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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

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 

The act of receiving a blow-job while smoking a cigarette, taking a shit, and reading the newspaper.
My girlfriend was so drunk last night I talked her into giving me The Gentleman.
The Gentleman by Hand-Banana November 17, 2010

relaxing the gentleman's way 

"Sorry, I can't come out tonight, I'm busy; I'm relaxing the gentleman's way."

to-relax-in-the-gentleman's-way 

The Gentleman 

While doing a woman doggie style one hand is used to pull her hair, the other is used to insert your thumb into her anal cavity.
Last night I pulled The Gentleman on her.
The Gentleman by The Lenny January 1, 2007