Looking for a romance drama with a sweet male lead who falls first

I see you have already watched Reply 1988, Strong girl Bong Soon. I love such tropes(though they're rare) 

Put Your Head on my Shoulder fits your idea. But the male is aloof and awkward first but later becomes utterly sweet. Also found Coffee Prince on your hold list. Choi Han Kyul is THE dream sweet guy pining secretly after the FL. Do give it a second chance. 

Meeting You (2020),  cdrama - leads knew each other as children, but got separated. They meet again at high school. ML recognizes FL first and falls for her and helps her in secret. Then they are best friends and slowly turn to lovers. It is slow burning romance comedy with almost no conflict, sweet and  fluffy, good for relaxation.

Where Stars Land (2018), kdrama - ML likes FL from the first sight and helped her many times before they officially meet. I am not sure if ML is sweet, you need to check that yourself :)

That is all I can recommend and what is not on your lists yet.

Romance is a bonus book

My Little Happiness - cdrama, he's loved her since childhood, they meet again as adults. He's generally super stressed out all the time but still makes time to be sweet to her and help her out in little ways. This one is really cute.

What's Wrong With Secretary Kim - kdrama, he's not exactly a kind person since he is a total narcissist, but to the female lead he's the sweetest guy. They had a fateful meeting as children and when they meet again as adults, he recruits her and tries to keep her happy and by his side. She finds out eventually that he's always been trying to help her out though he seemed self-serving at first. 

My Fated Boy - cdrama, he's loved her since childhood, she doesn't see him as a romantic prospect until she's in her thirties. The way he takes care of her is really sweet.

Shopping King Louie - kdrama, the male lead is adorable, sweet, kind of clingy too LOL he is just helpless without her. He falls first.