Gentleman's Sweep 

When a team wins a playoff series, but loses one game in the series. A team is said to have "let" the other team win one game before sweeping them.

"5 Games. Book it. Gentleman's Sweep" -/u/Indianmirage

Gentleman's Sweep by CurryMustard May 4, 2014

Gentlemen's Wipe 

When a male is performing oral sex on a female and in one motion licks from the butthole to the clitoris.

1. Dude. Bro. Did you give her a gentlemen's wipe?
2. She was so hot I gave her a gentlemen's wipe.
3. I gave her a gentlemen's wipe like a true gent.

Gentlemen's Wipe by Brendan7891 November 26, 2011

Gentlemans vacation

A vacation Grown Adult Men Take together. Leaving behind all the annoying things in life work,wives,girlfriends and children.

Me- " I am going to Cancun in March

Girlfriend " Spring Break? But you are 26"

Me- No, Spring break is for kids. This is a Gentlemans Vacation

Gentlemans vacation by GwynneTastic January 28, 2010

Gentleman's Necktie 

A cock ring, constrictor band or other device used to squeeze the penis to engorge it.

Sheena loved getting Carl's engorged cock after he slipped on a Gentleman's Necktie.

Gentleman's Necktie by Eaton Holgoode February 22, 2015

Right honourable gentleman oughtahblahtahputahponlyputahptaxesoninhertianceanpensionsofcorporations 

Whenever Boris Johnson says literally anything

Nobody:
Boris Johnson: Right honourable gentleman oughtahblahtahputahponlyputahptaxesoninhertianceanpensionsofcorporations

Right honourable gentleman oughtahblahtahputahponlyputahptaxesoninhertianceanpensionsofcorporations by ♥🗺☠ January 22, 2021

Anti Gentleman

The act of pretending to hold a door open for someone, only to sneek in at the last moment. This leaves the person behind you left to hold the door for themselves while you're already inside the building.

Joey was walking into work and realized the person behind him was a dupe/turd/douche. So he used the old "Anti Gentleman" trick to feel better about himself!

Anti Gentleman by sicilain cutie November 8, 2011

gentlesta

a gangsta and a gentlemen in one.

Girl 1: your boyfriend is such an gangsta

Girl 2: yeah, but he can be a gentleman too

Girl 1: I see you gotta gentlesta huh

gentlesta by Hoogalac Man September 24, 2011