1. An action entailing a high level of risk. However, this action may or may not pay off big.
Asking that hot chick out is a risky maneuver. You might get dic't.
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Showing signs of being not CIS (for example wearing spikes) in Poland even tho your uncle told you it's a small town and people like to talk
Remember Celina? She pulled a risky Charles and fucking died
A joke in which provokes mixed reactions, delivered in good faith.
"They say that when you die you become closer to God"
"Because you no longer fucking exist, right?"
"Shit that's a risky joke".
When your about to bust a nut you yell mom or dad and try to quickly finish before they enter your room
Tyler:hey do you know why John can’t get on?
Ryland: I heard he tried to do a risky nut and couldn’t finish in time.
Too have sex with jaye Robbo after she has played Russian roulette with her pill and sugar pills. You either get a baby and $5000 baby bonus or win and escape baby entrapment!!
Picked up jaye last night... Spiced it up and did the risky robbo! Guess I'll know in 4 weeks!
The act of doing something very risky within earshot distance of someone.
*Gives blowjob while parents are in the other room*
me: "THAT WAS SOME RISKY GAMING BRO"
When you blow your load before you know who you are having sex with, similarly to a sheriff in the Old West shooting a man before he knows whether he is friend or foe. A high risk gamble indeed.
Jack: "It's a good thing it was my girlfriend I took into the closet, I was a real risky sheriff last night."
Joe: "That's fucked up, dude."