Saddest Madonna Songs


The Top Ten

1 This Used to Be My Playground This Used to Be My Playground

Wonderfully beautiful and touching song! - Irina2932

This song is heartbreakingly nostalgic.

2 Oh Father Oh Father

Even her vocal sounds so great here. The song is moving - Irina2932

Madonna's vocals on this song tear my heart apart. Those vocals with the growing melody right up untill the last part are like no other song she ever made.

The saddest of all, definitely. The lyrics in the end: "You didn't mean to be cruel
Somebody hurt you too" and the melody growing and growing until only unbearable sadness and pain remain.

3 The Power of Good-Bye The Power of Good-Bye

The is the only Madonna song to make me cry

Quite possibly the most profound lyrics Madonna has ever written.
"Freedom comes when you learn to let go. Creation comes when you learn to say No." - theOpinionatedOne

4 Paradise (Not for Me) Paradise (Not for Me)
5 Promise to Try Promise to Try
6 In This Life In This Life

I love her performance of this song - Irina2932

7 Gone Gone

The melancholic sound on this one is strong. The ongoing guitar rhythm with her soft pure voice. The futuristic sounds create a magical feeling.

Great performance plus very touching lyrics - Irina2932

8 Time Stood Still Time Stood Still

Too bad Madonna didn't make this beautiful track a single. Nice lyrics - Irina2932

9 Bad Girl Bad Girl

Its musical arrangements is marvelous. 'Bad Girl' is one of my most favorite Madonna songs - Irina2932

10 Live to Tell Live to Tell

Madonna's first sad song! Still one of the most memorable tracks from the 80's - Irina2932

The Contenders

11 Wash All Over Me Wash All Over Me
12 X-Static Process X-Static Process

I even cried while listening to it. Amazing song - Irina2932

13 Mer Girl Mer Girl
14 Something to Remember Something to Remember
15 Frozen Frozen V 1 Comment
16 Take a Bow Take a Bow
17 Sorry Sorry
18 Drowned World / Substitute for Love Drowned World / Substitute for Love
19 You'll See You'll See
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List StatsUpdated 22 Feb 2017

19 listings
2 years, 250 days old

Top Remixes

1. The Power of Good-Bye
2. Promise to Try
3. Paradise (Not for Me)
1. This Used to Be My Playground
2. Oh Father
3. Time Stood Still



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