Madonna

"Vision Quest," 1985<br>
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This 1985 cougar romance between <a class="taxInlineTagLink" id="PECLB003240" title="Matthew Modine" href="/topic/entertainment/matthew-modine-PECLB003240.topic">Matthew Modine</a> and <a class="taxInlineTagLink" id="PECLB001696" title="Linda Fiorentino" href="/topic/entertainment/linda-fiorentino-PECLB001696.topic">Linda Fiorentino</a> featured <a class="taxInlineTagLink" id="PECLB003086" title="Madonna" href="/topic/entertainment/music/madonna-PECLB003086.topic">Madonna</a> as a club singer, singing her hit "Crazy for You."   Released one month later was Madonna's more full-fledged debut as the title character in "Desperately Seeking Susan," a free-spirited East Village drifter  (complete with Madonna's then-trademark of ripped clothes and 'do-rag on her head) who changes places with a  bored housewife played by <a class="taxInlineTagLink" id="PECLB000240" title="Rosanna Arquette" href="/topic/entertainment/rosanna-arquette-PECLB000240.topic">Rosanna Arquette</a>.

( Evan Agostini / Associated Press )

"Vision Quest," 1985

This 1985 cougar romance between Matthew Modine and Linda Fiorentino featured Madonna as a club singer, singing her hit "Crazy for You." Released one month later was Madonna's more full-fledged debut as the title character in "Desperately Seeking Susan," a free-spirited East Village drifter (complete with Madonna's then-trademark of ripped clothes and 'do-rag on her head) who changes places with a bored housewife played by Rosanna Arquette.

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