mugshots-from-the-roaring-twenties
mugshots-from-the-roaring-twenties

The Roaring Twenties moved fast, with jazz in the air, secrets behind heavy doors, and nights that felt bigger than the rules. These mugshots pause that rush for a second and let the room go quiet.

Each face carries its own mood: a grin, a glare, a “don’t ask” shrug. Put together, these mugshots feel like the city catching its breath between the party and the headline.

1. Mr. Skukerman had an intense look

Two black-and-white mugshots of a man wearing round glasses, a suit, tie, and hat. The left image is a close-up of his face and upper body; the right image shows him standing full-length against a plain wall.
redscarepod / via reddit.com

2. The scar on Mr. Jones’s face gave him away

Two mugshot photos of a disheveled man with blue eyes, light hair, and a flat cap. Police record below lists his name as James Hargreaves Jones, born 1896, with a wound scar on the right side of his face.
gobberjiffy / via reddit.com

3. This man was charged with bank robbery

Black-and-white mugshot of a young man with neatly combed hair, wearing a vest over a white shirt. He faces the camera in one photo and is in profile in the other. A plaque with “14182” hangs on his chest.
thewaywewere / via reddit.com

4. This man was arrested in Australia for having two wives

A vintage mugshot of a man in a suit and tie, shown in three views: front, side profile, and full body standing against a height chart.
thewaywewere / via reddit.com

5. Apparently, Mr. Riley is happy to be in jail

Black and white photo; left: a man with dark hair and a jacket looks at the camera, writing above reads "Patrick Riley, 11.8.24"; right: same man stands in a doorway, wearing a long coat and wide-brimmed hat.
redscarepod / via reddit.com

6. The murderer Eugenia Falleni, also known as Harry Crawford

Black and white mugshot showing a person with short dark hair and a serious expression, photographed from the front and side. Handwritten details appear above the images, including "E. Falleni" and the date "21-10-20.
utterlyuniquephotos / via reddit.com

7. This little guy is too young to be in prison

Two young boys in early 20th-century clothing pose for a photograph. One sits on a bench looking serious, while the other stands behind a chair, wearing a cap and staring at the camera. The background is plain and worn.
redscarepod / via reddit.com

8. Crime boss, Tilly Devine

Black-and-white mugshot of a woman with short hair, wearing a dark scarf and jacket, looking slightly downcast. Handwritten text above her head displays her name, date, and identification numbers.
100yearsago / via reddit.com

9. Mr. Cahill had a peaceful way of facing detention

A sepia-toned, vintage mugshot shows a man in a suit and tie. One view is a close-up of his face with eyes closed, while the other shows him standing beside a chair in a sparse room, looking straight ahead.
redscarepod / via reddit.com

10. Richard Loeb and Nathan Leopold, after murdering 14 14-year-old Bobby Franks

Two young men stand side by side in front of a plain, two-toned wall. The man on the left wears a dark suit and tie, while the man on the right wears a light shirt with a bow tie and belted trousers.
utterlyuniquephotos / via reddit.com

11. Don’t you dare to mess with Mrs. Smith

Black-and-white mugshot of an older woman with disheveled hair and a stern expression. Handwritten text above her head reads: "588.L.B. 3J (or 31) A. SMITH 15.8.23." Vertical bars are faintly visible in the background.
redscarepod / via reddit.com

12. George Remus, the successful lawyer who became “the King of the Bootleggers”

Black and white mugshot showing a middle-aged man with a bald head, wearing a suit and tie. One photo is a profile view, and the other is a front-facing view with the number 2736 displayed.
mafia / via reddit.com

13. That’s a lot of style for a photo, given the circumstances

Black-and-white mugshot of a man in a suit and tie, seen in two views: a close-up of his face on the left and a full-body shot with a hat, standing next to a stool, on the right. Handwritten text appears above him.
redscarepod / via reddit.com

14. Mrs. Dorothy Mort murdered her lover

Black-and-white mugshot of a woman with short dark hair, wearing a white blouse with a dark bow, shown facing forward and in profile against a plain background.
thewaywewere / via reddit.com

15. Nice hair, Mr. Murray

Black and white photo of a man in a striped sweater, shown in two poses: one close-up with arms crossed, and one standing in a cell. A second man, partly visible, appears by a barred door.
redscarepod / via reddit.com

16. Frankie Yale, American gangster and second employer of Al Capone

A split-screen image shows a man in a suit; the left side displays his profile, and the right side shows his face from the front. He has short dark hair, light eyes, and a serious expression.
mob-mad / via facebook.com

17. That’s what you call going down with glam

Vintage black-and-white photo showing a woman in a dress and pearls, posed beside a wooden chair. "Fay Watson. 24-3-28" is written above. One image shows her standing, another is a closer portrait.
historyanecdotes / via reddit.com

18. Mr. Evans is 1920s Steve Carell

A black and white vintage photograph of a man in a suit and tie, seated and looking slightly to the side. The text "265 W. J. EVANS 26521" appears above his head.
pics / via reddit.com

19. Mugshot or fashion shoot?

A man in a suit and hat sits on a stool with arms crossed, leaning back against a worn, textured wall. He gazes slightly to the side with a neutral expression. The name "H. Ellis" is written on the wall.
redscarepod / via reddit.com

20. Mrs. Osbourne is wondering when this would be over

A black-and-white portrait of a woman with braided hair, wearing a dark dress and a fur-collared scarf. She looks slightly to the side with a serious expression. Text above her reads “20. MRS OSBOURNE.”
redscarepod / via reddit.com

Explore more historical content:

Loved this dip into photo-archive grit? Keep the nostalgia going with these 20 Photos Of Depression-Era Gangsters, or these 20 Lesser-Known Tales About Criminals from the 1990s. You can also check these 15 Stories About Members of the 27 Club.

Meet the Writer