The top 20 turned out pretty accurately. The top 7 are so impossible to rank. I think maybe ROL should be above EY.
1 Vogue
2 Like A Prayer
3 Express Yourself
4 Open Your Heart
5 Into The Groove
6 Ray Of Light
7 Justify My Love
8 Frozen
9 Crazy For You
10 Drowned World (Substitute for Love)
11 Hung Up
12 Living For Love
13 Music
14 Ghosttown
15 Celebration
16 La Isla Bonita
17 Nothing Fails
18 Holiday
19 Like A Virgin
20 Borderline
21 Live To Tell
22 Take A Bow
23 Secret
24 Material Girl
25 Papa Don't Preach
26 The Power Of Good-Bye
27 Get Together
28 Keep It Together
29 Jump
30 Erotica
I won't post the rest because I don't know a lot of the other songs well enough for their ranks to mean anything.
Where the hell is Burning Up? A top ten single.