The Ben and Ashley I Almost Famous Podcast - Can Casual Sex Every Really Work??

Episode Date: June 13, 2026

Would you go on a weekend getaway with someone you were just casually dating? Is casual dating and casual sex ever REALLY casual??Our real-life singles, Mr. Right and Louise, have some differing opinions!This episode will really show just how different men and women are in how they approach dating.  Email us at: [e-mail] or call us at 844-4-I Do Pod (844-443-6763)Follow I Do, Part 2 on Instagram and TikTokSee omnystudio.com/listener for privacy information.

This is an IHeart podcast. Guaranteed Human. Joy is essential and it's also elusive. But now, there's a new and exciting way to start your journey toward a more joyful existence. Joy 101. It's a new podcast hosted by me, Hoda Kotby. If you're craving inspiration to maximize your joy, tune into these candid, uplifting, and moving on-air chats.

Open your free IHeart Radio app. Search Joy 101 and listen now. Joy 101 with Hoda Kotopje is presented by CVS. There was no anything inside those eyes. They turned black. It scared the hell out of me. Evil, wake up. I'm the one that saw the murder take place by Krivac and DePippo.

Anthony DePippo showed no signs of remorse, appearing unfazed after being sentenced to the maximum. I said, I'm not guilty. I'll take it to the grave. Listen to the devil's quarry in the Bone Valley feed on the IHeart Radio app. Apple Podcasts, or wherever you get your podcasts. I am the therapy gecko. I am an unlicensed lizard therapist who takes phone calls from real anonymous humans about their problems, such as this.

Sometimes I'll have my girlfriend pre-chew, spicy food, and kind of baby bird it into my mouth. Is that weird? This week on Therapy Gecko, we're hearing all real, authentic human stories about anything from relationships to family drama to serendipitous encounters with unexpected people and things. If real people peak your interest, this is the podcast for you. Listen to Therapy Gecko on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Last night, a blown call changed a game. This morning, the internet lost its mind. nobody's telling you exactly what happened. That's where SportsSlice comes in.

I'm Timbo, and every episode we're cutting through the noise, breaking down the biggest moments in sports and giving you the real story behind the headline. And we're going straight to the source, the athletes themselves, their locker room stories, their reactions in the moment, and the stuff nobody gets to hear. Listen to Sports Slice on the IHeart Radio app, Apple Podcast, or wherever you get your podcast. And for more, follow Timbo Sliced Life 12 in the TikTok podcast network on TikTok. All right, we're back. I do part two. This is Mr. Wright, and I'm joined once again by Louise. We had so much fun last time talking about all the questions and comments from listeners. I think we ran out of time. We had so many. So we want to continue this and get right back into it. Of course, we have producer Heather, who is our referee, keeping us on time and on topic. Yes. So let's dive into, this is a good one. Mr. Wright, we'll start with you. should you talk about your previous marriage in early dates when meeting somebody new?

You know, we're going to do away with the clock in this episode. I'm going to give you some honest time. Okay, but keep Louise under two minutes because, you know. Okay. I promise. But go ahead. Take it away. What are your thoughts on talking about your previous marriage when first meeting someone new? Should you do it? Okay. It's the elephant in the room. I think you have to. I think you have to get it out of the way. I think you have to address it. I don't think you have to just dote on it. I don't think it has to. I don't think it has to be the main topic on and on and on and on. You know, I personally, I want to know what happened. I mean, if somebody, especially if I think somebody's attractive and they're, you know,

they're energetic and they're all the things that I'm looking for. The first question I'm going to have was, what did the other person in their life not like about them? And so I think that there has to be an addressing of what happened in the previous relationship and, you know, why it ended the way it did. but I don't think that you have to sit there and commiserate about how bad the ex was or commiserate about, you know, how terrible the divorce was. I think you address it and you're able to move on and use it as a reference point, but you can't ignore it. Okay, well, that's good. Louise, before we get to you, I want to ask Mr. Wright, one follow up on that. Somebody says the reason

why their marriage ended in divorce. What reason, if you hear it, is giving you pause? as to if you should go on another date with this person? There could be a ton of reasons why, you know, a divorce ended and things that would give me red flags, you know, if that person isn't being really specific, if they're just saying, oh, you know, it just wasn't working out. Like, I'm going to be like, well, why wasn't it working out? Because usually there's a pretty simple answer along the way. And, you know, people can fall out of love. People can, you know, have, you know, these very, very kind of neutral things, or they can be dramatic things. He cheated. She cheated. She cheated.

cheated. You know, there was money issues, there was alcohol issues, there was drug abuse issues, there was physical abuse issues. So I think that, you know, obviously those big ones are massive red flags, but there's also a lot of ways that people just grow differently. And so I think that's a natural thing as well. Okay. Louise, tell me when dating, should you bring up your previous marriage, yes or no? Dating somebody new. I don't think it's a straight role. I think topics just come up organically when you're on a date. And if it feels right, I would definitely be weary on the first date of somebody just dumping stuff. If organically it didn't happen, I just feel like everything is different in every connection and situation and commonality or whatever comes up.

So it's just really situation by situation. But I think early on, it's important to know why a significant relationship fell apart because it could be some. something that is like a red button issue for you. And I would rather know that earlier than getting more invested in the person and then kind of having that knowledge come to light afterwards. I want to add one thing to this, though. There's also something to be said when it's taking over the conversation. And I have met people and their divorce, whether it was recent or a long time ago, whatever it was, is still occupying every moment and every piece of their energy. And all they want to do is talk about their marriage and their divorce and how terrible the person was and gone

and on and on and on. And I just look at that and say, well, you're not over it yet. You are still involved in this relationship, whether it's worked out or not. It has still consumed you. And that person isn't ready to move forward. And so I think that's also a red flag as if you cannot stop talking about your previous relationship. Well, let me ask you both this. You're on a first date with somebody and you find out in conversation that they're not divorced once, they're not divorced twice. They've actually been divorced three times. Oh, Louise is making a face.

I want to know if you hear somebody's been divorced two plus times on a first date, are you hearing them out? Or are you all of a sudden like, yeah, I'm checking out of this date? No, kind of neither. I think that, first of all, it shows me they can be in a relationship, which I appreciate and that they can make a commitment, which I appreciate. I think a lot of times it has to do with the reasons for divorce. I mean, somebody could get married the first time and they're not best friends and it just

organically falls apart. And then number two, husband number two, you could love and then he cheats on you. So I'm not going to make a judgment there either. I think it's just everything is unique. And as you get older, you give grace on different situations. I think for me, the most important thing to Mr. Wright's point is if somebody is just sitting on a date and they're going on and on and on about their ex-husband or their ex, you know, whatever, a boyfriend or whatever, I don't have time for that because they're not over it.

And I'm not going to get involved with somebody who still's looking in the rearview mirror. Mr. Wright, what do you think if somebody's on a first date with you and they say that they've been divorced three times? I think, I think at that point, it's probably a commitment issue. And, you know, relationships are hard. Don't get me wrong. They are hard. But if you've called it quits three times and there hasn't been some. extenuating circumstances like a, like a cheating or the things I talk about, the big ones, alcohol, drug abuse, physical abuse, money issues. If it's just, it didn't work out three times, then that person didn't take enough time learning going in and didn't give enough commitment

staying in. So your red flags are going up if somebody says to you on a first date, I've been divorced three times. Well, it depends on the circumstances. It does, but I think generally, if someone were to say, I've been divorced three times, I'm definitely curious about those reasons. You know, that three times, you know, fool me once, fill me twice. So I think that three times would be a hard thing to get over. I do think they say that if you've been divorced once and you get married a second time, it's easier to get divorced a second time because you've seen that you can survive it.

So for me, you almost take it that much more seriously. It's not even easier. it's more likely second marriages. Statistically, more marriages, second marriages end in divorce. Because yes, it's not necessarily that it's easier, but you've already gone through it before so you know what to expect. And that's why second marriage is often ended in divorce. Yes.

Right. Yeah. So proceed with caution if you're willing to make that commitment again. You have to really feel that it's going to be solid. To me, not that anybody's asking, but it sounds like quite a bit of paperwork and stress to go through a divorce, to have gone through it three times, you know, and still back out there dating again, would definitely, I think, give pause because it would also, if I were on the receiving end of that, it would make me wonder, why are they so gung-ho to date?

It sounds like they're needing some sort of support. If they've been through this three times already, which we all know on this Zoom that divorce is not cheap, it would be to me, what's the motive, what's the reasoning for getting back out there again? Because you could date with no expectation of marriage, but it seems like marriage is the expectation for somebody that's been divorced three times. Right. But first of all, there's ways to get married a second time, right? You don't have to share money and you're probably not going to share kids if you're older. there's many people in my life where she wears a ring and they live together, but they're not legally married. And then there's just a lot of, you know, there's different ways to, to do a long-term

committed relationship, especially as you get older. Heather, we got to get you feeling more positive about marriage and relationships. So we're going to have a sidebar on this because I'm like, hearing you say now this version of it, like we're going to do some work here. Okay. So Louise, let's take this one to you. When you're dating someone serious, how many mistakes do they get? How long till you are fully out? And let's say mistakes are things like not texting back for a few days or prioritizing other things over the relationship,

whether that's buddy buddy time, not kids, not work. But like things that are a choice, whether that's going golfing versus hanging out with you, or maybe forgetting important things, whether that's dates or something that you ask them to attend. So how many mistakes do you let somebody have before you're out when you're dating somebody new? Look, I don't look at a lot of small things as mistakes, right? Like I think we have to be flexible.

We all have a lot going on. But I think there's a degree of respect and accountability and clarity and transparency in a relationship. So for me, you know, if somebody is forgetting to show up somewhere, he's just not that into me, right? Or it's just not that important. if he is not, you know, not, you know, dotting his eyes and crossing his T's on certain things, then it depends on what it is, right? So it's just, again, as you get older, it's not like the rules. Like back in the day, there were rules.

I think it's just different. And everybody has different triggering kind of points that upset them versus don't upset them. So for me, it just depends on the situation. Now, I have some big, you know, big issues out of. are like, there's no looking back. It's the big ones. Cheating on me, period, awful. You know, being disrespectful to my family and friends and children, that to me just shows

you. I don't like when people are rude to waitresses and leaders and help staff that shows me who they are. Different things like that I pay close attention to. Okay. Same question for you, Mr. Wright. What kind of mistakes do you maybe see or would you allow and which mistakes? would you say too many mistakes now I've got to go. This is this is not for me. Well, first of all,

if you have been, you know, intentional and communicating and you kind of know what the expectations and boundaries are, then I think there's very little room for for mistakes. In my personal opinion, if, you know, things like communication super important, super easy to do too. Responding to text, super easy. Ghosting somebody even for a couple of days is, I think in my world, It's not that it's inexcusable, but it just shows that that person just doesn't really care that much. You know, repeatedly canceling on things or not showing up, you know, I think is basically, I don't know, it's just a sign that to use Louise's line. She's just not then into you. And so, I mean, if someone's, you know, doing the big issues, of course, cheating or, you know, lying or whatever else, that that's not going to, that's not going to fly.

But I think that if that person is showing continued disrespect of the boundaries that you've created, Again, back to communication, showing up when you're supposed to, all those kind of little things. If there is a pattern that you're going outside of that, then I think you're, I think basically the diet is cast and you know where you stand. Okay. Mr. Wright, we'll start with you. Who do you turn to for relationship advice? So this is an interesting one. I mean, usually I would say it's the guys. I looked as much to my girlfriends, to my sisters, to my nieces. as I do to my guys now. And I don't know, maybe it's just an age thing or a more maturity thing,

but I'm, you know, I commiserate with my guys, I guess, but I'm probably looking for more advice from the women in my life. And I'm lucky to have super strong women that aren't afraid to tell me, you know, maybe sometimes what I don't want to hear,

but they give me good advice. And I think it's a lot more effective to get advice from the opposite sex. Agree. When talking about relationships, than it is going and talking to, you know, my buddies that just want to, you know, make me feel good. Louise, you agree? Tell me about that. I agree. And this is why I think this episode is actually really interesting because I would listen to podcasts like this. And I do hearing the male's perspective.

It's really important in terms of helping our side to navigate and to understand and to kind of read the coding and the messages. So I have a guy best friend. There has been zero. romantic sexual interest for us since the 90s. And literally we FaceTime in the morning and we just kind of hammer it all out. And I agree with Mr. Wright. I think opposite sex advice is so valuable. Okay. I like this that we're agreeing on a topic.

It's surprising. A little surprising. I think we've agreed on a lot. Pride is like love. You feel it in your heart. IR Radio. Canada's number one streaming app for radio. podcasts, including IHart Pride Canada, your favorite hits and must have party bangers,

plus personalized and curated playlists, like back in the day pride. Come together, celebrate love. Take pride with you anytime, anywhere. Just ask your smart speaker to play IHartP Pride Canada. Stream us on your phone. Or listen now at iHartRadio.ca. In the moment, it felt like it was going on forever. I didn't think I was going to live.

I was terrified. There was no anything inside those eyes. They turned black. It scared the hell out of me. That was your first murder case? Yes, sir. Fear to say this was the biggest case of your career?

Yes, sir. Rape a murder for a child. Just as bad as it gets. I would think so. Evil, wake up. I'm the one that saw the murder take place by Crevent and DePippo. Anthony DePippo showed no signs of remorse.

appearing unfazed after being sentenced to the maximum. I said I'm not guilty. I'll take it to the grief. Listen to the devil's quarry on the Iheart radio app, Apple Podcasts, or wherever you get your podcasts. And to hear the devil's quarry ad free with exclusive content, subscribe to Love for Good Plus on Apple Podcasts. Joy is essential and it's also elusive. You can't order it, you can't borrow it, or simply hope it into life. But now, there's a new and exciting way to start your journey toward a more joyful existence.

Joy 101. It's a new podcast hosted by me, Hoda Kotby. Together, guys, we'll have meaningful conversations with the world's most fascinating people. Entertainment legends, sports icons, wellness experts, and everyday people will share how they find, allow, and experience joy. And I'll offer some of my own tips and takes on seeking a more balanced and harmonious life. If you're craving inspiration, support, and useful tools to maximize your joy, tune into these candid, uplifting, and moving on-air chats. Joy after a breakup.

Joy as an empty nester. Joy after a loss. Joy as a caretaker. This new podcast will speak to you. Listen to Joy 101 on the IHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Last night, a blown call changed a game. This morning, the internet lost its mind. Highlights are trending.

opinions are flying, and nobody's telling you exactly what happened. That's where Sports Slice comes in. I'm Timbo. Every episode, we're cutting through the noise. Breaking down the plays, the controversies, and the stories behind the headlines. We go straight to the source, the athlete themselves. Their locker room stories, their reactions, the stuff nobody gets to hear. The laughs, the drama, the triumphs, the moments that never make the highlight real.

From viral moments to historic games, from buzzer beaters to controversial calls, we break it down, give you context and ask the questions everybody wants answered. Sports Slice brings you closer to the action with stories told by the people who live them. Listen to Sports Slice on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. And for more, follow Timbo Slic Life 12 in the TikTok podcast network on TikTok. So Louise, let's start with this one for you. Is casual dating actually casual? And what about casual sex?

Can it ever be casual? let's not just say just for you, just in general, what do you think for men and women? I think it has to, for me, it depends on the age. I mean, I'm not a casual dater. I want to, I'm intentional about finding a partner. So something that's casual feels like it's kind of lukewarm, neither here nor there. So for me, that's definitely not a person that I'm probably sleeping with. And I'm just going to put that to rest because I don't feel a romantic connection and keep looking.

But in general, knowing other women, knowing other single men, do you think that casual dating is real and attainable? Do you think casual sex is real and attainable? Sure, you do. Okay, great. Mr. Wright, same question for you. Tell me what you think about when it comes to casual dating or casual sex. So I think that in this kind of chapter two, so post-divorce, as long as both people know exactly what it is they're getting themselves into. I think casual dating or casual sex is totally, can be totally agreeable. The only time that it doesn't work is when one person doesn't realize that it's casual, when one person doesn't realize that actually this doesn't mean

anything or isn't going anywhere. Or catches feelings. Yes, or catches feelings along the way and doesn't explain that because, you know, it might be that, you know, you have a, you know, maybe a vacation coming up and you know this person and you, you know, you have sort of feelings for each other, but it's not serious. And so you go on a trip together, but maybe you're not calling on the Tuesday when you get back. And if one person's expecting that call, wondering why the next date isn't, you know, isn't scheduled, that's when casual date, you know, casual sex can get really, really complicated and destroy what could be a nice friendship or relationship. But I think as long as both people know what they're getting themselves into and are kind of aware of what the parameters are,

then I think, you know, I think that's totally fine. And I think it's, it is casual. It is, you know, it's because two people are kind of looking for the same thing. They're looking for someone to spend time with, someone to have fun with, but maybe not build their life with. Yeah, let's, you said something interesting there in the sense of you made a comment about going on a trip. Let's define what we each think is of casual, because when I think casual dating, I'm not thinking going on a trip. To me, going on a trip. I agree with you. Is serious. I'm not spending money and I'm not going a distance with somebody for something casual. If it's casual, that means I'm also probably not going to fancy dinners with that person, right? The investment is low. The level of energy is low if it's casual. What I would interpret as casual as a single woman would be drinks.

And if it is leading to casual intimacy, we have to keep verbalizing out loud that this is casual. There can't be any like telepathic communication going on. It needs to actually keep being said that this is fun. This is a hangout. And if I'm in chapter two, it means I'm not meeting your kids. It means you're not meeting my kids. There's no chance of that kind of happening.

I'm not meeting your ex. I'm not talking to your ex. I'm probably not meeting your coworkers or your friends. friends, you're not meeting my friends. Those to me are levels of intimacy when you start to bring somebody into your inner circle that makes it not casual. Do you guys agree, disagree? What do you think about that? When you're introducing this person in a meaningful way to important people in your life, like your kids, then it's not casual. A guy going out with you because your friends are all out one night and you're just hanging out with a guy and you're going to bring them into,

you know, a fun night out, that can be more casual. You need to have full transparency. And I think somewhere along the way, typically somebody catches more feelings than the other person. And that's when it gets dicey. To go on a trip, for me with a guy, it means that we're sleeping together and you're waking up with that person and you're, it's different. There's a different level of intimacy. So for me, that's not casual. And I would be pretty bummed if I went on a trip with somebody. And he didn't call me the next day. I agree. And it's even, it would also be like, say he's going on a work trip and he has a hotel room being paid for by the company and he says, come along, you can hang out. That's still a trip. Even if his company is paying for it and he's inviting you, that's you going

distance. That's you putting time. I think that there's a difference between boyfriend treatment and casual dating. I do not do certain things with a man if he is not my boyfriend. Are you saying you or are you saying in general? Me. Well, you're a different, you're in a different, you're almost a different, I mean, for me at least, a different generation, right? Sure, but I'm also, I'm not in my 20s and I'm, if I'm dating somebody at this age, there's a very high probability that he's in his chapter two at the age range that I'm dating. So I'm just saying like in general, when we're talking casual,

that's how I would define casual as like, casual means low effort, low level of money being paid, low level of interaction of different parts of my life. That would be what casual is what I define it as. I think people want different things at different chapters. I have friends that are, you know, brand new divorce and they want 31 flavors, right? And they're just going to go out and, you know, different night, you know, meet a different guy.

Doesn't mean they're necessarily going to sleep with them. But then they get tired of it. But I just think it depends at the, you know, kind of where you are and at what point? Like, did you just break up with somebody? Do you just want to, you know, have you been dating? Are you tired? Did you take a hiatus? And now you're really there intentionally looking for your partner.

It's not a one-size-fits-all. rule that applies, in my opinion. But transparency is the most important thing. And you could tell if the guy likes you or doesn't like you. I mean, you can read a room. Well, I think you guys should include trips, like weekend trips, whatever, in part of that casual. Because I mean, I think that's a big part of casual dating or casual relationships, I think is more than just drinks and, you know, and not meeting fame. I think trips are part of it. I think,

and if you're going somewhere where you're both want to have fun, you're both single, you both want to go and go to a beach vacation or go to a skiing vacation or whatever else, you can keep that casual as well, in my opinion. And again, as long as both people understand what the rules are, and one, you know, they don't, no one's surprised or hurt or get feelings stomped on

because it isn't actually progressing anywhere else. I think trips could be included in that casual dating. Okay, interesting. I actually think that that's more of a guy perspective than, in my opinion, but maybe you've met different people, Mr. Wright, who are willing to pack and go and have a great trip and, you know, have a wild time and are okay not getting a phone call the next day. I would feel pretty shoo about it.

Is it also, I mean, from a man's perspective, is that a way of showing interest and showing a love language? You know, like gift giving is a love language, right? Would some man, if his love language is giving gifts, saying, I planned a weekend trip, would you like to come as a way of expressing his love language, do you think? I mean, it can be, but it could also just be, hey, listen, we're both single. We both like the beach.

We both, would you like to go to a spa weekend? You know, whatever it is, and you both want a partner to do that with. Maybe you're not looking to get married or spend the rest of your life with them, but you want to have an adventure. You want to have an experience. And you want to do it with somebody that you're attracted to to some degree. And I think that, you know, trips are a great way to express that. And also, you know, heck, it's a great way to fast track whether or not maybe you do want to take it to the next level.

Well, it can change from casual to serious and a trip can help do that for sure. It can. but that's only if that's what the intention is, right? But you don't have to spell out the intention, right? Like if you're willing to go on a trip with somebody, it's because you have, you're interested enough. But Mr. Wright is saying just to view it as casual and just like a way.

And you're saying, I only go on trips unless I'm getting serious. I mean, you'd have to, you'd have to verbalize. That's where we're talking about the crossing of men and women is he's literally saying it's a casual thing. It's just you two being single. And you're saying, I'm only going on a trip with you if we're committed or if we're a leaning towards committed.

I didn't say committed. I said, but that they're, I mean, for me, going on a trip with somebody is not as casual as, for example, even a sleepover. Right? And waking up and, you know, I'm not trying to compare it. But I'm saying you can have these casual adventures. And in chapter two, like, you know, if I, you know, if I want to go and have an adventure with something, I want to go, again, skiing, go to the beach, you know, go to Vegas or go to a concert or have some adventure and do it with somebody I'm not necessarily committed to, I would,

you know, I would feel totally easy asking somebody that I'm casually dating or whatever else to do that with me. And hopefully they would also see it as not just like we're building a relationship together, but we're going and doing something fun and having an adventure. Now, if a byproduct of that is that you get closer, that's all the better. I would fully misconstrue that if a guy asked me to go on a trip. I would most likely, and it also depends, I guess, on how long I've been seeing him. If I've gone on two dates with him and he says, let's go do a weekend in, you know, a beach getaway, then I'd be like, okay, maybe like we're, he just wants to have fun or something.

But if I've been seeing him for a month and he wants to go do a beach getaway. It's what the trip is too. Like if we're saying, let's do a getaway to my sister's wedding. Well, okay, that's something different. Exactly. But if you're saying, let's go and see a concert in Vegas for the night, I think everybody kind of has a good idea of what that is. At least that's my opinion.

Okay. Have you had success, Mr. Wright, ever doing that in the time that you've been divorced? No. I mean, I haven't, I haven't casually dated, really. You know, I've dated, but dated with intention. So I, but I do know, like, a lot of my friends that, you know, they have, they have busy schedules and they have certain weekends off and they don't have a significant person. They'll take, they'll find a date to go and say, listen, I want to go to, you know, just to Mexico for a long weekend. Come, you know, come with me.

I want to go and go skiing for, you know, for a weekend. Do you want to come with me? And I think everybody kind of knows the, you know, they're going and doing something together. They're having, they're having an adventure. They're having experience. They're doing it with somebody they're obviously somewhat attracted to or even really attracted to. But maybe they're not just, you know, five steps down the aisle towards marriage, but they're just, again, having a fun weekend, which you're allowed to do, I think.

I think that's as long as both people are bought in. Absolutely. But you would, if you're going to go do that, then you've dated a little bit and you're are having fun. And the hope is that it will morph into something more serious. Like, I don't know many of my friends or girls that would just be like, yeah, this is casual. I'm just going to go on a trip and we're going to do this. And it doesn't matter if I hear from him after. And I don't know. I mean, Heather, what do you think? My whole thing is, if it's casual, it's a low dollar amount. It's a low time commitment. It's all the investment. It is. Because

time is money. Well, low dollar amount, meaning your paying your way to get there? Right. I'm going on a trip. We're going to a concert in Vegas. That means I'm probably getting my hair done, my nails done. I'm buying a new outfit. I'm maybe taking a Friday off of work, which means I'm not getting paid. I'm looking for somebody to watch my dog. You know what I mean? It's like that's money investing. Even if he's buying the plane ticket and he's, you know, paying for the room, I'm still investing in it in myself in a way that I, maybe I'm also getting him a gift as a thank or I'm buying our first dinner when we get there because I'm not just going to allow somebody to take me on a trip and not put in for it in some capacity. So to me, that's a bigger commitment,

investment in time and money on my end for something that I really could be up or down if this guy ends up calling me back or not after this trip. You know what I mean? I'm not a betting person if we're talking about Vegas. I need to be a little bit more of a sure thing in order to not get my hopes up because that's also what's happening. If somebody's taking me somewhere on a trip, I'm probably telling my girlfriends, oh, he wants to do a little weekend getaway. This is a good sign. I think we started out casual, but you know what? I think he wants to spend more time with me. You know what I mean? And it's like if time is also precious in chapter two, right? Limited time away from kids and things like that. I want to spend it with somebody intentionally. I don't want to spend it with somebody that I'm

like, I'm kind of iffy on. Good warm. Exactly. That's what I'm reading unless it keeps getting verbalized. Hey, this is casual. I have an extra ticket to Vegas. Would you like to go? It's casual. It just has to keep being verbalized over and over again for it to actually be casual because if it's not, my brain is doing all sorts of connecting dots and things and what's he saying with this, what's he not saying when he does this kind of thing. But I love to hear the man's perspective that you're like, it's just a trip. It's just like it's just a weekend. I'm looking for somebody to have fun with. You know what I mean? Ask you to go to Vegas to hear, you know, the Eagles coming up. Just know that it's casual, Heather. Exactly. Exactly. But I would go. I mean, Eagles were pretty

incredible there at the sphere. So I would say yes if I were you. I mean, this is all really, really good intel, though. Mr. Wright, is it ever good to date someone who's separated and not divorced yet? If someone just separated, there's always a chance that they're coming back and they're just testing the waters and they're just trying to feel out what life is like outside of the relationship. So I think I would be cautious, extremely cautious if they're just saying, oh, we're separated. oftentimes both parties have different of the marriage have different perspectives on what separated means i mean i hate to use the the friends term but you know it was just a break um and i think that if uh if the guy or the girl has a different understanding or a different interpretation of what separated means we're just

taking a break we're going to get back together we're working on things we're going to get back together or no, no, no, we're just waiting for the divorce to get finalized. I think you have to be super cautious. Pride Month, Toronto. Pride is an opportunity for you to create your own space, to celebrate your existence. IHeart Radio is proud to be an official sponsor of Pride Toronto Festival and we won't stop. Celebrate Pride. Turn up the love and listen to IHeart Pride Canada.

Your 24-7 radio stream and the only playlist you need for your Toronto Pride celebrations. Pride is so great because it gives a whole whole whole thing. whole bunch of people, this visibility that they've never had before. We have a ton to celebrate Toronto. Happy Pride! Iheart Radio. In the moment, it felt like it was going on forever. I didn't think I was going to live.

I was terrified. There was no anything inside those eyes. They turned black. It scared the hell out of me. That was your first murder case? Yes, sir. Fear to say this was the biggest case of your career? Yes, sir.

Rape a murder for a child. This is a bad. I would think so. Evil, wake up. I'm the one that saw the murder take place by Creveit and DePippo. Anthony DePippo showed no signs of remorse, appearing unfazed after being sentenced to the maximum. I said I'm not guilty. I'll take it to the grief.

Listen to the devil's quarry on the Iheart radio app, Apple Podcasts, or wherever you get your podcasts. And to hear the Devil's Quarry ad free with exclusive content, Subscribe to Love for Good Plus on Apple Podcasts. Joy is essential and it's also elusive. You can't order it, you can't borrow it or simply hope it into life. But now, there's a new and exciting way to start your journey toward a more joyful existence. Joy 101.

It's a new podcast hosted by me, Hoda Kotby. Together, guys, we'll have meaningful conversations with the world's most fascinating people. Entertainment legends, sports icons, well, experts and everyday people will share how they find, allow, and experience joy. And I'll offer some of my own tips and takes on seeking a more balanced and harmonious life. If you're craving inspiration, support, and useful tools to maximize your joy, tune into these candid, uplifting, and moving on-air chats. Joy after a breakup. Joy is an empty nester. Joy after a loss. Joy as a caretaker. This new podcast will speak to you. Listen to Joy,

101 on the Iheart radio app, Apple Podcasts, or wherever you get your podcasts. Last night, a blown call changed a game. This morning, the internet lost its mind. Highlights are trending, opinions are flying, and nobody's telling you exactly what happened. That's where Sports Slice comes in. I'm Timbo. Every episode, we're cutting through the noise, breaking down the plays, the controversies, and the stories behind the headlines.

We go straight to the source, the athlete themselves, their locker room stories, their reactions, the stuff nobody gets to hear. The laughs, the drama, the triumphs, the moments that never make the highlight real. From viral moments to historic games, from buzzer beaters to controversial calls, we break it down, give you context and ask the questions everybody wants answered. SportsClyce brings you closer to the action with stories told by the people who live them. Listen to SportsClyce on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. And for more, follow Timbo SlicLife 12 and the TikTok podcast network on TikTok. All right, Louise, tell us your perspective.

So I was recently on a date a couple weeks ago with a guy and he is never going to get divorced because she's sick and does not want her to lose her medical, you know, kind of benefits. And I actually really appreciated it because normally when I meet somebody and they're separated and not divorced, it does give me pause like Mr. Wright is saying this was the one time where it actually showed me what his character was. He wasn't for me, but it actually showed me what his character was. And the example, he was obviously showing his son. But for the most part, I agree. But I also have friends, they've been separated for, you know, five, 10, 15 years because quite frank, they don't want to separate the estate. It's just easier for the estate to stay together.

And therefore, they're clearly not married and they have long-term relationships, but on paper they're still married and they're still filing joint tax returns. if somebody's newly separated, definitely proceed with caution. Good, good intel. One more question for you guys. Louise, we'll start with you. What do you think a man is looking for in his 50s versus his 30s? What do you think a woman is looking for in her 50s versus her 30s?

Let's see if our answers align. Are you asking specifically to a guy who's 30 dating, a 50-year-old woman? or just in general what a 30-year-old wants compared to what a 50-year-old wants. In general, what do you think a man in his 50s wants now that maybe he didn't want in his 30s? I think he wants a partner who he is best friends with. I think he wants somebody that he is really connected to physically, sexually, emotionally. I think he wants somebody that is aligned with him on core values. I think the stakes are higher.

I think a 30-year-old is looking for fun. It doesn't necessarily know what is going to yet happen in life where potentially you might need a little bit more in terms of stepping up to the plate. I think you haven't seen as much life at 30 as you've seen at 50. So you might not be aware of what you would really need. And what do you think a woman wants in her 50s versus what she wants in her 30s? I think a woman in her 30s wants somebody who could be an incredible partner,

somebody who could raise children, who can be a great co-parent provider, somebody who is a good person that you want to spend time with and hang out with. I think in your 50s, the woman wants basically the same thing, but maybe a different version or iteration of it. but really a true partner in every sense of the word. Partner meaning contributes financially, does the invisible work at home? Like, what do you mean when you talk about partner? I mean, I can speak for myself, right?

I want somebody who I'm attracted to. I want to sleep next to you. I want to cuddle with. I want to have sex with. I want to laugh with. I want to bring places in my life. You know, I don't need somebody to support me. I need somebody who can pay his own way.

I'm not going to support somebody, but I can pay my own business. bills, somebody who, you know, is a good human being where, God forbid, the other shoe drops that I can count on him to be there supporting me and behind, and somebody who I enjoy and want to laugh with and make coffee for. I'm looking for kind of what I didn't have in my marriage. I'm looking for a person that can know me intimately and be my home for this next chapter. Okay. So financial stability, though, in the 50s is probably more... I think it depends, Heather. I think it depends on so many factors.

I have friends that completely rely on their partner to pay their bills. So if they're going to get rid of their monthly check from their ex-husband, then they need to make sure that they're pivoting into somebody else who's going to basically support them. I have friends who earn their own money, and that's not as important. I have friends who, you know, got a little. lump sum of money and it's not it just depends it's not the same for anybody but we still don't want to but i mean is in our 30s we could maybe not be caring about somebody's financial well-being whether they have money whether they can pay their bills or not but when we're in our 50s you can't

be broke you can't be broke in your 30s right like if you're thinking about raising kids and building a life with somebody somebody has to be able to generate an income if not both people right You can't just, you know, have two people just floundering and hoping for the best and then bring children into the world, right? They need medical attention. If children is important to you at 30, the cost of living could be lower in your 30s and you could maybe squeak by on, you know, one person picking up more of the slack. But in your 50s, and maybe you are in chapter 2 and you do have kids, I'm just saying that the financial thing is maybe more of something that you look at at that age range than maybe you looked at when you were in your 30s? I think it depends on who you are. It's situation by situation. I have friends who will only date

rich guys. But did they only date rich guys when they were in their 30s? Probably. Okay. All right. Mr. Wright, tell me about what you think men are looking for in their 50s versus when they were in their 30s and the same thing for women. So I'm going to answer a little bit differently. So I think that both men and women in their 30s have a different worldview. They're looking at building their life, they're looking at adventure, they're looking at growing something, and they're looking for a partner to do that with. And, you know, eating, you know, ramen out of a, you know, up the stovetop is kind of a romantic thing still as you're bootstrapping your life together and building it together. Now let's talk about in their 50s. And I think that women in their 50s,

this is just my opinion, I think women in their 50s are looking much more for stability. I think They're looking for safety, security. They're still, obviously, adventure and all those sorts of things. But I think if you were to look at a pie chart, it would be heavier weighted towards a sense of security and stability. And I think guys in their 50s, they're looking for that sense of stability, but they're also looking for probably, you know, to satisfy whatever it was they didn't find in their marriage. And I think that, you know, that guys are probably. less looking in their 50s for a long-term committed marriage relationship than women in their 50s.

And so I think there's a little bit of a disparate kind of outlook for that period. And I think that it merges again, maybe as you get a little bit older, but I think that in that 50s range, I do think that there is a different outlook that is more dramatic than in their 30s. I think 30s you're probably looking for sort of the same things. and that's why you see so many people get married when they're 30s. In their late 20s and 30s, you're getting married, you're having kids, you're building the life together. Then you get into your 50s,

and this is usually around the time when chapter 2s are really prevalent, it's because they're looking for two different things. And I think women, again, are looking for a sense of stability and security, and I think guys are looking to satisfy whatever it was they didn't get and they didn't see and they didn't achieve in their 30s and 40s. Well, this is so fun. Thanks, Heather, for keeping us on. on topic and on time. Louise, you're amazing. Thank you for your perspectives. And obviously,

to all of the listeners that gave us riveting questions, compelling comments that kept this podcast going right until the final moments. Thank you so much for listening. Louise, it over to you. To our listeners, if you are in Chapter 2, whether you are enjoying it or not, you need help navigating it. You need different perspectives. Here we are at I-do Part 2 in IHeart radio podcast where falling in love is the main objective. Send us an email, leave us a voicemail, all of the infos and the show notes. Follow us on socials. Joy is essential and it's also elusive. But now, there's a new and exciting way to start your journey toward a more joyful existence, Joy 101. It's a new podcast hosted by me, Hoda Kotby. If you're craving inspiration

to maximize your joy, tune into these candid, uplifting, and move. on-air chats. Open your free IHeart Radio app. Search Joy 101 and listen now. Joy 101 with Hoda Kotfi is presented by CVS. There was no anything inside those eyes. They turned black. It scared the hell out of me. People wake up. I'm the one that saw the murder take place by Krivac and DePippo. Anthony DePippo showed no signs of remorse, appearing unfazed after being sentenced to the maximum. I said I'm not guilty. I'll take it to the grave. Listen to the devil's quarry in the Bone Valley Feed on the IHeart Radio app.

Apple Podcasts, wherever you get your podcasts. I am the therapy gecko. I am an unlicensed lizard therapist who takes phone calls from real anonymous humans about their problems, such as this. Sometimes I'll have my girlfriend pre-chew, spicy food, and kind of baby bird it into my mouth. Is that weird? This week on Therapy Gecko, we're hearing all real authentic human stories about anything

from relationships to family drama to serendipitous encounters with unexpected people and things. If real people peak your interest, this is the podcast for you. Listen to Therapy Gecko on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Last night, a blown call changed the game. This morning, the internet lost its mind, and nobody's telling you exactly what happened. That's where SportsSlice comes in.

I'm Timbo, and every episode, we're cutting through the noise, breaking down the biggest moments in sports and giving you the real story behind the headline. And we're going straight to the source, the athletes themselves, their locker room stories, their reactions in the moment, and the stuff nobody gets to hear. Listen to SportsSlic on the IHeart Radio app, Apple Podcast, or wherever you get your podcast. And for more, follow Timbo Slices Life 12. and the TikTok podcast network on TikTok. This is an IHeart podcast,

Guaranteed Human.