I'm not sure. It will probably work better if you do. I almost always dump him, so I haven't tried pursuing Dave while being with Eric.
halfaron
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You have allow Eva to become bad (e.g. let her party with Jack). If that happens, you can pursue a conversation with Dave to convince him to break up with Eva. If you pick the right options, he will dump her. I only tried this while playing a relatively good Ashley, but you may be able to do it while also being bad.
A good example of what I mean: In one scene, Ian calls Lena to apologize for having sex with Holly (the only person he'd had sex with the whole game) and she shames him for being a typical guy. In the very next scene, Lena can begin sexting with Jeremy, Ian's friend and Louise's current boyfriend. It just doesn't really make a lot of sense.
I really enjoyed Good Girl Gone Bad and I was hoping I'd like this game more. Unfortunately, I think the game is too complex and has resulted in a number of scenarios that don't make sense. Lena's choices in particular don't have enough of an effect on her relationship with Ian. In one play through, she slept with every guy possible except Ian. They were taking it slow. Then she gets mad at him and breaks it off for sleeping with Holly, without ever really acknowledging that she'd done basically the same thing multiple times with multiple guys. I think the game is good, but you have to be quite careful to not get yourself into circumstances that don't make a lot of sense. Lena can end up feeling like a totally different person from one scene to the next if you aren't careful. There are a lot more variables at play and I don't think the developer has been able to account for all of the situations. On the whole the game feels a lot more prescriptive than GGGB. Perhaps these things will change when the game is finished.