Protect the Boss: This is my favourite rich man/poor woman drama, two of the things I loved about it are that the second leads are really likable and that the female lead is pretty strong.
Can We Get Married: If you want to see family members that get involved in a couple's relationship, this is a good choice. It's not so much that the families disapprove of the relationship itself, but there are lots of problems during the couple's preparation for marriage.
The Greatest Love: This isn't really a rich man/poor woman type of drama, but he's a top star while she's an old girl group member struggling for popularity, so the dynamic between them is pretty similar to that cliche. Oh and I just see that you have Master's Sun on your ptw list, they're both from the same writer, so if you enjoy one, you'll probably like the other too.
And two others that don't really fit with the categories you mentioned, but I think you might enjoy them:
The Princess' Man
Shut Up Flower Boy Band
