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Melancholy Masochist

Noun: A man who constantly subconsciously pursues women who are unattainable or more so not girlfriend material at all. And through this process suffers heartbreak repeatedly due to the combination of lack of self confidence, paranoia, the need to please and on the females part and outstanding combination of mind games, misread-able flirting and leading on. Broken at that point the man continues to pursue romance with another similar candidate as the previous as if he enjoyed the pain.
Ex: "Aww man David likes Jane?! He's such a Melancholy Masochist, she's gonna fuck him over just like Tina, Molly, and sandra did. and then he's gonna break down and do it again.
by the pain of atlas January 21, 2010
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masochist

Why does he keep putting himself in painful situations?
Hes a masochist
by Awstenswig October 17, 2020
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Harry Mason

32 year old widowed writer. Ventures to the town of Silent Hill on vacation with his daughter only to discover that it is literally a personication of the pain and memories of Alessa Gillespie, filled with harrowing images of pain and suffering, demon children weilding knives ready to chop his dick off, demonic doctors and nurses, among endless woes without end.
...No sweat.
Harry Mason is known for being the most badass underdog video game protagonist in excistence. Anyone who plays the game will know that this is a man who can whoop Master Chief's ass anyday. This is a man who will blindly run into the worst of horrors anyone can ever imagine without showing any sort of remote fear whatsoever, nothing less than the sheer determination for the only thing he gives a shit about: his daughter.
Harry beats the ever-lovin' shit out of any monster that comes in his way with an iron pipe or whatever else he has near him and doesn't complain. When he speaks, he is monotonous and unafraid and determined. Nothing breaks him, and nothing will stop him from finding his daughter. If you're in his way, back the fuck off, otherwise this fucker will beat your skull in with a pipe, stomp on your face while you're on the ground, headlock you, and ask you in a monotonous and calm tone: "Have you seen a little girl? Short, black hair?"
He's a dimwit sometimes, but redeems that by being totally awesome.
Harry Mason is such a badass, he blasted a nurses' skull open with a fire-ax, curb stomped the shit out of her while she was on the ground, then proceeded to not give a shit about it.
by StuffedMannequin1 April 12, 2010
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masocats

Cats who like to play rough and brutal are masocats,!
by I, Wreckerrr June 17, 2021
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workplace masochism

When you choose to nearly work yourself to death, citing heavy job responsibility as the reason you have no life beyond your work.
Immediately following getting sober, I indulged in about five years of dedicated workplace masochism.
by Dr Bunnygirl January 9, 2019
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WB Mason

An office supplies company in which the man on the front looks like John Wilkes Booth.
by CaptainPete2024 October 14, 2023
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garage sale masochism

A savagely uncontrollable addiction to garage sales that can lead to self-destruction.
He compulsively loaded up the car with so much shit that he couldn’t see out to drive, thanks to his garage sale masochism.
by Dr Bunnygirl January 9, 2019
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