teenage boy in mid-cartwheel

What does the phrase “falling head over heels” mean to you? The literal definition of the phrase is “turning over completely in forward motion, as in a somersault.” But you can also fall head over heels for a person — meaning you’re madly in love with them. 

While “head over heels” trips off the tongue naturally, the original wording of the phrase was “heels over head.” This flip-flop seems appropriate for the topsy-turvy nature of the expression. The Oxford English Dictionary tracks an early usage of the term to around 1400, and in 1653, an English translation by Thomas Urqhart of a work by François Rabelais (largely credited with inventing the concept of a novel) gave an example of the original phrasing in a literal sense: “He incontinently turned heels over head in the aire, and streight found himself betwixt the bowe of the saddle in a good settlement.” This description aligns with the literal definition. Until the wording swapped around, “heels over head” referred almost exclusively to the physical interpretation. 

It’s unclear why the swap in phrasing happened, but the original phrasing is still in use occasionally to refer to the physical nature of a somersault, or a more figurative state of being in chaos. Even when writers transitioned to “head over heels,” the earliest usages still meant it in the bodily fashion. The Oxford English Dictionary identifies an early instance of “head over heels” in a 1694 publication called the French Rogue: “… made, for haste, but one leap to the bottom, and tumbl’d Head over Heels down the other.”

The first documented use of “head over heels” to mean “falling deeply in love” comes from a 1710 translation of the medieval Greek writer Lucian: “You seem to be wholy lost in Thought, and retir’d into the inmost Cabinet of your Breast, reeling and tumbling Head over Heels.” 

While almost exclusively referring to love, the expression is sometimes used to describe states of utter helplessness in contexts other than love. In an 1895 publication called Black & White, it was used to refer to financial debt: “Lemaitre, the French actor, was always head over heels in debt, despite an enormous salary.”

Whatever the cause for the swap, “head over heels” seems apt  for romantic references, as the evocative nature of the bottom of your heels above the top of your head is appropriate for the world-changing feeling of love. 

Featured image credit: track5/ iStock
Julia Rittenberg
Freelance Writer
Julia Rittenberg is a culture writer and content strategist driven by a love of good stories. She writes most often about books for Book Riot. She lives in Brooklyn with a ton of vintage tchotchkes that her cat politely does not knock over.
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