not asking her out again, when she would have said yes the second time
REGRET INDEX:
0.71

a regret index of 1 is ultimate regret
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How do you know she would have said yes the second time? Did she say she would? If so, why didn't you ask her out then?: You just want to choose "woe is me, it's so sad what could have been" over "I never stood a chance."
This is about nineteen thousand regrets before my time: for what it's worth, I agree that the way this is worded it sounds like wishful thinking, but that whoever wrote it perhaps had more information which is not presented here.
Yeah, I'm guessing that whoever wrote this is long gone: but the arrogance of "she WOULD have said yes" just takes this one beyond wishful thinking into delusional emotional masturbation.
Maybe she confessed on her deathbed that : her entire marriage had been a sham and she'd really wanted this regrettor to ask her out again, but since they never did, nothing ever came of it and she settled instead.
It seems like an unusual scenario: to happen to 393 people.
They were all family, friends, and well-wishers: who would rather two cute lesbians lived a life together than that one of them married a twisted, loveless billionaire arms dealer.

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