set your cap at someone

set your cap at someone

BRITISH, OLD-FASHIONED
If a woman sets her cap at a man, she tries to make him notice her, usually because she wants to marry him. If I were a little younger, I might have set my cap at him myself. Note: The idea behind this expression is that in the past women would wear their best cap in order to attract the attention of a man they wished to marry.
See also: cap, set