Honestly if princess princess was where the boys dress up as girls, I have and I don't think I was tooo attached to it, I have not to great beside it in my little comments since I watch a ton of animes and sometimes it's hard to remember so that's my way of doing so x_x; hahah, but that's because I have high hopes for animes like that I LOVE them, Kuragehime was one of my favorites where the boy dressed as a female.
If there was more cross dressing animes i'd watch them, ((this is all in my opinion!)) anime things I like besides that romance ((usually a main must for me now adays,)), ninja/samurai, ecchi, fanservice is just a plus, reverse harem ((love)). And I keep an open mind for other stuff.
I only place animes I truly loved/would tell anyone to watch on my anime list, I have another list in my e-mail with almost all the animes i've watched and I picked off of that
http://youtu.be/eAqmIGG2wUQ
This is my top 10 for sure school life would most likely be Hana Yori Dango don't judge the art. And I just watched Cross games, and I HATE watching sport stuff I LOVED it. Should give it a try.Another one I don't see on your list is Itazura na Kiss.