Grandpa teaches Homer and Bart how to be con artists while Marge gets smashed on Long Island Iced Teas.

!! Tropes:

* AbusiveParents: Homer abandons Bart at the wharf at night after his magic act only earns 60 cents. [[EasilyForgiven Bart doesn't really hold it against him, though.]]
* AllPartOfTheShow: Subverted when Marge is attacked by the monkeys in the magic act:
--> '''Announcer''': Folks, this is not part of the act. Please help her.
* BrutalHonesty:
--> '''Homer''': A good son would come through for his dad!\\
'''Bart''': And a good dad wouldn't miss his son's little league games!\\
'''Homer''': I ''told'' you: I find them boring!
* CaptainObvious: Marge's reaction when Homer and Bart lie to her and Lisa about the church carjacker:
--> '''Bart''': And he said if we went to the cops, he'd come back for Maggie.\\
'''Marge''': ''(gasps)'' Oh dear, we don't want that!
* CreatorCameo: Showrunner Mike Scully plays the announcer at the magic show.
* {{Foreshadowing}}: In retrospect, Grampa easily getting away on a motorized cart without any pursuit from the "FBI agent" should've been a clue that Grampa was in on the con.
* GainaxEnding:
-->'''Homer:''' Wait a minute, you're telling me the police force, the TV news, a courthouse full of people, and a popular entertainer had nothing better to do than to teach me and Bart a lesson?
-->'''Lisa:''' I know it seems farfetched, even insulting to your intelligence, but there's a simple and highly satisfying explanation. You see...
-->'''Otto:''' ''(interrupting)'' Hey everybody, surf's up!
* GettingCrapPastTheRadar: When Bart does some magic, Homer tells Ned to pony up: "The kid's not turnin' tricks for free." "Turning tricks" is slang for a prostitute having sex with a client.
* GiantNoveltyCheck: Homer, Bart and Grandpa use one as part of the scam they pull on Abe's fellow residents at the retirement castle.
* INeverSaidItWasPoison: Parodied:
--> '''Blue-haired lawyer''': Will you tell the court your whereabouts at the time of the carjacking?\\
'''Willie''': I was alone in me Unabomber-style shack. I had nothing to do with the carjacking.\\
'''Blue-haired lawyer''': Carjacking? Who said anything about a ''carjacking?'' ''(audience murmurs)''\\
'''Willie''': But didn't ya just say-\\
'''Blue-haired lawyer''': I'll ask the question here, Carjacker Willie!"
* KangarooCourt: Groundskeeper Willie's trial. Willie was the only person in court aside from Homer and Bart who didn't know the trial was a sham to make Homer and Bart confess. He even shot Principal Skinner, who faked his death.
** Also, the judge allows Willie to be nicknamed "Carjacker Willie", which obviously wouldn't be allowed in any normal trial.
* LatexPerfection: The judge in the trial is Grampa in disguise, who removes the mask when all is revealed.
* NonAnswer:
--> '''Marge''': Why are you frosting that old throw pillow?\\
'''Homer''': I could ask ''you'' the very same question.
* NotHelpingYourCase: When Willie is grilled on the stand:
--> '''Willie''': I was alone in me Unabomber-style shack.
* OfCourseISmoke: After failing to con Flanders, Homer and Bart hide in the treehouse, where Grandpa is waiting for them in a dark corner with a pipe.
-->'''Grandpa:''' Amateurs! ''[lights up]''
-->'''Homer:''' Dad?!
-->'''Grandpa:''' That's right!
-->'''Bart:''' You don't smoke a pipe.
-->'''Grandpa:''' That's right! ''[coughs]''
* {{Pun}}: When Homer wants to "scare Bart straight" by requesting Wiggum put him in a jail cell:
--> '''Wiggum''': I'll put you in the Rick James suite. It's "super-freaky".
* OhCrap: After Ned starts to catch on to the Bible grift, Homer and Bart book it to the treehouse.
* RiddleForTheAges: Why ''would'' so many people (including special guest star Edward Norton) go that far just to teach Homer and Bart a lesson?
* SawItInAMovieOnce: Homer and Bart try a scam they saw in a movie but it backfires when their target recognises the scenario. Grandpa Simpson's scam also comes from a movie but one no-one watched so no one catches on.
* ShoutOut: In one grifting scheme, Homer poses as Creator/EdMcMahon and declares Abe the winner of $10,000,000 from "that Publisher's Clearing Dealie".
** Grampa's line about being rich enough to afford a "crazy, stripper wife" is a reference to Anna Nicole Smith and her marriage to J. Howard Marshall, which a lot of people believed was so Smith could get his money when he died.
** Kent Brockman ends his pay phone call with: [[Series/SaturdayNightLive "Good night, and have a pleasant tomorrow."]]
** Homer and Bart try to con Ned by selling him a Bible with his name on it, but Ned says, "Wait a minute, this seems an ''awful'' lot like that movie ''Film/PaperMoon''."
** Devon Bradley is currently performing in ''Theatre/JosephAndTheAmazingTechnicolorDreamcoat'' at the dinner theatre.
* TakeThat: "Now, this little number was in ''Film/TheSting Part II'', so ''nobody'' knows about it!"
* UnwittingPawn: After the truth comes out in the courtroom that the whole thing was to teach Homer and Bart a lesson:
-->'''Homer:''' I can't believe everyone was in on it.\\
'''Willie:''' WILLIE WASN'T!
* WroteTheBook: Abe claims he wrote the book on grifting. Bart checks the grifting book he had been carrying and sees Abe's name.