35: “Express Yourself, Don’t Repress Yourself” – Madonna


Before there was Britney. Before there was Beyonce. Before there was Gaga. There was one woman who reigned the radio waves in the 80s and 90s — Her Madgesty, now and forever the Queen of Pop.

Ms. Ciccone is known for her iconic, chameleonic looks, and it just so happens that our hosts each gravitated toward a different era in her storied career. First, Becky goes bananas for I’m Breathless, the Broadway-inspired Dick Tracy soundtrack, and the revealing concert documentary Truth or Dare.

Next, Chris whips his co-hosts into shape for the leather-heavy Sex/Erotica/Bedtime Stories period, which ignited a very sado-masochistic relationship between Madonna and the media. Last, Seth looks directly into the Grammy-winning Ray of Light, which introduced us to a softer, gentler, and much more geisha-like incarnation of the Material Girl.

We were all crazy for at least one of these albums growing up, but what happens when we listen like virgins as adults? Is Madonna’s 90s oeuvre still something to remember, or should it invoke the power of goodbye and take a bow? Don’t just stand there, let’s get to it ­— it’s time to see if the best-selling female artist of all time can still justify our love.

When We Were Young is a podcast devoted to the most beloved pop culture of our formative years (roughly 1980-2000). Join us for a look back to the past with a critical eye on how these movies, songs, TV shows and more hold up now. You can follow us on Twitter at @WWWYshow, on Facebook at @WWWYShow, you can Email us at, and don’t forget to subscribe and review us on iTunes!

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