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gentleman's sport gloves 

What boxing gloves were called in Strong Bad's past.
"How do you manage the telegramophone whilst wearing gentleman's sport gloves?"

Gentleman's Leapfrog 

In a situation where a set of two consecutive doorways are present (usually in the entrance of a building): Person A holds the first door open for Person B, then Person B holds the next door open for Person A.
"Sorry I lost you back there, I played a game of Gentleman's Leapfrog with the man behind us."
Gentleman's Leapfrog by DPDough November 18, 2011

Gentleman's touch 

When a heterosexual couple are about to have sex and have been fooling around for a while first, a gentleman will subtly reach his hand down to her lady parts and gently touch to see if she is ready.

When a guy is curious if he is done with the foreplay and canmove onto the actual sex he does a gentleman's touch to see if she is wet enough to get started.
'Man, i was with this chick last night and i thought the foreplay was gonnna go on forever but i gave her the gentleman's touch and she was ready to go!'

gentleman's wager

A bet between two bros where the loser sends a dick-pic to their ex. No warning text can be sent. Which ex is up to negotiation.
"If the Pats beat the Titans you have to uphold your end of the gentleman's wager."

Gentleman's Peek 

A customary act performed at the urinal where one gentleman "peeks" over the partition to have a look at the other man's genitals. In no way is this a gay, just a nice gentleman's gesture to acknowledge a fellow man's package.
Matt: "Dude did you just look at my dick, your so gay."

Randy: "Relax man it was just a gentleman's peek."

Matt:"Oh...ok, no worries."
Gentleman's Peek by Britten440 August 27, 2010

gentleman's finger 

Noun - The digit, usually the index finger, that is inserted into your partner's asshole during sex. The gentleman's finger is sometimes used to persuade a reluctant partner into trying anal sex.

If the gentleman's finger is withdrawn from the asshole at any time during or after sex, it may not be used until it has been cleaned. If the sex continues after withdrawal of the finger, all fingers may touch the partner except the gentleman's finger, which must be held up away from the body, so as not to corrupt the partner with ass juices.
I told him to clip his fingernails because he scratched up my asshole with his gentleman's finger last night.
gentleman's finger by MilitiaP June 24, 2015