roll a twenty

When you completely fluke out and do something perfectly through dumb luck. The term is derived from the roll playing game Dungeons & Dragons in which rolling 20 on a 20 sided dice guarantees success at whatever your attempting.

"Dude, did you see Jimmy get hit by that car? He flipped over the hood and landed on his feet!"
"Shit, way to roll a twenty on his acrobatics."

roll a twenty by Lvl20warlock December 25, 2007

I will slip you a twenty if you publish this ;) 

Please publish this, i will slip you twenty and will make sure nobody is going to ask if youre ready for a bad time ;)

Please i promise that i will slip you a twenty if you publish this ;)

I will slip you a twenty if you publish this ;) by Izaak_and_gerrit_time January 29, 2020

Break a Twenty 

v. to fart, let one rip, poot, etc.

Shit, open the window, Jack just broke a twenty.

or

Get out the matches boys, I'm gonna break a twenty.

Break a Twenty by captbeano March 19, 2009

roll a twenty

rolling an entire 20 bag of weed in one joint (UK)

"can i skin up with ur weed". "yeah man roll a twenty i got another bag here"

roll a twenty by Lee Parker April 14, 2008

Breaking a twenty 

Going to the bar to drink to get the money someone owes you.

Michael: "I'm going to be breaking a twenty"
Me: "Time to break a twenty".

Breaking a twenty by Redrican June 12, 2014

rolling a twenty 

In Dungeons and Dragons, it’s when you make a perfect roll and everything goes right, most of the time, if your DM isn’t awful. DND players use this term to describe a total victory in real life.

Jumbo: Boy I’ll tell you what, that girl went home with you RIGHT QUICK!

Vishnu: I cannot help it, I was rolling a twenty in diplomacy.

rolling a twenty by Sharpguyinatie December 4, 2017

5 on a twenty 

When you put 20 dollars plus 5 more dollars down on cocaine. The extra 5 dollars ensures all the others only putting 20 down will not get your share of da good stuff.

Man, I had to start puttin 5 on a twenty to keep other people from claimin my sh!t

5 on a twenty by n00bdeveloper October 7, 2015