As mentioned, the different paths could become a big problem - if they are not completely thought through , e. g. Connor/non-Connor path.
From the looks it might be possible that boyfriend and cheating path be linked in the same way as slutty / serious (investigative-) reporter.
I liked Jessica's mom too. Adding a light voyeurism-incest scene might work (Jessica seeing her mom teasing/having sex with other guys etc..), but I don't think this will ever happen.
A sister-conner relationship could work too on a cheating non-boyfriend path.
Taking all existing and future branches into consideration with Stoper's quality it will take a while to develop this game.