I was trying to do *most* the routes by just branching off one "studied for 8 hours route" but you've REALLY got to be mean to him to get him to a point where he doesn't fail on purpose :'(
I'm glad I went for all the endings so I could see more sides of him, but he really is too sweet. (I refused to accept the "offer" on the first night tho on any play thru. I just can't accept ending someone else for my own sake). I'll keep the first ending as canon in my head.