Cinderella - Dianna Agron
Prince Charming - Jensen Ackles
Fairy Godmother - Julie Andrews
Lady Tremaine - Michelle Pfieffer
Drizella - Sara Paxton
Anastasia - Hannah Tointon
King - Jack Nicholson
Grand Duke - Johnny Depp

Notice how the people I chose for Lady Tremaine and the stepsisters aren't unattractive, because I've always thought that the characters should be pretty, or at least not ugly :)

I really really REALLY suck at choosing actors and actresses for stuff, but it's worth a go.

Cinderella - Pfft, I haven't got a fucking clue.
Prince Charming - Aaron Johnson <333
Fairy Godmother - Julie Andrews
Lady Tremaine - Anjelica Houston
Drizella - Don't know :S
Anastasia - Don't know :S
King - Don't know :S
Grand Duke - I'd have Johnny Depp too. I thought of him before I ever read your's. :P

Cinderella - Heidi Klum
Prince Charming - Wentworth Miller
Fairy Godmother - Meryl Streep
Lady Tremaine - Jennifer Coolidge
Drizella - Miley Cyrus xD
Anastasia - Don't know...
King - Don't know...
Grand Duke - I'm also with Johnny Depp xD

Cinderella - Amanda Seyfried
Prince Charming - Chris Pine
I'm going to think about the others...

Cinderella- Amanda Seyfried or AnnaSophia Robb
Prince Charming- Justin Timberlake
Fairy Godmother- Tina Fey
Lady Tremaine- Sarah Jessica Parker
Drizella- Emma Roberts
Anastasia- Taylor Momsen
King- Alec Baldwin
Grand Duke- Johnny Depp

Cinderella - Mia Wasikowska or Amanda Seyfried
Prince Charming - Dunno
Fairy Godmother - Julie Andrews
Lady Tremaine - I don't know
Drizella - Shannen Doherty
Anastasia - Rose McGowan
King - Jim Carrey
Grand Duke - Johnny Depp

@Straggy I totally forgot about Julie Andrews! She'd make a great Fairy Godmother!

^ Just too bad that she fucked her vocal chords in an operation in the 90s, huh? She's still an amazing actress though.
I was originally going to have Angela Lansbury, but Good Lord she's starting to look rough.

^ Yeah, it would suck to be Julie Andrews who used to have a great voice, having to have to do Singing in the Rain because she had to have an operation. She still would make an awesome Fairy Godmother

^ Hmmm. I'm still trying to think of two plain actresses who can't sing and an old guy. xD

Julie Andrew still has a good voice, she sang in the Princess Diaries 2, for the 1st time after that operation, and she was good!

Yeah, that was cool. Except I think she was more speaking than singing, but she did sing a few parts, and she sounded pretty good! It was nice to hear! :)

I'm really bad at such things. Butb I'll give it a go :)

Cinderella - Romola Garai or Claire Danes
Prince Charming - Chris Pine or Hugh Dancy.
Fairy Godmother - Julie Andrews.
Lady Tremaine - Anjelica Houston or Michelle Pfieffer.
Drizella - Jena Malone.
Anastasia - Kelly Reilly.
King - Donald Sutherland.
Grand Duke - Johnny Depp :D

^Jena Malone! It'd be really cool!!

Yeah, she WOULD be good :)

Ohhhh...it's exciting to cast actors of my choice even if it's only a phantasy ;) By the way, I chose people which I considered perfect for their role, so I didn't think about their current age.

Cinderella: JULIE ANDREWS
(Just imagine her voice and grace and her wearing that stunning ballgown...Plus she'd nail every single song brilliantly. Obviously I'm talking about Julie in her 20s or 30s.)

Prince Charming: RICHARD GERE
(I can picture him very clearly. He'd probably look the way he did in "Pretty Woman". No matter what you all might have to say about this particular choice, you can't deny he wasn't charming which basically is the point, right? He's still charming I think. No idea if he could sing the songs but he'd do the dancing bits just fine.)

Fairy Godmother: GLORIA STUART
(I see her looking the way she did in "Titanic". She wore a floaty green dress in that film which also inspired me to choose her.)

Lady Tremaine: HELENA BONHAM CARTER
(I love the idea of a Lady Tremaine who has a little more edge to her. Helena had that quality in all her performances. She would have absolutely no difficulties being mean, would she?)

Drizella: MILA KUNIS
(I know, Mila is not exactly ugly, rather the opposite in my opinion. But I think she'd be pretty interesting to watch as the jealous, arrogant stepsister. I hope she doesn't sing as badly as Drizella in the Disney version, but it isn't too difficult to sing bad on purpose, right? The Makeup artists would have to make a huge effort to make her look hideous, but that's their job, so...)

Anastasia: NICOLE KIDMAN
(Red hair totally suits her, she can play both the nice and mean girl and...I don't know, it seems to be a good choice.)

King: JACK NICHOLSON
(We all know he is capable of playing the crazy, eccentric, choleric guy. He also has the king's shape.)

Grand Duke: RUSSEL BRAND
(I know, this is a rather risky choice. But he has the Duke's slim figure and long legs. He also has this eccentric, stressed vibe.)

Cinderella- Doutzen Kroes (even though she's too old... or Elizabeth Banks but she's even older)
Prince Charming- Zac Efron (he looks like a Ken doll like Charming to me, and I dont know anyone but myself who isnt in love with him)
Fairy Godmother- Julie Andrews or Helen Mirren
Lady Tremaine- Meryl Streep, the only role I could probably love her in <3
Drizella- Jennifer Lawrence XP
Anastasia- Scarlett Johansson
King- ?
Grand Duke- Noah Taylor

Cinderella-Amanda Bynes
Prince Charming-Leonardo Dicaprio
Fairy Godmother-Angela Lansbury (think about it!)
Lady Tremaine-Jane Fonda
Drizella-Rachel Weisz
Anastasia-Kirsten Dunst
King-Mel Gibson
Grand Duke-Stanley Tucci