Frank Sinatra... Also known as Old Blue Eyes & The Chairman of the Board. Not to mention, The Voice.

This song was recorded  22 April1965 in Hollywood. The world has changed quite a bit since then. For one thing Mr. Sinatra  himself is gone as are most of the Rat-Pack's 2nd Generation. The First Generation was led by Humphrey Bogart & contained  a different cast of characters including "Baby". Ms. Lauren Bacall to you. The love of Bogey's life.

This one is a genuine classic torchsong. Damn those torchsongs...Now I need a drink or two or three...Pop some semi-synthetic opioids instead & consider yerself lucky.

"It Was a Very Good Year" is a song composed by Ervin Drake in 1961 for and originally recorded by Bob Shane of The Kingston Trio^[1][2] and subsequently made famous by Frank Sinatra's version in D-minor, which won the Grammy Award for Best Vocal Performance, Male in 1966. Gordon Jenkins was awarded Grammy Award for Best Instrumental Arrangement Accompanying Vocalist(s) for the Sinatra version. This single peaked at #28 on the U.S. pop chart and became Sinatra's first #1 single on the Easy Listening.^[3] The song can be found on Sinatra's 1965 album September of My Years. A live, stripped-down performance is featured on his Sinatra at the Sands album. It was featured in The Sopranos season 2 opener

The song recounts the type of girls the singer had relationships with at various years in his life: when he was 17, "small-town girls on the village green"; at 21, "city girls who lived up the stairs"; at 35, "blue-blooded girls of independent means." Each of these years he calls "very good." In the song's final verse, the singer reflects that he is older, and he thinks back on his entire life "as vintage wine." All of these romances were sweet to him, like a wine from a very good (i.e. vintage) year.

http://en.wikipedia.org/wiki/It_Was_a_Very_Good_Year

Time flies. Seize the love. Play the field. Or marry...But try O try O try to be happy. There's only one shot at it & this is it. No dress rehearsals...

It Was A Very Good Year

When I was seventeen
it was a very good year,
It was a very good year
for small town girls
and soft summer nights.
We'd hide from the lights
on the village green
when I was seventeen.

When I was twenty-one,
it was a very good year,
it was a very good year
for city girls who lived up the stair,
with all that perfumed hair
that came undone,
when I was twenty-one.

When I was thirty-five
it was a very good year,
it was a very good year
for blue blooded girls
of independent means.
We'd ride in limousines
their chauffeurs would drive
when I was thirty-five.

But now the days are short,
I'm in the autumn of the year,
and now I think of my life as
vintage wine from fine old kegs,
from the brim to the dregs
it poured sweet and clear;
it was a very good year!

--song written by Ervin Drake