Assuming that more than 5 years has passed since they got released and they crimes they commited never involved killing.
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I can't really answer that because it depends very much on the person's crime. If she had committed any sort of violent crime (murder, rape, blackmailing, beating someone, road rage, anything involving a gun or a knife, abuse etc you name it.) I could never date her. I also don't think I could befriend such a person.
If however, the crime was non-violent or was violent but directed at some sort of institution rather than an individual person (for example bank robbery) I think I could live with that person if i found her nice and loving in general.0