I finished Otome wa Boku ni Koishiteru and I have to say...it took me to places I thought I couldn't fathom. Don't ask me to explain this. I would definately recommend this series; it's been licensed, so it should be out by the end of the year.
This boy must fullfil his grandfather's wish that he attend a prestegeous school; the only catch being that it's an all girl's school. He becomes quite the lady, even gaining the honored title of Elder (hence everyone cslling him "Onee-sama"). It becomes apparent towards the middle of the series that he was being groomed for the place since early childhood; his mother having forbid him a decent haircut.
He does various good deeds which further ingratiate him with the student body, until things come to a head between him/her and the student body president.
I rated this one Excellent on ANN. Check it out!