So either Anna breaks Fitzgerald out of prison or digs up his rotting corpse? Seriously, why would she want to do either of those things?
The Mayor is definitely going to happen, but Anna has more chance of falling madly in love with Jeremy, than having any further sexual contact with Fitzgerald.
I get it, you want more 'dirty old men' content for Anna. I like her scenes with Alfred and Benjamin as much as anyone, but Fitzgerald, come on? That guy had his chance with Anna, and he blew it. Jeremy, Patrick, Schmitt and probably the Mayor are the game's alpha bad guys, but Fitzgerald was only ever a beta bad guy. He never stood a chance, because the Devs always intended him to be one of the game's chumps.