Project Runway Heidi: When I saw her coming down the runway, I thought 'How pretty are you!' I just want everything to be pretty pretty pretty!

The Wheel of Time by Robert Jordan One pretty woman means fun at the dance. Two pretty women mean trouble in the house. Three pretty women mean run for the hills.

West Side Story [singing] I feel pretty, oh so pretty, I feel pretty and witty and gay,
And I pity, any girl who isn't me today.
I feel charming, oh so charming, it's alarming how charming I feel.
And so pretty, that I hardly can believe I'm real.

Pokémon Misty: You grab Pikachu and get out of here! I'll take care of these three clowns.
Jessie: That's pretty big talk coming from such a little lady.
Misty: At least you're right about the pretty part, thanks for the compliment.
James: The girl thinks she's pretty.
Jessie: I agree with her, I think she's pretty, too. Pretty pathetic!
Misty: Hmmmm, I'll show you! Poké Ball, go!

CSI Miami Calleigh: She was pretty.
Speed: Pretty girl with an ugly job.

Barbarella [Two men, ominously advancing on a supine Barbarella, are stabbed from behind by a menacing one-eyed woman (who we'll later learn is the Great Tyrant).]
Great Tyrant: Hello, Pretty-Pretty.
Barbarella: [uneasily] Hello.
[Barbarella stands.]
Barbarella: Thank you very much.
Great Tyrant: Do you want to come and play with me? For someone like you I charge nothing.
[Barbarella tries to run, but the woman grabs her by the arm and draws her close.]
Great Tyrant: You're very pretty, Pretty-Pretty.
Barbarella: My name isn't Pretty-Pretty, it's Barbarella.

Firefly Kaylee: Everyone's got somebody. Wash, tell me I'm pretty.
Wash: Were I unwed, I would take you in a manly fashion.
Kaylee: 'Cause I'm pretty?
Wash: 'Cause you're pretty.

Supernatural Dean: (asking about Sam's distracting attention plan) Are you sure about this?
Sam: "Pretty sure."
Dean: "Considering the circumstances I'd like a little better than 'pretty sure'."
Sam: "Okay... really pretty sure"

Night of the Hunter, The Once upon a time there was a pretty fly, he had a wife this pretty fly but one day she flew away, flew away. She had two pretty children, but one night those pretty children flew away into the sky, into the moon.

Supernatural Sam: (asking about Mark Moody, the guy Dean consider to be the ghost) You're sure it's him?
Dean: Pretty sure.
Sam: Considering our circumstances I'm gonna need a little bit better than 'pretty sure'.
Dean: Really pretty sure.