Board Thread:Character Discussion/@comment-26235531-20150327013221/@comment-1894786-20150513012206

Well, we don't know when Hook returned to the EF, but Ana and Will went to Wonderland pretty early. Out of the Past states that Ana was Red Queen for 8 years at the time of Hat Trick (Grace was 2 during OotP and 10 during HT and Ana was mentioned during Jefferson's story in OotP.)

So I guess it's possible they met.