic Disney films like Escape to Witch Mountain, No Return, and Return From Witch Mountain.
Keeping Up With Kim
While Kim shined bright as a child star, she faced a lot of serious issues as she grew up. These struggles were highlighted for the world to see when she signed on alongside her sister Kyle, to feature as a full-time cast member on RHOBH. However, after five seasons, she was let go.

She later returned as a guest star. Richard’s issues with drinking saw an all-time low when she was arrested twice in 2015 — first for trespassing and resisting an officer and then again for alleged shoplifting.
Kyle vs. Kathy
Fans of RHOBH would know from previous seasons that Kyle and Kathy have had a rocky history. In fact, when Kyle produced American Woman in 2018, which was inspired by their lives growing up, the sisters were estranged.

According to People magazine, Kathy found the show “too personal” and saw it as a betrayal. In response to this, Kyle said that she “felt bad because she (Kathy) thought it was something that it wasn’t.” We’re glad to see the two are on speaking terms again — we think!
Meeting Rick
Richard Howard “Rick” Hilton is the chairman and co-founder of Hilton & Hyland, a real estate brokerage firm based in Beverly Hills. He was the sixth of eight children to William Barron and Marilyn June Hilton. To this day, his most successful business venture was when he expanded to Malaysia.

In 2012, his company reported almost $3.5 billion in sales. He and Kathy live in Bel Air and share three grandchildren — Nicky’s daughters Lily Grace and Teddy Marilyn, and Barron’s daughter Milou.
Rick vs. Mauricio
For those of you who don’t know who Mauricio Umansky is, his claim to fame isn’t just that he’s the husband of Kyle Richards but also that he’s one of America’s top real estate agent moguls. His feud with Rick Hilton apparently began when he made the decision to leave Rick’s company, Hilton & Hyland, in order to start his own real estate firm.

When Kyle was asked about the family drama once Mauricio left, she responded that it “doesn’t always work well in the family dynamic, and it can complicate things.”
Where Do They Stand Today?
Family is known to fight hard but love even harder. Due to the feud, Mauricio was not invited to Nicky Hilton’s 2015 wedding. However, things have taken a turn for the better. In a 2019 interview with Inman, Mauricio dished out a positive update.

He was quoted saying, “We were definitely in a fight for a while. And it was real. But the families have made up and it was fantastic. We’ve been good for solidly over a year.” We’re happy to report that the drama is officially water under the bridge!
Welcoming Paris
Few people in this world aren’t familiar with Paris Hilton. She was known as the “It” girl from the early 2000s, where she was often seen partying alongside other famous faces like Lindsay Lohan and Britney Spears. Her fame only escalated after she starred in the iconic reality TV show The Simple Life with her friend Nicole Richie.

After her stint on TV, she began building her business empire. Paris has created hundreds of successful products from perfumes to fashion lines and collaborations.
A Business Mogul
While some might associate the bombshell with the ‘dumb blonde’ stereotype, she’s actually far from that. This American media personality and businesswoman wears many hats, from her lucrative DJ career to being an actress, singer, and New York Times best-selling author.

She reportedly made $2.7 million for four DJ sets. While this seems like a lot, it barely dents the surface of her $300 million net worth. Not bad, boss lady!
The Bling Ring Scandal
A group of teenagers in LA named themselves “The Bling Ring” gang as they went on a spree of robbing the homes of numerous celebrities, including our very own Paris.

The robbers even bragged that her home was easy to gain access to since she left a spare key under her doormat. This story might sound familiar to you since it was turned into a Hollywood movie and in good spirit, Paris cameoed in it!
This Is Paris
In 2020, she released a documentary about her life on YouTube entitled This Is Paris. The docu-film showed the world a very vulnerable and unfiltered side of Paris where she touched on the trauma and abuse that she faced as a teenager at a reformatory school.

She admitted to constructing her known persona as a way to shield herself from her past demons. The film also helped shed light on the violence faced at these “tough love” boarding schools.
Paris’ Previous Engagements
Not too many know this but Paris first got engaged just before she turned 21 years old. Model Jason Shaw who was eight years her senior popped the question with a large pear-shaped diamond ring back in 2002 but the two were over a year later.

Then, in 2005, Hilton got engaged to Greek shipping heir Paris Latsis — yes, you heard that correctly — the couple share the same name! While it sounds like they would be a heavenly match, she broke it off just a few months later.
Chris and Carter
After returning Latsis’ $5 million engagement ring back to him, Paris found love again in 2018 with actor Chris Zylka. He proposed with a 20-carat ring while on top of a mountain in Aspen. However, she only wore it for 10 months because the two split in November of that same year.

Now, before we think this is a never-ending story, we have happy news to report on. In 2021, while vacationing for her 40th birthday, Paris got engaged to long-time family friend and businessman Carter Reum.
Who Is Carter?
40-year-old Reum’s claim to fame is not only his proposal to Paris Hilton. In fact, he is an affluent venture capitalist and founder of M13, which is an investor film. He’s backed up some successful startups like Lyft and the shoe brand Rothy’s.

Then, in 2018, he published a book alongside his brother Courtney called Shortcut Your Startup: Ten Ways to Speed Up Entrepreneurial Success. So, much like his fiancée, Carter wears many hats in the business world.
Paris in Love
Peacock recently announced a new reality show that will follow Paris as she prepares for her wedding nuptials to venture capitalist Carter Reum. The 13-part docuseries will feature all the big events prior to the day, such as bridal dress shopping and embarking on her bachelorette party.

We’re sure the latter event promises to be crazy fun! According to the official logline, fans of Paris can expect to see a more personable side of her that is not often seen.
Paris’ Younger Sister
In Paris’ younger and more risque days, chances are that where you’d see her partying it up, you’d also see her baby sister, Nicky Hilton. Today, Nicky is a businesswoman, fashion designer, model, socialite, and mother of two.

She is also a member of the Rothschild family through her marriage to James Rothschild. James is the grandson of Victor Rothschild, while Nicky’s family history needs no explanation.
Nicky’s Past Suitors
Before Nicky and James exchanged their vows, she had actually said them before. Nicky was previously married to Chairman and CEO of Meister Company Todd Meister in 2004. He was 13 years her senior.

The two divorced that same year. After her first marriage, Nicky was linked to actors like Kevin Connolly and Ian Somerhalder. Then, from 2006 until 2011, she was in a serious relationship with producer and director David Katzenberg.
Along Came Baron II
Paris and Nicky’s younger brother, Barron II, keeps his personal life pretty under wraps. However, back in 2008, the young model dealt with a legal case when he harmed a gas station worker. Baron ended up paying a whopping $4.9 million to the victim.

But, then in 2016, he met his now-wife at a New Year’s Eve party in St Barts. Her name is Tessa Grafin von Walderdorff and the two share a daughter together named Milou Alizee Hilton.
Baron Used to Be Bad Boy
Before he settled down and found love with Tessa, Baron was somewhat of a wild child. He made headlines when he was heavily fined and charged for driving under the influence. His name was plastered all over the media again, when he got into a spat while on Star Island with friends of Lindsay Lohan.

However, Baron has since retired his bad-boy image through his popular Instagram food account, relationship with Tessa, and publicly displaying his love for his dog Nobu.
Let’s Talk About Tessa
We thought that it was only fair to get to know the woman who stole the heart of this ex-bad boy. Countess Tessa June Walderdorff (wow, that’s a mouthful) is an American socialite who has tried her creative hand at many things.

She’s a model, real estate broker, actress, free-lance disc jockey, and fashion writer. See what we mean? Also, her German noble family is of Comital rank. So, it makes sense that she is now married into America’s tabloid royals.
Conrad Hilton III
While he may be the youngest of the bunch, he certainly is not the most innocent. In fact, with all the trouble Conrad has gotten into over the years, he makes Paris’ youthful escapades look like nothing. We’ve taken the liberty of highlighting a few of his biggest controversies.

The latest being in 2017 when he was arrested after allegedly stealing a Bentley from the father of his ex-girlfriend. Turns out, she also had a restraining order against him at the time.
His Troublesome Timeline Continues
Back in 2015, one month after his ex-girlfriend, Hunter Daily, filed for a restraining order, he violated it by breaking into her home. Yes, you read that correctly. The arguably disgraced Hilton threw a temper tantrum once the cops showed up for his arrest.

He had another run-in with the police the previous year when he received a felony charge of reckless evading a police officer after he crashed his BMW.
More on Conrad’s Antics
Another horror story involving Conrad Hilton that made international headlines actually took place on a flight. During a British Airways flight from London to Los Angeles, Conrad’s tantrum began before the plane was even in the sky. He refused to turn his cell phone off before takeoff.

Things only got worse when he was caught smoking illegal substances in the bathroom. He then proceeded to punch the bulkhead and threatened the lives of the flight attendants on board. After this lovely stint, he pleaded guilty to simple assault.
Kathy and Ricky’s Bel Air Mansion
Mr. and Mrs. Hilton rang in 2016 by buying this $9.26 million Bel Air mansion. The luxury five-bedroom and eight-bathroom property is just around the corner from the couple’s house. Yes, you heard us.

This house was merely purchased as an investment property. Must be nice! We’re taking bets as to whether or not Kathy and Rick will hand over this 4,655-square-foot house to one of their four kids.
Paris’ Iconic Mansion
Though her 7,500-square-foot abode sits on half an acre of property and is estimated to be worth over $5 million, it has reportedly been broken into over seven times.

The house must have some real sentimental value to Paris since she still lives there despite the break-ins and even renovated the place in 2020. The five-bedroom and six-bathroom home was built in 1991 and features a luxurious pool in the backyard.
Nicky’s New York City Penthouse
It comes as no surprise that the home of banker and businessman James Rothschild and heiress Nicky Hilton is totally fabulous and featured in Architectural Digest. The converted loft penthouse is situated in the Soho district and exhibits the perfect array between old and new.

What do we mean by this? Well, the home is decorated with some family heirlooms but Nicky explains that it’s also important to her that their daughters can roam free as she didn’t have that luxury growing up in “a house full of antiques and fancy fabrics.”
Grandpa Baron’s Bel Air Estate
On May 14th of this year, the Hilton family sold the late W. Barron Hilton’s luxury estate for $61.5 million. The 15,000-square-foot mansion was made famous by Barron’s granddaughter, none other than Ms. Paris Hilton.

She infamously snuck into the home at three in the morning with world-famous photographer David LaChapelle for her iconic Vanity Fair cover. This Hilton homestead has been kept within the family for nearly 60 years and the only owner was the cofounder of CBS.