A British expression used to indicate that something has gone horribly wrong with a person's plans, most commonly in the phrase "It's all gone pear shaped." The origin is unclear, but one theory says that it is RAF slang relating to the difficulty of performing aerobatic loops, which were described as "pear shaped" if executed imperfectly.
"Howard Dean must have thought he was a shoo-in for the Democratic presidential nomination, but somehow in the primaries it all went pear shaped."
by Mooseboy February 11, 2004
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Quite often people's shapes, are compared to fruits, like pear, melon, or banana shaped.
The only shape that has no fruit connected to it is the hourglass shape.

Body parts like breasts can be compared to shapes too:
Melons (full and round), pear shaped (half full, most people have this), pointy (where the nipple sticks out), hangtits (hanging banana's), or flats (no tits)
Yeah, you have something there that men love! Just go for it, and have fun tonight!
by Fukaface! December 17, 2010
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A term meaning "to go to hell in handbasket" or "when the shit hits the fan." Reportedly of British or Cockney origin, from the Royal Air Force's description of circular flight paths gone awry, or "pear-shaped."

Also may relate to a popular French Revolution caricature of "citizen King" Louis-Philippe, drawn by Honore Daumier and Charles Philipon in 1832 as a jowly pear. The French term "poire," or pear, was slang for "fool" or "idiot" - and soon thereafter, all caricatures of the King were banned, pear-shaped or not.
"To say that it all goes pear-shaped is an under statement. The reactors go out of control and quickly the effort is not to save the plant, but to minimise the effects."
by farkleberry July 07, 2004
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If you are to have a large evening that consists of consuming ridiculous amounts of either alcohol or illegal substances you are bound to end up pear shaped.When your mind and internal organs are not functioning as they should do,due to mind altering substance use, you are pear shaped.
"Gee whiz,last night was a fuckn corka!Tell ya what,I'm gonna be fuckn PEAR SHAPED tomorrow!!YEEEEEEEEEEEE!!!"
by Philthy Phil October 24, 2006
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A woman with large hips and big butt and a small waist with little or no breast.
Still a very attractive figure. Men usually prefer a big bottom then boobs.
"what do you think of Kayla?"
"She's okay. Too skinny. I love Olivia though. She's got that Pear Shape. A beautiful small waist and a nice big ass!"
by whatnome June 15, 2013
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sadly wrong, awry (usually in past tense)
Everything was going well until the afternoon, then it all went pear-shaped.
by Alcyon April 26, 2005
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