1. Interesting.
2. With such a limited cast, it seems more like a Kinetic Novel than a Visual Novel, which is not necessarily a bad thing for your first attempt.
3. If you do want to make some flows and add more options, you might want to introduce two basic "themes", like "good" and "evil" where in the "good" path Jess is more focused on creating situations and removing obstacles while in the "evil" route she will take an active and manipulative approach, constantly pushing them towards each other using guilt, lust, etc.
4. Good luck.