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Reclaiming with Monica Lewinsky

Molly Ringwald

Tue, 11 Mar 2025

Description

This week on Reclaiming, we sit down with the incomparable Molly Ringwald, the actress who defined a generation and shaped '80s pop culture forever. In this intimate conversation, Molly pulls back the curtain on her meteoric rise to fame, sharing candid revelations about navigating Hollywood as a teenage icon. She offers a fascinating glimpse into her creative partnership with legendary director John Hughes, and reveals the untold story of how her own headshot unexpectedly inspired the classic ""Pretty in Pink."" Plus, Molly reflects on her years in Paris, where she rediscovered herself away from the American spotlight. Don't miss this nostalgic yet deeply personal episode with the original teen queen who continues to captivate audiences decades later.Be the first to know about Wondery’s newest podcasts, curated recommendations, and more! Sign up now at https://wondery.fm/wonderynewsletterListen to Reclaiming with Monica Lewinsky on the Wondery App or wherever you get your podcasts. You can listen early and ad-free on Wondery+. Join Wondery+ in the Wondery App, Apple Podcasts or Spotify. Start your free trial by visiting wondery.com/links/reclaiming-with-monica-lewinsky now.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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Chapter 1: Who is Molly Ringwald and what is her connection to 'Pretty in Pink'?

0.429 - 25.581 Monica Lewinsky

Wondery Plus subscribers can listen to Reclaiming with Monica Lewinsky early and ad free right now. Join Wondery Plus in the Wondery app or on Apple podcasts, or you can listen for free wherever you get your podcasts. Hi guys, it's Monica. In today's episode, I spoke with my soulful friend, Molly Ringwald.

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26.081 - 45.337 Monica Lewinsky

We met back in 1999 through a mutual friend who just happened to be the inspiration for one of the most iconic characters of the 80s, Ducky from Pretty in Pink. You may know her from her other work too, The Breakfast Club, Sixteen Candles, or more recently, Ryan Murphy's feud, Capote versus the Swans.

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46.138 - 67.176 Monica Lewinsky

And while I've known Molly for 25 years, I had never actually talked to her about being catapulted into fame at such a young age. And so as someone who became well-known overnight unintentionally, I was interested to talk to Molly about how she navigated becoming a superstar after acting in a string of coming-of-age films.

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67.977 - 103.758 Monica Lewinsky

Anyway, I hope you find something to connect to in our conversation, and thanks for joining us on Reclaiming. Thank you to our presenting sponsor, Audible. Visit audible.com slash reclaiming to find your next listen. Thank you to our sponsor, Reformation. Visit reformation.com to see why they're my go-to for stylish and sustainable fashion. Thank you so much for doing this. Welcome to Reclining.

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103.778 - 124.783 Monica Lewinsky

Thank you. So happy to be here. Aw, thanks, Molly. It's funny because I was thinking about how on the way over that we were doing this in New York and how if we were in L.A., I would have worn my Molly shoes. Because I don't think you know that every time I see you, I like copy some outfit thing that you have some aspect.

125.363 - 139.693 Monica Lewinsky

And I bought these red heeled espadrilles a few years ago because I remembered you wearing heeled espadrilles with jeans and a cute top somewhere. And I was like, that's so cute. It looks so cute. And I've only worn the shoes once.

139.994 - 141.755 Molly Ringwald

I had no idea. Every time.

141.775 - 150.581 Monica Lewinsky

Were they not comfortable? No. No, they are. You know those items that you put them on and you're like, yeah, not today. Yeah.

150.642 - 161.29 Molly Ringwald

So it's sort of that. I have many of those that just stay in my closet and I can't get rid of them because I think they're fantastic. But every time I put them on, not today.

Chapter 2: How did Molly Ringwald navigate fame as a teenage icon?

900.413 - 904.159 Molly Ringwald

How, like, roughly how old were you when you're talking about that?

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904.419 - 918.898 Monica Lewinsky

This was, I think, when I was a teenager, when I started to make the John Hughes movies. Wow. Was there one, like, an incident or a moment that you sort of felt... Oh, I now feel that fear.

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918.918 - 951.407 Molly Ringwald

Yeah. I was chased by the paparazzi, and they trapped me in a revolving door in a hotel. And the flashes kept going on. And you know how disorienting flashes are. But then I was also in a... revolving door that just kept turning, turning, turning. And that was terrifying for me. And still to this day, when I go to a red carpet event or anything, and there's the flash, my heart starts to race.

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952.248 - 973.33 Molly Ringwald

And, and I get like, Yeah. I get scared. I just, I, you know, and I don't, and I've done it enough now and, you know, nothing, you know, touch wood, nothing bad's going to happen. It's just people taking my picture. But yeah, there's something really frightening there for me at that, at that age, because I was still like a baby. Yeah.

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974.131 - 1000.935 Monica Lewinsky

Yeah. Well, and also it's always been interesting to me from my experiences of thinking about like that we say taking a picture and because people are taking something from you. And a lot of times with paparazzi, it's without your consent, you know, so that you're somehow – a free commodity for people because you become a public person. Yeah. I can't believe actually that you were three.

1001.575 - 1009.56 Monica Lewinsky

You know, you've just sort of, you've known performance. I mean, we all know performance as kids, right? That's how we get attention from our parents, right?

1009.88 - 1036.031 Molly Ringwald

Yeah, exactly. You do this funny, cute, adorable thing and your parents applaud you and yeah. And every kid does that, which is why I think so many kids are just natural actors. Right. The tricky thing is holding on to that, you know, if you continue acting, being able to hold on to that sort of childlike joy of performing for your parents.

1038.112 - 1066.381 Molly Ringwald

and still be able to not feel ridiculous or self-conscious or, you know, because that was really hard for me as I got older, you know, that I thought there was a moment where I thought, is this just ridiculous what I do? Is it like ridiculous? Is this shameful? You know, just because I feel like there is something about, you know, acting that's always an actor's

1067.441 - 1071.402 Molly Ringwald

And I'm speaking for myself here, you know, just like, oh, please love me.

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