I think everybody is just waiting for a bunch of "game-over" scenes, to be honest.
How many times does Bobby have a chance to escalate and game-over Liza? On the couch with the back massage, sleeping at night, sleeping in the chair, trapped in his room, the pool scene, the car scene, taking photos scene, webcam scene(goes to her room while she is vulnerable), maybe breakfast scene or shower scene?
What about Lucy? The dry humping couch scene, several night possibilities with different dresses and the unfinished sleeping pill and shower scene. The spanking studying scene he can just go for it. When they are on the couch and he's trying to get rid of her so he can be alone with sleeping Liza. When she runs away with her top off and gets knocked out. The glory hole scene he can just go into the stall and go at it. The sleeping alone grinding scene. When she's tied up naked, of course.
Jenny? Well, it's obvious the sleep scenes can be escalated, and he can barge in on her when she is having fun posing for her bear. I know the couch scene uses a different model, but she could turn over and Bobby could do whatever. There is a gift box you can buy, he can cut a hole in it, and you can use your imagination. The club closet scene, of course can be escalated.
Miss Anna? So many opportunities. Morning hugging scene, Laundry room, maybe she gets stuck? Multiple bedroom scenes, the couch scenes, even the latest update with the new scene at the beginning, i mean she slept through that, so he could basically do whatever. The bikini oil massage scene. At work with ntr, he can just join in.
I don't mean for him to just rape them in every scene, but he has a lot of leverage with their emotions and situations to dominate them. There isn't many options for the "love" path, so Badder Bobby Saga : Game Over edition is what I'm picturing.