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]
(..) ThermopoIis RenaIdi... Princess of Genovia. I hope you didn't order your stationery yet. This was my very first tiara. I was rather fond of it. I'm hoping you wiII be, too. Oh. Grandma, but you had it aIready. How did you know I'd even be here? (..)2001 The Princess Diaries