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Two men race to ejaculate into a woman's holes being either the vagina, asshole, or mouth. The last man to ejaculate in the interaction is generally obligated to give fellatio to the winner.
Hey, did you win the gentleman's duel last night?
Nah man, I lost, but thankfully Tom's dick didn't taste too bad!
The most hottest fictional man
Fuckkkkkk the gentleman ghostman is so fucking hit
When you wore a condom and still caught something.
Billy always practiced safe sex but he still got gentleman warts.
Gentleman with copious amount of pus on orifice
I have pussy gentleman presented for case.
Legs that are small enough to cross when sitting in a chair since they are not too muscular or corpulent.
Stranger: Hey Joe you got chicken legs.
Chicken Joe: Fuck you they're gentleman calves!
The act of a woman allowing the man to spend lavishly on her, without any intention of having sex unbeknownst to the guy.
Matt didn't know he was practicing gentleman's prostitution as he wined and dined Kendra.
Mixed drink. A splendid mixture of bourbon (gentlemanly), apple pie moonshine (pie), ice and a splash of water.
To impress the ladies and get their pie, gentlemen should order a "gentleman's pie".