Loading summary
Kylie Jenner
This episode is brought to you by Prime Obsession is in session. And this summer, Prime Originals have everything you want. Steamy romances, irresistible love stories, and the book to screen favorites you've already read twice off campus. Elle every year. After the Love Hypothesis, Sterling Point and more slow burns, second chances, chemistry you can feel through the screen. Your next obsession is waiting. Watch only on Prime.
Louise
This is about to be the best day of my life.
Kylie Jenner
Yeah, I mean, same.
Louise
The king is here. I'm so excited.
Kylie Jenner
So happy to be here.
Louise
First off.
Kylie Jenner
Cheers. Cheers. I'm already having the best time.
Louise
I know. We were really just hanging in the back eyes.
Kylie Jenner
Oh, sorry. Cheers. We're having red wine. It's like 1pm on a Friday. And we're having the best time.
Louise
We're having the best time. I'm so. I can't believe you're here. I couldn't sleep last night.
Kylie Jenner
I can't believe I'm here either.
Louise
I know.
Kylie Jenner
Not because I don't want to be here. I die for you. But, like, podcasts are just.
Louise
They're not.
Kylie Jenner
You don't do very new thing for me.
Louise
I know, but you're always going to keep saying that.
Kylie Jenner
Every podcast I go on, I'm going to be like, yeah, but this is
Louise
so special because this is one of the first.
Kylie Jenner
Yeah.
Louise
This and the Cuddy one.
Kylie Jenner
Yes.
Louise
When you said you've seen my show, I thought you were kidding.
Kylie Jenner
Really?
Louise
Yeah.
Kylie Jenner
We. We met. That's when we met.
Louise
Well, we met. Okay. You don't remember this. Tell me everything, but you were. It was at the Charlie XCX show at Coachella.
Kylie Jenner
Okay.
Louise
And you walked by me.
Kylie Jenner
Okay.
Louise
And I was just like. And that was our first meeting.
Kylie Jenner
I love that. That was a good show.
Louise
That was a great show.
Kylie Jenner
That was a day before I shot the movie with her.
Louise
You shot it the day after Coachella?
Kylie Jenner
Yes. Isn't that crazy?
Louise
Where did she shoot it? In the desert?
Kylie Jenner
We shot it at my house in Palm Springs.
Louise
Right.
Kylie Jenner
And I was. I was like, super crazy about it not looking like my house because I'm like, this is gonna take people out of it.
Louise
Right.
Kylie Jenner
But, you know, they were in Ibita.
Louise
Huh.
Kylie Jenner
And so, yeah, we just did it in a hallway at my house the next day.
Louise
What was it like being an actress?
Kylie Jenner
It was amazing.
Louise
Really? Yes. Did you love it?
Kylie Jenner
I did.
Louise
Do you want to do more?
Kylie Jenner
Yes.
Louise
You should.
Kylie Jenner
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.
Louise
It. What's did you say no for any particular reason?
Kylie Jenner
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.
Louise
It was like, decide now, decide now.
Kylie Jenner
And I get in my head about it and then I end up saying no out of fear.
Louise
Are you an anxious person?
Kylie Jenner
I don't know. I wish Ariel was in the room because I feel like he's my second brain.
Louise
Arielle, Is she anxious
Kylie Jenner
about life? No.
Louise
No, you don't seem anxious. You don't read anxious.
Kylie Jenner
Okay.
Louise
At all.
Kylie Jenner
Okay.
Louise
And I'm like shaking. Have you. Did you see when I was drinking the wine, I was shaking.
Kylie Jenner
Let's breathe.
Louise
I honestly feel better.
Kylie Jenner
We needed that.
Louise
We needed that. We needed that. Now tell me about Zelda.
Kylie Jenner
This is a safe space. We were talking about Zelda earlier, cuz Jake was like, I love your Sims bit.
Louise
Yeah.
Kylie Jenner
But you guys, I went on vacation recently and I got. I bought a switch for the first time.
Louise
Okay. I almost bought one. I almost bought one yesterday. You're about to convince me I bought a switch.
Kylie Jenner
I'm not 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.
Louise
Call of Duty.
Kylie Jenner
No, Halo. Is that two completely different. Two completely different Halo.
Louise
What is Halo?
Kylie Jenner
Halo's another like it's in the future, but. But it's another like.
Louise
Okay, okay. So that was like. Okay, that was your thing.
Kylie Jenner
That was my thing with. With Kendall. And then what else did I play? I mean, back. GameCube.
Louise
Oh, I was a. I was a Game boy guy.
Kylie Jenner
Yeah, GameCube. What were we playing on there? Bomberman 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 any. Zelda has like Zelda's up there. Have you played Zelda?
Louise
Oh, yeah.
Kylie Jenner
Zelda is, you know, there. Zelda's like one of the best games ever.
Louise
What it. What's the premise rated?
Kylie Jenner
Well, you are, Link.
Louise
Okay.
Kylie Jenner
You are 100 years ago. Oh my God, I'm gonna sound like such a nerd. A hundred years before you. You're. You're playing the game. 100 years prior, there was like a big war happened out with all the. With all the fantastic beasts. What are the beasts called? I. I remember the main guy.
Louise
It's like Gandorf or something.
Kylie Jenner
Yeah, Gandorf. But all the fantastic. Not the fantastic beasts. Hold on. I need to get this right.
Louise
This is perfect.
Kylie Jenner
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 to 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 on to 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.
Louise
Yeah.
Kylie Jenner
And then you get in there and you're Link and you're trying to save the world.
Louise
Oh, I like that.
Kylie Jenner
Save the world. And Princess Zelda, even though it's like 100 years later, she's still, like, thriving in the castle. 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. I've played.
Louise
Wait.
Kylie Jenner
So for days and hours, and you.
Louise
And there's, like, missions to complete.
Kylie Jenner
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. They were really on our side, but then they got taken over by Gandalf. Gandalf. So you have to enter the Divine Beasts and, like, snap them out of it. Snap them out of Gandorf.
Louise
Okay.
Kylie Jenner
I think.
Louise
I think I need. I think I'm going to get a switch.
Kylie Jenner
So anyway, that was a lot. But you need to get a switch and you need to play Zelda.
Louise
Wait, I'm gonna. I'm literally gonna post my one right after this.
Kylie Jenner
Right now?
Louise
Yeah, I'm gonna.
Kylie Jenner
Breath of the Wild.
Louise
Breath Zelda. Breath of the Wild.
Kylie Jenner
Yeah. That's the first.
Louise
Can we play? Like, can we connect? Oh, I know, cuz you can do that on Pokemon.
Kylie Jenner
I know. And Mario Kart. No.
Louise
Yeah, you can play when you're. You can. You can play Mario. I think you can do Wi Fi.
Kylie Jenner
Okay.
Louise
Are you still on Tumblr?
Kylie Jenner
No.
Louise
No, I know.
Kylie Jenner
I'm sorry.
Louise
Wait,
Kylie Jenner
I'm sorry. I'm not. I know. It was the best place. I'm on Pinterest. Pinterest gives me Pinterest.
Louise
Is Tumblr grown up?
Kylie Jenner
Pinterest gives me Tumblr. It does.
Louise
And do you have, like, mood boards that you like?
Kylie Jenner
Yes, I do it all day.
Louise
Are they.
Kylie Jenner
Instead of, like, opening up my Instagram, I open up Pinterest.
Louise
Oh, really?
Kylie Jenner
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, oh, 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.
Louise
Are you going to the mat?
Kylie Jenner
I am.
Louise
Were you wearing.
Kylie Jenner
I'm wearing Schiaparelli. Oh. Should I just, like, show you a picture instead of explaining it to get your reaction?
Louise
I'm gagged.
Kylie Jenner
Okay. I don't have the final dress, but I'll show you the sketch.
Louise
Shut up.
Kylie Jenner
This is not me.
Louise
Shut up.
Kylie Jenner
Another piece.
Louise
It looks like I'm Louise. You have to come see this.
Kylie Jenner
I mean, I'm already, like, speechless, and then it's, like, falling off. You know what I mean? It's gonna look different than that because, you know this guy.
Louise
So it's like. It's real art. You're wearing art.
Kylie Jenner
So I'm wearing art. And we're celebrating Art, art.
Louise
Well, Kylie, what are you therapist about today?
Kylie Jenner
What am I therapist about? I haven't heard this before. I'm therapist about. I'm therapist about getting over this cold.
Louise
I knew you were gonna say that.
Kylie Jenner
We're getting to know each other.
Louise
Yeah, we are. I knew you were gonna say that.
Kylie Jenner
I'm really therapist about this cold. 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.
Louise
But I just threw my back out for the first time.
Kylie Jenner
Stop.
Louise
Yes.
Kylie Jenner
I have really bad back issues.
Louise
I was. 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.
Kylie Jenner
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.
Louise
Oh, really? That. It was. Was. It dir. It was during.
Kylie Jenner
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 went out. I gained, like, 65 pounds with my son.
Louise
What. What were you like?
Kylie Jenner
I was huge.
Louise
What were you craving?
Kylie Jenner
Everything I ate. Everything. I ate a pint of ice cream every night.
Louise
You're lying.
Kylie Jenner
No, I just dove right in.
Louise
What flavor?
Kylie Jenner
Rainbow sherbet.
Louise
Yeah. Yum.
Kylie Jenner
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.
Louise
Which pregnancy was easier?
Kylie Jenner
The first one. That was a breeze.
Louise
God, I. 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.
Kylie Jenner
Yeah. To our daughter.
Louise
Stopped the world. Stop the world. I was in high school. We all stopped what we were doing to watch the video.
Kylie Jenner
Oh, my God. I remember seeing. I didn't realize it was gonna be like that. All the reaction videos to people watching it and, like, gathering in the living room. Like, this is crazy, because you.
Louise
You didn't leave your house for a while, if I remember. And there was, like, helicopters circling above your house to try to get pop shots of you.
Kylie Jenner
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.
Louise
Yeah.
Kylie Jenner
You know, 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. And just a big thing that I was, like, hiding from the world. And I was, you know, worried about everyone's reactions, and. And it was just so emotional. And I'm like, huh, Maybe next time I wouldn't do that.
Louise
Right?
Kylie Jenner
Yeah.
Louise
And did it feel good not hiding it the second time?
Kylie Jenner
Yeah. But then I couldn't leave my bed anyway because I was, like, in so much back pain and sciatica pain. I was like. And lots of things were happening with my vagina. Guy was three centimeters dilated for like, a month and a half, two months. Like, the baby was, like, falling out, and my doctor's like, you have to stay in bed.
Louise
How. What is it like seeing your kids grow up?
Kylie Jenner
It's the best. I feel like. I'll let you talk.
Louise
No, no. But I had nothing to say.
Kylie Jenner
Okay, let's take a wine break.
Louise
Yeah. Eyes. I'M so nervous.
Kylie Jenner
Oh, don't be nervous.
Louise
I know you're the Mecca. What?
Kylie Jenner
Yes. I just want to kiss you.
Louise
Oh, I want to kiss you.
Kylie Jenner
I'm having the best time.
Louise
I know because you would tell me,
Kylie Jenner
and I think you're the cutest person on the whole planet.
Louise
I love you.
Kylie Jenner
I really do.
Louise
This is the best day of my life.
Kylie Jenner
And your last thirst trap.
Louise
You saw.
Kylie Jenner
I saw that.
Louise
You saw that?
Kylie Jenner
It was, like, on my for you page or something.
Louise
You're lying.
Kylie Jenner
I'm not lying. I opened Instagram and it was you.
Louise
What'd you think?
Kylie Jenner
I thought it was so sexy.
Louise
I've been really in the gym.
Kylie Jenner
I'm so proud of you. Doesn't it feel so good?
Louise
It and it just. I want to show everyone does any.
Kylie Jenner
Don't you feel so. I love being in the gym.
Louise
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 like tone. Morning morning skinny. The best that when I had a tan.
Kylie Jenner
Do you stay? Do you have a real tan?
Louise
No. So that was fake tan.
Kylie Jenner
There's nothing that feels better than a spray tan.
Louise
Nothing.
Kylie Jenner
Fresh spray tan, like, it's.
Louise
It's God's gift to this green earth. You feel, like, fitter. You feel hotter.
Kylie Jenner
Totally.
Louise
You just feel sexy. Like, your face has this, like, subtle glow to you.
Kylie Jenner
Sometimes I think I'm depressed, and then I get a spray tan and I'm like. I was just pale.
Louise
Yeah. You know, what is a bad day look like for you?
Kylie Jenner
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.
Louise
Yeah.
Kylie Jenner
What the is happening?
Louise
I don't know.
Kylie Jenner
We need a sip of wine. Cheers.
Louise
I've never been this nervous or silent
Kylie Jenner
on a podcast ever.
Louise
What's wrong with me today?
Kylie Jenner
You're doing great. Just like you're doing great. You don't seem nervous at all.
Louise
You're lying.
Kylie Jenner
I'm not lying.
Louise
Okay. Louise and I were talking. When you curate an Instagram dump, how do you pick your song?
Kylie Jenner
Thank you for asking. The songs are the hardest for me.
Louise
Every time.
Kylie Jenner
The songs are so hard. I know a few people who are really good at it. I think they're keep. I think they're keeping it in their notes or something.
Louise
You think?
Kylie Jenner
I think they're like prepared for this because there's no way you can be under pressure. You're about to post this dump that you've been working on for hours and you could just pick a perfect song. They have to be. We have to do better.
Louise
Do you work on it for hours? Yes, they do. 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.
Kylie Jenner
I love that. Is there like. Do you have any notes?
Louise
Note for your dumps?
Kylie Jenner
Yeah, for my dumps or for my posts. Like, do you wish that?
Louise
No, I would only say more. I just want more. Like Every. Like your 2016 post. I was sat.
Kylie Jenner
I know. I don't know who that was anymore.
Louise
Yes, you. You don't know.
Kylie Jenner
It's hard for me to maybe. It's like I just. I really work a lot more than you did when you and I did then.
Louise
Yeah.
Kylie Jenner
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 have my friends and then I.
Louise
Right.
Kylie Jenner
So it's like I not like back then I felt like I had more free time to just like play.
Louise
What. What was it like looking back at that era?
Kylie Jenner
It was amazing.
Louise
Thank you Seatgeek for sponsoring this episode. As you know, I love live music more than anything. I am going to see Lorde 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 SeatGeek purchase. And SeatGeek 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 1 to 10. 1 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 US 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. 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 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 therapists. Thank you again, Seatgeek, for sponsoring tonight's episode. I just got my first Birkin, and I thought of you.
Kylie Jenner
What color?
Louise
Chocolate brown.
Kylie Jenner
Gorgeous.
Louise
I got it in Japan at Amore.
Kylie Jenner
Okay.
Louise
The. It's a shoulder. Shoulder strap Birkin.
Kylie Jenner
Like the JPG one?
Louise
I think so I.
Kylie Jenner
Or Kelly?
Louise
No, it's like.
Kylie Jenner
Do you have a picture? Let's see the picture.
Louise
It's like.
Kylie Jenner
Is it camel? No, it's chocolate.
Louise
It's chocolate brown, and it's. Okay.
Kylie Jenner
What is it? Silver Hardware.
Louise
Silver Hardware.
Kylie Jenner
Gorgeous.
Louise
Do you have a favorite Birkin?
Kylie Jenner
The one that I wore today. I die for the matte Black Croc with the silver that I wear, like, every day.
Louise
Huh.
Kylie Jenner
And then the Himalayan diamonds is also like.
Louise
Are you sourcing these, or are you buying these direct from the store?
Kylie Jenner
Most of them direct from the store. Older ones that I have, I have sourced them, but now I just. If I'm gonna buy it, I just. That's gorgeous. Wait.
Louise
And I beat it up.
Kylie Jenner
I'm obsessed with this. It's, like, long.
Louise
It's long. It's very long.
Kylie Jenner
This is gorgeous. Wow, this is really cool. And it's like. Like, I want this bag.
Louise
I'll bring it. I'll bring it down. I'll show you.
Kylie Jenner
We need to see it in person. This is everything. And it. It's like a work bag.
Louise
I bring it. It's a work bag.
Kylie Jenner
It's a travel bag.
Louise
I bring it on the plane. I feel so kind bringing it with the. Walking through the airport and throwing it on the thingy.
Kylie Jenner
Like, that's everything.
Louise
When did you start your bag collection?
Kylie Jenner
I got my first bag from my mommy, I think for, like, my 18th birthday. Most of my new bags now are from my mom. It's like our. It's our love language, sharing back Christmas, Birkin birthday Birkin. And we just back and forth, back and forth. Oh, isn't that beautiful?
Louise
When I spoke to her at Vanity Fair, she did say you were her favorite kid right now.
Kylie Jenner
We have a beautiful relationship.
Louise
What. What was it like growing up? Like, do you Remember a before cameras?
Kylie Jenner
I do, yes. But not a lot of memories really. So I was nine years old.
Louise
Like they were there one day and
Kylie Jenner
just they were there one day in the house and everyone made it seem really normal. So it felt pretty natural, I will say.
Louise
Do you have a favorite memory from filming? Like the earlier seasons?
Kylie Jenner
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, 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, we're working together.
Louise
It's like family dinner. It's like, yeah, everyone come and film.
Kylie Jenner
Yeah. So it's been a blessing and. And yeah. So many fun memories. The beginning was the best.
Louise
Everything.
Kylie Jenner
Everything.
Louise
I watch it when I'm sad.
Kylie Jenner
Me too.
Louise
It's the best. I mean, you remember the vine? My family's in there.
Kylie Jenner
Oh yeah.
Louise
You were vine queen.
Kylie Jenner
Vine was the best.
Louise
I miss it every day.
Kylie Jenner
Me too. I can't believe it's just like deleted.
Louise
Do you remember any of your vines?
Kylie Jenner
Of course.
Louise
Do you remember the shirt you wore?
Kylie Jenner
Which one?
Louise
It was. There was holes in it. It was like off the shoulder.
Kylie Jenner
The gray one. Yeah, yeah.
Louise
Do you still have.
Kylie Jenner
No. I know. That would have been so special to ring to you.
Louise
I know. And Keek.
Kylie Jenner
Keek, of course.
Louise
Keek was. Keek was. What was Keek?
Kylie Jenner
So Keek was actually a deal that came to us after, I think. Yes, I know you heard it here first. I was getting what I was getting paid to do.
Louise
You were getting paid to do Keek?
Kylie Jenner
Yes.
Louise
You did a fucking stand up job, let me tell you.
Kylie Jenner
Thank you.
Louise
Because everyone started using and I like hat.
Kylie Jenner
Yes. And I had to keep you've low key.
Louise
Lived so many lives.
Kylie Jenner
I have now that I'm honestly sitting here talking to you. I do feel that way.
Louise
You used to, like when you were on the show, you were like telling. You were like, we used to shut down malls.
Kylie Jenner
Yes.
Louise
Used to shut the mall down.
Kylie Jenner
Shut the mall down.
Louise
You wrote books.
Kylie Jenner
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.
Louise
Right.
Kylie Jenner
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.
Louise
Right. It was just life. It was like you were just working.
Kylie Jenner
Yes, we were just working. And. And it just. It was wild.
Louise
And do you. Is there, like, one job you remember that? You're like, what the.
Kylie Jenner
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, photos that we find that we're 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.
Louise
Okay.
Kylie Jenner
Was really crazy. Like, I've never seen more people. Fans in my whole life.
Louise
But what were you there for? Were you promoting the book?
Kylie Jenner
We were there for pacsun, I think.
Louise
Oh, how could I forget?
Kylie Jenner
Yeah, of course.
Louise
How could I forget? The pacs on collab.
Kylie Jenner
The pacsun collab. We were there for pacsun.
Louise
For some reason, pacsun 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.
Kylie Jenner
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. And I'm like, stop. Babe, we have the same shirt.
Louise
Shut the fudge up.
Kylie Jenner
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're.
Louise
You did it wrong.
Kylie Jenner
Yeah, I'm like, I'm definitely joining you guys.
Louise
The mist. The Malibu Country Marts changed so much,
Kylie Jenner
though, over the years.
Louise
Uk, My God.
Kylie Jenner
Oh, the Tim's. Like, what?
Louise
The Tim's.
Kylie Jenner
The Sims.
Louise
When did you start using Tumblr?
Kylie Jenner
Tumblr was. I don't remember.
Louise
Do you remember your URL?
Kylie Jenner
California class.
Louise
Yeah, California class.
Kylie Jenner
I have no idea.
Louise
Remember the episode where Kim was so jealous of your Tumblr?
Kylie Jenner
I always, like, you know, they've come. They come around. Like, I was on Snapchat, and they were like, what is Snapchat? And then they. And then, like, you know, is that
Louise
where King Kylie started? It was on a Snapchat username.
Kylie Jenner
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.
Louise
Yeah.
Kylie Jenner
And then I just ran with it. I don't even remember how that happened.
Louise
I don't remember life before.
Kylie Jenner
This is so cute.
Louise
Oh, I know. That was when Lord came.
Kylie Jenner
Oh.
Louise
That's when everyone still lived here. Did you ever have a roommate?
Kylie Jenner
My first house. Stoss lived with me and Jordan.
Louise
Was that fun?
Kylie Jenner
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.
Louise
How did you guys all meet? School.
Kylie Jenner
I met Stoss 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.
Louise
Yeah.
Kylie Jenner
And it's movie theater. Pick up 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 ugg. 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.
Louise
Huh.
Kylie Jenner
I saw her at the thing and I was like. And the personality in this. And like, I'm like, she's like me.
Louise
Yeah.
Kylie Jenner
She's like a different version of me. And she was just crazy. And I thought. 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.
Louise
That's beautiful.
Kylie Jenner
Yeah.
Louise
And then misfit started.
Kylie Jenner
And then misfit started.
Louise
Do you ever reminisce on those? Of course.
Kylie Jenner
Those. That's what was my childhood.
Louise
Did you ever get in trouble with your parents via something they found out that you did in the press?
Kylie Jenner
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.
Louise
So. Yeah, but were your parents, like, chill, like, with like, you drinking? Like, were they like a cool, cool parents or like, what?
Kylie Jenner
I was afraid of my parents. I definitely Respected them. I wouldn't say they were super lenient, but they. They gave me the space. And together. I was their 10th child.
Louise
Right.
Kylie Jenner
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 because we didn't have a cell phone. Our parents didn't know where we were all day.
Louise
You are the last generation to do that now. It's like. Can you imagine sending Stormy off?
Kylie Jenner
No.
Louise
The fact that she can, like, make cohesive sentences now. I know, is really crazy.
Kylie Jenner
I've entered a different, like, stage of motherhood.
Louise
What stage are you in?
Kylie Jenner
I'm in. I have an 8 year old. Stage 8. She's 8 years old. She's my age when we started Keeping up with the Kardashians, almost.
Louise
Why does that make me feel old?
Kylie Jenner
I know
Louise
what.
Kylie Jenner
I remember when I had her, and I used to be like, I'm gonna be 28 with an 8 year old.
Louise
You were 20 when you had Stormy.
Kylie Jenner
I was 19 when I got pregnant.
Louise
Were you, like, Can I ask what? Were you, like, freaking out?
Kylie Jenner
I was freaking out.
Louise
Yeah.
Kylie Jenner
I was freaking out. I was really scared to tell my parents.
Louise
And how did that go?
Kylie Jenner
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. Or, like, cry.
Louise
No, I'm. I was gonna say I'm drunk.
Kylie Jenner
Yeah. Now we're, like, crying.
Louise
Yeah.
Kylie Jenner
No one was, like, angry at me. No one. It was just. It was crazy. Crazy times.
Louise
Stormy ever asked, like, what do you do?
Kylie Jenner
Of course.
Louise
And does she, like, understand?
Kylie Jenner
She knows Mommy makes makeup.
Louise
Got it.
Kylie Jenner
And she loves to go to Ulta.
Louise
Really?
Kylie Jenner
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.
Louise
Right.
Kylie Jenner
I go to the office, I travel. So I explained 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.
Louise
A thousand percent. Yeah. Wow. And does. Does she ever question cameras or is she just like, that's life.
Kylie Jenner
She actually loves it. And I have to be the one to, like, set boundaries because she want. We made a little tick tock last night, and she begged me to do it, and I could. Sometimes we make tick tocks and I'll just do it to. Because she thinks it's fun. And then I will never post them. But the. 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.
Louise
She's you. She loves it.
Kylie Jenner
Exactly.
Louise
How. When's her birthday?
Kylie Jenner
She's February 1st.
Louise
Oh, so she's in Aquarius or. Yeah, Aquarius. Right.
Kylie Jenner
February 1st. Leo rising. I'm a Leo. My son is February 2nd.
Louise
That's kind of crazy.
Kylie Jenner
It's crazy.
Louise
I finished my glass.
Kylie Jenner
Okay. I'll finish it.
Louise
Oh, no, you have a lot to go.
Kylie Jenner
Of course. You're drunk.
Louise
I know that. I am a lot less nervous. You're very disarming.
Kylie Jenner
Thank you. Yeah, I love that.
Louise
And I've noticed that from the moment that I met you at that Charlie XCX show, I was like, oh, she, like, makes you feel like you're her friend, even if she.
Kylie Jenner
I don't ever want to make people. I don't want to come off.
Louise
You don't.
Kylie Jenner
Intimidating.
Louise
Well, you do, but you don't. If that makes sense. You're like the. The really, really pretty girl in high school who would make everyone feel special.
Kylie Jenner
It really is genuine. I don't want to make people feel scared. Yes.
Louise
What are you watching on tv?
Kylie Jenner
I'm watching the Testaments.
Louise
The Testaments.
Kylie Jenner
It's called the Testaments, Right. The Handmaids.
Louise
Oh, is it a spin off it?
Kylie Jenner
Yes.
Louise
Okay.
Kylie Jenner
And I love the Handmaid's Tale.
Louise
Huh?
Kylie Jenner
Die for the Handmaid's Tale.
Louise
Have you ever seen the show industry?
Kylie Jenner
I haven't.
Louise
You would love it. It's about stockbrokers in England.
Kylie Jenner
Okay.
Louise
And they all, like, do drugs and party.
Kylie Jenner
Okay.
Louise
Like each other. And it's like. Am I describing it correctly?
Kylie Jenner
Yeah. But it's really. It's kind of like succession. I'm gonna write it down.
Louise
You. It is the cuntiest show on television.
Kylie Jenner
Yes.
Louise
The two Main girls fight all the time.
Kylie Jenner
Okay.
Louise
And, like, they each other over and like, are like low key lovers.
Kylie Jenner
No, I'm always looking for a good new show.
Louise
What else? Industry is great.
Kylie Jenner
Should we keep going?
Louise
Yeah.
Kylie Jenner
Wait, so I just watched the Caterpillar documentary. Have you seen that? But the guy, he changes his eye color.
Louise
What?
Kylie Jenner
That's. That one's a little crazy. I started the second season of Beef.
Louise
I haven't even seen the first.
Kylie Jenner
I'm into it.
Louise
Okay.
Kylie Jenner
I'm really into it. I didn't finish the first season, but I. I'm into the second. What else?
Louise
Movies.
Kylie Jenner
I just watched the Enemy again by Denis Villeneuve.
Louise
Oh. Kind of. Cinepile. Do you have a letterbox?
Kylie Jenner
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.
Louise
What's it about?
Kylie Jenner
You just have to watch it.
Louise
Okay.
Kylie Jenner
It's about a guy who is watching movies and sees someone in the movie that's looks exactly like him, and then it goes from there.
Louise
How old is it? 2013.
Kylie Jenner
2013.
Louise
Did you ever go to IPAC?
Kylie Jenner
Of course.
Louise
You know, it just closed.
Kylie Jenner
I know. I'm so upset.
Louise
It's so sad.
Kylie Jenner
It's so sad. That was my theater because they always had, like, we would always do little private things there all the time.
Louise
Did you watch 902.0 as a kid?
Kylie Jenner
I didn't.
Louise
You would have loved 90210.
Kylie Jenner
I'm trying to think of what I watched.
Louise
Gossip Girl.
Kylie Jenner
Yes. Earlier seasons.
Louise
Yeah. Like Vampire Diaries.
Kylie Jenner
Of course. I just rewatched everything. I got to, like, season six, and then I stopped.
Louise
Were you team Damon or team Stefan?
Kylie Jenner
It goes back and forth.
Louise
I was team Damon at first.
Kylie Jenner
I'm Team 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.
Louise
Yeah. You're like, it's too much.
Kylie Jenner
I'm like, wait.
Louise
But Stefan, that is the best show of all time.
Kylie Jenner
It is.
Louise
It really, really is.
Kylie Jenner
It is. I stopped because I'm like, when it's over, it's over. I probably will take a few years off again.
Louise
Did you watch have you ever seen Scandal?
Kylie Jenner
Yes.
Louise
That's, like, my favorite show.
Kylie Jenner
Yeah. Scandals was amazing.
Louise
Girls? No, I think you would like it.
Kylie Jenner
Kendall always talks about girls, but. No.
Louise
What's like, the, like. What is your, like, prime differences between you two?
Kylie Jenner
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?
Louise
I have a younger brother. It's his birthday today. It's his birthday today. Happy birthday, Luke.
Kylie Jenner
Happy birthday, Luke. I think as you get older, too, you like. She's just my best friend. She's my ride or die.
Louise
Mm.
Kylie Jenner
We are, like, totally different people. It's really interesting. She's type A. I'm type B. Yeah.
Louise
How are you type B?
Kylie Jenner
I'm. Go with the flow. I don't really, like, make plans. My brain, like, I'm a little bit messy, but I hate to say that.
Louise
You're messy.
Kylie Jenner
Like, yeah, kind of. Honestly.
Louise
Yeah.
Kylie Jenner
Like, But. But not in, like, a. I just am so disrespectful to my home and my, like, shit's everywhere. I think, like, the way that my brain works is not, like.
Louise
Right.
Kylie Jenner
Like, I'm a little. Like, I have piles of things, places. Of course I know where everything is.
Louise
Yeah.
Kylie Jenner
But I come from a family of type A's.
Louise
They're really.
Kylie Jenner
Everybody is crazy.
Louise
Is your mom type A as well?
Kylie Jenner
Yes. Oh, my God.
Louise
Right?
Kylie Jenner
Crazy.
Louise
The most.
Kylie Jenner
Very organized. Very. And I'm just not. I don't have that in me.
Louise
Yeah. I.
Kylie Jenner
Or. Or I'll cook.
Louise
What do you like to cook?
Kylie Jenner
I like to cook tacos. I like to cook pastas. Steak. I'm really into making steak these days.
Louise
How do you take your steak?
Kylie Jenner
I like it, like, medium well.
Louise
You're like my friends.
Kylie Jenner
I'm going into medium. I'm slowly going into medium. But I'm. But I'm medium.
Louise
What is it about the well done that you like?
Kylie Jenner
I didn't say well done. I said medium well.
Louise
And what do you like?
Kylie Jenner
A little bit of pink.
Louise
Like, how much pink?
Kylie Jenner
Like, a little bit of pink.
Louise
Huh.
Kylie Jenner
But like I said, I'm going into. Well, wait. Medium.
Louise
Medium.
Kylie Jenner
I'm going.
Louise
So you're going more pink?
Kylie Jenner
Sorry. Yes, I'm going to medium.
Louise
What is your kid's favorite thing that you make?
Kylie Jenner
They. I mean, mommy potatoes.
Louise
Mommy potatoes.
Kylie Jenner
They call it mommy potatoes, but it's my potatoes.
Louise
That's really cute.
Kylie Jenner
And they have it for breakfast, lunch, dinner. They love the potatoes that I make. And pancakes. My son really likes my banana pancakes.
Louise
Yum.
Kylie Jenner
So yummy yum. He likes my banana pancakes. I really like cooking Thanksgiving food.
Louise
Honestly, Thanksgiving food has never done it for me.
Kylie Jenner
Oh, it's the best.
Louise
Like, what. What Thanksgiving food do you like?
Kylie Jenner
Do you like candied yams?
Louise
I don't Mind them.
Kylie Jenner
Why. Why are you saying it like that?
Louise
I don't mind. Like, I don't. Like, like the. What, cranberry that they have going on. Like, it's everything.
Kylie Jenner
Let's go through the whole thing.
Louise
Okay.
Kylie Jenner
Candy dumps.
Louise
Fine, but.
Kylie Jenner
Fine. I don't think you've had. What is it my candy.
Louise
Is that like a potato?
Kylie Jenner
Potato?
Louise
Yeah, it's fine.
Kylie Jenner
It's a potato. Okay. Green bean casserole. What? Why not?
Louise
I. I don't even know what. Like, it scares me.
Kylie Jenner
Do you like ham?
Louise
Love ham. Love ham.
Kylie Jenner
You know what? Do you like fried chicken?
Louise
Love fried chicken.
Kylie Jenner
I think you should come over. I'm not kidding.
Louise
Don't play with me.
Kylie Jenner
And I'll make you candied hams, green bee casserole, and fried chicken. And I think you're going to love it.
Louise
I'm shaking.
Kylie Jenner
I think you're gonna.
Louise
I'm gonna take you up.
Kylie Jenner
Don't tempt me with a good time. I swear, I, like, believe you. I would die to do that.
Louise
Okay. I want to do it.
Kylie Jenner
Okay.
Louise
That's the. We're gonna do it.
Kylie Jenner
Okay. And it's okay if you don't like it. I mean, you're gonna love it.
Louise
I know I'm gonna love.
Kylie Jenner
But if you're like, this just really isn't my steeze, you could just have the fried chicken.
Louise
I love fried chicken. You know what? I was gonna ask you about crumble cookies.
Kylie Jenner
Oh, yeah.
Louise
Do really like crumble cookies?
Kylie Jenner
I really did. I did because I saw them everywhere and I don't really get out much these days.
Louise
Really? Like, you just spend your days in your home?
Kylie Jenner
Well, I travel a lot, but when I'm in la, for some reason when I'm here, it's hard for me to leave the house.
Louise
Why do you think that is?
Kylie Jenner
I think that's because, honestly, paparazzi or in la, 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.
Louise
But do they just wait by your house for your car to leave?
Kylie Jenner
No, because I don't really leave.
Louise
Got it.
Kylie Jenner
So they don't really wait for me anymore.
Louise
Do you remember the height of it? Like, did it used to be way worse?
Kylie Jenner
It used to be so insane.
Louise
You.
Kylie Jenner
I don't even know how I'm like a normal person right now.
Louise
Like, what would it. What was it like?
Kylie Jenner
The things that they would say to me and how they would treat me as a child.
Louise
Oh, no.
Kylie Jenner
Is diabolical. Like, inappropriate. I would be coming out of a thing and they'd be like, you what? When I was 16.
Louise
You're lying.
Kylie Jenner
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, I'm pretend. Like, you know, mock me.
Louise
Why?
Kylie Jenner
They wanted to just make more money off a scandalous photo.
Louise
And they wanted you to be like this crazy.
Kylie Jenner
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.
Louise
And so you were just completely alone?
Kylie Jenner
Yes.
Louise
And that must have been so scary.
Kylie Jenner
It was scary at times.
Louise
When is it not gifting season? That I don't know. But I do know that once again it is coming up. We have Mother's Day and Father's Day and you will need to start using that Venmo balance that's sitting pretty in your account with the Venmo MasterCard. It makes it so easy to use that balance. The Venmo debit card I just feel like is a genius invention because every single person I know uses Venmo and it's just so simple. You can also add it to your digital wallet so you can tap to pay. It's also graduation season if you have a sibling if you need to get a graduation gift. It really is just so easy. When you use the Venmo debit card, you can earn always on cash back with Venmo Stash rewards. Just pick a bundle of your favorite brands and earn cash back when you use your card with them. You can also pay with Venmo at checkout online. Just look for the Venmo button when you're shopping in apps or online. Honestly, when I pay with Venmo, it saves my Life. The Venmo MasterCard is issued by the Bank Corp. Bank N.A. venmo Stash Bundles, terms and exclusions apply. Max $100 cashback per month. See terms at Venmo Me Stash Terms Venmo Checkout not available at all Merchants thank you again, Venmo, for sponsoring this episode.
Kylie Jenner
Best time ever. And I'm just so grateful that I'm able to see the. The behind the scenes of this. Yeah. Cuz I've watched some episodes and I see it on TikTok and whatever, but just. But to see the behind the scenes is so special.
Louise
Do you feel comfortable?
Kylie Jenner
Yeah, I'm so happy. It was at a house.
Louise
I know you were like. I thought I was walking into a studio.
Kylie Jenner
Yeah. And I feel like studios that kind of make you feel.
Louise
Oh yeah.
Kylie Jenner
Like not, you know, comfortable.
Louise
Right.
Kylie Jenner
This is perfect.
Louise
Okay. I'm so glad. Well, are you ready to do the Tell me what's wrongs?
Kylie Jenner
Yes.
Louise
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. 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?
Kylie Jenner
First of all, me too. I feel like I get into that cycle too. Do you? Or is it easy for you?
Louise
No, it's. I'm like, for the longest time would only wear like the same. Like, I hate trying on jeans. I hate trying not like trying on pants is like my worst nightmare. Why?
Kylie Jenner
So you have like a few.
Louise
I have like three or four pairs of pants that I wear.
Kylie Jenner
Okay. But I love that.
Louise
Yeah.
Kylie Jenner
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 to 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?
Louise
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 you, like, how did you find confidence to, like, own your own style?
Kylie Jenner
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 gonna put on my favorite pair of jeans and a white top, and I'm gonna enjoy the night.
Louise
I mean, you know what changed my life was when you went to Coachella in a leather jacket and jeans. And I. I talk about it. I actually talk about it. I preach spoken about it on this podcast as, like, my Mecca for Coachella outfit.
Kylie Jenner
Oh, my God. I love that.
Louise
Because I was like, she just didn't care. Yeah, she just went in leather.
Kylie Jenner
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'll make. And then I get there, and I'm, like, in the worst mood. When I start to feel myself get in 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 gonna enjoy the night.
Louise
Sometimes it's about the accessories.
Kylie Jenner
Sometimes it's about the accessories. I agree. Absolutely.
Louise
Like, sometimes it's about a ring or a necklace or a bracelet that will make your. You feel like you're not just wearing something simple.
Kylie Jenner
Absolutely. That's good advice.
Louise
Yeah.
Kylie Jenner
Thanks.
Louise
Every time I encounter a situation with the 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. I. Oh, me too. How do I allow myself to become vulnerable without my brain convincing me there is something wrong with the guy?
Kylie Jenner
What do you have to say about that?
Louise
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.
Kylie Jenner
So what's your advice for that?
Louise
My advice is like, you. It's like jumping into cold water. Like, you just have to do it.
Kylie Jenner
That one's hard.
Louise
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?
Kylie Jenner
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. I can run laps around them all the time. You know, I think it's just. You're not gonna be super educated in every single. Or maybe you are.
Louise
Right.
Kylie Jenner
Slay. But I don't think you're gonna be like, yeah, but I've been in situations like that, too, where I'm like, I have no. My. My. Like, art friends and stuff. Like, I'm just kind of diving into it and learning. But they're like, you know, this R and the da da and this year. And I'm like, I have no idea what you guys are saying.
Louise
No, no. No idea. But then if they're like, they want to talk to you about clothes, you'll know.
Kylie Jenner
Yes, Clothes, movies, children.
Louise
Yeah,
Kylie Jenner
like a. What? Makeup. Okay. Podcasts. You know, you do.
Louise
You are kind of an expert in podcasts now.
Kylie Jenner
I'm. I'm not.
Louise
You kind of are.
Kylie Jenner
You think so.
Louise
I kind of think so. You're in your podcast era.
Kylie Jenner
Oh, my God.
Louise
You're either gonna leave this podcast being like, I'm never doing a podcast again, or that was fun.
Kylie Jenner
I would come back here every day.
Louise
No, you wouldn't.
Kylie Jenner
Yes, I would. This is so much fun.
Louise
I'm having a really fun time with you.
Kylie Jenner
I think I need a podcast.
Louise
Kylie, don't play with me right now. If you had a podcast, I would be SAT weekly. Weekly sat.
Kylie Jenner
That's kind of cute, too. If we were, like, really sad. Like, what if we just, like, sat on the floor in my podcast?
Louise
I called it Sat with Kylie.
Kylie Jenner
Yes. Anyway.
Louise
But, yeah, I would say the advice is that you are smarter in areas that you're not allowing.
Kylie Jenner
If you're not educated in movies or whatever.
Louise
She said I'm barely educated in movies.
Kylie Jenner
Who cares? Let them educate you.
Louise
Yeah, you can always Google it. Sure.
Kylie Jenner
Chat. GPT Chat. Hello. Chat. You know, and then, you know, the things that you are educated on. Yes.
Louise
Yes. My.
Kylie Jenner
By the way, the worst advice. Okay.
Louise
No, but it's. But it is good advice. Like, you are educated in stuff that they're not educated in.
Kylie Jenner
Yeah.
Louise
So who cares?
Kylie Jenner
So wait your turn.
Louise
Wait your turn. Wait your turn.
Kylie Jenner
Wait your turn. You just wait yeah. Cheers.
Louise
How many times have we cheers.
Kylie Jenner
Like a million cheers after every question we do.
Louise
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 that friend.
Kylie Jenner
Well, she wants to have sex with you. I'm just kidding. Wait, so you're. You're the friend that pesters till they.
Louise
I need to be with people at all times. I can't be alone. I.
Kylie Jenner
You. I used to be like that. I think I. I grew out of it, but I definitely used to. I can understand that feeling. 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.
Louise
Oh. Because.
Kylie Jenner
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.
Louise
What did you do with that alone time?
Kylie Jenner
Nothing. Well, I would make a schedule for myself in my head. Yeah, I had to make schedules so I didn't go crazy.
Louise
Right.
Kylie Jenner
But yeah. Anyway. What the was the question? What was the question?
Louise
That was funny. Oh, I need those jeans is what I was planning on asking you. The Kai jeans I need.
Kylie Jenner
But you said you don't like trying on jeans.
Louise
I know, but I said to Louise, show them off. And the Kai on the ass is just everything.
Kylie Jenner
They're the best. Like, baggy, low rise. This is like a style we did off of, like our best selling style. What is it when you're like, selling things? Buy now. No, these are. These are the best.
Louise
I really want those jeans. I said to Louise, I was like, I need those jeans.
Kylie Jenner
What size do you think you'd be, though? They're not actually.
Louise
I don't know about that.
Kylie Jenner
I'll send you like three.
Louise
Yeah, just send me multiple sizes.
Kylie Jenner
Send you three.
Louise
But what was the question?
Kylie Jenner
Yeah, right. Wait, she's.
Louise
Oh, she. She can't be. This friend can't be alone.
Kylie Jenner
Okay. Okay.
Louise
So.
Kylie Jenner
Okay, My advice. My only advice to that is clear communication.
Louise
Okay. Are you.
Kylie Jenner
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.
Louise
Are you confrontational? Yes, I. I get that.
Kylie Jenner
I think I am.
Louise
I think you are.
Kylie Jenner
I'm confrontational.
Louise
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?
Kylie Jenner
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.
Louise
I'm like, were you ever worried about people, like, filming you drinking when you were underage?
Kylie Jenner
Yeah.
Louise
But was the phone, like, less present then than it was now? Because I feel like everyone's out now.
Kylie Jenner
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.
Louise
And I'm like, yeah, yeah, but cigarettes are kind of back.
Kylie Jenner
Cigarettes are so back. Thank God. I've been, like, hiding for so many years.
Louise
They're back.
Kylie Jenner
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
Louise
midday, I'll wake up and smoke a
Kylie Jenner
cigarette exactly like, bye. There are no rules.
Louise
Yeah, there are no rules. Out on the terrace of my hotel room cigarette. Because they burn so fast in Europe.
Kylie Jenner
They're perfect.
Louise
They're perfect. Oh, my God. I want to go to Europe right now.
Kylie Jenner
I want to go Europe, too.
Louise
I want to go.
Kylie Jenner
Take me to Europe.
Louise
I want to go now.
Kylie Jenner
I'm having a Europe summer.
Louise
Are you really?
Kylie Jenner
No plans, but I'm going to be there.
Louise
Okay. I'm going to go to. I'm in France all of June.
Kylie Jenner
France, all of June. Okay. Oh, she's saying now all of June manifest, babe.
Louise
Yeah, I'm. You are in France all of June, and I'm going to smoke cigarettes all of June with my hot French boyfriend. Should we smoke after this? Yes, I have. I will smoke after this.
Kylie Jenner
Okay. Cuz we had our wine.
Louise
Yeah. And we deserve that.
Kylie Jenner
Of course we deserve that.
Louise
It's the least we can do for ourselves.
Kylie Jenner
You want to know who's the best person?
Louise
Who?
Kylie Jenner
Kris Jenner.
Louise
Yeah. Have you.
Kylie Jenner
You've met her on that carpet. Is that the only time?
Louise
Yes, that. No. Yes, that is the only time.
Kylie Jenner
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. Yeah, she's, she's just living her best life.
Louise
No, this generation, we don't drink anymore.
Kylie Jenner
We don't drink any.
Louise
We don't do anything.
Kylie Jenner
We don't like cook and invite people over for fried chicken.
Louise
Well, it's because of COVID It's because
Kylie Jenner
of COVID It's because of Tick tock. It's because of like everyone just wants to lay in bed and just be on the Internet.
Louise
I feel numb to my surroundings and 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?
Kylie Jenner
You know, when you're a kid, time moves really slow.
Louise
Yes, very slow.
Kylie Jenner
Time moves very slow.
Louise
Years are like centuries.
Kylie Jenner
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.
Louise
You've opened my third eye. Yes, you've literally opened my third eye.
Kylie Jenner
Like, literally. Book a pottery class. Do, do things.
Louise
Just do random shit.
Kylie Jenner
Go to Disneyland.
Louise
Oh, I love Disneyland.
Kylie Jenner
You know, but we've done that, done that a bunch of times too. I mean, I have, but like, do
Louise
something, do something new.
Kylie Jenner
Don't have a Euro summer. Go to Australia.
Louise
No, but we're having a Euro summer.
Kylie Jenner
I'm just kidding.
Louise
We're having a Euro summer.
Kylie Jenner
I'm so sorry I said anything. We're having a summer. No, but yeah.
Louise
Jake, an amazing guest. I've been thinking about breaking up with my therapist for a while. I'm 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.
Kylie Jenner
She needs to move on.
Louise
She needs to move on. I'm breaking up with my therapist right now.
Kylie Jenner
Break up with your therapist? And who cares if she knows everything, right? It's not like she's gonna say anything.
Louise
Was that ever a concern for you, talking to a therapist?
Kylie Jenner
Like, no, but a little bit.
Louise
Yeah.
Kylie Jenner
I'm still a little guarded. And I've had two therapist experiences. Now I don't have one.
Louise
I don't know. Were they, like, spoke to people?
Kylie Jenner
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.
Louise
Wow, I didn't know that about you.
Kylie Jenner
Yeah.
Louise
And you're just able to kind of like, raw dog life.
Kylie Jenner
Exactly.
Louise
Yeah.
Kylie Jenner
I have totally raw dog life. And I'm fine.
Louise
You seem fine.
Kylie Jenner
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.
Louise
Like what? Like, tick tock.
Kylie Jenner
And like, I'll take a week every now and then, sometimes two. And just, like, delete the apps.
Louise
You're just like. It becomes loud.
Kylie Jenner
Yes. Delete the apps.
Louise
Live life.
Kylie Jenner
Because I don't know.
Louise
Oh, my last question for you.
Kylie Jenner
Okay. Like, ever?
Louise
Wait. No, not ever. Are you having fun? I'm having the best time, but I feel like I'm trapping you. Oh, I need to ask you.
Kylie Jenner
Yeah.
Louise
Bora Bora. Is it as beautiful as it seems?
Kylie Jenner
I didn't love Bora Bora. You didn't go to Turks and Caicos, babe.
Louise
Okay.
Kylie Jenner
Did you. Have you been to Turks Caicos before? Best place ever.
Louise
What's it like?
Kylie Jenner
Oh, my God. Let me tell you everything. Tell me, tell me the mornings, the weather, the sunrises, the sunsets, the way that the air feels, the sand, the crystal blue water.
Louise
Is the water warm? Warm.
Kylie Jenner
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.
Louise
You should go for your birthday. I know. Where were you just vacationing?
Kylie Jenner
I was just vacationing in the Bahamas.
Louise
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.
Kylie Jenner
I feel so locked in. I want a cigarette now. Now.
Louise
Do we have some at the house.
Kylie Jenner
My security always has some.
Louise
Can we please smoke?
Kylie Jenner
Security. Emergency cigarettes.
Louise
But your security is so lovely.
Kylie Jenner
The best.
Louise
When they came over to, like, check out the surroundings, like, they. They just spoke so highly of you.
Kylie Jenner
Oh.
Louise
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.
Kylie Jenner
Oh.
Louise
They were like, she's really the best. Yeah. And then Manny out there was like, they're the best.
Kylie Jenner
Manny's like, my. Like, he literally, like, will, like, take my daughter somewhere. Like, I trust him with.
Louise
Yeah, yeah.
Kylie Jenner
My kids.
Louise
But what did we learn today?
Kylie Jenner
We learned that, first of all, this is my kid.
Louise
Who's calling?
Kylie Jenner
Hello.
Louise
Hello.
Kylie Jenner
Hi, angel. Okay, bye. Love you.
Louise
That's really cute.
Kylie Jenner
Oh, what are we gonna do? Do you want babies?
Louise
I think I do want babies, but, like, I think I want to do it the Andy Cohen way.
Kylie Jenner
What's the andy Cohen Way?
Louise
40 Adopt 2, call it a day.
Kylie Jenner
I like that.
Louise
Yeah. Theo and Annabelle.
Kylie Jenner
Theo and Annabelle.
Louise
Chic, right?
Kylie Jenner
I love Theo and Annabelle. I love Annabelle.
Louise
Right?
Kylie Jenner
Yes.
Louise
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. Thank you for doing this.
Kylie Jenner
I'm so happy. I couldn't be happier to be here.
Louise
I love you.
Kylie Jenner
I love. I love you.
Louise
I love you.
Kylie Jenner
I love you. I think you're the best.
Louise
You are the best.
Kylie Jenner
You are the best.
Louise
You're the best.
Kylie Jenner
You're the best.
Louise
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.
Kylie Jenner
Let's have a cigarette. Bye. I love you.
Louise
You can't reason with the sun. Trust us. We've tried. This summer, it's time to put that angry ball of fire on mute. Columbia's Omnishade technology is engineered to protect you from the sun's harsh rays that can burn and damage your skin. The sun is relentless, but so is our gear. Level up your summer@columbia.com to spend more time outside and less time slathering on aloe lotion. You're welcome, Columbia. Engineered for whatever.
Session 120: Kylie Jenner
Date: May 14, 2026
Guests: Jake Shane (host), Kylie Jenner (guest), Louise (co-host)
In this warm, candid, and refreshingly unfiltered therapy-style session, Jake Shane and co-host Louise welcome Kylie Jenner for a conversation that effortlessly flows between introspection and humor. Kylie opens up about career choices, motherhood, internet culture, personal boundaries, and pop culture nostalgia, all while dispensing advice to audience submissions. Red wine is poured, boundaries are dropped, and laughter and vulnerability intermingle, making for a highly relatable and memorable episode.
"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." (Kylie Jenner, 02:45)
"Oh my God, I'm gonna sound like such a nerd... I'm so sorry to all the Zelda fans out there." (Kylie Jenner, 05:18/05:45)
"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 went out. I gained, like, 65 pounds with my son." (Kylie Jenner, 10:27)
"The things that they would say to me and how they would treat me as a child... Is diabolical. Like, inappropriate." (Kylie Jenner, 41:40) "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." (Kylie Jenner, 42:34)
"The songs are the hardest for me... There's no way you can be under pressure, about to post this dump... they have to be—we have to do better." (Kylie Jenner, 15:21)
"She's like my favorite person on the planet... We are, like, totally different people. It's really interesting. She's type A. I'm type B." (Kylie Jenner, 36:43/36:51/36:58)
"Go through your closet, really try on everything and see what fits you the best. Downsize." (Kylie Jenner, 45:16)
"Sometimes it's about the accessories." (Kylie Jenner, 47:22)
In true “Therapuss” style, Kylie and the hosts respond to audience submissions on confidence, relationships, anxiety, and forming personal boundaries:
"It's like jumping into cold water. Like, you just have to do it." (Louise, 48:05)
"You're not gonna be super educated in every single—or maybe you are. Slay. But I don't think..." (Kylie Jenner, 48:34)
"My only advice to that is clear communication... in any relationship." (Kylie Jenner, 53:20)
"She needs to move on. Break up with your therapist? And who cares if she knows everything, right?" (Kylie Jenner, 58:17/58:21)
"As an adult, instead of getting into routine where time moves really fast, do new things... I started doing things to help time move a little bit slower." (Kylie Jenner, 57:02)
"What I do often, which I think is really healthy, is like, delete the apps... and just, like, delete the apps. Live life." (Kylie Jenner, 59:16)
On vulnerability and new experiences:
"When you're a kid, time moves really slow...because you were experiencing so many new things at once. So as an adult...do new things." (Kylie Jenner, 57:02)
On style and confidence:
"If I'm freaking out about an outfit too much... I'm just gonna put on my favorite pair of jeans and a white top, and I'm gonna enjoy the night." (Kylie Jenner, 46:41)
On social media performance:
"It's hard for me to maybe. It's like I just...I really work a lot more than you did when you and I did then." (Kylie Jenner, 16:15)
On boundaries and privacy:
"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." (Kylie Jenner, 42:34)
Playful banter:
"Sometimes I think I'm depressed, and then I get a spray tan and I'm like. I was just pale." (Kylie Jenner, 14:25)
On Paparazzi’s behavior:
"I don't even know how I'm like a normal person right now... the things that they would say to me and how they would treat me as a child... is diabolical." (Kylie Jenner, 41:40)
For fans of Kylie or pop culture, this episode offers rare unfiltered access and relatable advice. For listeners seeking reassurance on anxiety, identity, boundaries, or nostalgia, Kylie’s responses are both validating and genuinely helpful.
Memorable Closing:
You want the feeling of having wine on a Friday afternoon with a friend who just happens to be Kylie Jenner—laughing, swapping advice, and realizing even icons have moments of doubt, nostalgia, and joy in the ordinary.