Top Ten Most Sentimental Frank Sinatra Songs

Ol' Blue Eyes... He sang the most sentimental of songs such warmth.
The Top Ten
1 The Night We Called It a Day

Another stellar list by Britgirl.
Keep 'em coming, Sinatra is an artist everybody needs to be familiar with!

2 The Girl That I Marry

His musical phrasing is by far the best of all time, he relied on the greatest songwriters of his day to provide the canvas, then took it to another level from there. Buddy Holly changed the norm, and from then on, singer-songwriters like Paul McCartney, James Taylor, and Elton John kept their best work for themselves.

He had 69 albums, 297 singles, Sinatra is a definite contender for the greatest singer ever, but as was customary during his era, he did not write most of his hits.

3 The Things We Did Last Summer
4 All or Nothing at All
5 Five Minutes More
6 It Was a Very Good Year

This is the one I was looking for...trying to think of the title. Thanks.

7 They Say It's Wonderful
8 I Fall In Love Too Easily
9 Softly, As I Leave You

Talk about sentimental, as the song goes along and you realize why he is leaving the love of his life.

10 People Will Say We're In Love
The Contenders
11 Saturday Night (Is the Loneliest Night of the Week)
12 Cycles

You know, it's almost funny,
But things can't get worse than now,
So I think I'll try to smile, and see what tomorrow brings...

13 Someone to Watch Over Me
14 In the Wee Small Hours of the Morning
15 Almost Like Being In Love
16 Emily
17 I'll Be Home for Christmas
18 My Way
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