 | Sinatra Reprise: The Very Good Years by Frank Sinatra
Buy used from: $3.69 I call it the Sinatra starter-kit, this has the most songs that a Sinatra neophyte would recognize.
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 | Songs for Swingin' Lovers! by Frank Sinatra
Buy new: $10.99 / Used from: $4.99 Arguably his best album ever, you'll love the famous tunes just as much as the lesser known ones. In this album, Sinatra and arranger Nelson Riddle redefined popular music for a new era.
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 | Frank Sinatra Sings for Only the Lonely by Frank Sinatra
Buy new: $10.99 / Used from: $7.46 Full of songs about loneliness and reflections on past loves, this album should be available "by prescription only." Maybe Nelson Riddle's most beautiful orchestral arrangements.
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 | In the Wee Small Hours by Frank Sinatra
Buy new: $10.99 / Used from: $4.48 Claimed by some as the first "album", this collection of all sad songs puts Sinatra's tender voice over some beautiful Riddle arrangements, with great use of the guitar and celeste.
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 | September of My Years by Frank Sinatra
Buy used from: $12.99 Maybe the last great vocal effort in Frank's career before his many retirements, this album is the zenith of Sinatra's collaborations with arranger Gordon Jenkins. Gorgeous string arrangements.
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 | Come Fly with Me by Frank Sinatra
Buy new: $10.99 / Used from: $5.47 Great Billy May arrangements about various world locations, with an even balance of lovely ballads and uptempo swingers.
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 | A Swingin' Affair! by Frank Sinatra
Buy new: $10.99 / Used from: $8.00 Another powerful Riddle album, with a great selection of tunes from composers such as Gershwin and Ellington.
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 | Come Dance with Me! by Frank Sinatra
Buy new: $11.94 / Used from: $6.96 Proof that Frank Sinatra CDs don't belong in the Easy Listening section, Billy May's arrangements for brass will knock you flat.
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 | Close to You and More by Frank Sinatra
Buy new: $14.99 / Used from: $4.20 A unique musical effort, Sinatra is joined only by a string quartet and a handful of soloists, and provides some of his most tender vocals.
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 | Sinatra-Basie by Frank Sinatra
Buy used from: $21.68 Sinatra's first collaboration with Count Basie. Somewhat short, but some of the songs are timeless.
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 | A Jolly Christmas from Frank Sinatra by Frank Sinatra
Buy used from: $1.99 Gordon Jenkins wrote his usual beautiful string arrangements for this album, and Sinatra has a lot of fun with Christmas tunes.
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 | No One Cares by Frank Sinatra
Buy new: $10.99 / Used from: $8.50 Beautiful Gordon Jenkins arrangements on songs like "Why Try to Change Me Now" and "None But the Lonely Heart" will break your heart.
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![Best Of Columbia Years 1943-52 [4-CD SET]](http://ecx.images-amazon.com/images/I/513H9rBWEhL._SL75_.jpg) | Best Of Columbia Years 1943-52 [4-CD SET] by Frank Sinatra
Buy used from: $14.95 This set covers the full Sinatra-Columbia era, while leaving out some of the more timely and forgettable songs.
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 | Where Are You? by Frank Sinatra
Buy new: $11.94 / Used from: $7.98 Sinatra's first collaboration with Gordon Jenkins, this album includes one of the only songs which credits Sinatra as writer, "I'm a Fool to Want You," which was more or less sung directly to Ava.
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