Homer Simpson, Grampa Simpson, Barney Gumble, Krusty the Clown, Groundskeeper Willie, and others
Apu Nahasapeemapetilon, Moe Szyslak, Chief Wiggum, Comic Book Guy, Lou, and others
Mr. Burns, Ned Flanders, Principal Skinner, Waylon Smithers, Kent Brockman, and others
Marge Simpson, Patty Bouvier, and Selma Bouvier
Bart Simpson, Nelson Muntz, Ralph Wiggum, Todd Flanders, and others
Milhouse Van Houten, Rod Flanders, Jimbo Jones, and others
Agnes Skinner, Brandine Del Roy, Dolph and others
Goof: While the children are getting ready for school, the clock behind Bart reads 2:50
Goof: Janey appears in Mrs. Krabappel's classroom, but she is actually in Miss Hoover's class.
Principal Skinner's barbeque apron reads: "Principals Do It Nine Months A Year"
The flavors of drink at the Kwik-E-Mart are Red and Green.
Principal Skinner has sweat stains under his armpits when talking to Superintendant Chalmers on the phone.
(After watching the clips of the home video)
Bart: Ha ha ha ha. They're going to eat this up at show and tell.
Marge: I'm not sure if I'm comfortable with the idea of your classmates laughing at our family's private moments. How would you like it if 20 years from now people were laughing at things you did?
Bart: Not likely. Come on, have a sense of humor about yourself. (Watches the clip of himself on the toilet saying "I'm a big boy today," then Lisa laughs) Uhhhh… I gotta find somethin' else quick.
Principal Skinner: (Over phone) I know Weinstein's parents were upset Superintendent, but I was sure it was a phony holiday. I mean, it sounds so made-up: Yom kip-pur!
Principal Skinner: Dirksen, tuck in your shirt. Jaffee, spit out that gum!
Leopold: You really think it's a good idea to give that freak his job back?
Superintendent Chalmers: Aw, he seems to know the students' names.
Principal Skinner: What's he doing here?
Bart: Well once he found out we were going to get Ned Flanders fired, he insisted on helping.
Homer: That is true.
Army Recruit #1: Hey, where do I get my grenades at?
Army Recruit #2: They don't have them group toilets here no more, do they?
Bart: Hey, what's this?
Principal Skinner: Oh, that's my old unit from Vietnam. I was their sergeant, they were my loyal troops. (photo shows Skinner saluting and his men scowling at him) That photo was taken shortly before I was shot in the back… which was very strange because it was during a Bob Hope show. I was trying to get Joey Heatherton to put on some pants, for God's sake.
Milhouse: Bart, look! It's Principal Skinner. And I think he's gone crazy he's not wearing a suit or tie or anything!
Bart: Principal Skinner? Um, I'm real sorry about my dog getting you fired, and biting you, and then getting it on with your leg.
Homer: Whoa, whoa, whoa, let me get this straight. They let everybody out of school early just because you brought a dog?
Bart: Well, yeah, but--
Homer: Well, I'm off to work. (picks up the dog)
Bart: My dog's name is Santa's Little Helper. One time he crawled under the house and when he came out he was covered with ants. Then he ran into a church and drank all the holy water.
The Class: Wow!
Bart: Boys and girls, Mrs. Krabappel, I come before you today to solve a riddle that has plagued mankind for centuries: What has four legs and ticks?
Milhouse: A walking clock?
Nelson: A walking clock!
Martin: I'd wager he has some variety of walking clock in that box!
Edna: Bart, is it a walking clock?
Bart: What?.....No, it's my dog.
Nelson: The ingredients were: fresh pureed tomatoes, water, salt, and sodium benzoate used to retard spoilage. Once again, if I'm not mistaken, this can contained tomato paste.
Edna: Thank you, Nelson. I look forward to seeing it again next week.
Superintendent Chalmers: Thank the Lord? That sounded like a prayer. A prayer. A prayer in a public school! God has no place within these walls, just like facts have no place within organized religion!
Principal Skinner: Er, one question remains: how do I get out of the army?
Bart: No problemo. Just make a pass at your commanding officer.
Principal Skinner: Done and done. And I mean done!
Skinner: Now I... I finally have time to do what I've always wanted: write the great American novel. Mine is about a futuristic amusement park where dinosaurs are brought to life through advanced cloning techniques. I call it Billy and the Cloneasaurus.
Apu: Oh, you have got to be kidding, sir. First, you think of an idea that has already been done. Then, you give it a title that nobody could possibly like. Didn't you think this through-- (passage of time) --it was on the bestseller list for eighteen months! Every magazine cover had-- (passage of time) --most popular movies of all time, sir! What were you thinking?!! (pause) I mean, thank you, come again.
Superintendent Chalmers: You're fired!
Principal Skinner: I'm sorry, did... did you just call me a liar?
Superintendent Chalmers: No, I said you were fired.
Principal Skinner: Oh. That's much worse.
Superintendent Chalmers: Oh, I have had it; I have had it with this school, Skinner! The low test scores, class after class of ugly, ugly children.
Principal Skinner: Oh, now I really think the children's appearance--
Superintendent Chalmers: Seymour! You are in very, very big trouble.
Groundskeeper Willy: There's nary an animal alive that can outrun a greased Scotsman.
Lunch Lady Doris: More testicles mean more iron!
Marge: Why don't you take this potato? It's pretty big.
Bart: Mom, you're always trying to give me potatoes. What is it with you?
Marge: I just think they're neat.
Marge: How would you like it if twenty years from now, people were laughing at things you did?
Bart: Not likely.
Principal Skinner: Willie, go into the vent and get him.
Groundskeeper Willie: What!? Have ye gone waxy in yer beester? I canna fit in the wee vent, ye croquet-playin' mint-muncher!
Principal Skinner: Grease yourself up and go in, you guff-speaking work-slacker.
Groundskeeper Willie: Ooh. Good comeback.
Superintendent Chalmers: Leopold?
(Leopold approaches the podium. The students gasp at his threatening presence)
Leopold: All right you little punks, pick up your freakin' ears, because I'm only gonna say this once. From now on, things are gonna be very, very different around here... (Students gasp, he quickly changes to a cheerful demeanor) ...with your new principal, Ned Flanders!
Ralph: Sir, I got carsick in your office.
Martin: My water dish is empty...
Agnes: (From downstairs) Seymour, your friend Bart is here.
Principal Skinner: I know, mother!
Agnes: Seymour, do you want me to tell you when it's 7:30?
Principal Skinner: No, mother!
Ralph: Um, Miss Hoover? There's a dog in the vent.
Ms. Hoover: Ralph, remember the time you said Snagglepuss was outside?
Ralph: He was going to the bathroom.
Milhouse: This is great. Not only am I not learning, I'm forgetting stuff I used to know.
When this episode first aired, stars appeared during the commercial breaks to celebrate the 100th episode.
Luke Perry:(Refering to his animated appearence) You know, I've been shot out of a lot of cannons, but there's nothing like the first time. Congratulations to The Simpsons on their 100th episode.
Leonard Nimoy: To everyone in the sleepy town of Springfield...may you live long and prosper.
Kelsey Grammer: Hello, Kelsey Grammer here. Felicitations to the people who bring The Simpsons to life. May you make 100 more.
First Appearance: Luigi Risotto and Baby Gerald
In the deleted scenes on the season 5 DVDs, we learn that the Pimply-Faced Teenage Boy's name is Jeremy.
Blackboard Joke: I will not celebrate meaningless milestones.
Couch Gag: The family sits down as normal. Homer notices the FOX logo on the screen, peels it off, and stomps it.
This episode was aired as "The Simpsons 100th Episode celebration" marathon.
The scene in which Groundskeeper Willie tries to find Santa's Little Helper in the air duct with Principal Skinner watching on a monitor, as well as some other gags, is a reference to the 1979 film Alien.
Full Metal Jacket
Principal Skinner running with his troops parodies the 1987 movie Full Metal Jacket.
The concept of Principal Skinner's novel is a reference to the Michael Crichton novel, Jurassic Park.
Skinner: We'll always have the laundromat.
Talking to Bart about getting his job back is a play off of the age-old classic line 'We'll always have Paris.' from the 1941 film Casablanca.
Episode Title: "Sweet Seymour Skinner's Baadasssss Song"
The episode's title is taken from the 1970 film, Sweet Sweetback's Baadasssss Song, written, directed and starring Melvin Van Peebles.
The Wonder Years
The home movie at the beginning of this episode, accompanied with Joe Cocker's version of "With a Little Help From My Friends," parodies the style used in the opening credits of The Wonder Years.
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