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social sabotage 

Saying something weird or inappropriate to someone you just met knowing full well it may turn the person off or strike a life long (awesome) connection. It's for people who want to cut through all the crap in getting to know someone and find out quickly if you're cut from the same cloth.
"I took a huge gamble and committed social sabotage. She laughed, so I knew it was going to be a fun night"
social sabotage by Richie Man April 26, 2014
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homie sabotage 

when u convince your homie not to go to work or do anything else responsible because u just want to hang out with them instead!!!!!!!!
damn, susie convinced me not to go to work today by making me a cake! homie sabotage!!!
homie sabotage by swampthing420 December 24, 2020

Self-sabotage

Something your brain does to you when you find something your heart feels it's amazing, but due to some unfortunate circumstances and bad decisions on both sides, your brain now tries to distract you from the person/thing you want so much due to past trauma so your heart won't get hurt with all this intrusive thoughts and things that you could do.
Pers1: Hey, how is the thing you have going on with that guy you like so much?

Pers2: I feel like my brain is trying to self-sabotage it, cause it gives me all this intrusive thoughts and makes me say dumb shit, so I'm working on it, cause I really don't want to lose him. I'm trying to understand my emotions and thoughts better.
Self-sabotage by Im7 October 9, 2023

sabotate 

a comic melodramatic way to subvert someones plans.
Austin Powers usually tries to sabotate Doctor Evil and vice-versa.
sabotate by FrancoDC October 5, 2010

sabotage-massive 

badness to the max.
the highest order of wrath.
michelle and sarah are part of the sabotage-massive, everyone better watch their backs!
sabotage-massive by serra March 11, 2004

sabotage-massive 

when people have nothing better to do than make up words and think their cool because of it
to try and fit into society these two girls became sabotage-massive
sabotage-massive by seth May 14, 2004

Sabotaging

Doing your worst at something so Gryffindor loses points.
-Walk a mile in your Robes
Mischief Managers
That's the definition of sabotaging.