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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.

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Do I have to break up with Ashley's BF?

(+1)

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.

i believe so, yes. I did it while being single from the get go and while in an open relationship then when the options comes up, you break up with him and then pursue Dave.