Dear Chelsea - Minisode: Our Parents are Dating with Chelsea + Catherine

Episode Date: April 24, 2026

Chelsea and Catherine deal with an awkward etiquette situation.  Then: A caller follows up about making out with her boss.  And a couple is in trouble when their parents start dating each ot...her.  And a powerbottom needs Chelsea’s help. * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * 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.

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Starting point is 00:00:00 This is an I-Heart podcast. Guaranteed human. A win is a win. A win is a win. I don't care what I'm saying. Yep, that's me, Clivert Taylor the 4th. You might have seen the skits, my basketball and college football journey, or my career in sports media.
Starting point is 00:00:16 Well, now I'm bringing all of that excitement to my brand new podcast, The Clifers Show. This is a place for raw, unfilled conversations with athletes, creators, and voices that not only deserve to be heard, but celebrated. So let's get to it. Listen to The Clifford Show on the IHeard Radio app, Apple Podcasts, or wherever you get your podcast. And for more behind the scenes, follow at Clifford and at TikTok's podcast network on TikTok. When a group of women discover they've all dated the same prolific con artist, they take matters into their own hands.
Starting point is 00:00:48 I vowed. I will be his last target. He is not going to get away with this. He's going to get what he deserves. We always say that trust your girlfriends. Listen to the Girlfriends. Trust me, babe. On the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. This week on the Sports Slice podcast, it's all about the NFL draft.
Starting point is 00:01:15 And we've got a special guest. The director of the NFL's East West Shrine Bowl, Eric Galco, joins the Sports Slice podcast to break down what really matters when evaluating draft prospects. From hidden traits teams look for to the biggest mistakes franchises make to the players flying under the radar. This is the insight you won't hear anywhere else. If you want to understand the draft like an insider, you don't want to miss this episode.
Starting point is 00:01:39 Listen to the Sports Slice podcast on the IHeartRadio app, Apple Podcasts, or wherever you get your podcast. And for more, follow Timbo Slica Life 12 and TikTok podcast network on TikTok. Hi, everyone. I'm Cheryl Stray, author of Wild and Tiny Beautiful Things. I'm excited to share that I have a new podcast called Mind Over Mountain.
Starting point is 00:01:58 In each episode, I interview athletes, adventures, and adrenaline seekers to discuss the inner landscapes that informed and inspired their extraordinary feats. So we, too, can better understand how to face our own seemingly insurmountable challenges. Listen to Mind Over Mountain every Thursday on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Okay, for the high and mighty tour, people, we are rocking and rolling. These are the shows we have coming up. April 23rd is Kansas City, Missouri.
Starting point is 00:02:28 April 24th is St. Louis, Missouri. April 25th is Minneapolis. April 30th, Nashville. May 1st, Charlotte, North Carolina. May 2nd is Durham, North Carolina. May 6th in Los Angeles at the Sabon Theater for Netflix is a joke. May 15th, I will be in Saratoga. May 16th, Monterey.
Starting point is 00:02:49 May 17th, Modesto. I will be in Port Chester on June 4th. And we added two new dates to, the High and Mighty tour. On June 3rd, I am coming to Saratoga Springs, New York. So pre-sale has begun for that. And then on June 28th, I am coming to Nantucket, and pre-sale has started on that. June 5th, I will be in Boston, Massachusetts. June 12th, I will be in Portland, Oregon. And June 13th, I will be in Seattle, Washington. June 27th is going to be Hyannis, Massachusetts. August 6th, is Red Bank, New Jersey. August 7th, I'm coming home to Montclair, New Jersey. August 15th.
Starting point is 00:03:25 is Calgary, Alberta, Canada. September 18th, Santa Barbara, September 19th, San Diego, September 25th, I will be at the beacon in New York City. September 26th, I will be in Philadelphia, September 27th, New Haven, Connecticut, October 2nd, Atlanta, Georgia, October 3rd, Baltimore, Maryland, October 4th, Saginaw, Michigan, October 9th, Pittsburgh, Pennsylvania, October 10th, Toronto, Canada. October 16th, I'm coming to Boise, Idaho. October 17th, Spokane, Washington, November 7th, I will be in San Francisco, and November 13th, Salt Lake City, November 20th, Austin, November 21st, Houston, Texas, November 22nd, Irving, Texas. December 5th, I am adding a second show in Denver, for those of you who couldn't get tickets to the first one. And on December 6th, I will be coming to Vancouver, Canada.
Starting point is 00:04:22 Okay, those are all my dates for the high and mighty door. to chelsea handler.com for tickets. Hi there. Hi, Catherine. Good morning, Chelsea. Good morning. Hi. We're back in your house. My house is tranquil. We wouldn't let a candle. Look, guys. We're in my home. It's nice. I slept at about 13 hours last night. I love it. I feel Encreable. Encreible. Say, se Santo Incredible or Siento Increably. Yeah, Siento. Increble. Yes. You have something in your tooth right there to the left of your, to the left of your big tooth. This one? Yeah. Do you get it? No.
Starting point is 00:04:56 It's right. That one. Brad. I think it's gone. Well, no, that should be on camera for sure. Yeah. It's gone now. I mean, listen, I do think like a real friend will be like, you have smoothie in your teeth,
Starting point is 00:05:09 which is exactly what's going on there. Yeah, you have to tell people. I don't even think it's about being a friend. It's just about seeing. It's respect. It's like it's more embarrassing for the person in the moment, but then, no, I think I'm okay. But is it, though? I mean, I want someone to tell me when I have a fucking food in my tooth or teeth or a tooth.
Starting point is 00:05:25 I was actually talking to Yamanika's folks yesterday. She's got... Yamanika's moving in, you guys. She is. I let her sleep with me one night on the road because she fucked up and double booked herself into two hotel rooms in the wrong city. So we were like, say we were in Chicago, she booked them in Minneapolis, two hotel rooms. So she lost all that money.
Starting point is 00:05:44 And so I let her sleep with me one night. Then the next night, she's like, that was fun. And I was like, it was fun because it was one night. It's not fun for you to be fucking sleeping in my bedroom with me two nights in a row. Yeah. So then now she's sleeping here for Netflix as a joke festival. We'll both be performing you guys May 6. Tickets are available at Chelsea.com.
Starting point is 00:06:01 Chelseahandler.com. Chelsea handler. Jam. And she'll be staying here. And then I fear she'll never stay anywhere else. I don't think she's going to leave. Yeah. I just got a text from her.
Starting point is 00:06:12 We're doing shows this weekend. And she said, oh, I fucked up with my hotel room in Mesa, Arizona. And I was like, that's on purpose at this point. I know. She wants to be with me. And we've discovered that she'll take sex from a man or a woman. woman. So she's fluid. She's not, she doesn't care. She just wants action. And I think she gets so much affection from me that she's confusing that with some sort of sex. You don't have Doug there. So you just
Starting point is 00:06:34 have to like cuddle Yamanika. Yeah. Well, that's racist, Catherine. I have an update from a caller. And this is a little bit of a disappointing one. They took my advice and all shit went everything. No, she chickened out. So Stephanie, who had called it on our Josh Radner episode, the one who wanted to make out with her boss. I just have to tell you now, the thing that was on the last, left side of your tooth is on the right side of your teeth. Do you have a toothbrush? I got to and I want to just be on the record. It's more uncomfortable for the tellee. It is. It is. For the teller, for the teller than the tellee. Because then you have to bring it up twice. Especially when it moves. And it can sound like you're kind of like, you know, like, what's the
Starting point is 00:07:12 word? You're like. Yeah. Yeah. Or like you're trying to make someone feel bad. And I'm. Thank goodness Chelsea likes you, Brad. You think that's the first time I've been called a bitch? Yeah, you're fine now. There you go. You did it. All right. Let me know if it were good beers.
Starting point is 00:07:31 Okay. So Stephanie says, Hi, Chelsea. Well, I probably still have a crush on my boss. Nothing ever happened. After I talked to y'all, he left on a work trip for a couple weeks, then returned only to leave for more travel about every four to five days. This allowed me to reflect, as it was all quite literally making me go crazy.
Starting point is 00:07:49 I think she was just maybe very horny at the moment. He had stopped drinking. and this actually changed our dynamic a ton. Not as much flirting or texting. We stopped going to dinners or events. He did randomly invite me to go watch his favorite movie. Then the next day he told me he met someone. I'm not hurt by it.
Starting point is 00:08:05 This is his third girlfriend in nine months. He texted me last night at 1238 a.m. saying he liked my new hairstyle. WTF. I know. He's like dragging her along. He's annoying. Yeah.
Starting point is 00:08:15 Yeah. Anyway. He loves very hard and honestly I'm not interested in love bombing. I'm too independent for that. So there's a little relief. It's not me. me. Also, I still love my job and I don't want to leave it to even explore this option. I'd for sure so like to make out with him at least once. I mean, why not? But for now,
Starting point is 00:08:30 it's boundaries and being a supportive friend slash coworker, Stephanie. Great. That's not disappointing. That's probably best. She probably saved herself. Yeah. Some drama and whatever other words go with drama. Yeah. Love bombing for sure. Yeah. Yeah. Also, when somebody texts you at 1230 in the morning, we all know what that means. We all know what that means. That means you up. Yeah. Heart Radio is throwing it back. 2010s, the decade.
Starting point is 00:09:00 To the days of huge hits. An unforgettable items. A nonstop stream of the biggest and best. Drake, Rihanna, Beyonce, Katie Gaga, the weekend. And more. All your decade defining favorites all in one place. Hi, it's Katie Perry. Hey, it's Bruno Mars.
Starting point is 00:09:16 This is Kesha. Find 2010's The Decade on the free IHeart Radio app. Preset the station so it's always one tap away. A win is a win. A win is a win. I don't care what I'm saying. Yep, that's me,
Starting point is 00:09:30 Clifford Taylor the 4th. You might have seen the skits, the reactions, my journey from basketball to college football, or my career in sports media. Well, somewhere along the way, this platform became bigger than I ever imagined.
Starting point is 00:09:42 And now I'm bringing all of that excitement to my brand new podcast, The Clifford Show. This is a place for raw, unfiltered conversations with some of your favorite athletes, creators, and voices that not only deserve to be heard,
Starting point is 00:09:53 but celebrated. One week, I'll take you behind, the scenes of the biggest moments in sports and entertainment, and the next we'll talk about life, mental health, purpose, and even music. The Clifford Show isn't just a podcast, it's a space for honest conversations, stories that don't always get told, and for people who are chasing something bigger. So if you've ever supported me or you're just chasing down a dream, this is right where you need to be.
Starting point is 00:10:17 Listen to the Clifford Show on the IHeart Radio app, Apple Podcast, or wherever you get your podcast. And for more behind the scenes, follow at Clifford and at TikTok Podcast Network, On TikTok. There's two golden rules that any man should live by. Rule one, never mess with a country girl. You play stupid games, you get stupid prizes. And rule two, never mess with her friends either. We always say that trust your girlfriends.
Starting point is 00:10:47 I'm Anna Sinfield, and in this new season of the girlfriends, Oh my God, this is the same man. A group of women discover they've all dated the same prolific con artist. I felt like I got hit by a truck. I thought, how could this happen to me? The cops didn't seem to care. So they take matters into their own hands. I said, oh, hell no.
Starting point is 00:11:08 I vowed. I will be his last target. He's going to get what he deserves. Listen to the girlfriends. Trust me, babe. On the Iheart radio app, Apple Podcasts, or wherever you get your podcasts. What's up, everyone?
Starting point is 00:11:29 I'm Ego Wood. My next guest, you know, from Step Brothers Anchorman, Saturday Night Live, and the Big Money Players Network. It's Will Ferrell. Woo. Woo. My dad gave me the best advice ever.
Starting point is 00:11:44 I went and had lunch with them one day. And I was like, and Dad, I think I want to really give this a shot. I don't know what that means, but I just know the groundlings. I'm working my way up through, and I know it's a place that come look for up and coming talent. He said, if it was based solely on talent, I wouldn't worry about you. Which is really sweet. Yeah. He goes, but there's so much luck involved.
Starting point is 00:12:03 And he's like, just give it a shot. He goes, but if you ever reach a point where you're banging your head against the wall and it doesn't feel fun anymore, it's okay to quit. If you saw it written down, it would not be an inspiration. It would not be on a calendar of, you know, the cat. Just hang in there. Yeah, it would not be. Right, it wouldn't be that.
Starting point is 00:12:26 There's a lot of luck. Listen to Thanks Dad on the IHeartRadio app, Apple Podcasts, or wherever you get your podcast. Okay, it's time for some couples counseling with Chelsea. So this is miles. We're having a lot of heat, by the way, for my couples. Oh, good. Your dating service is? Yeah, a lot of heat between gay guys and gay girls, gay girls and gay girls or I'm
Starting point is 00:12:49 gay girls and a lot of heat between gay guys, but we're still having problems personally before I put the men up. Because I didn't really want to put women up and just have men. Like, they're just men or not to be trusted. So, but I did do some finagling on the side before I started broadcasting people. And there's like two people that are on straight couple that are on their like third and one is on their fourth date. Well, do you know, if you, you probably do know this. If you introduce three couples who get married, it's like a mitzvah or you're a minch, something very good.
Starting point is 00:13:23 Well, that's all right. That's already, I'm a mitzvah and I'm a match. I don't need, I need that. And I thought you were going to say, I'm becoming a mitchva. a fairy or something. You're going straight to heaven. Oh, well, I wish I believed in that. Well, Miles and Natalie, this is Natalie writing in. She says, Dear Chelsea, my boyfriend and I recently moved in together and blended our families. We've been together almost three years and have had no major issues until now. Recently, my dad lost his partner and his mom lost hers this past summer.
Starting point is 00:13:50 We invited both of them to join us this past Thanksgiving so they weren't alone. A few weeks ago, my boyfriend's mom reached out to me for my dad's number. All I thought was, how nice, a friend friendship is blossoming. I'm getting texts from my dad with pictures of them gallivanting around little small towns in the Midwest, antiquing, meeting for coffee, drinking wine, and going to museums. All things you would expect old people dates to look like. My boyfriend doesn't like this whatsoever. It's nothing personal toward my dad, but he thinks it's selfish of them to do this to us. My sister and I, however, find it awkward and weird, but think it's actually kind of funny. We're very close with our dad since we lost our mom unexpectedly five years ago. We have the type of a
Starting point is 00:14:27 relationship where my sister and I call him a hoe bag and tease him about all of this. It is weird, but we're supportive. My boyfriend and his mom are not quite as close. They haven't communicated much about this at all since she knows he's not supportive. Here's the thing. I normally tell my boyfriend everything. I want to be able to come home and laugh that his mom spent the night at my dad's, that they went to a museum today, etc.
Starting point is 00:14:48 He gets pretty weird about it. I totally understand his viewpoint, but you only live once and it really doesn't affect our life, is what I say. Help, Miles and Natalie. Hi, Miles and Natalie. Oh, hi. Hi. How's it going?
Starting point is 00:15:01 Good. How are you two doing? Good. So your parents are hooking up? Yes. Yes. And Miles, you don't like that? I'm not a fan.
Starting point is 00:15:15 No, not at all. And I'm a little bit more on the supportive side. Right. Well, luckily, it's really not either one of your business. You know what I mean? Like, it's really not up. to you guys what your parents are going to get up to. And while I understand your discomfort, Miles, I can relate. I just think that, like, let, they've got to do their thing and they're
Starting point is 00:15:37 happy. And, you know, like, what are you going to do about it? I think it's so cute. It is, but I understand the reluctance in wanting to know the details. And Natalie, you don't have to tell Miles everything you know about their relationship. Like, it's not, if he's interested, he'll let you know. And other than that, you've got to just kind of like have a great, nice, loving attitude towards them for doing their thing. It's not like they're having sex in front of you and you have to sit there and watch it. Like, it's not, that's not happening.
Starting point is 00:16:09 So be grateful for small blessings. Yeah. Yep. So. Miles, is it just the ick factor or is there anything else to it that you're? No, it's not even that. I think it's how it happened, not that. It happened if that makes sense because they both recently lost somebody very, very within a couple of weeks of each other.
Starting point is 00:16:32 He lost his significant other. My mom lost her significant other. And so it's kind of like trauma bonding, which has then evolved into something else. And also she was not honest about it where he was telling Natalie everything that was going on and my mom was not telling me. anything that was going on and not being honest about it, even when I asked her about it. So I think that's where. But then he also came across, like, that he wasn't as supportive. So then I was like, well, why is she going to want to tell you anything?
Starting point is 00:17:07 Yeah. I mean, first of all, Miles, you're like kind of like setting her up for failure because she obviously consents as your mother and as a woman. We all have intuition. She can sense that there's a level of disapproval coming from you, whether or not you're exhibiting that or not, like a mother will know how her son feels about something, especially her personal life and especially like this, this kind of sensitive issue. But something that's really important to remember is like, listen, we want people to be happy, period. Don't we? We want the people
Starting point is 00:17:39 in our lives to be happy. Don't make excuses for why you should be unhappy for them or you should be unsupportive of them. Be happy that they found each other. Who cares if it was two weeks? At least they have each other to like console and confide in and spend time together. And isn't that what you would want for any single person in your life that you cared about? Yes. I would agree with that. Do you think they should like address this with mom and dad or that he should with mom just be like, I'm happy for you or? It's already been addressed. Okay. And one awkward thing that I got in the of is they both called me and had me on speaker because my dad wanted to go to his kids sporting event that his mom was going to. And I'm like, why would you be going to that?
Starting point is 00:18:26 Like, I'm not even going to be there. And so we haven't told the kids. And we haven't told the kids. None of the grandkids, no. And so they didn't. I that's socially awkward and, you know, why Miles is having an issue with it. And then I was just like, you know. So my kids were pretty attached to their grandpa that just passed. So introducing us so quickly. So that's another aspect of this is that I don't, it's not that I don't want her to be happy, but my kids, he passed from a long, hard disease. And so it was long deterioration of watching this. And then all of a sudden, they're at his funeral. And then all of a sudden, this is going. on. So we have not broken this to
Starting point is 00:19:12 the kids yet. Okay. How old are your kids? Minor 10 and 12. Minor 7 and 9. Okay. Wow. Good for you guys. That's nice. Yeah. Yeah. Half the time. So. Yeah. Well, even better. That's reasonable. That's totally reasonable not to want to introduce this relationship to your children. That's a separate issue. So like while you work on your acceptance,
Starting point is 00:19:37 you guys can both have like a conversation with them. And I would do it together just to make sure they know you're a united front so they're not playing you off of each other like children would do because you know what I mean? Like let them know. You guys both are supportive. And Miles, you can use this as an opportunity to be like, yeah, we're supportive. We want you both to be happy. The timing is a little quick. While we're going, we're in full acceptance mode and working on our acceptance, we do have to take some time to be sensitive.
Starting point is 00:20:07 the children and what they are learning. And you guys coming out as a couple so soon after doesn't feel right. So let's give it some time. And we just want to make sure you guys understand where we're coming from and that you can be respectful of that. And that's not a tall order. Yeah. Yeah. They did come over for Easter and we told them like, that's fine. Just arrive separately and no flirting. Right. They're just friends and friends. Good. Well, so then they can follow the program, right? If you set the rules down for interaction and you only have the right to set rules around your family and your children. That's it. You can't direct them in any other way. Even if this blows up and ends up being a real, like dramatic something like breakup or whatever,
Starting point is 00:20:51 like all you can do is throw love and support their way. That's it. You're not here to judge them. You're not here to guide them. You're just here to support them. Okay. Yeah. Yeah. Yeah. And now you can double date. Yeah. So that's good. So just, yeah. Just make sure that they know that they have to leave their clothes on at all times. Especially around family members.
Starting point is 00:21:17 Or maybe just like not kiss in front of you two for now. One of my friends recently made a joke that. Well, if they get married, then we'll be stepped. Me and Natalie, we step. I'm like, no, we're not doing that kind of role playing. Nothing. No. I mean, listen, take it for what it is.
Starting point is 00:21:34 It's pretty fucking entertaining. You know what I mean? Yeah. So look at it like that through the lens of comedy and entertainment. Everyone could probably, on both sides, could use a laugh right now. So let that be it. It is pretty hilarious, which is, yeah, I thought it was a good topic for your show. Thank you.
Starting point is 00:21:53 Yes, it's perfect. We love it. Thank you. More of this, please. All right, you guys, take care. All right, bye. Thank you. The newest tracks.
Starting point is 00:22:06 Let's go. New music. And the next big thing. Always on the new music first. Your first place to hear it all. Iheart new music. Your digital station for brand new drops, fresh vines, and tomorrow's bangers. I think we need something new.
Starting point is 00:22:27 Discover I heart new music. Always fresh. Always first. Stream now on the free IHart Radio app. A win is a win. A win is a win. I don't care what you're saying. Yep, that's me,
Starting point is 00:22:40 Clifford Taylor the 4th. You might have seen the skits, the reactions, my journey from basketball to college football, or my career in sports media. Well, somewhere along the way, this platform became bigger than I ever imagined. And now I'm bringing all of that excitement
Starting point is 00:22:54 to my brand new podcast, The Clifford Show. This is a place for raw, unfiltered conversations with some of your favorite athletes, creators, and voices that not only deserve to be heard, but celebrated. One week I'll take you behind the scenes of the biggest moments
Starting point is 00:23:07 in sports and entertainment, and the next we'll talk about life, mental health, purpose, and even music. The Clifford Show isn't just a podcast, it's a space for honest conversations, stories that don't always get told, and for people who are chasing something bigger. So, if you've ever supported me
Starting point is 00:23:23 or you're just chasing down a dream, this is right where you need to be. Listen to the Clifford Show on the IHeart Radio app, Apple Podcast, or wherever you get your podcast. And for more behind the scenes, Follow at Clifford and at TikTok Podcast Network on TikTok. There's two golden rules that any man should live by. Rule one, never mess with a country girl.
Starting point is 00:23:47 You play stupid games, you get stupid prizes. And rule two, never mess with her friends either. We always say that trust your girlfriends. I'm Anna Sinfield. And in this new season of the girlfriends, oh my God, this is the same man. A group of women discover they've. all dated the same prolific con artist.
Starting point is 00:24:08 I felt like I got hit by a truck. I thought, how could this happen to me? The cops didn't seem to care. So they take matters into their own hands. They said, oh, hell no. I vowed. I will be his last target. He's going to get what he deserves.
Starting point is 00:24:25 Listen to the girlfriends. Trust me, babe. On the IHartRadio app, Apple Podcasts, or wherever you get your podcast. What's up, everyone? I'm Ago Wodom. My next guest, you know from Step Brothers Anchorman, Saturday Night Live, and the Big Money Players Network. It's Will Ferrell. Woo, woo, woo, woo. My dad gave me the best advice ever. I went and had lunch with them one day, and I was like, and dad, I think I want to really give this a shot. I don't know what that means, but I just know the groundlings. I'm working my way up through, and I know it's a place that come look for up and coming talent. He said, if it was based solely on talent, I wouldn't worry. about you, which is really sweet.
Starting point is 00:25:11 He goes, but there's so much luck involved. And he's like, just give it a shot. He goes, but if you ever reach a point where you're banging your head against the wall and it doesn't feel fun anymore, it's okay to quit. If you saw it written down, it would not be an inspiration. It would not be on a calendar of, you know, the cat. Just hang in there. Yeah, it would not be.
Starting point is 00:25:35 Right, it wouldn't be that. There's a lot of luck. Listen to Thanks Dad on the IHeartRadio app, Apple Podcasts, or wherever you get your podcast. That's maybe one of my favorite questions we've gotten in a while. I just love that when older, when people die, like the old people just like cling on, not cling on or they. Everything is quick because they have been through life and they're like, fuck this waiting. It's like the opposite of girls not knowing whether to call a guy or approach a guy. It's like they know there's no time to lose and that they got to get down to business.
Starting point is 00:26:11 Especially if they just lost somebody. Yeah. They're like, let's make it happen. I like you. You like me. Right. Right. That guy's dead.
Starting point is 00:26:17 He took him a long time to go. There was no sex probably, you know? Right. Right. Right. Okay. Well, speaking of sex, we have our. You want me to have sex?
Starting point is 00:26:26 Don't make me blush, Chelsea. Oh, I'm sorry. I'm sorry for hitting on you. Only if you're wearing the top half. That's indefinite. No, no. No, no. I mean, that's why I can't have a real job because I would be.
Starting point is 00:26:37 fucking evicted from it. Evicted. Notice my use of eviction. That's what they do at jobs when you can't be there anymore. So this question is our wondering question of the day. And the title is, closet power bottom needs your help. Dear Chelsea. I believe I'm a power bottom.
Starting point is 00:26:54 Yeah. I like to be on bottom. Yeah. Sometimes being on top is too much work. Agreed. Like you fucking work. You're getting to fuck me. Fuck me.
Starting point is 00:27:02 Men have more muscle, quote, unquote, use it. Yeah, I don't understand. Like, I want to just get fucked. Have you seen this thing online that's like men planking till failure? And how long can they last? I think it's less about that than just like hearing them struggle and being in a playing position. No, I feel, yeah, I'm, yeah, I want to get on top of you. I'll let you know.
Starting point is 00:27:22 I'll tap you out. So, Charlie says, Dear Chelsea, I'm a 27-year-old gay man living in Los Angeles with a little bit of an odd situation that I need you to weigh in on. I developed a large skin tag on my butthole when I was around 21. As you can imagine, this would interfere with my sex life. I finally had it removed when I was around 23. After the removal, sex was amazing. I could finally bottom and I was really enjoying it. Everything was good for about a year or so, and then it started to grow back.
Starting point is 00:27:50 This time bigger and more painful. Oh. I know. Now I'm single and in the best shape of my life. I'm a true verse, but I absolutely love bottoming, which I feel like is like the secret of a lot of people who say their verse. It's like they really love to be a bottom. Oh, is that right? Yeah.
Starting point is 00:28:04 I think that's like that's got it. I wouldn't. Unfortunately, because of the skin tag, I've become a strict top. Does it hurt to have sex with the skin? Yeah. I think it's like because of this. It's like getting in the way. Yeah, yeah, yeah. I found a doctor who specializes in gay men, but it's quite expensive and insurance won't cover any of the cost. To do what? Remove it again? Mm-hmm. And I guess like the last person, the last doctor was not a gay men specializing doctor and like could have been done better. So I live comfortably, but this is something I would have to take on some medical debt for. Is it worth it?
Starting point is 00:28:36 it. Part of me thinks that's irresponsible, but I also want to fully enjoy my sex life as a single man. P.S., I was at the Netflix as a joke show at the YouTube theater. I'm a big fan of Chelsea's, and that was my favorite comedy show I have ever been to, sincerely. Well, you can come again. Netflix as a joke festival starts again. May 6. I'm at the Sabam Theater this year. Okay. Yes, but why does an insurance cover this? And maybe that's a stupid question because he's a gay man and they know they're not. It's a specialist. So it's like not under his insurance. Okay. So it's not under his insurance. I would say it's a worth the investment. I think if something you enjoy, yeah, that you're being, you're being,
Starting point is 00:29:11 you're prevented from doing because of that and it's removable. Yeah. I would say financially just to take a bullet and do it. Yeah, especially if you're like living comfortably and like you can pay it off over time. And also to find out like how to get rid of it. Is there a way to get rid of it so that it permanently? Is there a way to ensure that it doesn't come back? Right. I don't know. Maybe there isn't. Yeah, maybe there isn't. But also the specialist would probably be the one to be able to answer that. So yeah. Yeah. Yeah. I want people. to be enjoying themselves. Right, exactly.
Starting point is 00:29:38 Like, I think it's definitely worth it. Yeah. Okay, well, we'll see you guys next week. Bye. Adios. If you want advice from Chelsea, write in to Dear Chelsea Podcast at gmail.com.
Starting point is 00:29:50 Dear Chelsea is a production of IHeartMedia. Follow Chelsea on all socials at Chelsea Handler and find Catherine on TikTok at Flash Cadabra. Dear Chelsea is edited and engineered by Brandon Dickert,
Starting point is 00:30:01 executive producer Catherine Law. Find full video episodes and minisodes on Netflix and get tickets to see Chelsea live at Chelsea handler.com. A win is a win. A win. A win is a win. I don't care what you're saying. Yep, that's me.
Starting point is 00:30:19 Clifford Taylor the 4th. You might have seen the skits, my basketball and college football journey, or my career in sports media. Well, now I'm bringing all of that excitement to my brand new podcast, the Clifers Show. This is a place for raw, unfilled conversations with athletes, creators, and voices that not
Starting point is 00:30:35 only deserve to be heard, but celebrated. So let's get to it. Listen to the Clifford show on the IHard Radio app, Apple Podcasts, or wherever you get your podcast. And for more behind the scenes, follow at Clifford and at TikTok podcast network on TikTok. When a group of women discover they've all dated the same prolific con artist, they take matters into their own hands. I vowed. I will be his last target. He is not going to get away with this. He's going to get what he deserves.
Starting point is 00:31:04 We always say that trust your girlfriends. Listen to the girlfriends. Trust me, babe. On the Iheart radio app, Apple Podcasts, or wherever you get your podcast. I got you. This week on the Sports Slice podcast, it's all about the NFL draft. And we've got a special guest. The director of the NFL's East West Shrine Bowl, Eric Galco, joins the Sports
Starting point is 00:31:30 Slice podcast to break down what really matters when evaluating draft prospects. From hidden traits teams look for to the biggest mistakes franchises make to the players flying under the radar. This is the insight you won't hear anywhere else. If you want to understand the draft like an insider, you don't want to miss this episode. Listen to the Sports Slice Podcast on the IHeart Radio app, Apple Podcasts, for wherever you get your podcast.
Starting point is 00:31:54 And for more, follow Timbo Slice of Life 12 and TikTok Podcast Network on TikTok. I'm Miles Turner. And I'm Brianna Stewart. And our podcast, Game Recognized Game, has never been done before. Two active players giving you a real look at our lives and what we actually think
Starting point is 00:32:10 on and off the court. Nothing's off limits. We talk tanking. I might get in trouble for this answer, but I think it's like definitely happening in the WBA. We talk about our mistakes too. They pulled me to the side and was like, hey, man, we got a call last night,
Starting point is 00:32:25 man, you can't be rolling around the city like this tonight before games. Check out Game Recognized game with Stewian Miles on the IHeart Radio app, Apple Podcasts, or wherever you get your podcast. This is an IHeart podcast. Guaranteed Human.

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