This has been fun so far. Definitely keeping an eye on this.
There is the occasional typo or misplaced word, and some of the verb tenses aren't right. And the relationship you define at the beginning is sometimes inappropriately used in dialog. Most notably, Karen actually calls Jessie "Big Sis" during the first meeting with her.
Also, the head massage choice seems to be broken. Choosing to "say nothing" results in a few lines of text and then an empty textbox from which you can't move on, unless you use the skip feature, which then has you give her a head massage anyway.
Additionally, twice while talking to Jessie, MC will say potentially wrong things.
Firstly, even if you don't get the mom to stay while you shower, he still says to Jessie that Mom told him about her locking herself in her room all day.
Secondly, after the head massage scene, even if you go straight to bed, MC will say, "I came to see you earlier, but you were sleeping..." (note the comma, it belongs there)