To start off with, when he knew he would be going to a new school, he had been quite... Excited? He knew he was going to be having a whole new start, a chance to leave his old school life behind, which... Hadn't really been all that great anyway. He hadn't exactly had a lot of friends, and was rather quite a loner, so it was not like he had been leaving anyone behind that he was going to particularly miss. And hey, perhaps he could try and attempt to make some friends at this school he was going to be attending... However, when he knew where he'd be going, he knew... It wasn't going to be that easy.
Ebott Highschool, seemingly named after the huge mountain that sat nearby, which as legend goes, was the place that used to house monsters deep underground for hundreds of years. The skeleton only knew this information as stories, because he had been brought out into this world, (6 years before his baby brother, Papyrus), when monsters were already back to living on the surface. He could hardly imagine what it was like to be sealed away for what would have been centuries.
He did know how humans could easily hate monsters though... And that's why he was so nervous about this school - as it housed way more humans than it did monsters, if it even had any monsters attending it at all...