#Madonna in The Dress. Jennifer Grey in The Dress. 1988
While doing David Mamet's play Speed the Plow on Broadway in 1988, Madonna befriended Jennifer Grey and Sandra Bernhard. Here we see Jennifer Grey, at an unknown premiere, wearing Madonna's dress, belt and shoes! The shoes worn on the infamous David Letterman show with Sandra Bernhard. The b/w photo on the lower left of Jennifer appeared in Star Magazine in color back in the day.
It was Madonna's first ever cover story with Rolling Stone in November 1984, Madonna Goes All the Way, that fans first saw a pre-fame Madonna in this dress when she was in her first band, The Breakfast Club, with ex-boyfriend Dan Gilroy. She wore this light summer floral dress a few times in the 80's. One of my favorites. Click below to see: