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Answer:
WOOS
Possible Questions:
Entices
Petitions
Courts
Coaxes
Romances
Wines and dines
Sparks
Tries to win
Serenades
Tries to win over
Tries to win the affection of
Seeks the affection of
Makes a play for
Apt rhyme for "pursues"
Tries to get
Showers with flowers
Sends flowers, maybe
Seeks favor with
Goes to court?
Goes after, in a way
Goes a-courting
Acts like a suitor
Tries a line on
Presses a suit
Leads up to a proposal
Goes after, say
Emulates Romeo
Curly syllables
Asks for a hand, maybe?