
#839: Join us as we sit down with Kendra Wilkinson – a television personality, model, & author. Kendra first captured the spotlight on the hit reality show The Girls Next Door, which showcased life inside the Playboy Mansion. She later...
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Lauren Everts
The following podcast is a Dear Media Production. She's a lifestyle blogger extraordinaire.
Michael Bostick
Fantastic.
Kendra Wilkinson
And he's a serial entrepreneur, a very smart cookie.
Lauren Everts
And now Lauren Everts and Michael Bostick are bringing you along for the ride.
Michael Bostick
Get ready for some major realness.
Lauren Everts
Welcome to the Skinny Confidential. Him and her.
Michael Bostick
Kendra Wilkinson, a TV personality, model, author, mother. You may recognize her from the hit reality show the Girls Next Door. You remember this show. It showcased life inside the Playboy Mansion with Hugh Hefner. In this episode, Kendra reflects on her 20 year career, her time at the Playboy Mansion, Hugh Hefner, sex with Hugh, mental health struggles and relationship dynamics. Kendra is very much who she is. Like, you can hear it through this show. What you see is what you get. Kendra Wilkinson, welcome to the him and her show.
Lauren Everts
This is the Skinny Confidential. Him and her.
Michael Bostick
Tell us about what you did last night.
Kendra Wilkinson
Oh, my God. I. First of all, driving all the way over here on the 405 and everything, I was just barfing in a box the whole way here. The whole way. I should stop drinking. But I'm not like, I'm probably not.
Michael Bostick
Advice, you know, I like my margaritas.
Kendra Wilkinson
I like my margaritas, but I had a little too many margaritas last night for sure.
Lauren Everts
It was kind of a hero move to still like show up for the show.
Michael Bostick
Well, she didn't. She thought she would be fine because it's 4 o' clock. But you know when, you know when you have an all day hangover and you just like. I know, like if I even smell.
Lauren Everts
Alcohol at this age, I'm hungover for two weeks.
Kendra Wilkinson
Oh, man, I am done with is just too much.
Michael Bostick
What time did you get home last night?
Kendra Wilkinson
Oh, I didn't make it home last night.
Michael Bostick
Read between the lines, guys. Whatever that means. Okay, what time did you wake up this morning? You're all an hour ago.
Kendra Wilkinson
Yeah, I took naps through the day and I thought I could sleep off the hangover. And then I got in the car, I'm like, okay, I'm ready for the. Ready for the drive to the podcast. And then all of a sudden I'm like, where's that box? I have a box in my car for donations. A box of clothes. And I threw my clothes out and I was like barfing in the box all the way here. All the way here.
Michael Bostick
I think one thing that people.
Kendra Wilkinson
And now I don't know how I don't have a place to put box. Like where do I put the box? It's like in my car.
Michael Bostick
Like, Taylor will Take it. He'll sell it on ebay.
Lauren Everts
Oh my God.
Michael Bostick
Kendra.
Taylor
Sell it in jars.
Kendra Wilkinson
That's a good idea.
Michael Bostick
You'll sell it in jars. Okay. Taylor. Oh wait.
Lauren Everts
So there's a box of barf just sitting in the car right now.
Kendra Wilkinson
Box of barf in my car right now.
Michael Bostick
Do you want Taylor to go take.
Taylor
Where are you parked? What floor?
Kendra Wilkinson
D1. I think it's. Or P1.
Michael Bostick
How can you remember where she's parked? I wouldn't.
Kendra Wilkinson
I'm like, survive. I'm in survival mode right now. I'm like, oh my God.
Michael Bostick
Well, we're going to make this easy on you. Don't worry.
Kendra Wilkinson
Oh yeah, no, I, I' so happy to be here today. Thanks for. Yeah, I really, I. It was survival getting here, but I really am happy to be here.
Michael Bostick
I think one what something that people love about you is that you are so honest and authentic. Whereas like, you know what I'm talking about with celebrity there is a lack of honesty and I think that's why people are so attracted to you. So I love that you just started the podcast off with that.
Kendra Wilkinson
Yeah, I look, I think people are so caught up in, you know, brand and like there are own like branding and stuff like that that they edit themselves a little much. I've never given a shit ever. I'm like, what? They're like, what's your brand? I'm like, I don't fucking know.
Michael Bostick
Like that's your brand though. I think your brand is being honest.
Kendra Wilkinson
Like, I don't know, like it's whatever, whatever it is, you know. I guess I have created a 20 plus year career in the, in the entertainment industry just by being me.
Michael Bostick
That's part of the.
Kendra Wilkinson
Pretty cool.
Michael Bostick
When you were a little girl, I told you, I read your book. Were you always like that? Just honest, real. This is who you are?
Kendra Wilkinson
Yeah, I've always been like this party girl and a girl that just like says it like it is. And you know, I hold, you know, I wear my heart on my sleeve as well though, so that comes with a cost.
Michael Bostick
You're also really athletic, right?
Kendra Wilkinson
Your whole life. Athletic girl. Oh my God. Not anymore. I used to be. I, I mean I could, I could hit a ball again. I can hit a ball and I can.
Michael Bostick
Why do I remember you doing sports all the time?
Lauren Everts
What sports did you play?
Kendra Wilkinson
I played soccer and softball and you know, and I was a beach kid.
Lauren Everts
Okay, so you hit a ball like baseball?
Kendra Wilkinson
Yeah, I golf now. I just like walk the course and I golf and I drink my beer And I smoke my cigar and I'm like an old guy, loves a cigar. I love cigars.
Michael Bostick
You know, they up your testosterone.
Kendra Wilkinson
Really?
Michael Bostick
They. It is the best Viagra. If a guy's listening right now, smoke a cigar and go fuck your wife.
Kendra Wilkinson
Oh.
Michael Bostick
I am telling you, there is something different when he smokes a cigar. Like, I think the blood flow to the penis.
Kendra Wilkinson
Oh, my God.
Lauren Everts
I also think that there's something.
Kendra Wilkinson
We're going there.
Michael Bostick
We're going there.
Lauren Everts
I also think there's just like something like masculine about smoking a cigar that like boosts your confidence. I don't know what it is. Like a mindset. It relaxes you. And then, yeah, there's the nicotine and all that. But yeah, I think once in a while, if you get a good cigar, it's a good thing.
Taylor
Literally, as of right now, I'm considered a cigar smoker.
Lauren Everts
You are?
Michael Bostick
No. He just dries.
Taylor
Yeah. I'm going to go run out and buy some cigars.
Kendra Wilkinson
Oh, my God.
Michael Bostick
I'm telling you, it's a. It's. It's like having sex with a. How do I say this? Nice. It's like. It's like an extra umph. Like it grows. I can feel it. I'm telling you, it feels Chia pet.
Lauren Everts
Listen there. There have been some studies that say.
Kendra Wilkinson
I never realized, like, what happens to us women because I like my cigars. Like, I think it's probably good to.
Michael Bostick
Have a little testosterone.
Kendra Wilkinson
Yeah, it is good.
Michael Bostick
Little blood flow down there.
Kendra Wilkinson
I like having my cigar like. Like when I close a real estate deal. Like, that's when I love my cigar and my whiskey and I just like. I'm just like a total old dude.
Lauren Everts
Like, just like, like Winston Churchill over there.
Kendra Wilkinson
Cheers. I. It just feels like a successful moment. Like, it's like a little bit of a high.
Lauren Everts
I don't know, whenever I am celebrating something, it's same thing. You go out, have the cigar, relax a bit. It's like something about it, you know?
Michael Bostick
Yeah. And then come home and I say, I'm ready to. Don't ask me another day.
Kendra Wilkinson
Doesn't really matter if I have a. Are you super, like, horny during pregnancy or.
Michael Bostick
I definitely wanna have sex. Like, I love having orgasms and I think it's really good for the baby.
Lauren Everts
And I'm just gonna throw my brief out.
Michael Bostick
I do. I wanna have orgasms all day long. But I'm gonna be honest. It's not the sexiest, most attractive I've ever felt. Certainly not. I'm not one of those women that's like, oh, this is so fun. We look like the road trip scene where I'm like squishing him over here and like bouncing up on him like a ball. Like, I don't feel the most attractive I've ever felt.
Kendra Wilkinson
I hear you.
Michael Bostick
You know what I mean?
Kendra Wilkinson
But I think when you look back and you're like, I look so cute. Because you do look so cute. And then just wait. I mean, I don't. Like, you get this flab, like this.
Michael Bostick
Like I have the flab. It just comes with having babies afterwards.
Kendra Wilkinson
Like, you know, the baby pops out next year. You have this like gross, like extra skin and flab and you're. That's when you feel like you know shit.
Michael Bostick
It's not. I think that people need to be more honest about how gnarly it is after you have a baby. Like, it's gnarly on your body, on your psyche, on your boobs, on your vagina, on everything.
Kendra Wilkinson
Yeah, yeah, yeah.
Michael Bostick
Takes a beating.
Kendra Wilkinson
It's funny because, like, I. I have a 15 year old boy and a 10 year old girl and wow, like, you know, I gained so much weight with both of them. I lost the weight and then now all of a sudden during the holidays, I'm like, I step on the scale. I'm like, what the fuck? I am the same weight as I was when I was pregnant. I'm like, what am I doing? What is going on? It's the alcohol for sure.
Michael Bostick
I just think it's the. Also the ebb and flow. Like for me, I don't always stay the same weight. It's like you ebb and flow and there's chapters and seasons and the best thing that I did to get 60 pounds off post pregnancy, which I do, is weightlifting.
Kendra Wilkinson
Oh, yeah.
Michael Bostick
Change my life. Yeah, but change my life.
Kendra Wilkinson
Yep.
Michael Bostick
Change the whole game.
Kendra Wilkinson
Yeah.
Michael Bostick
And then I eat a lot of meat and that really helped. But with my first pregnancy, I didn't even like recognize afterwards. It's like you feel like you feel like you're wearing almost like a, like a fat suit.
Kendra Wilkinson
Yeah, yeah, no, I hear you. I hear you. I had to get my skin removed because it was just like flat.
Michael Bostick
Did you do tummy tuck?
Kendra Wilkinson
I did a tummy tuck. I did a full tummy tuck. And that's the first time I ever told anyone publicly. And my flat, I mean, I'm telling you, my skin was just hanging and I had to get it removed. It was so bad.
Michael Bostick
A lot of women do it and I think that it's cool that you're open about it. Because the problem is people will see a celebrity and they're like, how'd she get fit so fast? And I. A lot of people are doing tummy tucks. Like, that just is what it is.
Kendra Wilkinson
Yeah, Yeah.
Michael Bostick
I feel like you gotta go to a good doctor.
Kendra Wilkinson
You gotta go to a good doctor, but you gotta. You gotta. You know, it's really. You can't gain weight on it because like, it's tight and then you can't.
Michael Bostick
Like, what does it feel like when you gain weight on it?
Kendra Wilkinson
It like tightens and it hurts a little bit.
Lauren Everts
Cause it like pulls on the. Yeah, it stretches the skin.
Kendra Wilkinson
Yeah, yeah, yeah. But it's been a life changer for me, like after having the babies. And I love it. I love that I did it.
Michael Bostick
I'd like a mommy makeover when I'm done having kids.
Kendra Wilkinson
Yeah, Would you do like vaginal rejuvenation stuff like that? Oh, yeah, I want to do that.
Michael Bostick
Okay. There's this guy, he's a friend of mine. I'm gonna put you in touch with him. He is the vagina whisperer.
Kendra Wilkinson
Are you serious?
Michael Bostick
He literally. So he. He does. He like makes over princes and princesses and Is he over in bevel?
Kendra Wilkinson
Is he over on Sunset? What's that?
Lauren Everts
What's that meme?
Michael Bostick
He's in Houston.
Lauren Everts
What's that meme where, like, it shows the guy and it's like, you're probably wondering how I got here.
Michael Bostick
Dr. Amir is vagina whisperer and he makes the vagina look like it's 18.
Kendra Wilkinson
Wow. Wow. Okay.
Michael Bostick
You should see, like, it's wild.
Kendra Wilkinson
I went into. I got a consultation one day and you know, I was like, what would I rather do? Would I rather do a little mini facelift or would I redo my vagina? I'm like, ooh. Cause you know, I'm on a budget here. So like, which one am I gonna go for? Or get my boobs removed? And I'm like, I love my boobs too much. So I'm like, what else? What am I gonna use this money for? Am I gonna get?
Michael Bostick
So which one's more important to you?
Kendra Wilkinson
So I went and got a consultation for the vagina over the face. And I'm like, he's like, so what would you like? Would you like an 18 year old vagina or a 21 year old vagina? And I'm like, actually he said 16.
Lauren Everts
Oh.
Kendra Wilkinson
He goes, would you like a 16 year old vagina or would you like a 18 year old vagina. And I didn't know if that was appropriate, so it lied about the first time. I'm like, oh, that's so weird.
Michael Bostick
Let me ask Michael and Taylor, the guys.
Lauren Everts
I'm not touching this fucking question with.
Michael Bostick
A ten foot pole. Taylor, would you rather us get a little. A little lower facelift or a little vagina lift?
Taylor
Well, I guess it depends on who's asking and what the face looks like.
Michael Bostick
No, Taylor, what's the answer that you. I know what you're gonna say.
Taylor
So you're trying to say that she, this, this hypothetical person, specifically.
Michael Bostick
I mean, this hypothetical person has.
Taylor
Has. She's not a looker, but downstairs.
Michael Bostick
No, she's a looker.
Taylor
Okay, okay, so if that's the case, then yeah, then sure, sure.
Michael Bostick
What?
Taylor
Yes.
Michael Bostick
Yes to what?
Taylor
I'm just dodging the question.
Lauren Everts
Lauren.
Kendra Wilkinson
The vagina.
Michael Bostick
The vagina.
Lauren Everts
There are moments in life as a man when you got a, you got a dog, you got to dodge, weave.
Michael Bostick
Everyone in Hollywood is getting. And I was talking about this like at a conference the other day. They're getting lower facelifts and no one's saying anything.
Kendra Wilkinson
Yeah, like that's the thing.
Michael Bostick
Now everyone's doing in secret.
Taylor
Imagine though, if you were a husband and you didn't know your wife did it, and all of a sudden you start to have a section. You're like, whoa, babe, what'd you do?
Kendra Wilkinson
But it's. I. But it's, it's like I. I've asked people that have done it before and they're like, women. And women are like, oh my God, it changed my life. Because they like, they really redo it so that you get them ultimate pleasure.
Michael Bostick
And also they like, do something to the muscle. So it's like they restore the muscle.
Kendra Wilkinson
I'm so interested in it.
Michael Bostick
It's Taylor. Ycgyno. Is the guy okay? He's come on the podcast.
Kendra Wilkinson
He's great.
Michael Bostick
He showed us like the, he brought vaginas. He showed us the before and after of like, the silicone badges. It was interesting.
Kendra Wilkinson
Wow. Does he like cut off the, like the painting things?
Michael Bostick
Yeah, he cuts everything off.
Kendra Wilkinson
That's great.
Michael Bostick
You want to go for steak tonight?
Lauren Everts
The roast beef almost choked.
Taylor
I'm gonna. I've got a statement to make. I was gonna say, I don't care how loose a girl's vagina is. I like her for her.
Michael Bostick
That is, aww, really cute, Taylor.
Taylor
That's honest in my mind. I could never be so shallow. I'd be like, oh, like, I like British. Her vagina Is a little too loose for me.
Michael Bostick
Are you single?
Kendra Wilkinson
I am single. Single, single, single. I've been single for seven years now. Or like, I've been, like, divorced and, like, single for, like, seven years. I've attempted. I've explored little things here and there, but, like, I have not, like, been in a relationship for seven years.
Michael Bostick
What does it take to, like, be your boyfriend? Like, what are your requirements?
Kendra Wilkinson
I'm gonna have to real. It's about me now, right? So it's more about, like, I'm so used to being single now, you know, it's gonna have to take. It's gonna be a lot. It's gonna be a lot. Like, I don't. I'm not settling for, you know, whatever, Joe Schmo, you know, I. Yeah, I'm so used to being single now. Like, you actually get used to it. So I wasn't used to it the first few years after divorce, but now I am. And now I look at men and I'm like. I don't know, like, I. I freak out with. I freak out thinking about commitment and, you know, committing to the wrong person or, like, you know, it getting boring. Even. I get really nervous about life getting boring, you know? So, like, even though, like, I loved my marriage with my ex husband, I loved it so much. It's just that, like, what is life telling me now? Like, I have to really be honest with myself nowadays rather than, like, go with the flow of society. Like, oh, I'm supposed. I guess I'm supposed to find a man, but, like, I think I'm really used to it and to the point where I'm so satisfied with my own self now. I get around a little bit, you know, and I have some boy toys out there, but that's. That's. That's all. That's all that they are, you know.
Michael Bostick
It'S on your terms.
Kendra Wilkinson
It's on my terms when, you know, when I don't have my kids. One week or one night or whatever it is, and I just have fun. I'm just trying to enjoy as much as I possibly can now when I, you know, and I do like my space. I like to be messy when I'm. I'm. I'm kind of like, I'm not an A type type person. I'm not an OCD person, so I don't want someone, like, nagging me or, you know, person has to have fun. The person has to be a fun person or I get bored. So it's gonna, you know, it's gonna be a Long process to find that right person to be along.
Michael Bostick
I also think you were in a relationship so young that was like, had a microscope on it.
Kendra Wilkinson
I know.
Michael Bostick
And then from there you went and got married.
Lauren Everts
What age did you move to LA and move into the Playboy matrix?
Kendra Wilkinson
18 years old. Yeah.
Michael Bostick
The fact that you were 18, it feels like you were 21. I know, like when you look back.
Lauren Everts
On it because we used to watch the show. Right? That was, that was like one of the.
Michael Bostick
I didn't, it's such a good show. I also watched Kendra on top though too.
Kendra Wilkinson
Oh, cool.
Michael Bostick
Yeah, I watched all of them.
Lauren Everts
But yeah, you're right. You wouldn't think like all those people are only 18 at the time.
Kendra Wilkinson
Well, I was.
Michael Bostick
I know, but I'm just saying the other two. Yeah, she was the youngest.
Lauren Everts
How old are the other ones?
Kendra Wilkinson
In like twenties. In the twenties.
Michael Bostick
If you were knowing everything, you know, after everything you've been through and you were to tell your 18 year old self something, what would you tell them?
Kendra Wilkinson
You know what, you're doing the right thing. You're doing, you're, you're on the right track, you're doing the right thing. And even my closest like friends that are like godly or like people that go to church or like my very, very amazing real estate partner, like, they know I struggle with some shame and regret a little bit in life, but you know, I'm like, you know, what else was I supposed to do? I was 18, I was about to get knocked up by this like 20 something year old, this guy and it was a choice I had to make. Was I going to, you know, be a stripper in San Diego and get knocked up by this guy like, or take this one way ticket to LA and move into the Playboy Mansion and come on.
Lauren Everts
Meaning, like at the time in San Diego your circumstances were that, that you would have made that decision.
Kendra Wilkinson
Those were the only two choices I had in my life at that moment. I didn't have college, I had none of that. So I had to make the right decision. And I do. I'm like, you know what, I know myself, I know who I am and I know myself and I know I can survive. And let's take that trip to LA and never look back.
Lauren Everts
And were your parents in your life at that time or did you, and what kind of relationship did you have? If.
Kendra Wilkinson
Yeah, I don't, I never, I had pretty problematic relationships with my, with my, during my upbringing.
Lauren Everts
Okay.
Kendra Wilkinson
So I never really, you know, I was a runaway. I pretty much, you know, I've been alone. I've been on my own for a long time, making decisions, you know, and being all crazy and stuff like that. When I turned 18 and I moved out, like, I. What? You know, I had this option to get pregnant and, like, strip, which was getting really, you know, old after a few months. Finally, Hugh Hefner calls one day and was like, hi, this is Hugh Hefner. Would you like to move into the Playwood mansion and be one of my girlfriends? I was like, wait, what?
Lauren Everts
How did he find you?
Kendra Wilkinson
So while I was living with this boy in San Diego, I did this photo shoot, and this photographer sent my photo into the Playboy Mansion to the Playboy, and I had no idea. And next thing you know, I get this call. Hi, would you. You know, and then, long story short, I found out what happened. Like, the rumor was that Hef walked by and there was only one photo left out of this pile of photos and was mine. And he walked by and he picks it up and he says, who's this girl? So that was the story on his end. And I'm so grateful for that opportunity. It was, for me, amazing. And it was healthy for me. It was happy for me. I was safe. And, you know, it's taboo to the world because they don't really know what really went on there. In my opinion. It was only in my perspective, it was only one party every few months, and the rest was like, okay, we all had sex with Hugh Hefner once a week. And that's the taboo, is that we had sex with a second year.
Lauren Everts
Did it feel like a transaction in order to be in that environment?
Kendra Wilkinson
It definitely felt like a transaction, but I was willing to take it. And I'm happy I did. I'm happy I did.
Michael Bostick
People see the other perspective, which is stripping is probably feels like a transaction too. It's almost like death by a thousand cuts. With stripping, it sounds like you were kind of like, I'd rather go the Hugh Hefner route and not have to do it every single night.
Kendra Wilkinson
Exactly. Exactly. I just took that one way. I was 18. I took that one way ticket, never looked back. And it was the best decision of my life. And living at the mansion for me was a safe environment. It was a healthy environment. I got room service 24, 7. I could eat whatever I wanted, and I would eat healthy. I would have chefs making me salads, like, every, you know, five times a day. You know, like, anything I wanted, I got. And the parties were fun. They weren't even. I've been to worse parties. Outside of the mansion than I ever did at the mansion. Like, parties were not that crazy compared to parties I've been to. Like, afterwards.
Lauren Everts
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Michael Bostick
It's so interesting because two people can have the same, maybe not same, but similar experience and we've had other people come on the show who were a part of that and they had a different experience.
Kendra Wilkinson
Yeah.
Michael Bostick
And it sounds like you looked at it as almost like you felt almost like secure.
Kendra Wilkinson
Oh, I couldn't have been happier. But I knew it was not going to be a forever thing so I had to figure out what I was going to do afterwards. So I'm like, I'm not. This isn't going to last forever. Living at a Playboy mansion is not lasting. Like what am I gonna do afterwards? So I started setting myself up, I started getting, booking my own work and I hustled my ass off to, you know, get my new show to book appearances around the world, you know, shows. I was just hustling and you guys.
Michael Bostick
People don't realize how much the filming is. Like it's all.
Kendra Wilkinson
Filming was all. Yeah, the filming was a lot, a lot of work. We did signings, we did. I have, you know, I have bad experience when it comes to the business side of things. Not Hugh, not Hef though. Hef was a very awesome guy to me.
Michael Bostick
If you were to describe Hef to someone who had never met him, how would you describe him?
Kendra Wilkinson
He was a very, very. He was a generous, nice person, a very nice person. I don't see him in any other way. He was just a very nice person to me.
Michael Bostick
And what about the other girls at the mansion? What was that like having all these different personality type?
Kendra Wilkinson
That's the part that was hard. Yeah, I wasn't really a girl's girl at that point in life. I was more of a boys, like a Guy's girl.
Michael Bostick
I get that. I'm not a sleepover girl. I get it.
Kendra Wilkinson
And so we never really bonded. I was 18, and they were like. And there. There was two, and then me. They were like, I'm like, this, right? I was always the, like, the third wheel. It was uncomfortable. A lot of the times. It felt really weird. Like, I felt like I didn't fit in, you know? And then I just decided just to go with that. During the show process, I'm like, well, I definitely don't fit in. I'm just gonna be me and see how this works. And rather than try to fit in and be like, you know, like, I didn't. I felt like I had. I felt like I was a complete odd man out of the whole situation, even though I was, like, enjoying the ride.
Michael Bostick
You have friends, though, that did. Like, I saw on your show, like, Jessica hall was on there with you. Like, you made friends.
Kendra Wilkinson
Yeah, so I did. Jessica is my best friend. Yeah, she's an amazing friend. She knows everything I've been through. She knows all the things. She knows all the truth. She's seen it all. She's seen it from her perspective, everything. So it's just nice to have her in my corner and just. And be there. I have nothing but good things to say about the other two. I have nothing bad to say about them. There's nothing bad to say. So I'm not a negative person like that, but I have my right to have that experience of feeling left out, you know? And, like, I didn't feel. I felt the young. Like, the young one. And, like, I felt, like, completely like I didn't have friends other than Jessica that came in every now and then.
Lauren Everts
So how would you. Like, what's a typical day when you're living there? Like, how would you occupy your time?
Kendra Wilkinson
Work out, work out, work out, work out. Running canyons, spin class. Like, you know, all I did was work out and eat. Work out, eat. We would be. I would be, like, preparing, you know, preparing for the next party or something. Like, what am I gonna wear? Or the next party. That took a little bit. That took a. Like, you know, a week out. A week out of the time. What else? Like, it just. It was like heaven. Like, it was a heavenly experience for me. Like, there couldn't have been a better experience. And, you know, there's two things that can be right, you know? Like, people are like, how can you say that when you have a daughter or whatever? Like, I've heard people, you know, say, how can you, like, what would you tell your daughter? Or whatever. And I'm sitting here like, you know, two things can be right. I. I had to do what I had to do. I had to survive. I was in a survival mode. I chose what I chose. I made the choice to move into the Playboy Mansion, have sex for money with Hugh Ephner and live. I actually lived an amazing five years of my life. I couldn't. I have no, I have no regret. But to tell my daughter, like, oh, you know, like, what would I tell her? It's just like, I wouldn't want her to be in that position of having to needing, you know, having to choose that.
Lauren Everts
You've created life circumstances for her where she doesn't need to make that decision.
Kendra Wilkinson
Between stripping her that I'm already talking to her about college. She's 10. I'm like, you're going to college. Like, you know, so there's like big changes. There are definitely. I'm rewiring certain things that could. That, you know, that well.
Lauren Everts
It just sounds like she has more options than you.
Kendra Wilkinson
Definitely.
Lauren Everts
Because of what you've done.
Kendra Wilkinson
Definitely. Definitely. I had to do what I had to do. And I have no regrets about that. And I don't have. I can't. I honestly cannot say anything bad about my experience living there. My choices were mine. I, you know, and to be honest with you, like, the sex was blah. So lame. And I. And I wish. And it was like, I feel like.
Michael Bostick
He wasn't smoking cigars.
Kendra Wilkinson
I felt like I was robbed of like an experience. Experience or something. Like people are think someone last night, this new guy that I met who I kind of like, he's like, I would never would have guessed this. I never had an orgy there. I've never had an orgy there. Wait, it was just like. No.
Lauren Everts
Is it like you've never had one or. They just didn't. Weren't happening there.
Kendra Wilkinson
It just wasn't happening.
Lauren Everts
It's like it was one on one.
Kendra Wilkinson
Activities era of being there. So like every now and then I'm like, you know, there's something lacking in my life. Maybe I need a, you know, experience an orgy or something.
Michael Bostick
Wait. The way I imagine it in my head is not that there was not orgies.
Kendra Wilkinson
I've never had an orgy at the Playboy Mansion.
Michael Bostick
Damn.
Kendra Wilkinson
Nope. Now it was a train.
Michael Bostick
Wait, wait, wait, wait, wait, wait. What's. What's the difference between a train and an orgy?
Taylor
A train means the man goes down and one girl after the other. Correct. And an orgy is Like a big plethora of just women and men.
Michael Bostick
The girls weren't hooking up with each other. It was just a train.
Kendra Wilkinson
And I, like, feel. Feel robbed of an experience. Like, nowadays I'm like, geez. Like, I. Like, there's. I feel like I should have been able to experience that at least one time in my life.
Michael Bostick
Yeah.
Kendra Wilkinson
So.
Lauren Everts
But are people like.
Michael Bostick
No. That would I have to say, like, if I was at the Playboy Mansion having sex, I would. The girls are so beautiful. Like, I'd be like, bye, Hugh.
Kendra Wilkinson
I know, but everybody was like, I.
Lauren Everts
Don'T think you get that option. Lord. I think the. I think the room service ends at that point.
Michael Bostick
That, in my head, is how it goes.
Lauren Everts
I think the chef salad end. If you say no.
Michael Bostick
So you don't get to hook up with other girls. You just have to get, like, fucked by half.
Kendra Wilkinson
That's pretty much it. And that was it. And we all. We each had, like, one minute to, like, do our thing. And then the clock was right there, and I was like, five, four, three, two. Okay, okay, okay. Time for some French fries.
Michael Bostick
If you guys were good. If you guys were having sex with a girl and she was looking at the clock like Kendra saying, 5, 4, 3, 2, 1. I get to have some French fries. What would that do to your egos?
Taylor
Did a big bullhorn go off when the clock hit zero?
Michael Bostick
Taylor. Your. Taylor, your clock would only say 20 seconds because, let's be honest with yourself.
Taylor
Put a minute up on the clock.
Michael Bostick
Let's do it.
Lauren Everts
How do you know who goes last?
Kendra Wilkinson
Oh, we all knew. It was like a routine.
Michael Bostick
It's like a dance routine. It's like, this person's going to go first. Yeah, yeah. Youngest to oldest.
Kendra Wilkinson
It's like, girlfriend one goes now, and then girlfriend two waits for. And then girlfriend three was like third. And then.
Michael Bostick
Wait, how does he. Hold on, hold on. I have a question about this. How does he. So he just. He finishes like, five times.
Lauren Everts
No, that's what I'm saying. Who goes last?
Kendra Wilkinson
Yeah.
Lauren Everts
Do you not get what I'm putting down here?
Michael Bostick
No, I don't understand.
Kendra Wilkinson
Like, who's the last person is the one.
Michael Bostick
I got it. So he's not finishing in each girl.
Lauren Everts
You think this guy's going multiple times in one minute and recovering in a.
Michael Bostick
Minute and going again kind of.
Kendra Wilkinson
So it's like soup. God.
Michael Bostick
He's trying different flavors and then he's finishing.
Kendra Wilkinson
Pretty much. Pretty much.
Taylor
Did he ever just, like, take one and go, ah, this is. I'm just going to finish with this one and not. And the other, leaving the other girls.
Kendra Wilkinson
Every time it was the same routine. No, girls got. I never got with, like, you know, there was maybe one time this Russian girl came in. She's like, I just want to eat you. I'm like, ooh, hey. Like, you know, I don't know where you came from, but. Yeah, sounds spicy. That sounds better than as close as I got, But, God, the way I.
Michael Bostick
Imagine it in my head sounds so different. I could, like, do, like, a. I.
Lauren Everts
Did not imagine, like, a shot clock. I did not imagine that.
Michael Bostick
I thought there was, like, girls everywhere, dancing, having fun. Like, it was like, an interactive.
Lauren Everts
Is this routine down to, like, the day, the hour, same every week, or is it just like.
Kendra Wilkinson
Yeah, yeah. We would go out once a week to, like, a bar or a restaurant, and then he had popped his little Viagra before he left. It was, like, routine, because it had to be because of the Viagra.
Lauren Everts
Okay, all right.
Michael Bostick
You know what? It also sounds like, talking to you, it seems like he was, like, your true friend in the mansion.
Kendra Wilkinson
He was a great friend to me. We loved each other in a different way. I was not dating you. Up. Come on. I had boys. I had boyfriends. I had so many boyfriends.
Michael Bostick
How can you not. You had to have fun.
Kendra Wilkinson
Yeah, I had to, looking the way you look. But that's why I was ready for marriage at that time, because I was like, God, like, I. I've already dated. I went through my real dating process while I was living at the mansion. Never really got out, but I definitely had my fun.
Michael Bostick
How do you meet your first husband when you're at the mansion? Was that simultaneous?
Kendra Wilkinson
He was there. Yeah, he. He was. He. He went to the mansion to play. He played the Playboy golf tournament. And we met then. We met then.
Michael Bostick
Did you like him right away?
Kendra Wilkinson
I loved him right away. I loved him. I knew he was the father of my kids. I, like, knew it. Like.
Michael Bostick
And what does he say? Like, you're. He's like, you're dating Hugh Hefner or. He didn't care.
Kendra Wilkinson
No, no, no, no, he didn't. Like, there was something there, and, like, nothing else mattered. So. Yeah, but that's that. See? Yeah. Then later on, like, you know, we. We had a great marriage. We got divorced seven years ago, and that was. That took me down to my knees. It took me down into the darkest, deepest depression. So. And that was just because, like, you know, there's a lot of. There were problems that came along with the decision I made to move into The Bladeboard Mansion doesn't mean I had a bad time. It meant that there were consequences later on down the line, immensely, mentally, like, you know, and. And doing the TV shows and stuff like that. I struggle with a lot of ptsd, you know, just being. I had years where paparazzi were just, like, you know, just. Just like, on me.
Lauren Everts
I was gonna ask what would happen when you guys would go out publicly at that time? Because I don't. Like, for the younger people, like, when you went on a TV show like that in the past, it was tabloids. It was everywhere. Do you remember what it was, what it was like when you guys would go out?
Kendra Wilkinson
Yeah, yeah, we. We would go out and we were. We were at the hot. You know, the Hot Bunch at the time, and we would go do signings and, you know, people were. People were in love with us, you know, for a period of time. For a period of time. Are you talking about the. Are you talking about the Playboy?
Lauren Everts
No, no, I'm just talking about, like, when you guys would go out with half and, like, with the.
Kendra Wilkinson
Oh, with hep.
Lauren Everts
And like, what would happen from a. From a paparazzi? Because you said you have PTSD from.
Kendra Wilkinson
Paparazzi never popped up at. While I was. Thank God, because I would have got caught with all the guys I was with. So the. The paparazzi only popped up after I left the Playboy Mansion.
Lauren Everts
Okay.
Kendra Wilkinson
So that's when the paparazzi. Paparazzi started following me and they started, like, really getting, like. It was a intense amount of paparazzi on me at the, like, right when I left. And so right when I had. I got pregnant right away and got married right away. It was a huge. You know, it was huge. It was huge news. Like, this girl from Playboy is now. Now married, having a kid. We got to get the first pictures. We gotta. You know, so that was. That happened for years. And later on, I'm telling you, two years ago, I had this horrible psychotic breakdown. Like, I had ptsd. I had severe depression, darkness. And I don't know where it came from. It was like. Like real ptsd. I was like. I thought. I thought I was hearing cameras. I was like, oh, my God. Oh, my God. And, you know, now I'm not filming anymore, and I'm not. And the paparazzi are barely on me, but every now and then I'm like, oh, my God, do I. I hear them? I hear them. It's like, it can. It created some pretty intense mental issues.
Michael Bostick
Well, I think what you've been through is so unique. It's not like you can like call a friend and like explain it to someone.
Kendra Wilkinson
Nobody relates.
Michael Bostick
You can't explain it to anyone. No.
Kendra Wilkinson
And nobody has empathy for a celebrity. No, no. And not a lot of people. If you, and you can't like talk about it. You can't really talk about it because people are like, oh, she signed. That's what she signed up for. Oh, that's.
Michael Bostick
How can you know what you signed up for at 18?
Kendra Wilkinson
Yeah, it's. Yeah. So I understand all that. But you know, it did. You know, I'm just here to tell my story that I did. I ended up with some mental issues afterwards. So.
Michael Bostick
And what, how did you know that you had had mental issues? And how did you know how to solve the mental issues?
Kendra Wilkinson
There's only one way and that was to the hospital. I had to go to the hospital and I stayed. I. I was in the hospital for a few days and I just slept and I just slept and I slept and it was the best sleep I needed in a long time. And then I had to get some intense therapy and some, some counseling and some psych psychiatry and it was like a lot of work to like rehab my brain. My brain was in such distress. So I did that and I committed myself and I, and I, and I did the work. And so now, now I feel a lot better, a lot more relief. Yeah, definitely. I feel, I feel great. I feel great now.
Michael Bostick
Sometimes I think people. And I don't know if this was your experience, but like even having babies, it can show up years later. Like the postpartum mixed with everything you've gone through and the post traumatic stress, it's like a, it's like a perfect storm.
Kendra Wilkinson
Yeah, definitely. Definitely My, my kids, like. Yeah, I did struggle a little bit with some postpartum depression. I got back on my feet after that, but there was nothing like what I experienced a couple of years ago. Like two years ago now. It was the most intense, most, the scariest. I went through psychosis and I was just like, I didn't know where I was. I didn't know what was going on. I thought camera. I thought everyone was an actor because when we were filming everyone played a part and stuff like that. So there was just like this horrible, horrible state of mind. I was in wherever I thought everybody was like after me or like, it was so scary.
Michael Bostick
The reason I like doing the show is cause we get to talk to people and hear their story and their intention in long form content. So you can really understand a person it makes sense to me that your nervous system when you're a little girl is in fight or flight. And then you move to the Playboy Mansion and you're in fight or flight in a different way. And then you marry Hank, and the paparazzi's following you everywhere, and you're pregnant. And I can only imagine that energy.
Lauren Everts
When you're still in your adolescence in a lot of.
Michael Bostick
To me, it's like, I can totally see how you could have a psychotic break from your nervous system being so burnt out.
Kendra Wilkinson
Definitely.
Michael Bostick
It makes sense.
Kendra Wilkinson
Definitely. And then. But the one thing I'll tell you, and I'm not a religious person, but the one thing that got me up off the ground is the thought of God. And I'm not a religious person. Like, I. I have my fun. Like, I'm like, more, you know, this angel and the devil every day on my. You know, in my life. But God, like, you know, the thought of God really was a great coping mechanism for me, and I really leaned on that and found a group, a Bible study group. And it felt very comforting. It felt very calm. It felt so positive. It was so nice. And it was. A group of women, felt like a bunch of moms that were, like, nurturing me.
Lauren Everts
Do you say you're not religious because maybe a part of you feels like you're not worthy of being welcomed into that faith?
Kendra Wilkinson
I don't know if I could commit to the rules of the Bible and all that stuff. So I'm a fun person, and I feel like I sin too much.
Lauren Everts
The reason I asked it in that way is it sounds like you have a picture in your head of somebody who would fit the religion or religious profile. And, like, maybe in your mind, you feel like you don't fit that profile. But I think if you're asking for God's help, that it's.
Kendra Wilkinson
I'm going through a spiritual war, for sure. It's definitely what I'm going through at the moment. Like, I'm probably. Yeah. Because I don't go to Bible study anymore because I felt guilty of certain things that I had to go and do, which is have sex with a guy one night. And I'm like, oh, I don't want to go to Bible study. I don't want to face this. Like, it just. I don't know. I send too much to, like. But I have these. These books, you know, these God books, and with these positive messages. And it really. Every morning I wake up, I read this book, and it's just so nice, and it really Gets me through the day.
Michael Bostick
I also think with being religious or spiritual, like sometimes it doesn't have to be like a group thing. Like sometimes you can just wake up in the morning and just be alone with it. And sometimes that's just comforting. Like you're saying in itself.
Kendra Wilkinson
Yep, yep, yep. Exactly, exactly. And it's really pulled me out of a dark place. The thought of God and having a relationship with God. It's really pulled me out of a dark place and it's, you know, and I now know how to cope during certain times now.
Lauren Everts
I think that's like a really healthy way to think about spirituality or religion. Like my, my problem with that area is when people get self righteous with it. I think like that's an unhealthy way to have a relationship with spirituality or religion. And when you think that you're like better than because of that. But I think the way you're viewing it, like, I think that's how most if, if I could wave a wand. That's how I wish more people would look at spirituality. And religion is like, it's something that's helping you cope with life and get through life in a positive way. Not a perch where you can stand and judge others.
Kendra Wilkinson
Definitely. Like, I feel so alone every day of my life. I don't have, you know, at the moment I have no relationship with either parent. Like, I'm just, I just have my kids and myself and a few amazing friends and God and it's just, you know, God, God is very important now in my life. It's very important. But not that I'm going to be changing into and you know, morphing into this like God like nun or something. Like that's, that's the opposite. The opposite.
Michael Bostick
I don't get why you just simultaneously like can't be both. Like, why can't you have fun and pop pussy? But also and spiritual. I don't get why it can't be a little bit more like fluid.
Kendra Wilkinson
Because in my opinion, I think that they're basically, I think what they're saying is you follow the rules, you're going to be at the ultimate happiness. Like you're going to be at the ultimate joy of your life. So I can understand that. Like, okay, I guess I have to find a man at some point and just commit. And you know, and I do want the guy to have a faith based. I want the guy to be faith based, not religious, but someone who has the same idea, like has a positive idea of God. So that's one thing that has to happen.
Michael Bostick
I think you might meet someone in church. I'm predicting it. I'm going to give you my clairvoyance. I think you're going to meet someone in church, and I think it's going to surprise you.
Kendra Wilkinson
Okay. That's what my vision or something.
Michael Bostick
I think you're gonna meet someone in church and it's gonna be like. It's gonna be so opposite than your past experiences that it's going to be, like. It's gonna be, like, shocking to you and it's gonna surprise you. I don't know why. I think she's gonna be happy.
Kendra Wilkinson
It's gonna have to come through the church doors for someone to get to me. I'll tell you, like, I have sex every now and then, but to have a relationship with me and my kids, I think that person's gonna have to come through the church doors.
Michael Bostick
It's. I don't like. I think it's great to have sex if you're single.
Kendra Wilkinson
If I was single.
Michael Bostick
You have, like, have sex if you wanna have sex.
Kendra Wilkinson
I agree.
Michael Bostick
You know what I mean? Test out different flavors.
Kendra Wilkinson
Yeah, I agree. Trust me. I've gotten some good. You know, Taylor's getting excited. Yeah, yeah.
Michael Bostick
Excited.
Kendra Wilkinson
Yeah. But I've had my fun. I've had my fun.
Michael Bostick
Going back to when you were married and you were on the show, what was it like to then do your own show with your husband and your kids and put that journey out there after you had already done Girls Next Door?
Kendra Wilkinson
It was a very different, different, different thing.
Michael Bostick
Good or bad?
Kendra Wilkinson
It was. It was good. It was good. My experience filming my show after the Playboy Mansion was, was, was, was. Was good. It's just. I think that I was, you know. Cause the show's called Kendra. Kendra on top. Kendra, you know, so I had felt the pressure. I felt there's an enormous amount of pressure on me to be the entertainer. So I had to. I had to entertain. I had to bring the show home. I had to be the headliner. I had to. And then, you know, I think that caused some problems in my relationship, in my relationships. When the cameras turned off, it felt, like, very lonely, you know, Felt very, like, weird.
Michael Bostick
And it felt weird to you or to your, like, friends because you weren't performing like the WB frog.
Kendra Wilkinson
It was just back to reality. It was just back to reality. And when we were on, on the show, like, I. I did my best to try to. I do my best to try to imitate exactly my real life. Like, I don't. If they, you know, if a show comes to me, and they're like, okay, we want you to. We want you to do this today or do that today. I'm like, no, that's not what I would do. Sorry. That's not. That's not. That's not what Kendra would do. So I. I would like to tell my own story. I had an amazing production team. Prometheus, who does Ancient Aliens, and who did Girls Next Door. And they, you know, they followed me around, and, you know, it was a blessing and a curse to do that. It was playing, you know, we had the devil in our home, which. Meaning that we allowed the world into our home and the media. And so it got really scary for a second. It got really. But I knew how to be strong. I'm like, you know, like, this is. We're taking on the world, babe. You know, let's take on the world. We're getting all this money. Like, it was all about just for me, like, hustling and making that money. And, like, I worked so hard, and so it was all about hustling and making as much money as possible to live our lavish lives in Calabasas. I burned out so many times, and I guess I forgot about marriage, real life marriage. And then the marriage ended, you know, and so I'm not saying I'm blaming myself or I'm not blaming him. I'm just blaming, like, just what happened. Yeah, yeah, yeah. It just. It definitely is a blessing and a curse to do tv. I think I may have put a little too much personal stuff out there, so I think that that was a very dangerous thing to do.
Michael Bostick
What do you. What are you referring to? I can't. I watched the show, and I can't think of something where I was like, oh, that she overshared. What do you mean?
Kendra Wilkinson
There are moments where, you know, there was a moment where, you know, like, there were a couple moments, you know, like, a couple moments that happened, like.
Michael Bostick
In your relationship with your kids, with you, or, like, you don't have to tell me specifically if you don't want to. What, like, was it with someone?
Kendra Wilkinson
It was just raw. It was too raw, and I was so exposed, and my family was exposed, and we were all very raw, and we had raw emotions. No one was really telling me how to feel and act and what to do, and we were all just raw. And so when you're so open to the world, I mean, it's just really. It can be. Fight you back really hard. And so there's a lot of. There's some regret when it comes to show business.
Michael Bostick
When did you decide, like, I'm not going to put myself out there anymore and I'm going to do something else. And what did that look like? Like, what did the transition look like?
Kendra Wilkinson
So I did a real estate show a couple years ago and that lasted two seasons and it was a great show and we had a great time. It just, I had severe PTSD filming that and the audience could tell. The audience was like, whoa. Like, you know, you look a little sad. I'm like, yeah, I'm like shaking. I'm like, while I was filming. Because from the moment Kendra on top ended till that moment, there was years. There were years. So I healed my brain in a way that wasn't, it wasn't meant for TV anymore. So then when TV came back, I was like, oh my God, oh my God, oh my God. Who am I supposed to be? What am I supposed to do? Oh my God. Like, I freaked out because I don't want to make the same mistakes as I did. I don't want to, you know, even they even wanted me to go on a date with a guy and I was like, that's not going to happen. I am not going to go down that road again. I'm not going to put, you know, a relationship on camera again. So I, that's, those are the regrets. Like, you know, I, I miss my marriage sometimes and I love my marriage. I think that, you know, we just played with fire and it burned us. You know, it burned us.
Michael Bostick
So yesterday I went to a baseball game. I was supporting my best friend's son and I brought brownies and I brought orange slices and I put them in my caraway Tupperware. And I was so excited about this because it's one of the only non toxic Tupperwares on the market. So I already use their cookware. You guys know this. I'm a huge fan of their pans. I make eggs in them every single day for my kids. We use their pots for popcorn. We make bone broth in their pots. I use their baking sheets to make cookies. But I have been really into the Tupperware and that is because I'm becoming like a snack mom. So between Zaza and town school and the baseball games, I have been bringing snacks and I bring them in the Tupperware. The Tupperware is really sturdy, high quality Tupperware. But most importantly, and this is important to me as a mother, it's non toxic. So if you're looking for something that doesn't have pfas, toxic chemicals, or any of that other weird shit that you can't pronounce. Check out Caraway. And just as a reminder, their iconic cookware set comes with a saute pan, fry pan, dutch oven and saucepan, plus lids for all of them, a canvas lid holder, and a magnetic pan rack for storage. It's the ultimate kitchen setup and will save you money versus buying the items individually. Plus, if you visit CarawayHome.com TheSkinny10 you can take an additional 10% off your next next purchase. This deal is exclusive for our listeners, so visit CarawayHome.com TheSkinny10 or use code TheSkinny10 at checkout. Caraway Non Toxic Cookware Made Modern all.
Lauren Everts
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Michael Bostick
You know what? I don't mess around with my prenatal and that is why I've used the same prenatal for all three pregnancies. Ritual. This is a brand that I trust so much because of their integrity and their detail when it comes to what they're putting in their supplements. This one that I take has vitamins A, C, D3 and zinc. And what this does is it helps support normal immune function. It also and this was so important to me as a pregnant woman, it has omega 3 DHA. So you want the DHA and this is going to support support fatty acid content of breast milk and then another important ingredient, biotin and this supports women's increased nutrient requirements during lactation. So everything is designed with the mother and the baby in mind. I like the mint one. They also have a citrus one. This is cool too. Each capsule features a delayed release design so it makes it really gentle on an empty stomach. I am someone with adversions when it comes to pregnancy so this was really ideal. And then every bottle includes like a citrus essence tab so you can enjoy the multis and you're not turned off by them. Everything is non GMO project verified. It's gluten and major allergen free. It's certified B corp and made traceable. You can go on their site and see where everything comes from which is really refreshing if we're being honest. When it comes to pregnancy and postpartum support, you want products backed by research and transparency. Mom founded Ritual puts in the work and shows you the proof. Get 25% off your first month for a limited time at ritual.com skinny that's ritual.com skinny for 25% off your first month. This episode is brought to you by I stand with my pack. This is my charity that I always talk about. It is a female run nonprofit dedicated to rescuing animals. I'm really passionate about this charity. I've been working with them for a while and everything is designed to prevent animal cruelty both locally in Southern California and globally. If you are in Southern California, there is a chance to support them in person. So Istan with my Pack is hosting an annual spring fundraiser. It's on Sunday, May 18th at the beautiful 1 Hotel in West Hollywood and it's from 1 to 4pm you get some light bites, refreshing drinks and a warm community of animal lovers. There will also be, I should say this, a notable mention. Adorable rescue dogs. Tickets are $200 available now at istandwithmypack.org Every single dollar from this event, you guys, goes towards rescuing more pups in need. If you love dogs, good food, and supporting a cause that saves lives, don't miss it. Istandwithmypack.org I can only imagine, like, putting your marriage out there and then they. They pull a clip that's out of context. They added it in with something else. They added a face in that you made to the clip.
Kendra Wilkinson
They did that along on the Girls Next Door, and it's like they did that a lot.
Michael Bostick
How do you win? Yeah, you kind of can't.
Lauren Everts
I'll be honest. Like, you know, we get to speak to people who have done what you've. What you've done in different areas and do Housewives.
Kendra Wilkinson
Yeah, yeah, they. They house. They go through a lot, you know.
Lauren Everts
Doing what we do. Over the years, those conversations have populated. And I always just say, like, it's. It's a, It's a really. Now that you've seen people go through it earlier generations and people like yourself, I think it's a. It's a really tall order to put your personal life on that kind of stage and give people externally that much control and. And in such an intimate thing. Because every relationship and every parent, like you go through struggles, and it's hard enough to be in a private relationship now that you invite the world into that. And I just think, like, I don't want to say this because it doesn't happen to everyone, but the majority are set up for failure, I think.
Kendra Wilkinson
Yeah, there were moments. There were moments of filming. I should have been in therapy and intense therapy after certain things happened, and I instead filmed a TV show instead. And then instead of going to therapy, I. I would go on live TV shows crying, oh, my God. Oh, my God. And the ratings. I watched the ratings one day, just me cry. Oh, my God. You know, this happened. This happened. This. I was raw. I was raw. I had no media talking. I was just go on live shows crying.
Michael Bostick
Sometimes I think people like that about you, though.
Kendra Wilkinson
Jesus Christ. I mean, not.
Michael Bostick
Not that you're crying. I just think people like that. People like. And you can even tell when you want interviewing you. Like so many people when they come on, there's like a guard up and. And they only want to say certain sentences. And you can tell there's like a. It's like a rawness and a realness that doesn't exist a lot in Hollywood.
Kendra Wilkinson
Yeah.
Michael Bostick
So I can understand why the ratings went up. Why did you decide to do your real estate show did it have to do with. You started a new business and you wanted to like get it out there.
Kendra Wilkinson
Yep, yep. So I spent years like I'm. I'm not rich anymore. Like I used to be like, woo, rich and all, you know. Now I'm like, you know, I'm like a real working person now. Like, I'm like real estate, you know. It's really hard, by the way.
Michael Bostick
I've heard it's really hard.
Kendra Wilkinson
Oh my God. But I'm somehow surviving it and it's just been. I actually love it so much. I love my. Love my real estate partner. He's what makes me like get up every day and I just want to conquer another day. And it. I had a psychotic breakdown then too. Like I. There was one at 4am in the morning. I was on the MLS, like, and all of a sudden like I quit and I wrote on Instagram, I quit real estate. Boom. And I'm like, oh shit, what did I do? Oh shit, what happened? Everyone thought I. Everyone's like, oh.
Michael Bostick
But then you went back to it and then.
Kendra Wilkinson
Yeah, then I went back to it that same day that I closed a deal like two days after that. And I was like, well, I never quit. But what are you doing? The same.
Michael Bostick
What are you doing? Real estate. Like, are you selling homes? Are you selling commercial? What exactly do you do?
Kendra Wilkinson
Residential. Yeah, homes. So.
Michael Bostick
And I have like a weird question. When someone is getting a house shown by you, did they ever come as a fan? Like they see you as the real estate agent and they don't have any intention of buying the house.
Kendra Wilkinson
You know what? That has not happened yet.
Lauren Everts
You're gonna put that out there?
Kendra Wilkinson
No, no, no, no, no. It's. No. For some reason, things that has not. I get a lot of prank calls, so a lot. There are a lot of people that, oh, I'm looking for a house. Can I talk to Kendra? You know, it's stupid.
Michael Bostick
Okay, so they'll call.
Kendra Wilkinson
So they call and they try to get to me and they're like, oh, they act like they're trying to buy a house and they're not. Yeah, it's really annoying. Beyond annoying. But yeah. No, like I started the real estate show. Like I. I spent years off camera and I didn't know what I was going to do. I had no idea what I was going to do for a living. And here I am, I'm like, oh my God. I had savings, you know, from my 20 years of whatever shows and stuff, but money was like tight. Money was, you know, So I had to figure out what I was going to do. It's either I go to college, start going to college, or I be a medical assistant or a medical, you know, salesperson or real estate. So I was so depressed one day. Like, I was like. Like, dark, Dark after, and I was like, what am I gonna do? God. God, what am I gonna do? Oh, my God, I don't know what I'm gonna do. So I just drove. I got in my car. It was, like, early in the morning, and I just said, God, just guide me, guide me, guide me. What do I need to do? So I ended up in Westlake Village, and I. I pulled into Keller Williams, the real estate company, and I just walk in, and I'm like. And. And the receptionist, she's like, oh, hi, Kendra. Hi. I'm a huge fan. I'm like, oh, cool. What can I. Can we help you? And they're like, I'm like, I need a job. I need a job. I need. I need. What do I do? I need a job. They go, do you have your real estate license? I'm like, what's that? What's that? Are you serious? I have to get. And you have to take a huge test. I'm like, no, no, no, no. So I said, okay. So I got. I got in my car, and I'm like, all right, all right, I'll start this journey. And so I just got on. I booked, I bought the books, and I started studying. I read every page of the books, and I passed that test the first time, which is really hard to do. And next thing you know, next thing you know, I get a call from hgtv, and they're like, we want to follow this journey. We want to follow this journey. I'm like, okay, cool. You're more than welcome. It's hgtv, you know, why not? You know? So look at how you got these.
Michael Bostick
Calls, though, like, when you needed them. That's weird.
Kendra Wilkinson
It was amazing.
Michael Bostick
That is crazy. Like, what happened to you when you were 18 and then it happened later?
Kendra Wilkinson
God. It's God. I think that's God.
Michael Bostick
So is your full focus daily focus on your kids and your real estate career? That's what you're focused on? There's no more TV shows in your future.
Kendra Wilkinson
I. I miss tv. Like, I. I do miss it.
Michael Bostick
You do? I thought you were gonna say no way.
Kendra Wilkinson
I. I missed certain aspects of it. I'm a raw person, and I do deserve, like, I. I like opening my life up to the. I like people following me, but It's. There's.
Michael Bostick
There's a.
Kendra Wilkinson
It's like, you know, it's a blessing and a curse at the same time. But I do, obviously, I like the money. I love entertaining. I love to entertain. So I'm. You know, that. That's what people knew me as. People are, you know, nowadays are like, get back to who you once were. Get back to, like, I was a comedian, you know, it was like I had perfect comedic timing. I was, like, witty. I was like. But now nowadays, I'm, like, too tired to be funny. You know? I'm way too tired to be funny.
Michael Bostick
You're working.
Kendra Wilkinson
I'm working. I'm a real estate agent. I'm a single mom. I'm. You know, I'm just trying to figure it out. I'm just trying to figure it out.
Michael Bostick
Maybe after the show, a reality television producer will call you. You'll get another call out of nowhere, and they'll be like, we want to film your single mom real estate.
Kendra Wilkinson
I did. You know, I did pitch. I pitched two shows.
Michael Bostick
Okay. Pretend someone's listening.
Kendra Wilkinson
Well, one. Well, actually, you know what? You know, guess what I did. So I. I had this one day. I had this. I'm a horny single person. So I go, God, that'd be so cool. If I. If I. I have the magic powers to have my own show, what would it be about? What's in my deepest, darkest fan? Ooh, that'd be so cool if I was a female Hugh Hefner, right?
Michael Bostick
Oh, my God.
Kendra Wilkinson
You could do that. So then I was like, wait, are.
Michael Bostick
You gonna do the train? Depends on you. All right. Cigar, cigar, cigar for all three.
Kendra Wilkinson
So then I just decided. I'm like, One day, I just got super horny. I was like, ooh, I'm gonna pitch a show about me being a female uf. Ner. And then what a bad.
Taylor
Like.
Kendra Wilkinson
And so we pitched it. It was called. I don't know if I should say it, but, yeah, pretty much. I hate. I was so mad at that title, by the way. Like, they chose. I was like, this sounds like a fucking porno, but. But this one, like, this one was called Kendra's Fun House. And I. I pitched it off of my crazy, dark, sexy fantasies. And then I got a call back saying, like, this. This could. This could happen. And I'm like, never mind.
Michael Bostick
No, no, no, no, no, no, no.
Kendra Wilkinson
I, like, freaked out.
Michael Bostick
You don't need to have sex with them. You could just date him.
Kendra Wilkinson
I freaked out, and I turned my own show down.
Michael Bostick
I feel like that would be funny for you to just date.
Kendra Wilkinson
Oh, my God. I would. I would do it now. I would. I wasn't ready then. I wasn't ready then.
Lauren Everts
Well, let's see who the.
Kendra Wilkinson
Maybe.
Michael Bostick
Wait, hold on. If the. If Kendra's Funhouse happens, can Taylor be one of the guys that you go on a date with? Taylor.
Taylor
I'll be first in line.
Michael Bostick
He'll be on the show as one of the suitors.
Kendra Wilkinson
Sure. You're more than welcome.
Michael Bostick
Literally blushing.
Taylor
I'll be the train conductor.
Lauren Everts
He's beat red back there.
Michael Bostick
The train conductor. He's funny. He's funny. He's one of the funniest people I've ever met.
Kendra Wilkinson
Just smoke a cigar and we'll talk.
Lauren Everts
Taylor, are you a godly man?
Michael Bostick
Taylor, give him a Cuban.
Taylor
I am now.
Michael Bostick
Okay.
Kendra Wilkinson
I am now.
Michael Bostick
What's the other one that you were gonna pitch? You said there was two.
Kendra Wilkinson
Yeah, there's another one. So there's one that's in the works right now. I. It's. I think it's. I don't think it's going to happen, but there's another one. It's about life, transition.
Michael Bostick
Cool. So inspiring.
Kendra Wilkinson
Yeah, it's an inspiring show.
Michael Bostick
I do actually think, though, you could do your, like, Hugh Hefner show in an inspiring way to show women like that we're empowered and we can have different options.
Kendra Wilkinson
If you put me in a house with all these men, you think that's going to be inspirational, inspiring, or you think that's. That's gonna be like.
Michael Bostick
I just think it could be on your terms.
Kendra Wilkinson
Like, my terms. The devil is like. God is completely like.
Michael Bostick
It was on Hef's terms because he was like the train conductor in. In the Mansion. And then you have too much fun.
Kendra Wilkinson
I would be having too much fun. I'd. I would embarrass the. Out of my kids.
Michael Bostick
Might be fun.
Kendra Wilkinson
I would embarrass them.
Michael Bostick
I'm just saying I'm a horrible influence.
Kendra Wilkinson
I would have to, like, really buckle up and just be more conservative. And I. If I see, like, group of guys, like, in a house, it's on, and I would embarrass. I would regret. You talk about regret. That would be the regret.
Michael Bostick
But you don't have to, like, actually go all the way. You could just date them on this, on the show.
Kendra Wilkinson
Want to go all the way, you know?
Michael Bostick
Taylor, did you hear that? Taylor? That was. She said you could come on the show, and she would want to go all the way.
Taylor
Is there a question? Is there a difference between an orgy and a gang bang, or are those just interchangeable?
Kendra Wilkinson
Are you asking me?
Taylor
Yeah, I guess. Anyone?
Lauren Everts
Taylor, you would know more about this than anyone I know. I've seen your search history.
Michael Bostick
Have you ever done an orgy? No.
Taylor
No, I've never.
Michael Bostick
Have you ever done a gang bang neither?
Taylor
I've not.
Kendra Wilkinson
Gang bang. It's like a train, I think. Right.
Michael Bostick
That's what I was saying.
Kendra Wilkinson
Hold on.
Michael Bostick
This is a question. I can't wait to see you lie. Have you ever done the Eiffel Tower with another guy?
Taylor
No comment at all.
Michael Bostick
I know the story.
Kendra Wilkinson
What's I. What's Eiffel Tower?
Michael Bostick
The Eiffel Michael explained it. Okay. It's when two guys hold girls in the middle.
Lauren Everts
Guys on one. One end of each. Do you get it?
Kendra Wilkinson
Oh, fine.
Michael Bostick
I don't really get how the girls on one end of each, though. What's the position?
Lauren Everts
Well, the. The girls. The mouth and the.
Michael Bostick
Oh, got it, got it, got it. You know, I. I have never been someone that wants. You know what?
Lauren Everts
Hold on.
Michael Bostick
I'm not a two penis kind of girl. That's too much penis.
Lauren Everts
I'm gonna make a disclaimer.
Kendra Wilkinson
I'm a penis.
Lauren Everts
Sometimes I see. Sometimes I see people listening to this show shocked about the language and the adult material. If you've made it this far into the episode and you're now upset about this, you just. What are you doing listening this far in?
Michael Bostick
You're Peeping Tom.
Lauren Everts
Get out of here.
Michael Bostick
So we've learned about all different kinds of things on this episode. It really was a bag of Chex Mix. Kendra, you can come back anytime. You're great on a mic. You really are great on a mic.
Lauren Everts
Thank you for making the trip.
Michael Bostick
Like I said, she had some Spritz Society. She had the peach one to make her feel better.
Kendra Wilkinson
Hair of the dog.
Michael Bostick
Hair of the dog. And I think you're fabulous. And you're so honest, and it's, like, so refreshing to me.
Kendra Wilkinson
Thank you.
Lauren Everts
And like I said, hero, move to drive here hungover because a lot of people would cancel on us.
Kendra Wilkinson
So what am I gonna do with this box in my car? A box of puke.
Michael Bostick
Taylor will take it.
Taylor
Oh, I'll have the bellhop come down.
Michael Bostick
He actually would help you. He will help you.
Kendra Wilkinson
Oh, my God.
Michael Bostick
He is really sweet.
Taylor
Like that waste removal.
Michael Bostick
He's done worse. I feel like. Where can everyone find you? What if they want to book with you for real estate? Like, where can everyone pimp yourself out?
Kendra Wilkinson
You know, just go to Kendra Wilkinson. On Instagram. And, you know, shoot me a DM if you want to explore buying or selling a house with me. Be really fun. We have a lot. I have a lot of fun with my clients.
Michael Bostick
What if there's a hot single guy who's listening?
Kendra Wilkinson
Hey, DM. Me. No. I get so many DMs, it's, like, so weird. And I don't. And I get. Oh, there was one time I got. What's it called? Fished. White. Black. What is it?
Michael Bostick
Catfished.
Kendra Wilkinson
Catfished. I got catfished. White fish. I got catfished from.
Michael Bostick
How? How?
Kendra Wilkinson
And I learned the hard way. It was right after divorce. I'm like, ooh, this really hot guy's like, it's so stupid.
Michael Bostick
Did you meet him in person and it was different? No.
Kendra Wilkinson
No.
Michael Bostick
How'd you know you were getting catfished?
Kendra Wilkinson
Cause, like, I was. I think I was going to meet up with him, and then a friend of mine, like, found that it was fake or something, and I was like, oh, my God. And then there was one time I talked to a fake. I talked to a fake Jason Momoa for four hours on the phone. Are you like, how did you know he was fake? It was. It was a fake Jason Momo try.
Lauren Everts
To make himself look like Jason Momo.
Kendra Wilkinson
Because. Because Jason Momo. Well, the fake Jason Momo was like, oh, send me a picture. I'm like, you first. You first. I need to see your picture. Show me. Show me yourself.
Taylor
Are you asking for it to see his trident or his face?
Kendra Wilkinson
And he couldn't send me a photo. I was like, oh, my God. I've been talking about fake Jason Momara this whole time.
Michael Bostick
I'm surprised he didn't, like, go on his, like, profile and send you something that was like a mirror shot.
Kendra Wilkinson
No, I know, but he. It was, like, good. It was a good. It was for a good cause. Like, so it was for charity.
Taylor
It was a charity.
Kendra Wilkinson
It was actually. It was.
Lauren Everts
It's a charity.
Michael Bostick
Then by all means.
Kendra Wilkinson
He had a good story. He was like, oh, my neighbor is huge fan, and he would like you to, you know, he's huge. He's a huge fan of yours, and he's dying of cancer, and I'm sitting here like, oh, my God. Oh, my God. Yes.
Lauren Everts
I got news for you. He was the neighbor, and he didn't have cancer.
Taylor
Did he say the only thing that'll cheer him up or heal him is a picture of your tits?
Kendra Wilkinson
Yeah. Then he started getting into that.
Taylor
That's why I'm like, where's this going? Show us your body.
Michael Bostick
Are you taking notes, Taylor? On what?
Lauren Everts
You're cut off. You're cut off. You're. You're. You're cut off back there. You're getting too.
Kendra Wilkinson
So I don't trust the Internet. I don't trust it.
Lauren Everts
Yeah, I wouldn't trust it either.
Michael Bostick
Kendra, thank you so much.
Kendra Wilkinson
Thank you so much for having me.
Episode Summary: Kendra Wilkinson On Playboy Secrets, Girls Next Door, Hugh Hefner, The Price of Fame, & Reinventing Herself
In this compelling episode of The Skinny Confidential Him & Her Podcast, hosts Lauryn Everts and Michael Bostick engage in an unfiltered conversation with Kendra Wilkinson, a multifaceted personality known for her roles as a TV personality, model, author, and mother. Kendra delves deep into her 20-year career, experiences at the Playboy Mansion, her relationship with Hugh Hefner, the challenges of fame, mental health struggles, and her journey to reinvent herself.
Kendra opens up about her tumultuous upbringing, highlighting problematic relationships with her parents that led her to become fiercely independent from a young age. At 18 years old, she faced a pivotal crossroads: either pursue stripping in San Diego or move to Los Angeles to join the Playboy Mansion. Reflecting on this decision, Kendra states:
"Those were the only two choices I had in my life at that moment. I had to make the right decision."
— Kendra Wilkinson [16:28]
Choosing the latter, Kendra emphasizes her determination and self-reliance, asserting that she knew herself and could survive the challenges ahead.
Kendra describes her time at the Playboy Mansion as a transformative and safe environment. She fondly recalls the perks, including 24/7 room service and expertly prepared healthy meals, which she received during her stay. Despite these comforts, Kendra felt like an outsider among the other girlfriends:
"I was always the third wheel. It was uncomfortable. It felt like I didn't fit in."
— Kendra Wilkinson [27:31]
Her relationship with Hugh Hefner was marked by mutual respect and generosity:
"He was a very generous, nice person. I don't see him in any other way."
— Kendra Wilkinson [26:59]
Kendra contrasts her experiences at the mansion with societal taboos, emphasizing that her perspective was generally positive, contrary to public misconceptions.
Post-divorce, Kendra faced severe mental health challenges, including PTSD and psychotic breakdowns triggered by relentless paparazzi and personal turmoil. She recounts:
"I had a horrible psychotic breakdown. It was like real PTSD. I thought everyone was an actor."
— Kendra Wilkinson [39:56]
In her quest for healing, Kendra turned to spirituality, finding solace in Bible study groups and the comforting presence of God:
"The thought of God really was a great coping mechanism for me, and it really leaned on that."
— Kendra Wilkinson [42:12]
Lauryn adds insight into Kendra's struggle with spirituality:
"I think that's how most people would look at spirituality. It's something that's helping you cope with life."
— Lauryn Everts [45:14]
Seeking to redefine herself beyond the spotlight, Kendra ventured into real estate, a challenging yet fulfilling new path. She shares her impromptu decision to join the industry:
"I ended up in Westlake Village, walked into Keller Williams, and decided to start this journey."
— Kendra Wilkinson [62:53]
Despite initial hurdles, including obtaining her real estate license on the first attempt, Kendra found renewed purpose and satisfaction in helping clients navigate the housing market:
"I love selling homes. It's a real working person now. I'm conquering another day."
— Kendra Wilkinson [63:05]
Kendra discusses her marriage to Hank, whom she met at the mansion during the Playboy golf tournament. Their union led to motherhood, bringing both joy and subsequent challenges:
"We had a great marriage. We got divorced seven years ago, and that led me into the darkest depression."
— Kendra Wilkinson [37:13]
As a single mother of two, Kendra balances her professional endeavors with raising her children, expressing a desire for a faith-based relationship built on mutual understanding and positivity:
"I want the guy to have a faith-based, someone who has the same idea, like a positive idea of God."
— Kendra Wilkinson [43:28]
Reflecting on her extensive journey, Kendra acknowledges the blessings and curses of fame. She expresses regret over sharing too much of her personal life publicly, which contributed to her mental health struggles:
"It was a blessing and a curse to do that. I may have put too much personal stuff out there."
— Kendra Wilkinson [51:20]
Kendra emphasizes her commitment to personal growth and real estate, seeking a balanced life away from the relentless pressures of television:
"I'm a real estate agent. I'm a single mom. I'm just trying to figure it out."
— Kendra Wilkinson [67:07]
Kendra Wilkinson's candid revelations offer a raw and authentic glimpse into the complexities of navigating fame, personal relationships, mental health, and professional reinvention. Her journey underscores the importance of self-awareness, resilience, and spirituality in overcoming life's adversities. Lauryn and Michael commend Kendra for her honesty and vulnerability, highlighting her as an inspiring figure for listeners seeking to enhance their own lives.
"You're so honest, and it's so refreshing to me."
— Michael Bostick [72:26]
Kendra Wilkinson's story serves as a testament to the strength of the human spirit and the possibility of reinvention amidst life's challenges.
Notable Quotes:
Kendra Wilkinson
"You're doing the right thing. You're on the right track."
— [16:28]
Kendra Wilkinson
"I had to do what I had to do. I made the choice to move into the Playboy Mansion and live."
— [17:39]
Kendra Wilkinson
"It was the best decision of my life. Living at the mansion was a safe environment."
— [20:56]
Kendra Wilkinson
"I struggled with a lot of PTSD. I had severe depression and a psychotic breakdown."
— [39:56]
Kendra Wilkinson
"The thought of God really was a great coping mechanism for me."
— [42:12]
Kendra Wilkinson
"I love selling homes. It's a real working person now."
— [63:05]
Kendra Wilkinson
"It was a blessing and a curse to do that. I may have put too much personal stuff out there."
— [51:20]
Michael Bostick
"You're so honest, and it's so refreshing to me."
— [72:26]
This detailed summary encapsulates Kendra Wilkinson's multifaceted life journey, offering listeners valuable insights into the sacrifices and triumphs that come with fame, personal growth, and the pursuit of a fulfilling life beyond the limelight.