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."
56π 14π
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"
11π 31π
This refers back to the "Roaring Twenties" 1920 when Prohibition of alcohol started. Only this century it's the many State's legalizing of marjauna starting Jan 1, 2020.
Everyone can roll legal joint's in the "Rolling Twenties"
5π 3π
Slang term similar to saying "I am awesome at everything."
Stems from the proud nature of D&D-style games where rolling a Natural 20 (a twenty straight from the die) is considered a great skill.
"That is because I roll twenties." - Tycho Brahe, Penny Arcade
47π 11π
The proudness of rolling twenty sided dice, referring to someone who Plays D.A.D./ Dungeons and Dragons. The term originate's from the web comic Penny Arcade.
"That is because I roll twenties"
47π 31π
In Dungeons and Dragons, itβs when you make a perfect roll and everything goes right, most of the time, if your DM isnβt awful. DND players use this term to describe a total victory in real life.
Jumbo: Boy Iβll tell you what, that girl went home with you RIGHT QUICK!
Vishnu: I cannot help it, I was rolling a twenty in diplomacy.