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To act in such a way that has a good, but not definite chance, of causing trouble. (You can poke a bear once and maybe get away with it, but if you keep poking him, he's going to get really angry.) To stir things up.
"I figure all I have to do is keep hacking that big guy when we play ball with him and eventually, he'll stop driving the lane."

"Dude, I think you're poking the bear on that one... you better watch out."
by C E O October 24, 2007
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When a man sticks his dick in his spouse when she is tired, ready to go to sleep and not dtf.
I was in my bed after a long day at work when I felt something poke me from behind. I asked my man what he was doing. He replied "I'm 'Poking the Bear'"
via giphy
by Michial Verganman November 10, 2017
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