play it pear-shaped verb1 •(old-fashioned) To avoid committing oneself to a single course of action; to go with the flow, take it easy."Playing it pear-shaped" was a favourite expression of Jock's; it seemed to mean deftly turning a situation to one's own advantage; seizing a favorable opportunity: Boxing Clever. — 1973 formsplayed it pear-shaped · playing it pear-shaped · plays it pear-shaped