Completely breaking things off with this guy may cause more acute stress, but it sounds like it would be healthier in the long run. From the way you describe him, it sounds like he enjoys being pursued more than he likes being a friend.
I don't have any great shortcuts for getting over an obsessive relationship. I find that staying away from the person and distracting myself really helps. It works best for me if I hang out with other friends who won't let me talk about the person, also.
I hope you have a good summer. This break may be just the thing you need?
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