Assistant of Superstar - This is the drama that first came to mind. The ML is so smitten with her it's adorable. He falls for her in the first couple of episodes and tries to get her to fall for him, all while being jealous, but in a cute way. He's not only so in love with her, he helps her get over her fear so she can finally become a teacher. It's literally so adorable.
Moonlight- This drama and the one listed above are very similar. If you like one you might like the other. Very similar vibes. Both have a "famous" ML who falls for the FL very quickly and is smitten with her through the whole drama. The ML in this one is just so funny cuz he gets jealous so easy. And it's not a creepy/angry jealous, it's a cute, "no I like her!" jealous. I definitely recommend.
Exclusive Fairytale- +1. ML is such a green flag here, you've got to watch it. He falls first and of course try to get her to fall for him. Just overall a cute watch.
Forever Love - Another green flag drama. This drama the leads start to fall for each other in high school, but go their separate paths. The ML made it his goal to get into the same college as our FL, so he can win her over again. Honestly such a cute watch. The ML is so in love with her and does a lot of adorable things to win her affection. And the side couples are cute too. So it's a bonus.
What's Wrong With Secretary Kim?- This is a well known drama, but thought I'd mention it anyways. The ML is obsessed with our FL. Once he learns that she is going to resign, he tries to get her to fall in love with him so she can stay. He does everything to get her to stay, he even proposes multiple times. lol. But while he's doing this, he learns that he really does have feelings for the FL and realizes that he wants her, not just as his secretary.
Dear Little Mermaid- The ML has loved the FL since their high school days. But she leaves because of an illness he did not know about. When he meets her again years later (while she's running from the hospital.. lol) he decides that he's not going to let her go this time. He has plans to make her fall for him again. It's pretty funny what he does to get her to like him. And the way he teases her, is not only funny but adorable. Once the ML finds out about her illness, he takes it upon himself to take care of her and love her even more. It's so cute. BTW.. this drama isn't sad or anything like that, it's quite the opposite.
King the Land - ML is very in love with FL. He falls for her within the first couple of episodes, and from there, he makes it his mission to have her fall in love with him. It's hilarious, and adorable. The ML will not disappoint if you're looking for relentless pursuit..
Additional Dramas you might want to try out that are similar to what you're looking for..
Professional SIngle Fall in Love With a Scientist My Little Happiness Unforgettable Love Skate into Love