I asked Kendall Jenner out – Transcript

00:00You're going to figure it out in your dreams. Good night, Owen Theo. You guys, this is really big for me. Seeing you pull up to my house, I had chills. I had full body chills.

00:16No, I'm not kidding. I was like, I'm either going to [ __ ] pee, or throw up. And I did all three at once. WE HAVE KENDALL JENNER ON THE [ __ ] PODCAST. WHAT? [screaming] I'm so happy to have you here. >> Your dreams, babe. >> Yes. Wait, thank you so much for coming.

00:31>> Oh my god. Thanks for having me. I had to beg for this interview. >> Okay, that's not what happened. That's not what happened. >> Yes, it is what happened. Can you tell your version? Okay, this is my version of the story. I would die for Kendall to come on [ __ ] in your dreams. And that's an obvious and that's everyone knows that. I didn't want to ask you >> because you can't ask Kendall Jenner to come on your podcast. That's like a faux.

00:53>> You can't obsessed with you. >> So Kendall comes up to me at a party. By the way, I'm a plus one at this party. I'm like, I shouldn't be there. Kendall comes up to me and goes, >> why haven't you invited me on In your Dreams? I was literally like, first of all, you know my podcast. Um, it was so nice. It was so nice.

01:11>> No, I'm a fan and I watch your podcast. I swear to God. And especially like Hails came on. >> I feel like sometimes Haley and I will do this thing where we're like if she does something first or I do something first, we like consider it a safe space cuz we're like best friends, so we just like >> You guys are like real best friends.

01:26>> Oh yeah. Like it goes deep. When did you guys meet? >> Oh my god. Like 12 years ago. I met her so long ago cuz I went to school with her cousin Ireland. And through Ireland a bit we met like a few times. Like Haley lived in New York. I obviously lived in LA.

01:43>> Totally. >> And >> imagine I was like you lived in LA. Imagine I don't know anything about you. >> I'm joking. Okay, keep going. >> I expect nothing. But um no, Ireland would have her like Haley would come visit Ireland in LA sometimes. So I kind of met her through that. I think I remember like the first time was at some maybe the Hunger Games premiere or something and Haley was with Ireland and >> um we had met and then I started going to New York all the time for work and

02:11Haley was kind of my like New York friend. I didn't really know many people out there >> so we started connecting through that and >> Kendall, you're so well spoken. >> Stop. Why do you speak like that? >> I don't know. >> You don't You've never said like in your life.

02:24>> Stop. Oh my god. I'm saying I've said stop five times. >> No, but that you that was crazy. >> Thank you. >> That was gorgeous. >> I definitely have said like and say it sometimes, but I'm like I'm a thorough person. >> You're really thorough. I watch this podcast back and I'm like I want to die.

02:42I'm like let's take an axe to the whole podcast because I say like my vocal fry is bad. I say like for growing up in LA though, it's really hard to like I feel like that's an LA thing. >> Wait, where in LA did you grow up? >> Literally Westwood. >> Westwood.

02:56>> Yeah. Like right in the middle of LA. I went to Crossroads. >> Oh, stop. Okay. >> Do you see how I said crossroads? Crossroads. Like my voice is crazy. >> I don't know why I didn't know this about you. >> Yeah. LA. LA native. >> But that's why I'm drawn to you because you're an LA native. You're not a >> I'm not a trans or whatever they call, >> right? No, I'm not.

03:12>> No, that's mean. But like I'm not trying to be mean. It's just no >> you are from here and people that are from here like a lot of my friends are like LA like they're from LA and they're the best. >> Do you have a lot of friends from high school still that you can >> I have one very good friend. She's my best friend.

03:29>> She's I met her. We've She was two grades older than me so we knew each other. >> Isn't it crazy? We still say grades. >> Yeah. >> We're like literally 30 and we're like so she was two grades older. You know what I mean? That's how we >> But it's really totally Me too. Me too.

03:43because a lot of my friends too were in her grade and like the guy I had a crush on was in her grade. So it was like I always was like two grades older, two grades older because I wished I was in their grade. >> Totally. Totally. >> Um but no, we met like we knew each other in elementary school, but we really got close when I was in ninth grade because we were on the same cheerleading squad.

04:00>> And so you're a cheerleader and I are still very close. And then I obviously have friends >> that are from that time or like from life. Like I have friends that I've known since like the day I was born because our parents were like best friends. We're still very close. Yeah. Oh, >> I love that. >> But like high school high school, I have like my one really amazing girlfriend.

04:17She's like my sister as well. >> I love that. And you talk to her all the time. >> Every day. >> See, I I think LA people who live in LA get a bad rep. Like we people are like >> because it's the people that might be the problem.

04:33>> You're like, I don't mean to be mean, but it is because of the trans events. Um, no, it is fully, but we get this rep of being like flighty and having like my friends are >> we're the coolest people. Sorry, we're cool. >> Sorry, we're amazing. >> We're grounded and normal. >> Sorry, we drive everywhere. We like solitude. Do you like being alone?

04:50>> Love it. I'm super independent. I I've found that like the older I've gotten, I enjoy company a lot. Like I love like Hannah, my friend who is my friend since high school, she like she has her fiance now, so like he takes her away from me a lot. But like whenever we can have sleepovers, I'm like, "Please come over for sleepovers." I I don't really >> Well, we're having a sleepover right now. Literally.

05:13>> No, I would love that. >> But I I do I'm a super independent person. Like I can go on a dooo trip. I can like do things by myself. >> Oh, you haven't done that? >> I swear to God, I do it regularly. I just came back from one. >> I like And what do you do there?

05:27>> Alone. I can't be alone. >> Yeah, I can do that. I don't know why. Is that crazy? >> No. I think it's a beautiful thing and I wish I had that gene. I just don't have that gene. I can do it and I really enjoy it and I'm really I think that's like why I mean I want a husband of course but that's why I also don't have kids I feel like because I'm just like I like my freedom. I like this independence that I have right now and I can do my own thing.

05:50>> I know. I feel that I've been in a relationship with Jared for 10 years which is so long and ages me up. >> Beautiful though too. >> Is it? >> Yes. It's amazing. >> Every day I'm like one step closer to ending it. I'm joking. This is so cute.

06:06And like how cool that you guys have also like and correct me if I'm wrong, but also like come up at like together way like in your careers and in life like so beautiful cuz I feel like sometimes where things can get tricky is if someone's maybe not meeting a goal that they wish that they met and then they're maybe jealous of their friend or their partner. And so it's cool that you guys have done it together and >> in like the coolest way.

06:30>> Do you want to be my therapist? >> Of course. >> You're amazing at this. No, I I love it. I will say I think I was trying to be an actor and it wasn't happening and I was like, "What the [ __ ] is Why is this not happening for me? I'm so talented." Um, why am I not getting cast? Um, I would see a literally a Timmy Timmy in a movie and I'd be like, "That could have been my role."

06:49>> Oh, yeah. Cuz you guys were friends or you knew each other. >> Yeah, we went to >> I saw this. I think you said it on like a >> I said it on a podcast or something. Yeah. >> And I hoped no one saw that and you saw it. Okay, great. Um, yeah, we went to NYU together. >> Amazing. And then he was like, "I'm going to do a movie." And I was like, "Yeah, I'll probably end up doing a movie, too." And then the movie was Call Me By Your Name and I wanted to die. Um, I was really upset. Um, and then he was nominated and then that was Timmy.

07:16>> But like everybody has their own journey and I feel like it's worked out for you in the way that like in the most perfect way. >> Yeah. No. Exact. And >> you're exactly where you're supposed to be. And not to say that you can't also be an actor and an amazing one in the future or tomorrow or yesterday. Like >> I think that >> it all just happens in the time like everybody's timing is so different.

07:36>> Totally. Did you feel that about modeling? You were like were did you always wanted to be a be a model? >> I was like and and I I don't know. I was like a I was not into fashion when I was like younger. I was definitely liked tomboy.

07:50>> I cared about sports more than I did about like fashiony things. And so it wasn't like I was like always thinking about it, but I do remember like I was very into photography and I was in like a photography class in high school >> and wanted all like had all these like little cameras and you know all these ideas photography wise and that kind of led me to taking pictures of like my friends. I'd be like, "Can I please take

08:17pictures of you?" Or like I'd go outside at like sunset and take like cinematic shots. >> Do you remember that when we used to do that? >> I know. Oh my. Did you have like an inf >> you put them in an album? >> Yeah, exactly. And then um and then like one thing led to the next and my one a friend of mine at the time, she was like, "Well, why don't you hand me the camera? Like let me try like taking pictures of you." And then she did that and I still have the photos to this day in my computer. Are they stunning?

08:44>> I just saw them recently. No, Owen. Like not even close. But I really thought I was giving I must have been >> like 14. Like I was so young and I just like remember kind of enjoying it and I made my own like modeling book just for fun.

09:01I was like, "Oh wait, all these photos of me like could I do this kind of a thing?" >> And so that's where it was really sparked was like a little bit. It wasn't like I was like a little girl like reading magazines. But at that point 14ish, I was like, "Wait a minute.