I wouldn't consider Shiho to be a loli at all.
So, are these events will happen in the order you listed?
no. they might not even happen at all. It's just this are the most likely
Yeah seems he is D: and your avatar pic is good too
The list is essentially their jump window. They could skip some here and there or go back to things they have missed. So it is pretty much what you can expect in the near future.
"Oni-Possessed Swordswoman" announced for March 15th, 2016. Time to update the list.