“Whether you call them trains, choo-choos, snake monsters, stiff Rickys, ground yachts, or chugga chuggas, these traveling death traps indeed touch all of our lives.”
by bing bing bong rabo April 8, 2021

When you get down on your knees and take a massive dong for your friend in order to save him from some sort of major life stressor.
Bro you'd really Joel Stiff this guy for me?
Hey Lathan I owe this guy $10,000 but he said he if you'd do him a favor he would forgive it all. Do you mind Joel Stiffing him for me?
Hey Lathan I owe this guy $10,000 but he said he if you'd do him a favor he would forgive it all. Do you mind Joel Stiffing him for me?
by GeofforJeoff November 15, 2019

by stiffwood November 4, 2019

by dr. david doctor November 8, 2022

by Efy17xx March 4, 2011

guy 1: hey did u know that jake fucked riley with his stiff cock last night?
guy 2: omg such poggers!!!!!!
guy 2: omg such poggers!!!!!!
by Stupid Af July 12, 2021

Is interchangeable with fail or boner. Based off the idiot who jumped out of the ski lift in Frozen and snapped both his legs from stiff-legging it. Who later was eaten by wolves.
I'm stiff-leggin' right now.
(I have a boner)
I stiff-legged the test this morning.
(I failed the test)
(I have a boner)
I stiff-legged the test this morning.
(I failed the test)
by david the ginger October 12, 2010
