Goof: When Principal Skinner begins to slash the school budget, his lips move but he says nothing, not even a mumble.
When Lisa visits Grampa, a picture of Bea Simmons, from "Old Money" can be seen on the wall of Grampa's room.
The woman in the car (who Bart thinks is Homer at first, complete with brown beard) sings the song "I Am Woman" by Helen Reddy. To add to the the resemblance, Dan Castellaneta voices the Homer-like woman (marking one of the few times on the show a male cast member voiced a female character.)
The reasons on the checklist to be a big brother are: spite, malice, revenge, boredom, and profit. Homer is marked for revenge.
Tom and Bart watch Ren and Stimpy.
TV Announcer: Tonight, on Wings... Ah, who cares?
Homer: You're not the only one who can abuse a non-profit organization!
Pepi: Tell me more! I want to know the constellations.
Homer: Well, there's… Jerry the Cowboy. And that big dipper looking thing is Alan… the Cowboy.
Homer: To 'shake one's booty' means to 'wiggle one's butt', allow me to demonstrate.
Homer: (to Bart) I know you're mad at me right now, and I'm kinda mad too...I mean, we could sit here and try to figure out 'who forgot to pick up who' until the cows come home. But let's just say we're both wrong and that'll be that.
Lou: There's a couple of guys fighting at the Aquarium Chief.
Chief Wiggum: Do they still sell those frozen bananas?
Lou: I think so.
Chief Wiggum: Lets roll.
Homer: Remember when I used to push you on the swing?
Bart: I was faking it.
Bart: Oh yeah? Remember this? "Higher, Dad! Higher! Whee! Whee! Push harder dad!"
Pepe: I love you, Papa Homer.
Homer: I love you, too, Pepsi.
(a homeless man sleeps in a dumpster)
Homer: Hehehe, Just like Oscar the grouch.
Corey: Hi, you've reached the Corey hot-line. $4.95 a minute. Here are some words that rhyme with Corey: gory, story, allegory, montessori...
Ned: Hey Homie, I can see your doodle.
Homer: Shut up, Flanders.
Homer: What am I supposed to do!
Homer's Brain: Pick up Bart! Pick up Bart!
Homer: Pick a bar? What the hell is pick a bar?
Milhouse: Trab pu kcip! Trab pu kcip!
Administrator: And what are your reasons for wanting a little brother?
Homer's Brain: Don't say revenge! Don't say revenge!
Homer: Uh, revenge?
Homer's Brain: That's it, I'm gettin' outta here.
(The sound of footsteps and a door slam.)
Homer: For your information, I'm his father.
Tom: You mean the drunken gambler?
Homer: Yes and who might you be?
Homer: Hit me.
Homer: Hit me.
Homer: Hit me.
Bart: Remember when Tom had you in that headlock and you screamed, "I'm a hemophiliac!," and when he let you go, you kicked him in the back?
Bart: Will you teach me how to do that?
Homer: Sure, boy. First, you gotta shriek like a woman and keep sobbing until he turns away in disgust. That's when it's time to kick some back. And then when he's lying down on the ground,...
Homer: Kick him in the ribs.
Homer: Step on his neck.
Homer: And run like hell.
Homer: Where you goin', boy?
Bart: Father/Son picnic.
Homer: Have a good time.
(Bart slams front door)
Homer: Wait a minute.
Tom was originally intended to be played by Tom Cruise, hence the name, the motorcycle and the fact that he's a pilot. Cruise turned down the part so Phil Hartman filled in, besides doing two other voices in the episode, neither of which were Troy McClure or Lionel Hutz.
Blackboard Joke: The principal's toupée is not a frisbee.
Couch Gag: After the family sits down, the wall behind the couch spins 180 degrees, replacing the full couch with an empty one.
While Marge and Lisa are talking to Principal Skinner in his office, he looks out the window at a house and starts an imaginary conversation with his mother. This is a clear reference to Alfred Hitchcock's 1960 film Psycho about a man with a peculiar relationship with his mother.
Homer: Just like "Oscar the Grouch."
As Homer observes a kid sleeping in a dumpster, he makes this comment. He is referring to the character on Sesame Street who lives in a dumpster whose favorite thing in life is trash.
Marge: When I was a girl, I had a crush on Bobby Sherman.
Bobby Sherman is an American singer and actor, who became a very popular teen idol in the late 1960s and early 1970s.
The Brother from Another Planet
The episode title is an obvious reference to the John Sayles film The Brother from Another Planet, starring Joe Morton.
Bart: Eye of the tiger, Bart.
A quick and funny reference to what Rocky says to himself in the film Rocky III.
Skinner: (Looking out windw at house) Oh... there's mother now.
A quick and funny reference to the home, and the relationship of Normon Bates and his mother in the 1960 film, Psycho.
Homer: You've been flouncing around with that bigger brother of yours, haven't you? Haven't you?!
A quick and funny reference to when Richard "Get Drunk" Burton accuses his wife of adultery in the 1966 film, Who's Afraid Of Virginia Woolf?
Bart: Oh yeah? Remember this? "Higher, Dad! Higher! Whee!"
A funny parody o the "fake orgasm" scene in the 1989 film, When Harry Met Sally...
The Flying Nun
While waiting for Homer, Bart sees Sister Bertrille from The Flying Nun get swept up from the wind and crash and explode on the horizon beyond some hills.
Milhouse's backwards scrawl and finger motion parody Danny Torrence from the 1980 film, The Shining.
The Public Enemy
The scene where Homer gets his face crushed with grapefruit by Bart is similar to the famous scene from the 1931 film, The Public Enemy.
Bart's "bigger brother" (the motorcycle-riding F-14 pilot, Tom) is a fairly transparent homage to Tom Cruise's character, Maverick, from the 1986 film, Top Gun.
Ren & Stimpy
The show Bart and Tom were watching is the 1991-1996 Nickelodeon show, The Ren & Stimpy Show. On the DVD commentary, the producers say that they had Nickelodeon do the layouts for this sequence.