I've progressed with Jess's story, but according to the walkthrough, some actions still aren't triggering. For example, two dialogue branches with Jess remain unfinished, and the "Crime and punishment" scene doesn't continue at all.
Additionally, I find Jess in her bed in the morning location, but she has no new dialogue. In the afternoon and evening locations at the skate park, she also has no new dialogue. At night, when she's asleep in her bed, only the sex scenes with Jess are available, and I can't continue the unfinished parts of the walkthrough.