Agent Cooper

I agree.  She did so many promo performances for that album. I enjoyed them all and all the awards performances.  She was on fire!!  ( @Voguerista favorite word). 
 
LIVE EARTH (but I have no issues with LIVE 8.  Both were superior performances.  We just got a new song out of Live8)
 
Speaking of
HEY YOU or LOVE MAKES THE WORLD GO ROUND?

I love this Teletubbies hug! 
Besides the show, "Confessions on a promo tour" is so good, right? I love to watch her getting ready with a band and dancers and also sharing her thoughts about award shows and preparation for live performances.

True Blue album
Charity concert: Live 8 (2005) or Live Earth (2007)?

Music ....it takes me back to late summer 2000 I'm 8 again and living my best life 
Mert and Marcus or Klein
 

The Power of Good-Bye
Express Yourself (RIT) or Express Yourself (MDNA Tour)?

HUGS for that! 

Brixton, but KOKO was great too.
Better Album: Madonna or True Blue?

How dare she?

 
 
Kidding! 
 

Wow that Mert & Marcus 2010 photoshoot is one of the most iconic she ever did @Adonna <3
Take A Bow video (tho I love You'll See as well, it feels like a 90s movie)
Promo concert: Brixton Academy 2000 or Koko Club 2005?

Both are great, but I tend to like a lot of Mert & Marcus shoots she did.  My favorite is the 2010 one.  With that said, my next choices will be two shots from that....

OR

Stunning with the bottom pic having the edge. 
Madonna with red hair or as a Brunette? 

Brunette but a bit more Auburn... similar to LAP era. 
Video: You'll See or Take A Bow?

I like that  actually I'm not a big fan of PA tho I notice a lot of fans like it, maybe I'll give a try now you mentioned. You already made me appreciate Shoo-Bee-Doo =)
Love BS, but I prefer
Secret
Nothing Fails or The Power of Good-Bye?

True, there's a lot of good songs in it (and good demos too). It's like having 2 albums in one.
LDLHA '84
Over and Over or Physical Attraction?

Tough question. Last week I was listening to Rebel Heart after a long time and I realize how interesting this album is sonically. It's a great album to hear with a good earphone. I love MX, but Rebel Heart is growing more and more on me.
@Garry Howieson Has To Be
Spanish Lesson or I'm Going Bananas?

Tough question. Last week I was listening to Rebel Heart after a long time and I realize how interesting this album is sonically. It's a great album to hear with a good earphone. I love MX, but Rebel Heart is growing more and more on me.
@Garry Howieson Has To Be
Spanish Lesson or I'm Going Bananas?

I like that  actually I'm not a big fan of PA tho I notice a lot of fans like it, maybe I'll give a try now you mentioned. You already made me appreciate Shoo-Bee-Doo =)
Love BS, but I prefer
Secret
Nothing Fails or The Power of Good-Bye?

First of all, thanks to Dan K. for compiling all these clips for posterity in such a comprehensive way. Here's the list of what's inlcuded:
 
Again and Again
Kiss Me
Born to Be a Dancer
Get Up
Rain Is Falling Down
Letter from Daddy
Tears Run Away
Song for Danny
The Sky Is Blue
Shine a Light
Bird Free
Cold Wind
Make It Today
Suppertime in Harlem (2 Clips)
Tell the Truth
Curtis Come Back
Moving Along (3 Clips)
Simon Says (3 Clips)
Hot House Flower (Diverse Clips)
I Got Trouble (Roll Over It) (Diverse Clips)
 
Most of the clips are samples of songs that we have never heard before, specially during the first 5 minutes of the video, and after that only a couple of them are form the Shamrock tape or the solo Gilroy tape that already leaked in full. I'm utterly surprised by 'Letter from Daddy', in which I can definitely hear how Joni Mitchell was one of her favourites. 

I like that  actually I'm not a big fan of PA tho I notice a lot of fans like it, maybe I'll give a try now you mentioned. You already made me appreciate Shoo-Bee-Doo =)
Love BS, but I prefer
Secret
Nothing Fails or The Power of Good-Bye?

Over and Over... fun fact... I used to not like PA very much, but man I love that song as the years gone on. 
Secret or Bedtime Story?

True, there's a lot of good songs in it (and good demos too). It's like having 2 albums in one.
LDLHA '84
Over and Over or Physical Attraction?

Rebel Heart is a great album.  So many bangers, etc.  I love the smorgasbord it became.  In a way, I feel she still got her way in releasing a double album, but it wasn't as organized as she preferred. 
I'm Going Bananas
 
Love Don't Live Here Anymore '84 or '94?

Tough question. Last week I was listening to Rebel Heart after a long time and I realize how interesting this album is sonically. It's a great album to hear with a good earphone. I love MX, but Rebel Heart is growing more and more on me.
@Garry Howieson Has To Be
Spanish Lesson or I'm Going Bananas?

Heartbreak City
Album: Madame X or Rebel Heart?
 
 

till death do us part
 
has to be or time stood still

I love that song so much and agree. I thought it could have made a great single.   Though unlike you, I'm not a big fan of MDNA's I'm Addicted, but it's grown on me. 
Rebel Heart
 
Till Death Do Us Part or Miles Away?

Rebel Heart
HeartBreakCity or Crave?