The weird-ness factor ALL depends on what kind of relationship you two will have. Honestly, are you just trying to get into her pants, date short-term, or have a serious long-term relationship? Whichever the answer, make sure it's a straight-forward, honest thing with her. Unless it's serious long-term, it'll probably get ugly and really messy for everyone. So, get to know her really well before anything happens.
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not really. but be prepared that he's protective of her.
Thats not weird at all dude. Don't worry about dirty looks from other people. My uncle dated a girl who was 18 when he 42 and they made it work for six years and people gave him crap all the time for it.
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No. My mom and her sister married brothers.
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