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Gentleman’s Sweep

When a team goes up 3-0 against another team in a 7 game series, before allowing their opponent to win game 4 at home, and closing the series in front of game 5 at home.

The Celtics may have won a game, but we all know it was a gentleman’s sweepthe Bulls let them win Game 4.

by Mozzde May 15, 2025


Gentleman’s NyQuil

When you can’t fall asleep so you pop a Benadryl and yank your shit to fall soundly asleep

Bro I just couldn’t fall asleep last night so I had to pop a gentleman’s NyQuil, almost woke up Britney but we both sounds asleep in 5 mins.

by AIDS2.0 May 09, 2025


Gentleman Calves

Legs that are small enough to cross when sitting in a chair since they are not too muscular or corpulent.

Stranger: Hey Joe you got chicken legs.
Chicken Joe: Fuck you they're gentleman calves!

by B.S. Comedy January 02, 2019


Gentleman's Finale

When the orgy is down to the last two - both men and they share a firm arm grasping handshake before the loser finishes.

Brian and I were locked in a gentleman's finale until i couldn't stand it any longer

by CJ_28 March 27, 2022


Gentleman’s Jungle

An environment where likeminded individuals with rugged pasts congregate to provide vital knowledge pertaining to growth and maturity while maintaining the composure of a gentleman.

Meet me in the Gentleman’s Jungle, I have something to get off my chest

by Mr.Gordon June 20, 2018


one gentleman in a pantalona

masturbation

I walked into Wills room and lets just say it was a one gentleman in a pantalona situation he did not want me to see.

by good_t-boning October 21, 2020


Gentleman's Flight

A business flight in the late morning (i.e. 11 am) to avoid the crowds and to have enough time to masturbate before going to the airport

Gentleman 1: "Are you sure you're down for another strip club?"
Gentleman 2: "Yeah bro I don't have to get up early... I have a gentleman's flight!"

by CKMeredith June 21, 2025