Dear Chelsea - Minisode: Verging on Lesbian with Chelsea + Catherine

Episode Date: November 14, 2025

Chelsea and Catherine get a followup from a baby mama who fell out of love… and follows her heart into a whirlwind engagement with a small-town boy. And a couple chooses to live apart after their kids don’t mesh. * Need some advice from Chelsea? Email us at [e-mail] * Executive Producer Catherine Law Edited & Engineered by Brad Dickert * * * The views and opinions expressed are solely those of the Podcast author, or individuals participating in the Podcast, and do not represent the opinions of iHeartMedia or its employees.  This Podcast should not be used as medical advice, mental health advice, mental health counseling or therapy, or as imparting any health care recommendations at all.  Individuals are advised to seek independent medical, counseling advice and/or therapy from a competent health care professional with respect to any medical condition, mental health issues, health inquiry or matter, including matters discussed on this Podcast. Guests and listeners should not rely on matters discussed in the Podcast and shall not act or shall refrain from acting based on information contained in the Podcast without first seeking independent medical advice.  See omnystudio.com/listener for privacy information.

This is an I-Heart podcast. In the heat of battle, your squad relies on you. Don't let them down. Unlock elite gaming tech at Lenovo.com. Dominate every match with next level speed, seamless streaming, and performance that won't quit. Push your gameplay beyond performance with Intel Core Ultra processors. For the next era of gaming.

Upgrade to smooth, high-quality streaming with Intel Wi-Fi 6E and maximize game performance with enhanced overclocking. Win the tech search. Power up at Lenovo.com. To beat the champ, you got to knock him out, the Dodgers stand tall and went back-to-back titles. I'm Richard Parks III. My show Dodger Blue Dream captures all the drama, tension, and ecstasy of the best world series win of all time in our new episode, Game 7. No way! Out now. Listen to Dodger Blue Dream on the IHard Radio app, Apple Podcasts, or wherever you get your podcasts.

She said, Johnny. The kids didn't come home last night. Along the central Texas plains, teens are dying. Suicides that don't make sense. Strange accidents and brutal murders. In what seems to be, a plot ripped straight out of Breaking Bad. Drugs, alcohol, trafficking of people. There are people out there that absolutely know what happened.

Listen to Paper Ghosts, the Texas Teen Murders, on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. I'm Robert Smith, and this is Jacob Goldstein, and we used to host a show called Planet Money. And now we're back making this new podcast called Business History about the best ideas and people and businesses in history. And some of the worst people, horrible ideas, and destructive companies. in the history of business. First episode, how Southwest Airlines use cheap seats

and free whiskey to fight its way into the airline is. The most Texas story ever. Listen to business history on the IHeart Radio app,

Apple Podcasts, or wherever you get your podcasts. What do you get when you mix 1950s Hollywood, a Cuban musician with a dream

and one of the most iconic it comes of all time? You get Desi Arness. On the podcast star in Desi Arnaz and Wilmer Valderama, I'll take you in a journey

to Desi's life, how he redefined American television and what that meant for all of us watching from the sidelines waiting for a face like hours on screen. Listen to starring Desi Arnaz and Wilmer Valdarama on the IHard Radio app, Apple Podcasts, or wherever you get your podcast. Hi, Catherine. How's it going? Hi, Chelsea.

It's going pretty good. It's going pretty good. I have a follow-up. Okay. And it is a wild one. So this is Victoria, who called in on our Karamo Brown episode. She was in the situation where she, like, had a couple kids, I think, with her baby daddy and loved him in a platonic way, but wasn't in love with him anymore. And she was like, I'm basically bisexual, verging on lesbian and want to experiment over there and kind of had started doing that.

I like verging on lesbian. Aren't we all verging on lesbian? I think so. So, yeah, she was sort of ready to blow up her life and leave, and the advice was like, it's time. Like, if you keep cheating with women, like, it's time. So, I asked her what's been up. She said, oh, my God, girl, it's been a roller coaster. It's a very long story, so good luck editing it, ha ha. Did I take Chelsea and Carambo's advice?

Yes and no. I listened to every episode, and I'd say it was one of the more harsh reactions to a listener's problem than most. You and my girlfriends that I shared the episode with were like, damn, they gave it to you. I continued to try and date girls and even got a little serious with one. We went on several dates, including going to her place where she cooked me pasta, and it ended in a lovely makeout session. But even though my baby daddy was aware of the entire thing and knew I had a dating app specifically for hooking up with girls, he still made a huge fuss about it and was truly hurt by it. Shit has now seriously hit the fan because I headed to beautiful Northern California for my dear 103-year-old grandma's funeral a few months ago and ended up meeting a guy, gasp, while out there. It was truly love at first sight.

He wasn't looking for love, and I sure as hell wasn't looking for love with a man. but he fit my male physical type completely. I take it as my sainted grandmother's party gift to me. She lived in a teeny tiny town and never ever have I ever run into such a beautiful man in the many, many times I have visited over the years. Because I was with family, we didn't really get to hang out while I was in town, but I got his number and literally the next day we made plans to meet up in L.A. He would fly down from NorCal and I would fly from the East Coast.

Fast forward a month, baby daddy finds out about him and I had to cancel my trip. This new guy is such a peach that he changed his flight and plans around and flew out to me instead. We had the most amazing weekend together and officially started our relationship. It gets crazier. We decided he would come out to me again for my birthday, which would be a couple of months later. But in the meantime, I decided that would be too long. So I planned a surprise trip out to see him, along with a surprise engagement. We were at a restaurant, and I hopped on the band's mic, professed my love to him in front of the entire small town of 7,000 people, gave him a ring,

and he eagerly said yes. I hired a photographer, and we took the most amazing pictures. Unfortunately, I have two kids, and he has two kids, so neither of us have the ability to move across the country for the other with our respective baby parents. But we're so in love and so committed. He knows I'm by, and although he's not enthusiastic about sharing me, he knows that possibly bringing a girl into the bedroom would bring me joy,

and he's okay with that. His only boundary is me hooking up with other guys, which I have zero intention of doing. So, yes, I still want to explore things with girls, but now I've found true love. And if it happens with women, I know my partner will be okay with it. I drunkenly made out with a female co-worker recently, and he brushed it off as nothing so I can confirm this is the case. As far as baby daddy goes, we still live together because we own our house together, and it needs works, we can't just sell it tomorrow. We live in a high-cost

area, and neither of us could buy the other out or afford mortgage and a rent. So I'm stuck in this terrible living situation until we fix up the house and sell it, which I'm in the process of doing, while also applying to school, working full-time, maintaining some sort of social life, juggling a long-distance and taking care of two kids. Let me know if you have any follow-up questions. X-O. Victoria. And there's a picture of her with the very hot guy.

Well, it just turns out you weren't into your boyfriend, period. Like, I fucking told you. Didn't I tell her? Yeah, that was the thing. We're like, we've got to dump this guy. Okay, so it takes another man's for you to realize that you have to get out of your situation. I guess so. I guess so.

I love how men are like, it's okay if you hook up with women but not another man. That's how little they think of women. You know? Like, oh, you can cheat with a girl, but you can't cheat with a guy. Why? What's the fucking difference? I know. It's a little homophobic, too, because it's like, well, that's not real cheating. Like, yes, it is. It totally is. It's all kinds of, there's all sorts of wrong things with that. Well, Victoria, I wish you the best. I do too, Victoria. And it sounds like you do need a harsh critic. So I'm here for you whenever you need one. All right. Follow up with us when, when and if anything changes. In the heat of battle, your squad relies on you. Don't let them down. Unlock elite gaming tech at Lenovo.com. Dominate every match with next level speed,

seamless streaming, and performance that won't quit. Push your gameplay beyond performance with Intel Core Ultra processors. For the next era of gaming, upgrade to smooth high-quality streaming with Intel Wi-Fi 6E and maximize game performance with enhanced overclocking. Win the tech search. Power up at Lenovo.com. And she said, Johnny, the kids didn't come home last night.

Along the central Texas planes, teens are dying. Suicides that don't make sense. Strange accidents and brutal murders. In what seems to be, a plot ripped straight out of breaking bad. Drugs, alcohol, trafficking of people. There are people out there that absolutely know what happened. Listen to paper ghosts, the Texas teen murders. on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.

What do you get when you mix 1950s Hollywood, a Cuban musician with a dream, and one of the most iconic sitcoms of all time? You get Desi Arnest, a trailblazer, a businessman, a husband, and maybe most importantly, the first Latino to break prime time wide open. I'm Wilmer Valderrama, and yes, I grew up watching him, probably just like you and millions of others. But for me, I saw myself in his story. canary cages to this night

here in New York. It's a long ways. On the podcast starring Desi Arnaz and Wilmer Valderama, I'll take you in a journey to Desi's life. The moments it has overlapped with mine, how he redefined American television, and what that meant for all of us watching from the sidelines, waiting for a

face like hours on screen. This is the story of how one man's spotlight lit the path for so many others and how we carry his legacy today. Listen to starring Desi Arnaz and Wilmer Valderrama That's part of the My Cultura podcast network available on the iHeartRadio app, Apple Podcasts, or wherever you get your podcast. I'm Robert Smith. This is Jacob Goldstein.

And we used to host a show called Planet Money. And now we're back making this new podcast called Business History about the best ideas and people and businesses in history. And some of the worst people, horrible ideas and destructive companies in the history of business. Having a genius idea without a need for it. is nothing. It's like not having it at all. It's a very simple, elegant lesson. Make something people want. First episode, how Southwest Airlines use cheap seats and free whiskey to fight its way into the airline business. The most Texas story ever. There's a lot of mavericks in that story. We're going to have mavericks on the show. We're going to have plenty of robber barons.

So many robber barons. And you know what? They're not all bad. And we'll talk about some of the classic great moments of famous business geniuses, along with some of the darker moments that often get overlooked. Like Thomas Edison and the electric chair. Listen to business history on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. To beat the champ, you got to knock him out. The Dodgers stand tall and went back-to-back titles. I'm Richard Parks the 3rd.

My show Dodger Blue Dream captures all the drama, tension, and ecstasy of the best world series. win of all time in our new episode, Game 7. No way! Out now. Listen to Dodger Blue Dream on the IHard Radio app, Apple Podcasts, or wherever you get your podcasts. This is kind of an interesting one. I'm interested in your perspective on this. Michelle says, Dear Chelsea, my boyfriend and I have been together for about eight years and have lived together for the last two and a half. Recently, issues with our blended family have come to a head and we've decided to live separately. Even though I'm the one that I'm having a hard time with it. It seems like a step back, not forward. He has a 22-year-old son who lives with us and a 24-year-old daughter who doesn't, and I have a 13-year-old daughter. I can't say one specific thing that has happened to come to this decision. It's more like death by a thousand cuts. I have come to terms with us living apart, and what I'm having a hard time with is how to move forward and make things work with me and my boyfriend. He thinks my daughter is rude and has made it clear that he doesn't think he'll ever be able to have a relationship with her. I'm not going to say that she's perfect and never talks back, but as far as

13-year-old girls go, I think she's better than most. He brings a lot of value to my life and we have a lot of fun together. I'm feeling a bit stuck. Do I just see how things go? Maybe when she's out of the teen years, it will get better. I appreciate any help, Michelle. Hi, Michelle. Hi, how's it going? Good. How are you doing? Good. I have a friend who just went through this exact same situation. They had a blended family. She has a son and her partner had a daughter and a son, has a daughter and a son. They were trying to move in together. They tried to blend their families together, and it was a no-go. There was no jelling happening between the kids. So they ended up buying a house, like a house for them to be in in the middle, and like to share, and then they each, and then they

had another house. And basically, it just all kind of fell apart. They didn't break up. They stayed together and just let it go. They're like, it's not going to work. We're not going to live together. We're not blending our families. It's just not working. Now they're not, engaged to get married. So they just gave it a year or two. Everything calmed down. The kids got a little bit older. Everything started to gel. And by being apart, it actually magnified the reason that they were together in the first place. They didn't break up. They stayed together, just like you and your boyfriend are going to stay together. So what I would say to you is don't be attached to the idea of the fact that you're like separating and living in different houses that that's going to

have that you're breaking up. You're not. You're doing what's right for your families and for your kids. And you can still have, in some senses, an even stronger romantic relationship because you don't live together. Yeah. I mean, that's what I'm hoping for. I, you know, I feel like what we're doing now just doesn't work. Right. So it's either going to, you know, make it or break it. Right. Maybe it's just time we'll tell. But, you know, we have been together for eight years. And if he hasn't been able to form a relationship with my daughter yet, like, I'm just, if it's been eight years, then he hasn't formed a relationship with her. Like, is he going to be able to? And then... My friend had the same problem with that. This is the same exact thing. She wanted this man to be the father that her son never had. And it's just not going to be what she had imagined. There is a relationship there.

but I understand what you're saying, but I think you have to not put so much pressure on their relationship, especially if you guys aren't living together. Like, you can't force a relationship like that. And yeah, while it's not your ideal, is it worth breaking up over it? Like, does she dislike him, your daughter? No, I don't think it's that she dislikes him. I think it's almost like she's just kind of indifferent, I guess. Uh-huh.

Well, maybe if the pressure is taken off of the situation, that allows them to have a much more natural, organic. She's only getting older and more mature. So the chances of them connecting and having a more calm, respectful relationship are bound to increase with age and her maturity, right? And with the pressure taken off of the situation, I really believe that will yield better results. Yeah. Grown men, like, don't know what to do with a 13. They don't know what to do with a 13-year-old girl. They don't know what to do with many things.

So I wouldn't worry about that. And don't put so much pressure on their relationship. Like, take a step back from that and focus on your relationship with your daughter. Yeah. And I think, you know, when we do move out, you know, looking forward to it, just being us and all the things that come along with that. Yeah. She's at the age where she, like, shares my clothes and, like, you know, she'll be able to just kind of come and go out of. my room. Like, it'll just be a little different. Yeah. And you're, and you're never going to get

that time back with your daughter. So enjoy that. This guy's going to be around. He's been around for eight years. You can have, you know what I mean? Focus on your time with your daughter and make sure that she knows you're there for her. That's even more important overall is that you're leaving, you know, moving out for the benefit, you know, of her really so that you can be with her. Like, their relationship isn't, is that how it's being presented to her? Like, how is it being presented to your daughter? I presented it to her like, it's just not working for anybody, which is the truth. It's not working for, you know, him, his son, me, my daughter, it's not working for anybody. Great. So that's kind of how I presented it. And that's a great, that's great parenting.

Yeah. You're putting aside your needs and wants for what's best for you and your child, and that's what you should be doing. Yeah. So that's good. This is a good thing. This isn't a negative thing. You're not breaking up. It's all positive. It's all in a sign of maturity. Like, don't hold on to the idea that they have to have this relationship that you envision. That is not what's going to happen. They're going to have a relationship. I mean, it will most likely improve over time. I know it's already been eight years, but she's, how old is she now?

13. Okay. So there you go. So that's perfect. So take this time with her, treasure it, enjoy yourself, enjoy the distance of not having to sleep in the same bed with your fucking boyfriend every night also. Right. Yeah.

And your daughter's going to be stoked to have you all to herself for a little while. this is all, I think this is all good things. Yeah. Yeah. I mean, you know, I feel good about the decision. I was, you know, leading up to, I was like going back and forth. But then when I finally made the decision, like, you know, I, like this is one, I don't have any doubts that I don't want to move out. This is definitely what I want to do. Right. Good. Yeah. All right, Michelle, thank you for calling in. All right. Thanks guys. Bye. Bye, Michelle. Take care. an interesting one. Yeah, I like a modern family. Yeah, I do too. Okay, and we're wrapped on another episode of Dear Chelsea. Thanks, guys, for listening. Come see me. Come see me live. It's going to be a good time, guys. I just announced all my tour dates. They just went on sale. It's called the High and Mighty Tour. I will be starting in February of next year. So I will be touring from February through June. So go get your tickets now. If you want to come see me perform, I will be on the High and Mighty

tour. Do you want advice from Chelsea? Write into Dear Chelsea Podcast at gmail.com. Find full video episodes of Dear Chelsea on YouTube by searching at Dear Chelsea Pod. Dear Chelsea is edited and engineered by Brad Dickert. Executive producer, Catherine Law.

And be sure to check out our merch at Chelseahandler.com. In the heat of battle, your squad relies on you. Don't let them down. Unlock Elite Gaming Tech at Lenovo.com. Every match with next level speed, seamless streaming, and performance that won't quit. Push your gameplay beyond performance with Intel Core Ultra processors for the next era of gaming. Upgrade to smooth high-quality streaming with Intel Wi-Fi 6E and maximize game performance with enhanced overclocking.

Win the tech search. Power up at Lenovo.com. Back to back titles. I'm Richard Parks the 3rd. My show Dodger Blue Dream captures all the drama, tension, and ecstasy of the best world series win of all time in our new episode, Game 7. No way! Out now. Listen to Dodger Blue Dream on the Iheart radio app, Apple Podcasts, or wherever you get your podcasts. Is she said, Johnny?

The kids didn't come home last night. Along the central Texas plains. teens are dying, suicides that don't make sense, strange accidents, and brutal murders. In what seems to be, a plot ripped straight out of Breaking Bad. Drugs, alcohol, trafficking of people. There are people out there that absolutely know what happened. Listen to paper ghosts, the Texas teen murders, on the I-Heart Radio app, Apple Podcasts, or wherever you get your podcasts. I'm Robert Smith, and this is Jacob Goldstein, and we used to host a show called Planet Money.

And now we're back making this new podcast called Business History about the best ideas and people and businesses in history. And some of the worst people, horrible ideas, and destructive companies in the history of business. First episode, How Southwest Airlines Use Cheap Seats and Free Whiskey to fight its way into the airline is. The most Texas story ever. Listen to Business History on the IHeart Radio app, Apple Podcasts, or wherever. Get your podcasts. What do you get when you mix 1950s Hollywood, a Cuban musician with a dream,

and one of the most iconic it comes of all time? You get Desi Arness. On the podcast starring Desi Arnaz and Wilmer Valderrama, I'll take you in a journey to Desi's life, how he redefined American television and what that meant for all of us watching from the sidelines, waiting for a face like hours on screen. Listen to starring Desi Arnaz and Wilmer Valderrama

on the IHard Radio app, Apple Podcast, or wherever you get your podcast. This is an IHeart podcast.