These are what we call the 'YMMV items.' Things that some people find in this work. We call them 'your mileage might vary' because not everyone sees these things in the same way. This starts discussions in the trope lists, a thing we don't want. Please use the discussion page if you'd like to discuss any of these items.
The last three songs on the standard edition of MDNA ("Love Spent", "Masterpiece", and "Falling Free") were the most critically-acclaimed songs on the album. It helps that they were produced by William Orbit, who also produced Ray of Light.
"Impressive Instant", which almost because the fourth single for Music.
Fetish Retardant: The video for "Human Nature". Also, the video for "Die Another Day".
Growing the Beard: "Live To Tell" is generally considered the turning point in Madonna's career, as it was the song that had her go from a mall rat teenybopper that critics loathed, to a young adult who was capable of singing soulful ballads about serious issues of human survival and courage.
Nightmare Face/Uncanny Valley: The "Nobody Knows Me" interlude in the MDNA Tour. It's essentially Madonna with snippets of people's faces superimposed onto her own, in addition to scribbles that make Madonna's face look skull-like. The results are unsettling, to say the least.
The video for "Bedtime Story", which is also a Surreal Music Video. Most notably, a scene near the end that features Madonna with mouths for eyes (think The Corinthian) and an eye where her mouth should be.
"Gang Bang". Madonna singing in a low pitch voice? Check. Dark, ominous electro thumping music? Check. Lyrics about murdering one's lover? Check. Terrifying dubstep breakdown? Check. Madonna shouting "Die, bitch!" several times? Check. Is there a Nightmare Fuel jackpot?
"Mer Girl". It's an extremely creepy track at the end of Ray of Light with sinister minimal instrumentation and equally sinister lyrics. It was said that there was an eerie silence after Madonna recorded the vocals for the song.
And I smelt her burning flesh, her rotting bones, her decay. I ran and I ran. I'm still running away...
"Till Death Do Us Part" is a relatively upbeat song about an abusive relationship. The song details toward the end how the woman in the song says she'll leave the relationship even though she knows she'll return with the chorus lyrics at first both being sung by Madonna in a higher voice while she also speaks the lines in a lower monotone voice. When she gets to the bit about not actually leaving her husband the signing and instrumentation completely drops out with Madonna uttering the title in the creepiest way possible.
The Lenny Kravitz-penned "Justify My Love" was based around a sample of Public Enemy's interlude "Security of the First World". A reviewer believed that Insane Clown Posse sampled the Madonna song in ICP's "Bowling Balls", rather than the Public Enemy interlude.
"Hung Up" samples a riff from ABBA's "Gimme Gimme Gimme (A Man after Midnight)" — a rare honor from a band not known for allowing other artists to use their work.
Signature Song: A lot of candidates, including "Like a Virgin", "Material Girl", "Like a Prayer", "Vogue", "Ray of Light", and "Music". She ranks among the few musical artists and bands who are famous on their own and not solely as "the guys who did that one song", though.
Squick: Certain things from the Sex book - like say, the image of Madonna being fondled by an unattractive and elderly man. Also, the book features analingus.