I would advise him to apply for citizenship. I work with a young lady who has been here for a while, she studied, I helped her prep for the test and she went down to become a Naturalized Citizen. She seemed to think this was a good way to handle it. The questions weren't hard, so with your help I think he would be able to pass and then you could get married quick easy and without problems. This is just my point of view and a little of my own experience with someone who wanted to be here, I hope this helps and that you can find a way to make this work for you inside the U.S. laws.
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