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stiff willy 

A wet willy with your wanker.
"I was sitting so close to the pilot in that two-seat jet that I could have given the pilot a stiff willy!"

stiff and wesson 

A very manly man erect penis at full strength
Chuck: how was the date last night?
Steve: solid she loved the stiff and Wesson.

stiff rug 

When a young perv jacks his wank and shoots it on the floor in an area with carpet. Also know as SRS or "Stiff Rug Syndrome"
I heard Jeremy has Stiff rug all over his bedroom....
stiff rug by WinksMcgee June 27, 2016

Stiff toothbrush 

Sexual act where the male waits for the female to fall asleep, he gets a monster stiffy worked up, and attempts to simulate brushing the female's teeth. If completed, your wad is the toothpaste. The ultimate is if she never wakes up during the stiff toothbrush and your wad gets nice and crusty on her face by morning.
She's got my balls so blue I'm gonna give her a stiff toothbrush.
Stiff toothbrush by Dump truck January 29, 2017

stiff lose 

When a team loses when there was a few dodgey calls when it was close
Collingwood had a stiff lose against Geelong
stiff lose by Jeffnation August 26, 2017

Stiff Finger 

Almost killing a character in a video game and panicking for a milisecond causing you to lose the kill.
Dude, you totally just stiff fingered that guy.
Stiff Finger by Nightside September 23, 2017