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I went to a really small school, and the Greek community was even smaller. It would've been just about impossible for anyone to avoid dating a sister's/brother's ex, but the only times scandals arose were when the new contender didn't give a heads up to the ex. I can think of many, many cases where that caused ill feelings.
My rule in general, because of the small school I went to, was that "real" ex's (an actual boyfriend of a friend/sister in an actual relationship lasting more than a couple of weeks) were off limits, period. But because we were mostly sticking with a small dating pool both I and sisters/friends "dated" boys that had "dated" one of us previously.
I've genuinely never gotten my feelings hurt when a guy I was "talking to" or very casually dating moved on to a friend of mine, or if a sister set her sights on a guy in that category. But with two guys that I seriously dated (a year and a half each) I had friends/sisters get involved with them later, with no warning (and in most cases, very rigorous attempts to hide it)...this always either pissed me off BADLY or hurt my feelings.
Ask before exes, I say. It avoids so much trouble.
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Groucho Marx
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