Pear-shaped

The comparison is more or less literal when the term is applied to people, where it means narrow at the shoulders and wide at the hips, a use that goes back to at least 1815,[1] and one that can have either positive connotations (as in Venus figurines) or negative, depending upon the context.

In the 20th century, another, more abstract use of the term evolved. When said of someone's voice, "pear-shaped" means rich and sonorous.[1] The Oxford English Dictionary (OED) dates this use to 1925.

The third meaning is mostly limited to the United Kingdom,[1] also Ireland, South Africa and Australasia. It describes a situation that has gone awry, perhaps horribly so. A failed bank robbery, for example, could be said to have "gone pear-shaped". The origin for this use of the term is in dispute. The OED cites its origin as within the Royal Air Force[1] as a cleaned-up alternative version of its phrase "tits up" meaning completely broken or dead; as of 2018 the earliest citation is a quote in the 1983 book Air War South Atlantic.[2]

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  The pear-shaped fruit of the cashew
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  Pear-shaped-pear croustade
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  Pear-shaped jar from the Greek island Milos (formerly known as Melos)
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  Inflated party balloons
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  A typical lightbulb