What I Wore When | Glamour

iHeartRadio & Glamour

Can an outfit change your life? For many of us, the answer is a resounding yes. Welcome to What I Wore When, a weekly podcast hosted by Glamour digital director Perrie Samotin. Every Monday, Perrie sits down with actors, writers, musicians, reality stars, and other influential women to discuss what they wore during a pivotal moment in their life—and why it mattered. It’s not just about fashion—it's also about the seemingly small choices we make every day and how they affect us more than we realize.

iHeartRadio & Glamour

15hr

Thumbnail for "Jenna Samotin: What I Wore When I Realized I Don’t Care What Anyone Thinks About My Style".

April 13, 202035min 38sec

Thumbnail for "Rose Kirk: What I Wore When I Got My First Job In Corporate America".

This week, the executive sits down with Perrie to share what she wore during her first big job interview and how her style has evolved since, the challenges and benefits of being a woman in the C-suite, and what her big purchase was after she started making real money.

April 6, 202026min 9sec

Thumbnail for "Leah Van Dale (Carmella): What I Wore When I Became the SmackDown Women’s Champion".

This week, Leah sits down with Perrie to talk about being a successful woman in the professional world of wrestling, her past as an NFL cheerleader, her new line of affordable wine, Capo Cagna, and more.

March 30, 202033min 11sec

Thumbnail for "Natasha Bedingfield: What I Wore When I Wrote ‘Unwritten’".

This week, Natasha Bedingfield sits down with Perrie to talk about what she wore while writing "Unwritten", as well as what it means to be an authentic mother, why she hates wearing jeans, and her latest album, Roll With Me.

March 23, 202026min 49sec

Thumbnail for "Emily Nussbaum: What I Wore When I Interviewed at New York Magazine".

Emily sits down with Perrie to talk about what she wore during a pivotal job interview, ‘80s fashion, letting kids watch Twin Peaks, perspectives on Carrie Bradshaw, and more.

March 16, 202045min 22sec

Thumbnail for "Beth Ditto: What I Wore When I Realized I Was a Fashion Icon in the 5th Grade".

This week, Beth sits down with Perrie to talk about her love of Old Navy, whether fashion’s inclusivity movement is really pushing us forward, whether she plans to delve back into plus-size design and more.

March 9, 202035min 38sec

Thumbnail for "La La Anthony: What I Wore When My Character Got Killed Off ‘Power’".

This week, Perrie talks to La La about why it matters what a character wears when they get killed off a popular show, her style as a teenager in the ‘90s, her perspective on money and personal style and more.

March 2, 202020min 8sec

Thumbnail for "Tiler Peck: What I Wore When I Danced The Sugar Plum Fairy in ‘The Nutcracker’".

Perrie sits down with Tiler Peck, a principal dancer with the New York City Ballet Company who recently wrapped this year’s run as the Sugar Plum Fairy in The Nutcracker.

February 24, 202039min 45sec

Alli Webb: What I Wore When We First Pitched Drybar to Investors

February 17, 202044min 12sec

Thumbnail for "Angie Mar: What I Wore When I Shot My First Book Cover".

This week, Angie sits down with Perrie to talk about her gorgeous first book, Butcher and Beast, and shares the touching story behind the pink feathered Oscar de la Renta dress she chose for the cover.

February 10, 202029min 27sec

Thumbnail for "Laurieann Gibson: What I Wore When I Partied on Diddy's Yacht".

This week, Laurieann sits down with Perrie to talk about her experience on Making The Band, becoming a 2019 judge on So You Think You Can Dance, and the $39.99 dress she wore to her first celebrity-filled party on Diddy’s yacht.

February 3, 202045min 16sec

Jameela Jamil: What I Wore When I Went to the First Table Read for ‘The Good Place’

January 27, 202024min 52sec

Dorit Kemsley: What I Wore When I Found the “Baby Making Dress”

January 20, 202034min 47sec

Sutton Foster: What I Wore When I Auditioned for ‘Younger’

January 13, 202035min 23sec

Thumbnail for "Stassi Schroeder: What I Wore When I “Haunted Everyone”".

Stassi sits down with Perrie to talk about being a ghost, her upcoming wedding, when your body becomes public conversation, and which Vanderpump cast member is the most annoying on social media (Perrie had an answer.)

January 6, 202025min 59sec

Thumbnail for "Justine Harman: What I Wore When I Went to My Best Friend’s Funeral".

Justine sits down with Perrie to talk about how fashion can play a role in a woman’s life during the worst circumstance a person can imagine, and why it isn’t always as simple as throwing on a black dress.

December 30, 201927min 45sec

Thumbnail for "Ilaria Urbinati: What I Wore When I Landed My First Big Styling Gig".

On this week’s episode, Ilaria—who was nine months pregnant with twins at the time—talks to Perrie about the differences between dressing famous males and females, why we’re all so obsessed with airport style, and the style mistake she made on her first big job with a ‘90s superstar.

December 23, 201956min 57sec

Thumbnail for "TIffani Thiessen: What I Wore When I Had My First Fairytale Red Carpet".

This week Tiffani sits down with Perrie to talk about the first time she truly felt like a movie star, what it's like literally growing up in front of America, how her style has changed since having two children, and the '90s fashion trend she single-handedly started.

December 16, 201950min 4sec

Thumbnail for "Amanda Seales: What I Wore When I First Got On Stage As a Comic".

This week Amanda showcases her signature honesty to talk with Perrie about what she wore when she first started performing onstage, Rolex watches, fast fashion, the shifting landscape for women in comedy, and the concept of real friends in today’s debatably authentic Instagram age.

December 9, 201950min 22sec

Thumbnail for "Alison Roman: What I Wore When I Interviewed at Bon Appétit".

Cook and author Alison Roman has become something of a champion for millennials who prefer hanging out over going out. This week, Alison sits down with Perrie to talk about food, yes, but also personal style and more.

December 2, 201948min 48sec

Thumbnail for "Erin Andrews: What I Wore When I Worked My First Stanley Cup Playoff Game".

Erin and Perrie talk height insecurities, Oprah, and why typical game-day apparel really needs an overhaul.

November 25, 201942min 59sec

Thumbnail for "Bellamy Young: What I Wore When I Auditioned for ‘Scandal’".

On Scandal, actor Bellamy Young's character, Mellie Grant, went from scorned first lady to president of the United States and—as you'll learn in her delightful episode of What I Wore When—she might have a pair of Zara pants and Nordstrom pearls to thank.

November 25, 201938min 20sec

Thumbnail for "Zoey Deutch: What I Wore When I Became a Bat Mitzvah".

Actress Zoey Deutch tells the story of what she wore when she celebrated that seminal milestone for any Jewish 13-year-old—becoming a bat mitzvah.

November 18, 201937min 56sec

Thumbnail for "Sheinelle Jones: What I Wore When I Became a 'Today' Show Anchor".

Broadcast journalist Sheinelle Jones moved her family to New York from Philly for her dream job on NBC’s Today show. Here, she explains what she wore to her first day on the job.

November 18, 201943min 28sec

Welcome to What I Wore When

November 8, 20191min 37sec

Jenna Samotin: What I Wore When I Realized I Don’t Care What Anyone Thinks About My Style

April 13, 202035min 38sec

After months of recording a podcast asking women to talk about an important outfit, Perrie sits down with her younger sister, Jenna, to talk about something she wore on a family vacation, an outfit that's still pivotal to this day. Jenna's story is universal—who among us hasn't had a parent force us to wear something as a kid that we didn't feel comfortable in? We hope you'll enjoy this special episode—our last of the season—and think about your own What I Wore When moments that have shaped you and your relationship to personal style.

Follow @jsamo and @jsamotin_ceramics on Instagram.