Thursday, 30 October 2025

The Most Wonderful Time of The Year (aka Look What Disney Did To Bob)

Watching the Simpsons shorts created for Disney+, it is somewhat mind-boggling to contemplate that there ever was a time when the series doing a self-proclaimed cheap cartoon crossover was treated as a matter of extreme contention, at least among the higher-ups. "A Star Is Burns" of Season 6 was conceived and created with the intention of convincing you to check out The Critic, a series by former Simpsons showrunners Al Jean and Mike Reiss, which had been picked up by Fox for its second season (following a troubled start on ABC) and would be premiering right after. Simpsons creator Matt Groening was so infamously opposed to the move that he insisted on having his name scrubbed from the credits, arguing that The Simpsons and The Critic didn't have anything to do with on another. He was basically right. Writer Ken Keeler had a valiant go at making the set-up as fun and credible as could possibly be expected, but there isn't much dancing around the fact that the episode rests on a massive contrivance - the idea that snobby New York film critic Jay Sherman and the uncultivated small-towners of Springfield would want to hang out together. There's a weird false harmony to their interactions, as if both parties know that ingratiation is their best recourse, even with Bart getting in the occasional aside about how intrinsically crummy the arrangement is. With hindsight, though, the possibility of Jay and the Simpsons sharing a common universe was barely a stretch at all, not when compared with the company the family would be toadying up to in three decades' time. Who would have guessed that in the 2020s we'd be seeing official content that had the Simpsons rubbing shoulders with fairy tale princesses, space tyrants and talking ducks who wear naval jackets (but not pants)? Welcome to the world of Disneyfied Simpsons, a world as baffling as it is brain-rotting.

The obvious rejoinder is that the Disney+ shorts (unlike "A Star Is Burns") are clearly not part of the Simpsons canon and that the crossovers therein represent no radical new world-building for the show's internal universe, but rather pieces of fun, bite-sized content to be readily consumed on the side. More accurately, they're thinly-veiled advertisements for the Disney+ library that hide behind a repurposed, declawed version of the Simpsons' irreverence. They're over before they've even started, they might give you the occasional dumb laugh (so help me, while watching May The 12th Be With You, I actually did chuckle when Mary Poppins - or was it Shary Bobbins? - said, "No fat-shaming on Disney Playground Planet, brat!") and have you go away wanting to binge the latest Marvel series, but they add nothing of value to the Simpsons brand. In my eyes, Plusaversary (2021) would be a strong contender for the nadir of the entire franchise. The part of it that had me absolutely throwing my hands up was at the end when Bart walked in dressed up as Mickey Mouse and Sideshow Mel leaned over and said something along the lines of "I can't believe you're getting away with this!" Excuse me Mel, but what the fuck is there to even be getting away with? Plusaversary is about as subversive as an episode of House of Mouse. Bart did a far more scathing Mickey Mouse impersonation in The Simpsons Movie, and even that was relatively mild compared to how savagely Disney were sent up in the episode "Itchy & Scratchy Land" (if they were able to sneak a gag like "Nazi Supermen Are Our Superiors" into one of these shorts then yeah, that might have impressed me). Before that head-scratching finale, we had Lisa singing a ditty about the virtues of Disney+, in a manner that seemed eerily reminiscent of her role in "The Simpsons Spin-off Showcase" segment "Chief Wiggum, P.I.", only without the winking irony. There were attempts to disguise the tackiness of the occasion with sprinklings of pseudo self-deprecation, including an ever so quaint gag about parents using their televisions as inexpensive babysitters. When Roald Dahl was making that observation in 1964 I'm sure it seemed biting and scandalous, but the conversation about children and screens has moved on significantly, what with the coming of tablets and social media, and I doubt that anyone in 2021 was terribly shocked by the admission that TV is a convenient fallback for keeping the kids pacified.

Defenders of the Disney+ shorts will point out that The Simpsons were never sticklers for artistic integrity, and that they were hawking candy bars before they even had a series proper, but at least those Butterfinger commercials had the decency to restrict themselves to actual advertising blocks and had zero pretensions about what they were. The Disney shorts are cynical slices of self-promotion dressed up as fun little nuggets of bonus content; superficially, they might be capable of acknowledging their own vapidness, but they are not designed to make us question our relationship with the media we consume, as might once have been expected of a creation as iconoclastic as The Simpsons. They have the air of a surrender more than a challenge. I think Frank Oz's comments about Disney's handling of The Muppets applies here: "They're cute...I love cute things like little bunny rabbits, but I don't like pejorative cute."

So yeah, the Disney+ shorts are not my bag and I've tended to avoid talking about them because these days I prefer to direct my efforts toward things that I like or that I at least think are interesting. Besides which, they're so aggressively lightweight that I'm not sure there is a whole lot to be said about them ("Chilli and Bingo were in the same narrative space as Marge and Maggie - isn't that nutty?"). And then last year they did the one thing guaranteed to grab my interest - they dragged Sideshow Bob into this dubious arena - and I thus feel obligated to comment. The Most Wonderful Time of The Year dropped on October 11th 2024, and revolves around Bob joining forces with the Disney villains to belt out an ode to the spooky season by way of a corrupted Christmas standard ("It's The Most Wonderful Time of The Year", originally recorded by Andy Williams in 1963). That they're singing about Halloween but the short has the trappings of a festive special is the big underlying joke. The definition of a Disney villain has been expanded to include the likes of Vader, Thanos and Agatha, but there is a curious dearth of Pixar villains in The Most Wonderful Time of The Year. Curious, because come on, one of them was actually voiced by Kelsey Grammer. Surely if you're going to have Bob interacting with bad guys from other Disney-owned properties, Stinky Pete is the first who should have come to mind? The mint condition prospector's failure to show must be this short's single biggest missed opportunity.

As it is, The Most Wonderful Time of The Year is basically harmless - which, honestly, is about as good as I could have hoped it to be. It's not as feeble and inexplicably self-congratulatory as Plusaversary, but it is every bit as vacuous. I'll start by focussing on what I liked about it, which is that Bob is still a treat to listen to. There's been so much discourse in recent years about the ageing voice cast and what it might mean for the future of series, but Grammer seriously doesn't sound too bad for a man entering his 70s (admittedly, I'm not sure if he's doing Bob's maniacal laugh any more - he apparently found that challenging enough in his 30s). There's a moment in the prelude where Bart (the only Simpson to have any dialogue in this short) indignantly requests that Bob kill him and not torture him with singing, and my immediate reaction was "How dare you? Bob is a wonderful singer!" And yeah, I stand by that. The performance was essentially fun. I also quite liked Bob's description of the Halloween season: "A time when we take a break from the hustle and bustle of daily life to think about what's really important: murder, mayhem, madness and, hey, a few laughs."

Worth noting is that The Most Wonderful Time of The Year is only our second villain-themed Disney+ short. The first was Welcome To The Club from 2022, which was about Lisa meeting the Disney villains, and which actually had the germ of a good idea. Lisa has been invited to become an official Disney Princess, only to discover that she has a greater affinity with the villains. And why not? Disney princesses are, generally speaking, upholders of traditional patriarchal systems and values, whereas villains are the rebels who challenge the status quo. I could see Lisa having some issue with Cruella De Vil, Gaston and the others who were animal killers or exploiters, but the ones who were queer-coded misfits would definitely have a case. It wasn't especially well-realised (Lisa's big hesitation about joining the villains is that they always die at the end, which historically has happened more rarely than people tend to assume), but the potential was definitely there for a short that integrated the characters in a meaningful way, and wasn't just a crossover for the sake of a crossover. Bob's reason for hanging out with the Disney rogues gallery is a lot more surface-level -  the gist of it is that he's a villain, they're villains, so let's all have a big song and dance where we celebrate being evil for the sake of evil. Needless to say, this is as surface-level as Bob's characterisation gets, in line with the flattening he underwent post-1990s. He is just here for the murder, mayhem and madness, and not because he too was once a queer-coded misfit who challenged the power structures of his own environs. The greatest contrivance of the set-up occurs at the opening, when he invites us to, "Pull up a chair, relax and let me extend you on behalf of Disney+ the most wonderful wishes of the season". You know, I don't for a second believe that Bob watches Disney+. He's a PBS guy and you know it. (Actually, as per "Sideshow Bob's Last Gleaming", he's not much of a chattering cyclops guy at all, but I'm sure he'd see Disney+ as particularly representative of dumbing down cultural standards.)

Unlike Welcome To The Club, there's not any real comprehensive narrative here. It's a straight-up music video, more or less. Bob is holding the Simpson family captive in their own living room in the opening sequence, but this doesn't go anywhere once the song itself gets underway (also, the house is on fire, a detail to which everybody inside seems strangely indifferent, and we later see Snowball II running from the blaze, but that's it). Bob doesn't have any overarching nefarious scheme going on, we don't see the Simpsons escaping from his clutches, and although Bart later shows up with Loki to oppose Bob, hitting him with a rake (ugh, fuck those things) is as far as it goes. Bart is also dressed up as Alex from A Clockwork Orange, a callback to the costume he'd donned in the wraparound narrative of "Treehouse of Horror III". It's an interesting choice, given that Disney doesn't own that film (no, that's Warner Bros' property to bastardise in their own stupid crossovers, as we saw with Space Jam: A New Legacy), but I think it's supposed to code him as being in something of a miscreant mode himself. And wouldn't you know it, by then end of the song he and Bob are on the very same page, singing side by side like they're the best of buds, conceding to the possibly that they are not so diametrically opposed after all, but rather different shades of the same deviant spirit. For Halloween is absolutely the time be unleashing your inner deviant, if not quite as literally as this song suggests. And yes, we could absolutely question the appropriateness of Bart dressing up as that character, which I think was supposed to be an implicit joke in "Treehouse of Horror III". Here, I don't know if Disney fully thought the implications through, seeing as how one of the stills during the closing credits shows Alex-Bart tormenting a gagged and bound Bob. Where exactly is our train of thought supposed to be going?

Futuristic rapists aside, The Most Wonderful Time of The Year is an overwhelmingly safe short, and that's absolutely to its detriment. It doesn't do anything really radical or unexpected with the concept of the Simpsons and Disney worlds colliding for a Halloween bash. There was precisely moment that genuinely caught me off guard, and that was when Amos Slade, the villain from The Fox and The Hound, was singing about the joys of shooting deer while directing his gun at Bambi and his mother, only for the Great Prince of the Forest to sneak up from behind and wallop him.

I'll admit that this sequence hit me, in part because my brain had a slightly hard time processing its very existence. We have Bambi, star of my favourite Disney movie, Bob, my favourite fictional character period, and Slade...well, I'm not really a massive stan of Slade per se (there are some who champion him as one Disney's most complicated villains; he certainly is one of the pettiest) but The Fox and The Hound was one of the quintessential movies of my childhood, and it blows my mind seeing them all onscreen together like this. When I was watching all three properties as a kid in the mid-90s, I would never in a million years have imagined that I'd be seeing them intersect in this way. It's precisely this kind of insidious buzz that these shorts are looking to coast on, and it has little to offer beyond cheap novelty. But it's also the one portion of the short that kinda sorta disturbed me on any level. Not because the action itself is especially edgy; it's not like Slade succeeds in even spooking the deer, after all (without Copper, I suspect he'd be a pretty incompetent hunter). No, what I find unsettling about it is the way Bob pops up wearing a bib with Bambi's face on and cries out, "Yummy!" Oh Bob. The death of Bambi's mother represents the ruptured innocence of multiple generations of children; why are you cheering this on? Although let's face it, while Bob is absolutely not a Disney+ subscriber, and I'm also not convinced that he's as big a Halloween enthusiast as this short implies...he probably does eat venison. And it tears me up inside. 

Slade is, incidentally, the most "obscure" Disney villain to appear in the short, in that he isn't one you tend to see featured on merchandise (ie: not one of the sexy villains). For the Disney buffs, I don't think The Fox and The Hound could be considered an obscure title at all, but I suspect that your casual Disney+ viewer has no clue who he is and assumes that he's meant to be the actual hunter who killed Bambi's mother. The most obscure characters to appear overall would probably be Hansel and Gretel from the 1932 Silly Symphony short Babes In The Woods, who are brought out alongside Snow White, Aurora and Rapunzel for a joke about how a number of Disney's stars would be obliterated from existence (to the approval of Thanos) if the Brothers Grimm were somehow capable of getting their stories copyrighted. Meanwhile, a character who seems to be disappearing more silently is Dr Facillier from The Princess and The Frog. He's AWOL from Bob's celebration, despite being one of Disney's most popular 21st century villains, and the short unwittingly draws attention to his absence by incorporating a scene where the Sultan from Aladdin is transformed into a frog by Jafar, a bit that feels like it would be better suited for Facillier (sure, Jafar's got personal baggage with the Sultan, but turning humans into frogs is specifically Facillier's thing). 2024 really wasn't Facillier's year, since he was also conspicuously absent from the "Tiana's Bayou Adventure" attraction that opened in Disney's US parks upon the bones of Splash Mountain. There's been speculation that Disney is becoming increasingly hesitant to use him, for concerns that his voodoo associations could be deemed problematic, and I guess his absence here will be adding further fuel to that theory.

For the most part, the choices of characters are the predictable ones, and that's really too bad. If we must be downing these nutritionally-empty remember berry smoothies, then I say go whole hog with it. Slade was a good start, but there are far bigger swings to be taken still. For instance, why wasn't my man Frollo invited for the occasion? He's a gnarly old soul. Goob and Doris are also fun if you give them a chance. Disney has allowed the Who Framed Roger Rabbit property to stagnate for decades (despite it being the gold standard for cartoon crossovers, in that it was made with palpable love and skill), but Judge Doom and Toon Patrol are terrific villains who are absolutely crying out for more recognition. Be creative. Have Magnifico from Wish show up and all of the other villains be embarrassed to be seen with him, including Edgar from The Aristocats. Heck, why not get Harry and Marv involved, since Disney has Home Alone too? Those guys would absolutely sympathise with Bob, in knowing the sting of being repeatedly bested by a wily prepubescent. Or are there additional legal complications in using Pesci and Stern's likeness?

It also has to be said that the Simpsons visual style really doesn't become a lot of the Disney characters that are featured. In particular, I don't get why Scar, who has one of the most badass designs in all of Disney villaindom, always looks so unbelievably hideous in these shorts. I did wonder if it might be a nod to the show's tendency to draw cats in the most grotesque possible fashion (Groening has stated on multiple DVD commentaries that he thinks Snowball II might be the ugliest feline in animation history, of which he's very proud), only Shere Khan looks halfway decent by comparison, so that's probably not our answer. Elsewhere, the Tangled characters clearly didn't get the memo that The Simpsons is an iris-free zone, and egad does Mother Gothel look like she's on substances.

And what of The Simpsons' own antagonistic arsenal? Do they get much of a look-in with so many Disney foes running rampant? Besides Bob, Nelson is the only one to contribute anything to the song, but a lot of them do make appearances, notably during a crowd shot that packs in a fair number of knaves from across the series. The selection of characters is certainly interesting. Most of the expected faces are there - Mr Burns, Fat Tony, Snake, Herman, Russ Cargill, Hank Scorpio and the like. It's also heartening to see Ms Botz and Lyle Lanley, two one-off villains who presumably won't be back because their voice actors are sadly no longer with us, but that doesn't mean they can't be remembered and celebrated. Other choices are more questionable. Groundskeeper Willie? Er, in that one Halloween segment, sure. I'll concede that he also tried to bludgeon Bart in "Girly Edition". But outside of that, could you really call him a villain? Helen Lovejoy? I've always thought she had a ton of untapped potential as a rival to Marge, but I'm not sure if she ever went far enough with that energy to be lumped in with the rest of these ne'er do wells. Agnes Skinner? Look, much like Helen she's not a very nice person, but if that were the criteria, most of Springfield would be up here. Meanwhile, I was surprised by the absence of Kodos and Kang, given that this is a Halloween-themed short and all, but the space squids do feature later on, having some kind of strangling tussle with Ursula (or are they merely exchanging long protein strings?). The total lack of Cecil Terwilliger feels like the short's second biggest missed opportunity, but then I could imagine a man of his refinement, even one with faded dreams of being a TV clown's sidekick, turning up his nose at the idea of participating in anything so corny. ("Something like this was inevitable, Bob. It's the final step in your descent from legitimate maniac to dancing bear!")

The short ends in a predictable manner, with Bob getting hit by another rake and calling it a "tired gag". True, and pointing it out doesn't make it less so. Although the final still in the closing credits shows Bob riding off into the night on a rake a la a broomstick, implying that the hardest of feelings have truly been put aside in the spirit of the Halloween season. And that's just beautiful. God bless Us, Every One!

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