She's 'fond of' asking silly questions. [=she asks a lot of silly questions]
She has 'fond' [='cherished, warm'] memories of their time together.
She is still 'fond of' him. [=she still likes/loves him]
(..) Yeah, there's a lot of things Fury doesn't tell you. Where's this coming from? What's the matter? Are you scared of a little lightning? I'm not overly fond of what follows. What are you doing? Another Asgardian? - That guy's a friendly? - Stark, we need a plan of attack! (..)2012 The Avengers
(..) I have things to do. I've put this off far too long. I regret to announce this is the end! I'm going now. I bid you all a very fond farewell. Goodbye. I suppose you think that was terribly clever. Come on,Gandalf. Did you see their faces? It was just a bit of fun. (..)2001 The Lord of the Rings: The Fellowship of the Ring
(..) Frodo suspects something. Of course he does. He's a Baggins... ...not some blockheaded Bracegirdle from Hardbottle. You will tell him,won't you? -Yes,yes. -He's very fond of you. I know. He'd probably come with me if I asked him. I think in his heart,Frodo's still in love with the Shire. (..)2001 The Lord of the Rings: The Fellowship of the Ring