lanzhanya:
I'm looking for dramas where the ML falls for a playgirl FL (female version of a playboy).
Love to Hate You
Based on her own experience, the FL does not believe that men can be believed or trusted, or that real love and romance are possible. She also questions why it's socially acceptable for men to be playboys / have casual sex / sleep around, but not for women. For years she flirts / dates / and sleeps with a large number of scumbag cheaters. In at least some cases, she targets specific guys whose girlfriends told the FL that the guy cheated on them or abused them. But she also says that cheaters are fun to spend time with and easier to seduce. She cheats on these guys and enjoys dumping them. In some cases she beats them up.
When she first encounters the ML, she hears him say something misogynistic. Later she suspects him of grooming a minor. She decides to seduce the ML and keep up her usual pattern with him... until she realizes her suspicions were a misunderstanding. I wouldn't say that her playgirl tendencies really last through to the half way mark, but it's a short drama.
lanzhanya:
The ML likes her regardless of that fact and tries hard to win her over.
The ML knows that the FL is not like the women he's used to (his mother and ex were selfish and gave him a complex and the leading ladies in his romance dramas tended to be insufferable and selfish - while the FL is courageous, independent and not selfish) when he falls for her. When he learns about her sexual history, he doesn't judge her for it or hold it against her.
lanzhanya:
He also tries to prevent her from flirting/sleeping around and becomes jealous quite often because of it.
This isn't really relevant by the time the ML is interested. The ML doesn't try to stop the FL from interacting with her most recent ex-turned-colleague / friend (including drinking with him) but does take over sending her drunk ex home in a cab.