The wealthy and famous enjoy spending their money freely, and it’s understandable considering their immense wealth. They often splurge on houses, designer clothes, vacations, yachts, and luxury cars. Some celebrities seem to be particularly fond of collecting expensive cars, which have become a hobby for them. These “toys for grown-ups” are often kept in the garage and rarely taken out. This article features 25 celebrities who are obsessed with cars and own some of the most extravagant and expensive ones.
Jennifer Lopez – Limited Edition Aston Martin DB7 Volante, $150K
Jennifer Lopez, a globally recognized celebrity, has achieved tremendous success since her humble origins as “Jenny from the block.” With skills ranging from acting, dancing, singing, designing to producing, she possesses a diverse range of abilities and excels in various fields.
This highly accomplished woman has achieved success through her own efforts, and as a result of her impressive net worth of $400 million, she has acquired some luxurious cars. One of these vehicles, a Limited Edition Aston Martin DB7, was gifted to her by her former partner, Ben Affleck.
Clint Eastwood – 1993 GMC Typhoon, $25,000
Clint Eastwood is most likely recognized for his horseback riding skills as a result of his numerous roles in Western movies throughout his career. Nevertheless, the experienced Hollywood icon has additionally grown to love automobiles.
This car was not the most expensive one that Eastwood had driven, however, it received a reasonable amount for its value. In 1993, only 2,200 models of the Typhoon were manufactured and it was sold for slightly more than $25,000 in an auction held in 2018.
Tom Brady – Bugatti Veyron Super Sport, $3 Million
Tom Brady, the prominent NFL figure and quarterback, appears to lead a desirable life with abundant advantages such as his handsome appearance, a beautiful partner in Gisele Bündchen who is a supermodel, and a luxurious $3 million Bugatti Veyron Super Sport car as a present from her.
Both individuals have an unquenchable desire for speedy and luxurious automobiles. They possess a total of 15 automobiles, which includes a Rolls Royce Ghost and one of the exclusive Aston Martin Vanquish S Volantes, designed by the athlete in partnership with the corporation.
Denzel Washington – Aston Martin DBS, $100,000
Jerry Seinfeld – Porsche 959, $1.8 Million
Dennis Rodman – Lamborghini Gallardo, $150,000
Undoubtedly, Dennis Rodman is recognized for his striking appearance, which includes brightly-colored hair and multiple piercings. Additionally, the famous basketball player has a reputation for flaunting his wealth in grandiose ways, such as his ownership of a Lamborghini Gallardo that was clearly beyond his financial means.
Although Rodman made $30 million throughout his basketball career, he had to sell his possessions due to his severe financial issues. His marriage to Carmen Electra and frequent trips to North Korea likely exacerbated his problems.
Jay Leno – Mercedes 300SL Gullwing Coupe, $1.8 Million
Jay Leno, the former host of The Tonight Show, is renowned for two distinctive features – his distinct chin and his all-consuming passion for collecting automobiles and anything associated with them. Leno has gathered an astonishing assemblage of 93 motorcycles and 130 vehicles, as well as an additional complete set of automobile artifacts.
Leno recruited a group of specialists to renovate the exquisite classic 1955 Mercedes 300SL Gullwing Coupe. Due to the extensive time and effort invested in restoring this exclusive and valuable car, its present value is estimated to be $1.8 million.
Kim Kardashian-West – Ferrari 458 Italia, $325K
With her ubiquitous presence, it is impossible to overlook Kim Kardashian who holds the status of a renowned celebrity. Being a style influencer and socialite, she is widely acknowledged as one of the wealthiest women in the nation and has a penchant for indulging in lavish extravagances.
Not surprisingly, she possesses eight high-end automobiles in her collection comprising of a Mercedes-Benz G63, a Porsche Panamera, a Bentley Continental GTC, two Range Rovers, and two Rolls Royce Ghosts. However, the car that she loves above all others is the elegant Ferrari 458 Italia, priced at approximately $325,000.
Steven Tyler – Hennessey Venom GT Spyder, $1.1 Million
This smooth Hennessey Venom GT Spyder, which had a price tag of approximately $1.1 million and was a rare model with only five produced, was initially owned by Steven Tyler, the lead singer of Aerosmith.
In spite of it being his desired vehicle, Tyler chose to sell it through an auction to generate funds for his charitable organization, Janie’s Fund, aimed at supporting mistreated girls in the United States. The car’s selling price was $800,000, lower than anticipated. However, it is gratifying to learn that instead of being inactive in someone’s garage, the funds would be applied to a worthy cause.
David Beckham – Roll Royce Phantom Drophead Coupe, $400K
David Beckham, a well-known soccer player, has built a brand around his name and is not only a celebrity. Along with his equally famous spouse, Victoria, they have amassed a fortune of a billion dollars. As a wealthy celebrity, one would expect that he owns a fleet of luxurious cars.
David possesses a variety of luxurious vehicles including an Audi RS6, a Bentley Mulsanne, a Cadillac Escalade, a Bentley Continental Supersports, a Chevy Camaro, a Range Rover, a Jeep Wrangler Unlimited, a Porsche Turbo, a Rolls Royce Ghost, and the highly valued Roll Royce Phantom Drophead Coupe, which is valued at around $400,000.
Nicolas Cage – Ferrari 250 GT Pininfarina, $3.6 million
This actor who has won numerous awards has gained popularity for his wild persona in various aspects of his life. As he reaches the age of 55, he already has a history of four marriages and divorces, and his tendency to spend lavishly has frequently led to financial difficulties.
Previously, he owned a total of 50 cars in his collection; unfortunately, he was forced to sell off a large portion of his cars to pay off his substantial debts. However, among all his cars, there was one that he cherished deeply – a vintage 1958 Ferrari 250 GT Pininfarina worth a staggering $3.6 million – and he vowed to never part with it.
Kanye West – Mercedes SLR $850K
Kanye West is a famous personality who has gained popularity for his extravagant actions and statements. His love for opulent vehicles is not uncommon, considering he shares the same interest with his wife Kim Kardashian-West.
Similar to his spouse, he possesses a total of eight automobiles, including some luxurious brands such as Aston Martin, Rolls Royce, and Lamborghini. Among them, his most preferred vehicle is a striking Mercedes SLR with a price tag of $850,000.
Gwen Stefani – Porsche Panamera, $200K
The music sensation has a skill for music and a passion for luxury automobiles, such as the Porsche Panamera which costs $200,000. Additionally, the individual who has won three Grammy awards possesses a Maserati Quattroporte, a Range Rover, a Mercedes-Benz, and two SUVs. One might wonder how they could afford all these lavish vehicles.
The celebrity, who possessed multiple talents, has achieved great success since her days as the frontwoman of No Doubt, having expanded her career in the fields of music, acting, fashion, and cosmetics, leading to a total net worth exceeding $80 million.
Nicki Minaj – Lamborghini Aventador, $400K
Nicki Minaj, a pop and rap sensation, has gained immense popularity across the globe due to her enormous charisma and remarkable aptitude. She originally hails from Trinidad but was brought up in Queens. Minaj’s journey to the top of the rap industry was a challenging one, but she persevered despite difficult circumstances. Today, she is regarded as one of the finest rappers in the world, and her extravagant lifestyle is a reflection of her success.
Minaj possesses an assortment of extraordinary vehicles painted in vivid tones that complement her flamboyant taste. One of her most notable cars is a vibrant pink Lamborghini Aventador, worth approximately $400,000. Additionally, she is the owner of a Lamborghini Gallardo and a Bentley Continental GT.
P. Diddy – Rolls Royce Phantom Drophead Coupe, $440K
Sean ‘P. Diddy’ Combs, who has transitioned over time to become an actor, singer, songwriter, entrepreneur, and record producer, is also a rapper eager to showcase his affluence through high-end vehicles.
He owns a unique Rolls Royce Phantom Drophead Coupe painted in silver and white, which is valued at $440,000. The car has a modern interior with wood veneering designed with inspiration from yachting. Although he has other impressive cars, such as a Lamborghini Gallardo Spyder, a Maybach 57, and a 1958 Corvette, his Rolls Royce might not be the most expensive one.
Drake – Bugatti Veyron Sang Noir Edition, $2.5 Million
Drake, a renowned global performer, appears to possess the most remarkable automobile collection in Canada. Among his fleet, the Bugatti Veyron Sang Noir Edition is considered both the priciest and rarest, with only 15 ever produced, and an estimated worth of $2.5 million.
This car is priced reasonably because it holds the Guinness World Record for the fastest car that one can drive legally on public roads. It has a top speed of over 431km per hour and its design resembles that of the Batmobile.
Cristiano Ronaldo – Bugatti Veyron, $1.7 Million
Cristiano Ronaldo, a well-known soccer player, recently added a Bugatti Veyron to his car collection. He has spent approximately $7 million on cars since 2006, which includes a variety of luxury vehicles such as Mercedes-Benz, Audi, Porsche, Bentley and Maserati along with a Phantom Rolls Royce, an Aston Martin DB9, and a Lamborghini Aventador.
It appears that Ronaldo has a strong resolve to possess the world’s most expensive cars. There are whispers going around that he has recently purchased the unique and extravagant Bugatti La Voiture Noire, worth more than $11 million.
Kylie Jenner – Ferrari 458 Spider, $250K
Kylie Jenner, a renowned beauty and fashion influencer who happens to be the half-sister of the Kardashians, has gained popularity not just for her influence in the said industry but also for being the youngest billionaire across the globe. As a clear reflection of her financial status, her assortment of cars exudes elegance and extravagance.
Similar to the changes witnessed by the beauty mogul, the $250,000 Ferrari 458 Spider has undergone multiple alterations. It was initially silver, later red, and eventually baby blue. Despite being distinct, the beauty mogul has acquired numerous other cars in her collection, far pricier than this one.
Ralph Lauren – Blower Bentley, $5 Million
Ralph Lauren, a renowned fashion designer, has successfully grown his business into a multi-billion-dollar enterprise worldwide. He currently holds the 91st spot among the richest individuals in the United States, with an approximate net worth of $7.2 billion.
Ralph Lauren is a well-known figure among car enthusiasts for his impressive collection of vintage cars, which has a total value of $350 million. Some of his cars have even been exhibited in museums. One of the most valuable cars in his collection is the 1929 Blower Bentley, which is estimated to be worth $5 million. However, for someone like Ralph Lauren, this amount of money is considered insignificant due to his immense wealth.
Simon Cowell -Bugatti Veyron, $1.5 Million
Simon Cowell is widely recognized for his role as a judge on American Idol, where he was known for being difficult to impress, and since then, he has gone on to judge other shows that showcase talented individuals, such as America’s Got Talent.
In addition to owning an entertainment company, he is immensely rich and has a net worth of approximately $400 million. He takes pleasure in acquiring high-performance vehicles and decided to indulge himself with a Bugatti Veyron worth almost $1 million on his 48th birthday. The limited production of only 300 units of this car symbolizes his insistence on only settling for the finest things.
Jay-Z – Maybach Exelero, $8.8 Million
Although you may not be fond of rap music, Jay-Z is a household name who holds a significant position in the music industry and is famed for being married to Beyonce. Alongside his passion for rapping about automobiles, he also enjoys amassing car collections.
Jay-Z surpassed P. Diddy in 2018 to become the richest hip-hop mogul globally, with a net worth of $900 million. One of his most cherished vehicles is the Maybach Exelero, reflecting his wealth. This car is valued at $8.8 million, and it’s not hard to see why it’s highly esteemed.
Shaquille O’Neal – Cadillac Escalade, $150K
Shaquille O’Neal, the renowned basketball player, enjoys a luxurious lifestyle due to his towering height of 7ft 1in and muscular build of 325 pounds. Adapting to an average-sized vehicle would indeed prove difficult for him. However, he has the luxury of customizing any car he desires, thanks to his impressive net worth of approximately $400 million.
He is known to have an affinity towards cars and is speculated to possess approximately 30 automobiles in his collection, among which is a customized Cadillac Escalade worth $150,000 that is designed based on Superman’s theme. Although it may not be his most valuable vehicle, it is undeniably one of his most individualistic possessions.
Beyonce -Rolls-Royce Silver Cloud II Convertible, $1 Million
Beyonce, a well-known multi-millionaire pop star, possesses an exceptional car collection that matches her net worth of $500 million, which is unsurprising given her household name.
Although she likely had the means to purchase the $1 million 1959 Rolls-Royce Silver Cloud II convertible herself, it’s heartwarming to learn that Jay-Z presented it to her as a present on her 25th birthday. Even though this type of car is rare, Beyonce is one-of-a-kind.
Dwayne “The Rock” Johnson – Ferrari LaFerrari, $3-5 Million
The Rock, an accomplished wrestler, has made a successful shift towards acting and currently ranks amongst the highest-paid actors in Hollywood. He is also a dedicated car enthusiast and has an affinity for speed, even if it means he may not fit inside the car. Ferrari shared that only 499 of their customers were eligible for the LaFerrari.
Despite being too large for the rare matte white version, of which only 25 exist worldwide, The Rock still managed to acquire it, even with its hefty price tag of $3-5 million.
Paris Hilton – Bentley GT Continental, $285K
Paris Hilton has made a name for herself as a reality television personality, entrepreneur, prominent figure in high society, model, vocalist, performer, fashion mogul, and DJ. With her lineage tracing back to the individual who founded Hilton Hotels as her great-grandfather, Paris undoubtedly came into this world with an already established sense of opulence and affluence.
It’s not unexpected for Paris to be used to luxurious items, and her custom-made Bentley GT Continental in bubblegum pink is not different, which costs $285,000. It’s likely that the cost does not even include the extra $200,000 dashboard covered with diamonds.
Justin Bieber – Audi R8, $250K
The screaming teenage fans and quick style have made this pop star quite popular, and part of his lifestyle is enjoying fast cars. He is especially fond of his custom leopard-print Audi R8, which has received mixed reviews from car enthusiasts due to its $250,000 price tag.
Clearly, this teenage celebrity is not worried about his wealth as he owns numerous luxury vehicles, such as a Mercedes-Benz Sprinter, a Ferrari 458, a Range Rover, a Lamborghini Gallardo, a Porsche 997 Turbo, a Lamborghini Aventador, and even the Campagna T-Rex 14R.
Floyd Mayweather, Koenigsegg CCXR Trevita, $4.8 Million
This former champion boxer is among a select group of only three athletes globally who have made more than $1 billion during their professional careers.
It’s not unexpected that he spends his wealth freely given the circumstances. He possesses over 100 cars, comprising a group of luxury cars in all-white and an equally impressive fleet of all-black luxury cars, a $1.7 million Bugatti Veyron, and the unique $4.8 million Koenigsegg CCXR Trevita, which is one of two worldwide and manufactured using American specifications. Floyd, have fun with it!
Missy Elliot – Lamborghini Diablo 3, $300K
Missy Elliot, a well-known personality in the hip hop community, holds a great passion for flashy automobiles. Her assortment involves 15 top-notch cars, among them is a distinctive purple Lamborghini Diablo 3 that is appraised at approximately $300,000. However, this specific car has encountered some serious issues.
Missy had ordered a car, however, instead of delivering it, someone decided to take it for a joyride which resulted in the vehicle being completely destroyed. In response, Elliot decided to take legal action against the company. As a result, the individual who stole and drove the car was sentenced to three years in prison.
Pierce Brosnan – BMW i8 Plug-In, $143,400
Pierce Brosnan is not only recognized for his acting career but also for his roles as a film producer and architect. It is not shocking to discover that his net worth is $80 million. Due to his financial status, he was able to purchase a sixth extravagant car in 2018.
Brosnan followed the recommendation of his son Paris to customize his car with black interiors, exteriors, and windows. Even though Brosnan is fond of his current car, he acknowledged that the Aston Martin Vanquish he owned earlier, but lost in 2015, remains his favorite.
Janet Jackson – Aston Martin Vanquish, $287,650
Janet Jackson, who has a net worth surpassing $190 million, lives a luxurious lifestyle. Alongside her spouse, she possesses an exquisite estate that houses her vast collection of extravagant cars.
She has a preference for the Aston Martin Vanquish that is priced at more than $250,000 and includes comfortable seats and a 500-horsepower engine that is quite noticeable while driving. In addition to that, she possesses a Bentley and two Lamborghinis and is contemplating growing her assortment shortly.
Charlize Theron – Range Rover, $89,000
The famous South African performer has appeared in notable films such as the acclaimed Monster, a part of The Fast and the Furious franchise, as well as the Netflix show, Hyperdrive. Her wealth is estimated to be around $130 million, yet she chooses to drive a car that is not exclusively for celebrities, thus making it accessible to the general public.
She made her home in California, where she drives her precious ride: a souped-up Range Rover. Wonder if she takes little Jackson with her whenever she drives her car around the coast of California?
Mary Kate Olsen – Porsche Cayenne, $59,600
From Full House to fashion designer, Mary Kate Olsen has never lived a dull moment in her life. Between her and her sister, their net worth is $100 million, which is combined with her husband’s net worth of over $60 million.
Yet, Mary Kate’s ride costs less than $60K! One would have thought that with the diva rumors going around, the young actress and designer would buy herself a more expensive car. Yet, a Porsche has always been on the list of most wanted cars.
Justin Timberlake – Jeep Wrangler, $24,000
Former N’Sync singer Justin Timberlake has been around the block for the past 25 years. He and his wife Jessica Biel own more than 30 cars in their garage, but both of them prefer to drive humbler rides like the Jeep Wrangler and a Volkswagen Jetta.
Some of the more expensive cars both of them own include a Bentley Continental GT, a BMW 5 Series, and a Cadillac Escalade. They admitted that they prefer to collect expensive cars rather than drive them and use simpler cars for their day-to-day errands.
Madonna – Maybach 57, $417,402
Material Girl Madonna sure lives a material world. Like other celebrities, the singer owns more than one expensive ride, but her favorite has to be a Maybach 57 that easily surpasses the hefty $400k price point.
Being one of the most popular singers around the world, she has sold over 250 million records worldwide to date, reaching a net worth of $850 million. This makes a purchase of $400k car insignificant to her. One can only dream, right?
Travis Scott – Lamborghini Modified Urus, $1.1 million (Approx.)
Even in 2020, rapper Travis Scott had no problem treating himself to this Lamborghini Urus, which he had some awesome mods added to. While the SUV already cost a whopping $400,000, he ended up spending an extra $655,000 for customization purposes alone.
Here, Scott can be seen posing next to his new vehicle in a matching pair of Nike sneakers. This car has been modified by Mansory in Germany and West Coast Customs gave it the mocha brown color.
Britney Spears – Mercedes SLR, $188,000
International star and singer Britney Spears has grown a lot since her first single. With a career that includes acting and most recently becoming the resident singer at the Las Vegas MGM Resort, her net worth is of over $215 million.
She drives a Mercedes SLR, a car whose price can range between $96K-188K depending on the accessories it has. In the case of this diva, we estimate she made her car as pretty and comfortable as she could.
Ashton Kutcher – Ferrari California, $202,723
Starting his career with That 70’s Show and becoming one of Hollywood’s biggest activists, Ashton Kutcher has been on the radar since the 1990s. The show opened many doors for him in Hollywood, including some of the people’s favorites Jobs and Guess Who.
With a net worth of $200 million, we can’t help but ask him “Dude, where is your car?”.Well, Kutcher rides a sweet Ferrari California that costs over $200K, making it one of the most expensive cars celebrities drive.
Lindsay Lohan – Porsche 911, $91,100
The Parent Trap actress retired to an island in Greece with a net worth of $800K. One would think that she would be worth more, but with a history of bad decisions, the actress was left with less than a million dollars to her name. However, she did purchase a Porsche 911 which she absolutely loves.
The actress has crashed and repaired the car on more than two occasions, showing us how much she actually loves her ride. We wonder if she took her car with her to Greece, or if it stayed in California?
Matt Damon – Tesla Roadster, $250,000
Even if he stars in a movie about Fords and Ferraris, actor Matt Damon spent part of his $170 million net worth in a beautiful and innovative Tesla. The new age automobile from Elon Musk proves that an electric car can be both fun and elegant.
The car is also known to be a “Car in Space” because it feels so light when driving it. It’s no secret that Tesla has innovated driving, and Damon recognizes it by driving his car down Sunset Blvd every day.
Machine Gun Kelly – Aston Martin Vantage DB11 – $200,000
With a $10 million net worth to his name, it makes sense that rapper-turned-actor Machine Gun Kelly is able to splash the cash on some of the best cars on the market.
One of his most prized possessions is his Aston Martin Vantage DB11, which he was more than happy to splash $200,000 on in order to make it his own. These days, Kelly can be seen driving around with his girlfriend, Megan Fox, chilling in the passenger seat.
Where Did it All Begin?
Before we get into the details of Kendra Wilkinson and Hank Baskett’s co-parenting relationship, let’s go all the way back to the beginning. How did this California girl end up breaking reality TV records? Where did her story begin?
Well, Kendra Wilkinson was born in San Diego to former professional cheerleader Patti, and biotech businessman Eric. The star’s parents split up when she was eight years old, and she grew up estranged from her multi-millionaire father.
A Softball Star
At school, Kendra Wilkinson played on the softball team. Interestingly, the model’s high school was the inspiration for ’80s romcom Fast Times at Ridgemont High. When she left high school, Kendra worked for a short time as an assistant in a dentist’s office.
Thanks to her stunning good looks, Kendra wound up with several modeling jobs at this point. The young beauty would pose for glamor shots, and attend events dressed to the nines (or wearing very little).
From High School to Hugh Hefner
Kendra Wilkinson was working as a painted girl at the Playboy Mansion when she first met famed publisher Hugh Hefner. It was the Playboy founder’s 78th birthday party, and he’d already spotted Kendra in a photoshoot.
Shortly after Hugh and Kendra were first introduced, Hefner invited the young model to live with him at the Mansion. Reflecting on the decision years later, Wilkinson has said, “I was like, ‘hell yeah, I’m here,’ […] I knew nothing about Playboy, I’d just graduated high school.”
The Girls Next Door
The year after she met Hugh Hefner, Kendra Wilkinson found herself on her first-ever reality TV show. The series was initially supposed to follow Hugh Hefner’s life, but was eventually changed to focus on his multiple live-in girlfriends.
Looking back on the series, Kendra has commented, “On camera, you saw us together and it was the trio. But off-camera, we would just *POOF* disappear into our own little worlds. We just never bonded, we were not friends.”
The Sports-Loving Stunner
Interestingly, if she hadn’t made a career on reality TV, Kendra Wilkinson wanted to be a sports announcer. Eventually, the star would land a regular writing gig for the Philadelphia Eagles. This was the team her mom used to cheer for, and the team ex-husband Hank played for.
However, on reality TV, Kendra was an undeniable hit. Her castmates on The Girls Next Door got irritated with the amount of screen time she was getting, and everyone saw she was the breakout star.
Who Is Hank Baskett?
Now, before we get into the nitty-gritty of Kendra and Hank’s relationship, let’s get properly acquainted with Hank Baskett. The athlete was born in New Mexico to social service worker Henry, and financial officer Judy. He attended the University of New Mexico, and played football for the school.
Eventually, Hank Baskett was the wide receiver for NFL teams the Minnesota Vikings, Philadelphia Eagles, and Indianapolis Colts. The professional football player officially retired from his sport in 2011.
She Said Yes!
Kendra Wilkinson and Hank Baskett only dated for six months before getting engaged. Apparently, the pair met while on the golf course, and they must have had instant chemistry. Hank proposed to Kendra at the Space Needle in Seattle in 2008.
At first, Kendra denied the rumors she was engaged, but eventually admitted to being in a relationship when she spoke with Chelsea Handler on her show. Hank proposed with a two-carat princess cut diamond. Of course, she said yes!
Kendra, Reality TV Star
When Kendra met her future husband, it was obviously time for her to move out of the Playboy Mansion. But, why make such a dramatic life change without recording it for reality TV? That’s right — the reality breakout star was getting her own spin-off, simply named Kendra.
The first season of Kendra followed the celeb as she lived by herself for the first time in her life. Viewers watched the star plan her wedding to Hank, dealing with all the usual drama.
A Wedding at the Mansion
When Hugh Hefner’s former girlfriends get married, it only makes sense that they tie the knot at the Mansion. To be honest, we find that dynamic pretty strange, but we are dealing with some larger-than-life characters here.
Kendra Wilkinson and Hank Baskett got married in 2009 in front of family and reality TV co-stars. The former Playmate called her husband “the man of my dreams,” saying “he’s one in a million,” and “I’m so lucky.”
Hank and Kendra’s Kids
Altogether, Hank Baskett and Kendra Wilkinson have two children. The couple welcomed their first child, son Henry Randall “Hank” Baskett IV in 2009, not long after they were married.
Years later, in 2013, Kendra Wilkinson and Hank Baskett announced they were expecting their second child. Little Alijah Mary Baskett was born in 2014, making it a family of four. Initially, it was rumored that Hugh Hefner would be little Hank’s godparent, but alas it wasn’t to be.
Record-Breaking Reality TV
Considering her popularity on Girls Next Door, perhaps it should be no surprise that Kendra’s self-named reality series was a hit. The show premiered in 2009 and broke records on E! In fact, the series was the highest-rated reality premiere since The Anna Nicole Show in 2002.
In total, Kendra ran for three seasons between 2007 and 2011. The show focused on the star’s daily life — including her relationships with her family, friends, and her work opportunities. The first season averaged 2.6 million viewers.
Struggling With New Motherhood
After giving birth to baby Hank, Kendra Wilkinson struggled with post-partum depression. In an interview, she revealed, “After giving birth, I never brushed my hair, my teeth, or took a shower. I looked in the mirror one day and was really depressed.”
During this difficult time, Kendra was feeling isolated living in Indianapolis. The star moved there to be with her husband, but wasn’t used to the pressures of motherhood and the loneliness of having no friends nearby.
I Was in a Black Hole
Writing in her 2011 memoir, Kendra reveals that she struggled with post-partum depression for two years. Of course, adjusting to major life changes in front of a reality TV crew isn’t exactly an easy task. Viewers watched as the new mom struggled with her radically different life, far from the Playboy Mansion.
Writing in her memoir, Kendra said, “I felt devastated, helpless — like I was in a black hole.” At one point, she states that she would hide in a closet to “scream and cry.”
Kendra, the E! True Hollywood Story
Considering her glamorous and unusual life story, it only makes sense that Kendra Wilkinson was the subject of her own E! True Hollywood Story episode. The series started back in 1996 and explores the lives of all sorts of celebrities.
Indeed, many Playboy adjacent figures have been featured — including Pamela Anderson, Carmen Electra, and Hugh Hefner himself. Also around this time, a leaked and private video of Kendra as a teenager was circulated. Naturally, the star threatened to sue.
Kendra on Top
Kendra Wilkinson had been with the E! network since she first appeared on reality TV. However, when the network got a new president, they promised to “get rid of the more Playboy trashy elements” in their programming. This comment was made during the final season of Kendra, and shortly after that, the star and E! parted ways.
In 2011, Kendra and family signed up to Kendra on Top with WE TV. The first series premiered in 2012, and the final one in 2017.
2013: A Wild Year
In the second season of Kendra on Top, viewers get a sense of just how wild Kendra Wilkinson’s life is. In just one year, the star appeared on multiple shows, got into a car accident, suffered a stroke, and announced her pregnancy.
In 2013, Kendra swapped lives with fellow reality star Kate Gosselin for an episode of Celebrity Wife Swap. Several months later, she crashed on a California freeway, which led to a minor hemorrhagic stroke. And all this with camera crews present!
“Faking” a Marriage Crisis
The cameras always present in Kendra Wilkinson’s life did capture the state of the star’s marriage. In fact, viewers even accused the famous couple of manufacturing material to fake a marriage crisis for ratings. Understandably, this was very upsetting to Kendra.
In an Instagram post, the star wrote, “1. how do u fake marital problems? makes absolutely no sense. 2. Yes, we are having issues.” She added, “I’ve been in a lot of therapy lately n hope all gets resolved for me, Hank, kids, and even for TV.”
Sleeping in Separate Rooms
Kendra Wilkinson has since revealed that she and then-husband Hank Baskett slept in separate bedrooms. She explained, “There was no way I could talk about what I was feeling because I didn’t know what it was, so we just had to stay apart.”
Sadly, post-partum depression can make women feel isolated, scared, and like they’ve failed at their most important job. Without communicating with somebody about how they’re feeling, these feelings are only likely to intensify.
Tomorrow Is a New Day
At times, Kendra Wilkinson has reached out via Instagram when she’s not in a good place. In a series of posts, the reality TV star said, “Pray for Kdub lmao. Life isn’t making any sense to me right now.” In another post, she wrote, “I try to so hard to be good but never good enough. Therapy is for the birds.”
The star expressed her frustration with being constantly judged, saying, “No matter what…I am labeled. Playboy party girl. Bad mom. D-list celebrity. Crazy. Always wrong.”
Baby Hank Saved Me
Reflecting on her depression in later years, Kendra has credited her son for helping her to recover. She remembered, “Baby Hank really made me stop, step back, and realize, ‘If I don’t stop acting like this, he’s going to pick up on it.’” The star got therapy, and started working on herself.
Of course, the leaked video of a teenage Kendra didn’t help her mental health. She asked, “It broke my heart because how can you do that when I have a baby?”
Hank Baskett’s Dark Spiral
By 2010, Hank Baskett’s professional football career was coming to a close. The star resigned with the Eagles, was released, signed with the Minnesota Vikings, and was released. Years later, the athlete let fans in on his struggles during this dark time.
In 2015, Baskett looked back, saying, “The stress and depression were eating away at me. I fell into what happens to a lot of professional athletes who change careers. It hit me, and it hit hard.”
The Cheating Scandal
In the fourth season of Kendra on Top, the Baskett family unit is rocked by a cheating scandal. Reports claimed that Hank had had an affair with model Ava Sabrina London. Even worse, it was while Kendra was pregnant with the couple’s second child.
These allegations hit the headlines just months after baby Alijah was born. It was rumored that a devastated Kendra flushed her wedding ring down the toilet and told her cheating spouse to get out.
Hank Baskett’s Identity Crisis
Looking at the bad parts of their marriage, Kendra has now realized that Hank was having an identity crisis.
She explained, “He’s played football his whole life. I’ve only known Hank as a football player and I loved that about him […] And then football ended, here we are, we have a kid and the roles reversed. I became the breadwinner, he became more at home with little Hank, and I think that put a lot of stress onto him.”
Giving it a Go
At the time of the cheating scandal, Kendra Wilkinson emerged claiming she would forgive her husband. She said, “I cannot shut this man down. I’m willing to spend the rest of my life trying to figure this out rather than spend one night single.”
The star was cautiously optimistic about the future of the relationship, saying, “I believe we’re on the road to being better than ever. Sometimes you need a shake-up to get to a place you’ve never been before.”
Marriage Boot Camp: Reality Stars
With a successful reality TV career under her belt, it only made sense for Kendra Wilkinson to go there for marriage help. Kendra and Hank both signed up to VH1’s Marriage Boot Camp: Reality Stars.
Kendra explained the thinking behind their decision — “We’re going through a huge marital crisis at the time. It has four amazing therapists that are willing to help us for two weeks, away from social media, away from TV, away from the world and we’re in. I mean come on.”
I Believe Hank
In the end, Kendra Wilkinson didn’t end her marriage to Hank Baskett over the cheating scandal. The reality star took her husband back, but said it would take a “lifetime” to rebuild their trust.
She said, “All I can say is I believe Hank. I love Hank. And he’s proven to me that he’s worth forgiving and fighting for.” On his part, Hank Bassett has always denied being unfaithful. He did admit to being selfish, and Kendra called him “very gullible and naïve.”
Kendra Plays Around
Behind closed doors, we suspect Kendra Wilkinson and husband Hank Baskett had a bit of an arrangement. In 2016, Hank revealed that had encouraged his wife to “go play around” following his cheating allegations.
Indeed, Kendra was snapped kissing her I’m a Celebrity Get Me Out of Here UK co-star, English former soccer player Jimmy Bullard. Reports claimed that Kendra would never get over her husband’s affair, and that she was still in the marriage for the sake of the kids.
Holly Versus Kendra
As well as dealing with her marriage troubles, post-partum depression, and a stroke, Kendra Wilkinson has also been involved in some high-profile beef. The star’s former Girls Next Door castmate Holly Madison released a memoir about their time at the Mansion, and called Kendra “the fakest person I’ve ever met.” Burn!
Kendra shot back with her own interpretation, saying that Holly had always wanted to have children with Hef as a way of inheriting part of his fortune.
Falling Out With Patti
Another personal relationship that went south for reality star Kendra Wilkinson is the one with her mom, Patti. Season six of reality series Kendra on Top showed the pair’s issues, which stemmed from Patti’s problems with her daughter’s husband, Hank.
On the show, Patti explained that she found the professional athlete controlling and felt that he prioritized his own career. In response, Kendra explained that her mom’s public statements were “like a straight-up knife in the back.”
Happy Wedding Anniversary
Seven years after their Space Needle wedding, Kendra and Hank celebrated their anniversary. In a 2016 Instagram post, Kendra wrote, “I’m so proud of us and what we stand for. Our kids will believe in love and forgiveness because of us showing them it’s possible.”
In a post for Kendra’s birthday, Hank shared snaps from the couple’s lake trip. He wrote, “The moments two people in love are able to share when they truly don’t have a care in the world are priceless.”
Hank the Proud Parent
Hank Baskett is a fan of gushing Instagram posts, especially when it comes to his kids. In 2016, the former NFL player posted a snap of himself and son Hank at his birthday party.
The star’s caption read, “As a parent, your child’s birthday party can be one of the most stressful days BUT when they have a never-ending smile and keep coming up saying it’s the best day ever, you realize just how much every bit of the stress is worth it!”
I Have to Get Strong
By 2018, there were signs that Kendra and Hank’s marriage was at its breaking point. The reality star posted a teary Instagram video where she said, “10 years. I did everything I could. It wasn’t good enough. I will always love him. My heart will always remain open for him. I believed in forever, I really did. Guess it’s just not meant to be. I’m so scared but I have to get strong for my kids. I will.”
Alongside a wedding snap, Kendra wrote “I believed.”
Kendra and Hank Say Goodbye
Despite her fears of being single, and her attempts to make it work, Kendra Wilkinson filed for divorce from Hank Baskett in 2018. She also changed back to her maiden name, no longer a Baskett. Hank filed on the same day, with both parties claiming irreconcilable differences.
In total, Hank and Kendra were together for nine years of marriage. At the time, the reality star said that she wanted to focus on herself, her health, and her children.
Announcing the Split
As celebrities do, Kendra and Hank announced their split officially on Instagram. Kendra said, “We are both amazing parents and our kids will be happy and never know the difference other than seeing mama smile.”
She continued, “Sometimes love looks funny. We are told to make sacrifices in life if it’s true love well in this case it’s me. I want to see happy Hank again. I miss that. Marriage was just a piece of paper and a piece of jewelry, but our hearts will always be real.”
Minimizing Bumps in the Road
When Hank and Kendra filed for divorce, they both requested joint legal and physical custody of their kids. The stars also decided to keep their individual properties and divide their assets equally. All of this makes co-parenting together a little bit easier.
Kendra has explained that she likes to minimize any bumps in the road for her children. She has said that she and Hank deal with issues in another room, but that she is also upfront with her kids.
Get Your Heads Checked
Over the years, Kendra Wilkinson has been repeatedly accused of living her life for the media. This seems like exactly what a reality star would do, so we don’t really understand that criticism. Of course, a life in the spotlight also means dealing with a whole lot of haters.
The star has addressed her detractors directly, saying, “You better get your heads checked because your assumptions based on pictures and clips of shows make u straight up delusional.” You tell them, Kendra!
Quality Time in Quarantine
Parents all over the world were faced with a unique situation in 2020. When the world went into lockdown, Kendra Wilkinson cozied up with her kids. She said the experience made her feel stronger, and reiterated that she doesn’t have household staff.
She said, “I am not lying when it is all me. I am doing it all. I think it shows them that their mom is strong and can do it all. I also think it’s a great way to have them pitch in and help”
Time Heals All
It’s been several years now since Kendra and Hank ended their marriage, but the pair have maintained an amicable relationship. At the launch for a kid’s skincare line, Kendra commented that, “It is stable,” saying the former couple was in a better place and that “time heals all.”
Kendra also has a strong relationship with her two kids. She has described Hank as “a good kid,” and Alijah as “tough […] exactly like me.” It looks like the Wilkinson-Basketts are doing ok!
Back in the Light
Reports claim that Kendra and Hank switch off their kids from week to week. The couple has been spotted at birthday parties and sports games with their kids, so we assume things are all good. Kendra has even described her ex as “still the best father in the world,”
As for her mental health, Kendra revealed, “The depression is gone finally,” The reality star claimed to be “back in the light” and enjoying time with her kids.
Current Status: Single Mama
After the end of her marriage, Kendra Wilkinson wasn’t in the mood to date. Come on — the woman has two small kids to look after! The reality star posted a snap of her with her kids captioned, “Current status: SINGLE MAMA! No man!! Explored a little but nothing yet. Til then gonna keep working on myself and being the best mom and golfer ever.”
While Kendra used to say that she would consider getting back with ex-hubby Hank, she has since said she would never.
Kendra the Real Estate Agent
While she was in quarantine with her kids, Kendra Wilkinson decided to switch careers entirely. Well…almost. The star spent lockdown studying for her real estate exam, and passed just weeks after her 35th birthday.
When the reality star shared her news online, she thanked her kids for supporting her. About the test, she said, “Was so nervous I couldn’t even sleep one minute but I did it and now I can breathe and celebrate my hard work.”
The Celebrity Thing Has Not Helped
You might think that being a celebrity would help Kendra Wilkinson’s real estate career. In fact, she claimed that it hasn’t worked in her favor at all. Kendra has said that she doesn’t feel like a celebrity, and actually sees herself as a single mom starting a new career.
She said, “Breaking into the real estate business is a different ballgame, and I think it’s going to really take a lot of trust and making sure that people trust me.”
Kendra Sells Hollywood
Now, did you really think Kendra Wilkinson would just become a real estate agent and that’s it? Nope! The star will be making her reality TV return on new series Kendra Sells Hollywood. She’s gone from a girl in a mansion, to a girl selling mansions.
Kendra’s new real estate home is The Agency, owned by Kyle Richard’s husband Mauricio Umansky. In her announcement, Kendra said, “One thing led to another and I’m back on TV, documenting this part of my journey.”
The Highlight of My Entire Life
You would think that the highlight of Kendra Wilkinson’s life might be the birth of her kids, or a raving party at the Playboy mansion. You might be surprised to learn, then, that it’s actually her office cubicle. Yep, you read that right.
Despite having worked on movie sets, Kendra claimed that her new office cubicle with her name on it was, “Honest to G-d, right now in this point in my life, the highlight of my entire life.”
Reflecting on Reality TV
In 2021, Kendra appeared on For Real: The Story of Reality TV to talk about her time in the genre. The star joined other famous reality fixtures as they delved into behind-the-scenes info and reflected on their wild lives.
Speaking to Andy Cohen, Kendra said that her own series started out as a comedy but then “reality happened.” She commented, “I’m very open and unfiltered, which is good for TV, but it definitely caused a lot of heartache and a lot of problems.”
What’s Next for Kendra and Hank?
Reports vary on the current relationship between Kendra Wilkinson and Hank Baskett. Some outlets noticed that the reality star didn’t wish her former husband a Happy Father’s Day, assuming that it was a snub. On the day, Kendra did publicly wish her friend a Happy Birthday, leaving onlookers guessing about her situation with Hank.
While Kendra and Hank have both briefly dated other people since their marriage ended, neither are in publicly confirmed relationships. We’ll have to wait and see!