The Wizard just asked for a Gray Folding Comb which is not yet available in user shops. (and likely would be a much higher price than he would ask for if it was, though I'm not sure of the limit.) Is this a normal/unlucky occurrence or is something weird going on?

Hes asked me for one of the new combs today as well. I think it happens sometimes (it's happened with Cursed quests before too) because it's within the rarity of items they can ask for.

I thought there was supposed to be something that prevents them from asking for items that are above a certain price (or no price) in user shops, but IDK if it always works because this always seems to happen to a few people whenever there are new restockable items...

He's being a real butt then. (I saw the Cursed quest thread and thought it might be a rarity thing like then but the rarity for the comb is fine, as far as I can tell.)

I guess it makes sense some items can slip through due to rarity like you said but it's still odd.