'Member when we argued on the concept of regret?
You were an expert even then but not me, not yet
Now all you gotta do's remind me that we met
And there you got me, that's how you got me, taught me to regret

from Fiona Apple – Regret Lyrics on Rap Genius

Meaning

Fiona was upbeat and optimistic, free of regrets. That is, until she met this man, who turned her into a cynic.

“You were an expert even then but not me, not yet” — I think this shows that he was dismissive of Fiona’s point of view — he treated her as though the concept of regret was over her head, but somehow he understood it perfectly. And, based on the other lyrics in this song, it’s probably safe to assume that this was a recurring dynamic throughout their relationship. And the poetic irony is that being in a relationship with a person who dismissed her in this way is how she came to truly understand what it means to regret because she regrets ever having met him.

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