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Top 10 Darkest Moments in The Simpsons

What can be said about The Simpsons that hasn’t been said before? We all know them as our favourite yellow family on television, entertaining us for over 26 years (and still going). In their 754 episode history there has been thousands of classic moments that will easily jump to each of our minds, some eye wateringly funny, classic quotes and even the more emotional moments that still pack a punch today (Homer sat on the car at the end of Mother Simpson still gets me right in the feels).

Unlike Family Guy or South Park, it’s this “light-heartedness” that we come to expect when we sit down to (re)watch our favourite episodes. Every now and again though the show won’t hold back from going to some dark places before carrying on like nothing has happened, leaving us to question “did I just see that??”.
We’re never going to see Bart cook Jimbo’s parents into chili and feed it to him, or have Homer accuse Dr Hibbert of rape following a prostate exam, but with moments like Side Show Bob trying to kill children or Moe’s numerous suicide attempts, The Simpsons are not afraid of showing their dark side.
Here the top ten moments The Simpsons made us raise a few eyebrows.

10. Most Of Season 1

With “golden-age” of The Simpsons often cited as seasons 2-9, season one is often forgotten about. Although its very rough, the characters sound a little different and the animation is all over the place occasionally, its hard not to watch the season without appreciating how it sets up the next 25 years.
However, you can also see why its often left out when fans talk about the early years, its just so depressing at times! In the first episode we see Homer lose his Christmas bonus, gets a 2nd job and then gamble away the little money he has made, we also see Homer get so depressed about his family he takes them to family therapy, Lisa feels “sad”, Marge comes close to having an affair and Bart gets made a slave in France.
The darkest moment though come in episode three “Homer’s Odyessy”. Homer has lost his job at the nuclear power plant and after struggling to find another one, he plans to kill himself! We actually see Homer say goodbye to his sleeping family after writing his suicide note. It doesn’t end there… as we see him struggling to carry a rock to the bridge, the old couple next door (The Winfields) actually make a joke about him killing himself, rather than help! That’s cold, Winfields, very cold!

The whole scene just depressing and slightly uncomfortable when you realise that Homer is selfishly going to kill himself and leave his whole family just because he’s lost his job. Luckily he loses his job so often now he’s just gotten use to it.

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9. Homer Kills Grandpa

Most fans have probably given up on The Simpsons by season 19, but it provides one of the shows darkest moments in the form of a “The Sopranos” parody. Episode 16 “Papa Don’t Preach” opens up with Homer and Grandpa driving at night being driven off the road and over a cliff by Patty and Selma. Homer crawls out of the wreckage to check on Grandpa, we see him dialing a nine and a one before pausing and closing his phone. He then takes his hand and smothers Grandpa, staring his own father straight in the eyes as he slowly succumbs to his death. We then find out Homer was dreaming the whole thing as he states “I was having the most wonderful dream”.
As a parody this is brilliantly funny, almost a shot for shot for remake of the famous scene, but then when you realise that Homer is essentially dreaming about killing his own dad AND enjoying it, it just makes you really uncomfortable around Homer.

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8. Homer finds the corpse of Smithers’ dad.

In one of the newer (poorer) flashback episodes we discover Homer has been repressing memories from when he was a child. We see Homer as a boy out on an adventure with Lenny, Carl and Moe, heading towards the old quarry for a swim, as Homer dives into the water he discovers a corpse that which (obviously) traumatises him.
As if it isn’t bad enough that we find out that Homer has had quite a severe traumatic experience as a kid, he then goes to find the corpse and takes his CHILDREN along with him!
On top the traumatising childhood, taking children to find a dead body we discover the corpse is actually Waylon Smithers Snr, who died heroically saving the plant and Mr Burns stuffed his body down a sewer pipe. Waylon Smithers Jnr appears to just accept all this and doesn’t really have any emotional response to any of this. It all finishes rather abruptly and you makes you feel like you could repress the memory of the last 20 minutes.

corpse

7. Homers Police Tape Prank

The Simpsons at the height of its power was one of the funniest things on tv. Its humor had a wide range of slapstick, pop-culture references, “in jokes” as well as having some fantastic black comedic moments. This couldn’t be backed up more by season sixes “The Springfield Connection”.
Marge becomes a cop and Homer has a great time playing with all of Marge’s new police toys including her police tape which he uses to play a prank on Flanders.
Wrapping Marge’s police tape around Ned’s house, Homer bursts into laughter when he see’s Flanders think something has happened to his family. It’s a great mixture of Homer’s laughter and constant reassurance to Ned that his family is actually fine combined with Ned awkwardly laughing along and the scene just dragging the situation for the perfect length of time that makes this so brilliant dark and hugely funny. Classic Simpsons.

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6. Moe’s Professor Kills Himself

By the time season 13 came around the majority of fans could argue that the show had probably ran its course and was turning out stale, uninspiring episodes. “Homer The Moe” is no exception, a pretty poor episode overall with one standout moment. When Moe goes back to his old university to find his old Professor, he asks him for some inspiration to help reignite his passion for bar keeping. After suggesting he should modernise up his tavern, out of nowhere the Professor tells Moe he’s dying before waking into the lake in and killing himself.

It’s the abruptness of the whole thing that makes this so dark, along with the Professors almost optimistically sounding “Do you have a cure for cancer??” and Moe’s naivety as his friends drowns himself before just walking off nonchalantly. You’re his friend Moe! Help Him!

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5. Frank “Grimey” Grimes

“Homer’s Enemy” of season eight is widely considered the last “great” episode of The Simpsons. It’s not hard to see why as its essentially The Simpsons writers making fun of their own show. Realising how ludicrous, stupid and a caricature Homer has become, they bring in his opposite in the form of Frank Grimes. A hard working individual who has not been able to catch a break.
As we see Frank Grimes’ backstory: Abandoned by his parents, spent his childhood working, delivering toys to “more fortunate children”, blown up, and then had to study science by mail, you cant help but feel pretty sorry for him already.
Then all the way through the episode things just go bad to worse for him, Mr Burns immediately overlooks him for him a dog, Homer eats his lunch, bites his pencils, discovers the man who has worked for nothing has everything including Grammys and trips to space!
As you’re watching, even though it’s hilarious, you can’t help but think that you would also hate Homer if you were in the same position. All the way through you’ve been sympathising with Grimey, feeling empathy with his struggles before he finally cracks and accidentally electrocutes himself.
Then to rub salt in the wounds, his funeral his made a mockery by Homer sleeping through it. It’s a cold ending the episode, after you’ve wiped the tears of laughter from your eyes you there is a part of you who feels that it might just be a little cruel on poor old Grimey.

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4. Uncle Arthur

This is one of those moments where its not until you really focus on it that you realise what has just happened because you don’t actually see anything. In season 5’s “Bart Gets Famous”, Bart and Marge are innocently chatting when marge tells Bart:

“Your Uncle Arthur used to have a saying. “Shoot em’ all and let God sort it out.” Unfortunately, one day he put his theory into practice. It took 75 federal marshals to bring him down. Now, let’s never speak of him again.”.
Its said so casually that you can just miss it but when you realise that Marge had an uncle that went on a shooting spree, it makes you wonder what else we’re missing from the Bouvier side of the family!

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3. Homer Hangs Himself

Another scene involving Homer and suicide.
This time its nineteen years later and Homer is still have money troubles. He decides to be slightly less dramatic this time and goes to hang himself in the garden.
What makes this scene so dark though is the reaction of Bart and Lisa who are just stood watching him while he puts the noose around his neck. Unlike back in Homer’s Odyssey where his family come running to his rescue, Bart and Lisa show no emotion as their father is hanging by his neck. No attempts at rescue or pleas for him to stop.
The tree he’s swinging from topples over (which I suppose is the “joke”), but the fact a grown man would hang himself in front of his children is dark enough, but for the children just to except it, that’s something else.

2. Homer gets raped by a Pander.

I must admit I saw this episode so many times as a kid and this bit just went over my head every time. Its just a funny scene with Homer in a panda suit who gets mistaken for a lady panda by male panda.
Except it’s not… Homer gets RAPED by a panda!
Its an actual rape joke in The Simpsons! Its not offensive but it certainly is a shock for such a family orientated show. You don’t realise how dark it is until you rewatch it and see Homer struggling to escape as he is being dragged off screaming.
Often cited as a low point in The Simpson’s long history, it’s a very cheap laugh and too my knowledge not on that has been repeated since.

1 The Banksy Opening.

In recent years to try and give the impression that the show is still freash and current we’ve seen a lot of guest directors for the “couch gag”. We’ve had artists and animators such as Don Hertzfeldt, Michal Socha and Sylvain Chomet to name a few. But the one that really stands out is by graffiti artist Banksy.
For over a minute the artist highlights the work overseas that goes off behind the entire Simpsons franchise. We see Korean workers in a sweatshop style animating frames of the show under the scrutiny of guards, covered in cuts and bandages. We see kids working with toxic waste next to piles of human bones, live cats being thrown into blenders to make the stuffing of toys, animals alive and dead being worked including a unicorn.

As a fan it makes you extremely uncomfortable, not only for watching and enjoying the show but for every single piece of The Simpsons merchandise you own (and all the fans own at least one thing). Of course real life cats and dolphin heads are not being used but it highlights in a typical Banksy way of what is/could be going on beside the scenes while we sit in our comfy armchairs chuckling away.
Its by far the darkest moment of The Simpsons so far and it’ll be very hard to matched.

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My top ten “The Simpsons” episodes.

Everybody loves The Simpsons. Everybody. Its been on our screens for over 25 years although nobody has watched it in the last ten years, it is still regarded as one of the best televisions shows that has ever graced our screens.

Apparently it first aired in the UK in 1990 but I didnt see my first Simpsons episode till 1996, as it was only shown on sky, then when it did get shown on BBC on a Saturday i had to fight my brother who wanted to watch “Sabrina The Teenage Witch” on the side.. unbelievable.

I still watch what i (and most other people) consider the be the “golden age” of the show, seasons 2 – 9, and the jokes still make me laugh nearly 18 years later. Me and Eddy still send each texts featuring random quotes and it still makes us laugh, we’ve been quoting the Lenny and Carl “Sending some out going mail?…” line since school, ashamedly i admit.

With twitter and Facebook accounts dedicated to Simpons quotes, clips and moments, it shows that, although many regard the show as past its best, there is still strong, strong love for everyone’s favorite yellow family.

There are hundreds if not thousands of “Top Simpsons Episodes” list out there,and it was a lot harder than i thought it would be (i originally had 26 episodes down without even having to thing about it!) but here is what i think are the top ten episodes..

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Homer’s Barbershop Quartet
Ok, so im going to cheat right from the off but i really could cut this episode out. It’s a great episode, that features some great music, and references to The Beatles.   It charts the rise and fall of Homer and his barbershop quartet, over 5 1/2 weeks, where they become huge and inevitably blow it all. It misses out in my top 10 because it plays loose with the continuity which they cleverly bring up at the end when Bart and Lisa ask why they are only just hearing about this and where’s all the money they made?
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10 – Flaming Moes – Season 3 – Episode 10

Seasons 3 to 5 are widely regarded as the height of the Simpsons. Infact 7 out of 10 of the epsisodes on my list are from this period. This is one of the first where we really get to see Moe come into his own. Referencing Cheers, Phantom of the Opera and Cocktail and a great cameo from Areosmith (back when a cameoon the simpsons was a big deal), it  tells the story how Moe takes all the credit for a drink Homer invents. As its popularity soars Homer begrudes Moe’s betrayal of their friendship and reveals the secret ingrediant, costing them both half a million dollers.

Best line:
Mrs K: Bart, are those liquor Bottles?
Bart: I brought enough for everybody.
Mrs K: Take those to the teacher lounge. You can have whats left at the end of the day.

9 – Cape Feare – Season 4 – Episode 3

Kelsey Grammers’ Side Show Bob has been a regular occurring character since the first season, appearing in 13 episodes (i think). Where as now his episodes have become boring, predictable and routine, Cape Feare is perhaps his definitive outing. It’s the first episode where he is after Bart (for putting him in prison twice) and also introduces the rake gag (that was only added to pad out the episode). The simpsons get put into witness protection where they become the Thompsons, although Homer’s struggle to understand the concept is one of my favorite Simpsons moments.

Best Line:
Bart: Take him away, boys!
Chief Wiggum: Hey, I’m the chief here. Bake him away toys.
Lou: What’d you say, Chief?
Chief Wiggum: Do what the kid says.

8 – Marge Vs The Monorail – Season 4 – Episode 12

Written by American talk show host Conan O’Brian (before he got his own show),  the title of the episode sums up the whole episode. Featuring the late Phi Hartman (which automatically makes it a great episode) as Lyle Langley, who sells Springfield a dodgy monorail.  Early Simpsons were great inserting catchy musical moments that have since become classic and the monorail song is great! Another great cameo, this time from Leonard Nimoy, (who replaced George Takai after he refused to the script as he didnt want to offend public transport…) who fully embraces the tone of The Simpsons and doesnt mind making fun of himself.

Best Line:

[Homer can’t stop the monorail]
Marge: Homer, there’s a man here who thinks he can help you.
Homer: Batman?
Marge: No, he’s a scientist.
Homer: Batman’s a scientist.
Marge: It’s NOT Batman!!

7 – Homer the Heretic – Season 4 – Episode 3

Yet another episode from season 4! This time Homer decides to give up going to church, and his life turns out better for it at the dismay of Marge. In this episode Homer meets God (who has 5 fingers!), starts his own religion and sets his own house on fire. Homers antics being home alone makes this episode stand out especially when the fun he is having contrasts with how miserable the rest of the church goers are.

Best Line: Homer: I’m not a bad guy! I work hard, and I love my kids. So why should I spend half my Sunday hearing about how I’m going to hell?

6 – And Maggie Makes Three – Season 6 – Episode 13

The early Simpsons flashback episodes were great, but in my opinion this one is the best. It’s funny and heart warming and the ending is probably one of the two sweetest episodes in the shows history (the other being end of “Mother Simpson” if you’re wondering). The story shows the family in the year before little Maggie came into the world. Homer get his dream job at the bowling ally and everything seems to be finally going right.. until Marge gets pregnant. The scene where Homer had to give up his dream job and go back to the job he hates at the power plant is truly heartbreaking, but showing just how much Homer loves his daughter (which you dont really see too much interaction between the two in the show) lifts the episode right up!

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Best Line:
[as Maggie is born]
Homer: Aw, it’s a boy… and what a boy!
Dr Hibbert: Uh, that’s the umbilical cord. It’s a girl.

5- You Only Move Twice – Season 8 – Episode 2

The top 5 really wrote itself, it was just the order i had to think about. “You Only Move Twice” is all about the family moving to a new town where Homer, for once, really enjoys his work and is actually good at it. He is also respected by his new boss, Hank Scorpio, a very friendly enthusiastic man who also turns out to be a maniacal bond-eque villain, intent on world domination. Voiced by Albert Brooks, Hank Scorpio is probably regarded as the best guest character the show ever had by fans, infact his popularity was s great he was originally suppose to be the villain in the Simpsons Movie (though Brooks still voiced the actual villain, Russ Cargil). The comedy in this episode comes from Homers total obliviousness too Scorpio’s evil plans, even when he tackles “James Bond” and walks through a massive shootout

Best Line:
Hank Scorpio: Uh, hi, Homer. What can I do for you?
Homer: Sir, I need to know where I can get some business hammocks.
Hank Scorpio: Hammocks? My goodness, what an idea. Why didn’t I think of that? Hammocks! Homer, there’s four places. There’s the Hammock Hut, that’s on third.
Homer: Uh-huh.
Hank Scorpio: There’s Hammocks-R-Us, that’s on third too. You got Put-Your-Butt-There.
Homer: Mm-Hmm.
Hank Scorpio: That’s on third. Swing Low, Sweet Chariot… Matter of fact, they’re all in the same complex; it’s the hammock complex on third.
Homer: Oh, the hammock district!
Hank Scorpio: That’s right.

4 – Homer’s Enemy – Season 8 – Episode 23

The latest episode on the list and in my opinion the turning point of the show.  What i like about this episode is that for 8 years viewers of the The Simpsons has accepted Homer for the incompetency, the adventures and enormous amount of highs and lows in his life as standard. This episode with the aid of the down trodden Frank Grimes or “Grimey” to his friends, puts into context Homer. Winning Grammys, going into space, fighting with presidents etc etc just shouldnt happen to a man like Homer, and with everyones acceptance of “thats just Homer”, drives Grimey mad. The joke of course is that we shouldnt accept Homer, and the only suffering are the hard workers, but meh.. Homer’s just to lovable! The B story with Bart buying a factory is also a good one!

Best Line: Frank Grimes: [Homer’s back is turned to his workstation, where an alarm went off] Oh my God! Simpson, you got a 513! [Homer checks his watch].

3 – Homer At The Bat – Season 3 – Episode 17

Living in the UK, I know nothing about baseball, i’ve never heard of any of the baseball players in this episode before or since, but this episode is one of my favorite of all time regardless.  Daryl Strawberry, is the stand out of the guest stars sucking up to Mr Burns and his interactions with Homer are brilliant. The best thing about this episode is that your see Homer succeed. From creating his wonderbat and inspiring his team mates with all his home runs its nice to Homer do good! Of course, you cant mention this episode without mention “Talkin’ softball”, the song that plays over the credits. I dont think i could ever forget the words.

Best Line:
Homer Simpson: You’re Darryl Strawberry!
Darryl Strawberry: Yes.
Homer Simpson: You play right field.
Darryl Strawberry: Yes.
Homer Simpson: I play right field too.
Darryl Strawberry: So?
Homer Simpson: Well, are you better than me?
Darryl Strawberry: Well, I’ve never met you, but… yes.

2 – Homer Goes To College – Season 5 – Episode 3

Another Conan O’Brian episode, and the last episode he would get a writing credit. In this episode it feels like every other line is a joke, and a solid one at that. Most of the humor is how Homer’s expectations of college (based on 80’s teen films) are different from reality. With great characters such as the cool approachable Dean, The Nerds and the rival colleges Pig mascot “Sir Oink-a-lot” (Paving the way for Spider-Pig, im sure). The “going to college” episode is heavily featured in a lot of sitcoms (mainly futurama, and Family Guy i’m thinking of lol) but its never been done as well as this. Its a real shame Conan had to leave, the scripts he worked on really were some of the best!

Best Line:  The Dean: “Hellooooo, that sounds like a pig fainting!”

 

1 – Last Exit To Springfield – Season 4 – Episode 17

The greatest Simpsons episode ever! Often topping the number one spot in most top episode lists. It has a huge range of the movie references including Batman, The Godfather,  The Grinch, Citizen Kane AND The Beatles’ Yellow Submarine. Where else could you find such a wide range of films homaged than in The Simpsons??  Even if the kids now days dont even get the references, it doesnt matter because it just fits so well within the story.
It has lot of story crammed into the episode but the pacing and the on slaught of jokes and humor just lift the episode to greatness.
Most of the funniest and iconic moments are from this episode including Homer’s decision to punch Lenny in the back in the head.
When looking back on The Simpsons, this episode will prove what happens when you get everything right.

Best Line: Every Line of the episode!!!

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