Released only in select territories, "Dear Jessie" hit No. 5 in the U.K. but was never issued in America. The video for the single was only released overseas. The clip later surfaced on U.S. television in occasional Madonna retrospectives. The video is animated, and it features, among other things, pink elephants. (Madonna does not appear in the video).
Madonna and Patrick Leonard
Billboard chart positions used with permission from Billboard magazine. Billboard material used is copyrighted and trademarked by VNU Business Media, Inc. and is used with permission. None of this material can be reused without written prior consent of the owner.
Summaries written by Keith Caulfield