Pear-shaped

Something that has gone pear-shaped has gone wrong: this is based on the visualisation of a plan being like a perfect circle. When something goes wrong, the plan is distorted and becomes pear-shaped.

It was all going well, then Jonno dropped the ball and it all went pear-shaped.

Pear-shaped by Wowbagger (the Infinitely Prolonged) June 11, 2003

Pear-shaped

very wrong, unrescuable.
'Pear-shaped' is an RAF euphemism for 'tits-up', which is itself a euphemism for 'dead'.
The Oxford dictionary definition cites an RAF source in 1983. I was an RAF pilot in 1983. The reason no-one will confirm the meaning officially is that it's rude, hence the rubbish about aerobatics. Loops that go wrong are egg-shaped, and have always been referred to as such.

Sorry chaps, tonight's session has gone pear-shaped. The bus is broken and 4 of the lads have been nabbed for night flying.

Pear-shaped by Al Beback September 1, 2012

pear shaped body

A body type typically meaning that your bust (boobies) are smaller than your hips, thighs, and bottom. One of the more common body types and most attractive.

Damn look at Sara walk! Shaking that pear shaped body! What i would do to hit it!

pear shaped body by The_Smartest4560 May 28, 2017

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!”

Pear-shaped-having ass by gary69_ March 28, 2023

Pear Shaped Diamond 

A Pear Shaped Diamond is either a situation gone bad or a person who has clear emotion issues normally including a alcohol dependency.

OMG! I bumped into my ex last night. It all went a bit pear shaped diamond.

OR

I bumped in to Bradley and Ashley last night. They were getting kicked out of the bar again. They are such pear shaped diamonds.

Pear Shaped Diamond by Bashley_Uk November 16, 2009

gone pear-shaped

British slang for events taking an unexpected turn for the worse.

(See also "Pete Tong")

"I was hoping this would be a great party but it's all gone pear-shaped now the police have turned up..."

gone pear-shaped by Amy June 28, 2004

gone pear-shaped

When something potentially good has gone disastrously wrong. Similar to "taking a turn for the worst" or going "pete tong".

"It all went pear-shaped for England when that shavne headed fool stepped up for the first pen, innit".

gone pear-shaped by Andy Cooke June 28, 2004