LIVE: I Get Myself Into Some Serious Pickles — Let's Be Honest Live with Austen Kroll and Craig Conover

Summary

Podcast Summary: LIVE: I Get Myself Into Some Serious Pickles — Let's Be Honest Live with Austin Kroll and Craig Conover

Podcast Information:

• Title: Let's Be Honest with Kristin Cavallari
• Host: Dear Media
• Episode Title: LIVE: I Get Myself Into Some Serious Pickles — Let's Be Honest Live with Austin Kroll and Craig Conover
• Release Date: July 10, 2025

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Introduction and Welcome (00:11 - 05:02)

Kristin Cavallari kicks off the live episode with Austin Kroll and Craig Conover, longtime friends and co-stars from Kristin's reality TV ventures. The trio reminisces about their shared history and the infamous headlines that brought them together, setting a candid and relaxed tone for the discussion.

Craig Conover [00:40]: "I've never really commented on. This is the first time I've really talked about this stuff."

Reflecting on Past Headlines and Friendships (05:02 - 17:07)

The conversation shifts to the turbulent times they faced in the media, particularly focusing on rumors and misunderstandings that surrounded their relationships. Kristin expresses excitement about finally addressing these issues openly.

Kristin Cavallari [05:02]: "So I'm really excited to get into it all, but we're going to get there."

Craig emphasizes the importance of verifying facts before making judgments, highlighting his commitment to honesty.

Craig Conover [01:45]: "Because I'm the first person. If I'm in the wrong, I'm like, okay, I'm a fuck. I'm sorry I was wrong, but I'm usually not wrong."

Current Dating Lives and Personal Growth (17:07 - 26:00)

Shep Rose shares his experiences of being single and re-entering the dating scene, mentioning his use of the dating app Raya. He reflects on his past relationship, expressing gratitude for personal growth and his optimistic outlook on future relationships.

Shep Rose [07:37]: "Well, I was able to evolve into a better version of myself during that relationship, which was awesome."

The discussion delves into preferences for future relationships, with Shep expressing a desire for a partner who shares his love for travel and a more laid-back lifestyle.

Shep Rose [08:27]: "I really want to experience life together and to be able to, like, I think I'm in a position now. I want to travel the world and I want someone that can travel with me."

Addressing the Love Triangle Rumors (22:02 - 36:02)

Kristin confronts the persistent rumors of a love triangle involving herself, Austin, and Craig. The trio clarifies misunderstandings, affirming that there was never any illicit relationship between Kristin and Austin during her relationship with Paige.

Kristin Cavallari [22:35]: "Can you just clear this up? Did you and I talk one fucking time when you and Paige were together?"

Shep and Austin both deny any inappropriate interactions, emphasizing their strong friendships and the misinterpretations fueled by media portrayals.

Shep Rose [35:53]: "I honestly believe, like, we were such good friends."

Personal Anecdotes and Relationship Insights (36:02 - 43:42)

The guests share personal stories about their relationships and the challenges of maintaining privacy in the public eye. Austin opens up about how he found stability in his current relationship with Audrey, breaking away from his previous tumultuous dating patterns.

Austin Kroll [16:49]: "So what is it about her that made her stand out from the rest?"

Kristin reflects on her dating experiences, revealing her tendency to invite out-of-town partners to stay, which often led to complicated situations.

Kristin Cavallari [19:16]: "I date a lot of people who don't live in Nashville, so I'm like, come stay with me for the weekend."

Drinking Game Segment: Sip or Spill (43:42 - 53:55)

The episode takes an entertaining turn as Kristin introduces a drinking game called "Sip or Spill," where guests answer personal questions or take a shot. Justin Anderson and Naomi Olindo join the fun, leading to humorous and revealing exchanges.

Kristin Cavallari [47:12]: "Kristin, who do you think has the bigger dick, Austin or Craig?"

The segment features playful banter and light-hearted challenges, showcasing the camaraderie among the participants.

Philanthropy and Personal Perks of Fame (53:55 - 40:14)

Shep Rose highlights the philanthropic side of their celebrity, discussing his involvement with veterans' organizations and orphanages. Austin and Craig share their favorite aspects of fame, from performing live to engaging with fans.

Shep Rose [39:33]: "I love that we can put smiles on people's faces just by being ourselves."

Closing Remarks and Final Thoughts (53:55 - End)

As the episode winds down, the trio expresses their appreciation for the audience's support. They reiterate the importance of honesty and maintaining strong friendships amidst public scrutiny.

Kristin Cavallari [54:06]: "I love you guys. You guys are the best."

The live episode concludes on a high note, leaving listeners with a deeper understanding of the guests' personal lives and the genuine bond they share.

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Notable Quotes:

• Craig Conover [01:45]: "Because I'm the first person. If I'm in the wrong, I'm like, okay, I'm a fuck. I'm sorry I was wrong, but I'm usually not wrong." (01:45)

• Shep Rose [07:37]: "Well, I was able to evolve into a better version of myself during that relationship, which was awesome." (07:37)

• Kristin Cavallari [22:35]: "Can you just clear this up? Did you and I talk one fucking time when you and Paige were together?" (22:35)

• Kristin Cavallari [47:12]: "Kristin, who do you think has the bigger dick, Austin or Craig?" (47:12)

• Shep Rose [39:33]: "I love that we can put smiles on people's faces just by being ourselves." (39:33)

Conclusion:

This live episode of "Let's Be Honest with Kristin Cavallari" offers a transparent look into the personal lives and friendships of Kristin, Austin, Craig, and Shep. Through candid conversations and entertaining segments, listeners gain insights into their relationships, past controversies, and the genuine bonds that sustain them. The inclusion of humorous anecdotes and heartfelt reflections ensures that both longtime fans and new listeners find the episode engaging and relatable.

Transcript

[Kristen Cavallari]

The following podcast is a Dear Media Production.

[Justin Anderson]

Welcome in.

[Kristen Cavallari]

So let's be honest.

[Craig Conover]

I feel like today's episode is one that people have been waiting for for a long time. And I hate to pick favorites, you guys, but if I had to, I think the episode today with Austin and Craig from the live let's Be Honest podcast tour. This one's my favorite, you guys. You know, I think it's my favorite.

[Kristen Cavallari]

Because I love Austin and Craig.

[Craig Conover]

I would consider them very good friends. We just get each other. We get along really well.

[Kristen Cavallari]

But also, all of the headlines that we were in together, those are headlines.

[Craig Conover]

I've never really commented on. This is the first time I've really talked about this stuff.

[Kristen Cavallari]

So it was fun to sit down.

[Craig Conover]

With my friends and hash it all out. Clearly, we're all over it. You know, enough time has passed.

[Kristen Cavallari]

There's no emotion wrapped up in everything still.

[Craig Conover]

So we could just laugh about everything and have a good time.

[Kristen Cavallari]

And this episode did.

[Craig Conover]

It really made me laugh. I laughed really hard listening to it back.

[Kristen Cavallari]

The boys were so honest and real.

[Craig Conover]

Well, honest.

[Kristen Cavallari]

Honest is maybe not the right word, but you have to watch Honestly Cavalieri.

[Craig Conover]

For the behind the scenes tea, because this is why this is so great, you guys. Because you can listen to the podcast episode, right?

[Kristen Cavallari]

Listen to it like, you know, this.

[Craig Conover]

Is how it really happened. And then you can go watch Honestly Cavalieri and you can get the aftermath. And me being like, wait a minute, he lied about that.

[Kristen Cavallari]

Wait a minute.

[Craig Conover]

Because sometimes what happens is you guys.

[Kristen Cavallari]

Guys will lie, you know, or like.

[Craig Conover]

Well, yeah, it's mostly guys will lie.

[Kristen Cavallari]

In front of people or whatever.

[Craig Conover]

And I, in my head, I'm like, I don't think that's true, but I don't have the facts right now to.

[Kristen Cavallari]

Be like, that's not.

[Craig Conover]

That's bullshit. But then what I do is because I. I'm a fact checker man, because.

[Kristen Cavallari]

I want to know if I'm wrong.

[Craig Conover]

Because I'm the first person.

[Kristen Cavallari]

If I'm in the wrong, I'm like, okay, I'm a fuck. I'm sorry I was wrong, but I'm usually not wrong.

[Craig Conover]

And so after this live podcast show, I did have to go back to the receipts and check a few things because I was like, am I crazy? Oh, no, no, I'm not crazy.

[Kristen Cavallari]

No, no, I'm not crazy.

[Craig Conover]

So you guys got to watch Honestly.

[Kristen Cavallari]

Cavalieri to hear what one of the.

[Craig Conover]

Boys is lying about.

[Kristen Cavallari]

Okay? But even with all of that, I.

[Craig Conover]

Mean, I, you know, I love these boys so much. We just.

[Kristen Cavallari]

We do. We have this bond. We have this great friendship.

[Craig Conover]

We've had a connection from the day that we met. And Justin joins us in this show for the drinking game for Sipper Spill.

[Kristen Cavallari]

And it's honestly one of the most outrageous, jaw dropping drinking games that I've ever played.

[Craig Conover]

Lots of shots were taken, lots of.

[Kristen Cavallari]

Laughs were had, and I really do just love Austin and Craig so much.

[Craig Conover]

These are friendships that I will have.

[Kristen Cavallari]

For life, and I hope you guys enjoy this episode. I know you will. I have a couple questions for you guys. Do you guys watch Bravo? Yeah, Right. What about the show?

[Justin Anderson]

Southern Charm? Please welcome Austin and Craig.

[Austin Kroll]

What's up, Boston?

[Justin Anderson]

I know you guys. Surprise.

[Austin Kroll]

Whoa, Boston.

[Justin Anderson]

I told you they were going to be excited. I know. Hell, yeah. Oh, my God.

[Shep Rose]

What's up, Boston?

[Justin Anderson]

They love you guys.

[Austin Kroll]

Holy. We've actually been here before, Boston. We have been to the Wilbur Theater before.

[Kristen Cavallari]

Yeah, but not with this audience.

[Austin Kroll]

But not with this audience.

[Justin Anderson]

Lit.

[Kristen Cavallari]

Okay, wait, you guys. The last time the three of us were together, do you remember what night that was?

[Shep Rose]

Your intro made me almost. I, like, turned around back there. You're like, we're going to be in the headlines this time. I was like, I'm sick of being in the headlines. I don't want to do it.

[Kristen Cavallari]

Your life is in the head.

[Shep Rose]

Where we. Was it the Taylor Swift night?

[Kristen Cavallari]

Yeah, no, I think so. The last was that the last of us were together. When I was humping your neck. Do you guys know what I'm talking about? When I was on his shoulders, we.

[Austin Kroll]

Were singing Taylor Swift's we are never getting back together. And I put Kristen on my shoulder because I was trying to piss off my ex.

[Kristen Cavallari]

Oh, my God. That's what it was. And I was so drunk, I was.

[Austin Kroll]

Like, yeah, take a ride.

[Kristen Cavallari]

Well, when I was planning this tour, this was the show I was the most excited about because what happened with us in the press a few years ago is the one story that I basically haven't commented on. So I'm really excited to get into it all, but we're going to. We're going to get there. We're going to get there. I actually want to start with you, Craig. Oh, Craig.

[Shep Rose]

Hey, Jason.

[Justin Anderson]

How is it being a single man these days?

[Shep Rose]

You know, life's about chapters and really excited to be going into the next one. Obviously, like, breakups are weird, but we all go through them and everything happens for a reason. The universe has crazy works in crazy ways, but I'm actually dating right now, and I'm Having fun.

[Justin Anderson]

Oh, my God.

[Kristen Cavallari]

That was my next question.

[Shep Rose]

Just excited for the next chapter. You know that that chapter was really fun for three years and now I'm in an unexpected but fun one now.

[Kristen Cavallari]

Okay, we're excited for you. How are you meeting girls? I heard you're on Raya. Is that true?

[Shep Rose]

I did it for a little bit.

[Kristen Cavallari]

What did you think?

[Shep Rose]

It's scary.

[Justin Anderson]

Why?

[Austin Kroll]

Because Kristen loves Rya.

[Justin Anderson]

I'm honest.

[Austin Kroll]

Are you?

[Justin Anderson]

I'm like, why?

[Shep Rose]

Haven't seen you.

[Justin Anderson]

I haven't seen you.

[Kristen Cavallari]

I would heart you.

[Austin Kroll]

Kristen was trying to. To do right. She was like, it's awesome. It's so much different than everything.

[Shep Rose]

I love it, by the way.

[Kristen Cavallari]

I like it. For two years.

[Austin Kroll]

Have you ever, like.

[Shep Rose]

I hate.

[Kristen Cavallari]

Right?

[Austin Kroll]

Yeah.

[Shep Rose]

But have you ever messaged anyone on Ryer or do you just like swipe?

[Kristen Cavallari]

No, I talk to a lot of people.

[Shep Rose]

Oh, good, good. No, I. Baby steps. But it's fun. I'm. I'm. I wouldn't be out here if I wasn't, like, ready to. To. To live again, so.

[Kristen Cavallari]

Yeah. Okay. How many dates have you been on?

[Shep Rose]

Oh, I wouldn't say that I've been on any dates.

[Kristen Cavallari]

Okay, you're just talking to people.

[Shep Rose]

I. God, you'll have to watch next season.

[Justin Anderson]

Oh, no, come on, don't give us that bullshit.

[Shep Rose]

No, no, no, I have. I've been on a date with a really, really nice girl. And how did you meet? What?

[Kristen Cavallari]

How did you meet?

[Shep Rose]

On Raya.

[Kristen Cavallari]

Oh, on Raya. Okay, so it's been successful for you?

[Shep Rose]

Yeah, it's fun. I mean, Charleston's a small world, so I'm just taking baby steps into this journey, but I'm excited about it.

[Kristen Cavallari]

Okay. All right. I'm excited for you.

[Shep Rose]

Thank you. Thank you.

[Kristen Cavallari]

So anytime you go through a breakup and a little time has passed, you're able to reflect on a relationship. What are you taking from your past relationship? What do you not want? And what do you want in your next one?

[Shep Rose]

Well, I was able to evolve into a better version of myself during that relationship, which was awesome. And that was definitely attributed to her for a lot of it. I think I want to be able to trap. Well, how do I say this? I'm saying I don't have any complaints about that relationship, but going into my next one, I really want to experience life together and to be able to, like. I think I'm in a position now. I want to travel the world and I want someone that can travel with me and. And do all that and just to be. I Think I'm gonna go back to living on the beach in a farm and having chickens. And, like, I just. I was willing to do the city stuff, but I think I'm just. I want to have a farm and live on the beach. So I think this time I'm gonna look for someone that wants the same things as me. But I was. I mean, I don't know.

[Craig Conover]

That's smart.

[Shep Rose]

It's hard to answer. I'm just saying, like, compromise is fine, but if I. If I have to reset, then I'm gonna find someone with a couple more things in line with me, I guess.

[Kristen Cavallari]

You gotta have chickens, man. Once you have chickens, you can't go back.

[Austin Kroll]

I'm all about the chickens.

[Justin Anderson]

All about the chickens.

[Kristen Cavallari]

And you gotta get beehives or you happy?

[Shep Rose]

I have bees. We're. I'm this close getting chickens. My assistant, who's here right now, is freaking out because he thinks he's gonna be left to take care of the chickens.

[Kristen Cavallari]

I used to make my assistant clean the chicken.

[Shep Rose]

Don't you have chickens?

[Kristen Cavallari]

I do. I need to get new ones.

[Shep Rose]

Do you have silk?

[Kristen Cavallari]

Yes.

[Craig Conover]

They're the best. They're so cute.

[Kristen Cavallari]

Austin, are you gonna get chickens?

[Austin Kroll]

No.

[Kristen Cavallari]

No interest in chickens?

[Austin Kroll]

No interest in chickens over here? No.

[Shep Rose]

Downtown in Charleston.

[Austin Kroll]

Yeah. But it'll be fun to visit Craig's farm with chickens.

[Kristen Cavallari]

You know, you get all the benefits of chickens without having to deal with them.

[Austin Kroll]

I just don't eat chickens.

[Craig Conover]

You just get the eggs from Craig.

[Austin Kroll]

I'm fine. Yeah, that's right.

[Kristen Cavallari]

That for you?

[Austin Kroll]

Yeah.

[Shep Rose]

Thank you.

[Kristen Cavallari]

Craig, would you say how Paige broke up with you is the worst way you've ever been broken up with?

[Shep Rose]

No, I'm not. No.

[Justin Anderson]

Sorry.

[Shep Rose]

No, it's okay. I mean, it's. Look, guys, breakups happen, and I really am, like, I'm grateful it did. I. Look, I've only had to break up with one person in my life, and it was the hardest thing that I've ever done. Like, it sucks. Like, when you know something's not right, you have to. You have to end it with one of your best friends. Like, I don't wish that upon anyone. I actually. I wasn't ever bothered by the way that it happened. I was upset that it was happening. Right. So, like, I think if you complain about the way that you're broken up with, I think that's just masking the fact that you're sad that you're being broken up with. Because it doesn't matter.

[Kristen Cavallari]

Like, I like that.

[Shep Rose]

No, because it doesn't matter how you're broken up with, like, you can say, like, oh, you owed me the respect. No, you just wanted a chance to, like, plead your case to them. So. No, I don't. I just think I was bummed about being broken up with. I wasn't bummed about the way it happened. But like I said, the universe works in crazy ways. And eventually I think we'll both see that it's the best thing that's happened to us in a while. So.

[Kristen Cavallari]

Absolutely, yeah. What?

[Shep Rose]

Sorry. It's a weird thing to, like, talk about, but at the end.

[Kristen Cavallari]

I know. Especially in front of a live audience.

[Shep Rose]

No, I know, but it's just breakups happen. And I'm honestly. I'll tell you this, gratitude got me through it, which I was like, there's millions of people that switch places with us in a heartbeat. We didn't have kids. We weren't married. We didn't, like, technically live together. So we got out at a good point. Nothing against people that have to break up after they get married.

[Kristen Cavallari]

Just stop. Just stop while you're ahead.

[Austin Kroll]

You are talking about Kristen.

[Kristen Cavallari]

Perspective. Let's just shut the fuck up now. Stop.

[Craig Conover]

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[Kristen Cavallari]

Austin, what's the worst way you've ever broken up with someone? I feel like you probably have a story or two.

[Austin Kroll]

God. I kind of, like, Craig just said, I'm horrible at it. Yeah, well. Well, someone who, like, just says it how it is and, like, says the truth, and it's like, this is the best way to do it.

[Kristen Cavallari]

That's me.

[Austin Kroll]

Are you a ghost way to do it? I'm not a ghoster. I'm like, let's, like, walk around it until you see it.

[Justin Anderson]

You're horrible.

[Austin Kroll]

I used to be that way, and that's how I broke up.

[Shep Rose]

You make them break up with you, basically.

[Austin Kroll]

I know. I know, Kristen. I know.

[Kristen Cavallari]

Okay, so that's what you do.

[Austin Kroll]

That's you.

[Kristen Cavallari]

Actually, I saw this recently that that's what most guys do. They, like, become an. They're distant so that then you. The girl has to break up with you. You little bitches.

[Shep Rose]

Yeah, that's messed up.

[Austin Kroll]

That is not entirely true. But no, I don't go, like, you know, mean stuff. They're like, oh, you're mean, and then break up. It's more like. Yeah, we're just gonna. We're just gonna leave it there.

[Kristen Cavallari]

Great. Okay. Right, right, right. Well, you have been in a relationship now for a while.

[Austin Kroll]

Yeah, I have.

[Kristen Cavallari]

How's it going with Audrey? How long has it been?

[Austin Kroll]

Gosh, we've been dating over a year.

[Justin Anderson]

Wow.

[Austin Kroll]

I know.

[Shep Rose]

And I've been officially, too, like.

[Austin Kroll]

Yeah. It came to my attention, Christian, that I was, like, a one foot in and one foot out guy.

[Kristen Cavallari]

I believe that.

[Austin Kroll]

Yep. And I used to live in this place called the Gray Area. And when you live in the gray area, then you can, like, officially do no wrong, even though you are doing wrong. And so it came to my attention that all these things, you know, all these things were happening. You guys have seen lots of it on tv, where I've just messed up many things. And so I was like, wait, you met someone who's super cool? Because I thought that relationships or that, like, just always were, you know, tumultuous. Right. Because the makeup was always fantastic. Right.

[Kristen Cavallari]

Oh, my God.

[Shep Rose]

God, you're so.

[Justin Anderson]

Wow.

[Austin Kroll]

And so.

[Shep Rose]

No, I just. You and Madison were amazing.

[Austin Kroll]

That's what. Yeah. So it's what, like, the fourth person in this whole situation here?

[Craig Conover]

Madison was supposed to.

[Shep Rose]

I know.

[Kristen Cavallari]

Here I wish she. I know.

[Shep Rose]

We love Madison.

[Kristen Cavallari]

Yeah, I know.

[Austin Kroll]

Are good friends now. And so it's all but it. For a while there, it was horrible. And she did a lot of things, and I did a lot of things. And so then for me, when I found someone who was so just even keel, I was like, okay, we're gonna make this thing official, and I'm gonna ask you that question that, you know. And I was like, will you be my girlfriend? And I was like, this is the day that we are dating, and that is that.

[Kristen Cavallari]

That is it.

[Austin Kroll]

Yes. So I. I did that.

[Kristen Cavallari]

I love that for you. So what is it about her that made her stand out from the rest?

[Austin Kroll]

I mean, just the fact that I just, like, wanted to spend a lot of time with her. I feel like, you know, you can go on a date with somebody or go on, like, a weekend away, which I did, and I was, like, counting down the hours to, like, get me out of here. You know the worst.

[Kristen Cavallari]

I know. I know.

[Austin Kroll]

You know, and that had happened time and time, and I was like, when are you gonna, like, learn from this and stop putting yourself in a position to where you're going away on a weekend?

[Kristen Cavallari]

Don't go away with someone that you don't necessarily like that much.

[Shep Rose]

Yeah. How. How often are you guys going on trips with strangers?

[Kristen Cavallari]

I'm not doing trips any, but, like, I get myself into some fucking pickles, man.

[Austin Kroll]

Totally. And Craig has laughed at me for so many of them. He's like, man, you always get yourself into this. And I was like, I. Yeah, I know.

[Shep Rose]

And, well, you get really excited.

[Kristen Cavallari]

You want to know what it is like for me? I date a lot of people who don't live in Nashville, so I'm like, come stay with me for the weekend. And then I'm like, yeah, yeah.

[Austin Kroll]

You're like, why did I do that?

[Kristen Cavallari]

Get a hotel, motherfucker.

[Austin Kroll]

Yeah, and that.

[Shep Rose]

Okay, so what do you do if they come visit you? Do you put their suitcase in, like, a guest room, or do you walk them into your room? Because I feel like you've asked me.

[Austin Kroll]

That's a good question.

[Kristen Cavallari]

I'm gonna start putting them out in the guest house.

[Shep Rose]

Well, you just say, like, yeah. You're just like, hey, you have your own space over here.

[Austin Kroll]

Yeah. And so I done that.

[Shep Rose]

Well, I only said that because one time Austin did call me. Do you remember? And you were like, what do I do? Well, you were just like, what do I do? Like, do I walk her stuff up the stairs and put it in my room? Or do I walk it up the stairs and put it in the guest room?

[Kristen Cavallari]

Okay, so I. I feel like I would appreciate my own space.

[Shep Rose]

Yeah, I think you put it in the guest room, so then there's no pressure dressing room.

[Austin Kroll]

And I did put it in the guest room.

[Shep Rose]

Yeah. Yeah, you did good.

[Kristen Cavallari]

Was she cool with that or was she offended?

[Austin Kroll]

No, she was fine.

[Kristen Cavallari]

Yeah.

[Shep Rose]

Right. It's not like you're pulling down the covers and being like, this is where you're sleeping.

[Austin Kroll]

Yeah.

[Kristen Cavallari]

You'll be sleeping here.

[Shep Rose]

It's just like, you have this safe place in case.

[Kristen Cavallari]

Yeah.

[Shep Rose]

Apparently all these travels go awry, so.

[Kristen Cavallari]

Yeah, I would appreciate my own space.

[Shep Rose]

God, I can't wait to start dating again.

[Naomi Olindo]

This.

[Kristen Cavallari]

Yeah. It's gonna be so much fun.

[Austin Kroll]

Yeah. And so you start doing that, and then you realize very quickly, especially as, you know, you get older, that you. You really don't like everybody.

[Kristen Cavallari]

No.

[Austin Kroll]

You really just.

[Kristen Cavallari]

It's really hard, actually, to meet someone.

[Austin Kroll]

Everybody.

[Kristen Cavallari]

I don't like anybody.

[Shep Rose]

Yes. Well, that's why we all got along so well.

[Kristen Cavallari]

Yes, that's actually.

[Shep Rose]

Yeah.

[Kristen Cavallari]

Yeah.

[Austin Kroll]

And, like, that's why we all got along, because when the four of us went and got dinner and Justin, Wherever Justin is. That's right.

[Shep Rose]

We just all hit it off.

[Austin Kroll]

And we all just been hit it off.

[Kristen Cavallari]

We all hate everybody.

[Austin Kroll]

Yes. And. And we were like, yes, we did. Yes, we did.

[Kristen Cavallari]

Wait, is Audrey the one?

[Austin Kroll]

Boy, I don't.

[Naomi Olindo]

I.

[Austin Kroll]

You know, we are doing really well. I know it's a very boring answer, and I'm about to have to start answering.

[Shep Rose]

Yeah.

[Austin Kroll]

Shortly.

[Shep Rose]

But he's going into a period where it's like, so when are you gonna pop the question? And it's, when's he gonna move to Charleston?

[Naomi Olindo]

Every.

[Austin Kroll]

Like, when's she gonna move to Charleston? When she gets.

[Craig Conover]

Where does she live?

[Austin Kroll]

Not in Charleston.

[Shep Rose]

Charlotte.

[Kristen Cavallari]

Oh, that seems like a fun place to visit.

[Austin Kroll]

That's where I'm from, Kristen.

[Kristen Cavallari]

Oh, I know. I love Charlotte.

[Naomi Olindo]

Okay.

[Kristen Cavallari]

I'm going to Charlotte for this as a concert. I love Charlotte.

[Austin Kroll]

Oh, really? Okay. Yeah. So those are questions that I guess that I don't want to have to start thinking about, but I guess that, you know, Craig's going to show up and be like. So I'm like, damn it, Craig, don't ask.

[Shep Rose]

It's your turn this year to get all these questions.

[Kristen Cavallari]

Okay. Can I just say, so in your breakup, I've somehow gotten roped into this again now. And I'm like, what the fuck? I saw on TikTok, everyone is accusing you and I of speaking during your relationship. Have you seen this?

[Shep Rose]

No, I just stay off the Internet.

[Kristen Cavallari]

Oh, that's smart. Well, I'm seeing it all, and everyone.

[Shep Rose]

Really?

[Justin Anderson]

Yeah.

[Kristen Cavallari]

Like, everyone was. I don't know. I guess she's.

[Austin Kroll]

I saw it.

[Kristen Cavallari]

You were talking to two girls during the relationship, and everyone just assumed it was me. So can you just clear this up? Did you and I talk one fucking time when you and Paige were together?

[Naomi Olindo]

No.

[Kristen Cavallari]

Let's save it with a little.

[Shep Rose]

Well.

[Austin Kroll]

No, that was not convincing, Craig.

[Kristen Cavallari]

No, it was not.

[Shep Rose]

Oh, I just. I did.

[Austin Kroll]

I saw each other.

[Shep Rose]

I thought that whole.

[Kristen Cavallari]

Well, we ran into each other at the MTV Movie Awards or something, and that was great.

[Austin Kroll]

So, like, you didn't text each other once, being like, hey. No, it was just.

[Kristen Cavallari]

No, I mean, the only.

[Shep Rose]

No, the only thing that ever happened.

[Kristen Cavallari]

Pull up our text messages.

[Shep Rose]

No, no, I will. The only thing that ever happened was obviously because of the shows that were on, it was, like, tumultuous between, you know, us, and you went on, watch what happens, and you were really nice.

[Kristen Cavallari]

Oh, yeah.

[Shep Rose]

And I said, thank you for being nice.

[Kristen Cavallari]

That's right.

[Shep Rose]

So, yes, in three years.

[Kristen Cavallari]

But that's. It wasn't like we were, like, chatting it up.

[Shep Rose]

I don't know where that. I was laughing because I don't know where that came from. I. I'm a good boyfriend at a fault when it comes to if I commit.

[Austin Kroll]

Did that, you know, piss you off, though, Kristen?

[Kristen Cavallari]

Yeah.

[Shep Rose]

No. I mean, I just. I don't think you should be with someone that's not your one. Like, I think that's when infidelity happens. Like, if you're with, like, you should only be with the person that you want to, like, do bad things with.

[Kristen Cavallari]

If luckily everyone was as good as you. It did piss me off because I was like, oh, I'm getting dragged into this again.

[Shep Rose]

Yeah, but you can't worry about, like, the Internet.

[Kristen Cavallari]

No, I know it's fucking TikTok, but okay.

[Shep Rose]

No, that was the only time I said thank you for being nice because you went on, Watch what happens. And we hadn't talked, and you were nice about Paige, and I was like, thank you.

[Kristen Cavallari]

That's right. That's right. You're welcome. What is the worst rumor that you guys have heard about yourselves?

[Austin Kroll]

That I'm short.

[Kristen Cavallari]

That is so up.

[Austin Kroll]

And. And. And Craig's convinced that it was. That's hilarious. She said, welcome to Boston in. In 2020. Like, if you Googled me, which I. I'm not saying that I do but, but because it's normally you have your Google alerts on, it's normally nothing. Nice. So I do not Google myself. But. But it said that I was like 510 and Craig was like, that was Madison. Madison changed your. Madison changed your height in the bio.

[Shep Rose]

He knew it would bother him.

[Kristen Cavallari]

I love that.

[Shep Rose]

I know it was Madison.

[Kristen Cavallari]

I love that.

[Austin Kroll]

I hated it.

[Shep Rose]

I know.

[Kristen Cavallari]

I want to do that to someone. Go on Wikipedia.

[Austin Kroll]

Yeah, change it. And you're like, yeah, Every ex boyfriend.

[Kristen Cavallari]

Is all of a sudden five, six.

[Austin Kroll]

Yeah, exactly, exactly. You're like, oh, that's why they broke up. There's nothing wrong with the short king.

[Kristen Cavallari]

I just want to say we love short kings.

[Shep Rose]

Were you tall your whole life or is like, like how long were you a tall guy? Like, how well, when did you hear your growth? Yeah, like, I didn't get to college.

[Austin Kroll]

It all started when I popped out of the womb.

[Kristen Cavallari]

And you're a big baby.

[Austin Kroll]

I like, I grew like a weed and I was just most awkward kid with a bowl cut. It was bad.

[Kristen Cavallari]

Were you always the tall kid?

[Austin Kroll]

Yeah. Oh, I was going gangly and braces and a terrible haircut. Mom, why did you let me have that haircut?

[Shep Rose]

Well, that's all of us. Yeah, we all have bowl cuts.

[Kristen Cavallari]

What was the worst rumor that you've heard about yourself, guys?

[Shep Rose]

I mean, there's been a lot. I'm not a masochist. Yeah. I feel like if you just. Yeah, if you search my name on TikTok, there's probably some mean stuff on there. There's been funny ones throughout the years, but I'm not trying to be this person. I feel like I'm being honest without being asked about a specific one. I don't know.

[Kristen Cavallari]

I get that. No, I get that. I would probably have the same answer.

[Shep Rose]

I mean, there's. I feel like if you. There's been crazy stuff.

[Kristen Cavallari]

There's a lot. Yeah, there's a lot of out there.

[Craig Conover]

Parents, listen up. Let's talk about children's vitamins. Did you guys know that typical children's vitamins are basically just candy in disguise filled with 2 teaspoons of sugar, unhealthy chemicals, and other gummy additives, the growing kids should never eat eat. That's why Haya was created. A super powered chewable vitamin. While many children's vitamins are filled with 5 grams of sugar, which is known to contribute to variety of health issues, Haya is made with zero sugar and zero gummy additives, yet it tastes great and is perfect for picky eaters not only do I love these for peace of mind knowing that my kids are getting good nutrients in their bodies, but I love them because they just show up at my doorstep so it's one less thing I have to worry about. I think every parent can agree that that is a nice, nice thing. And parents, are you tired of battling with your kids to eat their greens? Well, Haya now has Kids Daily Greens plus Superfoods, a chocolate flavored greens powder designed specifically for kids. It's packed with 55 plus whole food ingredients to support brain power development and digestion. Just scoop, shake and sip with milk or any non dairy beverage for a delicious and nutritious boost your kids will actually enjoy. And the same multivitamin that more than a million kids and parents love are now available with Disney's the Lion King with a new Lion King unboxing experience including Lion King bottles and Lion King stickers which is so fun. And I've worked out a special deal with Haya for their best selling children's vitamin receive 50% off your first order to claim this deal you must go to hayahealth.com honest. This deal is not available on their regular website so you must go to H I Y a H e a l t h.com/honest and get your kids the full body nourishment they need to grow into healthy adults. Okay, let's talk about Wayfair. How nice is it that it is finally summertime? If you guys are like me, you've definitely been entertaining. I love having people over to enjoy the weather. I will say though right now I've told you guys I am currently putting in a pool. You have no idea how much I wish this pool was done when it's 100 degrees here in Tennessee. But once that pool is done, I will be entertaining a lot and it should be done the end of the summer. So I'm starting to pay attention to what I want my outdoor space to look like. So I've been browsing the Wayfair website and they have everything imaginable under the sun on this site. They have everything from chase lounges and club chairs to games like cornhole and trampolines and swing sets. They also have outdoor dining sets and umbrellas. They even have grills and fireplaces and heaters. They have hot tubs. I mean you guys, if you need anything, Wayfair is the site for you. Another thing I love so much about Wayfair is that it's always really fast delivery and if you do need to return something it's hassle free. They just make everything. It's very user friendly, great customer service. They make everything very, very easy. So if you need anything for your outdoor space this summer, Wayfair is definitely the place for you. There is something for every style and every home, no matter your space or your budget. Shop, outdoor furniture, grills, lawn games, and way more for way less. Head to Wayfair.com right now to explore a huge outdoor selection That's W A Y-F A I R.com Wayfair Every style, every home. Here's a new brand I'm excited to talk to you guys about and that is Simply Pop. Simply has launched a new prebiotic soda. Simply Pop, the new juicy soda. There are five flavors. Pineapple, mango, lime, strawberry, citrus punch and fruit punch. They are made with real fruit juice and Simply Pop supports gut health with stuff 6 grams of prebiotic fiber. There's no sugar added and it's sweetened with juices and monk fruit extract. They support immune health with zinc and vitamin C. And Simply Pop is flavor that pops. So guys, see what the fizz is all about. Simply Pop is a new fruit forward bevy that happens when you combine the delicious real fruit flavors of simply with 6 grams of prebiotic fiber to split support gut health.

[Kristen Cavallari]

I personally love their strawberry flavor because.

[Craig Conover]

I love anything strawberry. So I was really excited to try their strawberry flavor and you guys, it was so good.

[Kristen Cavallari]

But honestly, I've tried all of them.

[Craig Conover]

And they're all really good.

[Kristen Cavallari]

I even love having peace of mind.

[Craig Conover]

Giving these to my kids, knowing that it's great for their gut health, it's great for their immune system.

[Kristen Cavallari]

So we are loading up on these things.

[Craig Conover]

All right, you guys are going to want to try these if you haven't already find Simply Pop and any of its five juicy flavors by visiting them online at cokeurl.com/pop that's C O K E U R L.com/pop cokeurl.com/pop.

[Kristen Cavallari]

Okay, well, speaking of headlines and drama, the three of us caused a lot of shit a few years ago. What do you guys think about that whole time period?

[Shep Rose]

Well, it wasn't. Yeah, but it wasn't as crazy as everyone thought. Like, I had just gotten out of a relationship that I had been in for like a year and a half and I had to be single for a little bit. And like we had all met in that time and we just hit it off, which we all had a blast. And then Paige and I, Paige and I started dating after that. But I think that was like, that's a lesson that I'm gonna take into my next relationship. Probably is. Like, that gray area does come to haunt you. Because, like, if you don't. Because I think with long distance, like, you can't commit right away because you're like, am I gonna do it? But I don't know. I think the gray area always will.

[Austin Kroll]

I thought it sucked. It. It was a lot. I mean, I was getting tagged in shit left and right.

[Shep Rose]

You loved it.

[Austin Kroll]

I did not love it, Craig. Because it wasn't nice stuff, right? It wasn't like, what a beautiful couple that they'd make. Like, absolutely not.

[Justin Anderson]

Everyone thought we were in a fucking love triangle.

[Austin Kroll]

I was like, I know.

[Justin Anderson]

How am I involved in a love.

[Kristen Cavallari]

Triangle again as an adult?

[Shep Rose]

It was probably posting drunken videos online.

[Kristen Cavallari]

That probably has something to do with it. Probably has something to do with it.

[Austin Kroll]

Yeah.

[Kristen Cavallari]

Okay, hang on. First of all, can we just clear this up? Did anything ever happen between the two.

[Austin Kroll]

Of us, you and me?

[Craig Conover]

Yeah.

[Austin Kroll]

Well, there was this one time. Nothing happened between Kristen and I.

[Kristen Cavallari]

Okay. My issue was we, like, went out.

[Austin Kroll]

On King street together, you know, that one time. Because Craig didn't come out with us.

[Craig Conover]

Because he was with his ex girlfriend.

[Austin Kroll]

Yeah. And I'm sure that, like, rumors were, you know, Austin and Kristen are together because it was just us, Right. And we got. And we were drinking.

[Kristen Cavallari]

Biggs was there, and my best friend Biggs.

[Austin Kroll]

Okay. It wasn't just us. Okay? So that's how drunk we got. And we were just having a blast on King Street.

[Shep Rose]

I don't know.

[Kristen Cavallari]

Wait, that's hilarious. I had a friend. Okay. But here was my love beans.

[Austin Kroll]

Yes.

[Kristen Cavallari]

Here's. Okay, I want to see if my memory is accurate. I felt like. So you had just broken up with your ex, and I felt like we.

[Craig Conover]

Started hanging out and you didn't necessarily.

[Kristen Cavallari]

Want everyone to know, so Austin was.

[Craig Conover]

Like, taking the heat for it, which.

[Kristen Cavallari]

Is then why everyone thought, like, there was a love triangle going on. Remember, you happens live.

[Austin Kroll]

Yes.

[Kristen Cavallari]

And you, like, alluded to the fact that something happened with us. And I was like, what?

[Austin Kroll]

I did?

[Justin Anderson]

Yes.

[Austin Kroll]

No, I did not run it back.

[Justin Anderson]

No.

[Kristen Cavallari]

Yeah. No.

[Shep Rose]

I don't even know, but I think.

[Austin Kroll]

It was, like, a call in, you know, watch Robins Live, too. Because it was like, 2020. And, you know, Andy was like, so you and Kristen? I was like, no, it. And then he was like, well, you know, you're single. You know, anything can happen. And if I said, like, yeah. And that is not me saying like, that anything happened between us.

[Kristen Cavallari]

I know.

[Justin Anderson]

Well, yeah.

[Shep Rose]

Well, I think. I think when you put stuff out there.

[Austin Kroll]

Absolutely. I've not mean it like that.

[Kristen Cavallari]

It's fine. Come over it.

[Austin Kroll]

Not now.

[Shep Rose]

I've just been a private person, even though I'm on a reality show for 1212 years. I think if you put stuff out there in the universe, it just invites people to, like, knock it down or hate on it. And I think we were having, like, a great time, and, like, it was fun, and I. Yeah, I don't regret it. I think it was a blast. And. I don't know. I guess you can't.

[Austin Kroll]

That's the first time, by the way. The first time, by the way, that I realized that, like, my level of fame was here and Kristen's is here. I was like, oh, my God.

[Kristen Cavallari]

It was a lot. And that was the first big thing I had been through since my divorce. So I just remember being like, holy fuck.

[Shep Rose]

Well. And no one really ever knew what was going on.

[Kristen Cavallari]

I know. I know. There was no love triangle. Well, actually, there was another love triangle. Did you lie to me about Paige?

[Shep Rose]

What?

[Austin Kroll]

Kristen?

[Kristen Cavallari]

Like, I definitely think there was a little overlap. And I remember asking you, and you're like, no, nothing's going on.

[Shep Rose]

Well, we were. I honestly believe, like, we were such good friends.

[Kristen Cavallari]

Yeah. And I'm not saying we were dating. We weren't dating.

[Shep Rose]

No, we were such good friends. And then it just, like, you know, it eventually, like, evolved. But, no, I don't really think there was as much overlap as everyone thinks. I don't have. Like, I never. I actually am an honest person. Like, I never lied to you about anything. Eventually, it just got to the point. Yeah, I don't. I don't think it would. I just don't follow, like, headlines and, like, social media. Like, we never had a problem with everything happening.

[Kristen Cavallari]

No, I know. It. Honestly, it never was weird or anything.

[Shep Rose]

No, it wasn't. And then, like. And then Paige and I decided to date, and then we started a date and we stopped talking.

[Kristen Cavallari]

Yeah. It just sort of, like, naturally happened. I think once I kind of caught wind of Paige, I was like, I'm gonna remove myself from this situation.

[Shep Rose]

I think so. And it really wasn't ever anything bad. I think the reason that people thought it was bad is because they weren't privy to it. And sometimes with, like, our lives, people are like, we want to know everything that's happening. And you're like, I want to keep this. Like, I just want to chill out for a little bit.

[Kristen Cavallari]

I know, I know. Is there anything that you guys keep from your pretty because you don't want to put it on the show?

[Shep Rose]

No, we just weren't filming during that time.

[Kristen Cavallari]

No, but I mean, like, ever is there even today?

[Austin Kroll]

I mean, there's just stuff that. That. What's funny is that if you try to keep something someone else on, the cast knows already, and they're talking about it.

[Kristen Cavallari]

I experienced that.

[Shep Rose]

Right, right.

[Kristen Cavallari]

I have nothing to do with that.

[Austin Kroll]

And so then you're sitting there and you're like, okay, like, if we don't talk about it, then no one else is going to talk about it. And meanwhile, they filmed, like, six scenes about it, and you're like, oh, my God, everyone already knew. The thing that I'm trying to keep a secret from everyone, you know, you play the threesome video, go like that. That was.

[Shep Rose]

I was like, you learned that after, like, three or four seasons. You're like, I might as well. I might as well talk about it, because if I don't, someone else will.

[Austin Kroll]

Then everyone else will.

[Shep Rose]

Yeah. So, no.

[Kristen Cavallari]

What's been the hardest thing to live.

[Austin Kroll]

Out publicly getting broken up with sucks on camera or to watch the way that maybe someone that you really cared about talked about you behind your back to someone else on the show, and then you're sitting there like, I don't want to do this anymore. You're like, this sucks. I don't like this. And so that's. And like, we've. We've both gotten broken up with multiple times. Multiple times on, you know, the show. And that is just not.

[Shep Rose]

No, I think just feeling misunderstood sometimes is, like, the most traumatic part. I love it. I mean, I love the. My life, and I love that I've been filming since I was 24. I'm 37 now. But, yeah, it's like a giant mirror in your face, and sometimes you feel misunderstood. And that's why I like doing shows and connecting with everyone. Because you're like, we're actually like, decent people. You know, like, we. We like to spread happiness. But yeah, I think hearing, like, Shep talk about stuff about your life, that's inaccurate. But then everyone's like, hey, well, Shep said he did this. And then that's all. Any. All America hears about it. And then I have to hear, like, did you ever take the bar? For the next five years of my life when, like, I had passed the bar years prior. So that one. That one was a little tough. Shep's like, I don't really know how the process Works. But anyway, He's a bit of a loose cannon, huh? He just is a buffoon sometimes.

[Kristen Cavallari]

What's the best part about having this fame, this notoriety? Because there are perks, you know? What's your favorite?

[Craig Conover]

Your favorite perk?

[Austin Kroll]

Being right here, right now. Kristen, Are you kidding me? At the Wilbur Theater in Boston.

[Justin Anderson]

Podcast.

[Kristen Cavallari]

Good answer. How you gonna follow that one?

[Shep Rose]

Mine's boring, but it's the philanthropic aspect that comes with it. So I'm on the board of a couple veterans organizations, and we have an orphanage, and we've done some work in Haiti and stuff like that. So mine's always a little boring. But I love that, you know, we can put smiles on people's faces just by being ourselves sometimes. And, yeah, the philanthropic side's fun.

[Kristen Cavallari]

You guys are good guys. I will say. I've got to know you guys. You guys have big hearts. You're good people, and you guys are humble. It's good. Doesn't always happen.

[Shep Rose]

Well, you should see us look in the mirror in the morning. I want to say.

[Kristen Cavallari]

Okay, I love you guys, but I'm not done with you yet. Will you guys.

[Shep Rose]

Are you. I mean, this is. I feel like hanging.

[Justin Anderson]

Yeah, let's just keep.

[Shep Rose]

No, I was going to say I feel like I want to go back to filming Southern Charm after being out here. All right.

[Austin Kroll]

I haven't heard Craig say that till right now.

[Shep Rose]

Yeah, because it's usually really tight.

[Austin Kroll]

I know.

[Craig Conover]

Will you guys play a drinking game with me?

[Austin Kroll]

Yes.

[Kristen Cavallari]

Okay. But I think we need a little help from a friend, right?

[Shep Rose]

Okay.

[Austin Kroll]

Absolutely.

[Kristen Cavallari]

All right, I'm gonna bring out one more person. Oh, I love you guys. You like me. No, no. I'm gonna bring out one of my friends. Sorry. No, but you guys are gonna be excited. You guys love him.

[Justin Anderson]

Please welcome Justin Anderson. There you go.

[Naomi Olindo]

Oh, my God.

[Justin Anderson]

Stop it. Stop it.

[Naomi Olindo]

I can't even hear you.

[Justin Anderson]

Ew.

[Kristen Cavallari]

Okay.

[Naomi Olindo]

Why is everyone so hot in here? Like, honest to God, Kristen Cavallari only attracts hot people.

[Kristen Cavallari]

True. It's true. Okay, okay.

[Naomi Olindo]

We're going to do a little. We're going to do a sip.

[Shep Rose]

I don't know.

[Austin Kroll]

I guess.

[Naomi Olindo]

Bill, sip or spill? It's Kristen's game from Laguna Beach. That's what they did growing up.

[Shep Rose]

Okay, how much more can we spill? I mean, it's been a while, so.

[Kristen Cavallari]

Justin came up with these questions, you guys. So you can't come for me.

[Austin Kroll]

I'm going to run off.

[Kristen Cavallari]

Don't come for me.

[Naomi Olindo]

I did this on my Instagram. You guys gave me the Questions. Okay. Nobody can judge me for anything that I've asking, but I'm gonna ask. Okay. All right, we ready?

[Kristen Cavallari]

Yes.

[Shep Rose]

What's the rules?

[Kristen Cavallari]

Okay, so you either he's gonna ask a question, you can answer it, or you can drink. Have a shot.

[Shep Rose]

Okay.

[Kristen Cavallari]

Okay.

[Shep Rose]

Wait.

[Kristen Cavallari]

What do you have?

[Craig Conover]

What's the pink one?

[Austin Kroll]

I have no idea.

[Shep Rose]

I have beer in here. I have tequila. You've got pink?

[Kristen Cavallari]

No, but there's a whole bottle.

[Austin Kroll]

Well, then what you have?

[Kristen Cavallari]

A mystery shot. I love that.

[Austin Kroll]

I'll take that one last.

[Kristen Cavallari]

All right.

[Shep Rose]

Oh, my God.

[Naomi Olindo]

You guys, calm down. Okay, listen up for one second. Here we go.

[Justin Anderson]

Oh, not me.

[Naomi Olindo]

Okay, here we go. All right, first up, we got Craig Conover. And my question for you is, Craig, who was the last person you hooked up with? For real?

[Kristen Cavallari]

It's so good.

[Justin Anderson]

Oh, my God.

[Naomi Olindo]

How are you gonna be on reality TV not say that you guys need.

[Shep Rose]

To be back on reality tv because this is. You're doing an incredible job.

[Naomi Olindo]

No, you guys are like the new reality tv where everything is pr.

[Kristen Cavallari]

Yeah, right.

[Naomi Olindo]

I'm out.

[Justin Anderson]

No.

[Kristen Cavallari]

Yeah.

[Naomi Olindo]

All right, we got Austin. Okay, Austin, what was your most. I lost my voice last night. What is your most awkward hookup story?

[Shep Rose]

The girl in the garage.

[Naomi Olindo]

What's that?

[Shep Rose]

What'd you say?

[Kristen Cavallari]

A girl in a garage.

[Shep Rose]

The girl in the garage. I tried to break in your house. All that stuff.

[Kristen Cavallari]

Stuff.

[Justin Anderson]

What?

[Shep Rose]

Wait.

[Kristen Cavallari]

A girl tried to break in your house, and you end up her in your garage?

[Naomi Olindo]

Before, like, a murder mystery book. The girl in the garage.

[Austin Kroll]

This was also part of our love triangle before she got in the garage.

[Justin Anderson]

Wait, wait.

[Austin Kroll]

There are so many. There's so many.

[Shep Rose]

Before she got in the garage, she.

[Kristen Cavallari]

Said, oh, my God.

[Austin Kroll]

I don't know. Okay, okay, okay, okay.

[Kristen Cavallari]

Then you have to take a shot.

[Austin Kroll]

I'll find one. Well, let me take a shot and then we'll.

[Shep Rose]

What about the threesome video?

[Austin Kroll]

I will say it. I just want, like, a good one that'll make everyone laugh.

[Kristen Cavallari]

Appreciate that. Okay.

[Naomi Olindo]

Okay, here we go.

[Austin Kroll]

Come for her.

[Naomi Olindo]

Kristin, why didn't you and Craig turn into something? You guys, I love them so much. How cute would they be? Like, the cutest couple ever. For real.

[Kristen Cavallari]

I think I had just gotten a divorce, and I did not want anything serious. And then literally, as soon as I found out about Paige, I was like, bye.

[Naomi Olindo]

Kids. Kids. Just kidding. Just kidding. Just kidding. Just kidding. We're not doing that here. It's not that kind of show. Okay, next up, Craig did. I don't like this question. I don't remember writing this. Was I drinking last night? Okay, Craig, did you lie? Oh, my God. To Kristen about Paige when you started a date you guys just talked about.

[Kristen Cavallari]

Come up with a new one.

[Shep Rose]

Okay, I'm going to fire my agent. Whoever. Whoever set this up is getting fired.

[Naomi Olindo]

Okay, okay, okay, Craig, be honest. Did you have a crush on Kristen when you saw her on reality TV before you knew her as a friend?

[Shep Rose]

Oh, of course.

[Justin Anderson]

Yeah, buddy.

[Naomi Olindo]

I did, too. Who did it, Austin? Did you?

[Austin Kroll]

Absolutely.

[Shep Rose]

Yeah, I think everyone did.

[Kristen Cavallari]

Oh, thanks, guys.

[Austin Kroll]

All right, this is like my podcast.

[Shep Rose]

This is great.

[Naomi Olindo]

This is a good reality.

[Austin Kroll]

I love this.

[Naomi Olindo]

Okay, Austin, which co stars are your least favorite to film with?

[Kristen Cavallari]

Oh, that's a good one.

[Naomi Olindo]

And be honest, bro, they're not watching. No one's listening.

[Kristen Cavallari]

No.

[Shep Rose]

No one's ever going to hear this. Right? Right.

[Kristen Cavallari]

Just won't go anywhere.

[Austin Kroll]

Well, you know, there's someone who I do not hide my disdain for, and that's a minuscule man named jt.

[Justin Anderson]

Oh, I love it.

[Naomi Olindo]

Kristen has no idea who that is.

[Justin Anderson]

I'm like, wow, cool.

[Naomi Olindo]

I watch. I know.

[Austin Kroll]

Spilling the Tea and yeah, I don't have to hide my, you know, dislike.

[Kristen Cavallari]

Okay, but if that's on the show, give us someone that we maybe wouldn't know.

[Naomi Olindo]

No, no, that's on the show.

[Kristen Cavallari]

That's what I'm saying. We want to. We know this, right? Yeah, we want someone that we don't know.

[Naomi Olindo]

I have a better question. Is he on Ozempic? Oh, because he got skinny this season.

[Austin Kroll]

I don't know.

[Naomi Olindo]

I feel like that always happens second season. Like, you see yourself first season and then you lose all second season. Glow up if you saw yourself on tv.

[Kristen Cavallari]

That's real.

[Austin Kroll]

Yeah, no, that is real.

[Naomi Olindo]

Like, all my plastic surgery on Very Cavallarin looks like a different person. My God. I was from Los Angeles. Okay, okay, okay.

[Shep Rose]

Do you like filming with me or Shep more?

[Kristen Cavallari]

Oh, that's a good question.

[Shep Rose]

Like, for scene work.

[Austin Kroll]

Well, the beautiful thing about that is that one of us are always, like, at odds. So whoever I'm fighting with, I love to film with the other person and talk. And you do the same thing, man. Me and Craig started to fight this year, and all of a sudden, he filmed a chef more than I've ever seen him film a chef in five years.

[Kristen Cavallari]

That's actually.

[Austin Kroll]

I was like, okay, Craig, I see what you're doing here.

[Naomi Olindo]

Kristin would do that to me. We do that to each other.

[Craig Conover]

We would totally do that to each other.

[Naomi Olindo]

Okay, here we go. All right. Kristen. Oh, my gosh. I don't remember this, but I do. This is awful.

[Austin Kroll]

It'll be fun.

[Naomi Olindo]

I'm scared, Kristen. Oh, my God.

[Justin Anderson]

I didn't even say it.

[Naomi Olindo]

You guys. I actually didn't write this one. Okay, Kristin, who do you think has the bigger dick, Austin or Craig?

[Justin Anderson]

Are you guys.

[Naomi Olindo]

Oh, my God. Awkward.

[Justin Anderson]

Pull it out.

[Naomi Olindo]

Take.

[Shep Rose]

I just have to drink at this point.

[Justin Anderson]

Pull them out. Pull them out.

[Naomi Olindo]

You're a mother.

[Kristen Cavallari]

No, I'm kidding. I'm going to take a shot.

[Austin Kroll]

That's hilarious.

[Naomi Olindo]

For what reason?

[Austin Kroll]

Justin, where are you writing these questions?

[Naomi Olindo]

I don't know.

[Austin Kroll]

What state of mind are you in?

[Naomi Olindo]

They all came off of Reddit. Okay, Craig. Oh, I like this one. Craig, what was the last conversation you had on a dating app? Do you want to go to dinner?

[Shep Rose]

Yeah, it was a short run on Raya.

[Kristen Cavallari]

What did you say?

[Austin Kroll]

He didn't have to say much. Huh? Clearly he didn't have to say much. He said it was a short one on Raya. He was like, sup you up?

[Naomi Olindo]

That would be you, Austin.

[Kristen Cavallari]

Come over.

[Shep Rose]

Probably said, hi.

[Kristen Cavallari]

Come over, right?

[Austin Kroll]

Hi.

[Shep Rose]

Hi.

[Austin Kroll]

Okay, Craig's out of practice, but maybe not, because.

[Shep Rose]

No, this is.

[Austin Kroll]

This is great.

[Shep Rose]

This is a lot.

[Austin Kroll]

I love this.

[Shep Rose]

This is a lot.

[Naomi Olindo]

It is. It is. All right. Austin, have you ever cheated on anyone?

[Kristen Cavallari]

I thought you were gonna reach for that so fast.

[Austin Kroll]

I'm just like, oh, shit. I'm just gonna drink because I haven't drank in a second, so.

[Kristen Cavallari]

Yeah, that's why. Oh, okay.

[Naomi Olindo]

Oh, my gosh. This one's good. This one's good.

[Kristen Cavallari]

Why do I feel like I have the worst ones?

[Naomi Olindo]

I kind of feel like you do, to be honest. All right, Kristin Patricia Cavallari. Clearly, Austin wanted something with you.

[Shep Rose]

Why didn't you go there?

[Kristen Cavallari]

I don't know that he wanted something with me.

[Austin Kroll]

That is funny.

[Kristen Cavallari]

I didn't know that.

[Naomi Olindo]

You guys are so.

[Austin Kroll]

Justin, you're such a potter. You are.

[Kristen Cavallari]

Because I didn't want a real love triangle.

[Naomi Olindo]

Just kidding. You guys are like. You guys are great at this. Okay.

[Shep Rose]

He's like, Twitter user. So so and so from Oklahoma wants to know, like, yeah, we clearly know. Wrote this. Justin.

[Austin Kroll]

Dirty Blonde 84 says, why didn't you?

[Shep Rose]

Yeah, it's like, dog lover from Indiana.

[Naomi Olindo]

Everyone loves a gay friend until they don't. Like, why am I here? What else would I do?

[Justin Anderson]

Oh, my God.

[Kristen Cavallari]

So true.

[Naomi Olindo]

Okay. All right. Craig. Oh, my goodness.

[Shep Rose]

Okay, don't act like you're not excited to read whatever's on this.

[Justin Anderson]

I'VE been waiting all week.

[Shep Rose]

He's like, oh, this hurts me more than it hurts you, Craig.

[Naomi Olindo]

I swear to God, when he gets down to the moment, it's like, hey, bro. Okay, Craig, best kisser out of Paige, Kristen, or Naomi.

[Shep Rose]

And be honest, guys, I'm not putting myself in this situation.

[Naomi Olindo]

I'm just.

[Kristen Cavallari]

I know you can't.

[Austin Kroll]

So, like, that's basically a game of Mary kill.

[Kristen Cavallari]

Mary kill.

[Austin Kroll]

Basically what that is.

[Kristen Cavallari]

Do Mary kill him. I'm doing.

[Shep Rose]

I didn't sign up for this, but apparently I did. They were all great. I would say Paige. It would be between Paige and Kristen, so.

[Naomi Olindo]

Thank you, Naomi.

[Shep Rose]

I don't want to be an. Well, it's been. It's been like, eight years, so we can say that.

[Kristen Cavallari]

Forgot what it was like, what if.

[Austin Kroll]

He said Paige and Naomi? Then you'd be like, I know.

[Justin Anderson]

I'd be like, get the fuck off.

[Austin Kroll]

Get the fuck out of here.

[Naomi Olindo]

She's all, what's wrong with my kissing? Isn't that the line? What's wrong?

[Shep Rose]

You nailed it, Justin.

[Austin Kroll]

Craig's new line comes in.

[Naomi Olindo]

I thought I'd get a bigger reaction. No one watches Southern Charm.

[Shep Rose]

My God, no.

[Naomi Olindo]

Okay, here we go. Austin, how many girls have been in rotation at one given time?

[Kristen Cavallari]

Be honest, guys.

[Naomi Olindo]

Let's be honest for real.

[Kristen Cavallari]

Lesbian honest.

[Austin Kroll]

Justin, I wish I knew your middle name because I'd call you it. Right, Justin John Anderson.

[Naomi Olindo]

1.

[Austin Kroll]

Why is your T shirt so small?

[Naomi Olindo]

It's actually Scooter's shirt. I packed it on accident. You guys, I didn't try this shirt on before. This is an extra large. I'm bigger than you think.

[Kristen Cavallari]

Is so big.

[Naomi Olindo]

It's creatine. Okay, Austin, that doesn't get you. Out of the question. How many girls have been in rotation at one time?

[Austin Kroll]

I don't know. It's probably like four or five, right? You know, something like that.

[Kristen Cavallari]

Were you sleeping with all of them?

[Austin Kroll]

Probably.

[Shep Rose]

Hey, at least you're.

[Austin Kroll]

And they were probably sleeping with other people, too. And I didn't ask questions. I don't think that I was, like, their one and only if I was.

[Naomi Olindo]

I love it. Okay, you guys, this whole tour has basically been me just being like a predator asking fucking weird questions on stage.

[Shep Rose]

Yeah, you need to look in the mirror after this.

[Naomi Olindo]

Justin, I am going to.

[Austin Kroll]

Justin, go to church. Okay? You sicko.

[Naomi Olindo]

Put a bigger shirt on and go to church, buddy. Okay, here we go.

[Shep Rose]

Clearly going through something right now.

[Naomi Olindo]

Or I'm not. Or I'm the most honest person here. Okay, here we go. Cuz I would have answered all of those. Okay, here we go. Kristen, your last question is truth or dare.

[Kristen Cavallari]

This makes me so nervous. All right, I'll do dare for the audience.

[Naomi Olindo]

That was stupid.

[Justin Anderson]

Stupid, stupid dare.

[Naomi Olindo]

Okay. Kiss Craig on the lips.

[Austin Kroll]

You knew that was coming.

[Justin Anderson]

I didn't know that was coming.

[Austin Kroll]

You absolutely knew that was coming.

[Kristen Cavallari]

Drink.

[Austin Kroll]

That's true.

[Kristen Cavallari]

I can't do that, you guys. It would be like. It would be everywhere.

[Naomi Olindo]

Do a big hug. Do a big.

[Austin Kroll]

They're. They're flirting right now.

[Shep Rose]

Kristen is a great kisser, by the way. She's a great kisser. Oh, my God.

[Naomi Olindo]

This has been so much fun.

[Shep Rose]

Life's about timing.

[Naomi Olindo]

This has been so much fun. It's been an easy night for me, you know?

[Shep Rose]

It's been wonderful.

[Naomi Olindo]

Wonderful.

[Kristen Cavallari]

Is that it?

[Naomi Olindo]

It is. It.

[Kristen Cavallari]

Thank God.

[Shep Rose]

Sorry.

[Austin Kroll]

My God.

[Justin Anderson]

Okay. Wow. You guys, give it up for Austin and Craig.

[Kristen Cavallari]

I love you guys. You guys are the best.

[Shep Rose]

We love you guys, too. Thank you. You all were awesome.

[Austin Kroll]

Thanks, Paul.

[Shep Rose]

Thanks for being here. For what you won't see on TV sometimes, but I guess now you.

[Craig Conover]

Please note that this episode may contain paid endorsements and advertisements for products and services. Individuals on the show may have a direct or indirect financial interest in products or services referred to in this episode.