50 Shocking Crimes by Gruesome Criminals That’ll Shake You To Your Core – Part 2

For ’25 Gruesome Facts About Terrible Crimes’ Click here.

For ’50 Creepy and Unsettling Facts about Serial Killers’ Click here.

For ’30 Creepy and Unsettling Facts about Serial Killers – Part 2 Click here.

41Rapper G. Dep

Rapper G. Dep killed a man in 1993. Plagued by guilt, he tried to confess to the crime in 2010. The police did nothing. So two weeks later he went back to the station to confess again. The second time they matched his account to a cold case and charged him with murder. However, after turning himself in, Coleman pleaded ‘not guilty’ to second-degree murder at his appearance in Court. He was convicted of the second-degree murder charge and was sentenced to 15-years to life in prison.


42Karl Denke

Karl Denke, a well-liked Prussian man born in 1870, killed more than 30 people. In his old German town of Münsterberg, Denke was a local hero in the community who sold delicious meats at his market stall. Nobody questioned where he sourced his meat from as many items were still hard to come by following the devastation left behind following the First World War. When the police came knocking after a tip from one of his escaped victims, they were shocked to find pots filled with human flesh, human bones laid across the table, belts made from human skin and jars filled with body fat labeled as cooking oil. He confessed to selling his victim’s skin and flesh as suspenders and pork pickles from his stall.


43Riley Fox

Riley Fox was a 3-year-old girl from Illinois, who was murdered in 2004. Her father confessed to murdering her under coercive police interrogation. A pair of mud-covered shoes were found nearby, which were collected by police. But the police never followed up on this piece of evidence. The shoes had the name Eby written on the inside. After her father spent 8 months in prison, his neighbor Scott Eby was convicted from DNA evidence.


44Harrison Graham

In 1987, Harrison Graham’s (a.k.a. Cookie Monster) apartment in Philadelphia was raided by police and they found the remains of seven women. Graham told the police the bodies had been there when he first moved in but later confessed to “accidentally” strangling them all during sex whilst he was under the influence of drugs. Graham had a Cookie Monster toy that he would sleep with and his defense claimed he had three personalities; ‘Frank’ a drug addict and murderer; ‘Junior’ a 2-year-old who could not be without the Cookie Monster, and ”Marty’ a likable handyman who was compliant with the police. His defense that he suffered from multiple personality disorder was rejected by a judge and he was convicted of all seven murders. Due to his low IQ and mental illness, he managed to skip the death penalty and he became an ordained minister in prison.


45William Heirens

In 1945 and 1946, three women were brutally murdered in the city of Chicago, and the killer used the lipstick of one victim to scrawl on the walls of her home: “For heaven’s sake catch me before I kill more. I cannot control myself.” The press named him the “Lipstick Killer,” and police attempted to track him down before he struck again. Six months after three murders, 17-year-old William Heirens was arrested when someone noticed him breaking into an apartment. Prosecutors said they had fingerprints and handwriting analysis to prove that he was the Lipstick Killer. He was incarcerated at 17 and has been in a US prison for over 65 years based on a murder confession that was extracted after days of beatings and torture.


46Columbine Shooters

Columbine shooters Eric Harris and Dylan Klebold were bullied in high school, including an incident in which they had a cup of crap thrown at them and another in which a group of students gathered around them and covered them in ketchup. On that unsettling day, Eric Harris encountered Brooks Brown, an acquaintance. Brown commented about Harris missing a test, Harris said “It doesn't matter anymore… Brooks, I like you now. Get out of here. Go home.” Brown, feeling uneasy, walked away. They had also planted two 9.8 kilogram propane bombs in the school cafeteria right before lunch. Had the bombs not failed to detonate, it is estimated that 488 students in the cafeteria at the time would have been killed or severely injured as a result.


47Benjamin Siegel

Benjamin “Bugsy” Siegel was one of the most notorious mobsters during the era of Prohibition. He built his fortune not just on bootlegging and gambling but also on the proceeds of paid hits. Working for a number of Mafia bosses he carried out a number of Mafia hits, including one against the Sicilian mobster Joe “The Boss” Masseria in 1931. He was so entrenched in his hitman persona that he founded the “business” that was to become known as Murder, Inc. His organization was implicated in 70 murders and suspected to be responsible for hundreds more. When he traveled to Italy in 1938, he offered to kill Hermann Goering, Joseph Goebbels, and Benito Mussolini, but was stopped by his anxious mistress. He was killed in the traditional hail of bullets, and it is all but certain that he was murdered by the order of his partner.


48Richard Kuklinski

Famed hitman Richard “The Iceman” Kuklinski got his nickname from experimenting with freezing bodies of his victims to obfuscate the time of death. He learned this technique from fellow hitman Robert Pronge also known as “Mister Softee” because he drove an ice cream truck as his cover. He devised a number of creative ways to kill people, including cyanide decanted into a nasal spray. He worked largely for the Gambino crime family, where he was nicknamed “The Devil Himself.” He was only caught after a Mafia member snitched on him and agreed to wear a wire while discussing a contract killing. Arrested in 1986, Kuklinski was found guilty of several murders and given a life sentence. He confessed to killing over 100 people.


49Setagaya family murder

In December 2000, a couple and their two kids were murdered in Setagaya in Tokyo. After killing the entire Miyazawa family in their house, the suspect remained at the scene for several hours. He used their toilet, ate their food, drank tea, used the family computer, and took a nap on their couch. Police uncovered the killer’s DNA and many specific clues about their identity, but the perpetrator has never been identified.


50Gary M. Heidnik

Gary M. Heidnik kidnapped 6 women and held them captive in a pit in his basement. He ended up cooking one woman’s head and mixing the meat with dog food and made the other women eat it. He was caught when one of his victims managed to escape. At his arraignment, he argued that “the women were already in the house when he moved in.” Former FBI Agent John Douglas (aka Mindhunter) revealed Gary Heidnik is one of the most frightening serial killers he had ever interviewed. He said Heidnik was even worse than Buffalo Bill in the movie ‘Silence of the Lambs’. He was executed by lethal injection in 1999.

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