It sounds like you two are still relatively close, but that said... you're not together any more. You are under no obligation to stay in Chicago and support him emotionally or otherwise. You are obligated to try and make yourself happy, and at least based on prior conversations that sounds like something you've not been good about the last few years. If that move would be right for you, you really should.
That said, so long as you are in Chicago there's nothing wrong with being as supportive of him as you can possibly be!
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chiming
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Date: 2012-06-21 07:12 pm (UTC)From:That said, so long as you are in Chicago there's nothing wrong with being as supportive of him as you can possibly be!