After looking it over, I actually wouldn't disagree with those next five. I'd probably change the order a bit but otherwise it makes sense.
So this is where I'm at.
1. Undertaker Vs Shawn Michaels WM25
2. Bret Hart Vs Stone Cold WM13
3. Randy Savage Vs Ricky Steamboat WM3
4. The Rock Vs Stone Cold WM17
5. Bret Hart Vs Owen Hart WM10
6. Randy Savage Vs The Ultimate Warrior WM7
7. The Hardy Boys Vs Edge & Christian Vs The Dudley Boys WM17
8. Shawn Michaels Vs The Undertaker WM26
9. Hulk Hogan Vs The Ultimate Warrior WM6
10. Shawn Michaels Vs Razor Ramon WM10
My next five from that would be something like...
11. The Rock Vs Hollywood Hogan WM18
12. Chris Jericho Vs Shawn Michaels WM19
13. The Undertaker Vs Triple H WM27
14. Ric Flair Vs Shawn Michaels WM24
15. Bret Hart Vs Roddy Piper WM8
When I watched it a few months ago, I didn't even keep the post match celebration on.
1. Undertaker Vs Shawn Michaels WM25
2. Bret Hart Vs Stone Cold WM13
3. Randy Savage Vs Ricky Steamboat WM3
4. The Rock Vs Stone Cold WM17
5. Bret Hart Vs Owen Hart WM10
6. Randy Savage Vs The Ultimate Warrior WM7
7. The Hardy Boys Vs Edge & Christian Vs The Dudley Boys WM17
8. Shawn Michaels Vs The Undertaker WM26
9. Hulk Hogan Vs The Ultimate Warrior WM6
10. Shawn Michaels Vs Razor Ramon WM10
11. The Rock Vs Hollywood Hogan WM18
12. Chris Jericho Vs Shawn Michaels WM19
13. The Undertaker Vs Triple H WM27
14. Ric Flair Vs Shawn Michaels WM24
15. Shawn Michaels Vs Chris Benoit Vs Triple H WM20
Hulk Hogan VS Andre the Giant WM3
Eddie Guerrero VS Kurt Angle WM20
Kurt Angle VS SHawn Michaels WM22
Dave Batista VS Triple H WM22
Bret Hart VS SHawn Michaels WM12
I agree with Hogan vs Andre, Michaels vs Bret, and Michaels vs Angle. Maybe put the two we were considering, HHH vs Taker III and Piper vs Bret in that group too.
Guerrero vs Angle I'd hold off for the next grouping and Batista vs HHH I'm not sure would make my top 30. But we'll see.
1. Undertaker Vs Shawn Michaels WM25
2. Bret Hart Vs Stone Cold WM13
3. Randy Savage Vs Ricky Steamboat WM3
4. The Rock Vs Stone Cold WM17
5. Bret Hart Vs Owen Hart WM10
6. Randy Savage Vs The Ultimate Warrior WM7
7. The Hardy Boys Vs Edge & Christian Vs The Dudley Boys WM17
8. Shawn Michaels Vs The Undertaker WM26
9. Hulk Hogan Vs The Ultimate Warrior WM6
10. Shawn Michaels Vs Razor Ramon WM10
11. The Rock Vs Hollywood Hogan WM18
12. Chris Jericho Vs Shawn Michaels WM19
13. The Undertaker Vs Triple H II WM27
14. Ric Flair Vs Shawn Michaels WM24
15. Shawn Michaels Vs Chris Benoit Vs Triple H WM20
So this is where I'd go with it.
16. Hulk Hogan Vs Andre The Giant WM3
17. Shawn Michaels Vs Kurt Angle WM22
18. Bret Hart Vs Shawn Michaels WM12
19. Triple H Vs The Undertaker III WM28
20. Bret Hart Vs Roddy Piper WM8
After that I'd think about
Eddie Guerrero Vs Kurt Angle WM20
Edge Vs Chris Jericho Vs Chris Benoit Vs Kane Vs Shelton Benjamin Vs Chrisitan WM21
Ric Flair Vs Randy Savage WM8
The Hardys Vs Edge & Christian Vs The Dudleys WM16
John Cena Vs The Rock WM28 (mainly for historical significance though the match itself wasn't bad)