This queen once famously said "I’m sick of apologizing for being rich and gorgeous". She won for this 2002 best picture winner.
Catherine Zeta-Jones as Velma Kelly in "Chicago"
The David Fincher directed video to this song off the Erotica album famously pays tribute to the film "Looking for Mr Goodbar"
Bad Girl
This actress won for a 2006 film by a now disgraced director with a 3 word title, 2 of the words being names.
Penélope Cruz as María Elena in "Vicky Cristina Barcelona"
This song sonically pays tribute to Sly and the Family Stone's song "Family Affair", and was the final song on the Blond Ambition tour.
Keep It Together
This actress won for her role in a 1999 film based off a memoir that continues to leave a questionable impact on young women and gays today.
Angelina Jolie as Lisa Rowe in "Girl, Interrupted"
The bizzare video to this song is almost fully animated, and seems to be aimed at children.
Dear Jessie
Tatum O'Neal as Addie Loggins in "Paper Moon"
This song has a gospel sound to it, and was one of only two new songs featured on The Immaculate Collection.
Rescue Me
A favorite of guest Samuel Meade, this actress won in 1966 for her role in a film based off a play with only 4 characters (not including the imaginary child of the main couple).
Sandy Dennis as Honey in "Who's Afraid of Virginia Woolf?"
This ballad recorded for the film "For Honors" seems to be largely forgotten, but peaked at #2 on the Hot 100
Ill Remember