Frat Gentleman

A queer or lesbian identifying woman (often in a backward cap) who exhibits "hey mamas" qualities but is a "golden retriever" at heart. Typically they come off as intimidating and douchey, but don't let that fool you, for she is a true gentleman.
I got this jacket from a frat gentleman last night at the club; she gave it to me because I was cold and told me to keep it.
by wrizzyfoshizzy January 08, 2023
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Gentleman's Blessing

When someone sneezes on am exposed set of testicles.
I was asleep at my uncle's house, woke up and caught him giving me a gentleman's blessing.
by the t3 March 01, 2025
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gentleman spy

The ultimate spy and gentleman. Mysterious, dashing, suave, deadly, and debonair. Women want him and men want to be him. He's like James Bond, but he rocks a sick f***in beard!

Signature drink: Single Malt Scotch Whisky

Signature gun: Sig Sauer P238

See also El Hage
"The ultimate gentleman spy is James Bond!"

"Really? Have you met El Hage?"
by Spartan87 December 21, 2016
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The Gentleman's Wheelbarrow

The sexual position that occurs when your girlfriend or a random girl is in the bathroom puking after having to much to drink. but your still having sex with her in the wheelbarrow position while holding her hair. Thus being a gentleman for holding her hair.
On Saturday, Jessica came over and she had to much to drink. She spent a lot of time in the bathroom puking but her sex drive was still crazy so I performed the Gentleman's Wheelbarrow
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Gentleman's Duel

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!
by Musicman182 October 30, 2023
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Gentleman's Rest

A Gentleman's Rest was once used primarily in the Victorian era when clothing was thicker and heavier.
As a Gentleman went about his business, he would find that his more intimate areas would become sweaty.
To avoid chaffing and sweat rash, a Gentleman would go to the 'airing cupboard' (which was a small well ventilated room within the house) to make use of his 'Gentleman's Rest' which consisted of a long stick, atop of which was a decorated shelf.

In America they used to refer to this room as the 'Rest Room' and is where the modern day term originates.
The Gentleman would remove his little Gentleman from his garments and rest himself upon this shelf to air himself out and naturally dry away the sweat.
Common decorations for the 'shelf' include Mermaids, Ophelia's arm, a slender female leg and Persephone's pony-tail.
Though popular at the time, only a known handful have survived to this day and are highly collectible in the art world and is commonly confused in its appearance with that of the common walking stick.

The earliest known example dates back to 1874 and whilst it is in poor condition it is still a beautiful piece.
Pardon me mater, I have to make use of my Gentleman's Rest in the airing cupboard.
by Victorian Tidbits August 08, 2021
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