The Gentleman's Way 

The use of the thumb to 'ease the passage' when partaking of anal with a lady, if you're a real gentleman you may even wet your thumb beforehand.

The thumb must be inserted lengthways (nail to knuckle), and not as in the thumbs up sign, as that is definitely NOT the Gentleman's Way.

The term was first used on a train journey from Birmingham to Manchester in 2009.

It is growing in popularity and has been seen on Facebook and mentioned elsewhere.

He's a nice guy he uses the Gentleman's Way with every lady that he does anally.

The Gentleman's Way by Sir Daz December 1, 2009

Urban Gentleman

1.) A modern day gentleman.

2.) A certain wardrobe style.

3.) A stylish well-mannered man with
swagger. He has knowledge of proper
etiquette and grooming.


Notable Urban Gentleman: David Beckham, Kanye West, Lupe Fiasco, Brad Pitt.

Kanye West has the style of an Urban Gentleman.

"Wow, look at the way he dresses- Lacoste shirts and Ecco jeans, he's so nice and ambitious- that guy is such an urban gentleman.

Urban Gentleman by theUG June 21, 2008

Virginia Gentleman 

When a woman crouches above a man facing his feet and jacks him off with her pussy hovering above his face.

At a seedy hotel in Kentucky, Sally gave Woosh the Virginia Gentleman.

Virginia Gentleman by TNVolBaby August 7, 2017

An Alabama Gentleman

When two guys are in desperate need of dumping and there is only one toilet to use. One fellow sits on his other fellows lap and dumps in the open gap between his legs. Depending on the guys penis size, his shaft may become covered in shit. A good friend, no homo.

Hey man all of the bathrooms are taken and I've got to drop a mean one. Would you be An Alabama Gentleman and let me take one with you. Sure, come on in.

An Alabama Gentleman by GPayte May 9, 2011

The gentleman's raptor claw 

Extension of the raptor claw; Where one seductively places the thumb into the anus of a woman while in the throes of passionate fisting.

Prudish pornstar: I can't believe he tried to give me the raptor claw on set.
Gentlemen caller: Baby, you've clearly never had The gentleman's raptor claw.

The gentleman's raptor claw by ThatJO February 3, 2018

A Gentleman's Half Hour 

A time when one feels it most polite to retire to a quiet space for a half hour slumber.

A short rejuvenating snooze.

Corporal: "Sir, the Germans are advancing on our front lines as we speak"

Captain: "How long do we have, old boy?"

Corporal: "Just under an hour, sir"

Captain: "Not to worry, my good man, Ill still have time for A Gentleman's Half Hour in that case, before the battle"

A Gentleman's Half Hour by HonourandIntegrity November 29, 2019

Relevant Gentleman's Society

An organization of like minded individuals celebrating the art and sophistication of a well groomed mustache. A soul patch is an accessory and not considered part of a traditional mustache. Wearers are not welcome.

The APD sport the most ridiculous mustaches. Yeah, obviously not a single member of the Relevant Gentleman's Society among them.

Relevant Gentleman's Society by MaxMG February 17, 2009