Well, she said it wasn't typical. And she does go from a shy girl that' seen as scary to a girl that's fairly popular. And he doesn't see her as ugly, and discovers that she really is beautiful when dolled up.
Kuragehime for sure but also consider Hana yori Dango. It's kind of the forerunner of Ouran High School Host Club which also fulfills your request to a good degree.
-animeS - The plural of anime is anime. More than one deer is still deer. There is no damn "s". -epic |ˈepik| noun•a work portraying heroic deeds/adventures covering an long period of time - adjective • heroic/grand in scale or character Active Military, Prior Service, and Veteran's Anime Club http://myanimelist.net/clubs.php?cid=25937&time=1299710079