I have played through this game an uncountable number of times. Here are some potential things I'm looking forward to possibly happening as I think there is at least some foreshadowing for all of these things.
1) Ashley walking in on Jack fucking Jasmin in the ass... Jasmin is then like "Get over here, and suck my cock foxxy"... Jack agrees, and says "Do it princess"... She of course could run away, but if she don't... starts a scene. Lots of interesting sex options with "Man T-girl Female" threesomes.
2) Eric getting some action of his own. In the open relationship lines could be interesting to have him fuck a girl in front of Ash on cam. The cucker becoming cuckee for a change...
3) Dave... Dave has so many damn variables at this point I think he is potentially the 2nd most complex character after Ashley in the story. Is he still dating eva or not? did eva go full slut mode and cheat or stay true? Does ash view him as boyfriend material, friend, or possible fuck buddy? Is he healthy as Ash allowed the blackmail, just a little dinged up in the hospital, or comatose... Is Jessica gonna hook up with him or not? I'd like to see a branch where dave dumps ash, ash is mostly a good girl, then ash starts dating dave, but then she finds Jessica fucking dave. Then either gets mad or threesome.... also maybe eva come back... So many variables and different lines... Maybe dave, and eric want revenge on the thugs.
4) Ash already sucked dick, and possibly fucked for drugs in bad route. Maybe Wilson will become her pimp. Her, and eva out turning tricks on the corner... Maybe Jessica too... Maybe even bring Erics little sister into the life of a whore at some point.
5) As Dougs girlfriend... High school parties. Maybe pretending to be a high school girl. Some regression... Whole ton of possible content here with a million variables.
6) When Wilson asks Ash to help with the mugging she meets a nerdy boy... Minor character here. There is the option to be friendly with him, then not lead him to his doom, or lead him to his doom. Also the option of not going that route at all. Perhaps he will come up again at some point. Revenge on Ash... or maybe he likes her, and she takes pity on him maybe tries some gold digging he had bank after all...
7) Moving in with Jessica / living together... So many options when that happens.
8) Ashleys dad hasn't seen any new content lately. He is over due. Maybe they start sharing a bed more.