20 Photos of Standout Criminals from the 1960s

Last Updated on October 7, 2025 by Matt Staff

The 1960s are remembered for counterculture, civil rights, and cultural revolution, but the decade also produced some of the most notorious criminals in modern history. Their stories reveal a darker undercurrent beneath the era’s free spirit surface, with mobsters and cult leaders as well as assassins and con artists.

These photos capture criminals from the 1960s who shocked, terrified, and fascinated the world. I’m just more surprised than anything else that we don’t have a mountainous queue of compelling Netflix series about each of these criminals just yet. That being said though, there’s obviously plenty of time for such a thing.

1. Charles Manson, the cult leader

A man with long hair and a beard, wearing a brown shirt, is escorted by two men in suits and ties in what appears to be a dimly lit hallway.
decadeology/via reddit.com

In 1969, Manson directed his followers to commit a series of brutal murders, including the killing of actress Sharon Tate. His influence and delusion turned him into one of America´s most infamous figures.

2. Richard Speck, ex-sailor with a violent temper

A man with slicked-back hair wearing a dark suit, white shirt, and dark tie sits indoors. He looks slightly to the side with a neutral expression. Other people in suits are visible blurred in the background.
truediscussion/via reddit.com

In 1966, he murdered eight student nurses in Chicago in one night, one of the most shocking mass murders of the decade.

3. Ronnie and Reggie Kray, leaders of “The Firm”

Two men in suits stand indoors, each holding a cup and saucer. One wears glasses and suspenders, the other a dark tie and jacket. Both appear to be looking at something with surprised or intent expressions.
oldschoolcool/via reddit.com

They ran protection rackets, extortion, and murder operations while maintaining celebrity status in 1960s Britain.

4. James Earl Ray, a small-time criminal

A man in glasses and a bulletproof vest is handcuffed and escorted by another man in a suit and tie. The scene appears serious, possibly relating to a crime or arrest, with multiple people present.
anonymous/via reddit.com

He assassinated Dr. Martin Luther King Jr. in 1968 and fled to London before being captured and sentenced to 99 years in prison.

5. Myra Hindley, partner in the “Moors Murders”

A young woman stands on a sandy beach, smiling at the camera. She wears a light blouse, a skirt with buttons, and a jacket. In the background, a pier with a building and a few people walking are visible.
moorsmurders/via reddit.com

Together, they kidnapped and murdered children across England between 1963 and 1965. Her mugshot remains one of Britain´s most chilling images.

6. Bonnie Lou Brown, con artist and smuggler

Black-and-white portrait of a smiling young woman with curly hair, wearing a fringed top and a scarf tied around her neck.
anonymous/via reddit.com

Involved in interstate fraud schemes and illegal transport of stolen goods across state lines during the early 60s.

7. Frank Lucas, drug dealer

Four people pose together at night. The central man wears a large fur coat and matching hat, while the woman beside him also wears a fur coat. The two men on either side wear dark suits and glasses. All are dressed formally.
anonymous/via reddit.com

He built an international heroin empire by smuggling drugs from Southeast Asia, later portrayed in American Gangster.

8. George Metesky — “The Mad Bomber”

A smiling man wearing a collared shirt and vest looks through metal jail bars in a black-and-white photograph.
anonymous/via reddit.com

Between 1940 and 1965, he planted over 30 bombs in public places before being caught in 1960.

9. Albert DeSalvo — “The Boston Strangler”

A man with slicked-back dark hair and a somber expression is escorted by another man in a suit and fedora. The background appears crowded and the setting is indoors near a doorway.
colorizedhistory/via reddit.com

Confessed to murdering 13 women in Boston between 1962 and 1964, although some doubt remains about the full truth.

10. Patricia Krenwinkel, from Charles Manson’s fan to murderer

Black and white photo of a woman with long straight hair looking upward, with a man partially visible in the background, slightly out of focus.
truecrime/via reddit.com

Participated directly in the 1969 Tate-LaBianca murders and earned a life sentence for her role.

11. Jack Ruby, mob club owner

A black-and-white photo shows a chaotic scene with a man in a suit shooting another man, who appears to be in police custody, while several officers and bystanders react in shock inside a brick-walled building.
anonymous/via reddit.com

Shot and killed Lee Harvey Oswald, the accused assassin of President John F. Kennedy, live on national television in 1963.

12. Jimmy “The Gent” Burke

Black-and-white photo of a man with gray hair wearing a suit, white shirt, and tie, standing in front of a bush and looking toward the camera with a serious expression.
anonymous/via reddit.com

Involved in robbery, loan-sharking, and famously connected to the 1978 Lufthansa heist, one of the largest cash robberies in U.S. history.

13. Ruth Ellis, nightclub hostess

A woman with short, curled blonde hair reclines on a bed, wearing a dark blouse, wide belt, light-colored pants, and a striped scarf, with one leg crossed over the other. The wall behind her has a subtle dotted pattern.
utterlyuniquephotos/via reddit.com

Convicted of shooting her lover, David Blakely, in 1955, but her execution in 1960 became a major factor in Britain´s decision to abolish the death penalty.

14. Donald “Pee Wee” Gaskins

Black and white book cover with a mugshot of a man labeled “City County Identification Bureau, Florence S.C.” Text above reads “FINAL TRUTH” and below, “The Autobiography of PEE WEE GASKINS.”
truecrimediscussion/via reddit.com

Confessed to murdering more than a dozen people throughout the 1906s and 1970s, making him one of the most violent criminals in the South.

15. Christine Keeler, showgirl

A young woman with long dark hair sits in the backseat of a car, looking out the open window with a thoughtful expression. She wears a sleeveless top and holds her hand near her face. The window shows raindrops outside.
anonymous/via reddit.com

Her affair with a government minister sparked the 1963 Profumo Affair, a political scandal that exposed Cold War-era espionage and deceit.

16. Whitey Bulger, mob boss

Black-and-white mugshot of a stern-looking man facing left in the side view and forward in the front view, wearing a collared shirt with an identification tag reading "Alcatraz" on his chest.
anonymous/via reddit.com

Ran illegal gambling and loan-sharking operations and later led the Winter Hill Gang, ruling Boston´s underworld for decades.

17. George Harrison Marks, dark filmmaker

A young man with medium-length hair and wearing a dark turtleneck stands in front of a wooden paneled wall, looking slightly to the side with a neutral expression. The image is in black and white.
vindictaratecelebs/via reddit.com

Convicted in the 1960s for obscenity charges tied to his adult films, and challenged Britain´s censorship laws.

18. Richard Nixon’s “Plumbers”

A man in a suit sits at a desk holding papers, with an American flag and curtains in the background. He has a serious expression and appears to be addressing an audience or giving a speech.
presidents/via reddit.com

In the late 1960s, Hunt and associates were part of secretive operations that foreshadowed the Watergate break-in scandal.

19. Valerie Solanas, feminist writer

A person wearing a cap and a coat with a fur collar sits at a desk, looking at the camera while holding a pencil and writing on newspaper pages. Papers and folders are visible in the background.
todayilearned/via reddit.com

In 1968, she shot artist Andy Warhol in his Manhattan studio, claiming he had “too much control” over her work.

20. Frank Abagnale Jr., con artist and impostor

A young woman and man pose together, both smiling. The woman wears a light-colored hat and coat, and the man is dressed in a suit and tie. The background is a blurred cityscape. The image is in black and white.
pics/via reddit.com

In the 1960s, he forged checks and posed as a pilot, doctor, and lawyer, later becoming the inspiration for the Catch Me If You Can movie.

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The 1960s were an era of upheaval, rebellion, and reinvention, and its criminal figures reflected those same forces. Their stories blend charisma, corruption, and tragedy, showing how fame and infamy often walked hand in hand. These photos remain haunting reminders of a decade when the rules were changing, and so were the faces of crime itself. If you loved this content, check out 35 Vintage Photos of the Early to the Mid-1970s, or 24 Vintage Photos That Capture 1999 Perfectly.