That whole timeline is a little confusing to me because, as Ana leaves, Lady Tremaine says “At least I have your sisters” but, we know Ashley was already engaged to Prince Thomas at that point (the Jabberwocky mentions it later) so, there should only have been one left for her to use.
In season 1, Ruby said Ashley had a step-mom and 2 step-sisters, she didn’t talk too. However Ana would’ve been in Wonderland at that time. Also the two step-sisters we saw in Price of Gold looked nothing like Ana. Besides the obvious Wonderland hadn’t been thought of at that point, my headcanon is that Cinderella had 3 step-sisters: Anastasia, Drizella and another one.
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Keeper of Felix