Therapuss with Jake Shane - Session 120: Kylie Jenner

Episode Date: May 14, 2026

The King is here…  Thank you to Venmo for sponsoring today’s episode! ⁠https://venmo.com/about/debitcard⁠ Use my code for 10% off your next SeatGeek order*:⁠⁠⁠ ⁠https://seatgeek.onelink.me/RrnK/THERAPUSS⁠⁠⁠⁠  Sponsored by SeatGeek. *Restrictions apply. Max $25 discount Tell Me What's Wrong at ⁠ passthatpuss.com Follow Kylie! https://www.instagram.com/kyliejenner/?hl=en Follow Me! Instagram | @passthatpuss TikTok | @octopusslover8 Listen to "THERAPUSS" Spotify: ⁠⁠⁠⁠https://open.spotify.com/show/1BHDdC0OVuHqZ706FobfOF ⁠⁠Apple Podcasts: ⁠⁠⁠⁠https://podcasts.apple.com/us/podcast/therapuss-with-jake-shane/id1723626781⁠⁠ Amazon Podcasts: ⁠⁠⁠⁠https://music.amazon.com/podcasts/93117357-1f23-46e1-8f26-88f5182a68b8/therapuss-with-jake-shane⁠⁠ Learn more about your ad choices. Visit megaphone.fm/adchoices

Huge guy. This is about to be the best way in my life. Yeah, I mean, same. So. That good, go ahead. Pussies? The king is here. King Kylie.

I'm so happy to be here. First off, cheers. Cheers. Cheers. I'm already having the best. I know. We were really just hanging in the back. Eyes.

Oh, sorry. Cheers. We're having red wine. It's like 1 p.m. On a Friday. And we're having the best time. We're having the best time. I'm so, I can't believe you're here.

I couldn't sleep last night. I can't believe I'm here either. I know. Not because I don't want to be here. I die for you. But like podcasts are just, it's a very new thing for me. I know.

But you're always on. I'm going to keep saying that. Every podcast I go on, I'm going to be like, yeah, this is so new. It feels special because this is one of the first. Yeah.

This and the cuddy one. Yes. When you said, you've seen my show. I thought you were kidding. Really? Yeah. We met. That's when we met. Well, we met. Okay, you don't remember this. Tell me everything. But you were, it was at the Charlie X-CX

show at Coachella. Okay. And you walked by me. And I was just like, and that was our first meeting. I loved that. That was a good show. That was a great show. That was a day before I shot the movie with her. You shot it the day after Coachella? Yes. Isn't that crazy? Where did she shoot it in the desert? We shot it at my house in Palm Springs.

Right. And I was like super crazy about it not looking like my house because I'm like, this is going to take people out of it. Right. But, you know, they were in Ibita. Uh-huh. Epita. Ibita. And so yeah, we just did it in a hallway at my house the next day.

What was it like being an actress? It was amazing. Really? Yes. Did you love it? I did. Do you want to do more? Yes.

You should. Thank you. A few things have come my way that I said no to that honestly I kind of regret, but it's okay because something else will happen. Did you say no for any particular reason? I feel like, I don't know if anyone can relate to this. I didn't think it was right, but I also didn't have enough time to decide. It was like decide now.

Decide now and I get in my head about it and then I end up saying no out of fear. Are you an anxious person? I don't know. I wish Ariel was in the room because I feel like he's my second brain. Ariel, is she anxious? No, you don't seem anxious. You don't read anxious at all. Okay.

And I'm like shaking. Did you see when I was drinking the wine I was shaking? Let's breathe. I honestly feel better. We needed that. We needed that. We needed that. Now tell me about Zelda.

This is a safe space. We were talking about Zelda earlier because Jake was like, I love your Sims bit. Yeah. But you guys, I went on vacation recently and I got, I bought a switch for the first time. Okay. I almost bought one yesterday. You're about to convince me.

I bought a switch. I don't even really this type of girl. Like I play Sims on my computer. It never really went. My gaming never really went further than that. I loved Halo. Like I beat the first Halo game. Call of Duty.

No, Halo. Is that? Too completely different. Too completely different. Halo. What is it? Halo is another like, it's in the future, but it's another like. Okay, okay.

So that was like, okay, that was your thing. That was my thing with Kendall. And then what else did I play? I mean back GameCube. Oh, I was a, I was a Game Boy guy. Yeah, GameCube. What were we playing on there? Bomber Man on GameCube.

Yeah. The best. I bought a Switch and basically looked up, like, what are the most? popular games on Switch. And I get, and you, Zelda has like, Zelda's up there.

Have you played Zelda? Oh, yeah. Zelda is up there. You know. You would have played Zelda. Zelda is like one of the best games ever. What is the premise? Rated.

Um, well, you are Link. Okay. You are a hundred years ago. Oh my God. I'm gonna sound like such a nerd. A hundred years before you, you're playing the game.

A hundred years prior, there was like a big war happened on. with all the, with all the, fantastic beast, what are the beasts called? I remember the main guy. It's like Gandorf or something.

Yeah, Gandorff. But all the fantastic, not the fantastic beasts, hold on. I need to get this right. This is perfect. Wait, the beasts in Zelda. I hate that I don't know their names. The divine.

The divine beast. The divine beast. I'm so sorry. So all the Zelda fans out there, I'm still kind of new. I've already, I've already kind of conquered one of the divine beasts. I'm onto my second beast. But anyway, so, you know, 100 years prior before you start playing the game, there was this big war. The world is like, you know.

Shambles. Shambles. Like, everything is fucked. Yeah. And then you get in there and you're link. And you're trying to save the world. Oh, I like that. Save the world.

And Princess Zelda, even though it's like 100 years later, she's still like thriving in the castle. Uh-huh. You want to get to Princess Zelda. Were they in love? I don't know. There's a bunch of flashbacks. It's the most intricate. You could be on that game like I've played.

Wait, so. For days and hours. And there's like missions to complete? Basically you're trying to get to Princess Zelda in the castle. To save her? To save her. And save the world. From the divine.

Well, the divine beasts were, um, they were really on our side. But then they got taken over by Gandorf. Gandorf. Uh-huh. So you have to enter the divine beast and like snap them out of it. Snap them out of Gandorf. Okay. I think I'm going to get a switch.

So anyway, that was a lot. But you need to get a switch and you need to play Zelda. Wait, I'm going to. Like right now. Like right now. Right now. Yeah, I'm going to. Breath of the Wild.

Breath of the Wild. Yeah. That's the first one. Can we play? Like, can we connect? Oh. I know. Because you can do that on Pokemon.

I know. And Mario Kart, no. Yes, you can. You can play Mario. I think you can do Wi-Fi. Okay. Are you still on Tumblr? No.

No. I know. I'm sorry. Wait, Rio. I'm sorry. I'm not. I know. It was the best place.

I'm on Pinterest. Pinterest gives me. Pinterest is Tumblr grown up. Pinterest gives me Tumblr. It does. And do you have like mood boards that you like? Yes. I do it all day.

Are they public? Instead of like opening up my Instagram, I open up Pinterest. Oh, really? Yes. And you just scroll. And I scroll, inspiration, inspiration, inspiration. And it's like curated to me and the things that I like. So I'm like, ooh, that would be cool for a cosmetic shoot coming up.

Put it in the da-da-da. And then I have like a 2026 like outfit vibes. Are you going to the mat? I am. Were you wearing? I'm wearing Scaferelli. Oh! Should I just like show you a picture instead of.

explaining it to get your reaction. I'm gagged. Okay. I don't have the final dress, but I'll show you the sketch. Shut up. This is not me. Shut up. Another piece.

No, you're lying. Louise, you have to come see this. I mean, I'm already like speechless. And then it's like falling off. You know what I mean? It's going to look different than that because, you know, the sketch is always like, it's real art. You're wearing art.

So I'm wearing art and we're saying. celebrating art art well Kylie what are you therapists about today what am I therapist about hmm I haven't heard this before um I'm therapist about I'm therapist about getting over this cold I knew you're going to say that we're getting to know each other yeah we are I knew you were going to say that I'm really there pissed about this fucking colds I just it's been 10 days and I don't know if you guys feel like as you get older it's harder to like kick something in the butt. I just threw my back out for the first time.

Stop. Yes. I have really bad back issues. I was like, I'm going to tell her that I threw my back out, but I guess I feel like she's never thrown her back out. I have had chronic back pain for like three and a half years. It's just starting to get better.

But I, my son, my last pregnancy, it like really took me out. Oh, really? That was, was it during it?

It was like 12 weeks into the pregnancy. I just woke up one. day and I'm like, ooh, I can't really walk. And I had like crazy sciatica pain and crazy lower back pain. So I'm just thinking, and I was in the best shape of my life before that pregnancy. So I really had high expectations. I really wanted to like work out. I gained 60 pounds with my daughter.

I was 200 pounds when I went in to give birth to my daughter. Oh, I was like 210 with my son. All of that when I gained like 65 pounds with my son. What were you like? I was huge. Wait, what were you crazy? Everything. I ate everything. I ate everything. I ate a pint of ice cream every night. You're lying. No, I just dove right in. What flavor?

Rainbow Sherbert. Yeah. Yum. Yeah. I ate lots of ice cream, just lots of carbs, bagels in the beginning. My nausea was horrible with my son, so if I didn't eat, it'd be really bad. Which pregnancy was easier? The first one. That was a breeze. God, it's so funny you talking, well, it's not funny, but you talking about this, it's like, I remember everything happening in real time. Like I remember when, was it the Dear Stormy video? Yeah, to our daughter. Stopped the world. Stop the world.

I was in high school. We all stopped what we were doing to watch the video. Oh my God. I remember seeing, I didn't realize it was going to be like that, all the reaction videos to people watching it and like gathering in the living room. Like, this is crazy. Because you didn't leave your house for a while, if I remember. Yeah, at all. And there was like helicopters circling above your house to try to get pop shots of you.

And they would take pictures of anything and just write a story like, oh, it's a crib. I'm like, that's a couch. Yeah. So that was crazy. I really didn't leave the house. I felt like at the time, you know, reflecting back to it, I felt like I was protecting myself. And I was in a way.

But I. Like right when I posted that video, I sobbed for like three hours. Because it felt like so much weight on my shoulders and just a big thing that I was like hiding from the world. And I was, you know, worried about everyone's reactions. And it was just so emotional. And I'm like, huh, maybe next time I wouldn't do that. Right. Yeah.

And did it feel good not hiding it the second time? Yeah. But then I couldn't leave my bed anyway because I was like in so much back pain. and sciatic of pain. I was like, and lots of things were happening with my vagina. I was three centimeters dilated for like a month and a half, two months. Shut up. Like, the baby was like falling out.

Wait, wait, wait. And my doctor's like, you have to stay in bed. What is it like seeing your kids grow up? It's the best. I feel like, I'll let you talk. No, no, but I had nothing to say. Okay. Let's take a wine break.

Yeah. Eyes. I'm so nervous. Oh, don't be nervous. I know. You're the Mecca. What? Yes.

I just want to kiss you. Oh, I want to kiss you. I'm having the best time. I know because you would tell me. And I think you're the cutest person on the whole planet. I love you. I really do. This is the best day of my life.

And your last thirst trap? You saw? I fucking saw that shit. You saw that shit? It's like on my 4U page or something. You're lying right now. I'm not lying. I open Instagram and it was you.

What do you think? I thought it was so sexy. I've been really in the gym. I'm so proud of you. Doesn't it feel so good? And it just, I want to show everyone. Doesn't any, don't you feel so? I love being in the gym.

It's, I love being in the gym. I love sweating. And then I love feeling like, well, the best is when you wake up morning skinny. And then you go to the gym still on morning skinny. And then you work out. And then you work out. you like tone morning skinny. The best.

And I had a tan. Do you stay, do you have a real tan? No, that was fake tan. There's nothing that feels better than a spray tan. Nothing. A fresh spray tan. Like, it's God's gift to this green earth. You feel like fitter.

You feel hotter. Totally. You just feel sexy. Like your face has this like subtle glow to you. Sometimes I think I'm depressed and then I get a spray tan and I'm like, I was just pale. Yeah. You know? What does a bad day look like for you?

A bad day. I don't have any bad days. No. Of course I have bad days. I mean, it depends. What's happening? Right. You know, I've had really, I've had bad days.

Yeah. What the fuck is happening? I don't know. We need a sip of wine. Cheers. I've never been this nervous. or silent on a podcast. Stop.

What's wrong with me today? You're doing great. You're doing great. You don't seem nervous at all. You're lying. I'm not lying. Okay. Louise and I were talking.

When you curate an Instagram dump, how do you pick your song? Thank you for asking. The songs are the hardest for me. Every time. The songs are so hard. I know a few people who are really good at it. I think they're keeping it in their notes or something. You think?

I think they're like prepared for this shit because there's no way you can be under pressure you're about to post this dump you've been working on for hours and you could just pick a perfect song. They have to be, we have to do better. Do you work on it for hours? Yes. It really doesn't read that way. That's like your whole like, like that like is your whole vibe to me.

Like it's just like you just do it and it happens. I love that. Is there like, do you have any notes? Note for your dumps? Yeah, for my dumps or for my posts. Like do you wish that? No, I would only say. More.

Really? Really? Like every time you want more? Like your 2016 post, I was sat. I know. I don't know who that was anymore. You don't know who that. It's hard for me to.

Maybe it's like I just, I really work a lot more. Than you did when you were. Than I did then. Yeah. Like every day. I feel like all I do is just like I'm working or I'm at the office and then I'm with my children and then I'm working on myself and then I'm, you know, in a relationship and then I'm having my friends and then I.

Right. So it's like I not. Like back then, I felt like I had more free time to just like play. What was it like looking back at that era? It was amazing. Thank you, Seekkeek, for sponsoring this episode. As you know, I love live music more than anything. I am going to see Lord this Friday.

I am so excited if you want to join me to come see Lord for her final shows for her ultrasound tour. you can use code therapist for 10% off your Seekekkeek purchase. And Seekek is the best place to buy tickets because it tells you whether you are getting a good deal or not on the ticket you are getting. They have a scale that goes from one to ten, one being not the best, 10 being the best. So you know, if you are getting a good bang for your buck. Apart from that, Madison Beer is going on tour.

Casey Musgraves is going on tour. The World Cup is being hosted in the U.S. If you want to go to one of those matches, there are so many comedy shows happening right now. Like, I found some of the best community in the live events I go to. I was in the car yesterday with Ryan, and we were listening to the strokes. And all I could think about was when I saw them at Coachella and just that moment of pure happiness. Also, the basketball playoffs are happening right now. It's baseball season.

There are so many events to go to. Go outside. Go see an event. You can use code therapist for 10% off your order. And if you click the link in the description to download the app, it automatically. automatically applies the code therapist for 10% off your order. Concert season has officially started to make it even better. You can use code therapist for 10% off tickets.

That's 10% off tickets with promo code therapist. Thank you again, Seekeek for sponsoring tonight's episode. I just got my first Birken and I thought of you. What color? Chocolate brown. Gorgeous. I got it in Japan. Amore.

Okay. It's a shoulder shoulder strap. Birken. Like the JPG one? I think so. Or Kelly. No, it's like a... Do you have a picture?

Let's see the picture. It's like a camel, no, it's chocolate. It's chocolate brown and it's... What is it? Silver hardware. Silver hardware. Gorgeous. Do you have a favorite berkin?

The one that I wore today, I die for. The matte black crock with the silver. That I wear like every day. Uh-huh. And then the Himalayan Diamonds is also like... Are you sourcing these or are you buying these direct from the store? Most of them direct from the store, older ones that I have, I have sourced to them. But now I just, if I'm going to buy it, I just, that's gorgeous.

Wait. And I beat it up. I'm obsessed with this. It's like long. It's long. It's very long. This is gorgeous. Wow.

This is really cool. Wait. And it's like, like I want this bag. I'll bring it. I'll bring it down. I'll show you. I think we need to see it in person. This is everything.

And it, it's like a work bag. I bring it, I brought it to work today. It's a travel bag. I bring it on the plane. That's hot. I feel so cunt, bringing it with the, walking through the airport. That is so fucking cunt. And like throwing it on the thingy, like.

That's everything. When did you start your bag collection? I got my first bag from my mommy. I think for like my 18th, I think. Most of my new bags now are from my mom. It's like our, it's our love language. Sharing back. Christmas?

Berkin. Birthday? Berkin. And we just back and forth, back and forth. Isn't that beautiful? Well, when I spoke to her at Vanity Fair, she did say you were her favorite kid right now. We have a beautiful relationship.

What was it like growing up? Like, do you remember a before cameras? I do. Yes. But not a lot of memories. Really? So. It was nine.

years old. They were there one day. And just they were there one day in the house. And everyone made it seemingly normal. So it felt pretty natural, I will say. Do you have a favorite memory from filming like the earlier seasons? The earlier seasons were the best. And so many memories.

I felt like it really kind of brought us all together. It still does today. And like we're all hanging out this Sunday. We're doing like a movie night. at my mom's house. No cameras. But other than that, our, like, our schedules and our lives and our kids and everything, it gets to be a lot.

That filming really brings us and keeps us together because we all were working together. It's like family dinner. It's like everyone come and film. Yeah. So it's been a blessing. And, yeah, so many fun memories. The beginning was the best. Everything.

Everything. I watch it when I'm sad. I had. Me too. It's the best. I mean, you remember the Vine. My family's in there. Oh, yeah, yeah.

You were Vine Queen. Vine was the best. I miss it every day. Me too. I can't believe it's just like deleted. Do you remember any of your vines? Of course. Do you remember the shirt you wore?

Which one? There was holes in it. It was like off the shoulder. The gray one. Yeah. Yeah. Do you still have? No.

I know. That would have been so special to ring to you. I know. And Kik. Kek, of course. Kik was, what was Kek was, what was Keekeek? So Kik was actually a deal that came to us after I think, yes, I know. You heard it here first.

I was getting paid. I was getting paid to do Kik. Yes. You did a fucking stand-up job. Let me tell you. Thank you. Because everyone started using Kee. And I like, yes, and I had to Kik.

You've Loki lived so many lives. I have now that I'm honestly sitting here talking. talking to you. I do feel that way. You used to, like, when you were on the show, you were like telling, you were like, we used to shut down malls. Yes. You used to shut the mall down. Shut the mall down.

You broke books. Yes. Absolutely. The malls were shut down. Kendall and I talk about that often. Because when you're in it and you're so young, you don't even realize, like, what's happening. Right. And then when you are an adult and you look back to it, you're like, oh, my God, we were children

and we had no idea. Like, this was how crazy this was. Right, it was just life. It was like you were just working. Yes, we were just working and it just, it was wild. Do you, is there like one job you remember that you're like, what the fuck was that? Like the appearances or? Like appearances or anything.

Oh my God, for sure. There's definitely, there's definitely memories that Kendall and I will send to each other all the time. Like, wait, what? We did this. There's like, phone. photos that we find that were like, this was crazy. But I think I can think of at the top of my head.

There were a few mall appearances, like going to Australia. Okay. Was really crazy. Like, I've never seen more people and fans in my whole life. But what were you there for? Were you promoting the book? We were there for Paxon, I think. Oh, how could I forget?

Yeah, of course. How could I forget the Paxon Club? The Paxon Collab. We were there for Paxon. For some reason, Paxon reminds me of the Malibu Country Mart, even though I don't think there was one there. Yeah. But I remember your Malibu Country Mart era. Loved Malibu Country Mart.

Oh my God. I was just looking at photos because I'm in a girls chat right now. And like, I have to show you these photos. And they all want to plan a brandy trip. Like they're like, we have to go after hours to brandy. I mean. Like Haley's like where it all started. Oh my.

And I'm like, stop, babe. We have the same shirt. Shut the fuck up. And we're just all sending photos. Like, hello, Randy. That shirt. This shirt. That shirt.

I go, if we don't come out of here with stripes. You did it wrong. Yeah, I'm like, I'm definitely joining you guys. The Maldon country marks changed so much, though, over the years. You can't sit with us. My God. Oh, shit. The Tims, like, what?

The Tims. The Tims. When did you start using Tumblr? Tumblr was, I don't remember. Do you remember your URL? California class. Yeah. California class.

I have no idea how I came up with that name. I just vividly remember the episode where Kim was so jealous of your Tumblr. I always like, you know, they come around. Like I was on Snapchat and they were like, what is Snapchat? And then like, you know. Is that where King Kylie started? It was a Snapchat username. King Kylie started because I saw someone.

I saw someone call me that. And you were just like, yeah. Like that's King Kylie. Like I heard it like in an interview. Like someone talking about it. I don't even remember where at this point. And I was like, King Kylie. I die for that.

Yeah. And then I just ran with it. I don't even remember how that happened. I don't remember life before. This is so cute. Oh, I know. That was when Lord came. Oh.

That's when everyone still lived here. Did you ever have a roommate? Mm-hmm. My first house, Stoss lived with me and Jordan. Was that fun? It was a lot of fun. I needed that at that time. Yeah.

I don't think I could have. We also were so. attached before that, that it would have just felt unnatural too. How did you guys all meet school? I met Stas, super early days. She was like Stoss times 100. And in Calabasas, the only thing to really do is go to the commons on Friday. Do you know what the commons is?

Yeah. It's like an outdoor mall. Yeah, and it's where. Movie theater. pickup sticks. So then she came to the commons and she was wearing like, she had one broken leg. And she was like hopping on a broken leg.

The other leg was like a hug. She was wearing the shortest shorts you've ever seen in your whole life. I was like, oh my God, I could never go out like that. Uh-huh. I saw her at the thing and I was like, and the personality and this. And like, I'm like, she's like me. Yeah. She's like a different version of me.

And she was just crazy. And I thought her craziness was like amazing. And then I saw her again through a mutual friend. And I think she thought my craziness was amazing because I showed up and I was running around the house. And I came dressed in like a costume and I was just Kylie. And then we had a sleepover that night and literally she moved in. We never like for four years. That's beautiful.

Yeah. And then misfits started. And then misfits started. Do you ever reminisce on those? Of course. That's what was my childhood. Did you ever get in trouble your parents via something? they found out that you did in the press?

Yes. But I never was really like that crazy. I think I was just very free-spirited and very like funny and very, I still am that way, but I was never like doing hard drugs or like. So, yeah, but. Were your parents like chill like with like you drinking? Like were they like a cool mom, cool parents or like what? I was afraid of my parents.

I definitely respected them. I wouldn't say they were super lenient, but they gave me the space. And together, I was their 10th child. Right. So I think there was, and they had me really late. Like my mom had me at 42 almost. And my dad was a bit older. So I think they were just, like, my mom was in work mode.

And yeah, they gave me the space. I don't think, I think like we were the last generation. to really, like, grow up like that. I know. Because we didn't have a cell phone. Our parents didn't know where we were all day. You are the last generation to do that. Now it's like, can you imagine sending stormy off?

No. The fact that she can, like, make cohesive sentences now. I know. It's really crazy. I've entered a different, like, stage of motherhood. What stage are you in? I'm in, I have an eight-year-old stage. Eight?

She's eight years old. She's my age, one of the first. we started keeping them with the Kardashians almost. Why does that make me feel old? I know. What? I remember when I had her and I used to be like, I'm going to be 28 with an eight-year-old. You were 20 when you had stormy?

I was 19 when I got pregnant. Were you like, can I ask? Were you like freaking out? I was freaking out. I was freaking out. I was really scared to tell my parents. And how did that go? And it was, I was really scared, but I knew, I was really scared,

but there was something just inside of me that knew that I wanted to do this. I had to make a decision for myself, like, what do I really want? What can I handle? And even if I have to do this alone or however, like, this is the choice that I'm going to make. And And then I told my mom Put on the wine We're like crying

No, I'm, I was gonna say I'm drunk Yeah Now we're like crying Yeah No one was like angry at me No one It was just It was crazy crazy times

Stormy ever asked like What do you do? Of course And does she like understand She knows mommy makes makeup Got it And she loves to go to Olta. Really? She loves to go to Ulta. She loves to go to Ulta shop for makeup and other products,

and she likes to buy my things, and she likes my lip butter. She knows I make makeup. She knows I'm, like, always leaving for work. Right. I go to the office, I travel. So I explain to her, you know, why this is important, why I need to leave, and I try to keep her involved. I think it's important for her to know what her mom does and why I'm gone. A thousand percent. Yeah. Wow. And does she ever question cameras or is she just like, that's life?

She actually loves it. And I have to be the one to like set boundaries because she want, we made a little TikTok last night and she begged me to do it. And I could, sometimes we make TikToks and I'll just do it to because she thinks it's fun. And then I will never post them. But the one that we made last night, I did. post but she loves to be on camera like did you see the paparazzi photos of us the other day going into the what were that restaurant and she was smiling big she like when she sees a camera she's like

she's you she loves it exactly how what's her birthday she's February 1st oh she's an aquarium or yeah Aquarius right February 1st Leo rising I'm a Leo my son is February 2nd That's kind of crazy. It's crazy. I finish my glass. Okay, I'll finish it. Oh, no. You have a lot to go.

Of course you're drunk. I know that's... I am a lot less nervous. You're very disarming. Thank you. Yeah. I love that. And I've noticed that from the moment that I met you at that Charlie X, X, X, X, X.

I was like, oh, she, like, makes you feel like you're her friend, even if she... I don't ever want to make people... I don't want to come off. You don't. Intiminating. Well, you do, but you don't. If that makes sense. You're like the really, really pretty girl in high school who would make everyone feel special.

It really is genuine. I don't want to make people feel scared. Yes. What are you watching on TV? I'm watching The Testaments. The Testaments? It's called The Testaments, right? The Handmaids.

Oh, is it a spinoff? Yes. Okay. I love The Handmaid's Tale. Uh-huh. die for the handmaids too have you ever seen the show industry i haven't you would love it it's about stockbrokers in england okay and they all like do drugs and party okay like fuck each other and it's like am i describing it correctly yeah but it's like really it's kind of like succession i'm gonna write it down

you it is the cuntiest show on television yes the two main girls fight all the time okay and like they fuck each other over and like are like low-key lovers I'm always looking for a good new show. Industry is great. Should we keep going? Yeah. Wait, so I just watched the Caterpillar documentary. Have you seen that?

But the guy, he changes his eye color. What? That one's a little crazy. I started the second season of beef. I haven't even seen the first. I'm into it. Okay. I'm really into it.

I didn't finish the first season, but I'm into the second. What else? Movies? I just watched The Enemy again by Deney, Il Nouve. Oh, kind of cinepile? Do you have a letterbox? I do, but I like downloaded it because my friends made me and then I just never Open the app again

The enemy is kind of crazy. You should watch it. What's it about? You just have to watch it. Okay. It's about a guy who is watching movies and see someone in the movie that's looks exactly like him And then it goes from there. How old is it?

2013. 2013. Did you ever go to IPEC? Of course. You know, it just closed. I know, I'm so upset. It's so sad. It's so sad.

That was my theater because they always had, like we would always do little private things there all the time. Did you watch 902 and O as a kid? I didn't. You would have loved 90210. I'm trying to think of what I watched. Gossip Girl? Yes, earlier seasons.

Yeah. Like, Vampire. Diaries? Of course. I just rewatched everything. I got to like season six and then I stopped. Were you team Damon or team Stefan? It goes back and forth. I was team Damon. At first I'm Steve Stefan and then I go hard left to team Damon. Hard left to team Damon. Ah. And then once like, you know, Damon's in the picture for a while, I go back to Stefan. Yeah. You're like it's too much. I'm like, wait, but Stefan. That is the best show of all time.

It is. It really, really is. I stop because I'm like, when it's over, it's over. I probably will take a few years off again. Did you watch, have you ever seen Scandal? Yes. That's like my favorite show. Yeah. Scandals was amazing.

Girls? No. I think you would like it. Kendall always talks about girls. But no. What's like the, like, what is your like, prime differences between, you too. There are many. There are many. She, well, first of all, she's like my favorite person on the planet. And I think as I get older, you just, do you have siblings? I have a younger brother.

It's his birthday today. It's his birthday today. Happy birthday, Luke. Happy birthday, Luke. I think as you get older too, you like, she's just my best friend. She's my right or die. We are like totally different people. It's really interesting. She's type A, I'm type B. Yeah. How are you type B? I'm go with the flow. Uh-huh.

I don't really like make plans. My brain, like I'm a little bit messy, but I hate to say that. You're messy? Like, yeah, kind of, honestly. Yeah, like. But not in like a, I just am so disrespectful to my home and my like shits everywhere. I think like the way that my brain works is. not like,

da-da-da-da-da. Right. Like, I'm a little, like, I have piles of things, places, but I know where everything is. Yeah. But I come from a family of type A's. They're really.

Everybody is crazy. Is your mom type A as well? Yes. Oh my God. Right. Crazy. The most. Very organized.

Very, and I'm just not, I don't have that in me. Yeah, I... Or I'll cook. What do you like to cook? I like to cook tacos. I like to cook pastas. Steak.

I'm really into making steak these days. How do you take your steak? I like it like medium well. You're like my friends. I'm going into medium. I'm slowly going into medium, but I'm medium well. What is it about the well done that you like? I didn't say well done.

I said medium well. And what do you like about it? So it's a little bit of pink. Like how much pink? Like a little bit of pink. Uh-huh. But like I said, I'm going into well. Wait, medium.

Medium. So you're going more pink. Sorry, yes. I'm going to medium. What is your kid's favorite thing that you make? They, I mean, mommy potatoes. Mommy potatoes? They call it mommy potatoes, but it's my potatoes.

That's really cute. And they have it for breakfast, lunch, dinner. They love the potatoes that I make. And pancakes. My son really likes my banana pancakes. Yum. So yummy. Yum.

I likes my banana pancakes. I really like cooking Thanksgiving food, honestly. Thanksgiving food has never done it for me. Oh, it's the best. Like what Thanksgiving food do you like? Do you like Candid yams? I don't mind them. Why?

Why are you saying it like that? I don't mind. Like, I don't like what cranberry shit. that they have going on. Like, everything. Let's go through the whole thing. Okay. Candidiams.

Fine. But fine? I don't think you've had my candy amps. Is that like a potato? It's a potato. Yeah, it's fine. It's a fucking potato. Okay.

Green bean casserole. What? Why not? I don't even know what, like, it scares me. Do you like ham? Love ham. You know what? Do you like fried chicken?

Love fried chicken. I think you should come over. I'm not kidding. Don't play with me right now. And I'll make you candied hams, greenbee casserole, and fried chicken. And I think you're going to love it. I'm shaking. I think you're going to love it.

I'm going to take you up on this. Don't tempt me with a good time. I swear. I like believe you. I would die to do that. Okay. I want to do it. Okay.

That's the, we're going to do it. Okay. And it's okay if you don't like it. I mean, you're going to love it. I know I'm going to love it. But if you're like, this just really isn't my stees, you could just have the fried chicken. I love fried chicken. You know what I was going to ask you about?

Crumble cookies. Oh, yeah. Do you really like Crumble cookies? I really did. I did because I saw them everywhere and I don't really get out much these days. Like you just spend your days in your home? Well, I travel a lot. But when I'm in L.A., for some reason when I'm here, it's hard for me to leave the house.

Why do you think that is? I think that's because, honestly paparazzi or in L.A. It's just easier to be spotted, I think. So the thought of like

trying to find an outfit and like getting ready and present. And then I go back and forth because that's a silly way to think about it. But it's honestly the truth. But do they just wait by your house for your car to leave? No. Because I don't really leave. Got it. So they

don't really wait for me anymore do you remember the height of it like did it used to be way worse it used to be so insane you i don't even know how i'm like a normal person right now like what would what was it like the things that they would say to me and how they would treat me as a child is diabolical like inappropriate i would be coming out of a thing and they'd be like you fucking slut. What? When I was 16. You're lying.

I'm not lying. The things that they would say to me, I would never try to give them a photo. So I would just jump in the car and then there would be like six of them. And they would stand in front of my car as I was like 16, like turning my car on, whatever. And they would all stand out because I would just be like, you know, hiding. And they would just be like, oh, I'm like, you know, mock me. What? They wanted to just make more money.

off a scandalous photo. They wanted you to be like this crazy. And I was an underage girl by herself. I didn't have security. I didn't have security until after I had my daughter because I really didn't want to be, I really wanted to not have security. I wanted to be normal. I wanted to be with my friends.

I wanted to be on my own in the world. Like I did not want. And so you were just completely alone. Yes. And that must have been so scary. It was scary at times. When is it not gifting season? That I don't know, but I do know that once again, it is coming up.

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Of this? Yeah, because I've watched some episodes and I see it on TikTok and whatever. But to see the behind the scenes is so special. Do you feel comfortable? Yeah. I'm so happy it was at a house. I know you were like, I thought I was walking into a studio.

Yeah, and I feel like studios that kind of make you feel, oh. Yeah. Like not, you know, comfortable. Right. This is perfect. Okay, I'm so glad. Well, are you ready to do the tell me what's wrongs? Yes.

Okay. I cannot figure out my own style and fashion for the life of me. I hate everything I wear and it's so hard to feel confident. I'm a creative person too and follow random fashion accounts, etc. But anytime I'm in a changing room, it's tears. I get overwhelmed and end up picking up only the safe options and then hate myself for it later. How do I break the cycle? First of all, me too.

I feel like I get into that cycle too. Do you? Or is it easy for you? No, I'm like, for the longest time, would only wear like the same. Like, I hate trying on jeans. I hate trying on, like, trying on pants is like my worst nightmare. Why? So you have like a few.

I have like three or four pairs of pants that I wear. Okay. But I love that. Yeah. I just got rid of so many things because I'm like, I only want things that just make me feel good. Like I want 10 pairs of jeans, two leather pants. Like I don't need. I think it's, I think that actually helps.

I would say that's my advice. Like go through your closet, really try on everything and see what fits you the best, downsize. And also, what would be my advice for that? You have such a creative and like individual style. I feel like that's why people loved you so much from the start. Like you had your own thing going on. How did you like find that on like how were like how did you find confidence to like own your own style?

When I was dressing, I mean back then I really wasn't looking. I feel like when you start to look at other people and maybe what works for them might not always work for you. What makes me feel good? What kind of colors make me feel good? Like I was really experimenting back then. Now I'm a little more. I do get in my head about it though.

It's hard, I will say. But then when I have moments, when I'm like freaking out about an outfit too much and I've spent over like 40 minutes trying to pick an outfit, I'm just like, you know what? I'm going to put on my favorite pair of jeans and a fucking white top and I'm going to enjoy the night.

I mean, you know what changed my life was when you went to Coachella in a leather jacket and jeans. And I talk about it. I actually talk about it. I pretty sure I've spoken about it on this podcast as like my mecca for Coachella outfits. Oh my God, I love that. Because I was like she just didn't care. Yeah.

She just went in leather jacket. And sometimes it has to be like that. Sometimes it has to be like that. And you pick your moments because trying to pick an outfit, it will make me spiral. It will make me overthink. It will make. And then I get there and I'm like in the worst mood. Uh-huh.

When I start to feel myself getting that mood, I'm like, I'm putting on the most simple outfit and I'm getting a cute bag or whatever and I'm just going to enjoy the night. Sometimes it's about the accessories. Sometimes it's about the accessories. I agree. Absolutely. Like sometimes it's about a ring or a necklace or a bracelet that will make you feel like you're not just wearing something simple.

Absolutely. That's good advice. Thanks. Every time I encounter a situation with a guy and he starts showing interest in me, I pull away. I've done this since I was younger and now I'm in my mid-20s. I think I'm defensive because I'm scared of rejection. Oh, me too.

How do I allow myself to become vulnerable without my brain convincing me there is something wrong with the guy? What do you have to say about that? I'm the same way. I'm terrified of rejection. I'm like terrified of it. And I get it all the time and it's horrible. So what's your advice for that? My advice is like you, it's like jumping into cold water.

Like you just have to do it. That one's hard. Dating's hard nowadays. I think I might be genuinely stupid. I did fine in school, but like I literally don't understand the subtext or whatever of anything I watch or listen to or read. I'm always just like, I liked that. Or that was weird. I've been hanging out with these people who are more creative and it feels like they're running laps around me after we watch a show or a movie.

Is this a valid insecurity? It's definitely valid and I feel like that in different ways too. I'm in situations where people run laps around me all the time. But then we'll be in a different situation and I can run laps around them all the time. You know, I think it's just, you're not going to be super educated in every single, or maybe you are. Right. But I don't think you're going to be like, yeah, but I've been in situations like that too where I'm like, I have no, my like art friends and stuff. Like I'm just kind of diving into it and learning, but they're like, you know, this art and this year did it.

And I'm like, I have no idea what you guys are saying. No, no idea. Yeah. But then if they're like, they want to talk to you about clothes, you'll know. Yes, clothes, movies, children. Yeah. Like what? Make up.

Okay. Podcasts, you know. You are kind of an expert in podcast now. I'm not. You kind of are. You think so? I kind of think so. You're in your podcast era.

Oh my God. You're either going to leave this podcast being like, I'm never doing a podcast again, or that was fun. I would come back here every day. No, you wouldn't. Yes. would. This is so much fun. I'm having a really fun time with you. Me too. I think I need a podcast. Kylie, don't fucking play with me right now. If you had a podcast, I would be sat weekly. Weekly sat. That's kind of cute too if we were like really sat. Like what if we just like sat on the floor on my podcast?

I called it sat with Kylie. Yes. Anyway. But yeah, I would say the advice is that you are smarter in areas that you're, not allowing yourself to feel old. It's okay if you're not educated in movies or whatever she said. I'm barely educated in movies. By who cares, let them educate you. Yeah, you can always Google it. Sure.

Chat, TPT. Chat. Hello, chat. You know, and then, you know, the things that you are educated on, yes. Yes. By the way, the worst advice. Okay. No, but it's, but it is good advice.

Like, you are educated in stuff that they're not educated in. Yeah. So who cares? So wait your turn. Wait your turn. Wait your turn. Wait your turn. You just fucking wait.

Yeah. Cheers. How many times if we cheers? Like a million. Cheers. After every question. We do. My best friend's an extrovert who doesn't know how to spend time alone.

Well, I'm an introvert who needs alone time after being with anyone for too long. She always wants me to be with her. On runs, on calls, study dates. I love her, but it's really annoying. I'm with her six out of the seven days a week, and it's draining my energy and making me resent her. She can't take a hint and will pester me until I agree to be with her.

I'm not friend. Well, she wants to have sex with you. I'm just kidding. Wait, so you're the friend that pesteres till they're... I need to be with people at all times. I can't be alone. I used to be like that. I think I grew out of it, but I definitely used to.

I can understand that feeling. Mm-hmm. until you're like, you know what it was? It was like me forced to be alone when I was pregnant for the first time. Oh, because. And that changed everything for me. I've never had so much alone time in my life. And now I'm a different person because of it.

What did you do with that alone time? Nothing. Well, I would make a schedule for myself in my head. Yeah. I had to make schedule so I didn't go crazy. Right. But yeah. Anyway, what the fuck was the question?

That was funny. Oh, fuck. That was funny. Oh, I need those jeans is what I was planning on asking you. The Kai jeans. I need them. But you said you don't like trying on jeans.

I know, but I said to Louise, show them off. They're a little like, you know, I'm sitting, but they're the best. And the Kai on the ass is just everything. Baggy, low right. this is like a style we did off of like our best selling style. Now I'm like, what is it? When you're like selling things online. CBC.

Yeah. Bye now. No, these are the best. I really want those jeans. I said to Louise, I was like, I need those fucking jeans. What size do you think you'd be though? They're not actually. I don't know about that.

I'll send you like three. Yeah, there's just send me multiple sizes. Send you three. But what was the question? Yeah, right? Wait, she's, um... Oh, she can't be... This friend can't be alone.

Okay, okay. So... Okay, my advice, my only advice to that is clear communication. Okay. Are you... She has to sit her down and say, I actually, this is how I'm actually feeling. I think communication and being honest in any relationship is very important.

And you need to just have a conversation with your friend. Are you confrontational? Yes. I get that. I think I am. I think you are. I'm confrontational. Sorry, this is such a pivot, but did you ever have, like, any college experience at all?

Like, did you ever, like, go to a college party? Like, did you ever, like... College I might have missed a little bit. I went to a lot of high school parties. Lots of high school parties. College was... You're 20. I'm like...

Were you ever worried about people, like, filming you drinking? When you were underage? Um, yeah. But was the phone, like, less present then than it was now? Because I feel like everyone's out now. The phone was way less present. And I think we would hide it. We would put it in, like, a drink or, like, Stoss would be there and, like, pass me,

like, a little sip of something or, like, you know, if we're, like, smoking a cigarette, she'd, like, under and I'm, like. Yeah, yeah, yeah, yeah. But cigarettes are kind of back. Oh, cigarettes are so back. Thank God. I've been, like, hiding for so many years. They're back.

I'm only a drunk. I'm really only a drunk sick. There's very few times where I'm like, I need a cigarette. I'm in Europe in the summer. Always. Midday. I'll wake up and smoke cigarette in Europe. Exactly.

Like, bye, there are no rules. Yeah, there are no rules. Out on the terrace of my hotel room, cigarette, because they burn so fast in Europe. They're perfect. They're perfect. Oh my God, I want to go to Europe right now. I want to go Europe too. I want to go.

I want to go now. I'm having a Europe summer. Are you really? Well, no plans, but I'm going to be there. Okay, I'm going to go to, I'm in France all of June. France, all of June. Okay. Oh, she's saying, no?

All of June. Manifest, babe. Yeah, I'm manifesting. You are in France, all of June. And I'm going to smoke cigarettes all of June with my hot French boyfriend. I want a cigarette right now. Should we smoke after this? Yes.

I will smoke after this. Okay. Because we had our wine. Yeah. And we deserve that. Of course we deserve that. It's the least we can do for ourselves. You want to know.

know who's the best person who christ jenner yeah you've met her yeah carpet is that the only time yes that no yes that is the only time when i tell you she's the best person on the planet like she really is the way that she lives life is so inspiring and her energy like when we go on vacation together when we're out together like she her vibration is so on another level and like she just enjoys life she enjoys people. She's like, you know, wants everyone to feel good. She's, she's, she's, she's, she's, she's, da-da-da-da-da. She's just living her best life. No, this generation, we don't drink anymore. We don't drink anymore. We don't do anything. We don't like cook and invite people over for a fried chicken. Well, it's because of COVID. It's because of COVID. It's because of

COVID. It's because of, like, everyone just wants to lay in bed and just be on the internet. I feel numb to my surroundings and, like, it's because of, it's because of, like, everyone's life right now. I'm right out of college and even just ended my four-year relationship. And I really don't feel sad or nostalgic about anything. Just like I wake up and do my thing and that's it. I'm worried that I'm like a psychopath or something. And if I stay this way and that I'll stay this way. If it if it's just a phase, what can I do to get out of it? You know when you're a kid, time moves really slow. Yes, very slow. Time moves very slow. Years are like centuries. And I read something recently that says the reason that that you felt like that as a child is because you were experiencing so many

new things at once. So as an adult, instead of getting into routine where time moves really fast, do new things. Go to Kylie's house and eat fried chicken, you know, take a pottery class. So I started doing things to help time move a little bit slower. You've opened my third eye. Yes. You've literally opened my third eye. Like literally book a pottery class.

Do things. Go to Disneyland. Oh, I love Disneyland. You know, but we've done that, we've done that bunch of times too. I have, but like do something. Do something new. Don't have a Euro summer.

Go to Australia. No, but we're having a Euro summer. I'm just kidding. We're having a Euro summer. I'm so sorry I said anything. We're having a year of summer. No, but yeah. Jake, an amazing guest.

I've been thinking about breaking up with my therapist for a while. just so scared of starting over. Like she knows everything about me, but she also agrees with me all the time and gives me the most basic-ass quotes. I'm just paying her to rant at this point, but at the same time, I kind of need that to help.

She needs to move on. She needs to move on. I'm breaking up with my therapist right now. Break up with your therapist. And who cares if she knows everything? Right. It's not like she's going to say anything. Was that ever a concern for you,

talking to a therapist? Like... No, but a little bit. Yeah. I'm still a little guarded. And I've had two... two therapist experiences. Now I don't have one.

I don't know. Were they like spoke to people? No, no, no. No. But when I'm, I'm just saying I've only had experience with two therapists and not for a long time. Like I'm not in therapy right now. Wow.

I didn't know that about you. Yeah. And you're just able to kind of like raw dog life? Exactly. Yeah. I've totally raw dog life and I'm fine. You seem fine. Thank you.

I think what I need to do and what I do often, which I think is really healthy, is like, delete the apps. Like what? Like TikTok and Instagram? Like I'll take a week every now and then, sometimes too, and just like delete the apps. You're just like, it becomes loud. Yes. Delete the apps. Live life.

Because, I don't know. Ooh, my last question for you. Okay. Like ever? Wait, no, not ever. Are you having fun? I'm having the best time. I'm having fun.

You know. Oh, I need to ask you. Yeah. Bora Bora. Is it as beautiful as it seems? I didn't love Bora Bora. You didn't? Go to Turks and Kikos, babe. Okay.

Did you have you been to Turks Kegos? No. Best place ever. What's it like? Oh my God. Let me tell you everything. Tell me. The mornings, the weather, the sunrises, the sunsets, the way that the air feels, the fucking sand, the crystal blue water.

Is it the water warm? Warm. Oh. The water's warm. I need it. Every day I'm mourning not being there, which probably isn't healthy, but I'm like, it's the warm water, the sand, the gorgeousness, the food. You should go for your birthday. I know.

Where were you just vacationing? I was just vacationing in the Bahamas. I mean. Cheers. Well, Kylie, what did we learn today? I learned. This has been one of the most I feel so locked in with you right now

I feel so locked in I want a cigarette Now now do we have some at the house My security always has some Can we please smoke? Security emergency cigarette But your security is so lovely The best

When they came over to like check out the surroundings Like they just spoke so highly of you And it made me so much more excited for this Like I was like I was like I'm so nervous And they were like, she's so good at it. Oh, that's really sweet. Yeah. And then Manny out there was like, they're the best.

Oh, my. Mani's like my, like, he literally like will like take my daughter somewhere. Like I trust him with, yeah. Yeah, my kids. But what did we learn today? We learned that. First of all, this is my kid. Who's calling?

Hello? Angel. Okay. Bye, I love you. It's really cute. What are we going to do? Do you want babies? I think I do want babies, but like, I think I want to do it the Andy Cohen way.

What's the Andy Cohen way? 40, adopt two, call it a day. I like that. Yeah. Theo and Annabelle. Theo and Annabelle. Sheek, right? I love Theo and Annabelle.

I love Annabelle. Right? Yes. Yeah. And that's what I want to name my two babies. I want to adopt them and call it a day. even if I'm not with someone, that's what I want. Well, Kylie, this has been a dream.

Oh. Thank you for doing this. I'm so happy. I couldn't be happier to be here, really. I love you. I love you. I love you. I love you.

I think you're the best. You are the best. You are the best. You're the best. You're the best. And I had so much fun with you. And I didn't even, for the first time, didn't even notice everything else. Sorry.

Let's have a cigarette. Let's have a cigarette. Bye, pussies. I love you. Spotify, it's Jay Shetty. Are you one of those media strategy people? Scrolling through spreadsheets, searching for an audience that pays twice as much attention to your ads

than they do on social? Let me introduce you to fans. And they're here with me on Spotify. Trust me, I know fans. They don't skip, they stay for hours. They don't move on, they manifest. They're not a demographic group, they're fans. Spotify Advertising.

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