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1.
A sticky, problematic situation where the outcome is unknown and could lead to unforeseen consequences. A slang definition of a dilemma.
"I was trying to drive down the interstate but the traffic was terrible, then I heard there was a possum's tangle a few miles out."

"Everything was going alright that night at the party, but then when the cops showed up, we were in a real possum's tangle."

"Sorry I'm late, but I got myself into a real possum's tangle on the way here"
by dumpsterdiver8 November 16, 2010