Dear Chelsea - Everyone's in Love with Me with Chelsea and Catherine
Episode Date: December 21, 2023Chelsea and Catherine prepare for the holidays with book recommendations, questionable gift lists, a Chow-chow-filled road trip. Then: A step-mom is tired of putting on Norman Rockwell-level holiday...s for her ungrateful step-kids. An Aussie can’t seem to stay single for long. And a girlfriend’s family refuses to meet her newest flavor-of-the-week… except this one’s for real. * Books mentioned on today’s episode: Psilocybin Mushrooms of the World by Paul Stamets How to Change Your Mind by Michael Pollan The Great Alone by Kristin Hannah Tomorrow and Tomorrow and Tomorrow by Gabrielle Zevin Circe by Madeline Miller  * 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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Apple Podcasts, or wherever you get your podcasts. Hi. Hi, Catherine. Oh, hi, Chelsea. Hi. I still have deep throat voice.
Oh, my gosh. Chelsea, where are you now?
Well, I just did a road trip with my new dog, Mochi, who's a five-year-old chow.
I saw a picture of him, and he is pretty much the cutest thing I've ever seen.
He's a big, fat baby. He's 70 pounds, so it's exactly my body type.
And I took him and Bernice, and he had never flown before,
so his family didn't want him anymore because they had a baby or something.
So I had to pick him up, and he had never been on a plane,
so I didn't want to freak him out and fly him up to Whistler.
But no one in my family thought I could do it.
Everyone's like, do not go on a road trip from L.A. to Whistler, Chelsea.
By yourself.
So with Bernice and Mochi meeting for the first
time and then in a car together for, I mean, two days, basically. I went to San Francisco. I stayed
with my sister one night. And then my friend Kelly from Whistler was like, let me come down
and meet you. You're not competent enough to drive yourself to Whistler. And I was like, no,
because all I wanted to do was be alone and bond with my dogs. But you can't really bond with a new dog when you're driving.
Right.
Bernie is a good girl.
And I was going to leave her behind this winter because my Belle, she's happy at my Belle's.
And she's got Felix, her boyfriend, who's our dog guy at the house.
But she's just been looking so cute lately.
I just couldn't bear her.
This might be her last year with us.
Because she's older, but she's so cute.
She's really scrumptious.
So I had to take her.
I had to take her.
And if she doesn't, I'm going to stay until I've done the Critics' Choice Awards.
Oh, by the way, I just announced new dates in Australia, everybody, and New Zealand.
So take a look at those on ChelseaHandler.com.
And I am coming to Salt Lake City.
There are tickets for that.
And all my Canadian dates are this winter.
So, you know, follow me
and you'll find out. Anyway,
Bernice is... She's a good traveler?
She is, actually. She doesn't want any trouble.
She just, like, wants to mind her business.
And she's good with other dogs.
Like, she gets annoyed if they, like, you know,
come, like, bother her, but she's good.
Yeah. So, I have a new family
and we'll see how long... And, oh, what
I was saying is, if it doesn't work out,
like with Bernice doesn't like Whistler and she's not into the snow,
there's not a lot of snow here yet,
then I will take her back in January when I come back for the critics' choice.
But Mochi's going to stay with me.
And they'll keep each other company when I'm skiing and doing my bad parenting.
Exactly.
They can be each other's pack.
Well, Chelsea, I know you usually do family stuff for the holidays.
Is there anything you're looking forward to?
Oh, you know what's happening this year?
I'm moving out of my house so I can move into a bigger house that I had to rent for my family.
So that's what I'm doing.
Your new house that just got finished? Or no, your house in Whistler?
No, no, no, no, because that's never going to be finished.
That's in L.A. I just saw that house and it's still not done.
Although it's going to be gorgeous.
Just in time for me to move to New York City. Excellent. But I've already lost interest in that house, and it's still not done. Just bare bones. Although it's going to be gorgeous. Just in time for me to move to New York City.
Excellent.
But I've already lost interest in that house.
It's taken so long.
Anytime anything takes long, I can't.
I've lost interest.
I don't care.
Well, it's hard to have the same passion for something that you had three years ago.
Yeah, I bought that.
I ordered the floors for that house two years ago.
That is truly nuts.
Two years ago.
So obviously, but Carla is staying back
and she is battening down the hatches. Oh, good. She's whipping everyone into shape. So there's
been more progress. Progress, I'm saying, because I'm saying it like that now because I'm in Canada.
And there's been more progress since she's been staying behind. So that's been helpful. Good. Yeah,
I think she'll whip everybody into shape and get shit done. So my family arrives momentarily,
you know, in a couple days, and then we have a house
for a week, and then they leave.
And then I have, like, three weeks off before my next date in Vancouver or Kelowna or Edmonton,
wherever the hell I'm going next.
Amazing.
One of those places.
It sounds like you need it.
Yeah, it sounds like I do need it.
I do need it.
Get into bed and then, like, not move for at least a week of that.
I know.
I can't wait.
I need sleep.
And skis. And skis.
And skis. Skis will rejuvenate me. Today is our holiday episode, Chelsea.
Oh, which holiday are we celebrating? We're celebrating all of them, actually.
Okay, great. Kwanzaa, Christmas. All the things.
Hanukkah. We have some holiday-themed questions, some callers talking about the new year.
Okay, great. Yes. So my 15-year-old nephew, and I'm not sure if anyone else in my
family realizes what he has asked for, and he's like not into drugs, whatever, but he asked for
a book on finding psilocybin mushrooms in the forest. You know, the mushroom guy, Paul Stamets,
he asked for a book from him. And I was like, I told my sister, I'm like, oh, I'm going to get
that for him, thinking she didn't know what it was.
And she's like, oh, no, grandma's going to get that for him.
So he wants a psilocybin book.
And everyone's fine with that, I guess.
I think that's fine.
Who cares?
I mean, let everybody.
The more educated people are about drugs, the better.
I kind of agree.
And I said I would like to supplement that with How to Change Your Mind.
Yeah, that's a good book.
Right. Which is by Michael Pollan.
Michael Pollan.
Yeah, by Michael Pollan.
And then my sister was like, no, wait till he's 20.
I'm like, but it's not something that makes you want to do drugs.
No, just everybody.
No, exactly.
It's good to be educated.
Also, that's what I gave to everybody this Christmas.
I gave everybody two books.
That's what I sent out for Christmas gifts.
The Great Alone and Atomic Habits. Ooh, fantastic. That's what I gave to everybody this Christmas. I gave everybody two books. That's what I sent out for Christmas gifts.
The Great Alone and Atomic Habits.
Ooh, fantastic.
Two very different books.
That's my gift to everyone.
I'm just only giving books out from now on.
Yeah, I think that's good.
I'm still reading Tomorrow, Tomorrow, Tomorrow,
but I'm just not that interested in that book even though everyone else loves it so much.
Oh, see, I started it and I'm very into it.
Really? What's so interesting about it?
You know what?
I knew you said this a couple weeks ago and I... I've never taken,
it's never taken me longer to read a book, but that's also because I'm writing my book. So I'm
writing a book. So my focus is really there. And then in between I read. Yeah. I feel like it reads
a little like a John Irving book where it's really just about the character development and sort of
their interaction. I don't know. I like it. But it's about gaming.
It's all about gaming.
Everyone kept saying it's not that.
Don't worry.
It's not about gaming.
It's all about gaming.
I'm only about a quarter of the way through.
But like it's sort of about.
I don't know.
I feel like it's about games as informs their relationship.
That's what I'm getting from.
But I'm also only a quarter of the way through.
Yeah.
I mean, I don't know how far I am.
I don't think I'm more than halfway through either.
But I guess I'll finish it. Well, that's on everyone else's year end list,
but we'll not put it on your year end list. No, no, no, no, no. Yeah. But The Great Alone,
I will always recommend. And Cirque. Yeah. Cirque by Madeline Miller. Yeah. You love that one. I
love that book. I'm going to read that again. I haven't read it. I picked it up in a bookstore
the other day and I just, I read a few pages and I didn't know if like the prose was for me but I don't know maybe I should give it a try oh start from the beginning yeah it's you got to
get into it that's like a fantasy book yeah Greek mythology but I'm not into that either but I loved
it I love the use her just her writing is so powerful like she just knows how to finish a
sentence or write a sentence speaking of year-end lists, are there any movies, TV, books that you experienced
this year that you love and want to recommend?
I need to watch all those movies for
the Critics' Choice Awards. I haven't seen any of the
movies yet. I only saw Maestro.
Yeah? Yeah. I saw that at a
friend's house because she was screening it, and that was
really good.
Carey Mulligan is fucking awesome.
She is just a treasure.
Sarah Silverman's in it. Yes, she is.
Yeah, she's in it.
And she's so good, too.
I love a period piece, Sarah Silverman.
Like, she was in Masters of Sex and, like, dressed all 1950s and cute.
Yeah, yeah.
She does some good movie choices.
Yeah, she's fantastic.
I did watch May December, which is—
How is that?
I've heard mixed reviews about that.
It's very camp,
but it's really interesting. And I think it's very interesting to watch from an acting standpoint,
and the story is really good. It's a lot about manipulation. It's interesting, too, because
you have all these incredible actors, and yet the music is almost like tv movie music like it's very dun dun dun dun and it's a
very specific choice is off that's what they said that it doesn't add up to the movie yeah but see
i i loved that choice because there's sort of like a revelation at the end you understand why they
sort of made that sort of cheesy choice but the acting is incredible the story is really good
there's a lot of
manipulation. You kind of like power dynamics shifting and it's really cool. It's really cool.
Well, I've been watching a lot of TV, but I can't even remember what I'm watching. I'm watching The
Gilded Age. That's what I'm watching. I haven't seen the second season yet, but. I don't even
know what I'm watching half the time. I mean, I just don't even. Yeah. I mean, sometimes I'm
paying attention. Sometimes I'm not. When I came home from my last date in Ottawa, which was so fun.
Toronto crowds were so awesome.
Ottawa was so awesome.
I landed on a Sunday, went out thinking I was dying on the Sunday.
I was dying.
I was like, oh my God, no, I was so sick.
And I had two Christmas things to go to.
And I was like, I kept trying to get out of both of them.
I ended up getting home at 2 a.m.
Oh, no.
Sunday night at 2 a.m.
Nope.
This was last week.
Then Monday, I had another thing.
I had a goop thing for Gwyneth.
And then I had another thing.
And then we went out to dinner.
And I went out again.
And then it's just, it was nonstop.
You got to give yourself a bedtime, girl.
I know.
I don't know what I think I'm doing anymore.
I think I'm 30 years old and I I'm 30 years old, and I'm not 30 years old.
Too many things.
I need a pump of adrenaline or something.
Yeah.
You know?
But you know what gives you that?
I need a shot of energy.
The best thing to give you that is just a good night's rest?
I need an eight ball is what I need.
I need an eight ball.
Who has an eight ball?
No, you know what?
You've got to do the suburban speedball,
which is like your first drink is an espresso martini, then you do something else. By the way, espresso martinis
fucking work. They wake you up. They wake you up and then you have a buzz. It's great.
You can't do too many of them. No, because then you'll be up all night. Or your heart could
explode like these people who drank these extreme lemonades. Have you heard about this? No. Yes. At
this particular fast food chain, I'm not going to say which one, but two people have died after drinking these caffeinated
lemonades. Is it like a Red Bull? It's like a Red Bull. So they had a heart attack?
Yep. He had a heart attack and died. Two people have died after drinking these.
Did they take them? Did they recall them? I don't think yet. I don't think they've done it yet.
We don't know if that was what caused it, but they died.
Doesn't sound like a positive situation.
No, it's crazy.
Anyway, don't drink over-caffeinated drinks, everybody.
Yeah, okay.
Well, should we go to some callers?
I also have some follow-ups.
Okay.
So, Chelsea, you know we have our NYC girls who are child-free and have been chatting,
and I've been putting them all together.
They started like a WhatsApp group, and they're all chatting.
Well, they got together for the first time, and we got a really sweet email from them.
Oh, that's cute. I love it.
Yes, and Courtney was the one who sent this in.
She said,
Thank you so much for taking the time to connect this group of women,
and it was so energizing to meet for brunch in NYC this past weekend. She said, in the dating scene. We're often the ones paving various paths away from the norms we come from,
and uniting for brunch today felt like a new home. It's so refreshing to have a community
that we rather seamlessly fit into, and we all thank you and Chelsea for uniting us via her
podcast. That meeting launched plans to travel, to play sports, have trivia nights, to help promote
each other and our businesses businesses to drink and eat together
from here. Thank you and happy holidays. Love, the NYC Child Free crew you've united. P.S. The table
behind us had maybe 20 people, at least half were toddlers, and of course this was a total
shit show. We couldn't help but realize the sheer comedy of it all. No regrets. How sweet. Oh, wow. I know. Look at these fabulous women. Oh, my God. I know.
That's so cool. Very happy for them. There have been a couple of ladies who've reached out about
Chicago. So Chicago, if you want to start a group, let me know. And then I have one other. This feels
like a fun holiday surprise, even though it's not exactly holiday. But Brooke had written in way back on our Jamie
Greenberg app, and she was struggling with infertility and looking for ways to be positive.
So you and Jamie gave her some really good advice. She says, you're Chelsea. I wanted to
thank you for taking the time to chat with me, offer advice, and let me share the story of my
miscarriage. It was so helpful to hear the perspectives from three different women. Jamie, I'd especially like to thank you for sharing your
personal story as well. Since we talked, I'm happy to report I have good news to share. My rainbow
baby girl is finally here. She was born in March, a Pisces like you ladies, which we love. And
Chelsea, I know you'll be proud of me. For the first time ever, I started speaking to a therapist on a weekly basis who specialized in perinatal and maternal anxiety.
It's been helpful to gain tools for helping myself de-escalate and relax in my times of spiraling.
And I know that toning down my overthinking mind is good for both me and the baby.
So I'm doing everything I can.
The meditation thing I'm still working on, but I've come to love long walking meditations
with my daughter in the stroller.
Thank you again.
I can't get enough of your podcast
and still tune in every week.
Keep doing what you're doing, Brooke.
That's great.
Yes.
Isn't that awesome?
Jamie listens to every podcast.
So Jamie, way to go, Jamie.
You finally have contributed something to the world.
You ladies got Brooke pregnant.
Jamie's recently got kicked off of her own
daughter's softball team because she's one of those
sideline moms. Well, she didn't get
kicked off, but she has to stop going
to games for her daughter's mental
health. She had to take a break?
She's such an asshole at the games.
Her daughter was like, she goes, I don't think
I'm going to come to any games anymore. And her daughter's like, I think
that's best. Oh, no. The I think's best for like an 11-year-old.
So ridiculous. She's so competitive. Oh, my God. I knew she really enjoyed going to these,
but I didn't know it was like that. Yeah, I know. I guess. Yeah.
We love you, Jamie. Well, let's take a quick break and we'll come back with some questions. Okay. financial journey this year, offering the information and insights you need to thrive financially. Yeah, whether you find yourself up to your eyeballs in student loan debt,
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And we're back.
So our first caller today, Chelsea, is Lauren. She lives right here in
California and says, Dear Chelsea, I am a child-free woman who has three adult stepchildren
ranging from 35 to 43 years old. I've been with my husband for 29 years. I've given my all to
being a good step-parent, but my stepchildren expect a lot from me and don't reciprocate.
They do nothing for me for Mother's Day or my birthday, but expect me to put on a Norman Rockwell holidays for them while they don't contribute or do so minimally.
They also blame me, not their dad, when they don't get their way, such as when their dad and I visit my family for one of the holidays.
I've grown resentful and don't want to be the family lightning rod anymore. I've tried to communicate with them, but it has not gone well. My thought
is to disengage from them, but that would be tricky. My husband is supportive of me, but he
too is at a loss of what to do. I'm again dreading the holidays this year, which really sucks. I
appreciate any advice you have. Thank you, Lauren. Hi. Hi, Lauren. Hi. Hi, how are you? I'm doing well. How are you?
Just hanging on by a thread like we all are during the holiday season. Yes. Truly. So,
it sounds like you're not looking forward to your holidays.
Well, I haven't the last few years and kind of been doing a lot of soul searching about letting other people decide what I'm going to be doing kind of with my time.
And, you know, kind of need to want to take back like the joy, you know, of it.
And just feeling like sometimes you get kind of stuck into what like people think you should do. So, you know, there's a lot of
expectations, which, you know, you've talked about with women about what we're supposed to be doing.
And, you know, I'm a step parent and kind of always been responsible person with my family
and others. How many stepchildren do you have? Three. Three. And how old were they when you
guys got married? How old were the kids?
Well, when I met my husband, we dated for quite a while, but they were 6, 11, 14,
and now they're grown. So do they think of you as a parent figure? What's the dynamic like?
Well, they do, but I feel like, and I know I'm not ever going to be like at the level of their parents, you know? I mean, I just feel like I can take it for granted. It's not a big deal on my birthday or mother's day. They don't plan
anything. They don't do anything. I mean, I might get flowers or something and it's not that I want
something, but you know, just even saying, Hey, let me take you out for a cup of tea or a glass
of wine or something. And you know, it's doesn't have to be expensive. I don't, it's not that.
It's just kind of like.
Overluck.
You just don't feel like you're, yeah, yeah.
You feel overlooked.
Just like, just sort of like,
I'm expected to do these things and, you know.
And what of your previous conversations with them?
You said they didn't go well in the letter.
Like, give us an example.
Tell us what happened.
Well, it's kind of like they,
when I've told them, I was talking to my stepdad about this Thanksgiving, cause there was a big blow up because she found out that
we were supposed to go to my family and I had told my husband about it. And to be honest, you know,
I probably could have communicated better and said, Hey, you know, cause I told him, Hey, you
know, tell them we're going to be my family, but we're here for Christmas. Meaning they're not invited to your family's Thanksgiving?
No, they could, but they're not going to come.
They're not going to make the effort to get on a plane and go.
And so they had Thanksgiving at our house.
With your husband and without you.
Yeah.
And they all really stepped up and they were calling it. They were like,
which they wouldn't do with me. They would just kind of assume that I was hosting the whole thing.
And so they called my husband before I left and said, Hey, yeah. So, you know, we're going to do
this. We're going to do that. You know, my husband's like, I'll roast the turkey. He called me on
Thanksgiving and asked me how to do it. Well, and specifically, Lauren, I know you said that
even if it's hosted at one of the kids' house, they expect you to cook the entire meal and
sort of throw the whole party. Well, yeah. They, going to my stepdaughter's house in another city. She said we can have it up there. But then I'm kind of expected to come up and they don't plan anything. I go to the grocery store and they're like, okay, what are we going to do? And so and you know, I think I've kind of let it happen that way.
Yeah, it sounds like it. It sounds like you, yeah. So I take responsibility for that,
but I'll throw out an email saying,
what can you guys bring?
And I don't hear anything until like a couple days before.
And then it's like, okay, well, I don't know.
You know, and I've said,
then I have to kind of keep prodding them.
And it's just.
Yeah, it sounds like you haven't done a very good job
of creating any boundaries, which I can relate to. I also am bad at creating boundaries, but you should,
you need to. And clearly they stepped up and are capable of doing it in your absence so that
they're so now that you, you know, you can use Thanksgiving as a perfect example. Like you guys
really stepped up over Thanksgiving. I would love for that to happen in Christmas and actually
moving forward on all holidays. It's a lot of pressure on me to take care of everything. And you can also throw
in there that you didn't appreciate spending Thanksgiving without your husband. You know
what I mean? You don't have to spend every Thanksgiving with, you know, people split
holidays all the time in divorces with their children, especially the adult children. I mean,
they're married. They're going to go to their spouses at some point for Thanksgiving or Christmas.
You have to set a new set of rules, like moving forward. This isn't your only burden.
You're happy to have them all, but you need help and you need them to contribute.
And you have to get better at communicating because you're not, you're not, I can tell
that you haven't been. Yeah, I think, I think that's fair. And I, at first was like, okay,
well, you guys just decide what you're going to do for the holidays and let me know and I'll work around it. But then I realized, no, you know, that's not okay.
And I want to spend at least one of the holidays with my husband. So I just said, you know, we're
going to do every other holiday. And if you guys want to come out, you're always welcome, but you're
going to have to make your own plans on that. And they did say after Thanksgiving, you know,
I said, oh, it looks like you guys did a great job on all the food. And they're like, yeah, well, it just wasn't this. It was kind of hodgepodge.
It wasn't, it wasn't as good as when you're there. And so, you know, in fairness, they kind of
recognize and it's like, well, it doesn't have to be great. It doesn't have to be, you know, whatever
I just, you know, and so yeah, I, I realized I have to get better at commuting. And the more I've
set the boundaries with them,
I'm realizing it's coming back with good results,
both for them and for me.
It is.
And this is a perfect jumping off point.
This is a perfect turning point.
Since you did opt out for Thanksgiving
to spend it with your own family
and they noticed your absence
and the impact it had on the dinner,
it's a perfect opportunity for you to go,
okay, moving forward, let's all work together so that there's not, so I'm not responsible for everything
because it's really hard to provide for everyone. You're talking about six people now, right? Are
they all married up? Yes. Or a significant other. Right. So yeah. So that's not on you. And you
didn't have those fucking kids also. Fuck. I mean, I'm so sick of step-parents having to do all this
stuff. You know, it's enough. Where's their mother, by the way sick of step-parents having to do all this stuff.
You know, it's enough. Where's their mother, by the way? Is she around? Why don't they go be with her? Yeah, she lives on the other side of the country. They see her at other times of the year.
So when's your next holiday together? Christmas? Yeah. I think to give you some like specific
boundaries that you can set, whether you're hosting or someone else is hosting, I think
it's perfectly fair to say in advance, let them know like, hey, I'm going to make this one dish
or these two dishes, and I would love for you guys to all bring something. Feel free to let me know
what you're bringing, or you can just bring something. But letting them know like the rest
of the meal will be a group effort. It will be on them to bring some things as well. And the other
thing is like no one can force us to do something without us actually doing
it, right?
Especially in this sort of circumstance where everyone expects you to lay out this beautiful
meal, but like you are the one actually doing it.
So on the day of, if it winds up being a hodgepodge, that's okay.
You don't actually have to be the one to like step in and save the day
and make the mashed potatoes and everything else. Let it be a little bit of a hodgepodge, but say
like, hey, I want to take a little bit more of a backseat this year. I'm going to make the turkey
and the stuffing or whatever your thing, your two major things are and say, would love for you guys
to fill in the gaps with your other favorite dishes. And it's not a request. It's like, you
know, that's what, how it's going to be. Like you have to frame it in a way that it's not a request. It's like, you know, that's how it's going to be. Like you have to frame it in a way that it's not you're not asking. You're telling them.
Yes. And then you don't do anything that you didn't say you were going to do. The way the boundary gets broken is by you then doing the thing you said you weren't going to do. Right. messy. This is something I've learned with my in-laws is I'll be like, hey, here's how I think
it should be done. And then when I'm ignored, I just have to be like, okay. And then it's a little
messy. And guess what? Like everything is fine. Is it ideal? Maybe not, but it's fine.
Yeah. I'm realizing because it's like, I don't have that kind of energy that I used to have.
Kind of the holidays have become like a day of work for me. It's like a work day. It's like not fun.
And it's like preparing the day before.
Yeah.
Listen, everyone reacts to boundaries initially,
like they're offended,
and then eventually it turns into respect.
And it's not long after the first offense,
like the feeling of offense.
So I would just set the boundary,
send an email, put it together,
and also have a little bit more oomph about what
you're going to fucking do and what you're not going to do. Don't let people take advantage of
you. You have one life to live. Enjoy yourself and make sure people are respecting you and you
feel good about it because then you're going to have a much better experience too. Yeah.
Looking forward to next year, people respond well to knowing what the expectation should be.
So maybe there's some
regularity you can do where it's like, okay, Thanksgiving, we always spend with my family
and Christmas, we always spend with your family, to your husband, to the kids. And that can also
be something that he's communicating. Yes. Thank you. I really appreciate it. And I really love
the podcast. Oh, thanks, Lauren. Get your shit together, okay, sister? Yes. Okay.
Okay. Be stronger. Okay. All right. Bye. Bye. Annie says, Dear Chelsea, I want to start off
by saying how much I look forward to your podcast every week to always bring a smile to my face.
I'm writing in because my boyfriend of 10 years, yes, 10 years, keeps hinting at an engagement.
The funny story is he's been hinting at it for so long now,
it's starting to feel a little boy who cried wolf.
We had our son in October of 2020,
and I suffered from severe postpartum depression, anxiety, and rage.
He was not supportive during my struggle,
and I have a lot of resentment toward him because of it.
I've been with my therapist for a little under a year now,
and I'm working through all my postpartum issues.
Through it all, whenever we argue, he tells me, and to think I bought you a ring and was going to propose. But I always thought
he was bluffing. Recently, however, I was cleaning his side of the closet and came across a hidden
area with a shirt crumpled into a ball. I lifted the shirt to fold it and found a jewelry box
with an engagement ring inside of it. The thing is, I felt nothing. And then I felt
irritated because of all the times he threw the idea of a ring in my face. He doesn't know I found
it and I'd like to keep it that way, but I guess what I'm asking is, where do I go from here? I
love him and I want our family to work, but I'm tired of being the forever girlfriend, or as his
sister so lovingly refers to me, the baby mama. With the holidays
looming, I fear the question is about to be popped. Any advice is so appreciated. Annie.
I don't know. I think no one should get married. I mean, why legally bind yourself to any person?
But when you have a child, it becomes a different issue, I think. I don't know. It sounds like you
should probably try counseling before you make any decision because him not being understanding
of your postpartum depression is a big red flag if he doesn't get that right I mean
he needs to understand why he's not empathetic enough and also saying like to think I was going
to propose to you that doesn't sound like a loving thing that any partner should ever say to someone
that's gross so I would try counseling I would try that with him and if it doesn't work and I think counseling
like with the intent of like improving your relationship not necessarily should we or
shouldn't we get married yeah don't put so much pressure on that I've been talking to a new
therapist who's like you know talking about one of our main issues is like not trying to control
the outcome of things you know especially with. Don't go into therapy thinking like we're going to fix everything.
Go into therapy thinking we're going to find out if we belong together, you know,
like taking it moment by moment and figuring out like because whatever the result is, you're going to be OK.
It's not going to be the end of the world if you leave your boyfriend.
Easier, actually, when you're not married to leave him.
And I understand that you have a child together
but like your happiness is paramount and if you if you've been going to counseling and you've been
working on yourself there's no reason he shouldn't be going also individually and together not with
the idea that okay we're going to fix it and get married with the idea that okay this is where we
are let's talk about if we're compatible enough to stay together and work through these issues
and survive together and you, you know, you
don't have to throw it out right away, but it's good that you knew about the ring. You saw it.
And it's good that he said that to you because it's that's an icky thing to say. And that's one
of the first things you should bring up in therapy. Now, if he does propose sort of over the holidays,
but would you preempt it and be like, if you're thinking of asking, now is not the moment.
Let's go get some couples counseling.
Yes, I would definitely say if you're thinking about proposing to me.
But it sounds like this guy's going to pretend he never.
You know what you should do?
You should say, listen, I found the ring in the closet.
I know you've mentioned to me a couple of times you were going to propose to me.
If you are thinking about proposing, I don't think this is the time.
I think we have some issues we have to work through.
And I want to take the pressure off of you and me.
We have the baby.
We're dealing with some stuff.
And let's try and do some couples counseling.
And if after that we still feel like we have a relationship, then we can talk about getting married again.
But take it off the table.
Because then that kind of takes the pressure out of the balloon or whatever.
For sure.
And also, like, that should be a boundary that you guys set up in therapy is like here are some specific things you're not allowed to say to each other.
Brad and I have our specific thing, like very specific lines of dialogue that we are never allowed to throw out in a fight.
And this should be one of them because he's like spoiled the idea of even getting married for you.
So that's something to unpack, but not in a way of like,
should we or shouldn't we, in a way of like, this is a line of dialogue I would love to have,
just like it's not allowed in our relationship. Great. Well, let us know what happens and jump
into some counseling. Our next question comes from Jordan. We've got a bit of a New Year's
question, Chelsea. Jordan is calling in and the subject line
of his email is, everyone keeps falling in love with me. Dear Chelsea, I'm Jordan, 31, from Melbourne,
Australia, and I'm queer. This past year has been a roller coaster. I ended an eight-year relationship,
lost my father, quit my job to return to university, and had my dog pass away. So safe to say it's been a huge year of change, growth, and self-discovery.
I'm reaching out for relationship advice as we head into the new year. I ended my long-term
relationship of eight years because I wanted more personal growth and a shift in relationship
preferences, one being monogamy. Since then, I've unintentionally entered three more relationships,
admittedly a lot in 10 months, despite my focus on self-discovery and avoiding commitment.
All three I've ended breaking their hearts.
While I'm enjoying my current phase of exploration, aka being a slut, I keep falling into these relationships, even though I know it's the last thing I want and need.
Despite being open about my intentions and actively avoiding dating, it keeps happening.
I'm a people pleaser and naturally connect with others, which might be contributing to this pattern. Despite being open about my intentions and actively avoiding dating, it keeps happening.
I'm a people pleaser and naturally connect with others, which might be contributing to this pattern.
Any advice on how to break the cycle would be greatly appreciated.
Jordan.
Hi, Jordan.
Hello.
How are you?
Hi.
You can't stop making people fall in love with you.
It is a bit of a problem.
Well, can't you just keep your dick in your pants?
No, I can't. I did for eight years in my relationship, which, you know, as I said in my letter, I'm now at a point in my
life for the first time in my life where I actually like myself and I think I'm quite attractive. So
I want to be able to explore that. I, you know, I'm in a really good place with myself and want
to keep doing that kind of stuff, but then just keep falling into these,
they are quite beautiful relationships with people,
but knowing that it's really not something
that I want or need at this time.
Well, okay.
So what, I mean, I'm all for like having fun affairs
with people without getting too attached.
I'm with you on that.
But so when you start to get attached,
what are you thinking?
Why do you continue hanging out with them? Because you're just having a good time?
Because, yeah, because it's really nice. I find myself having these connections with people where I can just fully be myself, where I feel really comfortable with them, where I have similar
likes and we can do nice things together and we have great sex. And then I kind of get to this point where I'm like,
shit, it would be really hard to kind of end this right now. And I think I would really,
really miss it. And then if I do kind of cut things off, am I then just going to fall into
the same thing with someone else? Well, okay. So what's the problem with that,
that you're breaking everyone's heart? Well, no, there's kind of multiple problems. It's that, you know, I ended my eight-year
relationship. One of the reasons why I did was because I really wanted to spend more time,
more time with myself. And I wanted to have more independence and I wanted to be selfish and think
about myself. Because, you know, being with someone for eight years, you always want to
kind of put them first and you want to, you think about them a lot. And then all of the little relationships
I've gotten into this year, I find myself putting that other person first and then putting myself
second. And I end up, I don't know, I end up almost frustrated or almost resenting them that
I have to kind of put them first. And then we'll make an active decision where I say, you know, I'm not going to go dating anyone. I'm going to try and just have little
flings on the side, maybe make some friends. And then just suddenly, suddenly it happens that I'm
in another, I'm in another situation with someone. Okay. Well, this is all your fault. Like you,
you have to, you have to set a boundary with yourself because you're bound.
You can't follow your own.
Like you have to decide, okay, if you don't want people to fall in love with you, if you
don't want to break people's hearts and you're having, like you want to have a casual sex,
like you have to be very clear, which I'm sure you're being.
Are you being clear upfront?
Like I'm not in this for a relationship.
I am.
And it made it even harder with my, with the last relationship that I had or the last longer
one, which was I think seven or eight last relationship that I had or the last longer one,
which was, I think, seven or eight months was that I was pretty open throughout our relationship.
And I said, look, I'm in a really tough place where I love you and have a great connection
with you, but I also don't think this is what I want at the moment. But then the relationship
kind of continued on, even though I was open about that. Yeah. I think you have to be firmer
with people. If you really are not interested in pursuing a relationship with someone who is getting attached
to you, the most compassionate thing you can do is to just cut it off. Unless you have no problem
going through life just breaking a bunch of people's hearts. I don't think like karmically,
that's really what you want to do. What it sounds like you want to do is have a lot of casual sex
with different people while getting to know yourself better. And there's nothing wrong with
that, you know, but when you when when you go out with someone multiple times and,
and, and, you know, like we all know when someone's more interested in a relationship than we are
and you should, you need to be like decent enough that when you recognize that you pull back and
say, okay, let me cut this off now. Don't let it linger on and on. Even when you've said it and
they're like,
okay, because listen, I've been on the receiving side of that. I'm sure you have too, where
somebody's like, oh, I'm not looking for anything serious. And you think, well,
they'll change their mind if they don't see me for a while or if with me, I'm different.
Everyone thinks that they can change somebody. So if you stay with someone after you've told
them that you're not serious,
then that leads them to believe that they are changing your mind. And that's just making a
bigger mess of things. So the boundary that you have is with yourself. Like you have to stop it,
you know, make an amount, like you're not going to see somebody more than three times so that
nobody gets attached to anybody until you're ready for an actual relationship. And this way,
nobody can be that
mad at you after three dates. Nobody's going to be like, I was in love with you after three dates.
And if they are, then that's ridiculous anyway. And I think that's what my ex said as well. When
I broke up, they were like, I gave you the opportunity to leave. And then I felt like
that you were still in this. And then it just kind of dragged on and on. And I think a big
part of me kind of staying in these things comes down to spending the majority of my life feeling really
insecure feeling like I wasn't attractive feeling like I was unlovable and then I think suddenly
having someone come in and be like this person really likes me multiple people like me this is
good I need to cling to this it's I think it's it think it's those 28 years or 30 years of me feeling like
I can't have that. I don't deserve that. And then suddenly it happens. And I think I'm like,
it's happening. It's happening. I know, but it's a great example. That's great. People like you.
You don't need other people's validation of how special you are anyway. You do because you've
been dehydrated from it during your eight-year
relationship. My girlfriend is also experiencing this. She's dating somebody and he's all over her,
like so considerate, making all these plans for her. And he's like, you know, so into her. And
she's just like, I've never been treated this nicely. And it's annoying. Like I'm not attracted
to it. And I'm like, oh my God, you know, it's so typical, but listen, you're attracting a
lot of people. That's a great thing. Be respectful of other people and their feelings. And most
importantly, respect yourself. Don't spread yourself so thin like this. Like if you don't
have the capacity for a relationship, don't lead anyone down that road, you know? And that's just
a good way karmically for you to behave for when you are ready for your next relationship. And that
way you're going to be treated with respect because you don't want someone coming into your life
and messing with your emotions in that way. I mean, look how it made you feel for eight years.
Absolutely. I think there's almost a sense of FOMO as well when I meet these really beautiful
people that suddenly I'm like, oh, but then this person then won't be in my life and that'll be
really sad. And then I'm missing out on that connection then this person then won't be in my life and that'll be really sad.
And then I'm missing out on that connection. Well, you can still have them in your life,
just like not in a sexual way for a little while. And I think if there is someone that you can't
stop thinking of six months down the road or three months down the road, then like that is
your gut telling you to go back and explore something a little bit more.
And I think with the last eight year relationship, I thought I could change myself. I spent the entire time being like, I don't think this is
what I want, but I like this person. Therefore, I'm going to really try and change it. And it
just got to the end. And I was like, I really tried to change how I was feeling. And I just
couldn't. I couldn't do it. Something I get a sense about from you is that you're very good
at mirroring. And you talk about being very good at people-pleasing, or that's like your MO is people-pleasing. And I do wonder, I wonder if you're seeing somebody, if you're seeing a
therapist to sort of like unpack some of this, because getting rid of the people-pleasing stuff
to a healthy degree has been super life-changing for me over the last few years.
Are you in therapy? Because now would be a good time to start.
Yeah. Yeah. Look, I've had a pretty crazy year and I hadn't been working for a while,
so income and money was a thing. And now I'm finally in a position or about to be in a position where I'm like, great, that's top of my priority list. I need to talk about my shit because after everything that's happened this year, I've kind of been just pushing it all down and being like, I'm totally fine. And I just know that it needs to just word vomit onto someone and really unpack it because I know that there's a lot in there that needs to come out.
Yeah, and think about your motivations for things too.
What's your intention every time?
It's good to take it down a notch.
You're talking about getting to know yourself
and then you're talking about getting lost in a bunch of other people.
So those are two conflicting ideas also.
If you really want to get in touch with yourself,
you should slow it down and fuck the FOMO.
It's not about missing out when you're trying to get to know yourself.
It's about putting a deposit into your mental health for the future and for your future
relationships.
So be very generous with your care for others and also be very generous with your care for
yourself.
Yeah, I think I do keep putting other people's feelings and emotions before my own when I
get into these things.
Yeah, but that might be a selfish act as well.
Even though it sounds like selfless, it can actually be a selfish thing when you're putting other people's.
Because that creates resentment.
That creates all sorts of other emotions.
And it's kind of like you think like you're being.
Creating a drama.
Yeah, it's a little dramatic because you're creating drama.
Like I do all this. Like I'm doing this for you. I'm doing this for you.'re creating drama. Like I do all of this.
Like I'm doing this for you. I'm doing this for you. You're kind of taking the responsibility
off of yourself when it's your responsibility, you know? So I think you need to get your head
out of your ass a little bit, get focused, get a good therapist and just calm down a little bit.
Just calm down. You don't need to fuck everybody. You can fuck a couple of people. Don't get
involved with anybody when you're not emotionally available.
You want to have a good time, go ahead and have it.
That's all of you.
And then spend some time alone.
Spend quality time with yourself alone.
You mentioned that somebody you're dating has a primary partner.
And, like, maybe that's a good route for you right now is, like, not somebody who's going to be like, oh, my God, I'm falling in love.
Someone who already has told you their boundary is, that's my primary person,
you're the side piece, and kind of following that a little bit.
Yeah. I think that's why I'm feeling a little bit more kind of comfortable with the one that's
happening at the moment is because I know that it's, I don't know, I know that there's somewhat
of a boundary there already from them. So it means that I can't track them down with me.
Yeah. Well, Jordan, on a completely
superficial note, I will say you are now very hot and you don't need to worry that you're not
anymore. Oh, God, thank you so much. Even at 6.30 in the morning. Oh, yeah. He's in Melbourne,
so it's very early. Oh, rise and shine. Yeah. Well, I'll be there. I'm coming to Melbourne.
I just announced my Australia dates. I saw I'll be moving to the Netherlands, though, in June.
So I'm going to miss you and I'm really frustrated.
Oh, you're moving to the Netherlands.
Oh, there you go.
Well, that'll be a nice switcheroonie, too.
There you go.
All right, Jordan.
Keep us posted.
Thank you so much.
Thank you.
Okay, bye.
Bye.
I mean, he is so good at mirroring.
I think he and I are dating at the end of that call.
So I think we have time for like one more question.
Dear Chelsea, I'm a 36-year-old woman with a great career, great family and friends and a kick-ass dog.
The one thing in my life I can't sort out are my romantic relationships.
I've been married and divorced, no kids, and been in serial long-term relationships for most of my 20s and 30s.
I promised myself a year of celibacy and focusing on myself,
and when that year was up in August, I dipped my toe back in the dating apps.
I soon met my current boyfriend.
We took it slow, and after three months of dating,
are an official couple and very serious about each other.
It feels great, healthy, and mature.
Thank you, therapy.
So what's the problem?
My track record of relationship train wrecks has scarred my parents so badly
they're no longer interested in meeting or getting to know this wonderful man I'm now dating.
That's my family.
They were like, I remember once, one year, they're like,
you're not allowed to bring friends or lovers home anymore.
Or not even friends.
They hated all my friends.
Damn.
I'd always bring some gay guy home with me that would like ruin the,
get so wasted or do something dumb.
Oh no.
Suck all the air out of the room. I always come with one gay man. My dad refuses to even hear anything about my dating
life since he says he's sick of hearing about it. It should be noted that after his second divorce,
I listened to and supported him through his many ill-advised rebounds, but I digress.
My mom, who I'm extremely close to and love immensely, is normally inviting and eager to welcome any guest into her home, but she's told me she does
not want my boyfriend to visit with me during the holidays. Her exact words were,
I can't get close to someone when we both know it likely isn't going to work out.
Ouch. I feel like the ultimate loser asshole whose entire family collectively rolls their
eyes when they announce they're seeing someone new. Wouldn't surprise me if there's a, when will Sarah shit the bed on this one, pool.
I'd made plans with my boyfriend for him to spend two days with me at my mom's house and have had
now to call and uninvite him and explain that my own family thinks these things about me. I'm
writing this letter after crying into my pillow like a little bitch after that conversation.
I mean, who wants to be with someone even their own family thinks is such a loser? How can I cope with this and change my family's
perspective? Is it even worth it? Are they right to set these boundaries? And am I being a huge
baby about all of this? Help, C&C. I know you'll give it to me straight. I would say to this that
you should respect your family's wishes on this one. The only way to change your family's mind
about you is to start changing your behavior.
And by changing your behavior means not bringing someone to the holiday.
Since that is your pattern, just don't.
You already uninvited your boyfriend.
Great.
Or, you know, the new guy.
And just respect your family's wishes and then show them a change.
Like if in six months you guys are still together, then you can introduce him.
Don't prematurely introduce people to your family because that's what you've done. And just show
them over time by going to Christmas without him, you're showing that you're respecting their wishes.
And that's the first step in saying like, okay, I hear what you're saying and I do want to make
a change. And this is my first demonstration of that. Totally agree. I think the proof is in the
pudding.
And so hopefully next year when you guys are still together, then you say like, you show them like, hey, we've been together almost a year and bring them along then.
I think that's all you got to do. This is a wait and see.
But go have a great time for the holidays.
And, you know, you can talk about how great your boyfriend is, but save your parents the heartache if there is.
Yeah.
Hopefully there won't be.
Shabbat shalom.
Yes.
Well, Chelsea, this has been very fun and I'm excited for you to spend some time up
shushing in the snow and...
Yeah.
I have to get my birthday ready.
It's time to start brainstorming my birthday video.
Yay.
Very exciting.
Okay.
Thank you, everybody.
We'll be back.
We love you.
Have a happy holiday, everybody.
Thank you so much for listening and thanks for all the um favorite podcast dms and mentions we got and i love that
we have so many fans everywhere at all my shows on the road everyone's always coming up talking
about the podcast so i really appreciate everyone listening all the time i'm glad we have a community
yeah that's fantastic and you know if you haven't left a a review go ahead and leave one leave a
review or write a call in you you know, if you want advice.
Feel free.
Yes, please do.
We always need callers.
Chelsea, do you have some new dates for us?
Oh, you know I do.
You know I do.
I have a lot of, we added lots of Canadian cities, Canadians, I'm coming.
We added about 15 new tour dates.
I'm coming to Denver again, Salt Lake City, Vancouver,
Richmond, Virginia, Santa Rosa, California,
Gary, Indiana, Baltimore, Verona, New York,
and about seven dates in Canada.
So go to ChelseaHandler.com.
I am performing everywhere.
I will be on tour all for the rest of the year through December. And then next year, I'm going to be touring all year.
So come and get it, you guys. It's good times and it's a very much needed reprieve from all
the fucking madness that's going on in this world. So I'm here to bring joy and sunshine.
If you'd like advice from Chelsea,
shoot us an email at DearChelseaPodcast at gmail.com,
and be sure to include your phone number.
Dear Chelsea is edited and engineered by Brad Dickert,
executive producer Catherine Law.
And be sure to check out our merch at ChelseaHandler.com.
Joel, the holidays are a blast,
but the financial hangover, that can be a huge bummer.
If you are out there and you're dreading the new statement email that reveals the massive balance that you may have racked up, well, you could use our help.
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