Fashion is more than clothing—it’s a form of communication, rooted in identity, culture, and personal expression. The episode explores how fashion shows, once seen as purely commercial, now function as cultural events that reveal societal values and shifts. From the influence of youth subcultures to the rise of Gen Z chaos fashion, trends now emerge from everyday life rather than elite design. Designers like Eddie Slimane and Jonathan Anderson challenge norms with bold, unexpected collections that spark personal reflection, even if they don’t immediately become mainstream. The conversation also highlights how personal style evolves with life events—such as motherhood or career changes—emphasizing self-awareness over fashion following. Sustainability is discussed as a need to reject trend-driven consumption, advocating instead for mindful choices like wearing one piece repeatedly. The pandemic significantly altered fashion by promoting comfort and casualness, leading to a more fragmented, individualistic style culture. Ultimately, the episode argues that fashion is deeply personal, and true style comes not from conformity or trends, but from authentic self-expression and emotional connection to one’s wardrobe.
Welcome to the Daily Sunday Special.
I'm Gilbert Cruz, the editor of the New York Times Book Review,
and every week I'm here with my colleagues.
We're talking about music and movies and books and TV,
just all sorts of fun stuff.
Today, we're talking about fashion.
This month kicked off the big four fashion weeks,
New York, London, Milan, and Paris.
And if you've ever seen even a single photo from one of these runways,
I think you know that those clothes bear little resemblance
to what we wear on a daily basis.
But those clothes and those events are still important
and influential in many ways.
I want to know how, and today we're going to talk about that.
We're also going to answer some of your questions about personal style.
With me today are two of my colleagues who cover fashion for the Times,
Stella Bugbee, the editor.
Avira Stiles-Desk.
Hello, Stella.
Hello, Gilbert.
Also here is Jacob Gallagher, who is one of our fashion reporters
who goes to a lot of fashion week events.
Hello, Jacob.
Hi, Gilbert.
Hi.
Okay, so I feel like I have to fess up straight away.
Maybe you already know this based on what I wear around the office.
But I don't feel like a particularly fashionable person.
I don't follow the world of fashion.
I don't think about it a ton.
Not because I don't think it's important,
but because it seems kind of impenetrable to me.
It's a little like sports sometimes.
There's so many names to remember, so many designers.
I'm hoping that we can have a conversation that sort of unlocks that.
But I want to go way back first.
I want to ask each of you,
when you think you first understood that fashion was not only important,
but it's actually something that you wanted to spend your time thinking about?
We're all pointing at each other.
This is a real Spider-Man meme here.
I think what makes fashion interesting to me
is that it's about how we like to be perceived out in the world
and the messages that we like to send.
And it's one way that we can decode the world around us neatly and easily.
Or at least that's the hope, right?
You pick the clothes you pick to communicate
sort of how you think you stand in the world, if you can.
I think I was very aware of that growing up in Washington, D.C.
where what you wear is very coded to where you fit into the world.
And as a very little child, I just remember thinking like,
oh, it's very easy to tell which group everybody is a part of.
There were the suits, the punks, the soccer moms,
just these tribes of style choices that people would make.
It had nothing to do with high fashion.
As a young, young child, I wasn't aware of trends or anything like that.
But I was very aware of the way people,
people use fashion to display their values in the world.
Gilbert, I'll maybe ask you to not use fashion as much as clothes.
Like, I'm sure a lot of listeners make that same distinction,
but to me, like, what we do is cover clothes.
Like, I think, and fashion is a part of that.
Like, high fashion as you're perceiving it on the runway
is certainly part of that.
But, like, what we talk about is just the broad universe landscape.
And so, like, I also grew up, I grew up right outside D.C.
And I grew up in kind of the skateboarding, hardcore punk world.
And that is a very, you know, aesthetically driven space.
It's very tribal.
How you dress dictates, you know, what you're into or who you're into.
And I think that was where the awareness came in for me.
Like, I have a cousin who is from the Bay Area,
which was its own punk scene.
And I will always remember,
and the way you always look up to your older cousins,
he had a hoodie that,
that he never washed.
And it was disgusting.
But I thought it was the coolest thing on earth
because it was, like, from this band that he loved
and he was really into that I didn't know of
because they were from the Bay Area.
And that, I just remember the fact that it felt like
that sweatshirt had something that made it greater.
And the fact that a piece of clothing
and cotton stitched together could take on something like that,
that registered with me pretty early.
And I would say, to me,
maybe try to answer your question
in, like, the high fashion world.
The first piece of high fashion I bought
were a pair of Jinya Watanabe jeans
that I bought when I was, like,
I want to say 20.
And I had just moved to New York.
I transferred colleges.
I was in New York.
I was working retail and I saved up for these jeans.
And I really, they looked like what
you'd put on a scarecrow.
Like, out in the, out on your farm.
Like, ready to stuff up straw.
They were, like, really patched.
Yeah.
Yeah.
I was like, they should have come with a packet of straw.
But they, to me, they felt,
and I hate saying this word now because it's so cringe,
but they felt very punk.
They felt like the high fashion version
of what I grew up looking at and believing in
and wanting to emulate.
And I still have them.
I refuse to get rid of them.
They are not, like, way, way too small.
But they, they're so prized to me still.
I think what you're getting at is one of my favorite terms,
which is the narcissism of small differences.
Right?
It's like this, this idea that you're going to notice
that somehow my shirt is different than somebody else's shirt
because you're going to be clued in to the secret messages
that Junior Watanabe jeans might, you know,
send out to the people who know what those things are.
That's kind of what makes fashion sort of fun.
Absolutely.
What happened to your cousin's sweatshirt?
Oh, man, I'd have to ask him.
Did he ever wash it?
He, he definitely did wash it at some point.
Or it's just disintegrated.
It's now in a landfill.
Yeah.
Yeah.
In a landfill out near Benicia, California.
He never washed it.
He never washed it.
40 years later.
Well, you know, I mean, also, like, there was a time where,
this is a total tangent, but in, like, clothing, you know,
the whole thing was to never wash your jeans.
And they could, you know, eventually walk out the door on their own.
But they, I, I tried to never do that.
But I wonder if he was just ahead of the curve, maybe,
on the raw denim movement a little bit.
But.
I feel like we all had that cousin.
Oh, totally.
That you looked up to.
Totally.
It's, it's always a cousin.
It's never a sibling, you know.
As we speak, New York,
Fashion Week has ended.
Stella, you are shortly going to head over to Paris Fashion Week.
Is that correct?
I am.
Yes.
So, speaking for myself,
I have little idea what goes on at these events.
I see videos.
I see photos.
I imagine various celebrities sitting in various places
and watching models walk down the runway.
But I actually don't know what any of that means.
I don't understand what's happening in the room.
I would love for you to decode it for me a little bit,
if you can, as someone who's been to maybe more than a few of
these.
Yes.
I, I don't think that I understood before I started going to fashion
shows exactly what the purpose of fashion shows were.
They are both to display new ideas for that season or for the
coming opposite season.
So if it's fall, we're looking at spring of the following year.
If it's spring, you're looking at fall.
And the show is supposed to preview for editors and members of the
press, as well as buyers for major departments.
So if it's fall, we're looking at fall, we're looking at spring of the following year.
And if it's fall, we're looking at fall, we're looking at spring of the following year.
You know, what's going to be available.
And so the buyers will go to the show and then they will do an appointment after the show
and pick which things that they're going to bring into their stores.
The editors will go to the show and they will ostensibly decide which looks they're going
to photograph in the pages of their magazines.
That was how it used to work.
And that's pretty much still the format that we all follow.
Am I missing anything, Jacob?
Well, I would say I think it's important to parse out that,
like, the buyer interaction has in many cases, like, that's withered, I would say.
Like, because a lot of, as you kind of alluded to, actually, Gilbert, like,
for some brands, what they show is purely conceptual.
It will never be shown to buyers.
It will never be purchased.
It will never land in stores.
I think people focus maybe a little too much on that aspect.
But there is no denying that the purpose of it, I think, is now more as marketing exercise than,
as a way to drum up interest for the commercial side of your business or to get, you know,
to try to offer catnip to those buyers.
I think now it's, like, the event itself is the marketing end.
And you see that in, like, reports about how much, like, marketing dollars these shows equate to
and what have you.
And that's why they invite celebrity and all that.
But I think it still functions the same as, like, a member of the press in a way.
You're still looking at it, trying to dissect, like,
what this might mean for the broader market.
Yeah, like, what are the trends going to be?
I think that's a big question coming out of each season.
That, at least traditionally, has been.
Traditionally.
I wouldn't say that it's so predictive.
Yeah, I think that's right.
I think, like, the glamour that you're seeing, if I can kind of try to bring you in the room.
Please do.
The glamour that you're seeing is really not what we're experiencing.
It's like, if you've ever waited for the bus or if you've ever been at a concert and you've
been, like, why will this band just not go on already?
That's what being at a fashion show feels like a lot of the time.
You get there and you sit there and you're like, okay, I understand.
It's this, like, performative ritual of if the show's at one, it will actually begin
at 1.45 or when the last celebrity that they have been waiting on finally arrives.
And that can be, you know.
And it will last 10 minutes.
If that.
And then you will be herded back.
back out the door.
Yes.
What are you doing in those 45 minutes?
Are you looking around?
I play Spelling Bee by the New York Times.
No, like any good reporter, I'm getting up and I'm going to talk to whatever celebrity is there.
And sometimes they're interesting.
And a lot of times they are the same celebrity that you've already seen three to five to seven times that week.
Because, you know, the season that Chapel Roan got popular, it was like she arrived in Paris and her people were like,
we'll have her go to every show possible.
And she was at all these shows back to back to back.
And part of that is like image building for them.
And part of that, I don't know what brand deals Chapel Roan has or what she's fostering.
But part of that is that eventually that relationship with the brand might result in a endorsement deal that could be very lucrative for them.
So especially on the men's side, like, you know, the NBA's offseason, you'll see a lot of basketball players just suddenly show up at these shows.
And they're going to like Xenia.
Then they'll be. They'll be at, you know, the Canali presentation.
Then they might show up at Prada.
And you're like, how did you end up just like. But in a way, that becomes its own trend.
Oh, yeah, absolutely.
It's like almost more interesting to see who's at the show on the celebrity side, on the VIP side.
Because it's a way to see like culturally who's mattering to these big brands.
What are you seeing in the room, Stella?
What are you looking for?
I mean, what I'm looking for in a show is something surprising.
It's something directional, something that changes my mind about the brand even.
You know, I often go into a show with an expectation from a certain brand.
And when they surprise me, I'm always delighted.
It's like, oh, I've never seen Tory Burch do something so interesting.
Yeah, can you tell me something that falls into this category from this season or a past one?
Yeah, you don't have those moments very often.
And when they happen, it's like, oh, all this waiting, all this stress was worth it because that was magic.
You know, that felt really exciting.
And I can imagine. And that changing the way that women are going to wear their coats or something.
You know, I mean, we have those moments few and far between.
But I remember, for example, you know, there'll be a designer like Eddie Slimane, who is a very, you know, controversial type of guy.
Polarizing?
Polarizing, perfect word.
Like personally polarizing or professionally polarizing?
And he's been at the helm of several brands.
But, you know, sometimes you'll be sitting there and you'll have. Well, an experience like I did in, I don't know, this is more than 10 years ago when he took over Saint Laurent.
And everybody in the audience hated it so much.
And I remember sitting there thinking, I don't know, this is kind of fun.
It's kind of good.
And maybe it's a little provocative.
And rather than, for example, being swept up in the energy of disliking it, I was sort of like sitting there allowing myself to think whether I was about to have an independent reaction to this thing.
And going back to my hotel room afterward and writing.
And I remember thinking that I liked it.
And then feeling like, uh-oh, I'm going to be at odds with the prevailing attitude about this particular show.
And that kind of thing is very fun.
What did he show?
What was the look?
That runway was just a bunch of leather mini dresses.
Okay.
Which, you know, everybody was like, oh, those could be from Hot Topic.
And I sort of had a different feeling about it.
And just that willingness to challenge my own expectations.
And then also perhaps be at odds with my. My peers.
And it's kind of fun to have those moments.
You know, I often get them at Prada.
Like, you'll sit there and she'll send something out that's so wild and different and crazy.
Something like you've never seen.
And you have to decide, is the reaction I'm having negative?
Is it positive?
Is it positive that it's negative?
It sounds silly.
But that's what makes it fun.
That's what makes it glamorous.
That's what makes the sport of it engaging year after year after year.
Jacob, do you remember a moment?
At a show where you said to yourself, I'm seeing something that feels unique, different.
I'm having a genuine aesthetic or emotional reaction to it.
When the whole experience is calibrated just right, it's like the. It's still, to me, I feel corny saying this.
It's still like the greatest thing to get to witness, I think.
Like, there's a couple of Prada shows from back when. I remember there was one season where the space was like a ship.
And we were sat. Like, sunken looking up at the runway.
Mm-hmm.
And the whole. The collection was this kind of nautical, shipwreck-y feeling to it.
And I remember sitting there and I was like, this is so incredible.
And I just want, like, this peacoat.
And I remember thinking, like, I still try to find this peacoat from this collection.
It had, like, a denim strip on the sleeve.
But it was incredibly. Like, it felt like being in theater, kind of.
Like, you were in an immersive theater experience that you could then shop from.
Which is so cool as a way to break down what a show is.
Yeah.
I think I'm not shopping so much as wanting to be. Have my perspective changed around my own desires and my own idea of the way that someone can look.
So, for example, Balenciaga.
I have never bought an item from. Demna.
Mm-hmm.
Who designed Balenciaga for all these years.
But I remember sitting in his shows, like, his early shows in Paris and thinking,
this is a totally different way of presenting a body of, you know, interpreting modernity.
And those kinds of thoughts, like, whether or not I was actually going to buy them was less important to me.
It was more that I had never seen anything.
I had never seen anything like this before.
And that's kind of thrilling in and of itself.
So. Yeah, I should say, like, as a critic, like, the times where I'm sat there being like, oh, I want to buy something, very, very few and far between.
Right.
I mean. But that peacoat.
But that peacoat still does rattle in my brain.
But, you know, I think there have been a number of shows, you know, he's now at Dior.
But Jonathan Anderson, on the men's side in particular, to me, has been very, very good at that.
He was at Loewe for a number of years.
But he would do these shows and you would kind of see the way he was. I was thinking about the male body proportionally in particular.
Like, I really remember this one show where he showed these pants that were, like, sat at the ribcage and they were sparkly.
But they were shown with otherwise conservative items, you know, dark blazers and button-up shirts.
And I just sat there smiling and was like, this is actually new.
This has no applicability to how anyone will or probably should dress.
But what a cool way to rethink.
Where a pant should sit.
And maybe that will have impact to make people think differently about how their pants sit.
Not to that dramatic scale.
But, like, certainly you could see him saying, okay, I'm going to plant the flag here.
Now it's up to you guys to see how far you want to go to catch up to me.
That's a great transition because I feel like what you are both talking about is an aesthetic experience in some way that you're having there, right?
You're thinking about fabrics.
You're thinking about looks.
You're thinking about moments.
Moments of extremity, maybe.
But how is that influencing the way I wear my jacket on the street?
You know, how are the high pants influencing?
Maybe not these pants, which are the most boring J.Crew pants you could possibly find.
But I love the way they feel on me.
How are those affecting the way people wear pants?
Well, you know, we brought up, Stella brought up Eddie Slimane earlier.
And it's like, that's probably the last, like, real, I mean, correct me if I'm wrong.
But to me, that's like what he did at Saint Laurent was the last time that the runway.
Had, like, a movement-wide impact on how people dressed in the mainstream.
You had, like, Eddie Slimane and then Tom Brown both pushing very shrunken suiting.
But then that really did, like, that's the reason why, like, J.Crew ended up doing their, like, slimmer suit.
Like, that did have a direct trickle-down effect.
Today, listen, it's harder to see for sure.
I think you have to really be looking at the corners and squinting to see the impact at times.
But it's there.
Like, I think.
Well, I would say something much, like, slightly more controversial, which is that it's always trickled up more than we give it credit for.
So, yes, designers, they're synthesizing the moment.
They're looking around the world.
They're putting it through their filter and they're interpreting through a sort of high fashion lens.
But these trends, like, probably bubble up as much from Jacob's cousin's dirty.
Sweatshirt as they do from music, communities, or, you know, subcultures of all kinds.
And there's, I don't think that historically we've given that enough credit for the way that people like yourself dress or people just like just regular people dress.
You know, what's fun about looking at fashion historically is that you can identify time periods very sort of succinctly, like, based on what people were wearing.
I don't know that that's so easy.
I don't know that that's so easy to do now.
We live in a kind of, like, post-consensus, post-trend world.
I just, like, you're wearing something that you could have been wearing five years ago.
You're wearing something probably that you'll be wearing in five years from now.
Absolutely.
People always ask, both of us, what are the trends for the season?
What's in?
What are the trends?
And it's really hard to answer that now because I don't think that you could reasonably say there is one.
or there are even five, yes, there may be a lot of lace on the run.
way or something like that. But it doesn't necessarily mean that there's going to be a
lace trend. It doesn't work that way anymore. But I also think that the way that high fashion
works, the way that luxury fashion works now, it has to be broadly palatable. And what I mean by
that is these corporations that own these smaller fashion labels, your Louis Vuittons, your Dior's,
your St. Laurent's, your Balenciaga's, they have to be globally successful. And when you are
operating at that big of a scale and you have to continue to generate revenue at an incredible
clip, you don't offer as revolutionary of ideas within the store. And that's true both for, I
think, the huge companies as well as like, you know, your big mainstream fashion labels, your
Levi's, your Gap's, your Uniqlo's to an extent. And so you kind of have to keep giving the consumer
what they're buying into already. And so it does become harder and harder to, I think, revolutionize
that consumer and create excitement and have people really believe they need to get behind that.
I feel like there are so many analogs here between clothing and other sorts of culture,
other kinds of pop culture, which is, you know, the corporations, companies say, we know there's
a mass audience out there for these type of movies or these type of TV shows. Therefore,
that is the thing we need to cater to. We need to make the most palatable form of it
because we are here to make money and high forms of art or experimentation maybe is not
the thing that we are going to invest in. Well, I would also say for me when I was
growing up, like the way I dress was a reflection of the subculture that I was into.
I think now the way kids dress in a lot of ways is a reflection of the clothes they're into. If
that makes any sense, like that, that like the clothes themselves are what people are interested
in and what they're pulling from. And they're very removed from their original subcultural context.
So that ends up resulting in like, you're seeing this weird feedback loop right now where like
kids on the street, kids, we're using kids very loosely, let's say like 20 something people on
the street, teenagers are dressing very like nineties, like the baggy pant crop top thing.
And then that I think is then feeding
back into fashion and you're seeing designers then try to give that directly to that audience.
So they're trying basically to, to make money by pulling from how these kids are dressing.
I think we're, I like to call my kids who are Gen Z, like Gen Z chaos fashion.
Have you officially branded this? Is this?
With them? Yes. I love how chaotic they are. They are truly chaotic. Like there's no,
I look at the choices they make and I'm like, I don't understand
what's informing this. And I don't think they do. And I think that that's what I mean when I say
post-consensus. But, um, I keep thinking about norm core, which was a little over 10 years ago,
a pretty big movement that was, I think, a rejection of individuality and, and that didn't
come from fashion, but it was expressed often through fashion, which is just this, everything
is generic. Um, and you, you're one of 7 billion and that has been hard to shake. Although I,
when I talk about Gen Z chaos style, I think that that is the first time we're seeing
kind of a rejection of norm core, which I think has been norm core being the most
prevailing aesthetic that we've seen in the last 10 years. And whether that's in minimalist
clothing or minimalist interiors or millennial pink or any of these big pervading aesthetics that have,
that have like really changed interior design or have changed car design or shoe design or,
you know, all of those things were related to that. Now I think we're seeing a more eclectic
rejection of, of that desire to be anonymous. People are, I think,
finding their individuality again a little bit.
Okay. On that point, let's take a break. And when we come back,
you all are going to answer some listener questions.
A few weeks ago, we did a call out and we asked listeners to send us their personal
style questions and we got so many responses. Thank you to everyone who submitted a question.
Obviously we can't ask or answer them all. So I'm just going to put a few to Stella and Jacob,
uh, and see what we get. Are you guys ready?
Sure.
Yep.
Um, so as I, so many questions, as I said, and as I read through many of the questions,
I saw that something that a lot of people had on their minds is how to dress for their age,
people in their sixties, seventies, people in their eighties, but also listeners that
were much younger than that. And this first one is from Paul. He lives in Rostock, Germany.
Paul asks, I've been trying to find a more modern adult style for a while.
Now, since I'm still wearing a similar style to the one I've been wearing since high school,
I believe Paul is in his late twenties. Why is that? And how can I change that?
I can answer the why easier than the how I think the why is that is because basically there's
very little societal pressure today to dress in an adult manner, depending on your career.
But, you know, I think there is not the same pipeline of like you graduate school,
you get a mature wardrobe as you move into the workforce. You don't need that anymore based on,
I would say, the withering of dress codes in the corporate world.
It's very hard as a result. I feel for Paul, like I do understand that, like it's hard to
try to then dress in a way that feels better without feeling like risky. I get that tension.
I feel like we need to go back to,
to the fundamental question. You said we got tons of questions about how to dress your age.
And, you know, pulling back on that, it's so hard to age, period. We have like a ton of things to
navigate psychologically around those questions. You know, it's not just clothing. It's your body
changes. It's your feeling about others change. It's your feeling about your authority in the
world changes. How do you reflect that with your clothing? That's,
that gets at the very most difficult question about fashion, period. So it's not surprising
to me that so many readers would ask, like, how do I dress my age? Because how do I talk my age?
How do I feel my age? You know, I might feel a lot younger than I seem or that I look. So
I would say it's probably okay for him to dress like he did when he was 20,
as long as it's okay for him socially. But if it doesn't line up with,
how he feels as a person, he's going to have to actually spend some time thinking about how he
feels as a person. And then he'll figure out how to dress. I think we think that clothes will answer
those questions for us. But in fact, we have to answer those questions and then go out and find
the clothes that match our feelings about ourselves. And, you know, that actually evolves
fairly frequently as we age. And that's why you're getting questions from people in their 80s,
70s, 60s and lower is that, like, we're always, you know, we're always, you know, we're always
trying to navigate this problem. Well, I think a lot of people don't want to, again, dress like
they're trying to be 25 when they're in their 40s, or they don't want to try too hard to look cool,
even though they want to feel good in their clothing. One thing that I keep saying and
thinking is that it is almost impossible to escape the moment in which you were forged.
You cannot quite shake that, whether you're a boomer, whether you're a, you know, Gen X,
whether you're a Gen Z.
Like, it just will be there. And there's something in there that you can't quite fight. And that's
okay.
Stella, I went to a Catholic all-boys high school, and I still dress that way. I think I locked it in
when I was 16 years old.
That was a really beautiful answer. I thought that was really eloquent.
You're going to tell me I'm wrong?
No, no, no. I think that you are absolutely right. But I'm trying to think of how materially to help
here. And what I would say is already asking the question clearly indicates that there's something
that when Paul and people like Paul look in the mirror, they think I'm dissatisfied with this.
This seems off of who I am or who I'm trying to be. And what I would say is try to then stand
there and figure out maybe what part of what you're wearing makes you feel that the most and
begin there. Like, if it is that you're still wearing the same exact chinos you wore in high
school, you're still wearing the same exact chinos you wore in high school, you're still wearing the
or the same exact sort of Catholic school button up, if you will, and that that is pulling you too
far backwards or too far to that time that you want to pull out of, then begin there and start
slowly and try to figure out how you might update or even just modify that a little bit within your
box. Don't go out and buy seven gajillion patterned shirts because you've worn solid
shirts your whole life. That's just a waste of money and you will not actually end up wearing
those. I'd say zero in on that thing and then build outward from there. And don't get daunted
by that.
that process that would be my guidance that is very actionable advice that's good thank you like
start with the shoes for example or you know start with something the shoes are so hard yeah but you
can most people let's say your weight changes as you age or your you know you go through surgeries
or you you know you have all kinds of of physical changes but shoes can be one way that a person can
update their look quickly that you know they come in a different range of prices you're probably not
going to outgrow them they are you know if you wanted to make a big investment you could you
could justify that because you'll wear them all the time and you'll get them repaired like that's
a good place to start i feel like this is related to our next question which is from laura in menlo
park california uh laura writes that after giving birth to her son none of her clothes felt
appropriate to wear anymore and again touching on this theme we've been talking about the clothes
that she accumulated in her 20s
20s no longer matched her sense of self she's a different person now inherently as as a new parent
so she asks quote how do you suggest navigating this early motherhood era with regard to personal
style and how do you do so without going broke yeah i would say the transition to new motherhood
is one of the most profound shifts a woman is going to experience in her life in her body
you know
um
輸了
in relation to others in relation to the child she now has to take care of so you're you're also
navigating a realignment to who you feel you are in the world that's maybe the most difficult of all
that that i've experienced and that i've witnessed other people experience um
and similar to our other answer i think it's got to happen gradually if you can't afford to just
don't think anybody can really, you know, unless you're a very rich celebrity, chances are you're
going to have a lot of the same old stuff you always had and you have to figure out how to make
it work. But I guess not to be corny, but to be slightly gentle with yourself as you go through
that, maybe pick up one or two things that you feel really good in. It's kind of the opposite
of what Jacob is saying is like, identify the thing that makes you feel the worst. But this
would be like, go out and treat yourself to at least one thing that you do really feel good in
that does express that about you. Start with that and then wear it to death. Kind of just wear it
all the time. That's what I would say. Yeah. I mean, obviously I'm a man, so my answer will be
very gendered in this way, but I'm a new father. My son is less than five months old as we speak,
and I truly just got off leave like a week ago. And I went through that entire period of leave
dressing and almost the exact same thing.
Every single day I wore shorts and a old shirt, like an old tee every day. And I did that for
months and I was fine. You know, obviously you're so sleep deprived and you're so whatever, like
you're not seeing people like, who cares? Just get me dressed so I can have, you know, feed him.
And I think it took until like two weeks before I came back to work, I went and I did buy something
and I bought something that was like very,
very personal to like, it was very like of my style, quote unquote, it was a sweater.
It like had, it's not this one. No, it's not this sweater. It had like a funky pattern to it.
And it felt like I was like, oh, this is a reminder of like what I like and who I am.
Cause it is really difficult. Like you're like, I think I look at a lot of stuff in my drawer right
now and it feels very juvenile, which makes like no sense. Cause I only, I wore that like a year
ago, but then there's other things where I'm like, I don't know. I don't know. I don't know. I don't
Like, does this make me look too much like a dad?
Like, what is that?
And then what does that mean?
And you're just kind of tortured by it a little bit.
But I think that's a great piece of advice, Stella.
All right.
This one, I'm actually, I'm interested in this one as a dude who sees dudes dressing terribly.
Okay.
So this is from Cale in New Haven, Connecticut.
Don't know where he went to college.
He is a law student who describes himself as, quote, never particularly concerned about fashion or style.
But he gets anxious about making sure his outfit fits the particular setting he's in.
So he asks, what are good rules of thumb I can or should be following to make sure I'm not finding myself chronically overdressed or underdressed?
And this touches on a theme that a lot of, I think, men asked about, which is how do they dress better than they do now without looking overly formal?
I would say that what I've observed is that many men,
they're probably not dressed as well as they used to be.
Their primary goal, I'm going to be grossly, I'm going to be grossly generalist, is not to stand out too much.
And that's, you know, there are all kinds of social reasons for that that are above my pay grade, but, you know, are quite deep and psychological.
So, you know, I don't know.
You know about Red Sock Theory?
Do you know about that?
Oh, God, please tell me about this.
No, go ahead.
No, you go ahead.
No, you go ahead.
Well, I might mingle it.
The thing about Red Sock Theory is that you can pick one item to have a little bit of flair and that people will respond well to that tiny bit of flair.
But if you, let's say, put a red blazer on, they might not respond as well.
You're standing out too much, so you want to stand out just a little but not too much.
And that's what Red Sock Theory comes from.
But I do feel like maybe this person asking this question wants a little bit of flair but not too much.
Like, they want to walk a line but not.
Why are you getting so much?
Because I have several pairs of red socks.
That's why.
Well, you're special.
Oh, God.
I was going to say, the unfortunate thing about the Red Sock Theory is that a lot of people know it, so a lot of people do the same trick, so it doesn't become as memorable.
I actually think, I'm like wondering, as I sit here, I think this guy should go the other way.
I mean, I feel this is like.
You mean he should go formal?
I think he should just wear a suit all the time.
Yeah, well, that's a good option.
Better to be overdressed.
I think it's like, if I'm this guy and I'm thinking, oh, I'm going to wear a suit all the time, I'm going to wear a suit all the time.
If I'm thinking, I'm concerned about being overdressed, people will very, unless you're wearing a tuxedo, they will very rarely judge you for being overdressed.
I think you might feel a bit abnormal in that immediate moment, but you're not going to be judged.
And to the Red Sock Theory, you will probably be remembered.
And especially in this universe where I think people, men in particular, sit in this kind of weird wishy-washy zone.
Of business casual, sometimes too business, sometimes too casual, whatever.
It's like, I think you could lean in, wear the suit, wear a tie even.
I'd say not vary it up that much if you're going to do that.
I'd say keep it pretty, you know, standard suit, maybe solid colored knit tie, solid colored shirt.
But like, get a good template going and maybe that's just what you wear all the time.
And you can.
Lean into that if you're comfortable with it.
I'd say otherwise, you know, it's tough because I think, yeah, I think too many men are in that kind of muddy middle right now where it's like, oh, here's my button-up shirt with my like V-neck sweater over and, or my performance polo.
And, you know, then you just look kind of pedestrian.
Yeah, a lot of half zips.
Yeah, a lot of, I think the half measure, the half measure is where you're, you're in trouble, I think.
I like what you're saying, which is basically.
Like, be bold.
Go for it.
Go for it.
Why not?
Can we touch on the obvious, which is, did the pandemic break the way some people think about clothing?
Oh, a thousand percent.
Yeah.
It's like, I wonder if she's going to disagree, but I think like.
Well, it didn't change me in any way.
Well, I think.
Okay, we got it, Stella.
I think it, I think it irreparably changed what the market for clothes is.
You know, I think we were maybe.
You know, heading in a different direction before the pandemic, like, you know, this is such a very specific high fashion example, but I remember being at a Louis Vuitton show just before the pandemic happened and there were a lot of suits and I thought, okay, this is something that people are going to try to message around.
This is what the brand is going to try to package.
This is what magazines might try to make editorials out of.
This is going to be a talking point.
And then boom, the pandemic happened.
Those clothes hit the stores, but they, you know, did.
In a very muted way because of when they landed, people were at home in sweatpants.
I think that the casualization of everything, it's like you can't put that back in the box.
You know, you can't put the toothpaste back in the tube.
I think people still do in a lot of ways shop with how can I feel comfortable as the number one criteria and often I think the only criteria.
I think pulling back a little bit is like it.
What it did to our whole society where we became desegregated and a little siloed, that will have a profound effect on the ability for trends to kind of take hold because you can live in your little echo chamber where, you know, boat shoes are cool and never have to confront a group of people that think they're not cool.
Right.
And so to the extent that the pandemic just further atomized us, yes, I think.
It is, has been profound.
So, so this is good.
This is good because Maggie from Summit, New Jersey, she has a question that relates to what you're talking about here, I think.
She says she's really concerned with coming off as, quote, a trend hopper.
She says that she finds that whenever she goes back to something in her closet,
it inevitably feels like she's drafting off what other people are wearing,
even though it's just her wardrobe.
So she writes,
I feel like it's harder than ever to curate a unique personal style without parts or the whole
becoming social media's latest micro-trend.
I guess she's worried about appearing trendy to the world, if I'm understanding this correctly.
So what would either of you say to Maggie?
Yeah, I think Maggie just needs to be okay with her wearing the thing.
Like, don't worry about how people are going to perceive you in it.
I think also, as we've discussed, like, everything feels like a trend all the time.
You know, shirts are long, shirts are short, like, pants are wide, pants are narrow.
Like, everything is possible.
And so within that. It's like, tune out that noise.
Just, if there's something in your closet you want to wear, just wear it.
If you want to buy the thing, you're never going to be able to identify
how you were incepted to buy the thing.
You know, like, you're in a store, you see something that's yellow, you might like it
without realizing that butter yellow was the trend of last year or what have you.
If you are personally compelled toward something,
don't waste your time psychoanalyzing why you're compelled toward it.
If you like it, it makes you happy, you think you'll look good in it, just wear it.
Yeah, you just pulled a Miranda Priestly right there.
You're like, that butter yellow that you're wearing?
You may not know how it got into the store.
I think color is still where that does, where the trickle-down is still probably the most potent.
But yeah.
I have a question that is going to draft off a little bit of what you're talking about here.
This is Dana, Tempe, Arizona.
Dana asks, quote,
How can you keep up with trends while trying to limit. overconsumption and make environmentally conscious style choices?
You cannot.
You actually cannot.
There's no ethical consumption under capitalism?
Well, you can buy vintage clothing.
That is a choice that you can make.
My personal mission would be to tell people to stop following trends in that way
and to think more about what they like.
And to wear what they like.
But I'm anti-trend.
Why are you posing to me like I'm pro-trend?
I feel like you're about to argue with me.
Before you respond, what is anti-trend?
What does that mean for the styles that. I don't think that people should change how they look and dress and act every six months.
I fundamentally think that that has been a problem with the fashion industry.
I think you should not even encourage people to do that.
There's something grossly consumerist and unsustainable about that behavior.
You know, one thing that we haven't touched on here
is the way in which trends often have to do with silhouette
and proportionality of clothing.
And so, you know, the ways that something might look five years ago or ten years ago
have to do with, like, how high your hemline is, how short your shirt is.
You know, Jacob has a piece coming out this week about men's shirts.
It's getting shorter and shorter and shorter.
Not crop tops, but just sort of regular button-up shirts.
And now they now have a kind of a flat front.
And then I have Gen Z children who shop in thrift stores.
And, you know, they sew their clothes to look like that
because they can't afford brand new clothes.
And it's more sustainable, and they're into that.
So paying attention to the ways that designers are suggesting that you wear your clothes
enables you to keep up with the trends in a variety of ways.
Like, you could buy. You could buy an old shirt and chop it up
and make it look like the silhouette of the quote-unquote moment.
And that's a sustainable way to quote-unquote keep up with trends.
It's also just kind of a fun, like, in the sporting mode of what are people wearing.
It's just one way that you can start to think about clothes.
And I think the idea of silhouette,
that's actually a big part of what we're talking about when we talk about trends.
Yeah, I do agree with Stella.
I think, you know, people want to say vintage is sustainable.
I don't really. I don't buy that 100% because I think the way vintage is treated now,
it's still treated as, like, a very consumption-based habit.
It's still more sustainable.
It's still more. It's certainly still more sustainable.
I don't want to, like, cut into that.
But, like, you know, our habit remains, like, consumption-based.
Like, we still want to buy the hot new thing
and feel like we're kind of taking part within fashion.
And to be truly sustainable within that is very, very, very difficult.
And I also think it's worth noting that, like, you know, vintage clothes are not. you know, always better made, you know,
especially now as we get closer and closer to things from the 2000s being considered vintage.
Like, they're probably just as, you know, fast fashion disposable
as a lot of stuff that's in stores.
And we're kind of heading toward a weird time in the vintage market for that reason.
But, yeah, sure.
But it goes back to kind of what I'm saying.
It's just like. And also what you're saying.
Buy one thing.
Buy one thing.
Buy one thing.
That's what I was going to come back to.
Buy one thing.
That's a way that you can be more. And wear that.
And wear that.
And wear that.
And wear that.
And wear that thing all the time.
Wear it a lot.
Wear it until you're sick of it and you can buy your next one thing.
And that instead of. I, you know, a lot of us grew up with this idea that, like, it's back to school,
so you're going to get a new bunch of clothes and you're going to change who you are every year.
You know, I don't know if that's this year's catalog of my childhood, you know,
Pavlovian experience that it's September, so I feel like I have to reinvent myself.
I just went through this, you know, new pair of sneakers, new pair of, you know. But actually breaking free from that idea and, you know, I do think that the pandemic,
the one way in which it really did actually change the way I dress is that I was wearing
the same thing over and over and over again and it felt great.
And when I'd go out, I'd wear the same coat to every event and that was fine.
I didn't need a new dress.
I didn't need, you know, to habituate myself to novelty and that is actually at the answer of almost. Every one of these questions.
It's like, if you feel like you're not yourself, pick one way in which you want to alter it.
If you, you know, if you want to be sustainable, buy less, pick one thing and wear it all the time.
If you want to be fashionable like everybody else, like, pick the one thing that you think is holding you back and alter that.
This is a really good advice.
Our final reader question is specifically for Jacob.
It is a reader named Schmilbert Schmooze from New Jersey.
He wants to know, Jacob, should he be wearing double pleated trousers all year?
He has her flat front pants.
Okay, I do think you should try double pleated trousers.
Yeah, why?
So, I only buy pants that have two pleats, pretty much.
I think maybe these are. No, these are one pleat today.
But these are also very, very wide through the leg that I'm wearing.
I think they are more comfortable.
I will advocate for that.
I think they are more comfortable and I think that it is a very. The comfort aside, I think it's a very good way to add intrigue because it modifies. It modifies one part of your outfit and everything else can remain balanced up top.
Everything can remain the same.
I think it makes you think a little deeper about what shoes you wear because I do have pants that seem to swallow a lower profile shoe.
But I like the cleanliness of a broader pant and how straight that line feels along the side.
And I think that that looks nice.
I just think it looks very sharp.
And you look particularly, like, for the workday.
In this moment where suits have long faded and ties are really endangered, I think it's a way to look clean and crisp and a little traditional without having to really modify your entire outfit.
I do know that the minute you switch, fashion will change because that's what happens, right?
This is a pendulum.
It is cyclical.
What if I leave this booth right now and go buy a pair of double pleats?
Double pleated trousers.
That means, like, in three months from now, flat trousers will be back.
Okay.
That's how it works.
Is that the laws of the universe here?
Yeah, the laws of the fashion universe.
We'll be right back.
And when we return, we are going to end our episode as we do every week with a little game.
We'll be right back.
Baggy jeans.
You love them.
You hate them.
We talked about them.
They've been part of the American wardrobe for a very long time.
And so how the game is going to work is we have three rounds here, and they're all focused on jeans in some way.
It's a little bit of genealogy.
You ready?
Yeah.
Oh, boy.
Yeah, good, good.
These two cool fashion writers right here.
All right.
We have three rounds.
Just are you ready?
Tell me you're ready.
All right.
Hands on buzzers or on laptop space bars.
First round is called Behind the G.
Jeans, I'm going to ask you a question about a notable denim moment in pop culture from the past 40 or 50 years.
Once I finish reading, you can buzz in.
Please do not buzz in until I finish reading.
Daisy Dukes, the incredibly short denim shorts draw their name from Catherine Bach's character on what 1970s television series?
Bugbee, which is the name I see in front of me.
Stella.
Was that the Dukes of Hazzard?
The Dukes of Hazzard.
Correct.
Okay.
Next question.
What former pop star couple showed up to the red carpet of the 2001 AMAs in matching Canadian tuxedos?
Jacob.
Justin Timberlake and Britney Spears.
That is correct.
Next question.
Just earlier this month, which actress showed up to the Emmy's red carpet wearing a pair of Levi's?
Jacob.
Oh, from Hacks.
Uh, uh.
Yeah.
Uh, Megan.
Megan?
I don't know her last name.
Meg Stalter.
Stalter.
There we go.
Megan Stalter.
Megan Stalter.
Okay.
Next question.
Lena, Tibby, Bridget, and Carmen are four different-sized friends who nonetheless share the same magical pair of jeans in what 2001 novel adapted to the screen in 2005?
Jacob.
The Sisterhood of the Traveling Pants.
That is correct.
That is correct, sir.
Thank you.
Next question.
What Seminole 1956?
Seven novel about nomadic hipsters did William Burroughs once say, quote, sold a trillion Levi's?
Stella.
Is that On the Road?
On the Road.
Very good.
You guys are both doing great.
Uh, last question in this round.
Last month, Gap released an ad that has been viewed more than 30 million times.
It stars what girl group dancing in Gap Denim?
Jacob.
Cat's Eye.
Cat's Eye.
Excellent.
Good job.
The next round is a musical round.
This is a round we were calling Name the Jardist and the Jong.
It turns out that people do not just love wearing jeans.
They love singing about them.
I'm going to play you a clip of a song that mentions jeans.
You get one point if you can name the artist.
You get another point if you can name the song title.
These clips are quick.
Be ready to buzz in.
First one.
Dinner, home, dinner, home, dinner, home, dinner.
Jacob.
It's Beyonce, and the song is. Isn't it Levi's Jeans?
Levi's Jeans.
You're right.
You got both points.
All right.
Next.
Stella.
Stella.
It is the Yardbirds' House of the Rising Sun.
It is the House of the Rising Sun.
Animals.
I believe this is the animals.
The animals.
I always get those two confused.
Yes.
I was going to say.
You got it.
Next clip.
Jacob.
It's Katy Perry, and the song is Teenage Dream.
Gee, you guys are. We should make this harder.
All right.
Final clip.
Jacob hit it so fast.
Jacob.
It's Nelly, and the song is Apple Bottom Jeans.
And both of those are wrong.
No, it is wrong.
The song is Low by Flo Rida.
Oh, no.
I totally knew that.
No.
I heard. I was. Yeah, okay.
There we go.
All right.
Final round.
This is rapid fire.
This is a round we are calling Artistic Geniuses.
I will tell you what they did.
You tell me who they are.
First, he starred in Singing in the Rain.
Jacob.
It's Jean-based.
Yeah.
Jean Kelly.
Jean Kelly.
Yes.
Great job.
Okay.
You just hit buzz.
You didn't even know.
Now you know his strategy.
He's the Jeopardy guy.
He goes first.
You buzz first.
I don't know.
All right.
She just won another Emmy for her role in Hacks.
Jacob.
Is Jean smart?
Jean's smart.
Next.
He played the title character in Willy Wonka and the Chocolate Factory.
Stella.
Oh, no.
Are you kidding me?
I let you buzz on that one.
You really don't know?
You do know it.
You know this.
It's Jean Wilder.
It is Jean Wilder.
I don't know how we're going to score that.
I don't know how we're going to score that one.
Jacob is going to get that one.
All right.
This is the final question in the round and the game at large.
He won an Oscar for his role in The French Connection, and he also passed away this year.
Jacob.
Who's Jean Hackman?
Jean Hackman.
Stella, did you just give up over there?
You're just staring at me.
I just keep thinking about Jean Simmons.
I don't know why you didn't pick me.
I don't know why you didn't pick him.
Okay.
The winner of this week's quiz is Jacob.
Jacob.
I think we all knew Jacob had this right as soon as he said Nelly.
Apple-bottom jeans.
For some reason, that was what I heard in my ears.
I was like, oh, it's got to be apple-bottom jeans.
That's coming.
Jacob, I have a prize here for you.
This is the fifth one of these that we are awarding.
This is what we call a Gilby.
It is a small golden trophy with my face on it.
I'm so sorry, but congratulations.
No, thank you very much.
I'll cherish this forever.
Excellent.
I'm so sad not to have won a Gilby.
I think I only half believe you, but I think you just have to come back on,
and maybe we can get you one.
Thank you, Jacob.
Thank you, Stella, for being on this week's episode of the Daily Sunday Special.
Thank you, Gilbert.
Thanks for having us.
Thank you.
This episode was produced by Kate Lepresti,
with help from Luke Vander Ploeg, Alex Barron, and Tina Antolini.
It was edited by Wendy Dorr.
We had production assistance from Dahlia Haddad.
The Sunday Special is engineered by Sophia Landman,
original music by Dan Powell, Marion Lozano, and Diane Wong.
Special thanks to Paula Schumann.
We'll be back next week.
Thanks for listening.
We'll see you next week.
Podcast Summary
Key Points:
Fashion is a powerful tool for self-expression and social signaling, revealing how individuals perceive themselves and their place in the world.
High fashion shows serve as both a preview for upcoming trends and a marketing strategy, often prioritizing spectacle and celebrity engagement over commercial viability.
Designers like Eddie Slimane and Jonathan Anderson have created impactful, unconventional collections that challenge norms and spark personal reflection, even if they don’t immediately translate into sales.
Trends now stem from diverse cultural sources—like subcultures and Gen Z chaos—rather than just elite fashion houses, showing a trickle-up effect from grassroots to high fashion.
The post-consensus era is marked by a rejection of uniformity, with people embracing individuality and eclectic styles, especially in response to years of minimalist and conformist fashion.
Sustainable style requires rejecting trend-driven consumption and focusing on personal preference, such as wearing one piece repeatedly or repurposing clothing.
Personal style evolution is deeply tied to life experiences, like motherhood or career shifts, and should be approached with self-compassion rather than rigid rules.
The pandemic accelerated casualization and desegregation of fashion, making it harder for trends to spread and reshaping how people perceive comfort and identity in clothing.
Summary:
Fashion is more than clothing—it’s a form of communication, rooted in identity, culture, and personal expression. The episode explores how fashion shows, once seen as purely commercial, now function as cultural events that reveal societal values and shifts. From the influence of youth subcultures to the rise of Gen Z chaos fashion, trends now emerge from everyday life rather than elite design.
Designers like Eddie Slimane and Jonathan Anderson challenge norms with bold, unexpected collections that spark personal reflection, even if they don’t immediately become mainstream. The conversation also highlights how personal style evolves with life events—such as motherhood or career changes—emphasizing self-awareness over fashion following. Sustainability is discussed as a need to reject trend-driven consumption, advocating instead for mindful choices like wearing one piece repeatedly.
The pandemic significantly altered fashion by promoting comfort and casualness, leading to a more fragmented, individualistic style culture. Ultimately, the episode argues that fashion is deeply personal, and true style comes not from conformity or trends, but from authentic self-expression and emotional connection to one’s wardrobe.
FAQs
Fashion shows preview new designs for the upcoming season and serve as a platform for editors and buyers to decide which pieces will appear in magazines or stores. While they once focused on commercial outcomes, many now function more as marketing events, showcasing a brand's vision and attracting celebrity attention.
Trends from fashion weeks often trickle down to mainstream fashion, influencing how people dress in daily life. For example, designs like slimmer suiting have directly impacted retail offerings, showing how high fashion can shape mainstream style.
Clothing from early life often reflects personal identity and subcultures, such as punk or school uniforms. These choices remain deeply tied to how individuals see themselves and can influence style long after their formative years.
The pandemic led to a shift toward casual, comfortable clothing as people spent more time at home. This has made casualization a lasting trend, changing how fashion is perceived and consumed, especially in terms of comfort and practicality.
Focus on what makes you feel good and authentic. Instead of chasing trends, identify one item or style that brings joy and wear it consistently. This helps develop a unique sense of personal style rooted in self-expression.
While vintage clothing is often seen as sustainable, it's not always. Many vintage pieces, especially from the 2000s, are made with fast-fashion materials and techniques. True sustainability requires mindful consumption and awareness of production methods.
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