Madonna and Sean Penn arriving at the premiere of At Close Range at the Mann’s Bruin theater in Westwood, CA on April 16, 1986.

Madonna and Sean Penn arriving at the premiere of At Close Range at the Mann’s Bruin theater in Westwood, CA on April 16, 1986.

Madonna performing Papa Don’t Preach during the Who’s That Girl Tour in Tokyo (1987)

Madonna performing Papa Don’t Preach during the Who’s That Girl Tour in Tokyo (1987)

Madonna True Blue photo session photographed by Herb Ritts (1986)

Madonna True Blue photo session photographed by Herb Ritts (1986)

Madonna outtakes (top two) photographed by Herb Ritts for the Like a Prayer session used for the Express Yourself single (1989)

Madonna outtakes (top two) photographed by Herb Ritts for the Like a Prayer session used for the Express Yourself single (1989)

Madonna allowed famed-paparrazo Vinnie Zuffante to photograph her while on set of the Papa Don’t Preach video. (1986)

Madonna allowed famed-paparrazo Vinnie Zuffante to photograph her while on set of the Papa Don’t Preach video. (1986)

WEA Billboard Magazine Ad (1986) Madonna: Worshipped Worldwide

WEA Billboard Magazine Ad (1986) Madonna: Worshipped Worldwide

Madonna on the set of Papa Don’t Preach (1986)

Madonna on the set of Papa Don’t Preach (1986)

Madonna wearing the Keith Haring leather jacket from 1984. She wore this jacket for Like a Virgin on Solid Gold and Top of the Pops.

Madonna wearing the Keith Haring leather jacket from 1984. She wore this jacket for Like a Virgin on Solid Gold and Top of the Pops.

Madonna going to City Restaurant on La Brea in Los Angeles while filming Dick Tracy in 1989.

Madonna going to City Restaurant on La Brea in Los Angeles while filming Dick Tracy in 1989.

Madonna as Nikki Finn in Who’s That Girl? (1987)

Madonna as Nikki Finn in Who’s That Girl? (1987)

The Gospel According to St. Madonna: The Advocate (1991)

The Gospel According to St. Madonna: The Advocate (1991)

Madonna basking in her glow photographed by Herb Ritts (1986)

Madonna basking in her glow photographed by Herb Ritts (1986)

Madonna at the Lucky Strike 1982

Madonna at the Lucky Strike 1982