What if she is Cinderella’s HALF-sister? See in the story originally, Lady T has two daughters, then married Cindyy’s dad, but what if she had a child by Cindy’s dad?
Timeline wise not sure how it works but maybe Ana is the oldest. Lady T and Cindy’s dad were young and in love just like Wil and Ana, but poor, but when she got pregnant, Lady T married a rich man and passed off Ana as his. She also had two daughters by the Lord, then he died. Meanwhile, Cindy’s dad remarried, but became successful and rich. Lady T. got back together with her first love, Cindy’s Dad, but he fell sick and died and she grew bitter. She took it out on Cindy the most, but also on Ana who was the one child she cared the most for as her other two daughters she bore.
That is convoluted, Ana could also be younger (after remarriage) but timeline wise she’d barely be 16 then with Will?
“If I had a world of my own, everything would be nonsense. Nothing would be what it is, because everything would be what it isn't. And contrary wise, what is, it wouldn't be. And what it wouldn't be, it would. You see?” -- Lewis Carroll, Alice's Adventures in Wonderland & Through the Looking-Glass