logo
Kendra Wilkinson unplugged: tales from the Playboy Mansion to finding her true self

Kendra Wilkinson unplugged: tales from the Playboy Mansion to finding her true self

IOL News20-05-2025
In happier times, Playboy magazine's late founder, Hugh Hefner, with Kendra Wilkinson.
Image: Instagram.
Kendra Wilkinson, a former Playboy model, recently shared her experiences as one of Hugh Hefner's girlfriends on "The Skinny Confidential".
During the interview, she discussed the realities of life at the Playboy Mansion, her transition to being single, and her journey of self-discovery.
Now a realtor, television personality, model and author, Wilkinson first captured the spotlight on the hit reality show "The Girls Next Door", which showcased life inside the Playboy Mansion.
Wilkinson, who has also successfully starred in her own series "Kendra" and "Kendra On Top", reflected on how her commitment to authenticity has been the cornerstone of her two-decade long career.
"I've always been this party girl, and who says it like it is. I wear my heart on my sleeve as well, which sometimes comes at a cost."
Having been single now for seven years since her divorce from Hank Baskett, Wilkinson candidly spoke about the difficulties of dating: "I've been divorced and single for seven years now. I've explored little things here and there, but I have not been in a relationship.
"It's going to take a lot to be my boyfriend now. I am not settling for whatever. I'm so used to being single ... Now I look at men and freak out thinking about commitment ... I get really nervous about life getting boring."
Wilkinson admitted that while she does struggle with shame and regret, at the time she chose to enter the Playboy Mansion, she was faced with difficult choices in her life.
"I was 18 at the time. It was either I was going to be a stripper or take this one-way ticket to LA and move into the Playboy Mansion ... those were the only two options I had, and I knew myself, I knew I could survive, so I took the trip to LA and never looked back."
Video Player is loading.
Play Video
Play
Unmute
Current Time
0:00
/
Duration
-:-
Loaded :
0%
Stream Type LIVE
Seek to live, currently behind live
LIVE
Remaining Time
-
0:00
This is a modal window.
Beginning of dialog window. Escape will cancel and close the window.
Text Color White Black Red Green Blue Yellow Magenta Cyan
Transparency Opaque Semi-Transparent Background Color Black White Red Green Blue Yellow Magenta Cyan
Transparency Opaque Semi-Transparent Transparent Window Color Black White Red Green Blue Yellow Magenta Cyan
Transparency Transparent Semi-Transparent Opaque
Font Size 50% 75% 100% 125% 150% 175% 200% 300% 400% Text Edge Style None Raised Depressed Uniform Dropshadow Font Family Proportional Sans-Serif Monospace Sans-Serif Proportional Serif Monospace Serif Casual Script Small Caps
Reset
restore all settings to the default values Done
Close Modal Dialog
End of dialog window.
Advertisement
Next
Stay
Close ✕
Wilkinson expressed gratitude for her time at the Mansion, describing it as a "safe and healthy environment", highlighting that, contrary to public perception, life there was not as scandalous as it seemed.
"It was so amazing, and it was healthy for me, it was happy for me, I was safe, and it's taboo to the world because they don't really know what went on there. In my perspective, it was only one party every few months, and the rest was that we all had sex with Hugh Hefner once a week, and that's the taboo, that we had sex with a 70/80-year-old."
"I had room service 24/7. I could eat whatever I wanted, I could eat healthy, I had chefs making me salad every day. Anything I wanted, I got. The parties were fun, I've been to worse parties outside the mansion than I ever did at the mansion. I couldn't have been happier."
Wilkinson's insights into her life were not limited to her time in the Mansion; she also spoke on how she began preparing for her future.
"I started setting myself up. I started booking my own work, and I hustled my a** of to get my new show, to book appearances around the world. I had issues with the business part of it, but not Hugh. He was a generous, nice person."
Looking ahead, Wilkinson, who has a ten-year-old daughter, says that she has made sure that her daughter will never have to make those hard choices like she did growing up.
"She's 10 and I already told her that she's going to college."
Watch the full episode below.
Orange background

Try Our AI Features

Explore what Daily8 AI can do for you:

Comments

No comments yet...

Related Articles

SZA steps into a new role as she expands her creative empire in stylish footwear
SZA steps into a new role as she expands her creative empire in stylish footwear

IOL News

time8 hours ago

  • IOL News

SZA steps into a new role as she expands her creative empire in stylish footwear

SZA expands her creative empire as she becomes Vans' artistic director, launching the inspiring 'VANSZA' project. Image: Instagram American singer SZA has taken on a new challenge. The Grammy-winning singer is now the artistic director for Vans, signing a multi-year deal to work with the brand on new campaigns and custom collections. The first project, 'VANSZA', is a short film about growth and self-expression. In it, SZA encourages people to push themselves and embrace new possibilities while wearing the iconic black-and-white Knu Skool pair, which are her favourite go-to sneakers. Shot by Sophie Jones and styled by Alejandra Hernandez, the video blends her laid-back style with Vans' skate-inspired edge. Vans described SZA as someone whose authenticity and fearless self-expression match the brand's values. They credited her with challenging fashion norms and inspiring young people to tell their own stories. Video Player is loading. Play Video Play Unmute Current Time 0:00 / Duration -:- Loaded : 0% Stream Type LIVE Seek to live, currently behind live LIVE Remaining Time - 0:00 This is a modal window. Beginning of dialog window. Escape will cancel and close the window. Text Color White Black Red Green Blue Yellow Magenta Cyan Transparency Opaque Semi-Transparent Background Color Black White Red Green Blue Yellow Magenta Cyan Transparency Opaque Semi-Transparent Transparent Window Color Black White Red Green Blue Yellow Magenta Cyan Transparency Transparent Semi-Transparent Opaque Font Size 50% 75% 100% 125% 150% 175% 200% 300% 400% Text Edge Style None Raised Depressed Uniform Dropshadow Font Family Proportional Sans-Serif Monospace Sans-Serif Proportional Serif Monospace Serif Casual Script Small Caps Reset restore all settings to the default values Done Close Modal Dialog End of dialog window. Advertisement Video Player is loading. Play Video Play Unmute Current Time 0:00 / Duration -:- Loaded : 0% Stream Type LIVE Seek to live, currently behind live LIVE Remaining Time - 0:00 This is a modal window. Beginning of dialog window. Escape will cancel and close the window. Text Color White Black Red Green Blue Yellow Magenta Cyan Transparency Opaque Semi-Transparent Background Color Black White Red Green Blue Yellow Magenta Cyan Transparency Opaque Semi-Transparent Transparent Window Color Black White Red Green Blue Yellow Magenta Cyan Transparency Transparent Semi-Transparent Opaque Font Size 50% 75% 100% 125% 150% 175% 200% 300% 400% Text Edge Style None Raised Depressed Uniform Dropshadow Font Family Proportional Sans-Serif Monospace Sans-Serif Proportional Serif Monospace Serif Casual Script Small Caps Reset restore all settings to the default values Done Close Modal Dialog End of dialog window. Next Stay Close ✕ 'In Vans, I feel free,' SZA said. 'I've been wearing 'Knu Skools' and other styles for years; they've always had an ethos I connect with. 'As artistic director, my mission is to show that joy, community, creativity and fashion are all still connected. That humanity, culture and connection are still the access points. They stand where I stand, and I'm honoured to invite a whole bunch of people to stand Off the Wall with us.' This move follows the earlier launch of her beauty brand, 'Not Beauty', earlier this year. The range debuted with three lip gloss shades, which are 'In The Flesh', 'Strawberry Jelly' and 'Quartz' She first sold her lip gloss range at pop-up shops during her 'Grand National Tour' with Kendrick Lamar. SZA has been wearing her own products long before releasing them. 'I'm not a beauty maven, but I know lips. I know what I like, and I'm diligent about finding the best quality ingredients,' she told "Vogue". Following her success in beauty, SZA's collaboration with Vans marks another significant step in her creative path. The 'SOS' singer's new role is also a big step for Vans. The brand has a long history of working with creative people, and teaming up with her brings a fresh point of view. They intend to combine her personal style with Vans' skate and streetwear aesthetic, all while upholding the brand's core values of originality and authenticity.

WATCH: Kat Clark's Johannesburg adventure with Tyla's Sister - a tour to remember
WATCH: Kat Clark's Johannesburg adventure with Tyla's Sister - a tour to remember

IOL News

time8 hours ago

  • IOL News

WATCH: Kat Clark's Johannesburg adventure with Tyla's Sister - a tour to remember

Sydney Seethal and Kat Clark at the Museum of Illusions in Johannesburg. Image: Instagram The beauty of travelling lies in the endless opportunities to meet new people and forge friendships. Recently, Australian influencer Kat Clark embarked on an exciting adventure in South Africa, where she discovered the vibrant culture of Mzansi and made a new friend along the way. Clark took to Instagram to share her experiences exploring Johannesburg, guided by none other than Sydney Seethal, the sister of Tyler. With Seethal as her tour guide, Clark visited several hot spots around Johannesburg, including the fascinating Illusion Museum, where she marvelled at optical illusions, and tried her hand at indoor bowling. Of course, no visit to Johannesburg would be complete without indulging in the culinary delights of Rosebank. 'I don't know about you, but I get so shy meeting new people. Today, I met Sydney and her friends for the very first time. I felt really nervous, and to make matters worse, I thought Sydney was nothing like me. "When she was planning our day, she literally had bungee jumping booked for us, and I was like, 'Oh no, you need to change that,'' Clark shared. During their time together, Clark discovered that her husband, Jonathan, and Seethal's family are originally from Wentworth in Durban. Rosebank is a trendy neighbourhood in Johannesburg, renowned for its diverse attractions, including world-class art galleries, unique shopping experiences, and lively entertainment venues. This compact area is easily explored on foot, offering a delightful mix of global and local influences. Clark initially travelled to Mzansi for a safari adventure with her daughter. The popular digital creator, known for her engaging family content, documented their journey to the world-famous Kruger National Park with excitement and awe. The mother-daughter duo stayed at the luxurious Malewane Lodge, located at Royal Malewane in Mpumalanga, a destination celebrated for its opulent safari experience.

Taylor Swift's 'New Heights' podcast debut: a record-breaking moment that shook the internet
Taylor Swift's 'New Heights' podcast debut: a record-breaking moment that shook the internet

IOL News

time9 hours ago

  • IOL News

Taylor Swift's 'New Heights' podcast debut: a record-breaking moment that shook the internet

Taylor Swift during a performance during The Eras Tour. Image: Instagram. Multi-award-winning singer, Taylor Swift, recently made her debut on her boyfriend, Travis Kelce's, podcast, "New Heights". The podcast, co-hosted by NFL stars Travis and his brother Jason, boasts over three million subscribers. Swift's appearance on Wednesday, August 13, broke the internet with over 9 million people watching it by Thursday, August 14. It also set a new record viewership for the popular podcast. During the candid conversation, Swift touched on several topics close to her heart. Among these was her evolving relationship with Travis. "Being with him has brought an incredible joy to my life. It was because of this podcast that I found a boyfriend," said Swift. Video Player is loading. Play Video Play Unmute Current Time 0:00 / Duration -:- Loaded : 0% Stream Type LIVE Seek to live, currently behind live LIVE Remaining Time - 0:00 This is a modal window. Beginning of dialog window. Escape will cancel and close the window. Text Color White Black Red Green Blue Yellow Magenta Cyan Transparency Opaque Semi-Transparent Background Color Black White Red Green Blue Yellow Magenta Cyan Transparency Opaque Semi-Transparent Transparent Window Color Black White Red Green Blue Yellow Magenta Cyan Transparency Transparent Semi-Transparent Opaque Font Size 50% 75% 100% 125% 150% 175% 200% 300% 400% Text Edge Style None Raised Depressed Uniform Dropshadow Font Family Proportional Sans-Serif Monospace Sans-Serif Proportional Serif Monospace Serif Casual Script Small Caps Reset restore all settings to the default values Done Close Modal Dialog End of dialog window. Advertisement Next Stay Close ✕ Ad loading The "Bad Blood" singer, who celebrated regaining ownership of her first six albums earlier this year, after years of battling over her music rights, said: "(These are) my handwritten diary entries from my whole life; these are the songs I wrote about every phase of my life … Rather than send lawyers or management in a big crew, I sent my mom and my brother. "They told them (Shamrock Holdings) what this meant for me, they told them the whole story of all the times we've tried to buy it, all the times it's fallen through." Swift cried again as she recalled her mother telling her Shamrock had agreed to sell: "I just, like, very dramatically hit the floor … I started bawling my eyes out." As discussions shifted towards her music, Swift offered fans a peek into her creative process. Her upcoming album, "The Life of a Showgirl", was largely developed during her record-breaking "Eras Tour," which spanned 149 shows across five continents, drawing an impressive attendance of over 10.1 million. "I miss not being on tour, but it feels like it was perfect for what it was. It was a lot of physical therapy, and it was a lot of being in a state of perpetual physical discomfort. I'm not getting hit by huge 300-pounders, but the heels … I got an acupuncture mat ... I miss it, because I miss the fans and that connection, it was so special. It was the most informative time of my life. "I learned how far I can push myself if I set a goal. It's really about prioritising the fans' experience before anything else," she said. Now that the stress of touring has subsided, Swift revealed that she has returned to her "1700s hobbies." She shared how she engages in activities reminiscent of simpler times - sewing, cooking and her current obsession with sourdough baking. "You can say all the hobbies I have are hobbies you could have in the 1700s. I get on my granny sh**. I like to sew. I specialise in children's purses and baby blankets. I make two things, and that's it. I love to paint, I love to cook, and I have a different baking obsession every 6 months. "Right now, we are very deep in a sourdough obsession that's taking over my life. I'm really talking about bread 60% of the time ... I'm on all the blogs, there's a whole community of us." Watch the full podcast below.

DOWNLOAD THE APP

Get Started Now: Download the App

Ready to dive into a world of global content with local flavor? Download Daily8 app today from your preferred app store and start exploring.
app-storeplay-store