Simon and Garfunkel have been among my favorites since childhood. They recorded five albums between 1964 and 1970, and much of that music still sounds fresh 40 years later. Their third (and IMO best) album, Parsley, Sage, Rosemary, and Thyme, was the first album I bought with my own money (25 cents at a neighborhood garage sale when I was 11) and is the only album I have owned on vinyl, cassette, and CD.
They had two brief reunions after their breakup: one in 1975 when they recorded the song "My Little Town", and circa 1981 for a concert in Central Park. Art Garfunkel never did anything musically significant without Paul Simon; he played Lt. Nately in the movie version of Catch-22 but never caught on as an actor either. Paul Simon has had a successful solo career; his most recent album is 2006's Surprise.
It's hard to pick only ten of their songs for a playlist, so here are all of their songs that I have given five-star ratings to (sorted by album):
Wednesday Morning, 3 A.M. (1964):
Sounds of Silence (1966):
Sounds of Silence
I Am A Rock
Parsley, Sage, Rosemary, and Thyme (1966)
The 59th Street Bridge Song (Feelin' Groovy)
The Dangling Conversation
For Emily, Whenever I May Find Her
A Poem On The Underground Wall
Hazy Shade Of Winter
Bridge Over Troubled Water (1970)
Bridge Over Troubled Water
The Only Living Boy In New York