Unspeakable Times
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Disturbing Stories From Real-Life Hitmen

Updated September 12, 2019 547.9k views17 items
Editor's Note: Voting and Reranking have been closed.

Hiring a hitman might not be an easy task - given how rumors of assassins for hire on the deep web are mostly unfounded. But if the comments from a pair of Reddit users are to be believed, paid killers are indeed out there.

Taking to Reddit's "Ask Me Anything" section, the two supposed contract killers divulged numerous details about the illicit trade. These confessions of hitmen are shocking not so much for their content, but for their honesty.

But are these real hitmen stories, or simply well-executed fictions? You be the judge of that. 

  • You Don't Think Of Targets As People

    Redditor /u/lostninja815 asked:

    Is it hard to take someone's life? Do you wake up in the middle of night feeling sorry for your victims?

    Redditor /u/throwaway55667788 replied:

    It is very easy because you don't think of them as people. You think of them as jobs. That makes it as simple as pushing a button. But yes, I suppose I do feel sorry for some of my victims. It's likely more than a few had done nothing wrong. I have nightmares about some jobs that I would not have done in retrospect. I have insomnia.

    So I do literally wake up some nights and think I don't deserve to live.

  • What Motivates Someone To Call In A Hit?

    Redditor /u/ryeinn asked:

    What kind of motives did people who hired you give? Or did they not give any?

    Were there riders attached to killing contracts?

    Redditor /u/throwaway55667788 replied:

    The majority of them, I never knew the motives. Most I suspect were competitors involved in the industries of my family friends. A few were in very far away locations - these I think were contracted through my employer. I don't know many questions because it is not the kind of business in which one asks questions.

    There were some riders. Generally deaths were specified as either quick or slow. Occasionally they were more specific - staged suicides, accidents, or in a specific location. Some were particularly gruesome.

  • The Hitman's Backstory

    Redditor /u/paradime asked:

    I'd love to know how you get into this sort of business?

    Redditor /u/throwaway55667788 replied:

    I started in the employment of a family friend's business as an errand-runner. When they saw that I was good at doing what they told me, they started offering more overtly illegal jobs. It was always up to me whether or not to take a given job.

  • Hits Require Extensive Planning

    Redditor /u/Vredesbyrd43 asked:

    How much work did you put into your hits? Was there a lot of planning and being careful about not getting caught, or was it more just like shoot and run?

    Redditor /u/Elchinola replied:

    No, we put a lot of work into it. Planning could take weeks of following them, learning them, and then hitting them. Sometimes we were told to pick them up and not kill them (kidnapping). This was for higher up people.

    When I was younger, it was a simple run up, rob them, shoot, and get away. I moved into more complex movements. But yes, sometimes the easiest thing to do was stage a robbery of the person and do it there.