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It depends on the relative power imbalance at this point. If a 20 year old is out at bars going home with 50 year old dudes, then slay queen. If it's 20 year old secretary with 50 year old boss, then there's a much higher chance that the situation is fucked, though still not 100% I suppose.
I'm always conflicted on the sugar daddy scenario. I mean if a woman is attractive and wants to leverage that into a relationship that makes her financially comfortable, who am I to say no?