Stiff penny

Slang for alot of money;expensive
I made a stiff penny working as a lawyer.
by Mid-Malone February 20, 2023
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Stiff Trouble

When you get a boner at the worst time
"I was at my daughters girl scout meeting when i thought of a sexy girl, then got into stiff trouble"
by Scorpio101 August 03, 2018
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gettin' a stiff

Geting a boner.
Dude, I know this hot girl, when I see her, I'm always gettin' a stiff!
by peepeeweeweee January 28, 2009
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Biff the Stiff

The act of calming down an erection using manual force in an awkward situation.
Jeez man, we're in Mothercare, biff the stiff!
by Souperman1234 September 04, 2010
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hacking a stiff

To hack a stiff; to smoke (weed or whatever the hell) despite it causing a terrible hacking cough. Whether from smoking itself or asthma.
"Where's Bill?"
"Out in the backyard hacking a stiff."
------------------------------------------------------
"Hey, wanna hack a stiff with me?"
"Nah man, nearly coughed up a long last time."
by 3AM-entry February 01, 2020
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running into a stiff breeze

It's like everything you do, say or see is taking a toll on your health unneccessarily.

Friends seem to be 'extra-hard work to socialise with.

Like you are extra tuition learning for school and the teacher always marks your paper down or criticise your effort.

You try and please your girlfriend and buy her flowers but she thinks youve done something wrong and criticises you with suspicious remarks.

You dress smartly for an event but people call you a 'poof'
"Hey Bob, that car you brought was a lemon can't you buy anything decent"?

B:"When making buying decisions-feels like I'm always running into a stiff breeze"!
by Goosebump11 June 03, 2011
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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.
by Dump truck January 30, 2017
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