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the gentleman's surprise 

Urban Dictionary-
The Herman, also known as, The Gentleman's Surprise.
To preform the Herman, ejaculate in an object that is commonly used by someone unbeknownst by the owner or frequent user of said object to leave a nice surprise. Such objects can be, but are not limited to, shoes, helmets, pockets, socks, hats, opened alcoholic drinks, and even wallets and purses, preferably while they are not in use.
"herman left the gentleman's surprise in my brother's helmat, hah hahhahahahahaha"

The Gentleman's Club 

A hilarious Movie filled with poop, stunts, cock'n balls, skits, and more poop.
Guy 1: dude, I fucken love the gentleman's club dude!

Guy 2: I know dude! it's fucken rad!

The Gentleman's Hussle 

A style of running that makes you look professional whilst running. It's speed is clocked somewhere between a light jog and a brisk stroll. The arms stay close to your sides and only slightly bend down at the elbow. Making sure that your thighs always maintain contact with one another.
The businessman was late for his meeting on the eleventh floor. In order to make it on time he executed, The Gentleman's Hussle.

A Fat kid trying to cheat others in a race uses the technique but still fails to place first.

the gentleman's tip 

The sex act where a man, upon receiving a woman's permission, inserts the index finger (no further than the middle knuckle) into the woman's anus during vaginal intercourse, and gently slides this portion of the index finger back and forth.
We find ourselves in the midst of a conversation between Jane and her friend Sarah that has stumbled upon the topic of anal sex, let's observe.
Jane: James has been asking for it forever, I don't know Sarah, like, I think he could be the one. What should I do?
Sarah: just have him start slow, with "the gentleman's tip" and work your way up from there
the gentleman's tip by JuiceBox89 January 28, 2015

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

The Gentleman's Fade 

When 3 or more amigos engage in a singular bet, one must shoulder the burden of fading the bet since unanimity is the key to failue
“Bills +2.5 is literally a free gift directly from vegas into your bank account” - dumbfuck 1 & 2 “Apologies men, but I must envoke The Gentleman's Fade “
The Gentleman's Fade by Cmhack December 7, 2020