The night events I'm referring to aren't related to lockpicking, but the main story. After you talk to Lily, and she broaches the subject of saving up, you have to talk to Cas and Paige. When you talk to Cas at the Royal, the option is 'Hey, I want to ask you about something that Lily brough (sic) up" which leads to the dining room night scene. However, that option never goes away, and the event can't be repeated.
For Paige, the option is 'You have a second,' which leads to the hot tub scene. The option remains after the hot tub scene is completed, and the hot tub can't be repeated.
You're quite welcome, debugging is a pain.