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!
Nah man, I lost, but thankfully Tom's dick didn't taste too bad!
by Musicman182 October 30, 2023
Get the Gentleman's Duelmug. When an older guy lusts after some person considerably younger and immature, realizing he won't/can't proceed with intimacy/sex because she's just too out of touch with the values and tastes He enjoys.
Hey, Man. You think Pops is gonna hook up with that chick that's swooning and drooling like he's a Tater Tot???
"No, Dude. He told me he's got a Gentleman's Crush on her, and put her off limits. Now they're just friends, but She may not get it..."
"No, Dude. He told me he's got a Gentleman's Crush on her, and put her off limits. Now they're just friends, but She may not get it..."
by MeO'MyOh! August 24, 2022
Get the Gentleman's Crushmug. 
a fashionable, yet somewhat gay fashion accesorie for the sexually ambigous male. Most commonly seen on the wrist of pussy whipped men.
Nelson was so ashamed of his gentlemans charm bracelet, he hid it under a bandage and told everyone he tried offing himself.
by Jasonjakejohn February 27, 2011
Get the gentlemans charm braceletmug. When a guys keeps a lighter on him, whether he smokes or not, he uses the lighter to light a lady's cigarette.
by Noblewolf797 August 31, 2025
Get the gentleman's lightmug. When your golf ball lands in a bad spot, so you move it to a better spot without incurring a penalty stroke.
Mike: “What a horrible tee shot, how am I going to hit it from there?”
Jamie: “Just use a Gentleman’s Lift”
Jamie: “Just use a Gentleman’s Lift”
by Foggy Clue September 10, 2020
Get the A Gentleman’s Liftmug. When a guy remembers a girl's favorite sexual activities to make sex as enjoyable for her as it is for him.
A girl I used to hook up with wanted to have sex once again, so I relied on my memory for a decent gentleman's fuck.
by Truthisalie March 2, 2016
Get the gentleman's fuckmug.