Saddest Song of '80s.....

Elvis Costello's "Veronica," which was about his grandmother who had Alzheimer's.

 

When we get to the 90s, I'll throw in Eric Clapton's "Tears in Heaven."

For the 80s, though? How about board favorite Phil Collins with "Against All Odds"?

http://www.tampabay.com/blogs/80s/content/most-depressing-songs-80s-top-20 says "Fast Car."

 

Speaking of Billy Joel, "Allentown" is pretty damn sad.

 

From the really sad ending scene of a pretty good movie.

 

Supertramp's "It's Raining Again". Was popular around the time I found out the local rag was not going to hire me full-time (after three summer internships), so it was a pretty depressing song for a bummed out soon-to-be college graduate.

Yeah, watching that movie, you just assume it's going to have some goofy, happy ending, because that's what those kinds of movies always do. And then, boom.

 

I'll throw in a submission for Cyndi Lauper-Time after Time.

 

Queen's "Who Wants to Live Forever."

 

Springsteen, "My Hometown." Rustbelt anthem.

 

Not even Elton's saddest of the 80s.

 

As is "And So It Goes."

 

Game, Set, Match.