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Leisure Gangster 

A Leisure Gangster, aka "LG", is NOT to be confused with the Gangster. Nor does the term represent any connection to the mafia, however organized crime is widely accepted in this catagory. The Leisure G is more closely related to the Thug but has unique qualities listed as follows:
1. Their loose/baggy apparel and/or chain(s) are not for show, only comfort and security
2. Their personality is extremely laid back and reserved
3. Any situation life throws at them is handled in a calm, smart, and proactive way
4. They feel no need to impress anybody but themselves, which can also be a potential weakness in some cases.
5. Their ultimate goal in life, as well as on a day-to-day basis, is to achieve a state of complete relaxation. To be stress-free
6. As calm and serene as they are, they are not to be messed with or taken advantage of, for doing so WILL result in the most severe of consequences
7. They have NO regrets
LG's appear to be loners due to the struggles they are facing because they NEVER let their problems become anybody else's business; however this fact may be misleading in that they will often have a wide network of friends expanding into all or most 'groups,' 'cliques,' or 'posses' in any given area. They are like the friendly and lovable teddy bears of the community who will murder you if they are squeezed the wrong way. They are all about quick and simple solutions, and live today like there is no tomorrow.
-I heard that guy had his ex's house robbed and trashed, is he really that much of an asshole?
-She was cheating on him. Despite his ghetto and incriminating appearance, he's actually a pretty nice guy. Look at him now, happy and without a care in the world... thats a true Leisure Gangster.
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Leisure Suit Gary 

Someone with an extensive knowledge of all things drug related for example; Alternative names, methods of getting high etc.
Person 1: "Is Gaz coming to the party tonight?"
Person 2: "I hope so, last week he showed us speed bombs with tissue paper. He's such a Leisure Suit Gary."
Leisure Suit Gary by Shaun W October 19, 2007

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

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

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

Gentlemen of leisure - ie. JP and Curt dog