Hello,
1. Judy in University :- Go to Raven Household (splash water on power supply box in the city and go to Shepherd Household) map and find a key in Regina's room. Now go back to university level. Go to portal room and make sure you have sun everywhere and wind sign in at the bottom. It will take you to past version of university. From there you unlock the door and talk to them.
Judy in House :- You must have Irene with you. Make sure she will not assist you in your work and after catching the ghost, find a cut two bells using the dagger. Not wait on the second floor for 10 seconds and go to dojo and talk to them. Bonus tip, standing close to them will heal madness or fear blight.
2 . Erase recruits and quest data. As the name suggest you will have to recruit every girl again. If it's bugged then let me fix that in upcoming update.
3. Yes, she leaves you after get Wendy. I'm yet to decide what to do with her in the future.
4. Poker game is replaced with rock-paper-scissors. Play abandoned asylum map and find Luna's tablet. It can be found in a room that have LAGS sign on it.