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gone pear-shaped

When something has 'gone pear-shaped', it means something has gone wrong or not according to plan.
My barbeque has gone pear-shaped - nobody has bothered to turn up.
gone pear-shaped by Anne-Marie June 29, 2004

pear shaped 

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."
pear shaped by farkleberry July 7, 2004

pear shaped 

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!
pear shaped by Fukaface! December 18, 2010

Pear-shaped-having ass

A term used to describe the shape of one’s body, particularly a woman’s. One who possesses a pear-shaped-having ass will have wide, fatty hips, which gradually slopes inwards towards the top of the torso, hence “pear.” A pear-shaped-having ass body can also be resembled to that of a ‘truncus’ function in geometry.
“What in the pear-shaped-having ass?! That overly large woman has the physique of a plump pear!”

gone pear-shaped

"Since the plane times changed my whole holiday plans have gone pear-shaped..."
gone pear-shaped by Asynca June 29, 2004

gone pear-shaped

UK slang (London)

To go wrong, to be victims of Murphy's Law. Often heard for the lips of actors in Brit crime flicks and cop shows Origin obscure.
"Bloody Hell it's the sweeny, it's all gone pear shaped"
gone pear-shaped by black flag June 26, 2004