Originally used to describe a man of independent wealth who could pursue whichever interests he so chose while the average man was busy working. The term was used by pimps to describe the lifestyle they had embraced.
Momma - "Boy, how you get all this money? I know you ain't workin for it."

Son - "Momma, you know I'm a man of leisure."

Momma - "Is that what they're callin it these days. You just a pimp and a mack. You ain't foolin no one, boy!"
by Suvonoge July 20, 2008
Get the Man of leisure mug.
A prostitute. A euphemism (light way, better way of saying) a prostitute.
As I was in Vegas I spent some time with a woman of leisure over cash.
by Chananime May 24, 2012
Get the Woman of Leisure mug.
Pretty much the same as a man of leisure except she has a vagina instead of a penis.
Being born into a wealthy New England family Kate Hepburn was the kind of woman of leisure who, these days, might be found on wealthymen.
Get the woman of leisure mug.
A snooty way for a woman to say she's unemployed
Anne: Hey Elisa, what did you say your job was?
Elisa: Oh I'm a lady of leisure! I just do whatever and see where life takes me.
Anne: So you're basically being pretentious about being unemployed?
Elisa: Am not! I was using it ironically!
by mrperson123 April 30, 2019
Get the Lady of Leisure mug.
Jumping in mid-air over (usually) a body of water and striking a leisurely pose as if, say, laying on the beach reading a book.
John's leisure dive of him in a full tux with a martini glass over the pool was epic.
by bbcplease March 5, 2014
Get the leisure dive mug.
A man who makes his living off of prostitutes. A pimp, mack, or easy rider.
Cyrus styles hissself a gentleman of leisure but he nothin' but a low-down, raggedy-ass pimp, if you axe me.
by Tunmy AuGratin February 24, 2006
Get the gentleman of leisure mug.
A career spent not having to work that is usually the result of inheriting money from your parents.
My buddy Bob is a leisure activist. He hasn't ever had a job and he lives off of his annual dividend check from his parent's company. I think he just got back from 6 months in Thailand.
by p mammen November 22, 2009
Get the leisure activist mug.