godan verb (-ku), transitive verb
Used when persistently trying to convince someone to do something, often through repeated talking. Can be neutral or slightly negative (pestering).
友達を口説いて一緒に旅行に行くことにした。
I persuaded my friend to go on a trip together.
彼は上司を口説いて企画を通した。
He coaxed his boss into approving the project.
godan verb (-ku), transitive verb
Romantic or sexual pursuit. Ranges from light flirting to serious courtship. Often used in casual contexts.
彼はパーティーで女の子を口説いていた。
He was hitting on a girl at the party.
口説くのが下手で、なかなか彼女ができない。
I'm bad at making advances, so I can't get a girlfriend.