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The monkey in the middle is the person that is in the middle of two fighting sides. This person is friends with both arguing sides and wants to stay neutral but is eventually dragged into the fight, and one of the fighting sides become mad at them.
I feel bad for John, he just wants to have fun and not get involved in drama but he always becomes the monkey in the middle.
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When two white guys sandwich a fat black girl while she goes between them catching their ballsacks.
Last night we played monkey in the middle with Lizzo.
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A sex position where a whale is on top of a monkey and he fucks the whale's buns while the monkey is on top of SpongeBob while he gets butt fucked by his SpongeKnob SquareNuts. Long story short, the monkey is in the middle.
Young Boy: ay what you be doing lately, monkey?
Santos and Son's: yo last night I was given a Monkey In The Middle
Young Boy: lmao this dude fuck sponges and whales get exposed
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A sexual occurrence involving a threesome of two females and one male in which the first woman is STD-positive and the guy and the other gal is not. The guy first has intercourse with the diseased girl, receiving dangerous bodily fluids on his penis yet miraculously not acquiring her STD. He then gives penile pleasure and, unfortunately, the first woman's bodily fluids to the second female, endowing her with the disease from his "dirty needle." After this, he is effectively called the “monkey in the middle”
Darv: Ron, I heard you were the monkey in the middle this past weekend. You got severely lucky, man.
Ron: Darvy, It's as though I've murdered by surviving.