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1.
When a group of guys get together to smoke some cigars and sip at some scotch.
The four guys had gentleman's hour at 12:15 on Saturday.
von Rylander_Chin 4. Februar 2014
 
2.
Whatever the time is when you wake up without setting your alarm. Generally between 9am and 11am
Guy1: Dude, you wanna go for a surf tomorow morning?
Guy2: Sure, what time?
Guy1: Dawn Patrol?
Guy2: Fuck that! Let's sleep in and head down to the beach at Gentleman's Hour.
von Maddog G 25. Oktober 2008
 
3.
30 minutes
This meeting should only take a gentleman's hour.

He has been in the can for a gentelman's hour.
von Rodney Cobbletop 12. Dezember 2010
 
4.
Having a session with an escort (hooker/prostitute) for 90 minutes instead of the usual 60 minutes.

Instead of seeing a lady for 60 minutes or 1 hour, seeing her for 90 minutes AKA Gentleman's Hour.
Booking: So would you like to book an appointment for an hour?

Client: I would prefer a Gentleman's hour today.

Booking: Sure, 90 minutes it is, sir.
von dirtydave39 1. Mai 2010