Is there anyone you really regret trying to date from your past?

not someone you actually dated but someone you tried really hard to date but were unable to. and now you look back and wonder what you were even thinking back then?

and that your life would of been better now if you had just not even bothered with them at all , I have a couple girls from my past ( high school ) that fit that statement exactly. should of never even tried back then
Is there anyone you really regret trying to date from your past?
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