Agent Cooper

I know what you mean.  After RIT, I was like "how is she going to top this?" and here comes COADF and then the Confessions Tour.   Can't wait to see what else she has in store for us.  We know she isn't finished.

Rebel Heart
HeartBreakCity or Crave?

Rebel Heart
HeartBreakCity or Crave?

La Isla Bonita
Rain or Crazy For You?

Rain
Die Another Day or Joan of Arc?

Joan of Arc
Addicted or I'm Addicted?

Addicted , should've been on the main RH album in-between the mid tempo ballad types adore it so much 
Love I'm addicted too though should've been a Mdna single 
Rebel heart or graffiti heart

Somehow that makes perfect sense.
I even imagine I Love NY (Demo) fitting the first album tracklist.

These was a incredible moment for her. She sung amazing, looked amazing, was a huge hit everywhere, and recovered from that american life flop. After that she had one of her biggest success ever with COADF. She was mid 40s but in an amazing moment, she was such an inspiration. I remember one interview after the tour saying that last tour was the biggest thing ever on her carreer. That big was that tour, of course all the subsquent tours were amazing and very succesful too. Such a succesful icon she has always been.

Certainly a lot to chose from. So maybe top 2 or 3
Confessions shoot. Amazing sets amazing looks. Loved the look in the mirrors, on the lit steps and especially in the red dress with white room which she got on the cover of rolling stone. Epic!
Equestrian shoot. Love when she had her hair down and laying with the horse. And the video for the tour for future lovers is epic. It's probably elevated cause of the tour.
https://youtu.be/9aLqiwXuTMk
In before someone says Alejandro tho 🙄

 
 
 

Oh and worse that dumb Marilyn hotel shoot with her ass up in the air 😂

Yesss, I remember the headlines the day after saying "WHO'S THAT GIRL WITH 45 YEARS OLD?" and Sharon Osbourne and Joan Rivers freaking out about it LoL
Material Girl video
Video: Music or Medellin?

Ray of Light 
Better look (just an excuse to admire our gorgeous queen):

Or

?

Ray of Light just because I can't imagine Madonna's career without it 
Don't Tell Me or Keep It Together?

Mer Girl
Falling Free or X-Static Process? 

That's true.
TUTR is a bop! Maybe not the right single choice but it's a feel good song, love it too.
Crazy For You
Where's The Party or Causing a Commotion?
 

You're welcome @Voguerista 
The song Rebel Heart could have been an amazing single, oh my.
Spanish Eyes
Beat Goes On or Turn Up The Radio?

Oh Paolo Hewitt, I wonder where you are now and how the last 40 years have been for you 

I think there's a very high chance it's her - she was there, Klein was there - she was promoting D&G dresses - 

Yesss, I remember the headlines the day after saying "WHO'S THAT GIRL WITH 45 YEARS OLD?" and Sharon Osbourne and Joan Rivers freaking out about it LoL
Material Girl video
Video: Music or Medellin?

When she showed up looking like this, by jaw dropped. So beautiful!!

Better Music video:  Material Girl or GMAYL?

Ray of Light 
Better look (just an excuse to admire our gorgeous queen):

Or

?

Keep It Together
Ray of Light or Hung Up?