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1.
verb: rollin to a party, or some kind of event with so many people at once that no set can mess with you.
"We were rollin' too deep for those fools last night"
by John Stewco May 03, 2006
 
2.
When you cant get yourself out of stuff. In school if you have so much work to do and you cant complete it all. You have got in so much trouble and you cant get yourself out of it. When you have lost everything and have nothing else to lose.
Man i have got in so much trouble man?
Dude you are too deep.
by iowahawkeyes84 April 07, 2011