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The exceedingly uncomfortable and inconvenient bent-far-forward position that you are forced to assume when sitting on the toilet and trying to urinate, but you have a "stubborn" boner that refuses to "relax", and so you have to awkwardly lean way over with your head down between your knees in order to rotate your abdomen far enough to get the tip of Mr. Happy down into the bowl.
It's a good idea to take a good long whiz **before** "getting it on hot 'n' heavy" with a luscious chick --- especially if you also take a Viagra/Cialis pill prior to said bouncy-bouncy --- to avoid any unexpected stiffy-squats.
From the name Tiffany which is the perfect blonde woman. So beautiful and sexy that being around her is so arousing that men always have a stiffy when they are near her. She not only effects men's porn search history. She causes delays in their day after she leaves because masterbation is almost always a must
I was busy but got nothing done because Stiffy Tiffy said hello. So I fapped the rest of the work day.
Man, David Bowie in "Labyrinth" still gives me a nub stiffy.
Sarah has a serious nub stiffy from Viggo Mortensen in Aragorn gear... I wonder why
a slang term for an erection, usually used in dominant female / submissive male relationships.
dom: does my sub have a stiffy wiffy for me?
sub: yes mommy
Combining ecstasy and viagra to increase the sexual desires of a long night of partying.
dumbass1-Bro, let's start stiffy flipping!
dumbass2-Aight, good idea man i'm feelin small anyways
Stiffi can be something cool, or just a slag for a boner.
1. My new shoes are so stiffi!
2. Bro that girl gives me such a stiffi!
When you are depressed and jerk yourself off to try to make the pain of living go away.
I was about to kms last night so I just did a quick depressed stiffy to help