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Guys: Does it freak you out when a girl invites you to hang out?

I've known this guy for years (my father treats him like a son). We ran into each other a month ago, at the time both of us had a boyfriend/girlfriend... but a week later both of us broke things off them (coincidence). For some reason everyone (including his dad) thinks that he and I should be together... which is weird because I've never shown any interest in him because I've always had a boyfriend. Now that I'm single I'd like to get to know him better because I think we would make a good match... but, is it weird to ask him to hang out? ...Like to go fishing with a group of people (which he does with my father all the time anyway)?
Guys: Does it freak you out when a girl invites you to hang out?
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