Risky charles

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

by xXpussaySmasher69Xx August 24, 2021

risky sheriff

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."

by tsmagraw February 19, 2015

Risky Gaming

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"

by brobroseriouslynotme March 13, 2016

Risky Robbo

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!

by Lime3&4 August 19, 2014

Risky gunfight

The act of playing the gunfight gamemode on Modern Warfare 2019 while jerking off.

*”Let’s play risky gunfight.”
-“Yeah, my parents aren’t home”

by Johnbernthal March 25, 2022

Risky biz

When something really gets on the risky side of life making you uncomfortable with the situation.

John: Dude last night i had sex with this total slutbag and she had herpes, AIDS, Gonorrhea, Syphilis and Swine Flu.

Jim: Thats some risky biz right there bro.

Mother: Did you atleast where a condom?

John: Nope im a beast, what can I say?

Mother: That really is some super risky biz.

by Beasterface July 31, 2009

Risky Business

Having sex without the use of any sort of birth control

Jonny and his girlfriend were broke and horny, so they jumped in the backseat of his car for some Risky Business

by XSTUTCHX March 9, 2009