On December 16 1989, Dear Jessie debuted at #9 on the UK Singles Chart.
The single would climb to its peak position of #5 on December 30th, where it remained for three weeks before beginning its descent.
On December 16 1989, Dear Jessie debuted at #9 on the UK Singles Chart.
The single would climb to its peak position of #5 on December 30th, where it remained for three weeks before beginning its descent.
Today In Madonna History 
A song strikingly different from what she did up to that point, Dear Jessie was Madonna’s Rock version of the classic children’s novel A Child’s Garden of Verses-the psych-ballad appeals to the inner child in us all-and a direct precursor to her Lola ballads Secret, Little Star
and What It Feels Like for a Girl. Brilliant, Madonna!