
On May 18 1994, Madonna made a surprise appearance on NBC-TV’s The Tonight Show, hosted by Jay Leno.
Watch this classic Madonna interview here:

On May 18 1994, Madonna made a surprise appearance on NBC-TV’s The Tonight Show, hosted by Jay Leno.
Watch this classic Madonna interview here:

On May 17 2011, the final episode of The Oprah Winfrey Show was recorded at the United Center in Chicago in front of an audience of 13,000 people. The two-part episode included appearances by Madonna, Will Smith, Tom Hanks, Maria Shriver, Beyonce, Patti LaBelle, Stevie Wonder, Tom Cruise, Aretha Franklin and more.
Madonna had this to say about Oprah’s career and legacy:
“It’s no secret millions of people are inspired by Oprah. I am one of those people. She’s a self made woman who has been at the top of her game for 25 years and she is still kicking ass, encouraging people to dream big, work hard, to read a book, get an education, ask questions – no matter who you are or where you come from. She fights for things she believes in, even if it makes her unpopular. She has balls and a wealth of compassion. I’ve learned so much from her.”
Madonna told the audience that Oprah has inspired her to continue her work at her school in Malawi, despite the setbacks.
“I hope to have that same thrill in the years to come, to see that I, too, have made a difference. Oprah, may the next chapters be even better. I stand before you on behalf of the many you have helped and vow to be more courageous and never give up. Never…. Thank you for inspiring me.”



On May 16 1984, Madonna performed Dress You Up at Keith Haring’s birthday party held at the Paradise Garage in New York.
Here’s a short clip from the performance:
On May 15 1990, Brenda Lee was quoted in the LA Times, talking about how Madonna got her involved in the Dick Tracy soundtrack:
“Madonna asked specifically that I sing the songs–which are brand-new numbers. I had no idea she was a fan of my singing, but I’m delighted she is.”
Brenda recorded two songs for Dick Tracy, but only one made the final cut: You’re in the Doghouse Now, written by Ned Clafin, Mike Kernan, Jeff Lass and Andy Paley.
Brenda is best known for Rockin’ Around the Christmas Tree (recorded when she was just 13).

On May 12 1984, Madonna’s Borderline peaked at #4 on Billboard’s Hot Dance/Club Play chart (then known as the Dance/Disco chart).
The hit song was written and produced by Reggie Lucas.

On May 11 1985, Crazy For You hit number-one on the Billboard Hot 100 chart in the U.S. for one week. The track had spent the two previous weeks in the runner-up position behind the all-star single, We Are The World. In Canada, Crazy For You took a few weeks longer but also managed to displace USA For Africa’s charity track to become the county’s number-one single on May 25th.
The song was Madonna’s second chart-topping hit, and her first ballad to be released as a single.