leonarding

Confirming plans only to then bail out last minute or go completely missing with a suspect/weak/epic excuse.

Also to pull a 'leonard'

"Where's Nick? He seemed so up for it and has been banging on for weeks that he was 100% going to be here but he's not here."
"Ah, he's probably leonarding / pulling a leonard"

by seanshouse November 7, 2013

Leonardo Decapitated

When you are eating out a girl and she squeezes her thick thighs together so hard that she decapitates you.

Damn... that thick mami just Leonardo Decapitated my buddy last night.

by yungcleen May 11, 2018

The Leonard Affect

When one has a strong affection/liking to someone and will make minuscule attempts to pursue said person. When the subject is faced with minor discouragement/realization that effort or time is required to obtain said person, subject will give up and move on, repeating the process.

Dood is The Leonard Affect contagious? Because I don't feel like giving up on love yet.

by Dontsayfuckinmycar November 19, 2016

LARPing Leonard

A guy who embarrasses himself by wearing a cape or other costumes to school and using metaphoric language in an attempt to impress people.

Guy#1: "Oh great, "LARPing Leonard" decided to wear his cape again..."

Guy#2: "Why is he standing in the middle of the ring? and what is he screaming?"

LARPing Leonard "Do you want a Day of War, or A DAY OF RECKONING?!"

Guy #1 "........let's go home"

by DiskoStikk June 22, 2009

fat Leonard

The poof on top of a beenie, fluff ball, or hairy thang

Hey girl, im diggin that fat Leonard!

Check out that fat leonard, mutha fuckas bouncin like shiiit

by therob11 August 6, 2014

Leonardtown High School

A small public high school on the east coast, known better as loser town. An oddly bad football and soccer team who is beat by Great Mills high School countless times.
Another good name for this school is "The Maze From Hell".

"Man, Leonardtown High School is so insane."
"Yea. Those hallways are hell to get through."

by Anirbas October 8, 2007

dirty leonard

When you have sex with someone you are not attracted to. Right before climax you pull out and piss on them, while crying. You then proceed to masturbate alone to finish.

Person A - "Hey how's it going man?"
Person B - "Yeah I'm doing fine I guess..."
Person A - "You sure man? Looks like you've been served a dirty Leonard again."
Person B - "Yeah... Maybe I should get a divorce, it's the third time she's done it this week."

by LockAndBoat May 10, 2020