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Marge Simpson, Patty Bouvier, and Selma Bouvier
Mr. Burns, Ned Flanders, Principal Skinner, Waylon Smithers, Kent Brockman, and others
Homer Simpson, Grampa Simpson, Barney Gumble, Krusty the Clown, Groundskeeper Willie, and others
Bart Simpson, Nelson Muntz, Ralph Wiggum, Todd Flanders, and others
Apu Nahasapeemapetilon, Moe Szyslak, Chief Wiggum, Comic Book Guy, Lou, and others
Martin Prince, Sherri, Terri and others
Maude Flanders, Helen Lovejoy, Miss Hoover, and others
Milhouse Van Houten, Rod Flanders, Jimbo Jones, and others
According to this episode, Martin Prince and his family and the Skinner family are neighbors.
Look Closely: The sign on the Permanent Record depository say "Warning: Trespassing will be noted in your Permanent Record."
Martin: Mrs. Krabappel, I also have an announcement to make!
Mrs. Krabappel: Can't it wait until I retire?
Principal Skinner: (Over P.A. system) Stand by to resume learning in 5...4...3...2...
Mrs. Krabappel: Ugh...it's hard enough to keep the kids awake without you, Seymour.
Superintendent Chalmers: (through bullhorn) Skinner, get off of my school.
Principal Skinner: No, you get off of my school.
Marge: Homer, Bart's up there!
Homer: (taking bullhorn from Chalmers) Gimmie that. (through bullhorn) Bart, this is your father. Do you know where the remote is? I looked all over the house.
Bart: Did you check your pocket?
(Homer checks and find that the remote was in his back pocket)
Homer: (throws the bullhorn to Marge) It was... (lowers bullhorn) it was in my pocket.
Skinner: The fact is, I haven't ever had relations. I am a virgin.
Nelson: Haw haw!
Homer: Hey, does this mean Mrs. Krabappel is a virgin too?
Principal Skinner: (Over the PA) The bake sale to raise money for the car wash has been canceled due to confusion.
Edna: We're just a little concerned, that if people were to find out that a principal were dating a teacher, they might see it as a conflict of interest.
Skinner: And there are those who might try to use it against us for their own advantage.
Bart: Like me, for one.
Skinner: Like you … for … Bart, if life has taught me one lesson repeatedly, it's to know when I'm beaten. Let's talk deal.
Skinner: Now, Bart, son. I don't know what you think you saw …but, uh … let me assure you…
Edna: What Seymour's, oh, what Principal Skinner means to say, Bart, is that sometimes a little boy's imagination can run away with him.
Bart: That's the best you can do? You could have at least said that you were giving her CPR or rehearsing a play.
Skinner: Is it too late to say that?
Lisa: Bart, how come you're not sick?
Bart: Eh, I gave my oysters to the cat. (Points to the sick cat.) Hey, why'd you eat 'em? I thought you were a vegetarian.
Lisa: I didn't. I just wanted to leave.
Agnes: Seymour! I told you not to play in the neighbor's yard.
Skinner: It's a party, mother. I was invited.
Agnes: Well, then I must have been invited too!
Skinner: Help me, Edna...
Skinner: Mind if I sit down?
Edna: It's a free country.
Skinner: I, I don't follow you.
Edna: Oh … just sit down, Seymour.
Sanjay's Daughter: Father! Uncle Apu! Principal Skinner was in the closet with a teacher and he had as many arms as Vishnu and they were all very busy!
Edna: Well, it's going to be hard to say goodbye to all of you. We've had a lot of fun together. Nelson, Nelson, Nelson. Oh, how many kids have you beaten up this year?
Nelson: I 'unno. Fifty.
Edna: Ah, fifty. Where does the time go?
Principal Skinner: We have barricaded ourselves in the school, and we're not coming out 'til our demands our met!
Groundskeeper Willie: Willie hears ya. Willie don't care.
Skinner: Is this how you pictured your life turning out?
Edna: Yes. But then, I was a very depressed child.
Principal Skinner: (to Edna) I've always admired your tart honesty and ability to be personally offended by broad social trends.
Maude: Just a minute, Edna. I don't think we're talking about love here. We are talking about S-E-X, in front of the C-H-I-L-D-R-E-N!
Krusty: Sex Cauldron? I thought they closed that place down!
Lisa did not eat the oysters at Martin's party because she is a vegetarian; instead she faked that she was sick.
Currently the last speaking episode of Luann van Houten.
Blackboard Joke: None.
Couch Gag: Five blue balloons shaped like the family float onto the couch and pop.
Edna and Skinner's love is reconsidered in Special Edna.
Bart says "Set your faces to stunned", which is similar to the quote "Set you phasers to stun" which was said on Star Trek.
This episode's title is similar to the movie High School Confidential.
When Krabapple and Skinner are at Edna's apartment, Edna is burning a Charlie Brown candle.
Chief Wiggum/Super Intendant Chalmers: Wiggum:Wait a minute! Those are hotdogs... Armour hot dogs.
Chalmers:What kind of man wears Armour hotdogs?
This is a reference to the famous commercial for Armour Hotdogs when kids of various appearances would sing, "Hot dogs... Armour hot dogs. What kind of kids eat Armour hot dogs?"
Agnes Skinner looking over the picket fence to spy on her son, Seymour Skinner, and Mrs. Krapabbel parodies Home Improvement, where only the top of Wilson's head can be seen above the fence whenever Tim Taylor talks to him.
Chief Wiggum: (into phone) "Sarah, get me Superintendent Chalmers!"
A nod to "The Andy Griffith Show"; in that series, whenever any character needed to make a phone call (usually Andy, the sheriff), they would ask the unseen operator, named Sarah, to patch them through.
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