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Flagg's Famous Friends #4

W.C. Fields forever

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#JamesMontgomeryFlagg #WCFields
Portrait of comedy legend W.C. Fields by artist James Montgomery Flagg
November 23, 2024 at 10:35 AM
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Flagg's Famous Friends #5

Jack Dempsey

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#JamesMontgomeryFlagg #JackDempsey
1924 portrait of boxer Jack Dempsey by James Montgomery Flagg
November 26, 2024 at 12:22 PM
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Flagg's Famous Friends #3

Anna Pavlova

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#JamesMontgomeryFlagg #AnnaPavlova
A portrait of celebrated prima ballerina Anna Pavlova, by James Montgomery Flagg.
November 21, 2024 at 12:34 PM
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Flagg's Famous Friends #2
The Great Caruso
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#JamesMontgomeryFlagg #EnricoCaruso
A black and white portrait of opera legend Enrico Caruso, dressed as the clown from Pagliacci, by James Montgomery Flagg.
November 19, 2024 at 12:02 PM
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Flagg's Famous Friends #7

Errol Flynn (as Gen. George Armstrong Custer)

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#JamesMontgomeryFlagg #ErrolFlynn #GeorgeCuster
Charcoal James Montgomery Flagg portrait of film star Errol Flynn in costume as U.S. Cavalry Gen. George Armstrong Custer, whom he portrayed in They Died With Their Boots on in 1941.
December 4, 2024 at 12:55 PM
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Flagg's Famous Friends #9

Heroines of Hollywood
(Claudette Colbert, Joan Crawford, Kay Francis, Marlene Dietrich, Katharine Hepburn and Constance Bennett, with Mae West in the middle.)

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#JamesMontgomeryFlagg #ClaudetteColbert #JoanCrawford
Mutliple charcoal caricatures by James Montgomery Flagg of 1930s Hollywood stars Claudette Colbert, Joan Crawford, Kay Francis, Marlene Dietrich, Katharine Hepburn and Constance Bennett, with Mae West in the middle.
December 31, 2024 at 1:40 PM
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Flagg's Famous Friends #12

Ethel Barrymore

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#JamesMontgomeryFlagg #EthelBarrymore
A charcoal sketch by artist James Montgomery Flagg of American acting icon Ethel Barrymore, who was also part of the Barrymore family with brothers Lionel and John Barrymore, and is of course the great-aunt of actor/talk show host/scab Drew Barrymore.
February 1, 2025 at 2:59 PM
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Flagg's Famous Friends #11

President Woodrow Wilson

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#JamesMontgomeryFlagg #WoodrowWilson
Charcoal sketch by James Montgomery Flagg of Woodrow Wilson, 28th president of the United States (1913-1921).
January 20, 2025 at 2:17 PM
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Flagg's Famous Friends #10

Heroes of Hollywood
(Clockwise: Edward G. Robinson, George Raft, Rudy Vallee, Fred Astaire, William Powell, Clark Gable and smack dab in the middle, the great Charles Butterworth.)

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#JamesMontgomeryFlagg
Artist James Montgomery Flagg's charcoal portraits of Hollywood leading men Edward G. Robinson, George Raft, Rudy Vallee, Fred Astaire, William Powell, Clark Gable and smack dab in the middle, the great Charles Butterworth.
January 13, 2025 at 3:04 PM
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Flagg's Famous Friends #8

Actor extraordinaire John "Jack" Barrymore

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#JamesMontgomeryFlagg #JohnBarrymore
James Montgomery Flagg charcoal portrait of legendary actor John "Jack" Barrymore.
December 10, 2024 at 4:43 PM
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Flaggs Famous Friends #6

Teddy Roosevelt

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#JamesMontgomeryFlagg #TheodoreRoosevelt
A 1914 charcoal portrait of U.S. president Theodore Roosevelt by James Montgomery Flagg.
November 30, 2024 at 1:11 AM
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Flagg's Famous Friends #1: George Bernard Shaw

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#JamesMontgomeryFlagg #GeorgeBernardShaw
A black and white portrait of George Bernard Shaw by artist James Montgomery Flagg
November 17, 2024 at 2:14 PM