to ride in an automobile with a large number of individuals
You see we rollin deep, going to eat some chicken with five of my closest friends.
by Gary April 18, 2003
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1. The action of rolling head over heels into a fathomless, bottomless pit into eternity.
2. Rolling a burrito into something useful, like a facility.
1. "Wow! Looks like Seth Grundhoefer really rolled deep on that one! I haven't seen him in weeks!"
2. "Holy crap! Logan Sibrel just rolled that burrito deep into a bomb/pencil sharpener. He must have learned it in his roll deep class."
by Starsky Bootch October 21, 2004
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a clik that wiley is a part of
" u shud of bin down dat party last fri it was heavy. roll deep were der. dey got da party rollin. u no wat i meen blad"
by dabiatch2endallbiatchs December 24, 2004
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means when you are going out, playing out as some call it.
James:you rolling deep tommorow

Grayham: im already rolling deep with Becky, you can tag along too if you want?
by laaaaaaaaaaa August 27, 2009
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When a group of friends get together in search of girls. It may be a place, like the mall, park, etc.
Yesterday we went rolling deep, but Lucas likes guys, so he was not rolling deep.
Edder brought some girls from the mall, he is rolling deep.
Sergio and Rene are talking to the hot girls, they are rolling deep.
by EdderA February 23, 2008
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Used to describe having sex with a fatty.
Last night I was so hard up I had to roll deep.
by Dave December 16, 2004
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Burning a hole in your jeans to prove you are true to your friends.
We are tight because we roll deep.
by ibp October 18, 2004
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