How Do You Drew | The Drew Barrymore Fan Podcast

As a follow-up to our deep dive into Drew Barrymore’s pivotal year of 1993, we’re zooming in on two truly iconic magazine moments that helped define her image during that era. This week, we break down her May 1993 Seventeen cover and editorial—featuring a dreamy, beatnik-inspired spread shot by longtime collaborator Matthew Rolston—before getting into June 1993 Vogue, where Drew hits Coney Island in a playful, unforgettable shoot marking her first collaboration with Ellen von Unwerth.

Together, these features paint a fascinating snapshot of Drew at 18, with revealing interviews that touch on her painful breakup with Jamie Walters, her 1940s meets 1970s personal style, and her habit of consulting dream dictionaries. It’s a treasure trove of ’90s nostalgia and insight into a star in the middle of a major reinvention.

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1993 marked a major comeback chapter for Drew Barrymore! At just 18, she was already in the middle of a full-blown career renaissance—filming two major studio movies, seeing several others hit screens, and partaking in loads of stunning photoshoots, including that for a wildly popular Guess jeans campaign. Behind the scenes, Drew kept her personal life surprisingly grounded, spending her days at home and surrounding herself with her closest girlfriends. This episode dives into every milestone of Drew’s unforgettable 1993: the roles, the shoots, the style moments, and the real life happening in between!

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This week, we’re revisiting Drew Barrymore’s full dating history to deliver the definitive rundown of her romances. From the casual cuties of her early teen years like Balthazar Getty, to those head-over-heels eras with Jamie Walters and Eric Erlandson, to the more serious chapters with Luke Wilson, Fabrizio Moretti, and Justin Long. And of course, we’re also diving into her marriages, including to Tom Green and Will Kopelman. It’s a Drew romance roll call!

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Good morning, Angels! This week we’re flashing back to the year 2000 to celebrate the action, fashion, and unstoppable energy of McG’s Charlie’s Angels — the film that redefined what a fun, female-led blockbuster about friendship could be (and gave us peak badass Drew Barrymore sexily slaying alongside the fantastic Cameron Diaz and Lucy Liu). Tune in for exclusive behind-the-scenes stories, our favorite moments, and a look at the movie’s lasting legacy. Twenty-five years later, it’s still totally "kicking your ass!"

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Earlier this year, we had the incredible opportunity to film an episode of MeTV’s Collector’s Call featuring us and our Drew Barrymore memorabilia collection! Now that the episode has finally aired, we’re excited to share all the behind-the-scenes stories from this unforgettable experience — including what it was like to be part of the show with Drew herself!

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It’s time to flip through another vintage gem of a magazine! This week, we’re revisiting Drew Barrymore’s Us magazine cover story from November 1998. Written by Johanna Schneller, the charming feature captures Drew in her late-’90s glow—living in a solar-powered treehouse, running Flower Films from its colorful offices, and playfully declaring she never wants to be “stinky-poo-poo girl.” The piece is sprinkled with sweet quotes from friends and collaborators like Nancy Juvonen, Courtney Love, and Luke Wilson, plus lists of Drew’s loves and hates. Rounding it all out are adorable beachside photos by Marc Baptiste, with hair and makeup by her longtime partner-in-glam, Jillian Fink Dempsey.

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Hey Paul, gimme some blues! We’re climbing up on David Letterman’s desk to revisit the unforgettable moment Drew Barrymore made television history with the flash seen around the world. We’re diving into 1995 Drew's sense of freedom in her own body, her longtime crush on Letterman, and the lasting legacy of their on-screen chemistry. Plus, we explore how this wild stunt marked the end of an era for Drew and paved the way for her reinvention as Hollywood’s good girl.

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After 18 months of deep-diving into Drew Barrymore’s 1990 autobiography Little Girl Lost for our Patreon members, we’ve finally reached the finish line! This week, we’re wrapping it all up on the regular podcast with a play-by-play of this iconic memoir in honor of its 35th anniversary. And to make things even cooler, we’re closing out our coverage by interviewing the book’s co-author himself, Todd Gold! You’ll hear exclusive stories about his time recording with Drew over baskets of french fries, watching roses arrive from Corey Feldman, and even the heart-warming surprise he helped arrange for our girl earlier this year.

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This week we’re circling back to a favorite topic—Drew Barrymore’s tattoos! When we first covered them 100 episodes ago, we had no idea she’d shortly add four more to her collection. With her most recent tat addition (“222” on her arm), we knew it was time for a tattoo redo. We’re revisiting our original conversation and adding in the latest ink info. And at the top of the show, we have the conclusion of Ashley's search for the 2000 Malibu Road house, plus plenty of highlights from Drew’s recent in-depth chat with Bill Maher.

NOTE: Since this episode's release, Drew has gotten her 15th and 16th tattoos (“grace” on her left forearm and a heart on her inner right wrist)!

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This week we’re cranking up the cheesy saxophone and saying bye-bye to the beach as we dive into the finale of 2000 Malibu Road! Drew Barrymore’s 1992 nighttime soap concludes with a bang—well, more like a lightning bolt—as the drama reaches peak craziness. From curses to evil twins to unresolved cliffhangers, this last episode has it all, and we’re loving every wild minute of it!

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