Podcast

WHY'D THEY WEAR THAT?

Film Reviews, TV & Film

A pop-culture, fashion commentary show where Stacy London and Clinton Kelly break down the on-screen looks that sparked trends, started debates and occasionally made audiences ask, 'why'd they wear that?'

Film Reviews chart
#146
Episodes
57
Releases
Twice a week
Typical length
27 min
On air since
2026
Latest episode
17 hours ago

Episodes

57 episodes, newest first

  1. The Style Hit List: 6 Assassins Who Dressed to Kill

    Season 2, Episode 150

    Show notes

    What makes a killer outfit? Stacy London and Clinton Kelly count down their favorite assassin fashion moments from Hollywood films, revealing how costume designers use style to hide—and highlight—deadly characters.

    In this episode, the hosts break down iconic looks from Killing Eve's Villanelle in her shocking pink tulle Molly Goddard dress, Aaron Taylor Johnson's perfectly tailored three-piece suit in Bullet Train, Sasha Luss's white astrakhan fur coat in Anna, and more. They explore why short hair is essential for assassin work, how feminine styling contrasts with lethal purpose, and why the best-dressed assassins in movies tell us so much about their characters without saying a word.

    Sponsored by Zenni. Zenni offers stylish prescription glasses and sunglasses with frames starting under $30, so you can make eyewear part of your wardrobe. Go to https://zenni.com/podcast and use code podcast15 for 15% off your first order, plus free shipping on all US orders over $65.

    Subscribe to Why'd They Wear That? for more fashion breakdowns from your favorite films and TV shows.

    Why'd They Wear That? is a show dedicated to exploring the fashion choices in film and television. New episodes drop weekly.

    Produced by Simple Alien → https://www.simplealien.com/

    Camera, Audio and Crew provided by TV Boy → https://tvboynyc.com/

    About Why'd They Wear That?:

    A pop-culture and fashion commentary show where Stacy London and Clinton Kelly break down the on-screen looks that sparked trends, started debates and occasionally made audiences ask, "Why'd They Wear THAT?"

    → https://www.whydtheywearthat.com/

    29 min
  2. A Fashion Time Warp! Rocky Horror's Looks Were From the FUTURE?! | Clinton & Stacy

    Season 2, Episode 159

    Show notes

    Let's do the fashion time warp! Stacy London and Clinton Kelly revisit The Rocky Horror Picture Show—and the iconic Tim Curry looks that were decades ahead of their time.

    In honor of Tim Curry's passing, we're celebrating the extraordinary talent, fearless glamour, and unforgettable performance he brought to Dr. Frank-N-Furter. From that legendary makeup to his commanding presence in heels, this episode is a love letter to a performer who made being different look fabulous.

    Inspired by a recent trip to Broadway's The Rocky Horror Show starring Luke Evans and Rachel Dratch, Clinton and Stacy return to the original 1975 cult classic to ask: Why does so much of this fashion look straight out of the '80s?

    They break down Frank-N-Furter's glossy lips, dramatic eye makeup, pearls, and glitter; Columbia's scene-stealing sequins; and the contrast between Brad and Janet's buttoned-up style and the castle's anything-goes glamour. Plus: leather jackets from the future, silver space suits, and a spirited debate over who wore it best.

    Which Rocky Horror costume deserves the standing ovation? Tell us in the comments—and share your favorite Tim Curry moment.

    Why'd They Wear That? is a show dedicated to exploring the fashion choices in film and television. New episodes drop weekly.

    Subscribe to stay updated on new episodes and join the conversation about why characters wear what they wear!

    Produced by Simple Alien → https://www.simplealien.com/

    Camera, Audio and Crew provided by TV Boy → https://tvboynyc.com/

    About Why'd They Wear That?:

    A pop-culture and fashion commentary show where Stacy London and Clinton Kelly break down the on-screen looks that sparked trends, started debates and occasionally made audiences ask, "Why'd They Wear THAT?"

    → https://www.whydtheywearthat.com/

    24 min
  3. Which Witch Wore It Best? Clinton & Stacy Judge The Witches of Eastwick

    Season 2, Episode 158

    Show notes

    Clinton Kelly and Stacy London break down the fashion and transformations in the 1987 classic 'The Witches of Eastwick,' featuring Cher, Michelle Pfeiffer, and Susan Sarandon. From uptight music teacher to glamorous witch, they analyze every outfit and rate each character's makeover after their encounters with the devil.

    Hosts Clinton Kelly and Stacy London examine the costume design work of Oscar winner Aggie Garard Rodgers in this film about three small-town women who discover supernatural powers. They explore the before-and-after wardrobes, discuss iconic pieces like embroidered blouses and patterned boots, and debate whether the makeovers lived up to expectations. The episode also includes an honorable mention to the fabulous Veronica Cartwright.

    Why'd They Wear That? is a show dedicated to exploring the fashion choices in film and television. New episodes drop weekly.

    Subscribe to stay updated on new episodes and join the conversation about why characters wear what they wear!

    Produced by Simple Alien → https://www.simplealien.com/

    Camera, Audio and Crew provided by TV Boy → https://tvboynyc.com/

    About Why'd They Wear That?:

    A pop-culture and fashion commentary show where Stacy London and Clinton Kelly break down the on-screen looks that sparked trends, started debates and occasionally made audiences ask, "Why'd They Wear THAT?"

    → https://www.whydtheywearthat.com/

    25 min
  4. Eyes of Laura Mars: Fashion Through a Serial Killer's Lens

    Season 2, Episode 157

    Show notes

    In this episode, your hosts dive deep into the stunning costume design of this Faye Dunaway vehicle, exploring her iconic 30s-inspired makeup and hair, the elaborate double-slit skirts worn during high-octane fashion shoots, and how the wardrobe coordinator worked seamlessly with set design to create a cohesive visual world. They analyze real supermodel moments featuring Lisa Taylor and Darlan Fugal, with photography by legendary fashion photographer Helmut Newton. Plus, they dissect Tommy Lee Jones' intricate layered menswear and discuss how costume informs character.

    Whether you love fashion history, 1970s style, or psychological thrillers, this episode delivers all three. The hosts rate the film 9/10 and its fashion an 8/10—with bonus points for those jaw-dropping fashion shoot sequences.

    Watch "Eyes of Laura Mars" and then come back to discuss your favorite looks. Subscribe to Why'd They Wear That? for more deep dives into cinematic fashion history. Let us know in the comments which movie you'd like us to review next!

    Produced by Simple Alien → https://www.simplealien.com/

    Camera, Audio and Crew provided by TV Boy → https://tvboynyc.com/

    About Why'd They Wear That?:

    A pop-culture and fashion commentary show where Stacy London and Clinton Kelly break down the on-screen looks that sparked trends, started debates and occasionally made audiences ask, "Why'd They Wear THAT?"

    → https://www.whydtheywearthat.com/

    27 min
  5. Scream Queens or Fashion Victims? We Rate the Looks

    Season 2, Episode 156

    Show notes

    In this episode, we're diving into the iconic costumes of Scream (1996)! From Drew Barrymore's basic high school look to Courteney Cox's showstopping Versace suit, we break down nine key outfits from Wes Craven's classic horror film and ask the ultimate question: why'd they wear that?

    Our hosts take a playful, analytical approach to costume designer Cynthia Bergstrom's work, exploring how 1990s fashion shaped each character—whether it's Sidney Prescott's trauma-informed wardrobe choices, Tatum's statement-making style, or reporter Gale Weathers' bold fashion statements. We rate each look on a scale of 1–5 "Scream masks," debate animal print as a neutral, and discuss why the adult characters are surprisingly the most interesting dressers in the entire film.

    Whether you're a Scream fan, a fashion enthusiast, or just curious about '90s style, this episode offers witty commentary on how costume design tells character stories. Subscribe for more fashion-forward film analysis!

    Subscribe to Why'd They Wear That? for more deep dives into cinematic fashion history. Let us know in the comments which movie you'd like us to review next!

    Produced by Simple Alien → https://www.simplealien.com/

    Camera, Audio and Crew provided by TV Boy → https://tvboynyc.com/

    About Why'd They Wear That?:

    A pop-culture and fashion commentary show where Stacy London and Clinton Kelly break down the on-screen looks that sparked trends, started debates and occasionally made audiences ask, "Why'd They Wear THAT?"

    → https://www.whydtheywearthat.com/

    32 min
  6. The Devil Wears… Polyester? | The Exorcist Fashion Breakdown

    Season 2, Episode 155

    Show notes

    When a mother's wardrobe unravels with her sanity, what does fashion tell us? Join Stacey London and Clinton Kelly as they dive deep into the costume choices in the 1973 horror classic The Exorcist, examining how Ellen Burstyn's character Chris McNeil's style reflects her emotional journey from polished actress to desperate parent.

    In this episode, the hosts break down 11 iconic looks from the film, discussing everything from impeccable color coordination and pattern mixing in her early scenes to hastily thrown-together pieces as her daughter's possession spirals out of control. They explore the craftsmanship of 70s fabrics, debate accessorizing choices (including a controversial scarf moment), and celebrate her triumphant final look featuring a stunning black mink coat and white silk scarf.

    Stacey and Clinton also take a playful detour to discuss priests in gray sweatpants, vintage nightgowns, and why wardrobe tells such a crucial part of the story.

    Subscribe to Why'd They Wear That? for more deep dives into cinematic fashion history. Let us know in the comments which movie you'd like us to review next!

    Produced by Simple Alien → https://www.simplealien.com/

    Camera, Audio and Crew provided by TV Boy → https://tvboynyc.com/

    About Why'd They Wear That?:

    A pop-culture and fashion commentary show where Stacy London and Clinton Kelly break down the on-screen looks that sparked trends, started debates and occasionally made audiences ask, "Why'd They Wear THAT?"

    → https://www.whydtheywearthat.com/

    23 min
  7. Rosemary's Baby Fashion: Mod Style & Satanic Chic

    Season 2, Episode 154

    Show notes

    In this episode of Why'd They Wear That?, Clinton Kelly and Stacey London dissect the unforgettable fashion from Roman Polanski's 1968 classic Rosemary's Baby, starring Mia Farrow and John Cassavetes. From the sophisticated white coat with gold trim that opens the film to the iconic Vidal Sassoon pixie cut, the hosts explore 15 key looks and how costume designer Anthea Silbert used deliberately girly, innocent clothing to emphasize the terror surrounding Farrow's character. They also celebrate Ruth Gordon's eccentric style as Minnie Castavet and discuss how the film's mod aesthetic continues to influence fashion today.

    Why'd They Wear That? is a show where fashion experts analyze iconic movie moments and explore the costume choices that define cinema history. Hosted by Clinton Kelly and Stacey London, each episode breaks down the looks, the designers, and the stories behind unforgettable wardrobes.

    Quince → Elevated everyday essentials in cashmere, organic cotton, and premium denim at 50–80% less than similar brands. Shop https://quince.com/ or download the app for app-exclusive offers, free shipping, and 365-day returns—now available in Canada and the UK.

    Subscribe to Why'd They Wear That? for more deep dives into cinematic fashion history. Let us know in the comments which movie you'd like us to review next!

    Produced by Simple Alien → https://www.simplealien.com/

    Camera, Audio and Crew provided by TV Boy → https://tvboynyc.com/

    About Why'd They Wear That?:

    A pop-culture and fashion commentary show where Stacy London and Clinton Kelly break down the on-screen looks that sparked trends, started debates and occasionally made audiences ask, "Why'd They Wear THAT?"

    → https://www.whydtheywearthat.com/

    31 min
  8. Killer Looks or a Fashion Nightmare? | Obsession

    Season 2, Episode 152

    Show notes

    Clinton Kelly and Stacy London tackle one of the most fashion-sparse thrillers ever made—and somehow find plenty to discuss about what characters wear and why.

    In this episode, the hosts unpack the film "Obsession," a supernatural thriller where a wish gone wrong leads to possession and murderous obsession. With minimal wardrobe variety—mostly sweaters, silhouettes, and a few standout pieces—Clinton and Stacy analyze how costume design reveals character psychology and advances the plot. They debate the implications of the spell victim's wardrobe progression, question who's really in control of clothing choices, and grapple with disturbing style choices that signal psychological horror.

    From Cosby sweaters inherited from grandma's house to a goth girl's deliberate aesthetic, this episode proves that fashion analysis works best when you ask the deeper question: Why'd they wear that?

    Subscribe to Why'd They Wear That? for more fashion-forward film analysis and entertaining discussions about costume design in your favorite movies!

    Produced by Simple Alien → https://www.simplealien.com/

    Camera, Audio and Crew provided by TV Boy → https://tvboynyc.com/

    About Why'd They Wear That?:

    A pop-culture and fashion commentary show where Stacy London and Clinton Kelly break down the on-screen looks that sparked trends, started debates and occasionally made audiences ask, "Why'd They Wear THAT?"

    → https://www.whydtheywearthat.com/

    22 min
  9. Dolly Parton Movie Fashion Tribute

    Season 2, Episode 160

    Show notes

    In this special tribute episode, the hosts of Why'd They Wear That? celebrate the legendary style of Dolly Parton across her most iconic movie roles. From her platinum blonde hair and signature silhouettes to her masterful use of color and proportion, Dolly's fashion choices were far more strategic than many realized.

    This episode explores eight of Dolly's most memorable looks from films including 9 to 5 (her acting debut), Steel Magnolias, Straight Talk, The Best Little Whorehouse in Texas, and Rhinestone. The hosts break down how Dolly used tailoring, high waistlines, and solid colors to elongate her petite frame and emphasize her iconic silhouette. They also discuss what made Dolly a true icon—not just her talent and business acumen, but her unwavering authenticity, generosity, and kindness both on and off screen.

    Whether you're a Dolly devotee or simply love great fashion analysis, this episode is a must-watch celebration of an American legend.

    Subscribe to Why'd They Wear That? for more fashion-forward film analysis and entertaining discussions about costume design in your favorite movies!

    Produced by Simple Alien → https://www.simplealien.com/

    Camera, Audio and Crew provided by TV Boy → https://tvboynyc.com/

    About Why'd They Wear That?:

    A pop-culture and fashion commentary show where Stacy London and Clinton Kelly break down the on-screen looks that sparked trends, started debates and occasionally made audiences ask, "Why'd They Wear THAT?"

    → https://www.whydtheywearthat.com/

    24 min
  10. Debbie Does Dallas—But Who Did Her Wardrobe?

    Season 2, Episode 149

    Show notes

    Clinton Kelly and Stacy London dissect the fashion moments from 1978's "Debbie Does Dallas"—and trust us, you only need to watch this episode.

    In this episode, hosts Clinton Kelly and Stacy London examine nine iconic looks from the controversial 1978 film "Debbie Does Dallas," joined by Clinton's best friend since seventh grade, Lisa. They examine nine iconic outfits while keeping the focus on the clothing. From cheerleading uniforms to maxi dresses and tennis wear, the hosts break down why these 70s fits actually slapped, discussing designer jeans, crop tops, and the cultural shifts in fashion and grooming over the past 45 years. Fair warning: the hosts recommend watching this episode instead of the actual movie.

    This is an episode of "Why'd They Wear That?" exploring fashion through film. Hit like and subscribe for more episodes where we ask the age-old question: why'd they wear that? Explore all our shows at allchewedup.com.

    Subscribe to Why'd They Wear That? for more fashion-forward film analysis and entertaining discussions about costume design in your favorite movies!

    Produced by Simple Alien → https://www.simplealien.com/

    Camera, Audio and Crew provided by TV Boy → https://tvboynyc.com/

    About Why'd They Wear That?:

    A pop-culture and fashion commentary show where Stacy London and Clinton Kelly break down the on-screen looks that sparked trends, started debates and occasionally made audiences ask, "Why'd They Wear THAT?"

    → https://www.whydtheywearthat.com/

    22 min
  11. The Birdcage's Wildest Fashion Choices Explained

    Season 2, Episode 135

    Show notes

    Stacey London and Clinton Kelly break down the fabulous fashion in Mike Nichols' comedy masterpiece "The Birdcage"—from drag performances to 1990s Miami style.

    Hosts Stacey London and Clinton Kelly are back with another episode of "Why'd They Wear That?" exploring the costumes in "The Birdcage," the 1996 comedy directed by Mike Nichols and written by Elaine May. Featuring iconic performances by Robin Williams, Nathan Lane, Gene Hackman, Diane Wiest, and Christine Baranski, the hosts examine 15 key fashion moments that showcase costume designer Anne Roth's brilliant work. From drag club performances to casual streetwear to formal wedding attire, they discuss how each look reveals character and reflects the film's themes of identity and acceptance. The episode celebrates how the film's visual storytelling and comedy transcended its era and helped shift cultural conversations.

    Subscribe to Why'd They Wear That? for more fashion-forward film analysis and entertaining discussions about costume design in your favorite movies!

    Produced by Simple Alien → https://www.simplealien.com/

    Camera, Audio and Crew provided by TV Boy → https://tvboynyc.com/

    About Why'd They Wear That?:

    A pop-culture and fashion commentary show where Stacy London and Clinton Kelly break down the on-screen looks that sparked trends, started debates and occasionally made audiences ask, "Why'd They Wear THAT?"

    → https://www.whydtheywearthat.com/

    23 min
  12. First Wives Club Fashion: Best & Worst Looks

    Season 2, Episode 147

    Show notes

    Clinton Kelly and Stacy London break down the fashion of the 1996 classic First Wives Club, examining whether this movie holds up stylistically over 30 years later.

    In this episode of Why'd They Wear That?, hosts Clinton Kelly and Stacy London analyze the iconic film starring Diane Keaton, Bette Midler, and Goldie Hawn. They explore each character's worst outfit—from unflattering cardigans and shapeless sweaters to denim disasters—and showcase their best looks featuring powerful leather jackets and chic blazers. The episode includes honorable mentions for standout style moments from Sarah Jessica Parker, Marcia Gay Harden, and the incomparable Dame Maggie Smith in her exquisite Chanel tweed.

    Whether you're revisiting this movie or discovering it for the first time, join us as we discuss how costume design tells a character's story, the power of proper fit, and why some 1996 fashion choices feel very different when viewed through 2026 eyes.

    Subscribe to Why'd They Wear That? for more fashion-forward film analysis and entertaining discussions about costume design in your favorite movies!

    Produced by Simple Alien → https://www.simplealien.com/

    Camera, Audio and Crew provided by TV Boy → https://tvboynyc.com/

    About Why'd They Wear That?:

    A pop-culture and fashion commentary show where Stacy London and Clinton Kelly break down the on-screen looks that sparked trends, started debates and occasionally made audiences ask, "Why'd They Wear THAT?"

    → https://www.whydtheywearthat.com/

    24 min
  13. Showgirls Fashion: The Good, Bad & Nude

    Season 1, Episode 146

    Show notes

    Stacy London and Clinton Kelly break down why the 1996 cult classic Showgirls made such a memorable impression—for better or worse. From metallic mesh costumes to heavily over-lined lips, the hosts examine 13 iconic looks from the film, featuring stars Elizabeth Berkley and Gina Gershon in Las Vegas showgirl styling.

    On this episode of Why'd They Wear That?, hosts Stacy London and Clinton Kelly react to and analyze the fashion choices, makeup, and costumes from Paul Verhoeven's Showgirls. They discuss everything from Versace styling and marabou robes to the film's notorious reputation and its strange choreography. Whether you love it, hate it, or love to hate it, this episode breaks down the visual spectacle that made Showgirls unforgettable.

    Subscribe to Why'd They Wear That? for more fashion-forward film analysis and entertaining discussions about costume design in your favorite movies!

    Produced by Simple Alien → https://www.simplealien.com/

    Camera, Audio and Crew provided by TV Boy → https://tvboynyc.com/

    About Why'd They Wear That?:

    A pop-culture and fashion commentary show where Stacy London and Clinton Kelly break down the on-screen looks that sparked trends, started debates and occasionally made audiences ask, "Why'd They Wear THAT?"

    → https://www.whydtheywearthat.com/

    27 min
  14. Sharon Stone's Casino Style Decoded

    Season 1, Episode 144

    Show notes

    Stacy London and Clinton Kelly break down Sharon Stone's most iconic looks from Martin Scorsese's Casino, revealing how costume designers Rita Ryak and John A. Dunn created Ginger McKenna's unforgettable style evolution.

    In this episode, the hosts rank Stacy's ten favorite looks from the film, from a dramatic halter dress with leather trousers to a stunning white sequined gown from Sharon Stone's personal archive. They discuss the meticulous costume choices that reflect Ginger's journey from late 1970s to early 1980s, analyzing everything from the psychology of color choices to the impact of accessories and hair styling on character development. Clinton and Stacy playfully debate fashion rules, discuss the significance of pattern mixing and beadwork, and explore how clothing tells the story of a character grifting and navigating high-stakes casino life.

    Whether you're a fashion enthusiast, a Casino fan, or simply curious about how costume design shapes film storytelling, this episode offers fascinating insights into one of cinema's most stylish characters.

    Subscribe to Why'd They Wear That? for more fashion-forward film analysis and entertaining discussions about costume design in your favorite movies!

    Produced by Simple Alien → https://www.simplealien.com/

    Camera, Audio and Crew provided by TV Boy → https://tvboynyc.com/

    About Why'd They Wear That?:

    A pop-culture and fashion commentary show where Stacy London and Clinton Kelly break down the on-screen looks that sparked trends, started debates and occasionally made audiences ask, "Why'd They Wear THAT?"

    → https://www.whydtheywearthat.com/

    25 min
  15. Fashion Turn-Ons and Turn-Offs: Movie Edition

    Season 1, Episode 143

    Show notes

    In this hilarious episode, we're ranking our celebrity hall passes—the characters who make us weak in the knees—and the "boner killers" that totally ruin the vibe. From Harris Dickinson's tattoos in Baby Girl to Henry Cavill's Mission Impossible makeover, we break down the costumes, styling, and overall package that make these characters irresistible (or totally skippable).

    Why'd They Wear That? is a fashion and pop culture podcast where hosts analyze iconic movie and TV moments through the lens of costume design and personal attraction.

    In this episode, we examine characters from Baby Girl, Indiana Jones and the Temple of Doom, Only Lovers Left Alive, 21 Jump Street, Atomic Blonde, Mission Impossible: Fallout, Ghostbusters, and The Big Lebowski. We dive deep into fabric choices, tailoring, grooming habits, and how character arcs affect our opinions.

    Thanks for watching! Hit like and subscribe for more episodes, and drop your thoughts in the comments—we'd love to hear your takes.

    Subscribe to Why'd They Wear That? for more fashion breakdowns of your favorite films and shows.

    Produced by Simple Alien → https://www.simplealien.com/

    Camera, Audio and Crew provided by TV Boy → https://tvboynyc.com/

    About Why'd They Wear That?:

    A pop-culture and fashion commentary show where Stacy London and Clinton Kelly break down the on-screen looks that sparked trends, started debates and occasionally made audiences ask, "Why'd They Wear THAT?"

    → https://www.whydtheywearthat.com/

    30 min
  16. Why Winona Wore That: Heathers Fashion Breakdown

    Season 1, Episode 142

    Show notes

    When a 1989 cult classic uses fashion as a weapon, the results are unforgettable. Stacy London and Clinton Kelly break down every major look from Heathers, revealing how costume design creates hierarchy, symbolism, and dark comedy.

    Hosted by Stacy London and Clinton Kelly, Why'd They Wear That? examines the fashion choices in iconic films and TV shows. In this episode, they explore 15 looks from the 1989 film Heathers, discussing how the costume designer used color symbolism (red for power, green for envy, yellow for cowardice) to establish character roles. They analyze exaggerated shoulder pads, the red scrunchie as a power symbol, unconventional fabric choices, and why the hyper-real color palette gives the film its fable-like, satirical tone. The hosts also debate whether these looks were actually worn in 1980s high schools or if they're purely theatrical fantasy.

    From the three Heathers' signature looks to Winona Ryder's best outfits, this episode breaks down why Heathers' fashion still holds up today. Subscribe for more deep dives into your favorite movies and shows.

    Subscribe to Why'd They Wear That? for more fashion breakdowns of your favorite films and shows.

    Produced by Simple Alien → https://www.simplealien.com/

    Camera, Audio and Crew provided by TV Boy → https://tvboynyc.com/

    About Why'd They Wear That?:

    A pop-culture and fashion commentary show where Stacy London and Clinton Kelly break down the on-screen looks that sparked trends, started debates and occasionally made audiences ask, "Why'd They Wear THAT?"

    → https://www.whydtheywearthat.com/

    30 min
  17. That Red Dress! Fashion Breakdown of Pretty Woman

    Season 1, Episode 141

    Show notes

    The red opera gown. The polka-dot polo dress. The streetwalker wig. Clinton Kelly and Stacy London are breaking down every iconic outfit Julia Roberts wore in Pretty Woman—and they have OPINIONS.

    In this episode of Why'd They Wear That?, your hosts analyze nine key looks from the 1990 classic, from Vivian's first street appearance to her transformation on Rodeo Drive, the unforgettable opera scene, and beyond. They debate proportions, discuss the genius of making costumes feel "lived-in" rather than stylized, and ask the real questions: Why the gloves? Would that dress be better without them? And does Richard Gere actually like that snake-skin tie?

    This episode also features a bonus segment where Clinton and Stacy respond to viewer comments from their When Harry Met Sally episode.

    Whether you're a Pretty Woman superfan or just curious about '90s fashion, this deep dive into costume design, character development through clothing, and some seriously great banter will have you wanting to rewatch the movie immediately.

    Subscribe to Why'd They Wear That? for more fashion breakdowns of your favorite films and shows.

    Produced by Simple Alien → https://www.simplealien.com/

    Camera, Audio and Crew provided by TV Boy → https://tvboynyc.com/

    About Why'd They Wear That?:

    A pop-culture and fashion commentary show where Stacy London and Clinton Kelly break down the on-screen looks that sparked trends, started debates and occasionally made audiences ask, "Why'd They Wear THAT?"

    → https://www.whydtheywearthat.com/

    Find out more @ ALL CHEWED UP Channel → https://www.allchewedup.com/

    29 min
  18. Stacy and Clinton Break Down the '80s Fashion of Fast Times at Ridgemont High

    Season 1, Episode 140

    Show notes

    In this episode of Why'd They Wear That?, Stacy London and Clinton Kelly head back to 1982 with Fast Times at Ridgemont High, breaking down the very real high school fashion that helped define the era. From Jeff Spicoli's short shorts, layered Izod shirts, checkered Vans, Baja hoodies, and vintage tapestry jacket to the preppy looks, denim, bandanas, and lingering '70s influence seen throughout Ridgemont High, they explore what teenagers were actually wearing before the excess of the '80s fully took over.

    They also compare the deliberately different styles of Jennifer Jason Leigh's Stacy and Phoebe Cates' Linda, revisit the Pat Benatar-inspired girls roaming the halls, and admire Mike Damone's surprisingly stylish short shorts and windbreaker. And, of course, they return to Phoebe Cates' unforgettable red bikini — a movie moment that became a pop-culture phenomenon.

    Then Stacy and Clinton turn their attention to one of the movie's most underrated fashion stories: the truly outrageous service-industry uniforms of the early '80s. From Perry's Pizza's candy-striper-inspired aprons and Brad Hamilton's humiliating pirate uniform, they play a round of "Would You Rather?"

    Along the way, they talk mall culture, Stacy's Pat Benatar phase, Clinton's singing-waiter days, the return of short shorts, why '80s movies look very different through a modern lens, and which decades of fashion they'd happily bring back.

    Camera, Audio and Crew provided by TV Boy → https://tvboynyc.com/

    About Why'd They Wear That?:

    A pop-culture and fashion commentary show where Stacy London and Clinton Kelly break down the on-screen looks that sparked trends, started debates and occasionally made audiences ask, "Why'd They Wear THAT?"

    → https://www.whydtheywearthat.com/

    28 min
  19. Stacy and Clinton Break Down the Wild Style of Overboard

    Season 1, Episode 139

    Show notes

    In this episode of Why'd They Wear That?, Stacy London and Clinton Kelly dive into the gloriously excessive fashion of Overboard, starting with Goldie Hawn's unforgettable yacht wardrobe. From enormous nautical shoulders and diamond brooches in her hair to ultra-high-cut swimsuits, black-and-white prints, silver lamé robes, and perfectly coordinated accessories, Joanna's early looks are pure 1987 extravagance.

    They also obsess over Katherine Helmond's wildly maximalist Edith Mintz, whose wardrobe includes huge shoulders, dramatic collars, gold lamé, fascinators, and even matching accessories for her dog, Shiitake. Once Joanna loses her memory, the fashion shifts dramatically into softer hair, minimal makeup, chambray shirts, and a much more relaxed suburban look - giving Stacy and Clinton plenty to discuss about how costume helps track her changing identity.

    Along the way, they debate velvet on a yacht, the practicality of extremely high-cut bathing suits, diamond brooches as hair accessories, spray-tan disasters from the What Not to Wear days, and whether Overboard might be one of the most perfectly costumed comedies of the '80s.

    Camera, Audio and Crew provided by TV Boy → https://tvboynyc.com/

    About Why'd They Wear That?:

    A pop-culture and fashion commentary show where Stacy London and Clinton Kelly break down the on-screen looks that sparked trends, started debates and occasionally made audiences ask, "Why'd They Wear THAT?"

    → https://www.whydtheywearthat.com/

    31 min
  20. Stacy and Clinton Rank Cher's 10 Best Movie Looks

    Season 1, Episode 138

    Show notes

    In this episode of Why'd They Wear That?, Stacy London and Clinton Kelly celebrate Cher with a countdown of their ten favorite movie looks from across her career. From the stripped-down khakis and gray sweatshirt of Silkwood to the wine-colored beret and overcoat of Suspect, they look at how Cher can make even the simplest costume feel unmistakably like her.

    The countdown moves through the bedazzled showgirl glamour of Burlesque, the pearls, hats, fur, and exaggerated brows of Tea with Mussolini, and two memorable looks from Mermaids - including a pink polka-dot dress and an impossibly chic black-and-white cropped-pant look. Along the way, Stacy and Clinton talk about why certain colors, proportions, hats, and silhouettes work so perfectly on Cher.

    The top of the list belongs to some of Cher's most memorable film fashion, including her relaxed artist wardrobe and dramatic evening looks in The Witches of Eastwick, plus an iconic Moonstruck moment that proves even a walk of shame can look impossibly glamorous when Cher is doing it.

    Camera, Audio and Crew provided by TV Boy → https://tvboynyc.com/

    About Why'd They Wear That?:

    A pop-culture and fashion commentary show where Stacy London and Clinton Kelly break down the on-screen looks that sparked trends, started debates and occasionally made audiences ask, "Why'd They Wear THAT?"

    → https://www.whydtheywearthat.com/

    28 min

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