Rob Lowe Reveals Why He Never Dated Madonna on ‘Andy Cohen Live’

The actor also discusses his new movie, upcoming third book, and his infamous 1989 Oscars musical number.

September 24, 2026
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Rob Lowe revealed that he once came close to dating Madonna, but a decision not to hit the dance floor may have cost him his chance.

During an appearance on Radio Andy’s Andy Cohen Live to promote his new film, The Musical, Rob recalled making plans to meet Madonna at a party at New York City’s Limelight celebrating one of her albums.

When the “Queen of Pop” headed to the dance floor, Rob stayed behind.

“The next thing I knew, she was married to Sean Penn,” Rob told Andy. “Missed it. I was this close.”

Listen to the full show on Radio Andy (Ch. 101) on the SiriusXM app, and watch a clip from it now below.

Rob Lowe Announces His Third Book

Rob also revealed that he has written a third book, which he said will be officially announced this week.

The upcoming project follows his memoirs Stories I Only Tell My Friends and Love Life, but Rob teased that readers should expect something different this time.

“It’s in a different genre,” he said.

Rob Lowe Looks Back at His Infamous Oscars Opening

Rob also revisited his much-discussed musical number with Snow White at the 1989 Academy Awards.

Decades later, Rob joked that he’s still “dragged” for the performance and “there should be a statute of limitations.”

Andy Cohen Live

Buckle up! Each weekday Andy and co-host John Hill take you on an hour-long ride asking the questions you want answered. From one-of-a-kind celebrity interviews and impassioned listener calls to current obsessions, they spill the tea and share hot takes on news and pop culture you won’t hear anywhere else!

Hear Andy Cohen Live Monday through Friday at 10am ET/7amPT on Radio Andy (Ch. 101) on car radios and the SiriusXM app.




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