Set either during or after the war
(...they're both around 19 as of me updating this now. If you had them as 18, then they've had a birthday now. Congratulate them.)

the chess chocos challenged you to a chess match, but the moves are starting to feel familiar (scenario 1)
Chess choco's keeping those who survived the dark enchantress war at the hotel, and they're both recovering emotionally from losing another parental figure. (Scenario 2)

Theres also a myos, and probably a secret scenario, but i wont spoil that.