1-Assessing events from non-conventional thinking.

2-Looking at a problem/solution from various different perspectives
1-He was definitely thinking outside the box answering that question.

2-I had to think outside the box to come up with a correct solution.
by Alisa the Teeny Bopper April 14, 2010
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A metaphor that means don't be mainstream, think freely and creatively. Don't just see the obvious, pay more attention to the content. Don't discount anything as unrelated or unconnected. Make an effort to push your thinking up to and beyond its limit. All the talents that you've developed at school should come in handy when you need to beef up your out of the box thinking skills.
Step back and see if the solution to the problems lie outside the box. One must think outside the box.
by John Ortberg February 8, 2018
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Wow, it was all dark and snuggly inside my Mom but now it's way too bright, too cold, and some asshole is slapping me on the ass. What the Deuce? I'm 'outside the box'!
by Florida Sunshine November 10, 2009
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1. To lose one's erection immediately after vaginal intercourse in which ejaculation occurs, and the penis is pulled out.

2. To seek sex with partners that fall outside of one's normal sexual partners, as in to "think outside the box."
1. "Wow, I thought I'd never shrink outside the box last night after porking the ole lady. Damn that Cialis"

2. "Man, you really were shrinking outside the box when you hooked up with that field goal post, Frank."
by noumenal December 31, 2009
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"Think outside the box" is the phrase every douchebag boss you've ever had has said to you at least one time. "Think Outside the Box" as a phrase itself has no meaning. It literally has no useful meaning whatsoever.

What they WANT it to mean when they say it (They being of course your superiors at every job you hated when you were younger) is for you to exercise your mind and figure out the solution to a problem.

The real meaning? "I have no idea how to answer your question, so figure it out for yourself."
1.) You: Sir, I found the account you wanted me to research, but in what way am I supposed to approach a 60 year old man with no liquid assets living on social security?

Your superior who's actually awful at his AND your job: Think outside the box!

2.) You as a 3rd grader: Dad, what's 9/3?
Your dad: 2.

You as a 6th grader: Dad, if x-10 = 15, what is x?
Your dad: 25

You as a freshman in high school: Dad, if (x-10)+5(2) = 20, what is x?
Your dad: ...Think outside the box!
by Aurinax September 9, 2010
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1. Problem solving or articulate thinking in a non conventional way.

2. Thinking in terms or aligning thought processes that are the same or very similar to those of Joshua Wilson.

3. Thoughts or mind processes that recipricate those of Timothy Griggs. He shall always be inside the box.
Nicolas: Hey bro why does he never use outside the box thinking.
Josh: because the answer is in the question bro.
by Officelinebacker September 9, 2010
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The thoughts a male has during intercourse to delay his impending ejaculation. Examples include sports, work, movies and his grandmother's loose, grungy, mothball ridden cunt.
Mike 2: Dude I came in like .08 seconds last night, my wife was pissed.

Mike 1: Guess you weren't thinking outside the box!
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