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Pop a stiffy 

When you have a sudden increase in blood flow to the penis from sexually arousing scenarios which causes the penis to puncture a hole through the article of clothing in which the stiffy is concealed.
Pop a stiffy by Chode Buster May 21, 2011

rockin’ a stiffy 

when a person with a penis gets a boner
Damn! I was just standing there and Brad was rockina stiffy. Man’s packin’.

erect-a-stiffy 

use of an already large and erect penis making it even more larger and more erect. How? i don't fucking know
my boy im about to erect-a-stiffy
erect-a-stiffy by penisman4273 January 23, 2023

Pop a Stiffy 

A way of stating that the male penis is soon to ejaculate. Otherwise known as a boner.
I Pop a Stiffy everytime I get to walk behind Payton
Pop a Stiffy by Blevinz11z May 31, 2012

Crack a stiffy 

Crack a stiffy

The process where ones penis changes state from being flaccid to being erect.

Commonly used in Australia

Also know as crack a fat
Scene: At the local swimming carnival, Peter has just one the 100m freestyle event. Elated, he leaps from the pool in his DTs (dick togs) but clearly he has an erection.

Mary:- OMG whats going on with the front of Peters togs?
Sarah:- Der Mary, ever heard the term crack a stiffy!
Crack a stiffy by REDDORDOP April 20, 2017

Touch a stiffy 

When a heaps rough person leaves a nightclub in his undies asks ppl for a favour on their way to work but gets in a fight with a lawyer that’s also a secret ninja
That dude pitched a tent in his ripped undies and left the nightclub to touch a stiffy bro now we can’t say if he’s been knocked out or he’s having a Power Nap
Touch a stiffy by Hectic Mooslie October 8, 2023