27 Fascinating Photos Of Gangsters In The 1920s

With their fedoras tilted and Tommy guns at the ready, these notorious figures exude an aura of danger and intrigue that continues to captivate audiences today.

Herbert Ellis 1920

“Ellis is found in numerous police records of the 1910s, 20s and 30s. He is variously listed as a housebreaker, a shop breaker, a safe breaker, a receiver and a suspected person”

Edith Florence Ashton, 29 August 1929

“Edith Ashton was a backyard abortionist who also dabbled in theft and fencing stolen goods”

Eugenia Falleni, Alias Harry Crawford. 1920

“Eugenia Falleni spent most of her life masquerading as a man. In 1913 Falleni married a widow, Annie Birkett, whom she later murdered”

De Gracy And Edward Dalton, 1920

William Stanley Moore 1926

“Opium dealer./ Operates with large quantities of faked opium and cocaine./ A wharf labourer; associates with water front thieves and drug traders”

“Mrs Osbourne” Circa 1919

Nancy Cowman, 21 February 1924

“Nancy Cowman, 19, and Vera Crichton, 23, are listed in the NSW Police Gazette 24 March 1924 as charged, along with three others, with “conspiring together to procure a miscarriage” on a third woman”

‘Ah Num’ And ‘Ah Tom’, Ca 1930

“The ‘D’ prefix on the serial number indicates that the photograph was taken on behalf of the Drug Bureau”

Guiseppe Fiori, Alias Permontto. 1924

William Cahill 1923

Sydney Skukerman, Or Skukarman. 1924

“Obtains goods from warehousemen by falsely representing that he is in business.”

Emma Rolfe (Aka May Mulholland, Sybil White, Jean Harris And Eileen Mulholland), 1 April 1920

“Emma Rolfe better known as May Mulholland (also as Sybil White, Jean Harris and Eileen Mulholland) had numerous convictions in the period 1919-1920 for theft of jewellery and clothing (all quality items: silk blouses, kimonos and scarves, antique bric a brac etc) from various houses around Kensington and Randwick, and from city shops”

Doris Winifred Poole, 31 July 1924

“Doris Poole appeared before the Newtown Police Court charged with stealing jewellery and clothing”

Philomena Mary Best, 15 March 1927

“Philomena Best stole silk and other goods valued at over 36 pounds (about $2000 today) from a Bourke shopkeeper”

‘Hayes’, Early 1920s

Hampton Hirscham, Cornellius Joseph Keevil, William Thomas O’brien & James O’brien. 1921

“The quartet pictured were arrested over a robbery at the home of bookmaker Reginald Catton, of Todman avenue, Kensington, on 21 April 1921. The Crown did not proceed against Thomas O’Brien but the other three were convicted and received sentences of fifteen months each”

Frederick Edward Davies. 1921

“The handwritten inscription on this unnumbered Special Photograph reads ‘Frederick Edward Davies stealing in picture shows and theatres Dets Surridge Clark and Breen Central 14-7-21’”

Group Of Criminals, Central 1921

Harris Hunter, 17 September 1924

Elsie Hall, Dulcie Morgan, Jean Taylor C. 1920


“The names inscribed here do not appear in police records for 1920-21, and it is likely the women were photographed simply because they were found in the company of known criminals”

Thomas Sutherland Jones And William Smith, 15 July 1921

“Smith and Jones are listed in the NSW Police Gazette as charged with stealing seven packages of twine (value 14 pounds). Jones was further charged with stealing thirty horse rugs (value 15 pounds) and two bales of kapok (value 20 pounds)”

Hazel Mcguinness, 26 July 1929

“Hazel McGuinness was charged along with her mother Ada McGuiness with having cocaine (in substantial quantities) illegally in her possession. Police described a raid on the McGuinnesses’ Darlinghurst house during which the mother Ada threw a hand bag containing packets of cocaine to her daughter, shouting, ‘Run Hazel!’”

Sidney “Pretty Sid” Grant. 1921

Thomas Craig, Raymond Neil (Aka “Gaffney The Gunman”), William Thompson And Fw Wilson. 1928


Gilbert Burleigh And Joseph Delaney. 1920

“Gilbert Burleigh on the left is identified as a ‘hotel barber’, and Delaney‘s picture is labelled ‘false pretences & conspiracy’”

“Silent Tom” Richards And T Ross. 1920

Walter Smith. 1924

“Charged with breaking and entering the dwelling-house of Edward Mulligan and stealing blinds with a value 20 pounds”

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