Since joining Bravo’s The Real Housewives of Beverly Hills in 2016, Dorit Kemsley has become one of the most memorable women in the franchise thanks to her daring sense of style, outspoken personality, loyal family, and—yes—slightly ambiguous accent.

On this week’s episode, Dorit sits down with Perrie to talk about a long list of topics including how the cast chooses their outfits, motherhood, her rationale for buying clothes and shoes and bags well into the thousands of dollars, and why she feels that dressing for a man isn’t always such a terrible thing. 

Follow @doritkemsley on Instagram and @doritkemsley1 on Twitter. Shop Dorit’s fashion line at www.beverlybeachbydorit.com, and watch her on The Real Housewives of Beverly Hills.

Sutton Foster is a quiet force: The Broadway superstar has been nominated for six Tony Awards (she’s won two) and for the past six seasons she’s been starring on Younger, the beloved TV Land series that has her playing both a 40-something and a millennial. This week, Sutton sits down with Perrie to talk about what she wore when she auditioned for that show, her favorite musical of all time, her complicated path to motherhood, her new Gucci loafers, and how in some ways, caring less about what you wear to auditions can be an asset. 

For more on this episode, visit glamour.com/whatiworewhen.

Follow @suttonlenore on Instagram and @sfosternyc on Twitter, and watch Sutton as Liza Miller on Younger.

Vanderpump Rules fans, this one’s for you tonight. No matter your opinion on the Bravo show’s queen bee Stassi Schroeder, it’s impossible to deny how unapologetically herself she is in everything she does. This episode is no different. Stassi sits down with Perrie to talk about being a ghost (on brand!), her upcoming wedding (though she was hyper-secretive about details), when your body becomes public conversation (it sucks), and which Vanderpump cast member is the most annoying on social media (Perrie had an answer.) 

For more on this episode, visit glamour.com/whatiworewhen.

Follow @stassischroeder on Instagram and @stassi on Twitter. Watch her on Vanderpump Rules. Visit stassischroeder.com for merch and tour dates. Listen to her podcast, “Straight Up with Stassi,” wherever you get podcasts, and find her best-seller, Next Level Basic: The Definitive Basic Bitch Handbook, in bookstores and online.

If you’re a podcast fan, you probably devoured Broken Harts, a serialized true crime story about The Hart Family that’s been downloaded more than 11 million times. The podcast stemmed from an investigative report former Glamour editor Justine Harman was working on. Now a freelance writer and podcaster—be on the lookout for her new audio series in January—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. 

For more on this episode, visit glamour.com/whatiworewhen.

Justine Harman is a writer, podcaster, and Glamour contributor. Her new nonfiction podcast, The Baron of Botox, drops January 14, 2019. Follow her on Twitter @justineharman and on Instagram @justinedc.

Ilaria Urbinati is one of Hollywood’s most in-demand fashion stylists and her clients include The Rock, Donald Glover, Rami Malek, Joel Kinneman, Bradley Cooper, Chris Evans, Milo Ventimiglia, Armie Hammer, and more. Yep, all men. 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. 

For more on this episode, visit glamour.com/whatiworewhen.

Follow @ilariaurbinati on Instagram.

It's Tiffani Thiessen, you guys! Whether you had a crush on her as sweet cheerleader Kelly Kapowski on Saved by the Bell, devoured her every calculating move as Valerie Malone on Beverly Hills, 90210, watched her cook for celebrity friends on Dinner at Tiffani's, or are revisiting her with your kids on Netflix's charming Alexa & Katie, it's hard not to be in awe of how long the actor has been a pop culture presence. 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.

For more on this episode, visit glamour.com/whatiworewhen.

Follow @tiffanithiessen on Instagram and Twitter. Watch her as Lori Mendoza on Alexa & Katie on Netflix. Find Pull Up a Chair, her cookbook, and You’re Missing It, the children’s book she wrote with her husband, Brady Smith, in bookstores and online.  

Amanda Seales is busy. Among her many jobs: a stand-up comic, a scene-stealer on HBO’s Insecure, a podcast host, and an author of the new book Small Doses: Potent Truths for Everyday Use. 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.

For more on this episode, visit glamour.com/whatiworewhen.

Follow @amandaseales on Instagram and Twitter. Watch her as Tiffany on Insecure and in her stand-up special, I Be Knowin’, on HBO. Visit www.smartfunnyandblack.com for Amanda’s live-show tour. Listen to her podcast, Small Doses with Amanda Seales, wherever you get podcasts, and find her best-seller, Small Doses: Potent Truths for Everyday Use, in bookstores and online. 

Cook and author Alison Roman has become something of a champion for millennials who prefer hanging out over going out. Her unfussy approach to cooking—coupled with her highly authentic persona—landed her a food column in The New York Times, two successful cookbooks with two more on the way, and thousands of adoring Instagram followers. This week, Alison sits down with Perrie to talk about food, yes, but also personal style and the items she feels most comfortable wearing, the (very) expensive bag she’s dying for but can’t justify, and the outdated fashion “rule” nobody should follow. Alison and Perrie also get into dating deal-breakers, how her feelings about food and relationships can’t always be separated, and the thing she’ll never do on a first—or second—date.  

For more on this episode, visit www.glamour.com/whatiworewhen

Find Alison Roman’s cookbooks, Nothing Fancy (a current New York Times bestseller) and Dining In, in bookstores and online, and look for her columns in Bon Appétit and The New York Times. Follow @alisoneroman on Instagram and Twitter.

Erin Andrews started working as a sideline reporter for ESPN in the early 2000s and everybody knew her name, whether they watched sports or not—probably because there were so few women in her field. Since then she's risen to become one of the most influential sports reporters in the game. In 2014 she landed a hosting gig on Dancing With the Stars, which speaks to her mass appeal with American audiences. Erin's also had some very public challenges, which she discusses with Perrie. These include the aftermath of the unthinkable violation of privacy she faced in 2008, a 2016 cervical cancer diagnosis, and undergoing IVF treatments. Erin and Perrie also talk about height insecurities, Oprah, and why typical game-day apparel really needs an overhaul.

Follow @erinandrews on Instagram and @ErinAndrews on Twitter. Watch her on Dancing With the Stars on ABC, and on the sidelines for Fox NFL, and shop her fashion line, Wear by Erin Andrews, at NFLShop.com.

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. Young explains the very deliberate outfit she put together to audition for the beloved ABC show in a now infamous role she admits changed the course of her life. Also discussed: the time Perrie saw Bellamy on Broadway playing a prostitute in a little-known 1997 musical called The Life; her past life emceeing child beauty pageants and holding temp jobs on Wall Street; and why this southern girl's last meal on earth would definitely include bourbon.

Follow @bellamyyoung on Instagram and @BellamyYoung on Twitter. Watch Bellamy in Prodigal Son on Fox on Mondays or stream it online any time.