to set one's cap at
- idiom
- Archaic
- She is trying hard to set her cap at the new teacher, hoping to win his affection.
Examples
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Didn't I tell you that Blanche had set her cap at him?
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Why set your cap at Willoughby when you've already made such a conquest?
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After months of flirting, he finally decided to set his cap at his longtime crush.
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It's clear that she has set her cap at that charming gentleman at the party.
Synonyms
Try to show romantic or sexual interest in someone by making advances
To try to win someone's love, often to form a serious relationship
To try to start a romantic relationship with someone
To try to begin a romantic relationship with someone
Say you want to marry someone and ask them to marry you
Antonyms
How Interested
Surface Forms
Morphology
set + one's + cap + at
The meaning 'to try to attract or pursue someone' cannot be derived from the literal parts 'set' (put), 'one's' (possessive), 'cap' (hat) and 'at' — there is no obvious compositional link between placing a hat and courting. This is an archaic, culture-specific idiom whose historical signaling of romantic interest is not transparent to a B1 learner, so the expression is unpredictable from its constituents.
Etymology
The idiom set one's cap at may come from an old custom where a woman would set her cap toward a man she liked, a small hat signal that showed her interest. So, it came to mean 'to try to attract or win someone', often with the idea of 'to marry'.