Silly Old Bugger or Silly Ol' Bugger is generally a term of endearment. While sounding like an insult and bugger being a swear word it is mostly intended as an affectionate response to a mate or friend.
Friend 1. "Oh man, I just spilt my beer, again."
Friend 2. "You silly old bugger, let me get you another."
by ReallyOldGuy January 30, 2019
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A trio of expletives used when one is just not sufficient
The toast dropped on the floor butter side down and you spilt the coffee/tea when picking it up all down your newly laundered clothes 5 minutes before leaving for work.

'Damn bugger and shit'
by Cakeface43 January 10, 2010
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A phrase used by the famous General Sir Anthony Cecil Homagany Melchett, famed tactician and self-declared Military Genius
Soldier: I did suspect Captain Darling to be a spy, sir.
General Sir Anthony Cecil Homagany Melchett: Well, bugger me with a fishfork! Old Darling a Jerry morse-tapper?
by _Fidel_Castro_ October 16, 2016
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To sexually penetrate one`s asshole with a 50 caliber AP ( Armor Penetration ) rifle round, before immediately inserting a 15 inch+ penis into the hot and bloody, mutilated shithole.
Jeff: *BANG* *BANG* OOHHHHHHH OOOOOOOOOOOOOHHHHHHHHHHHHHHHH *OHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH OOOOOOOOOOOOOHHHHHHHHHHHHHHHH *OHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH OOOOOOOOOOOOOHHHHHHHHHHHHHHHH *OHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH OOOOOOOOOOOOOHHHHHHHHHHHHHHHH *OHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH OOOOOOOOOOOOOHHHHHHHHHHHHHHHH *OHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH OOOOOOOOOOOOOHHHHHHHHHHHHHHHH **OHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH OOOOOOOOOOOOOHHHHHHHHHHHHHHHH *OHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH OOOOOOOOOOOOOHHHHHHHHHHHHHHHH *OHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH OOOOOOOOOOOOOHHHHHHHHHHHHHHHH *OHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH OOOOOOOOOOOOOHHHHHHHHHHHHHHHH *OHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH OOOOOOOOOOOOOHHHHHHHHHHHHHHHH *OHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH STACY OHOOOOOOOOOOHHHHHHHO

*BANG*

Jhonno: Such a shame that here in Cali, we *cannot do that*

Jhonno: Bugger Me Sideways
by S.S Pepe February 24, 2020
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An unnecessarily crass expression meant to express surprise or shock. Along the same lines as “I’ll be damned” but with a more comical ring to it. Features in the movie Welcome To Mooseport
Steven: Well I'll be buggered by a bear! I had no idea!
by The Captive Spirit September 12, 2010
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