What I Wore When | Glamour

About What I Wore When | 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.

Publisher

iHeartRadio & Glamour

Category

society & culture

Language

en

Explicit

No

First episode

8 Nov 2019

Latest episode

6 Oct 2026

Latest episodes

3 of 30 episodes have a transcript.

1. 

   6 Oct 2026TRANSCRIPT

   From Wanting Implants to Proudly Going Flat With Stephanie Germino

   Growing up, Stephanie Germino was aware that her family had a history of carrying the BRCA gene mutation, even though it wasn’t openly discussed in her household. Her mother and her aunt had preventative double mastectomies and opted for implants; her maternal grandmother had breast cancer twice. At the time, the potential consequences of testing positive for the BRCA mutation seemed pretty manageable, because, according to Germino, she was “an ignorant child who didn’t like her body” and was interested in getting her boobs done anyway. Then Germino’s body underwent a series of changes: She took up bodybuilding, gave birth to a child, breastfed for a year—meanwhile, the threat of a positive test loomed larger in her mind. When she confirmed she had the BRCA mutation, she knew she would get a preventative double mastectomy to reduce her risk of developing cancer, and assumed she would get implants as well. It was Germino’s partner who reminded her that there were other options, and one day, while scrolling online, she saw someone with an aesthetic flat closure. Germino, who was always “very insecure about her chest,” realized that she wanted a flat chest too. Her surgeon attempted to dissuade her, and she had no real life examples to point to, but she continued to advocate for her preference. Now Stephanie Germino has built a public platform for flatties, proudly posting images of her chest at @theebooblessbabe, and pushing back on socialized norms of femininity. In fact, she says, “not having boobs makes me feel more of a female,” adding, “I show up more feminine, I feel more sexual because I was insecure about my chest.” Perspectives is a new series exploring the topics that shape women's lives today with honest, nuanced, and deeply personal conversations. The first season examines the cultural significance of breasts through intimate accounts and expert interviews, hosted by Allure’s editor in chief Jessica Cruel. Learn more about your ad choices. Visit podcastchoices.com/adchoices

2. 

   29 Sept 2026TRANSCRIPT

   Raven-Symoné on the Surgery She Got Twice–and Regrets

   “I really wasn’t speaking a lot about my personal life in my younger years,” Raven-Symoné told Jessica Cruel, editor in chief of Allure and host of the Perspectives podcast. But that’s changing now. Raven details the different pressures she endured as a young woman in the entertainment industry, from close scrutiny of the food she ate to the explicit expectation that she’d conform to a hyper-feminine aesthetic. For her, breasts are intimately connected to body image and weight management; she talks about shopping for hours in a day, afraid to go in the men’s section where she thought she’d find more comfortable options, instead looking for hard-to-find women’s clothes that would fit her breasts and her hips. Raven had two breast reductions before she turned 20, which she now regrets because, she says, “It was hastily done,” adding, “I wish I was stronger to say no.” Now, Raven is done with constraints. Accepting her sexuality, wearing the clothes she feels comfortable in, and surrounding herself with people who keep her from “having to perform,” Raven is creating a life that prioritizes being grounded. When asked about how she thinks about her body currently, Raven celebrates throwing away her fajas for good, doing 100 squats a day, and eating healthy—but still making sure to eat. When she thinks about her younger self, and how she could have guided her through the hard times, she says, “It’s gonna get better later…. You’ll take the brunt of what it looks like to be a thicker person in the industry; other people will come and make it super popular, and you’ll have to just hold the trauma from that time for others…. And if you look at the silver lining in it, it’s the strength, it’s the courage, it’s wisdom for another time.” And, Raven concludes, “You were right: A toasted sesame bagel with cream cheese and tomato and a little bit of salt is delicious. You’ll be able to have it when you get older.” Perspectives is a new series exploring the topics that shape women's lives today with honest, nuanced, and deeply personal conversations. The first season examines the cultural significance of breasts through intimate accounts and expert interviews, hosted by Allure’s editor in chief Jessica Cruel. Learn more about your ad choices. Visit podcastchoices.com/adchoices

3. 

   22 Sept 2026TRANSCRIPT

   GLP-1’s Are Making Breast Lifts More Popular Than Ever, According to Dr. Lisa Cassileth

   Dr. Lisa Cassileth is a breast surgeon in Beverly Hills, which, according to her, means encountering “so many bad boob jobs.” But repairing someone else’s questionable handiwork happens to be one of Dr. Cassileth’s specialties, along with innovative reconstructions and other thoughtful surgical developments that prioritize positive patient outcomes and well-being. Dr. Cassileth was the first female chief of plastic surgery at Cedars-Sinai Medical Center and has started two practices of her own. “Women aren’t really getting breast reductions as much as they used to,” Dr. Cassileth tells Jessica Cruel, host of the Perspectives podcast and editor in chief of Allure. That’s largely due to the impact of GLP-1s. “[Patients are] getting breast lifts because after the weight is lost…it’s really now a skin problem.” Breast lifts are aided by an absorbable mesh, which can hold the breast in place while scar tissue and collagen forms to support the newly tightened skin. Dr. Cassileth discusses this and other trends and technological developments in the breast surgery space, including improved implants, fat transfers for augmentations, the use of peptides for expedited recovery, and the influence of AI. Her office uses AI-enhanced modeling to preview surgical outcomes, but Dr. Cassileth and other cosmetic and medical providers are also facing the reality that patients’ expectations are being skewed by AI-generated images. “Even though I’m a plastic surgeon,” Dr. Cassileth says, “and I have a lot of tools at my disposal, not even natural humans can achieve what AI is achieving.” Still, a lot can be achieved. Dr. Cassileth talks through the essential steps for safe and sterile breast reconstruction or augmentation, and explains why patients seeking breast reductions are her favorite to work with. She also details the expectations she has for mastectomy surgeons in hospitals, calling out high rates of mastectomy flap necrosis, which happens when skin tissue dies due to lack of blood flow, complicating reconstructions. “You can have plastic surgeons that are fantastic, but if the mastectomy surgeon who removes the breast tissue is still making a big line, or if the overlying skin dies at the time they do the mastectomy, because the skin is thinned out too much, then,” Dr. Cassileth asks, “how does a plastic surgeon do a good job?” Perspectives is a new series exploring the topics that shape women's lives today with honest, nuanced, and deeply personal conversations. The first season examines the cultural significance of breasts through intimate accounts and expert interviews, hosted by Allure’s editor in chief Jessica Cruel. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Inside a recent episode

From Wanting Implants to Proudly Going Flat With Stephanie Germino

Published 6 Oct 2026 · Transcript excerpt

[…] But to go back to the difference. So the biggest difference between actual top surgery. And a double mastectomy with an aesthetic flat closure. Top surgery, you're not going for breast health. You're going for an aesthetic look. So they may leave some breast tissue to create chest mounds. With double mastectomy and even preventative-wise, they're trying to get as much breast tissue out of your chest to reduce the risk of cancer forming in there. Now, you can't get all of breast tissue out because we have it in our neck, our collarbones, in our armpits. So my chances of getting cancer are never zero. […]

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

Apple Podcasts (US)

4.2 / 5

185 ratings

Contact What I Wore When | Glamour

Guest appearances

Books guests

Based on episode analysis; this does not confirm that the show is currently accepting guests.

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