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Gentleman Sword 

The fancy way of saying penis.

Shown in the Hollywood Undead song, 'Comin' In Hot.'
Well, that is most superb. I too had my Gentleman Sword rode on.
Gentleman Sword by eaglesfan95 April 19, 2011

Gentleman Jay Cutler 

A professional football player who cries like a puss until he gets traded, acquires a fat multi-year contract, and everybody says they love him. When accomplished he puts on an Armani suit and smiles.
"Looks like Gentleman Jay Cutler just threw another interception...what a fucking tool!"

Gentleman's Time 

A man's private time spent masturbating. A term first used on the Showtime series "The United States of Tara".
I had blue balls after I didn't get laid last night, but I took some gentleman's time and felt much better.
Gentleman's Time by Jonny Read February 26, 2009

Gentleman's reading room 

The one room of the house where one may comfortably peruse the Auto Trader from cover to cover. The shitter

Gentleman's Re-Rack 

During the game of Beer Pong, otherwise known as Beirut, a team can call a Gentleman's Re-Rack only when two cups remain on the opponents side.

The name "Gentleman's Re-Rack" alludes to the fact that it can be called even if all of the teams re-racks are exhausted, and it is seen as a gentlemanly gesture to grant them one last re-rack (seeing as the last two cups are often far away from one another).

Unlike normal re-racks, a "Gentleman's" can be called mid-turn. Although a call for a "Gentleman's" can legally be rejected, the team that rejects it will forever be labeled selfish cowards.

The actual structure of a "Gentleman's Re-Rack" is two cups in a vertical line, running parallel to the sides of the table.
Team 1 "Hey yo, lemme' get Gentleman's Re-Rack"

Team 2 "yeah sure"

Team 1 "Can you straighten that out a bit?"

Team 2 "No doubt."

Gentleman's C 

A grade given to a student (traditionally with wealthy parents) instead of a failing grade.
Bobby didn't study at all the entire semester. However, he received a gentleman's C because his father donates lots of money to the college.
Gentleman's C by WillyBenny January 19, 2010