What Robin equates as a dark past is probably quite different to Regina’s dark past. Regina’s past includes massacring villages of peasants and sending children to their deaths in the blind witch’s house. Robin’s past probably includes not paying taxes and being a bit of a playboy.
But it’s the “I was once quite different…” that still gives me pause. As a thief, he’s still not paying his taxes and he does have two women who love him right now. So, no, he hasn’t done Regina’s level of “dark” but I think this is more than just tax evasion.
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"He was a lot of things to me" "The only conclusion was love"