What Were You Thinking? – Details, episodes & analysis

Podcast details

Technical and general information from the podcast's RSS feed.

What Were You Thinking?

Henry Holland

Arts

Frequency: 1 episode/14d. Total Eps: 11

A personal billboard to the outside world, fashion really can reflect a much wider personal story than is often told. The clothes we choose to wear help to reveal the story of our lives. Join Henry Holland on a sartorial journey like no other where he speaks to ICONIC guests about the looks that changed their lives and the stories behind them.

WARNING: This is not a podcast about celebrity fashion fails! It’s a personal fashion history straight from the horse's mouth. Are you ready? Subscribe to What Were You Thinking so you don’t miss an episode.

In partnership with Vestiaire Collective

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Apple

Data updated on 04/07/2026

Recent rankings

Latest chart positions across Apple Podcasts and Spotify rankings.

Apple Podcasts

🇬🇧 Great Britain - Fashion & Beauty
04/04/2026
#89
🇬🇧 Great Britain - Fashion & Beauty
03/04/2026
#79
🇬🇧 Great Britain - Fashion & Beauty
02/04/2026
#59
🇬🇧 Great Britain - Fashion & Beauty
14/02/2026
#97
🇬🇧 Great Britain - Fashion & Beauty
13/02/2026
#61
🇬🇧 Great Britain - Fashion & Beauty
09/11/2025
#97
🇬🇧 Great Britain - Fashion & Beauty
08/11/2025
#74
🇬🇧 Great Britain - Fashion & Beauty
21/10/2025
#74
🇩🇪 Germany - Fashion & Beauty
09/07/2025
#80
🇩🇪 Germany - Fashion & Beauty
08/07/2025
#69

Spotify

No recent rankings available

Shared links between episodes and podcasts

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https://omnystudio.com/listener
11 shares

RSS feed quality and score

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RSS feed quality

Good

Score global : 89%

Publication history

Monthly episode publishing history over the past years.

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Latest published episodes

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Shatter the myth Paul Smith

Season 1 · Episode 11

Friday, October 23, 2020 • Duration 43:24

Designer. Curator. Living legend. Sir Paul Smith shares the highs and lows from his fashion journey which spans 50 years this year. What was the first collection he showed at Fashion Week like? How did he feel going to Chanel shows in the presence of Coco Chanel? Has the thought of retiring ever crossed his mind?

Sir Paul talks us through the unique dilemma of deciding what to wear when you’re getting knighted in the morning and married in the afternoon, David Bowie giving customers in his store the shock of their lives and the art of being a collector (we didn’t say hoarder, okay).

Check out our Instagram to see the looks we discuss @whatwereyouthinkingpodcast and follow us on Twitter and TikTok @WWYT_podcast

See omnystudio.com/listener for privacy information.

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Grab me by the ears Jake Shears

Season 1 · Episode 9

Friday, October 9, 2020 • Duration 48:11

Singer. Songwriter. Icon. Jake Shears looks back on his sartorial choices from his teenage years, through to his time in the Scissor Sisters and beyond. How did moving to New York change his personal style? Why does he think he’s bad at dressing himself? And what was he thinking when he would perform on stage wearing as little as possible?

Jake lets us in on his most memorable fashion moments including exploring the Vivienne Westwood vault and finding a lacy piece that he fell in love with, his days shopping in New York thrift stores and finding Princess Leia inspired fits and how The Rockettes inspired his style when he was doing Kinky Boots on Broadway.

Check out our Instagram to see the looks Jake talks about @whatwereyouthinkingpodcast and follow us on Twitter and TikTok @WWYT_podcast

See omnystudio.com/listener for privacy information.

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I got wheeled out on a stretcher after my night with Daniel Fletcher

Season 1 · Episode 8

Friday, September 25, 2020 • Duration 44:05

Designer Daniel Fletcher takes us through his creative process and how his deeply personal collections explore his thoughts on current affairs and social issues that he is passionate about. How he grew up drawing dress designs for his mum, his first job in fashion with Victoria Beckham and how he gained experience working for some of the biggest names in the fashion world.

How did it feel when Harry Styles was one of his first customers, buying some of his graduate collection? What was it really like on set of the Netflix show Next in Fashion? And what will be the next political issues he tackles through his work?

Daniel gives some sage advice to the fashion graduates in the audience and for anyone looking to break into one of the toughest industries there is. How he found his stride and what makes his work stand out.

See all the looks we talk about on Instagram @whatwereyouthinkingpodcast and check out our Twitter and TikTok @WWYT_podcast

See omnystudio.com/listener for privacy information.

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Don't fob me off Pixie Geldof

Season 1 · Episode 8

Friday, September 11, 2020 • Duration 53:41

Model. Singer. Tabloid proclaimed wild child. Pixie Geldof gets candid about her personal style. What was it like growing up in the public eye during a time when the paparazzi were social media? How does her parents' style influence the way she dresses? And what was she thinking when she wore stripper heels to the British Fashion Awards?

Pixie takes us through her take on event dressing and how she decided what to wear to a Royal wedding (a last minute borrowed Celine number, of course!), why she wore a pretty Moschino dress to the Met Gala when the theme was punk and the story behind that iconic pixie haircut.

See all the looks Pixie talks about on Instagram @whatwereyouthinkingpodcast and check out our Twitter and TikTok @WWYT_podcast

See omnystudio.com/listener for privacy information.

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Invade my space Paloma Faith

Season 1 · Episode 7

Friday, August 28, 2020 • Duration 55:08

Unique. Authentic. Risk taker. Paloma Faith traces her personal fashion history as she talks us through how she found her one of a kind aesthetic. What effect did the political slogan t-shirts her mum used to dress her in as a child have on her? How did she find the confidence to look so different to those around her? And what was she thinking when she attached two 6ft helium balloons to herself when she played Glastonbury?

Paloma always has a say in her look, her music videos, from the casting to the choreography and everything else! She shares her fashion influences, reveals her red carpet secret and describes how she chooses to fight against racism.

See all the looks we talk about on Instagram @whatwereyouthinkingpodcast and check out our Twitter and TikTok @WWYT_podcast

See omnystudio.com/listener for privacy information.

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Make my day Mona May

Season 1 · Episode 6

Friday, August 14, 2020 • Duration 59:20

Costume designer. Game changer. Anything but Clueless. Mona May (costume designer of Clueless) reflects on those often duplicated never replicated looks from everyone’s favourite teen movie. How did she come up with THAT yellow tartan number? Did she have any say over the designers that were featured in the script? What does she think of the news of a Clueless remake?

Mona created a world in Clueless that is etched in all of our memories. Find out how she worked with what she calls a small budget, her influences for the movie’s unsung fashion hero - Amber and how she made high fashion relatable.

Head over to Instagram @whatwereyouthinkingpodcast too see the Clueless lewks we discuss and we’ve got extra content on Twitter and TikTok @WWYT_podcast

See omnystudio.com/listener for privacy information.

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I so would Gigi Goode

Season 1 · Episode 5

Friday, July 31, 2020 • Duration 43:44

Drag Queen. Artiste. Icon. Gigi Goode gets into her relationship with fashion, from always being drawn to the feminine to learning how to sew when she was old enough to hold scissors. What’s her earliest fashion memory? How did she start working with her Mum? And what was she thinking when she created the “bride wore black” look on Drag Race?

Gigi’s fashion references are vast, ranging from Westwood to Scooby Doo. Hear about what gave her the confidence to wear make-up to high school, how Drag Race changed her relationship with her Dad and how playing with Barbies started a lifelong affair with clothes.

Let us know your first fashion memory using #wwytpodcast and don't forget to check out all the outfits Gigi is talking about on Instagram @whatwereyouthinkingpodcast and follow us on Twitter and TikTok @WWYT_podcast

See omnystudio.com/listener for privacy information.

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I’m not so naive Eve

Season 1 · Episode 4

Friday, July 17, 2020 • Duration 42:59

Ruff Ryder’s first lady. Feminine tomboy. Jafaican. Eve takes Henry behind the looks from her music videos, career defining moments and red carpet appearances. How does she define her style? When did she discover her signature cropped hairstyle? And what was she thinking when she got her infamous paw print tattoos?

Expect some serious noughties nostalgia as Eve gets into the big budget excess of the era, her first splurge buy (you are not ready for this) and wearing a durag in her videos years before Rihanna graced the cover of British Vogue in one.

See the iconic looks Eve is talking on Instagram @whatwereyouthinkingpodcast and follow us on Twitter and TikTok @WWYT_podcast #wwytpodcast

See omnystudio.com/listener for privacy information.

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Bite me like a black widow Beth Ditto

Season 1 · Episode 3

Friday, July 17, 2020 • Duration 49:57

Feminist. Frontwoman. Queer icon. Beth Ditto gets into her relationship with fashion with Henry. How did her size affect her relationship with clothes? Why did she originally have a snooty attitude towards fashion? And what was she thinking when she was stood on set nakey nakey nakey for those magazine covers?

Beth has a certain naivety when it comes to her style, she talks about not being aware of building an image the way we all perceived her to be. Hear about Beth projecting a message of acceptance and inclusivity years before there was an Ashley Graham or a Lizzo, the experience of having her crevices painted for iconic photo shoots and being taught how to pose by none other than Kate Moss (why did no one film this?)

WARNING: her dishwasher goes off a few times during this episode, we did record in lockdown so these things do happen.

Check out all the looks we discuss on Instagram @whatwereyouthinkingpodcast or Twitter and TikTok @WWYT_podcast #wwytpodcast

See omnystudio.com/listener for privacy information.

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FYI I’m hung Alexa Chung

Season 1 · Episode 2

Friday, July 17, 2020 • Duration 52:29

Androgynous, gamine, effortless. Alexa Chung talks all things fashion with Henry. How did her connection to music inform the way she dressed? Did her style change when she moved to New York? And what was she thinking when she planned her Glasto outfits?

Having described herself as a “trainspotter for clothes” it was only natural that the fashion community would embrace Alexa (and by fashion community we mean Anna Wintour). Hear about her going to the Met Gala TEN TIMES (uh huh honey), befriending Kanye West and Karl Lagerfeld’s obsession with iPods (they had to be filled with music, he was very specific!).

Join Henry as he goes behind the fashion, the looks and the glamour with a fashion fave. Peep all the looks we’re talking about on Instagram @whatwereyouthinkingpodcast and follow us on Twitter and TikTok @WWYT_podcast

See omnystudio.com/listener for privacy information.

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What Were You Thinking? – Details, episodes & analysis

Podcast details

Recent rankings

Apple Podcasts

Spotify

Shared links between episodes and podcasts

RSS feed quality and score

Publication history

Latest published episodes

Related Shows Based on Content Similarities

Apple Podcasts

Spotify

Related Shows Based on Content Similarities

What Were You Thinking? – Details, episodes & analysis

Podcast details

Recent rankings

Apple Podcasts

Spotify

Shared links between episodes and podcasts

Other1

RSS feed quality and score

Publication history

Latest published episodes

Similar podcasts and content

Related Shows Based on Content Similarities

Apple Podcasts

Spotify

Other1

Related Shows Based on Content Similarities