Can someone give me a recommendation of drama where the female lead is rich/ beautiful/popular falls for the poor/nerd/commoner male lead?. Basically a drama where the female lead is "Out of the male lead league" but they end up together in the end. I've  already watched ho goo's love, birth secret, witch's romance, and that fool. I really love this kind of drama but it's really hard to find. Can someone help? Thanks

That Winter, The Wind Blows. It's a romantic melodrama, the female lead is a rich heiress and the male lead is an indebted gambler/conman. I'm not sure if fits your taste, but I had to recommend it either way, it's very good.
Take care of the young lady is the only one i can think of.

Smile, you is sort of like this but the family does go bankrupt. Its still a really really lovely show and to this day one of my favs. Total Jung Kyung ho fan though