His Legendary Years 1931–1957
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(1931–1937)
| 1 | Where the Blue of the Night (Meets the Gold of the Day) | Bing Crosby with Benny Krueger and His Orchestra & Eddie Lang | 3:03 |
| 2 | Out of Nowhere | Bing Crosby | 3:08 |
| 3 | Just One More Chance | Bing Crosby | 3:30 |
| 4 | I’m Through With Love | Bing Crosby | 3:07 |
| 5 | I Found a Million Dollar Baby (in a Five and Ten Cent Store) | Bing Crosby | 3:03 |
| 6 | At Your Command | Bing Crosby with Harry Barris | 3:19 |
| 7 | I Apologize | Bing Crosby with Studio Orchestra Directed by Victor Young, Tommy Dorsey, Jimmy Dorsey & Benny Krueger | 3:19 |
| 8 | Dancing in the Dark | Bing Crosby with Studio Orchestra Directed by Victor Young, Tommy Dorsey, Jimmy Dorsey & Benny Krueger | 2:31 |
| 9 | Stardust | Bing Crosby with Studio Orchestra Directed by Victor Young, Tommy Dorsey, Jimmy Dorsey & Benny Krueger | 2:46 |
| 10 | The Moon Was Yellow (and the Night Was Young) | Bing Crosby with Georgie Stoll & His Orchestra | 3:04 |
| 11 | Two Cigarettes in the Dark | Bing Crosby with Georgie Stoll & His Orchestra | 3:12 |
| 12 | With Every Breath I Take | Bing Crosby with Georgie Stoll & His Orchestra & Joe Sullivan | 3:14 |
| 13 | June in January | Bing Crosby with Georgie Stoll & His Orchestra & Joe Sullivan | 3:16 |
| 14 | Love Is Just Around the Corner | Bing Crosby with Georgie Stoll & His Orchestra & Joe Sullivan | 3:04 |
| 15 | Soon | Bing Crosby with George Stoll & His Orchestra, Rhythmettes and Three Shades of Blue | 3:04 |
| 16 | Down by the River | Bing Crosby with George Stoll & His Orchestra, Rhythmettes and Three Shades of Blue | 2:53 |
| 17 | It’s Easy to Remember | Bing Crosby with George Stoll & His Orchestra | 3:12 |
| 18 | Red Sails in the Sunset | Bing Crosby with Victor Young & His Orchestra | 3:13 |
| 19 | Silent Night, Holy Night | Bing Crosby with Victor Young and His Orchestra & The Guardsmen Quartet | 3:05 |
| 20 | I Got Plenty o’ Nuttin’ | Bing Crosby with Victor Young & His Orchestra | 3:19 |
| 21 | I’m an Old Cowhand (From the Rio Grande) | Bing Crosby with Jimmy Dorsey & His Orchestra | 2:41 |
| 22 | Pennies From Heaven | Bing Crosby with Georgie Stoll & His Orchestra | 3:14 |
| 23 | A Fine Romance | Dixie Lee Crosby and Bing Crosby with Victor Young & His Orchestra | 3:07 |
| 24 | Sweet Leilani | Bing Crosby with Lani McIntyre & His Hawaiians | 3:16 |
(1937–1942)
| 1 | Blue Hawaii | Bing Crosby with Lani McIntyre & His Hawaiians | 3:05 |
| 2 | Too Marvelous for Words | Bing Crosby with Jimmy Dorsey & His Orchestra | 3:06 |
| 3 | It’s the Natural Thing to Do | Bing Crosby with John Scott Trotter & His Orchestra & Andy Secrest | 3:18 |
| 4 | The Moon Got in My Eyes | Bing Crosby with John Scott Trotter & His Orchestra & Andy Secrest | 3:12 |
| 5 | Remember Me? | Bing Crosby with John Scott Trotter & His Orchestra | 3:02 |
| 6 | Bob White (Whatcha Gonna Swing Tonight?) | Connee Boswell and Bing Crosby with John Scott Trotter & His Orchestra & Andy Secrest | 2:38 |
| 7 | Don’t Be That Way | Bing Crosby with John Scott Trotter & His Orchestra & Andy Secrest | 2:39 |
| 8 | Swing Low, Sweet Chariot | Bing Crosby with The Paul Taylor Choristers | 2:59 |
| 9 | Small Fry | Bing Crosby and Johnny Mercer with Victor Young’s Small Fryers & Andy Secrest | 3:06 |
| 10 | I’ve Got a Pocketful of Dreams | Bing Crosby with John Scott Trotter & His Orchestra | 2:39 |
| 11 | Mexicali Rose | Bing Crosby with John Scott Trotter & His Orchestra | 2:49 |
| 12 | You Must Have Been a Beautiful Baby | Bing Crosby with Bob Crosby & His Orchestra | 2:57 |
| 13 | Wrap Your Troubles in Dreams (and Dream Your Troubles Away) (blow‐up) | Bing Crosby with John Scott Trotter & His Orchestra | 2:57 |
| 14 | Somebody Loves Me | Bing Crosby with Victor Young & His Concert Orchestra | 2:48 |
| 15 | What’s New? | Bing Crosby with John Scott Trotter & His Orchestra & Andy Secrest | 3:12 |
| 16 | Sierra Sue | Bing Crosby with John Scott Trotter & His Orchestra | 3:02 |
| 17 | Trade Winds | Bing Crosby with Dick McIntire & His Harmony Hawaiians | 3:15 |
| 18 | Only Forever | Bing Crosby with John Scott Trotter & His Orchestra | 3:12 |
| 19 | New San Antonio Rose | Bing Crosby with Bob Crosby’s Bob Cats, Muggsy Spanier & Eddie Miller | 3:17 |
| 20 | Humpty Dumpty Heart | Bing Crosby with Woody Herman & His Orchestra | 2:59 |
| 21 | Deep in the Heart of Texas | Bing Crosby with Woody Herman & His Woodchoppers | 2:43 |
| 22 | Wait Till the Sun Shines, Nellie | Bing Crosby and Mary Martin with John Scott Trotter & His Orchestra | 2:35 |
| 23 | When My Dreamboat Comes Home | Bing Crosby with Bob Crosby’s Bobcats, Yank Lawson, Floyd O'Brien, Matty Matlock & Eddie Miller | 2:27 |
| 24 | White Christmas | Bing Crosby with John Scott Trotter & His Orchestra & The Ken Darby Singers | 3:00 |
| 25 | Easter Parade | Bing Crosby with John Scott Trotter & His Orchestra | 2:50 |
(1942–1945)
| 1 | Be Careful, It’s My Heart | Bing Crosby with John Scott Trotter & His Orchestra | 2:44 |
| 2 | Adeste fidelis (O Come, All Ye Faithful) | Bing Crosby with John Scott Trotter & His Orchestra & Max Terr’s Mixed Chorus | 3:11 |
| 3 | Moonlight Becomes You | Bing Crosby, John Scott Trotter & His Orchestra, Eddie Ehlert & Edward Kuczborski | 3:13 |
| 4 | Sunday, Monday or Always | Bing Crosby with The Ken Darby Singers | 2:35 |
| 5 | Mississippi Mud / I Left My Sugar Standing in the Rain | The Rhythm Boys | 3:20 |
| 6 | Pistol Packin’ Mama | Bing Crosby and The Andrews Sisters with Vic Schoen & His Orchestra | 3:03 |
| 7 | I’ll Be Home for Christmas | Bing Crosby with John Scott Trotter & His Orchestra | 2:56 |
| 8 | San Fernando Valley | Bing Crosby with John Scott Trotter & His Orchestra | 3:14 |
| 9 | “Close the Door Joe, We’re Making a Disc!” | Bing Crosby | 0:12 |
| 10 | Swinging on a Star | Bing Crosby with John Scott Trotter & His Orchestra & The Williams Brothers | 2:31 |
| 11 | I Love You | Bing Crosby with John Scott Trotter & His Orchestra | 2:37 |
| 12 | I’ll Be Seeing You (rehearsal glimpse) | Bing Crosby with John Scott Trotter & His Orchestra | 0:18 |
| 13 | I’ll Be Seeing You | Bing Crosby with John Scott Trotter & His Orchestra | 2:50 |
| 14 | On the Atchison, Topeka and the Santa Fe | Bing Crosby with John Scott Trotter & His Orchestra, Robert Goodrich & Six Hits & a Miss | 3:12 |
| 15 | Song of the Fifth Marines | Bing Crosby with Jimmy Van Heusen | 1:47 |
| 16 | (There’ll Be a) Hot Time in the Town of Berlin (When the Yanks Go Marching In) | Bing Crosby and The Andrews Sisters with Vic Schoen and His Orchestra & Charles LaVere | 2:55 |
| 17 | Don’t Fence Me In | Bing Crosby and The Andrews Sisters with Vic Schoen & His Orchestra | 3:06 |
| 18 | (Yip Yip De Hootie) My Baby Said Yes | Bing Crosby with Louis Jordan & His Tympany Five | 2:54 |
| 19 | Mine | Bing Crosby and Judy Garland with Orchestra Directed by Joseph J. Lilley | 2:47 |
| 20 | Ac‐cent‐tchu‐ate the Positive | Bing Crosby and The Andrews Sisters with Vic Schoen and His Orchestra | 2:42 |
| 21 | The Road to Morocco | Bing Crosby and Bob Hope with Vic Schoen & His Orchestra | 2:37 |
| 22 | You Belong to My Heart (Now and Forever) (Solamente una vez) | Bing Crosby with Xavier Cugat & His Waldorf Astoria Orchestra | 2:27 |
| 23 | It’s Been a Long, Long Time | Bing Crosby with Les Paul Trio | 2:57 |
| 24 | Too‐Ra‐Loo‐Ra‐Loo‐Ral (That’s an Irish Lullaby) | Bing Crosby with John Scott Trotter & His Orchestra | 3:19 |
| 25 | I Can’t Begin to Tell You | Bing Crosby with Carmen Cavallaro | 2:54 |
| 26 | Day by Day | Bing Crosby with Mel Tormé and His Mel‐Tones | 2:55 |
| 27 | MacNamara’s Band | Bing Crosby with Bob Haggart & His Orchestra & The Jesters | 2:43 |
| 28 | South America, Take It Away | Bing Crosby and The Andrews Sisters with Vic Schoen & His Orchestra | 3:07 |
(1946–1957; 1945)
| 1 | Alexander’s Ragtime Band | Bing Crosby and Al Jolson with Morris Stoloff & His Orchestra | 3:00 |
| 2 | The Spaniard That Blighted My Life | Bing Crosby and Al Jolson with Morris Stoloff & His Orchestra | 3:15 |
| 3 | Whiffenpoof Song | Bing Crosby with Fred Waring & The Glee Club | 3:03 |
| 4 | Now Is the Hour (Maori Farewell Song) | Bing Crosby with The Ken Darby Choir | 3:09 |
| 5 | But Beautiful | Bing Crosby with Victor Young & His Orchestra & Manny Klein | 2:45 |
| 6 | Galway Bay | Bing Crosby with Victor Young & His Orchestra | 3:02 |
| 7 | Far Away Places | Bing Crosby with The Ken Darby Choir | 3:00 |
| 8 | Sing Soft, Sing Sweet, Sing Gentle | Bing Crosby with orchestra conducted by Roy Bargy | 3:07 |
| 9 | Dear Hearts and Gentle People | Bing Crosby with Perry Botkin’s String Band & Jud Conlon’s Rhythmaires | 2:41 |
| 10 | Chattanoogie Shoe Shine Boy | Bing Crosby with Vic Schoen & His Orchestra | 3:30 |
| 11 | Play a Simple Melody | Gary Crosby and Friend with Matty Matlock’s All Stars | 2:55 |
| 12 | Sam’s Song (The Happy Tune) | Gary Crosby and Friend with Matty Matlock’s All Stars | 2:55 |
| 13 | Harbor Lights | Bing Crosby with Lyn Murray & His Orchestra & Choir | 3:04 |
| 14 | Autumn Leaves | Bing Crosby with Axel Stordahl & His Orchestra | 3:26 |
| 15 | Silver Bells | Bing Crosby & Carol Richards with John Scott Trotter & His Orchestra & The Lee Gordon Singers | 3:04 |
| 16 | Getting to Know You | Bing Crosby with Victor Young & His Orchestra | 3:02 |
| 17 | Gone Fishin’ (live) | Bing Crosby and Louis Armstrong with John Scott Trotter & His Orchestra | 3:00 |
| 18 | In the Cool Cool Cool of the Evening | Bing Crosby and Jane Wyman with Matty Matlock and His All‐Stars and The Four Hits and a Miss | 3:26 |
| 19 | Watermelon Weather | Bing Crosby and Peggy Lee with Vic Schoen & His Orchestra | 2:48 |
| 20 | Thanks for the Memory | Bing Crosby with Jack Pleis & His Orchestra | 3:03 |
| 21 | Around the World (in Eighty Days) | Bing Crosby with Buddy Cole & His Orchestra & Ken Darby Singers | 2:56 |
| 22 | Softly as a Morning Sunrise | Bing Crosby with Buddy Cole & His Trio | 3:24 |
| 23 | Gigi | Bing Crosby with Pete King & His Orchestra & Chorus | 3:11 |
| 24 | Where the Blue of the Night (Meets the Gold of the Day) | Bing Crosby with John Scott Trotter & His Orchestra & Perry Botkin | 3:10 |