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According to Stephen King in Dreamcatcher, fuckaroo means an extremely fucked up situtation, as opposed to fuckaree which means having a great time, usually but not necessarily, sexual.
Custer's last stand was one major fuckeroo for the US Cavalry.
by Hal Brown August 04, 2003
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May 21 Word of the Day
n. The birth name of somebody who has changed their name. Most commonly attributed to trans people, but can be attributed to any person who has changed their name. (sometimes written as two words: dead name)

v. 1. To call somebody by their deadname.
v. 2. To out somebody's deadname to the public.
Don't call her by her deadname. She hasn't gone by that name in years.
by Canola Yogurt September 16, 2014
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2
Fuckaroo is the sex act when someone gets on their hands and knees naked while another person gets on them naked and the person on bottom bucks as hard as they can to knock the other off and if they fall the one at bottom gets to have his or hers way with them
James and niamh played fuckaroo yesterday and I heard James broke his back
by Farmer hater April 19, 2018
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4
When something is so messed up it’s beyond fixing.
Michael: β€œI need advice. How do I get out of that?
David: β€œI don’t know man, that’s a real fuck-a-roo
by Scottward Wriggleberry June 16, 2019
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5
A situation that is highly unpleasant and has a coercive nature. Like a bind or a jam
"Man, I can't believe you killed that midget. What a fuckaroo you got us into this time."
by White Frank Black April 14, 2008
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6
A situation in which promises are made and later broken, often knowlingly and wilfully. Like the donkey that has the carrot dangling in front of him, but the owner knows all along that he will never let the donkey get that carrot.
When I started working here thirty years ago, they promised me a golden pension with full benefits when I retired. Now that it's time for me to retire, they're cutting the benefits for retirees. They pulled a fuckaroo on me. There was a fuckaroo waiting for me at the end of the line.
by YoungCynic March 03, 2010
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