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Gentleman of Leisure 

A man who derives a living from their own finacial assets or has other sources of irregular income leaving them financially secure without any typical employment, duties, or financial responsibilities. Such a man may be self-made, or they may be the result of inheritance, a trust fund baby, or an "idiot son". A true gentleman of leisure enjoys a high quality of life involving mostly recreation and leisure activity, and often prides himself as a playboy, adventurer, or a gentleman gambler. While most are wealthy enough to remain without occupation they will often portray occupation with some line of work such as an investor, speculator, business owner, professional gambler, or even being involved in some sort of illegal or illicit trade.
After making rediculous amounts of money by selling his design to a large company, Tom now fancies himself a gentleman of leisure. He spends most days hanging around the pool reading The Wall Street Journal, and spends his nights at the club either drinking with ladies or playing high stakes poker in the back room.
Gentleman of Leisure by ALWXXX March 14, 2011
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Gentleman of Leisure 

A man who derives a living from their own finacial assets or has other sources of irregular income leaving them financially secure without any typical employment, duties, or financial responsibilities. Such a man may be self-made or they may be the result of inheritance. A true gentleman of leisure enjoys a high quality of life involving mostly recreation and leisure activity, and often prides himself as a playboy, adventurer, or a gentleman gambler. While most are wealthy enough to remain without occupation they will often portray occupation with some line of work such as an investor, speculator, business owner, professional gambler, or even being involved in some sort of illegal or illicit trade.
After making ridiculous amounts of money by selling his design to a large company, Tom now fancies himself a gentleman of leisure. He spends most days hanging around the pool reading The Wall Street Journal, and spends his nights at the club either drinking with ladies or playing high stakes poker in the back room.
Gentleman of Leisure by AlwX December 18, 2012

gentleman of leisure 

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.

gentlemen of leisure

A group of men who enjoy fraternizing periodically and engaging in various leisurely activities such as sporting events, entertaining, dining, dancing, and pursuing women. Also can be singular, gentleman of leisure, and can also denote pimp-like behavior.
Iceberg Slim was a lady's man in his younger days, he was a pimp and was part of the gentlemen of leisure club.
gentlemen of leisure by pknyc1 October 30, 2005

gentlemen of leisure

Gentlemen of leisure - ie. JP and Curt dog
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