The Right Behind Me moment near the beginning, after the agency boss sees a picture of himself photoshopped into a bikini:
McDonald: Not really my color, is it?
When Gracie is very reluctantly getting ready for the swimsuit competition. Some highlights.
Gracie: [Victor is handing her a tube of what looks like Preparation H, for the bags under her eyes.] Hemorrhoid cream. Do you really think the judges are gonna be looking that closely.
Gracie: Oh, hairspray, finally something I recognize [Victor sprays it on her ass, she jumps.] What are you doing?
Victor: It keeps the suit from riding up.
Gracie: Riding up where?
Victor: Just... up!
The montage in which all the candidates are being asked what they think is most important. One by one they all reply "World peace!" with a beaming smile. Until:
Gracie: [brightly] That would be harsher punishments for parole violators, Stan! [Massively uncomfortable silence.] . . . And world peace!
Gracie deciding that she has to get the girls loosen up, which she does by bringing them beer and pizza.
Miss Hawaii: Do you know how many calories that has!
Gracie: Uh, it's light beer, and she's gonna throw it up anyway.
The "You think I'm gorgeous scene". It looks like Matthews is going to kiss her then he eats a chocolate bar.
The Running Gag where every time Gracie tries to eat a donut, Victor is right there to snatch it away. Finally comes to a head when Gracie snaps, then cocks her gun and points it right between his eyes.
Gracie: Happy, you donut Nazi?
Gracie needs a talent for the preliminaries the next morning. Matthews and Vick are arguing about helping her find one, when Gracie speaks up:
Gracie: Wait, I have something. I haven't done it since high school, but it's like riding a bike.
Vick: You are not having sex on stage.
And then in the final competition, the girls have drank the water that she had set up for her actual talent, so she has to come up with a new one—a self-defense demonstration with Matthews assisting her. And by "assisting her," we of course mean, "getting his ass kicked." Topped off with Shatner's, "Welcome to the Garden State!"
The entirety of Matthews and Hart's Slap-Slap-Kiss fight match, during which he convinces her to take on the job. Their two counterparts take bets. Hart wins, capped off with a brilliantly timed, "You go, girl." from the one who bet on her.
Most of Vick's one liners are hilarious. This troper is particularly fond of the subversion of the "if I ever had a daughter" cliche, which Vick twists to his own bidding. Awesomely.
Vick: Of any girl I've ever taught, you are truly unique. If I ever had a daughter, I imagine she would be a lot like you.
Vick: Which is perhaps why I've never reproduced.
While making up a cover story for why Eric dropped by her room, Grace says, "He told me he had an incurable disease. I didn't realize it was stupidity."
After Eric gives Hart an adorable reassuring speech at the pool, he playfully tugs her in while she's wearing one of her fancy evening gowns.
Grace: (emerges dripping wet and shivering) Ooh, Vick is gonna kill you!
Cheryl's drunken confession. It's really the delivery that sells it.
Cheryl: One time, I stole red underwear from the department store. My mother wouldn't let me have them. She said they were Satan's panties!
There was something of a brick joke later. After she does her sexy dance for the talent portion, all of the girls are cheering her on for coming out of her shell. When she gets backstage, Gracie shouts out, "Now you can wear Satan's panties."
Matthews' continued enjoyment of messing with Hart is pretty damn funny, especially once they reach the hotel.
Matthews: Alright, Gracie Lou. Operation Thong has commenced.
Hart: Why don't you go stun-gun yourself?
When the top five is being announced, each girl gets a brief introduction. Apparently Cheryl, who has come off as the most ditzy as them all, is a nuclear scientist.
Cheryl's perfect date:
Stan Fields: Please describe your idea of a perfect date.
Cheryl: That's a tough one. I'd have to say April 25th. Because it's not too hot, not too cold. All you need is a light jacket!
The timing makes it even funnier. She answers the question as Hart, Matthews, and Vick discuss evidence that shows that Cheryl might have been a former convict from a activist organization.