The Ben and Ashley I Almost Famous Podcast - Twins!

Episode Date: May 24, 2025

Kelly Bensimon’s twin brother Tommy is giving her the hard truth about her love life.Did he think her first marriage would end in divorce? And Tommy gives his unfiltered opinion on Kelly’s... “flirting” technique with Pascal. Her twin is giving the tough love (and support) Kelly needs when finding her next partner.Email us at: IDOPOD@iheartradio.com 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.

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Starting point is 00:00:00 This is an I-Heart podcast. My boyfriend's professor is way too friendly, and now I'm seriously suspicious. Wait a minute, Sam. Maybe her boyfriend's just looking for extra credit. Well, Dakota, luckily, it's back to school week on the OK Storytime podcast, so we'll find out soon. This person writes, my boyfriend's been hanging out with his young professor a lot. He doesn't think it's a problem, but I don't trust her. Now he's insisting we get to know each other, but I just want her gone.
Starting point is 00:00:25 Now, hold up. Isn't that against school policy? That seems inappropriate. Maybe find out how it ends by listening to the OK Storytime podcast and the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Hello, it's Daniel Fischel. Writer Strong. And Will Ferdell from PodMeets World. We are back in Las Vegas and giving the people what they want, a full week of Y2K content.
Starting point is 00:00:49 Tell me why. Well, for the Backstreet Boys residency at Sphere, of course. We joke and say this is our second marriage, but it takes a lot of communication. Plus, it's carrot top, baby. And finally, Ashley Simpson-Ross joins us to talk about her upcoming sold-out Vegas residency. Listen to PodMeets World on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. December 29th, 1975, LaGuardia Airport. The holiday rush, parents hauling luggage, kids gripping their new Christmas toys.
Starting point is 00:01:25 Then everything changed. There's been a bombing at the TWA. terminal, just a chaotic, chaotic scene. In its wake, a new kind of enemy emerged, terrorism. Listen to the new season of Law and Order Criminal Justice System on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Hey, I'm Jay Shetty, and I'm the host of the on-purpose podcast, and today I'm joined by one of the greatest athletes of all time, Novak Djokovic.
Starting point is 00:01:57 He's won 14 grand slams in a glittering career. Novak, Djokovic. When you reach your 30, you start counting your days to your retirement. I'm 38 this year. How long can I push my own limits? Listen to On Purpose with Jay Shetty on the IHart Radio app, Apple Podcasts, or wherever you get your podcast. Hi, my name is Enya Yumanzoor. And I'm Drew Phillips.
Starting point is 00:02:22 And we run a podcast called Emergency Intercom. If you're a crime junkie, and you love crimes, we're not the podcast for you. But if you have unmedicated ADHD... Oh my God, perfect. And want to hear people with mental illness, psychobabble. Yes, yes. Then Emergency Intercom is the podcast for you.
Starting point is 00:02:43 Open your free IHeartRadio app. Search Emergency Intercom and listen now. Welcome back to ID Part 2. It's one of your celebrity mentors, Kelly Ben-Simon on this podcast. You've been with me on the journey from talking about calling up my engagement last year to manifesting my future husband to going on set up date. It's been so much fun so far and really, really healing. I am so excited today because I've mentioned this person several times in the show.
Starting point is 00:03:25 And I think having him on the podcast, is going to help you get to know me a little bit better. So I am bringing in my twin brother. His name is Tom Couloran, but he's known to me as Tommy. Hi, Tommy. Hi, Kelly. Happy birthday. Happy birthday, Tommy.
Starting point is 00:03:48 I love you. Unbelievable. We made it another year. Thank you for my present. You're the worst person to buy presents for it because you're like Jim Shorts. I'm like Jim Shorts. Someone's Jim Shorts. I didn't ask for Jim Shorts, but, you know, 40 again, Kelly.
Starting point is 00:04:04 Holy sticky, baby. 40 again. Tommy, let's get into this because we're on our D part two. And actually, I've been, I told you about this, how much fun I've been having, talking about love and kind of, you know, unpacking everything that happened last year. But I want you to tell the listeners what it was like growing up with us. Kelly, you're, you are one of the most unique people in the country. Like you, you, when the, you've topped the funnel at the top of people that come down into the bottom of greatness. You know, you're one of those people.
Starting point is 00:04:46 I mean, you've funneled your way to the top and you're just, you've got all these unbelievable talents. You're so well-spoken. and you're a hard worker and you're a fighter and all those things are amazing. So, I mean, you have so much talent. Growing up, I think all three of us are like that. And I think it has a lot to do with things that we had to do. You know, dad was a lawyer, had a busy law practice, but we still all mowed the lawn every week. You know how to operate a lawn more.
Starting point is 00:05:26 I'm telling America. I'm telling the world on this whole podcast. You can operate a pushmower because mom and dad made you do it. And I just think it made you, I think it's made us all better people that we mowed the lawn, that we, you know, did. You know, when a car battery died, we didn't call the gas station. We jumped the damn battery with jumper cables. Do you remember that? You, me, Tracy, our oldest sister, Tracy, the three of us,
Starting point is 00:05:56 We did. But I always got, I always, when we, when I mowed the lawn, you got to be on the tractor. You and Tracy, but I always did the hand, uh, hand held because mom wanted to be perfect in the backyard. We actually never used, we actually never used that tractor because it was never worked, but, um, raking, remember breaking the least, uh, it was a mindset that they were workers, first generation college. They had, you know, this is, they didn't, there was nowhere to go back to, to, to,
Starting point is 00:06:26 asked for a loan or to get money or to help out it was them yeah and so you know it's just thinking about you you're just you just embody all those things that mom and dad works so hard and you just watch them work and you just kept doing it and uh I'm proud of you I love you so much but you know now we got to find you a mate let's work on that what was it like where's before we get find me a mate what was it like being my twin i mean it was it was amazing it was amazing because kelly you know when you when we were growing up you your your talent was just so apparent and your desire to be successful was so apparent and you know it was just sort of breathtaking your rise into the modeling world was sort of meteoric. I mean, when you, you know, mom and dad, so coming from a family
Starting point is 00:07:29 with a lawyer, dad had enough money to pay for you to get good pictures. Do you remember when you took my photos in the backyard for teen magazine? Remember you took those photos? I don't remember doing, you took a picture of me one time. I did. I took a picture. Those professional photos got into the magazines and you got picked and I remember being in the audience at some of the contests and you would see the other young ladies coming through and you were just, you know, clearly the class of all those groups and you just would get picked and win contests and go to the next and get a contract. You know, what was interesting too is like when people talk about being twins and, you know, people ask me about being a twin all the time. And, you know, it's like we
Starting point is 00:08:11 were siblings. I mean, we are, yes, born the same day, but we were siblings. And, you know, it was fascinating because like having you with me, I was always, I felt so comfortable. I was always, I felt so confident. Like I was like, Tommy's there. Tommy's there. Oh, Tommy's there. Oh, Tommy's there. Or Tommy's right there. Like, I never felt like I was by myself or I never felt like, you know, I have any reason to be intimidated because, you know, we were in a lot of the same classes. We weren't in all the same classes, but we were in, you know, in a lot of the same classes. People ask me all the time, they're like, do you guys have telepathy? Do you think we have telepathy? It's just as stupid as a question on the planet. No, we don't have telepathy.
Starting point is 00:08:53 I mean, it's not, no, this isn't, we're not like Siamese twins that were separated at birth, you know, and share the same organs. No, we're born on the same day, but we're brother and sister, Billy. Right, exactly. And it's like, I mean, you know, they talk about like nature and nurture and we were, you know, we have the same nature and we were also nurtured in the same environment. Yes, we can, you know, fix anything, clean anything. You ask us to do anything. We can do anything. If your listeners are looking for that magic twin thing, you know, we have to debunk it right now.
Starting point is 00:09:29 Because, I mean, there are some things that have more in common with your sister, Tracy, that I do with you. Right. Tracy and I might be better at telepathy at some things than you and I are. Yeah, but the two of you are lawyers. I'm not a lawyer. You're not? Oh. Shocker.
Starting point is 00:09:50 Okay, when I get married to my ex. I'm having the best time. I'm so happy to see you, I love you so much when I got married to my now ex-husband. What did you think about that? Did you ever think we would get divorced? Be honest. I mean, we were too young to really think about,
Starting point is 00:10:07 like, that you would get divorced. But, I mean, we were all worried. I mean, I think I was worried. It's just mom and dad and Tracy and others were worried that, you know, there was such an age gap between the two of you. And that was just, something that just worried us like is that going to will that be successful and you know will will that continue to you know go forward and i think you guy i think the two of you had some good years together
Starting point is 00:10:34 but i just you know he he just proved to be you know i think there was some i think he loved you i think you loved him back but it just proved to be that he wasn't going to go all in um and commit to being like that he was going to, he would just lay down in front of a moving train for you or walk through a bed of broken glass for you. And I don't know if it, I don't think it has anything to do with you that you are great. I just think that that's a little bit of who he is. You know, he'd been with many women before and it's been with many since. I think, too, it's hard. I mean, it must be hard for a lot of guys. I mean, obviously, we don't come from divorce, so that's something as well. But I think it's really hard for a lot of men to fill shoes in a better way than you and dad. Because, you know, here I have this amazing twin brother, Tommy. And then I have my incredible father. So I've been around such stellar humans that, you know, I don't like, it's not that, you know, I want.
Starting point is 00:11:48 a relationship. And you know, I've talked about this before. Like, I would like a relationship where I, I, there's my partner. There is my best friend that we can do all these things together. And I think that, uh, you know, it's hard too because, like, I have such high expectations because I was around great people. Yeah, but there are great people that you can be with, you know, I mean, and we all are imperfect. And we make mistakes. And we make mistakes. So, you know, I mean, and maybe your next, your second marriage that you had, I know you never got formally married. Let's call it last. Let's call it last. Second sounds like there's going to be a third. I don't know, but I mean, you were with him for a long time.
Starting point is 00:12:33 I'm like, I don't know how it's going to be. And you were with him for 10 or 12 years. I mean, that was a very lasting relationship, but it was just the most disappointing. I guess, too, like because like you and your wife mimi you guys are so close and you're such a beautiful relationship and i like and i've told mimi this before many times i've said like that's something that i want for myself as well like i want that great relationship and you know it's like mimi understands you know she and you know me me also really understands me and so like that's the thing too is that again it's like the expectations are just like hard. I don't think you're right. I mean, I can be an inconsiderate dumbass.
Starting point is 00:13:24 Amy's the best of the best. She's great. I love her, but I just wonder if you have this story that broke view of how everyone's relationships are. I mean, she's amazing. I wouldn't trade a minute of my life that I've had or my time with her ever for anything on the planet. But I mean, not, there are days when she, you know, she would just like to close the door and maybe never see me or at least not see me for another couple minutes or days and so i mean relationships are imperfect and hard it requires work and it requires you know saying you're sorry it's so freaking hard the whole that you get gets harder to do but that's the critical thing it's just like can i just don't you to admit that i was a dumb ass and i was sorry yeah that's hard so i don't
Starting point is 00:14:11 know i'm not sure i agree with you that there's this big storybook between the two of us I think there's many great marriages. I just see you guys as such a, as just like, you know, it's like they always talk about that missing piece, which I think is very beautiful, but I don't think of it like that. I just think that you guys are so beautifully compatible, and I love that. But, you know, as interesting is that when I was thinking about getting divorced before even got divorced, and I, you know, spoke to mom about it,
Starting point is 00:14:43 and she was, like, not happy. and you know you and me me were so supportive of my decision and not you were supportive of divorce but you were supportive of my happiness and I think that's something that's also very unusual too to have that kind of very strong family bond because most people like are jumping from their family and all I want to do is be with my family so I think that I think that you know at first I was so I was ashamed because I was the first one to get married. And I was ashamed that I couldn't continue with something that I had made a commitment to. That's how I felt. But I never felt that from you guys because maybe you knew it was happening. There's some things about him that I really liked. And, you know, I mean, he was very good
Starting point is 00:15:38 to me, but I mean, he was also just, you know, and if your beautiful daughters are listening to this is not meant to be critical of your dad. It's just like some of the things that he wouldn't do for you from a career perspective and some of the things he did to you from a personal perspective are, you know, just not okay. So, anyway, we're just leave it like that, but. Really, we're trying to line. Yes. Yeah.
Starting point is 00:16:08 Anyway, but so then you, your, your next path was into your next relationship, which was, you know, it's almost like you, you went, you were, you went from the older guy to the younger guy. Like, you went the absolute opposite direction. Yeah. Like, you could, you went as polar opposite as humanly possible. My boyfriend's professor is way too friendly and now I'm seriously suspicious. Oh, wait a minute, Sam. Maybe her boyfriend's just looking for extra credit. Well, Dakota, it's back to school week on the OK Storytime podcast, so we'll find out soon. This person writes, my boyfriend has been hanging out with his young professor a lot. He doesn't think it's a problem, but I don't trust her.
Starting point is 00:16:55 Now, he's insisting we get to know each other, but I just want her gone. Now, hold up. Isn't that against school policy? That sounds totally inappropriate. Well, according to this person, this is her boyfriend's former professor and they're the same age. And it's even more likely that they're cheating. He insists there's nothing between them. I mean, do you believe him?
Starting point is 00:17:12 Well, he's certainly trying to get this person to believe him because he now wants them both to meet. So, do we find out if this person's boyfriend really cheated with his professor or not? To hear the explosive finale, listen to the OK Storytime podcast on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. December 29th, 1975, LaGuardia Airport. The holiday rush. Parents hauling luggage. Kids gripping their new Christmas toys. Then, at 6.33 p.m., everything changed. There's been a bombing at the TWA terminal. Apparently, the explosion actually impelled metal, glass.
Starting point is 00:17:56 The injured were being loaded into ambulances, just a chaotic, chaotic scene. In its wake, a new kind of enemy emerged, and it was here to stay. Terrorism. Law and order, criminal justice system is, back. In season two, we're turning our focus to a threat that hides in plain sight. That's harder to predict and even harder to stop. Listen to the new season of Law and Order Criminal Justice System on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Hello, it's Danielle Fischel.
Starting point is 00:18:35 Rider Strong. And Wilfredel from PodMeets World. And we're bringing you Viva Las content. That's right, we are back in Las Vegas, the city of sin, and giving the people what they want. A full week of Y2K content. Wait, we're back in Vegas? Tell me, Y. Well, for the Backstreet Boys residency at Sphere, of course. We sat down with Kevin Richardson and A.J. McLean just minutes before they took the stage, and our very own Wilfredel basically became the newest member of the band.
Starting point is 00:19:06 Boy band, please. Plus, the man who has the longest running comedy show on the strip joins us. and gets his props. It's carrot top, baby. And finally, we all L-O-V-E-Hur, Ashley Simpson-Ross, joins us to talk about her upcoming sold-out Vegas residency. It's a full week of nostalgic interviews you don't want to miss. Listen to PodMeets World on the IHeart Radio app, Apple Podcasts,
Starting point is 00:19:30 or wherever you get your podcasts. Hey, I'm Jay Shetty, and I'm the host of the on-purpose podcast, and today I'm joined by one of the greatest athletes of all time, Novak Djokovic. The world's number one male tennis player. He's won 14 grand slams in a glittering career. Novak Djokovic!
Starting point is 00:19:49 You've been through so many injuries, losses. I always showed himself. What has Novak Djokovic done? What goes through your mind when you lose? I just want to be left alone. What has it taken to become Novak Jokovic? It's a consistent practice.
Starting point is 00:20:06 It's prayer work, mindfulness, meditation, conscious breathing. requires more responsibility from you on a daily basis to prepare yourself for the biggest battle. When you reach your 30, you start counting your days to your retirement. I'm 38 this year. How far can I go? How long can I push my own limits? Listen to On Purpose with Jay Shetty on the IHart Radio app, Apple Podcasts, or wherever you get your podcast. Have you ever wished for a change but weren't sure how to make it? Maybe you felt stuck in a job, a place, or even a relationship.
Starting point is 00:20:39 I'm Emily Tish Sussman and on she pivots, I dive into the inspiring pivots of women who have taken big leaps in their lives and careers. I'm Gretchen Whitmer, Jody Sweetie. Monica Patton. Elaine Welteroff. I'm Jessica Voss. And that's when I was like, I got to go.
Starting point is 00:20:54 I don't know how, but that kicked off the pivot of how to make the transition. Learn how to get comfortable pivoting because your life is going to be full of them. Every episode gets real about the why behind these changes and gives you the inspiration and maybe the push. to make your next pivot. Listen to these women and more on She Pivots, now on the IHeartRadio app, Apple Podcasts, or wherever you get your podcasts.
Starting point is 00:21:24 How do you think I navigated being a single mom? I'm really genuinely curious. And you can criticize me, but just gently. You were, you know what, you were a single mom when you were married. to Jill. I mean, let's be honest, right? Yes. Yeah. So, I mean, these are basically your kids that you've raised
Starting point is 00:21:46 from birth by yourself. He was around some, but not a lot. And, I mean, that's just an underappreciated thing that you did. And also trying to also, I think in the back of your mind, you must have known
Starting point is 00:22:01 that it may not work out with him. And so you had to be prepared for the next step in your life. and you navigated that, being ready for the next career step, and then also raising the kids, which was hard. You know, it's funny that you say that because a lot of people, when they're like, oh, my God, like on Housewives, are like, oh, my God, you've written seven bucks,
Starting point is 00:22:21 you've done all these magazines, you know all that stuff. And I respond to that by saying, if I had been in a loving marriage, do you think I would have had the time to write seven books and to start two magazines and to do all these things into me modeling. If I was in a loving marriage, I would be focused on my husband, not just, you know, having this extra free time when my kids were at camp or school, whatever, to do these other things. And so I think, too, you know, it's been, honestly, it's been very hard,
Starting point is 00:22:59 not personally, but professionally to constantly tell people that, you know, that, you know, You know, I did it for the right reasons. And I, again, I also had you and dad there for the girls. So when we would come for Thanksgiving, when we would come for Christmas, I mean, you know, you're such a patriarch and dad was such a, is also a beautiful patriarch that my girls, whether they did things that were really, really great or really, really naughty, you know, I think that like it was just, it was been so nice for. them to, you know, be around, be around you. And that male, that male, the male in the, in girls' lives is such an important, important human because it really shapes the narrative for them in the future of how they're going to work and love, you know, if they're, you know, they choose to be with a male that, you know, how what that relationship looks like. And so, you know, I'm so happy, you know, I'm just so happy that they had that. They had you and
Starting point is 00:24:07 dad. But what did you think about when I went on Housewives? What were your thoughts? Remember, gentle, gentle, gentle. I thought it was amazing. You know, you know, you were great on it. You're natural, you're telegenic and fun to be around. And I think it's wonderful. I'm waiting, I'm just ready for the, I'm waiting for the next step in your career past Housewives. I think Housewives was a starting point for you and you've got more in you from that perspective from whatever it is that video production or video show or any type of that type of medium i think you're going to do something else i think that's not that's not the apex of your career i think that's part of it and there's going to be more and you've got a real talent and it's going to be great so i loved it and it was a little bit
Starting point is 00:25:00 weird at the start because when housewives was first on it was very new and very popular and very controversial um and i think one of the things why it got so popular is because it caught people in those awkward circumstances and you got caught for sure and now i just don't think it's natural or and you know now they infuse you know there's alcohol is just infuse it such a high level, I feel like, you know, purposely, I feel like, but I'm, you know, I'm not there every day, so I don't want to criticize too much, but I mean. Do you think that, do you think they saw the real me? Uh, somewhat. Not, not, no, not all the time, but somewhat. So it's funny that you say that because I, I sent, um, I have my OG group chat and I sent a photo because I'm always
Starting point is 00:25:54 like, happy Mother's Day, happy Valentine's Day, happy Tuesday, happy one day. How are you guys? yada yada yada i saw this and i i'm always responding to the group chat and there it's always crickets except for when i sent a photo of you i go i said it's my it's my my twin and i have a birthday today and they are like they have no idea and they go they go and who's in the group chat it's like me luan sonia romona jill uh derinda and they go and they go and they go, they go, who, um, who said that? Luann goes, who's that? And chills there and goes, that's her twin brother. And I can't remember who I think it was Romano was like, she has a twin. I'm like, ladies, ladies. And Luan goes, he's very tall, he's very handsome. Well, that's part of the
Starting point is 00:26:49 problem with the show is it's not, like Luan, he's not single. Oh, good God. Anyway, when I called off my engagement last year. Were you shocked or what were your thoughts? I mean, not really. I just, so like, his, your relationship with him was, I felt like there's a lot of greatness in that and there was, there was a lot of promise because I like being around him. And he shares, you know, at some level he shared a lot of the values that I think you do and I do and Tracey and our family do.
Starting point is 00:27:29 And so I was somewhat optimistic, but there was just always a, you know, a hesitancy is, you know, is he going to be able to, is he going to be able to continue to, you know, move forward with a relationship as an adult and like as a responsible adult? And not that he was, you know, adulterous or drinking. It's not, I don't want to give you a listener to his idea. That's not who he is. But, you know, being a responsible of adult is just doing things you don't want to do, which is like going to work every damn day and, you know, producing for your family
Starting point is 00:28:16 and, you know, making sure there's a place for. a roof over everyone's head that night. And I'm not trying to say he didn't work because he worked. It's no question. You know, it's interesting. People are like when they see me on Instagram and I'm like, oh, I'm showing or I'm here, I'm there. And they're like, you don't really work.
Starting point is 00:28:31 I'm like, work. I work every day. But remember when I was, you know, when we talked about the pre-up, you know, you were like, do you remember what you said to me about the pre-nup? Not really. You said, get it. You told me to get it. yeah i probably did yeah i mean i just why not i mean what what's the what's the hold up for
Starting point is 00:28:56 you know um having an agreement in a relationship when you're you know i'll just you know spoiler alert post 50 for your list which is shocker you're not supposed to see that i know that's why the spoiler alert if you just want to 40 Tommy 40 40, 40, 40. Yeah, yeah. So, anyway, I think it sucks because he was, you know, he had a lot to offer. And I feel like, you know, some of his family was, you know, I never met his mom. His mom sounded like a great lady from what you told me about her.
Starting point is 00:29:36 And I was like bored of meeting her. And, you know, he had a lot of, he just has a lot of things going, great things going for him. He's got beautiful kids. And, you know, he's going to figure it out for himself. just, you know, I just think deep down inside it was just going to be hard for, you were just worried about, you know, just that day in and day out grind of making your way through life was something I think you were a little bit worried about. Not that there was anything imperfect about him, but like, was it going to keep going? You know, was there going to be a sustainability to
Starting point is 00:30:13 hit, you know, his professional development and, you know. I think, too, that's probably a lot of it too is from me and my insecurity and, you know, constantly being in the environment where I'm always reinventing myself. And that's just been like a fear that I've had for so long is like constantly reinventing myself and constantly being the main provider. And that was a big, that was a problem. What is the pattern? What do you, what do you think some of the patterns are? I get what you're, you're sort of talking around in circles like a, like a circus, right? But, I mean, it is true. What you're basically saying is, how am I going to support myself?
Starting point is 00:30:55 Yes. Without being, yes, so well, yes. It's really hard. And so, you know. Continue, not how am I going to continue to do that? Right. Important. Yeah.
Starting point is 00:31:07 So what kind of pattern? Tommy, what are the patterns? What do you see in my patterns? Is it my, is it that I'm super immature? You can say yes. No, I really don't think so. I mean, I really, like, you've had some of your relationships, I mean, but I just, you know, like picking your second long-term relationship, that was just a disastrous choice. And you, that just played into your, that played it, and sort of played into what you always told me about Jill's, like, I want to just be able to, I want to be with somebody that will take me ice skating.
Starting point is 00:31:48 at Rockefeller Plaza and do things like that. So I felt like you thought that like marriage and you got married, you know, pretty young, marriage should have been a little bit more romantic and storybook. And, you know, I think there are moments like that. But then I think you just were like, okay, I'm not married to Jill anymore, so I'm going to find the storybook playmate. And you did. Anyway, moving to the next thing, Tommy, what do you think of, what do you think of Pascal?
Starting point is 00:32:14 I mean, I listened to a little bit of Pascal. I think he sounded just like Jill, which was just yuckies. So that just, no good. He asked me, he goes, so he's like, what would you do on our first date? And I said, in, like in jest, and I said, I would take you to the Viagra Triangle, to Gibson's to see my Playboy cover. And he goes, what? I said, I'm from Rockford, Illinois. And Gibson's is one of the most iconic restaurants in Chicago.
Starting point is 00:32:42 And I am so proud that they actually wanted my Playboy cover. And I'm like, I would take you there to show off the cover. And he was so wildly offended. Really? Well, why would you say that, though? It's funny because it's funny. I mean, obviously, I'm not doing that. But I thought it was so funny.
Starting point is 00:33:01 And I wanted to see what he would say. Sorry. Mommy. Why would you say that? That's just off-putting. That's bizarre. Don't say that, okay? Listeners, join in and call in, text in.
Starting point is 00:33:16 Is there a like chat? Hell, Kelly, don't do that ever again. That's ridiculous. All right. Keep going with your weirdness. So what kind of guy, so anyway, to make a long story longer, Pascal, we ended up seeing,
Starting point is 00:33:33 I ended up seeing meeting with him when we were in San Francisco in Napa Valley. And he was very, very, very nice. And so I said to him, I was like, what kind of, what kind of hairdresser do you use to see, how do you, you know, what kind of hairdresser do you,
Starting point is 00:33:47 you see yourself like and he said orbe i'm like orbe's the most iconic character dresser in the world okay you're losing me here this is very bizarre he was very very sweet very sweet very sweet very sweet very sweet very accomplished very accomplished that's awesome but you ruined that one why did you ruin that what pascal yeah i'm saying the thing about playboy because i was having fun that is dumb though people don't want to hear that about the viagra triangle That's just I loved it. No,
Starting point is 00:34:22 no, that's terrible. That is a disaster. That is a disaster. Tommy's going to be like editing. Tommy's going to be like the group chat with my dates and be like she didn't mean it like that. I just wish that the listeners could chat in right now to support me so that you could get other realization of how bizarre that is.
Starting point is 00:34:43 My boyfriend's professor is way too friendly And now I'm seriously suspicious Oh, wait a minute, Sam. Maybe her boyfriend's just looking for extra credit. Well, Dakota, it's back to school week on the OK Storytime podcast, so we'll find out soon. This person writes, My boyfriend has been hanging out with his young professor a lot.
Starting point is 00:35:05 He doesn't think it's a problem, but I don't trust her. Now, he's insisting we get to know each other, but I just want her gone. Now, hold up. Isn't that against school policy? That sounds totally inappropriate. Well, according to this person, this is her boyfriend's former professor, and they're the same age. And it's even more likely that they're cheating.
Starting point is 00:35:22 He insists there's nothing between them. I mean, do you believe him? Well, he's certainly trying to get this person to believe him because he now wants them both to meet. So, do we find out if this person's boyfriend really cheated with his professor or not? To hear the explosive finale, listen to the OK Storytime podcast on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. Ninth, 1975, LaGuardia Airport. The holiday rush. Parents hauling luggage, kids gripping their new Christmas toys.
Starting point is 00:35:54 Then, at 6.33 p.m., everything changed. There's been a bombing at the TWA terminal. Apparently, the explosion actually impelled metal glass. The injured were being loaded into ambulances, just a chaotic, chaotic scene. In its wake, a new kind of enemy emerged, and it was here to stay. Terrorism. Law and Order Criminal Justice System is back. In Season 2, we're turning our focus to a threat that hides in plain sight.
Starting point is 00:36:29 That's harder to predict and even harder to stop. Listen to the new season of Law and Order Criminal Justice System on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Hello, it's Daniel Fischel. Writer Strong. And Wilfredel from PodMeets World. And we're bringing you Viva Las Content. That's right. We are back in Las Vegas, the city of sin,
Starting point is 00:36:57 and giving the people what they want. A full week of Y2K content. Wait, we're back in Vegas? Tell me, Y. Well, for the Backstreet Boys residency at Sphere, of course. We sat down with Kevin Richardson and A.J. McLean just minutes before they took the stage and our very own Wilfredel basically became the newest member of the band. Boy band, please.
Starting point is 00:37:19 Plus, the man who has the longest running comedy show on the strip joins us and gets his props. It's carrot top, baby. And finally, we all L-O-V-E-Hur, Ashley Simpson-Ross, joins us to talk about her upcoming sold-out Vegas residency. It's a full week of nostalgic interviews you don't want to miss. Listen to PodMeets World on the I-Heart Radio app, Apple Podcasts, or wherever you Get your podcasts.
Starting point is 00:37:44 Hey, I'm Jay Shetty, and I'm the host of the on-purpose podcast, and today I'm joined by one of the greatest athletes of all time, Novak Djokovic. The world's number one, mild tennis player. He's won 14 grand slams in a glittering career. Novak Djokovic! You've been through so many injuries, losses. I always heard himself. What has Novak Djokovic done?
Starting point is 00:38:08 What goes through your mind when you lose? I just want to be left alone. What has it taken to become Novak Djokovic? It's a consistent practice. It's prayer work, mindfulness, meditation, conscious breathing. It requires more responsibility from you on a daily basis to prepare yourself for the biggest battle. When you reach your 30, you start counting your days to your retirement.
Starting point is 00:38:31 I'm 38 this year. How far can I go? How long can I push my own limits? Listen to On Purpose with Jay Chetty on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. Have you ever wished for a change but weren't sure how to make it? Maybe you felt stuck in a job, a place, or even a relationship. I'm Emily Tish Sussman, and on she pivots, I dive into the inspiring pivots of women who have taken big leaps in their lives and careers.
Starting point is 00:38:59 I'm Gretchen Whitmer, Jody Sweeten, Monica Patton, Elaine Welterah. I'm Jessica Voss. And that's when I was like, I got to go. I don't know how, but that kicked off the pivot of how to make the transition. Learn how to get comfortable pivoting because your life is going to be full of them. Every episode gets real about the why behind these changes and gives you the inspiration and maybe the push to make your next pivot. Listen to these women and more on She Pivots now on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. All right, what kind of guy do you think I tend to attract or date?
Starting point is 00:39:41 Is there like a type or is there a personality trait that you think that I attract or that I like? I don't think so. I mean, I don't, there was the one guy you dated from North Carolina for a long time that was very successful, but he was noncommittal. Maybe it's the noncommittal. I think you're looking for us to accomplish people. That's a good word. I think you are.
Starting point is 00:40:03 And all those people that everybody you've dated except for the one guy, pretty accomplished, that just, you know, the question with some of them is, is, is that going to be sustainable? Is that going to keep going? Um, and so I think you're looking for that. I think that's your trait. You had that one, uh, 12 year blip with, uh, the guy with the white jeans and the flip flops. But other than that, what kind of guy, what kind of guy should I date? I think you should, uh, date someone who's honest with you and you.
Starting point is 00:40:38 selves, you know, what they want in their life and what you want from your life and and they're honest about it and, you know, that they know who they are and they understand who you are and that you can coexist together, understanding that, you know, there are things that are important to you. So those things have to continue. You want to continue doing your lifestyle and continue to improve and be better every day at what you're doing. It's just who you are. You're not going to stop doing that. So whatever it is, has to understand that.
Starting point is 00:41:14 And then you probably have to understand it for them, too. But I think you, I really didn't think you would. I mean, if you had the professional person, the accomplished person. And I don't want your listeners to think that you're out looking for Mr. wealthy. And it's not that I don't think it didn't work out with your engagement because you were afraid that he wasn't going to be, you know, Mr. Silicon. Valley guy, but I mean, you're just looking for someone that's going to have stability and
Starting point is 00:41:44 professional growth and looking for growth as a person, as an individual, like, and setting goals together, someone that's honest, like setting lifetime goals, like, I want to, I want to be here with you in five or 10 years. And maybe I talk about it. This is, this is kind of, where do we want to be in 10 years? Where do I want to be with you? What do we want to do? What do we want to live? It's interesting because, like, that's what I do with C and Teddy is I talk to them about, like, what, you know, in five years, what their plans are and, like, you know, how I can help them. And, you know, we always talk together. But I've never had that conversation with anyone. I've never asked anyone what they were going to do or what, you know, what they wanted to do. I mean, with the girls, you know, C's like, you know, mommy, now every, now that I had this great job and I'm feeling good about my, you know, financial, You know, once a year, I want to, I want us to go on a great trip with Teddy and, you know, for us to do these kind of things. And like, I mean, it's just, I like, I've never heard that from anyone. So it's also for me, it's just so amazing to, you know, think of my, think of my daughters in that way. But I also want them to, you know, have their own lives and to, you know, be the best versions of themselves. And I just want to, you know, I want to, you know, I want to be. You know, I want to be. be there and watch every part of it, but I've never, never had that. I've never sent someone like, okay, in five years, we're going to go, we're going to be in
Starting point is 00:43:14 Florida, you know, whatever it is, like Florida or I don't, Texas, wherever it is, Puerto Rico, wherever. No one's ever, ever had that conversation with me. Well, or ever asked me, ever even said, like, what are your thoughts? Like, what are the, what are your, like, lifetime goals or, like, even any of those kind of questions. I've never even kind of, I've never even thought of those. It should be a natural conversation that just involves with the person and your breakup. You know, the unfortunate thing about him is that he's not his, and that might be part of the reason for that breakup is like
Starting point is 00:43:50 his kids are so much younger than your kids. He has one child that's still in elementary school and two other kids that are not even to college yet. So his life is completely unavailable? He can't, well, I mean, I felt like he was available as much as he could, but I mean, I almost felt like when he was with me and with us or like if he was at a holiday or whatever, it felt a little guilty to me that he wasn't with his other kids because I think his other kids are amazing. They're great kids.
Starting point is 00:44:22 You know, that was a, that's a loss for me, is those kids not being able to see them because I just thought they were impressive. And he's a good dad that way. And they love those kids. But the problem that coming back, I'm doing my circle like you did, is the point is maybe he wasn't ready to talk about those long-term goals because he couldn't see past getting kids through high school, really. So we need to find somebody that's honest with themselves and honest with you and, you know, can see a future. Like, where are we going to go? What are we going to do?
Starting point is 00:44:59 And it doesn't have to be like, are we going to move somewhere else? but like, what do we want to, you know, do we want to take, like, should we plan a trip next year? Should we, you know, do we want to, what do we want to do for our holidays, you know? You know, what's interesting is that, like, when I said to him, you know, when we were talking, we know, because I've never, never been on a honeymoon. And so I said, you know, because we're, you know, taking off for to get married, I said, why don't we take all the kids to Disneyland for our, for our, for, for, for, for, for, for, for, our basic, for our honeymoon.
Starting point is 00:45:35 And he kind of looked at me. That was crazy. But I wanted to do something for us, like all of us. I didn't want to just do something that was like him and I just going off and going on a trip and coming back and being like, okay, I wanted to do something that really was like family building. That's not a honeymoon though, Kelly. No, I know.
Starting point is 00:45:53 But I've never been on a honeymoon, so I don't even know what a honeymoon is life. A honeymoon is simple. You go away and spend a week with your new. bride and then you come home or a husband i mean what do you mean well i never did that so um i mean if you don't remember i got married and then my ex-husband went off and i don't know he went to like uh fashion week or something i don't remember that but kelly Tommy do you think i should get married again no wait just let me go back i forgot about that i forgot about that about him going to fashion week and ha that is horrible how do you not you know have a hundred you know
Starting point is 00:46:32 honeymoon, even if it's a couple days. I never, we never went on honeymoon. Well, and that's just part of the reason why that was just, you know, there was a lot of things that were just not going to be successful there, that, you know, I mean, the fact that that was not a consideration for him is hard. That's really hard. And that's just, I'm getting emotional thinking about it, Kelly. I'm just so sorry.
Starting point is 00:46:56 That is just a broken part of your life. I mean, I honestly feel like, and maybe this is like, maybe just like talking to you about this is maybe like having me come to a realization that, you know, like I didn't have, you know, you were my twin brother. I didn't have to take care of you. You took care of yourself and we did things together. But I always felt that I always, like with Gilles, I always had to take care of him. I always have to organize everything.
Starting point is 00:47:24 I had to like, you know, when he came back, I had to make sure that like, you know, he had like, you know, a place, a good place to live and a place to do things. And, you know, there was an environment for him that he, you know, he had friends. And I was always taking care of him. And that obviously taking care of my girls and just some people are nurturers and some people are. I happen to be a nurturer. I happen to love making sure that people are healthy and happy and successful. It's just like part of who I am. But I have realized, because when I started this whole process, I said, to my producer, I was like, I'd love to do this podcast, but I'm not going to do it if I don't go through therapy. And so I started, you know, I was doing, I was going through therapy and being
Starting point is 00:48:09 on the podcast at the same time. And one thing that I realized is that I don't want to be in a relationship where I'm nurturing the other person because that just puts me, again, I'm always on my back foot. I'm always like, how do I, how do I, how do I, how do I take care of things? How do I organize things. How do I? And I just don't want that. In my, the next chapter of my life, I want to, I just want to feel like I'm going to hug. I just want to like come home and be like, oh, I don't want to be, you know, it's like I've always been, I'm going to start crying, but I've always felt so alone. And, um, you're not alone, Kelly. I know. You have people that love you, including me. I know. Kids and your kids. But.
Starting point is 00:48:57 thank you you're so let's go back to the answer to the original question which is should you get married again and you were kind of asking it in a funny way and absolutely 100% you should get married again now your therapist who is probably some new york crackpot will probably say that's wrong but i don't really care no she actually said you should get married for the first time is what she said okay well you know i mean i'm i'm a lawyer so i don't know about this stuff but you know
Starting point is 00:49:31 but i mean it just seems like to me that having a mate is really important you know i was some we were having i was having conversation with me about like there are people that have gotten uh that they've been widowed or you know and and or older and they're like oh i'm not going to get why want i get married again you know i don't want to get married again you know i don't want to get married again. And it just, I think to myself, and maybe I'm the dumb assid, but I'm like, why wouldn't you want to get married again? Why do you not want to have that person that cares for you every day that you can count on
Starting point is 00:50:08 that you've got that text from or that call from or like it's, we're going to do something together and it's going to be good? It may not be great all the time, but a lot of times it's going to be good. So yes, you should get married again. and I'm glad I'm smart like the therapist. Married for the first time she met, like have like a real marriage, like a real. She's like, that's what you always wanted as a family for your family.
Starting point is 00:50:35 She's like, go and get it. I'm like, okay. I agree with her. Maybe she's not as crazy crockpat, or whatever, New Yorker, as I said. Maybe she does have some sense. So since I've been on the podcast, have you noticed anything? I mean, we have, I haven't gotten to see you that much.
Starting point is 00:50:52 this year but have you noticed anything different about me you're like no yes is that the right answer do you think I'm more open do you think I'm funnier maybe not no I don't think there's been a big change but I do feel like you um you know you've you've got to give yourself a chance to be with somebody that, you know, got to give somebody a chance and they've got to give you a chance and, you know, it's really difficult. You know, the one thing that that dips, that Pascal said in that podcast,
Starting point is 00:51:36 I did agree with. I kind of liked it. What did he say? He said that, you know, if you're going to go out with people, you shouldn't always expect that this, you're going to go out on a date and meet your, you know, future mate. You should go into it with the expectation that maybe I'm going to meet somebody
Starting point is 00:51:51 or make a friend. which, you know, secretly, I think if you're going out of a date, you kind of have that hope, right, that I'm going to meet the person, that I'm going to, you know, hopefully this will turn into romantic. Yeah.
Starting point is 00:52:03 But I guess really for, I guess maybe what he's really trying to say is, look, don't put so much pressure on it when you go out with somebody. You know, don't give them a whole bunch of questions. Just find out about them and, you know, let them find out a little bit about you. And, you know, just kind of be honest. Because at this point in your life, just, you know, I think honestly it's the best policy to say, look at it.
Starting point is 00:52:27 I mean, I'm after a future. You know, you seem great. Can we do this together? What are you after? And if the guy is just like a social climber or somebody that just wants to, you know, get his picture taken with you, then, you know, you'll figure that out pretty quickly. It's interesting because one of my friends on the podcast, she's her name with Cheryl Burke, and she's on Dancing with Stars. And she is such an amazing human. I love her so much.
Starting point is 00:52:49 And she said that she's like, Cheryl Burke, Cheryl Burke from Dancing Thoreau. serve she's amazing i love her she's celibate an incredible dancer holy she's amazing time she's watch her all the time oh my god she's so cool um and we've become really good friends and she said to me um she was like i uh she goes you need to ask more questions and she goes not she goes some people are like you have to ask like how many kids what do they like all these things she's like no no no she goes you're not you're not answering asking the right questions she goes if a guy is divorced you can ask okay why are you divorce. But she goes, don't go into it. She goes, the way he tells you, you know why he's got divorced. So it's like whether there was infidelity or there was no sex or whatever it was.
Starting point is 00:53:30 So I really, really love that. My friend Deanna, we've become really, really good friends after spending a lot of time together. And she was telling me how she doesn't know that if she would ever get married, you know, again. And if she did, she didn't have a pre-up, which is all these things are great. But she was really good, too, with me and saying that, like, And she's done a lot of work on herself. And she just said that, like, that I'm not asking the right questions and that I need to listen what they're saying and move on. And, you know, you just said that you said the same thing. You said, like, you need to find out, like, what their goals are?
Starting point is 00:54:05 Like, what? Do you want to sail for the rest of your life, you know, into the sunset? Like, are you, you know, in a 10-year plan of, you know, of work? Like, what is it? So. I agree with Deanna. You need a pre-op. You need this.
Starting point is 00:54:17 You need that. Maybe you totally need a pre-up. Right. I mean, with that particular last relationship, it'd be able. Yes. But agreed. Agreed. I wouldn't, I don't know if I would, there would be, there is certain situations where I probably might, I wouldn't get a pre-up.
Starting point is 00:54:31 I mean, you might go in and figure out that maybe you don't need it. Right. You know, anyway, I just, I don't think you should go. I'm not getting married again. I'm going to get a pre-nop. I'm doing this. I'm doing that. Maybe.
Starting point is 00:54:42 Oh, no, no. No. No, no. I'm open to it all. I know that, I know my person is out there. I love you, Tommy. Do you have any parting advice, Tommy, to give to my listeners on iTunes part two. They're going to love you.
Starting point is 00:54:56 They're going to eat you up. First they are. What's not to love? I'm not going to find out there and find it listeners. It's out there for you. There are great people all over this country waiting to meet you. So go find them and be happy. I love you, Kelly, so much.
Starting point is 00:55:13 I love you, Tommy. Happy birthday. Happy birthday. This has been so. so much fun. Thank you, Tommy, for coming on the podcast. Are you single after a divorce and needing some guidance? I am here to help. Email us or call us. We're here to help. All the infos in the show notes. Follow us on socials and make sure to rate and review the podcast. I do part two and IHeart Radio podcast. We're falling in love is the main objective.
Starting point is 00:55:48 My boyfriend's professor is way too friendly, and now I'm seriously suspicious. Wait a minute, Sam. Maybe her boyfriend's just looking for extra credit. Well, Dakota, luckily, it's back to school week on the OK Storytime podcast, so we'll find out soon. This person writes, my boyfriend's been hanging out with his young professor a lot. He doesn't think it's a problem, but I don't trust her. Now he's insisting we get to know each other, but I just want her gone. Hold up.
Starting point is 00:56:13 Isn't that against school policy? That seems inappropriate. Maybe. Find out how it ends by listening to the OK Storytime podcast and the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Hello, it's Danielle Fischel. Writer Strong. And Will Ferdell from PodMeets World.
Starting point is 00:56:29 We are back in Las Vegas and giving the people what they want. A full week of Y2K content. Tell me why. Well, for the Backstreet Boys residency at Sphere, of course. We joke and say this is our second marriage. But it takes a lot of communication. Plus, it's carrot top, baby. And finally, Ashley Simpson-Ross joins us to talk about her upcoming sold-out Vegas residency.
Starting point is 00:56:55 Listen to PodMeets World on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. December 29th, 1975, LaGuardia Airport. The holiday rush, parents hauling luggage, kids gripping their new Christmas toys. Then everything changed. There's been a bombing at the TW. a terminal, just a chaotic, chaotic scene. In its wake, a new kind of enemy emerged, terrorism. Listen to the new season of Law and Order Criminal Justice System
Starting point is 00:57:28 on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts. Hey, I'm Jay Shetty, and I'm the host of the on-purpose podcast, and today I'm joined by one of the greatest athletes of all time, Novak Djokovic. He's won 14 grand slams in a glittering career. Novak, Djokovic. When you reach your 30, you start counting your days to your retirement. I'm 38 this year. How long can I push my own limits?
Starting point is 00:57:59 Listen to On Purpose with Jay Shetty on the IHart Radio app, Apple Podcasts, or wherever you get your podcast. Hi, my name is Enya Jumanzor. And I'm Drew Phillips. And we run a podcast called Emergency Intercom. If you're a crime junkie, and you love crimes, we're not the podcast for you. But if you have unmedicated ADHD... Oh my God, perfect.
Starting point is 00:58:23 And want to hear people with mental illness, psychobabble. Yes, yes. Then Emergency Intercom is the podcast for you. Open your free IHeart Radio app. Search Emergency Intercom and listen now. This is an IHeart podcast.

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