The Most Philosophical Song You Ever Heard

Wasted on the Way - Crosby, Stills, & Nash

1. The Who, "I'm One." For a 16-year-old struggling with everything 16-year-olds go through, a perfect song. 
2. Those great lines from "Under Pressure," including the cry from Freddie, "Why can't we give love/One more chance. . ." Such an old fashioned word . . . Dares you to too much.
3. U2, "Until the End of the World." Judas talking to Jesus, challenging his apocalypticism. "So Cruel" from the same album. Heck, "One" has some great lines, and a great premise. And from "The Fly": "They say the sun is sometimes/Eclipsed by the moon/I don't see you/When she walks into the room."

The Bruces’ Philosophers song from Monty Python.

”Immanuel Kant was a real pissant Who was very rarely stable
Heidegger, Heidegger was a boozy beggar Who could think you under the table
David Hume could out-consume Wilhelm Friedrich Hegel
And Wittgenstein was a beery swine Who was just as sloshed as Schlegel

There’s nothing Nietzche couldn’t teach ya ’Bout the raising of the wrist Socrates, himself, was permanently pissed

John Stuart Mill, of his own free will On half a pint of shandy was particularly ill
Plato, they say, could stick it away Half a crate of whiskey every day
Aristotle, Aristotle was a bugger for the bottle, Hobbes was fond of his dram
And René Descartes was a drunken fart "I drink, therefore I am"

Yes, Socrates, himself, is particularly missed
A lovely little thinker But a bugger when he’s pissed”

On a different level I’m rather fond of Who Knows Where the Time Goes by Sandy Denny

What's so funny about peace, love and understanding?

If we can throw in album titles, Bodeans - "Love and Hope and Sex and Dreams "covers pretty much every song ever written. 

Cheers,
Spencer

Charles Aznavour’s Yesterday When I Was Young covered by Roy Clark amongst many others.

"I ran so fast that time and youth at last ran out
I never stopped to think what life was all about
And every conversation I can now recall
Concerned itself with me, me and nothing else at all"

When it comes to philosophical surely Jacques Brel should always get a mention.

The one that immediately comes to mind is the love it/loathe it UK smash hit Seasons in the Sun as recorded by Terry Jacks.

Oh hang on, what about Leonard Cohen’s Chelsea Hotel?

I remember you well in the Chelsea Hotel You were famous, your heart was a legend
You told me again, you preferred handsome men
But for me you would make an exception And clenching your fist for the ones like us
Who are oppressed by the figures of beauty
You fixed yourself, you said "Well nevermind
We are ugly but we have the music"


Or Lou Reed’s Pale Blue Eyes?

Skip a life completely.
Stuff it in a cup.
She said, Money is like us in time,
It lies, but can’t stand up.
Down for you is up."