After Ned Flanders reveals that he's sixty years old and looks young because of his cautiousness and clean living, everyone begins pitying Ned for being a boring old man. To combat this, Ned joins Homer on a trip to Las Vegas, where the two gamble away their money, drink themselves stupid, and end up married to two skanky barmaids who call upon Vegas' most popular entertainers to capture them when Homer and Ned plot to divorce them.
This episode contains examples of:
- Accidental Marriage: Homer and Ned's drunken marriages to Amber and Ginger.
- Anachronism Stew: Most of the resorts depicted in Vegas are parodies of real life ones including several that went defunct years before this episode aired.
- Back for the Dead: The Monty Burns Casino
- Bait-and-Switch: Ned sees Grandpa Simpson and Jasper in a convertible with four sexy women and think that they're having the time of their lives. When the car drives off, it turns out Grandpa and Jasper are being held hostage by the women ("Shut up and take us to Dress Barn!").
- Be Careful What You Wish For: Ned goes to Homer hoping to get some excitement in his life. They both get more than they bargained for.
- Bowdlerise: In the original version, when thinking of a number to bet on, Homer has the line "Barney's birthday is April 20th, same as Hitler's..." The second FOX airing of this episode actually aired on April 20, which was also the date of the Columbine High School massacre; as a result of this, the line was changed for the third FOX airing to "Barney's birthday is July 15th, same as Lassie's..." The replacement line only aired that one time (in syndication it's the original line), it is the version found on both FXX and the DVD.
- Call-Back: The Monty Burns Casino, introduced back in Season 5's "$pringfield", is demolished in the episode's beginning. Lisa brings up the end of "Trash of the Titans", and asks why the casino — which hasn't seen any action since "$pringfield" — was moved with the rest of the town if it had already fallen into disuse. Its absence prompts Homer to take Flanders to Vegas for fun.
- The Cameo: Ralph Steadman's caricatures of Hunter S. Thompson and Oscar Acosta from Fear and Loathing in Las Vegas drive past Homer and Ned, coming from Vegas with the Raoul Duke caricature complaining there are too many kids there.
- Curb-Stomp Battle: Homer and Ned get their asses kicked by almost everyone in Vegas, including Drederick Tatum, The Moody Blues, and a white tiger.
- Famous Last Words: A variation, for Flanders, whose life and experience in Vegas changes after he says:"Give me a...white wine spritzer!" (echoes)
- Good Is Boring: Springfielders are amazed at Ned's longevity and youthfulness until he reveals how much he's deprived himself in order to attain it.Ned: I resist all the major urges.
Sideshow Mel: All of them?
Marge: You mean you've never splurged and say, eaten an entire birthday cake and blamed it on the dog?
Edna Krabappel: You've never licked maple syrup off your lover's stomach?
(Agnes Skinner glares at a nervous Seymour)
Bart: (leaning inside a church window, holding a crowbar) You've never snuck out of church to break into cars?
Ned: No, no, and double no! I haven't done any of those things, folks. You name it, I haven't done it!
Homer: Jeez, Flanders, you're sixty, and you've never lived a day in your life!
Carl: Yeah, even the boy in the bubble had a deck of cards.
- Hollywood Law: Homer and Flanders are both already legally married, so their Vegas marriages to Amber and Ginger would simply be invalid.
- I Take Offense to That Last One!:Ned: This is all your fault. You and your stupid program!
Homer: Blame me if you must, but don't ever speak ill of the program!
- Incredibly Lame Fun: Ned realizes he's been having too much of this, and thus he asks Homer to help him liven things up a bit.
- It Burns!: Moe says it after splashing himself with holy water, thinking it's what makes Ned look young.
- Lampshade Hanging: The Monty Burns Casino is finally seen in an episode after the one from when it was built and it was commented in-universe how, one week after its opening, nobody would remember it until now.
- Mugged for Disguise: Averted. While being chased, Homer and Ned grab a pair of janitors and fight them offscreen in a closet. The janitors walk away unscathed, whereas Homer and Ned collapse badly bruised.
- No Ending: Homer and Ned are thrown out of Vegas and are forced to walk home. When the credits roll, they're being attacked by vultures.
- Older Than They Look: In this episode, it's revealed that Flanders is sixty. He apparently accomplished his younger appearance through "clean living, chewing thoroughly, and a daily dose of Vitamin Church".
- Poor Communication Kills: Played for Laughs for The Comic Book Guy, who tells the car wash attendant to be careful with his "hilarious bumper stickers" that read "I Brake for Klingons" and "My Other Vehicle is the Millennium Falcon", which he especially likes because he said it was given to him by a Harrison Ford look-alike...only for the attendant to vacuum them off anyway, as he doesn't understand English.
- Real Men Cook: Apparently men who live in the impulse zone spit-roast meats over their chimneys using tires as fuel for the fire.
- Rhymes on a Dime: The Moody Blues begin a rhyming piece (more precisely, a parody version of the five lines that both open and close their 1967 album Days of Future Passed) concerning Homer and Ned's predicament and seeming cruelty of fleeing their Vegas wives until they decide to "can the poems" when it's "ass-whooping time".Graeme Edge: Cold-hearted Homer ditching his wife, while ancient Ned runs for his life.
Justin Hayward: Chips of blue, red, and white, but we decide which is-note
John Lodge: Oh, can the poems, it's ass-whooping time!
Ray Thomas: (opens a switchblade) I want fatty! (Homer screams)
- Ripped from the Headlines: The opening scene of Mr. Burns' casino being demolished is based on the rising trend the real Las Vegas went through in the 90s where many of their resort hotels were demolished to make way for newer ones. Kent Brockman's statement on the casino being replaced by a "casino themed family hotel" comes from the criticisms several modern resorts in the 90s faced by trying to turn Vegas into a more "family-friendly" destination. Raoul Duke's complaint about there being "too many kids" in Vegas also reflects on this.
- Riddle for the Ages: Homer has an explanation for why Mr. Burns' casino has been taken with the rest of town but, when he was about to tell it, he was interrupted by the noise of the casino being demolished and the issue has never been brought up again.
- Rule of Three: This conversation.Ned: This may sound just a teensy bit insane in the ol' membrane, Homer, but I was wondering if you could show me how to have some fun.
Homer: (with arms crossed) Well, well, well, so Flawless Flanders needs help from Stinky-Pants Simpson.
Ned: Heh, heh, yeah, I guess I do.
Homer: Welly, welly, welly. Mister Clean wants to hang out with Dirty Dingus McGee.
Ned: How 'bout it, Homer, will you teach me the secret of your intoxicating lust for life?
Homer: Wellisy, wellisy, wellisy...
Ned: Stop that!
- Series Continuity Error: Ned is said to be 60 years old, however previous episodes, most notably "Hurricane Neddy", had shown he was a child in The '50s with Beatnik parents, which would make him a baby boomer (born between 1946-64) and put him in his early 50s at most. Though since the show is still on the air in the 2010s, Ned would indeed be in his 60s by this point.
- Similar Item Confusion: When Mr. Burns' Casino is about to get demolished using bombs, one of the demolition worker overhears Bart say, "All right! Here comes the implosion" and responds to the other with "Implosion? I thought you said—" and is interrupted when the plunger goes down. This confusion results in the casino being blasted into a huge dust cloud covering part of the town.
- So Long, Suckers!: Subverted; Homer and Ned try to escape in a Vegas contest car with Homer, with Homer shouting this. Before they can pull off, however, the angry crowd beats them up and throws them out of town.
- Twin Threesome Fantasy: Played. Homer start to imagine the advantage of live with two wives. So, Homer's imagination conjures up himself lying in a hammock while Marge and Amber chop wood and dig a hole, respectively.Marge: You know, Homey, there's so much more two wives could do for you...
Homer: I hear digging, but I don't hear chopping!
- Viva Las Vegas!: The setting, naturally.
- What Did I Do Last Night?: Homer and Ned's drunken stupor, culminating in accidentally marrying Amber and Ginger.