Jessica is a different character to Ivy. She always came across as being very cynical and even bored of her bad girl lifestyle. She was really just waiting for someone like Ashley to persuade her to be different. Whereas Ivy, has no doubt in her mind, that this is what she has to do to be successful. Ivy if anything, is more like what Ashley becomes, if she gets on the celebrity pathway. Just totally focussed on being successful, whatever it takes.
Whereas, Jessica just becomes increasingly disillusioned with it all. She has two chances of taking a better path, with Ashley and Dave. And now maybe in this game, with Ian. Underneath her cynical exterior, Jessica has a very artistic side, and you can see Ian totally connecting with her on this level eventually.
I think Ian would have to accept Ivy for what she is. It's probably only going to happen, with a 'wilder' version of Ian, where's he's already playing the field himself. I think Ivy is attracted to successful, confident men. So if Ian becomes a successful author, who is not intimidated by her overt sexuality, and can accept her having fun with other people. That could make him very attractive to her in the future. Because there are many hot guys out there, who are not willing to share their women with anyone else, which I suspect is the real reason behind Ivy not looking for a relationship. She needs her freedom, and a guy or perhaps another woman who is confident enough to give it to her.
