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gentlemen never sail to windward

"nice-guys don't go for anal"
Chantal: I thought gentlemen never sail to windward.
Rodriguez: I'm no gentleman, baby.
by Carl Figleaf August 14, 2022
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Gentlemen’s draw

An expression for When a woman cannot think, find or choose an activity for date night, so she hands the task over to her date to figure out and create.
Sadly Bobby, the concert tickets you were going to buy for us for our date tonight are sold out so I guess it has to be gentlemen’s draw.
by Wanderlust lady December 6, 2019
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Gentlemen's Emporium

An imaginary place where a nice gentleman can be "found". He comes from a notable background. He is clean, noble and will make a fine husband.
This week I have a date with a fine guy that I got from the Gentlemen's Emporium. This guy will be a lot better than the hook-up that came from ManDonalds.
by MauMauTheVege December 26, 2011
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gentlemen

Mother: Is that a gentlemen
You: no that's a penis
by Ashley Foti's balls October 28, 2022
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gentlemen of culture

this is how dudes commenting on thirst trap (and often ai-generated) youtube/facebook/tiktok videos salute and acknowledge each other's motives and aspirations
"Gentlemen of culture, we meet again."
by nouiknouik May 3, 2025
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Gentlemen's Ambition

The instinctual human desire to immediately drink another ice cold beer upon completion of an ice cold beer.
"It is very difficult to control my gentlemen's ambition."

"My wife hates my gentlemen's ambition."

"Concealing my gentlemen's ambition becomes more difficult and tiresome each passing day."

"Nothing better than indulging in a little gentlemen's ambition alone in my garage while listening to my favorite Daughtry album."
by Ambitious Gentleman March 15, 2024
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Gentlemen's veil

When your cum dribbles down your taint and covers the asshole with the intent of getting a rim job.

You could also finish on someone else's lower back for a similar effect.
She jacked me off but my lil swimmers couldn't beat gravity so I got a thick gentlemen's veil before she tongued my ass.
by BreadScenter June 27, 2021
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