@@sid6645 I blew up the last bed a little too early which means the dragon didn't get pushed up far enough, and as such came back around so low it broke the next bed.
Pearl landed in the portal. I may be wrong, but it may be considered an entity that can cross dimensions. However, you cannot cross dimensions with a pearl, which I have tested by throwing a pearl then entering the nether before it lands
Yeah apparently pearls *can* travel through portals if and only if the chunk the portal is in (in the overworld) is loaded. Since it's singleplayer, and I was in the nether, that means the portal must've been in the spawn chunks.