20 Lesser-Known Tales About Criminals from the 1990s

Last Updated on October 3, 2025 by Matt Staff

You think you know the ’90s crime canon? These criminals left breadcrumbs that never made the movie that helped catch them. The decade’s biggest cases often hinged on tiny, very human pivots.

This gallery leans into those B-sides that shouldn’t matter but did. Here are twenty ’90s criminals with their lesser-known twists, and a reminder that history turns on details.

1. O. J. Simpson

A white Ford Bronco is being followed by numerous police cars with flashing lights on a multi-lane highway. Traffic is sparse, and trees and road signs are visible in the background.
pics / via reddit.com

The famed low-speed Bronco “chase” doubled as a rolling negotiation to surrender. O. J. had cash, a disguise kit, and a cell phone in the car. The freeway spectacle minted live police coverage as a must-see on TV.

2. Ted Kaczynski – Unabomber

Two men, one in a cowboy hat and another in a green cap, handcuff a disheveled man with dark hair and worn clothes inside a rustic room with log walls and a curtain.
deleted / via reddit.com

The investigator of the case published his manifesto. His brother recognized the phrasing and tipped the FBI. The Montana cabin where Kaczynski lived off the grid ended up being a crucial evidence and a symbol of the case.

3. Timothy McVeigh

A young man in a plaid shirt and cap sits on the hood of an old car with several bumper stickers on it, in a rural outdoor setting with trees and a fence in the background. The photo is in black and white.
rarehistoricalphotos / via reddit.com

McVeigh wasn’t caught by a massive dragnet, but by a missing license plate during a routine traffic stop 90 minutes after the bombing. The patrolman who pulled him over found out later who he was.

4. Terry Nichols

A middle-aged man wearing glasses and a dark jacket is escorted by law enforcement officers. He appears serious and is looking downward. A sheriff's badge is visible on an officer’s uniform in the background.
brasilisnet / via reddit.com

While McVeigh was on the road, Nichols quietly surrendered in Kansas. Then, he became the government’s key co-conspirator at trial. His second conviction in state court brought additional life sentences.

5. Andrew Cunanan

A young man in a tuxedo leans against a railing indoors, holding up a drink and smiling. A chandelier hangs above him, and the room appears formal with elegant decor. The photo is black and white.
serial killers / via reddit.com

Cunanan pawned items that had serial numbers that helped link him to some of his early victims before Miami knew his name. When the newspapers finally ran his photo big, a clerk recognized him from the morning edition.

6. Eric Rudolph

A man in an orange prison uniform and black protective vest is escorted by law enforcement officers, including one in a white shirt, standing against a light-colored wall.
masskillers / via reddit.com

The Centennial Park bomber vanished into the Appalachians for years, living off caches and charity dumpsters. His capture was considered almost mundane because a rookie cop found him behind a grocery store at 4 a.m.

7. Ramzi Yousef

A man with short dark hair and a beard is wearing an orange jumpsuit and looking at the camera against a plain brown background.
thirtyyearsago / via reddit.com

Yousef was the 1993 World Trade Center mastermind behind the attack. He escaped the U.S. but left a lot of digital and paper trails across Asia. He was finally arrested in Islamabad, where he was hiding behind a wardrobe in a guesthouse.

8. Ahmed Ressam

A man with short, dark hair and a light complexion looks directly at the camera. He is wearing an orange shirt and standing in front of a light-colored background.
twentyyearsago / via reddit.com

Ressam’s nervous driving and his shaky story at the Port Angeles ferry crossing tipped off a customs inspector. The trunk bomb he carried with him became the headline: the “Millennium Plot” foiled by good instincts.

9. Paul Bernardo

A young man with blond hair wearing a black tuxedo, white shirt, and bow tie, sits outdoors in front of greenery and stone steps. He has a boutonniere on his lapel and is smiling at the camera.
serialkillers / via reddit.com

Canadian investigators used early DNA testing to separate Bernardo from unrelated assaults and tie him to the core crimes. The courtroom imposed strict publication bans that made the global coverage unusually careful.

10. Karla Homolka

A smiling groom in a black tuxedo stands next to a bride in a white wedding dress with puffed sleeves and a veil, posing together in front of a blurred, green background.
serialkillers / via reddit.com

Homolka’s testimony against Bernardo came with a controversial plea deal that still fuels some debates. Years later, visibility rules tried to balance public anger with her legal status after her release.

11. Fred and Rosemary West

A man in a grey suit and blue tie stands behind a smiling woman in a red dress with white polka dots, resting his hand on her shoulder. They are posed in front of a scenic, autumn-themed backdrop.
truecrimediscussion / via reddit.com

Some excavations at 25 Cromwell Street turned a row house into a crime scene that seemed to never end. Fred died in custody in 1995, and Rosemary faced the trial alone.

12. Harold Shipman

A bearded man with glasses and dark hair is looking slightly down at the camera. He is wearing a blue shirt and is indoors, with a light-colored background. The image has a grainy texture.
serialkillers / via reddit.com

Shipman was a village GP whose murders spanned the ’90s. He forged a will for one victim; an audacious misstep that helped unravel the case. The final inquiry rewrote how Britain tracks deaths.

13. Menendez Brothers

Two men in suits sit side by side at a courtroom table, looking serious. People sit in the background, and a uniformed officer stands nearby with folded arms. The setting appears tense and formal.
deleted / via reddit.com

After the killings, Lyle and Erik kept spending on watches, cars, and even courtside seats. These purchases later colored the narrative at trial. Two hung juries led to a retrial and life sentences.

14. Pamela Smart

A woman in a black jacket with gold buttons stands in a courtroom, raising her right hand to take an oath while testifying. A microphone is visible on the desk in front of her.
exastiken / via reddit.com

Smart’s case was among the first trials broadcast gavel-to-gavel, and it turned a local case into national programming. The TV experiment changed how courtrooms, cameras, and public opinion interact.

15. Amy Fisher

A young woman in a white t-shirt and shorts is being escorted outdoors by two men in suits, one holding her arm. They appear to be leaving a building with a sign reading "APPE ARAN FINGERPRIN.
eureka_yess / via reddit.com

The tabloids renamed her “Long Island Lolita”, but the courtroom stripped away the gloss: she was a teenager with a gun and life-altering consequences. Fisher’s victim survived, but the media circus did not slow down.

16. Tonya Harding

Two female figure skaters wearing costumes and makeup stand side by side, smiling at the camera against a plain background.
interested21 / via reddit.com

Harding never swung the baton, but pleaded guilty to hindering the investigation into the attack on Nancy Kerrigan. The fallout reshaped her career and the way sports handle scandals.

17. Susan Smith

A woman and a man stand close together outdoors, both looking serious and focused. The woman wears a white jacket and has a white scrunchie in her hair. The man wears a beige coat. There are blurred people and a stone wall in the background.
thirtyyearsago / via reddit.com

A false carjacking story froze a nation before the confession turned the case inside out. The timeline police built from small inconsistencies was what finally broke Smith open.

18. Michael Alig

Two men walk side by side indoors; one wears a badge around his neck and a tan coat, while the other wears a blue shirt and looks downcast. The background shows a dimly lit, indoor setting.
elnagrasshopper / via reddit.com

The “Club Kid” ringmaster filmed everything. Then, those tapes became evidence after a killing inside their circle. Nughtlife’s neon turned into courtroom fluorescents almost overnight.

19. Shoko Asahara

A group of uniformed police officers is seen inside a blue police van, with one officer driving. In the back seat, a bearded man is sitting between officers. More uniformed officers stand outside in the background.
dragonutopia / via reddit.com

The cult leader’s Tokyo subway sarin attack in 1995 shocked a nation used to safety and order. Raids uncovered a bizarre blend of apocalyptic doctrine and high-tech ambition.

20. Jordan Belfort

Two men smiling on a boat in sunny weather, with blue water and green hills in the background. One is shirtless with sunglasses and a mustache; the other wears a light t-shirt and sunglasses while steering the boat.
historicalcapsule / via reddit.com

In 1996, the real “Wolf of Wall Street’s” 167-foot yacht Nadine sank off Sardinia after he insisted on sailing into a storm. Everyone survived, but the fiasco later loomed over his courtroom lore.

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If these side-door details reframed the ’90s, keep the nostalgia rolling with these 20 Fascinating Mugshots from the Fabulous Fifties, or these 20 Photos of Prohibition Era Sheriffs. You can also enjoy these 20 Infamous 1930s Gangsters Who Ruled the Era.