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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's Cut 

Noun: A style of hair introduced to the world via the Andrew DeWitt Show (podcast). If you ask for the gentleman's hair cut the hair dresser will cut your hair however he or she feels is fit for a gentleman.
Man: I would like the gentleman's cut.
Hairdresser: The what?
Man: You know, something modern.

*Gets out clippers

The Gentleman's Knock 

Slapping or smacking a girl's crotch with your boner and then proceeding to not sleep with her.
"That slutty girl thought she was going to get it good, but he ended up giving her the Gentleman's Knock."

or

"He was too much of a gentleman to get in there, so he just knocked."

The Gentleman's Disease 

A more elegant way of saying autism
My Doctor just told me I had the Gentleman's Disease

the gentleman's surprise 

Urban Dictionary-
The Herman, also known as, The Gentleman's Surprise.
To preform the Herman, ejaculate in an object that is commonly used by someone unbeknownst by the owner or frequent user of said object to leave a nice surprise. Such objects can be, but are not limited to, shoes, helmets, pockets, socks, hats, opened alcoholic drinks, and even wallets and purses, preferably while they are not in use.
"herman left the gentleman's surprise in my brother's helmat, hah hahhahahahahaha"