Trying to load from either save slot 2, the violet room, or an older save fails. Upon trying to start a new game, it loaded the older save file up. I'll have to dink around with it more tomorrow and find out what exactly makes what tick.
Viewing post in Bug Report
Also, upon gaining access to hanging out with Twilight in the evenings, the dialogue for doing so ends up looping forever for some reason.
Trying Bimbo Magic twice on Twilight two more times past the fourth (and currently final) time when it's weak/no broken hearts swapped her picture for Cheerilee's.
After testing out loading/saving stuff, it seems the issue is this:
Make save 1
Make save 2 (current save, making save 1 the second most recent save.)
Close game, try loading save 1, error, just goes back to the title.
Loading the save 2 or a save 3 (save before 1 or 2) works just fine.
Trying to load the botch save, and then clicking new game will load that botched save instead of making a new game.
I've tried replicating this bug based on your instructions, but I can't seem to force it to happen.
Could you try deleting the save folder altogether (C:\Users\***YourNameHere***\AppData\Local\CHSr012) and see if it still occurs? Maybe you're loading a save from an incompatible version that's causing issues.
EDIT: Are you trying to save/load with mouse or keyboard controls?
Using a mouse to save/load.
Deleted my save folder, lemme go step by step as a just in case thing:
Clicked through intro, named self Dipdo.
Clicked Guts option.
Clicked "Sorry, wanted to go somewhere silent."
Clicked "Make a game of it."
9/7 Monday Afterschool, saved on 1st, 2nd, and 3rd file, in that order.
Closed game, opened game.
All three load, so far promising, let's push it a little more in just in case.
Spend Time with Twilight, click "I was hoping to follow your lead and study." then "Ask what's bothering her."
Save on just the first file, close game, open game.
Clicking on first save causing game to sit at title.
Clicking New Game now loads first save.