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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 sweep — the Bulls let them win Game 4.
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.
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!
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
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
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.
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!"