1999: VH-1 Fashion Awards - Presenting & Backstage!

Sunday December 5th 1999 and Madonna is back at the VH-1 Fashion Awards in New York City  - this time to present Rupert Everett with an award.

Here's her full appearance, introduced by Heather Locklear & Sean Combs - and then watch a rare backstage interview with Madonna & Stella McCartney, shown as part of the UK broadcast of the awards show!

(VH-1, December 1999)

1995: Sean Penn presents VH-1 Fashion Award

Sunday December 3rd 1995 saw the 1st annual VH-1 Fashion Awards take place in New York City and Madonna attended, just as her ballads album "Something To Remember" was topping the charts around the world.

In a controversial TV moment, she was presented with an award by ex-husband Sean Penn - their first public appearance together since the breakup of their marriage in early 1989 and one which apparently Madonna was not informed of in advance!

(VH-1, December 1995)

1990: Dressing Room Message to German TV!

This was probably the world's first look at Blond Ambition Madonna. January 1990 during a German TV show which looked back at the 1980s, Madonna sent a personal message to her German fans, taped in her dressing room accompanied by future tour dancer Oliver Crumes and wearing a top similar to one which eventually became a costume on the Blond Ambition tour.

Notice her hairstyle & makeup in the clip - was this the day she was photographed by Helmut Newton for the April 1990 issue of Vanity Fair magazine?

(ZDF, January 1990 )

1994: Madonna on David Letterman Show!

Thursday March 31st 1994 saw Madonna appear as the sole guest on David Letterman's top rated late night US talk show.

The show was taped in the afternoon and when it aired that evening, it caused immediate controversy and it has become one of Madonna's most legendary TV appearances of her entire career.

Watch it now to see why!

Part 1:

Part 2:

(CBS, March 1994 )

1992: Madonna & Rosie at NYC movie Premiere

Here's a rare clip from CNN "Showbiz Today" of Madonna with Rosie O'Donnell at the NYC premiere of "A League Of Their Own" on Thursday June 25th 1992!

(CNN, June 1992 )

1989: 'Like A Prayer' hits No.1 in both the US and UK!

March 1989 saw the release of "Like a Prayer" and the single topped the charts on both sides of the atlantic. Here's original TV recordings showing how both the USA and UK number one positions were announced!

And while the single's video caused controversy, it still made it onto kids TV shows in the UK!

USA Number One

UK Number One

Children's TV Clip

(March 1989 )