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The amount of payment you are willing to give to a cheap hooker with leprosy; how much you'd would give your best friend for a blowjob from them
"I payed Betty two pennies and a half smoked cigarette for a blowjob, but only got herpes out of it."
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giving something so little effort that the words half-assed or quarter-assed don't do it justice, and only with the 1/100 denomination of the full effort (penny) can one comprehend the sheer lack of effort put in.
x: Dude has Edward done his part on the group final yet?
y: Yeah, he's done his part, but it was so penny-assed that we're gonna have to redo it.
A person who is a 1 on the 1-10 hot scale but has a great personality.
Yeah Kayla is ugly but she's a pretty penny.
When you get blackout drunk and end the night with a spectacular performance of Irish Yoga unbeknownst to you with your face firmly pressed against a shinny copper penny. Then proceed to present to work the next morning with said shiny copper penny still adhered to your massively hung over forehead.
April - Hey Caleb can I give you a penny for your thoughts?
Caleb - sure whats up?
April - never mind I see you already have one.
the description is me. an example: ilayda your name should be penny-wise cause you're a CLOWN
penny wise is a nice way of calling someone a big clown
Code words for can we fuck and or can i lick yo butthole
Man “Skinny weigh how much that penny weigh?”
Woman “ come over boo.”