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Romantic ConnotationsPlay
Used to express efforts to gain someone's love, usually with an underlying passion or romance. SlideJohn was tirelessly wooing Emily, hoping she would agree to go on a date.
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Persistence RequiredPlay
Implies consistent and long-term efforts rather than a single attempt to win someone's heart. SlideHe spent every evening wooing her with love letters and poetry.
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Old-Fashioned ApproachPlay
May be seen as a traditional or old-fashioned approach to relationships in some cultures. SlideIn the Victorian era, wooing involved chaperoned dates.