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Supreme Gentleman 

A Supreme Gentleman is a sub-genre of the Nice Guy genus that has allowed their ego to inflate to such an extent, and become so Fedora in their philosophical outlook that they go on a shooting spree to end their kissless-virgin angst.
"I am the perfect guy, but yet, you throw yourselves at all these obnoxious men, instead of me: the Supreme Gentleman.

I will punish all of you for it!

*Points and laughs at screen, finishes rant, goes and shoots some people*
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Gentleman Gambler 

1. A book written by "Oklahoma Johnny" Hale that tells his story from his humble beginnings as a poor country boy to his successes in business to his wild gambling days playing high stakes poker.

2. A term used to describe an older wealthy man who now lives as a professional high stakes gambler, or is just involved in high stakes gambling on a regular basis. His true wealth may be a product of his success at gambling or other unrelated business ventures, or could even be inherited. The gentleman gambler may at times be viewed as a gentleman of leisure and he often prides himself as a true gentleman, honest and fair, but also as a cool and calm player with many years of gambling experience.
Santos is a true gentleman gambler who has been playing poker all his life. Always brings a lot of money to the table and is very generous, but is still respectful of the other players.
Gentleman Gambler by ALWXXX March 14, 2011

gentlemen behold 

What the character Dr. Weird from the Adult Swim TV show Aqua Teen Hunger Force says at the beginning of each episode, even though he is usually only talking to his assistant, Steve.
Dr. Weird: Gentlemen, Behold!!

Dr. Weird: I have created... this thing!
gentlemen behold by Bob882 August 22, 2004

gentleman's thumb 

During the act of intercourse in the position of doggystlye. Kindly and gently inserting your thumb in your partners anus.
Brenda was very unenthusiastic while we were having sex doggystlye. Until Rex gave her the gentleman's thumb.
gentleman's thumb by Butcherboy USA November 19, 2016

Gentlemens Agreement 

A verbal agreement established by a Quality Control Manager and made with another person or group of people. It is manadatory that for a gentlemens agreement to take place that a paper trail must not exist, and the party that iniates and finalizes the gentlemens agreement must notify a third party that everything is under control because I made a gentlemens agreement with them. Great caution must be excercised when forming this type of agreement because it is not legally binding in any way and can result in a negative outcome.
I realize that we were directed in writing to correct the elevation of the sprinkler heads, but dont worry because I made a gentlemens agreement to only correct some of the sprinkler heads.

Mexican Gentleman 

The act of urinating on tables before, during, or after a meal. Being a Mexican gentleman can be completed in public restaurants or privately in the home. But it is best executed in important occasions such as parties and family gatherings.
Juan was a real Mexican Gentleman at Jose's birthday party. It took the Rodriguez family 35 minutes to clean up the piss-soaked taquitos all over the table.
Mexican Gentleman by Paco Gutierez November 14, 2013

gentlesir 

Usually young white beta-males who live on Reddit or 4Chan. They wear fedoras with t-shirts. They open doors for women ("m'lady") or do other nice things not because they're polite people, but because they want to get laid.

Also related: talking about getting friend-zoned, loving V for Vendetta, libertarian politics, thinking they're the smartest person in the chatroom, basement dwelling, etc.
The gentlesir tipped his hat to m'lady and opened the door for her. She was just a random bystander and walked in without acknowledging him. He muttered to himself about how rude women were these days before checking the Reddit thread about anarchism.
gentlesir by ungentlesir January 8, 2016