Madonna Performs 'Don't Tell Me' | Letterman

Madonna goes acoustic for a special Late Show performance.
(From "Late Show," air date: 11/3/00)

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[hutch]

I don't know why, but I love that she was genuinely nervous. She's used to being surrounded by a whole production of dancers, lights, etc., so just sitting in a chair, singing and playing guitar was very much out of her lane. It was a rare sweet and vulnerable moment.

[mademepickaname]

For someone just learning guitar, she did a good job of singing. It’s not as easy as it looks to play guitar and sing at the same time.

[foxvaughan]

I love how way, Dave sees a clearly nervous Madonna and says very quietly to her "You'll be ok"
That's was very sweet

[michaeldedonato-hdje]

This is the way it should be. A singer, a chair, a few instruments and a beautiful voice. It touches the heart. Applause for the talent and courageous reinvention!

[lookc]

I'm no fan of hers but I thought that was very nice. And I appreciated her willingness to struggle, stumble, or fail in front of a large audience and on live TV. Honesty and humility go a long way.

[philippeigoa]

Even the most seasoned performers experience stage fright, when they're out of their comfort zone. Mind you, this performer has sold over 400 million records.

[Andrew-kfqp]

Wow! What a great performance. Madonna has a beautiful voice.

[wolfwind]

Nice to hear her natural voice and singing.

[kbee]

She's always been an amazing songwriter, I love this version.

[allencall]

I remember seeing this on TV in 2000. I loved that Madonna had started playing the guitar. Don’t Tell Me is a brilliant song.

[rainbowprism]

Wow I want this on my playlist, and I'm not a huge Madonna fan. This is the most authentic satisfying Madonna performance I have seen.

[brandonros]

The early 2000s were a great time in her career. She was already a world famous well established artist and reinvented herself. She had abandoned the controversial sexualised young performer from the 80s and early 90s, and embraced a more mature and classy persona. The music she produced from 1999 to 2003 was great. Don't tell me, music, frozen, etc.

[dangerunchained]

Madonna and an acoustic is a beautiful combo. Wish she made more music like this.

[rockturtleneck]

Madonna was one of Dave's best guests, she has a great sense of humor. She always seemed like a real person on his show whereas she came across more like a celebrity on other talk shows.

[kateluvshugz]

I like how she is so careful as she watches her hand on the frets. I am not a madonna fan but ill give it to her most people who get to anywhere near her level would never come out and play like that when still new at an instrument

[christopherrobinson]

That said, her voice here is best I’ve heard…

[arcadestudio]

Lovely and she kept nicely in tune too .

[lketchemonia]

Now thats a very classy performance by the great Madonna. I especially like her outfit.

[MemoSelf]

This is also one of my favorite recordings of hers. And it's interesting that the recorded song doesn't sound as repetitious as the few chords here suggest. And that's... production!

[Ballie]

I love her even more now.... Wauw so PURE and humble...