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Just saying "it will work out" or "everything will be fine" probably isn't enough for him. Find out his real concerns and make a plan to help combate those. Like, if he thinks you wont spend any time with him, and you will choose the sorority over him you should make a plan that maybe every wednesday night is date night and no matter what is happening with the sorority you will spend that night with him. If he is afraid you will change because of the sorority make a plan that you will give it a try and one month from joining you will have a serious talk about what if anything has changed and together you can reevaluate your joining.
When I was a freshmen, I had a boyfriend who was very against me joining a sorority, so I didn't. But we broke up, I joined my sophomore year and now I'm the chapter's president.
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