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I'd just try to talk to him and find out then. Ease it into the conversation... ask who he's interested in these days.
If you prefer a sneakier way, I remember this website I was fooled by a few years back. Go to www.crush007.com... and follow the directions. You can mail it to him and he'll think it'll calculate his future love life. He'll fill the questions out and the results will be mailed to you!! Most of the time people enter the real stuff, but there's always that small chance he'll lie on it.
I don't know what the situation is but try talking to him, or this prank. Keep me updated!!
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