From The True Blue video, directed by James Foley.
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Between takes of the True Blue video.
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In the True Blue video outfit at the 1986 MTV Awards.
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Two versions of the 1986 Madonna.

From Who's That Girl, also directed by James Foley.
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Promotional shots for Who's That Girl with co-star Griffin Dunne.
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Modelling an Martin Burguoyne jacket.
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A leatherish True Blue Mads shot by Herb Ritts.
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The cover session of the Look of Love single.
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10 pictures ›

From the making of the Open Your Heart video.
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Positive ID! Photo by Oscar White.
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These two Herb Ritts pics are from the cover of the Live To Tell maxi single.
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With Sean at an Amnesty International benefit.
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With Sean at the premiere of At Close Range, the
film starring Sean that Madonna wrote Live to Tell for.
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With Sean again.
16 pictures ›

Herb Ritts photo from the cover of Tatler Magazine, March 1986.

With Sean Penn and friends. The older guy is author Charles Bukowski.
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Herb Ritts session.
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Hailing a cab or something in New York.
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From the video for Who's That Girl.
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From Vanity Fair.
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