Don't Tell Me gets my vote for both... the song is my favourite by far, the production and vibe is top tier for me and the strings outro just makes it one of my all time faves from her.

Video wise, it isn't as clear cut but it's still my favourite as I love the way the dancing matches the glitchy production so well.

Don't Tell Me for best song and video. The video is super iconic and although it is "less" than the others in terms of extravagence, it really excels as a result of this. One of my favourite Madonna songs period.