depressed stiffy

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

by Yo8484 March 17, 2017

stinky stiffy

A hard dick that smells like road kill

That guy has one stinky stiffy

by Pat2525 August 9, 2023

Late Night Stiffy

Those moments when you’re up late and get a grade-a raging cock penis boner hard enough to penetrate the earth’s crust

Girl on FaceTime: hey lol let’s stay up all night

Guy on FaceTime: I CANT THE LATE NIGHT STIFFY HAS STRUCK AGAIN

by _The_Fool_ May 16, 2023

stiffy wiffy

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

by urhahamomhaha August 24, 2022

stiffy homo

To be Afraid of hard

dick in or on you

Jordan is a stiffy homo

by Chicks luv me August 25, 2018

pencil stiffy

A pencil eraser, named for being red and hard on the top of the pencil

Jake didn't like how the pencil stiffy would leave great black marks on the page when he tried to erase stuff.

by aussieboi42 March 21, 2025

double stiffy

A double stiffy is when two guys get an erection at the same time from the same female.

Damn bro, that was crazy last night. I can't belive we got a double stiffy watching Jennifer Aniston bend over on the set of the TV show friend's.

by NaturallyCali August 19, 2016