Podcast Summary: Fashion People

Episode: Timothée’s Vogue and Taylor’s Thom Browne

Host: Lauren Sherman
Guest: Hunter Harris
Date: November 11, 2025

Episode Overview

This episode of Fashion People dives into the state of celebrity fashion and media, focusing on Timothée Chalamet’s buzzed-about Vogue cover and Taylor Swift's recent Thom Browne ensemble. Host Lauren Sherman is joined by entertainment journalist and Substack author Hunter Harris for an insider’s chat on the unfiltered realities behind pop culture’s most-watched stars, peer-to-peer fashion rental, magazine nostalgia, and shifting industry power centers.

Key Discussion Points & Insights

1. Catching Up: From Substack to Pop Culture

• Lauren introduces Hunter Harris, praising her must-read entertainment newsletter, "Hung Up" ([05:11]).
• Hunter reflects on leaving her job at New York Magazine to go independent in the early pandemic days, admitting, “A lot of therapy, a lot of talking to my parents, who were like, don’t do this. I was so nervous. But then I also was kind of like... nothing’s working. So, like, yeah, why not, like, try something different?” (Hunter, [05:51]).

2. Peer-to-Peer Fashion Rental: A Real Life Test

• Lauren recounts orchestrating a peer-to-peer borrow of coveted The Row thigh-high boots for a New York trip ([08:08]).
• Discusses the business feasibility of peer clothing rental: “That has existed before and it does not really work because how do you scale that? How do you ship things?” (Lauren, [09:33]).
• Hunter is enthusiastic about borrowing and lending: “I always think about this with formal wear because I never want to like spend a ton of money on a dress that I’m going to literally get, you know, four wears out of before I start to like hate it” ([10:37]).

3. Taylor Swift’s Fashion Choices: Analysis & Psychology

• The duo unpacks Taylor Swift’s recent fashion moments, especially her Tom Browne look and giant Gucci platform heels ([16:47]).
• Lauren asks, “Why do you think she dresses like this? Why do you think she wore those?... Why does she think this is a good place to be photographed and to be seen in culture?” ([17:31], [20:21]).
• Hunter challenges the “bad on purpose” theory: “I think that she truly dresses in things that she likes, because when she wears, like, fashion stuff, it's just always, like, the ugliest thing that Gucci has ever made... It's always so, like, according to her style.” ([17:53]).
• On strategic public appearances: “I think that she likes putting on a show... Travis is as interested and invested in the performance of her life as she is. And that's where they really connect.” (Hunter, [21:48]).
• The number of high-profile restaurant outings and coordinated “paparazzi walks” are read as deliberate, stage-managed choices reflective of both Swift’s and Travis Kelce’s comfort in the public eye.

Notable Quote

• “Honestly, maybe that's the biggest thing I'd say about the album is that she's dressing as lackluster as the music.” – Hunter, [23:38]

4. Taylor Swift’s Wedding Fashion Predictions

• Lauren predicts a traditional Oscar de la Renta dress, musing if Swift will “have the understanding that this is when you get the couture thing.” ([25:32])
• Both agree Swift is unlikely to go full Chanel couture, instead likely staying in her familiar, safe designer territory.

5. Timothée Chalamet’s Vogue Cover & The Future of Magazine Covers

• The Timothée Chalamet Vogue cover (purported to be Anna Wintour’s last, though rumors abound) left both guests underwhelmed ([26:08]).
• Hunter: “It looks very like AI, which is unfortunate. But...I was like, oh, this is Dune promos starting really, really early...doesn't really have that metaphysical layer...” ([28:52])
• Lauren shares inside intel on Vogue cover production and Anna Wintour’s ongoing involvement ([27:36]).
• Both draw parallels between Chalamet’s current promo cycle and Kanye West’s influence, with Jacob Gallagher cited: “There’s something very Yeezus about Mr. Chalamet’s image lately...” ([30:03]).
• Discussion expands to the likelihood of a Kanye West cultural comeback, reflecting on both his artistic legacy and controversies ([31:09]-[32:57]).

6. Lily Allen’s Breakup-Era Fashion

• Lauren introduces Lily Allen’s post-breakup renaissance, noting her Colleen Allen bandeau look: “In the midst of all this, what do you think about how she's been presenting herself physically?” ([36:31])
• Hunter: “I liked it too that it wasn't...some kind of hard angle empowerment. I like that it was sort of delicate and so subdued but also very sexy. I mean her body looks crazy. She looks so good.” ([36:31])

7. Sydney Sweeney & GQ’s Men of the Year Covers

• Hunter expresses fatigue with Sweeney’s relentless media presence: “It’s like day 800 of talking about her.” ([37:19])
• Both critique the oversaturation of celebrity and the logic of GQ’s multi-cover Men of the Year: “Do you get a calendly link to get a GQ Man of the Year cover?” – Hunter, [38:31]
• Lauren notes, “I think if you’re going to operate a mainstream magazine at a hellhole like Condé Nast...they are trying to be in the culture in a way that literally no other magazine at one of those legacy publishers is.” ([37:36])

8. The State of Magazines: Print, Digital, and Sentimentality

• Lauren recounts visiting magazine archives (Library 180), expressing deep nostalgia for 90s/00s magazine culture, saying: “It felt so good. I was there for an hour, just looked through magazines...felt like a brain massage.” ([43:48])
• Hunter reminisces about Teen Vogue as a lifeline to culture: “I grew up in Oklahoma...there wasn't a huge, like, any fashion culture there. But I just felt so, like, it was so nice to get my Teen Vogue...in the mail.” ([44:43])
• The duo discuss generational shifts in print vs. digital value: “Is a digital cover meaningful to you? Because it's not super meaningful to me most times. And he's like, yeah...Why would I care about a physical print cover? What does that mean?” (Hunter, [46:40])
• Lauren: “The thing is all this stuff, like, you’re going to look at it online...and if you’re 20 years younger, it’s just not a part of your life.” ([48:09])

Notable Quote

• “Being so married to the print product feels, like, I mean, not realistic. And also, like, there is so much innovating we can do on the Internet...” – Hunter, [52:12]

Memorable Moments & Quotes (with Timestamps)

• [05:51]: “A lot of therapy, a lot of talking to my parents, who were like, don’t do this. I was so nervous. But then I also was kind of like... nothing’s working. So, like, yeah, why not, like, try something different?” – Hunter Harris
• [09:33]: “That has existed before and it does not really work because how do you scale that? How do you ship things? Logistics.” – Lauren Sherman
• [17:53]: “She truly dresses in things that she likes, because when she wears, like, fashion stuff, it's just always, like, the ugliest thing that Gucci has ever made.” – Hunter Harris
• [23:38]: “Maybe that's the biggest thing I'd say about the album is that she's dressing as lackluster as the music.” – Hunter Harris
• [28:52]: “It looks very like AI, which is unfortunate. But... I was like, oh, this is Dune promos starting really, really early...” – Hunter Harris
• [30:03]: “There’s something very Yeezus about Mr. Chalamet’s image lately.” – (qtd. by Lauren Sherman from Jacob Gallagher)
• [36:31]: “I liked it...that it wasn’t some kind of hard angle empowerment... It was sort of delicate and so subdued but also very sexy.” – Hunter Harris (on Lily Allen)
• [38:31]: “Do you get a calendly link to get a GQ Man of the Year cover? Like, it was. It's too much.” – Hunter Harris
• [43:48]: “It felt so good. I was there for an hour, just looked through magazines... felt like a brain massage.” – Lauren Sherman

Timestamps for Important Segments

• [05:09] Introduction of Hunter Harris & her substack journey
• [08:08] Peer-to-peer fashion rental anecdote
• [16:47] Taylor Swift's boots/Thom Browne look; Fashion motive debate
• [21:48] The psychology of Taylor Swift’s public appearances
• [25:32] Taylor Swift wedding fashion predictions
• [26:08] Timothée Chalamet Vogue cover reactions
• [30:03] The Kanye West influence on celebrity style
• [36:31] Lily Allen’s breakup wardrobe
• [37:19] Sydney Sweeney and GQ's Men of the Year covers critique
• [43:48] Magazine archives and print nostalgia
• [44:43] Impact of Teen Vogue and cultural access
• [48:09] Print vs. digital magazine consumption

Final Thoughts

Fashion People continues to deliver sharp, honest takes on why fashion matters—not just on the runway but as a mirror for celebrity culture, media, and personal identity. Lauren Sherman and Hunter Harris’s conversation covers both the fun and fraught sides of today’s fashion ecosystem, providing keen insights, plenty of candor, and choice gossip for anyone invested in the looks (and moves) shaping the industry.