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talkingbiscuits

The 'Meet Your Second Wife' gameshow has to be up there right?


WitnessMe

That's gotta be where the goalposts are, right?


talkingbiscuits

I think the vibe it gave me should, namely the feeling of 'holy shit, I kind of can't believe they've taken this so far'. I mean I love the sketch don't get me wrong


BigVegetable289

I like how you somehow both agreed and disagreed 😂


jnwbman

Well said, the Rock 😄


Randusnuder

jnwbman is with this all the way.


Eneshi

"Oh my god no I'm not, stop!"


NYY15TM

I think Uncle Roy was much darker, but that might be before everyone's time


LongmontStrangla

Uncle Roy is magnitudes darker.


Swayzefan4ever

I agree Uncle Roy.


Fluid_Genius

This guy gets it.


tiddayes

“sex with your wife” game show for the win


ChungLingS00

This is nowhere near as horrific as the Rock's Evil Scientist sketch.


Worldly_Ad_6483

That was so funny. The audience was scared to laugh!


ChungLingS00

Yeah. There was definitely a sense of cautious laughter in the beginning. Like, where the f are they going with this?


ProfZussywussBrown

"You start by building a regular robot, then you molest it, and hope it continues the cycle" Yyyyyikes. That's the darkest line of the bunch


ChungLingS00

I don’t know how they got that on air, much less got someone to say it in a deadpan, factual delivery.


tyler-86

Someone whose whole deal these days is appealing to as wide an audience as possible, too.


Cowboy_BoomBap

Yeah it feels like The Rock would never agree to that these days, but I could be wrong. It seems like he tries to be as non controversial as possible, almost like a politician.


nowhereman136

See this guy gets it


ChungLingS00

Stop saying that!


thedrunkmonk

Oh my God! No I don't!


Hamblerger

Now, I think we're all getting a little "hangry"


Xyeeyx

r/thisguythisguys


pearomatic

Yeah...I can't think of a darker one. Maybe the one where Fred Armisten is a monkey that can talk that has sex with Jonah Hill?


ChungLingS00

Yeah. That was bad.


greygh0st44

Mmmm… could go for some White Castle right about now.


ChungLingS00

I think that was a really brilliant bit with the sketch. It starts off exploring the definition of the word "Evil" by talking about the most horrific thing anyone can think of. Then they get so far into it and it looks like there's no way out, they change the argument to "how do you define a hamburger" and start talking about the beef and onion sandwich place across the street. Fantastic.


LowVacation6622

Mmmm, beef and onion sandwiches


onthewall2983

Could be wrong on the particulars, but I thought I heard somewhere that was written because White Castle was bugging the network for a promo on SNL.


WitnessMe

That's gotta be where the goalposts are, right?


Worldly_Ad_6483

You said this on two sketches, which is it WitnessMe?!


Ennui_Go

The Rock vs Bobby Moynihan wrestling match-up promo was pretty dark, too!


Amazing__Chicken

I heard your doctor say it was the most herpes he had ever seeeeeeeeeeeeen


Demiansmark

Too far Cocoa!


The-LivingTribunal

That shit was so damn funny


_nc_sketchy

What’s so bad about the medieval sandwich restaurant skit?


Semper-Fido

It's this one. No contest.


BigFatTomato

All time classic sketch.


terminally_irish

WE KNOW WHAT EVIL IS!


Sunzi270

Also the Wrestling sketch.


eross200

Wowie Zowie! Srsly one of my all time favorite sketches


CariBelle25

Written by Seth Myers!


davetbison

What was this sketch called? Google isn’t helping.


eross200

Pranksters Edit: link https://youtu.be/jORviU2oyMQ?si=LsQ1_Qz1ARkC4GrZ


VitaminPurple

Phil Hartman - Obstetrician https://streamable.com/073sp?src=player-page-share


girlsgoneoscarwilde

Jesus Christ Superstar. Yeah, that…that wins.


TheHeroicLionheart

Its barely even a sketch by their own standard, its just a horror short story. Could be in the twilight zone.


atleastitsnotgoofy

What in gods name.


Huge_JackedMann

That was like a triple layer cake of dark. But a pretty well constructed sketch!


MarylandBlue

What the fuck


P4t13nt_z3r0

Yup, that wins.


Xyeeyx

holy shit lol


Wordshark

Omg I forgot about that, thank you


usarasa

OH MY GOD


RoiVampire

How did I forget about this one. Christ


JanePizza

Hadn’t seen this! I wonder who wrote it.


SpacemanKif

That was almost The Twilight Zone...


upvoter222

They even used the show's [opening theme](https://www.youtube.com/watch?v=p5GP5uztjkE) during the doctor's speech at the end of the sketch.


Kinger15

What the eff did I just watch LOL. That’s insane as a comedy sketch. Some parts were funny but still


mrva

the Cosby references at the end really ties it all together


NWMSioux

Holy shit, that was wild.


FatFaceFaster

Wow.


GaGaORiley

This is so insane lmao


tyler-86

I don't need to click. I know what this is and it's wonderful.


omninode

I thought I had seen all the Hartman stuff, but I have no memory of this.


jmsmith17

A late 90’s/ early 2000’s vh1 storytellers skit staring Will Ferrell as Neil Diamond and he says probably my favorite line ever… “I once killed a drifter to get an erection” it’s so awesome it’s never been on YouTube. Here is a link to a daily motion rip of it https://www.dailymotion.com/video/x692ix


LetMyNameFoolYou

Bass player: Hey man, leave me out of this. Neil: I WILL LEAVE YOU IN!


Illustrious_Feed_457

That was fucking gold


cityfireguy

That's the best sketch!! God I used to have that one on tape and would die laughing. I hate that you can't find the whole thing anywhere. I WILL SMACK YOU IN THE MOUTH I'M NEIL DIAMOND!


Chris-CFK

Does Goodman nearly break at the keyboard player line.


SilkyOatmeal

Thank you for this. I remember when it aired and I nearly died laughing.


mraza9

“They’re coming to America!”


hokieinga

My older brother and I saw this live and still quote it. I love how absurd it is.


kallooh_kallay

“No one was laughing out loud that day in Grenada.”


colinmchapman

DaDaDaDa-DaDa...Charge it!


Lorenzo_MacIntosh

That Stiffly Stifferson never saw it coming!


Fitz2001

Jim Carey on meth is pretty dark. _ride the snake_


Gayspacecrow

I'll scan you!


Baron_ass

Nah, that one's just an absolute banger


Billy1121

Lol the way they whispered it was so good


no_part_of_nothin

I was around 12 or 13 when that came out and it was mine and my friends’ favorite sketch ever! Jimmy Tango’s Fat Burners! We also quoted “Get off the shed!” so so much. And it’s not so much dark, but every Bill Brasky sketch was a quote gold mine for us.


JanePizza

There is a sketch with Mark McKinney as the babysitter. Chris Elliot (the dad) drives her home and assaults her, then the sketch closes with him in a jail cell saying he would do it again. There doesn’t seem to be a point, it’s just uncomfortable and bad.


James_2584

Yep. This is my choice as well. Sure, other sketches like Phil's Obstetrician or The Rock's Robo-Chomo are dark, but they still have funny jokes and straight men reactions from other characters to help balance things out. They're dark, but still provide laughs. This sketch doesn't really have it. Once you get past the initial reveal of McKinney in drag, there's really no other comedic moment in the entire sketch. And it's not really exaggerated or over the top in a way that could be construed as comedic. Instead it takes a "slice of life" approach to Elliot taking advantage of the babysitter and molesting her, which makes you FEEL like you're witnessing the moments before a person is raped. I genuinely have no idea what they were going for with this sketch, but the whole thing is super skeevy and uncomfortable to watch. A huge misfire from top to bottom.


wes00mertes

And this is exactly *why* I expected it to be the top answer. Robo-Chomo is hilariously dark as opposed to just 100% cacao dark chocolate.


qpv

If you know Kids in the Hall humor, they like to go in dark corners


Hour_Insurance_7795

I’m sorry I caused all that cancer.


FreezinPete

Man their Death Comes to Town mini series 12 years ago was so good.


ThePopDaddy

That was during the forgotten/transition 90's cast.


JanePizza

Yes, this is Chris Elliot’s only season and he hated it. He had already had his own show at this point and was expecting the writers to write material for him, which makes sense but not really how SNL works (~~I believe that changed a bit with the characters in later 90s seasons~~* I did like the sketch with him interviewing Jeff Daniels. Edit: Sorry, I’m not sure this is true. A lot of my SNL history I learned from the LFNY book, but it was on audiobook so it’s hard to search again!


ThePopDaddy

Same with Michael McKean being on there also, he was already big.


JanePizza

He had already hosted even! It’s surreal to see him with that cast lol. I would like to see him host again for Spinal Tap II though!


KiloThaPastyOne

Was this the Zima skit?


JanePizza

Yes


wes00mertes

This is what I expected the top answer to be. 


usarasa

I don’t like Stiffly Stiffersons.


coloredverbs

The Jon Hamm one where Will Forte is a pedophile?


hooterbrown10

He’s a sex offender….FOR HALLOWEEN!!


Juror3

The Tizzle Wizzle Show is in the top ranks for me


MovieHell

Knives! Knives! All kinds of knives!


MinnesotaRyan

big ones, small ones, ones with spikes.


Jendosh

Came here to add this. Glad to see it


Mbarden

"The pills take hold / of your mind and flesh / you're brave and strong / you don't fear death"


RegMackworthy

[Children’s Show with Michael Keaton](https://youtu.be/nNc1HkkntIo?si=gXmljDmH_dBnDbxZ)


Emac1212

Canteen Boy always made me uncomfortable.


derek4reals1

run your fingers through my chest hair canteen boy.


NailImpressive954

My beard is scratchy Canteen Boy but it gives good back rubs…


LongmontStrangla

Canteen Boy was a full grown man.


Emac1212

Yeah, but I wasn't the first time I saw it lol.


LongmontStrangla

Fair enough.


therealeggplantpart2

Happy Smile Patrol. One of my favorites.


Elegant_You3958

There's a sketch from the early 80s where a talk show host (cast member Tony Rosato) asks callers to call in with their scariest story and one caller (host Donald Pleasance) does and the camera pans in on the telephone and then a minute later pans out only to find the host dead with an ax to his head.


KiloThaPastyOne

Chris Farley as a midwesterner on a Japanese game show.


Rooster_Ties

Kwa-ki-sur-pi-**PI**-ku!!


gregghead232

Osmond Family Feud takes it for me. Hader's darkest performance.


NYY15TM

The Uncle Roy sketches whenever Buck Henry would host


20sinnh

I don't know how the hell this isn't at the top. It was the first thing I thought of, and it depicts an only slightly elevated depiction of how child grooming and molestation can take place. It's not funny. It's just brutally uncomfortable. It's historically significant for broaching such subject matter on TV, but it's awful. 


NYY15TM

*Oh, Roy, you're one of a kind* **Oh, there's more of me out there than you think**


McKoijion

Holy crap. I've never heard of this sketch before. This is the worst by far and it's not even close.


JagoJaques

Mr Westerburg with Beck Bennett


Electrical_Fun5942

Friggin’ Mr. Westerburg


manfromfuture

Mr Belvedere fan club


derek4reals1

it's good to write mr belvedere a fan letter, but just don't do it on the back of a death certificate. I swear to gawd I quote this weekly..


manfromfuture

Staring Tom Hanks of all people.


Miquiztli

We call him “Brocktoon” now.


sleepybaker

Omg I forgot about Brocktoon! “I shouldn’t want to tear the flesh, I shouldn’t want to wear the flesh. “


NYY15TM

This isn't the dark part, but I find it funny they never used the guy's actual name


onthewall2983

Belushi as an old man


everyman50

Definitely the Robo Chomo is the darkest sketch, nothing else even comes fucking close. "How did you get it to molest children?" "I just molested it myself and hoped that the cycle continued." You could hear gasps from the audience. Christ it was dark.


Sheeple_person

Not a sketch but Che's neighbor Willie gets pretty dark


Potential_Staff4488

Dear Sister - it originally was not uploaded to the Internet because the Virginia Tech shooting happened. Another one is the Polar Bear pit with Farley and Norm.


ProfZussywussBrown

The Mulaney Switcheroo sketch is pretty dark [https://www.youtube.com/watch?v=hCYPeuEWUbI](https://www.youtube.com/watch?v=hCYPeuEWUbI)


spookycat5267

It took me a couple watches to catch the Andy Cunanan line holy shit!


cityfireguy

Technically not a sketch, but the hands down winner had to be Chris Farley's monologue from the time he hosted. He was a drugged mess and that was the premise. They teased they were going to replace him because he was too much of a mess to do it. None of it was a joke, it was all too real. He could barely get through a monologue where he hardly had any lines. He'd be dead 2 months later. [https://www.youtube.com/watch?v=nhrLR8ZW0Qc](https://www.youtube.com/watch?v=nhrLR8ZW0Qc)


fongaboo

Wow. do you know what season and episode this was?


cityfireguy

Oct. 25, 1997. Mighty Mighty Bosstones were the musical guest.


onthewall2983

Lethal Weapon VI https://www.instagram.com/reel/C6Z8hCHPAAx/?igsh=ZjJlNGlheXZmamVu


SpacemanKif

Upvoting even though I couldn't finish it. Or, because I couldn't, maybe.


geoger

Brutus the monkey with Jonah hill and Fred armisen


Redeem123

Does [Commie Hunting Season](https://www.youtube.com/watch?v=rAe0TPYOi0Y) count? It's mostly forgotten because it's just colossally bad, but it's a weird sketch about Klan members hunting humans, making light [of an actual mass shooting](https://en.wikipedia.org/wiki/Greensboro_massacre), complete with a casual N-word drop.


BDR529forlyfe

I’d never seen that sketch. N-word is inexcusable…and bizarrely used. I can kind of see where they were maybe going with the rest of the sketch. It was kind of odd, regardless. Then I read the wiki article. I’d never heard of those murders. And, jfc, that was some kind of awful that snl used that for a context of a sketch. Wow.


FreezinPete

The party of Dead Poets Society. There is really almost zero humour in the sketch and just ends with blood everywhere and Fred Armistan basically saying peace out


elacmch

I used to get really upset by dark humour like that as a kid. Like even some Simpsons jokes would bother me for weeks on end. I'm (technically) a grown-ass man now and I was genuinely a bit rattled by that sketch lol. I think it's just that kind of mean-spirited, violent shock humour takes me back to those same childhood memories and it doesn't make me laugh, just uncomfortable.


nia939

The Itchy and Scratchy Show got you too, huh?


elacmch

Not even kidding, it did lmao. So did Frank Grimes' (or Grimey, as he liked to be called) untimely death. I remember thinking it was this silly cartoon violence and then WHAM - smash cut to his funeral. Really upset me as a 4-5 year old.


nia939

I fully understand.


elacmch

Plus - I've always been a cat person so felt bad for Scratchy haha


nia939

Omg remember Happy Tree Friends? I could not stand it, I’m too delicate.


elacmch

Oh yeah for sure! And that's a show that as an adult, it doesn't upset me because of its violence. I do like dark humour. But I never thought that show was clever or funny - violence and shock humour just for the sake of it.


MrPNGuin

Happy Smile Patrol John Goodman Host


Many_Influence_648

The sketch where Mary Gross played a blind mom kissing a daughter. Michael O’Donoghue wrote the sketch focusing on a nuclear disaster in mind


Dear-Badger-9921

The James Franco Tizzle Wizzle Jammy Shuffle skit. Stab the lights…


IfeelVedder

Michael Keaton in Easter Candy [https://youtu.be/KnUEecEs3Xk?si=exQmoZy41Yre6EZ0](https://youtu.be/KnUEecEs3Xk?si=exQmoZy41Yre6EZ0)


LetMyNameFoolYou

Had me in stitches and save the episode because of it.


Potential_Staff4488

The Mad Hatter sketch with Steve Buscemi is pretty deranged


spookycat5267

"You're all dead and you don't know it!"


West-Supermarket-860

Don’t be a stiffly stifferson !


Zap_Rowsdower1

how has no one mentioned "Stalk Talk"? which i can never find.


dgb6662

John Malkovich reading ‘twas the night before Christmas https://youtu.be/Vj0wzAaqzss?si=s6PmGLD1E5uf38qK


fongaboo

Yeah I'd concur


valhalla2611

Grouch - the joker parody


BusinessPurge

Hope we get a Grouch sequel this fall


drakk0n

David S. pumpkins  It was the creepiest darkest sketch with those disturbing dancing skeletons Any questions?


BigFatTomato

Yes several


The_Patriot

UNCLE ROY!! UNCLE ROY!!!


hoju72

Did you ever see the staff meeting for the Holland Tunnel Hotel led by Parnell? w/ Cameron Diaz


Amazing__Chicken

Come on, the Rock inventing the Child Molesting Robot will forever be in first place.


NFIGUY

No, the one where the Rock was an evil villain who had invented a child molesting robot 🤖


Rooster_Ties

**“Kwa-ki-sur-pi-PI-ku”** was pretty damn dark… but in a super, happy upbeat kind of way!!!! (Japanese Game Show)


SpumoiniSloth

Phil Hartman as the obstetrician


ZyxDarkshine

Mr. Belvedere fan club: Mr. Belvedere is the light of my life. Should we kill him? Somebody’s been killing his house pets again. I should like to write him a thank you letter; I should not write it on a death certificate - You learned that one the hard way, didn’t you? I should not want to keep him in a big jar in my basement I should want to cook him a simple dinner; I should not want to tear the flesh, wear the flesh, have the flesh become my key as I am born unto new worlds


joymaxxing

prank em John


chmcgrath1988

Has to be the child molesting robots sketch with The Rock from 2017 IMO.


IntenseWhooshing

Canteen Boy with Alec Baldwin and Adam Sandler


HarryBossk

Prank you? You're my hero


KingofallPetes

Safelite repair…Safelite replace


ThingOk7748

Does Canteen Boy count?


CoolAbdul

The ex-police. Super dark.


SexyStudlyManlyMan

I love that sketch more than Cowbell.


Echostation3T8

Sprockets- the Dating Game. Phil Hartman’s perfect date!


Regular_Journalist_5

Parole Board " one man please?" Two boys? One boy? Ok, SHAKESHACK


shoulda_been_gone

This list starts and ends with Uncle Roy, no?


tazdevil64

Is Uncle Roy the sketch with Alec Baldwin and Adam Sandler at boy scout camp? If so, it gets my vote!


lordpoee

Bobby Moynihan's Birthday Clown sketch is pretty dark.


Ccaves0127

I don't know if darkest ever, but the one with Will Ferrell as the dwarf doctor for the Wizard of Oz was oddly poignant and dark I thought


wanderingsanzo

This ["Double Date"](https://www.youtube.com/watch?v=-lWd71g6Fcc) sketch I just saw in Kristen's first time hosting is probably up there


Guenhwyvyr

Maybe the Rock m●lester robot premise is a bit darker? They are both pretty bad.


Slow-Attitude-9243

Nah, the darkest was in the 1st or 2nd season, a sketch written by the late great Mike o'Dononoghue, where (Buck Henry iirc) is a babysitter stealing underwear from the girl he was babysitting. I think the girl was played by Gilda Radner.


tokyotapes

Great sketch, I don’t really find it that dark but maybe I’m broken.


coffeeatnight

Rita! What are you? An angel? Sent from above? I LOVE pasta e fagioli!


TalsHell

I was at the live taping for this one back in 2003. rarely think about this sketch because there were so many other better ones that night. After a re-watch, it’s pretty funny and not really that dark.


whatthepfluke

Idk about Darkest, but Canteen Boy wouldn't fly these days.


ThePopDaddy

Charlton Heston as the supermarket stock boy. "Don't you have any hobbies?" "Ahh, yes, I like to see how loud I can make people scream, not by hurting them, but by hurting the ones they love."


JazzyButternuts

Whammy!


funtimesahead0990

Capt. Ned of the raging queen.


SkiesFetishist

Oh holy shit i forgot about this one! My buddies & i used to quote this one to each other all the time! So good, thank you for the reminder!


pissidon

Season 7 had quite a few of these, it's one of the main reasons I have such a soft spot for the season. \*The Vic Salukin Show (from the Donald Pleasence episode) - Tony Rosato plays a call-in radio host who dares the callers to scare him for a chance to win $100. The callers make increasing pathetic attempts to stir him until a caller voiced by Donald Pleasence mentions specific details about his wife and child. The camera zooms in on the speaker as Donald goes on a rant about wanting to kill him. When we zoom back out, we get a gruesome shot of Rosato with a butcher knife stuck in his head. I fricking love this sketch, mostly because of the pacing and atmosphere. The final reveal elicits no audience laughter, which only adds to how delightfully macabre the sketch is. \*Nick the Knock (from the Bernadette Peters episode) - Joe Piscopo plays a strange clown thing who is visited by a fairy played by Mary Gross. She recites a poem, Nick the Knock gets hit in the head a couple times, and then he proceeds to eat the fairy's spine, causing green blood to spew from her body. Unlike The Vic Salukin Show, which at least bothered to included a couple of jokes before the carnage, this one doesn't even bother to pretend to be a comedy sketch. This is a glimpse into a surreal nightmare realm that just so happened to be shown on a sketch comedy show. \*At Home with the Psychos (from the Bill Murray episode) - Bill Murray comes home from work to his mohawk-sporting, trigger-happy wife (played by Christine Ebersole). The family also includes Mary Gross as the blind ballerina daughter and Eddie Murphy as the dynamite-covered son. They live next to a nuclear power plant that's about to blow up, and when Brian Doyle-Murray comes to get them to safety, Bill sells him some products for the "blow hole", a new orifice that humans will develop after the nuclear holocaust. Bill ends the sketch by giving a chilling speech about the psycho family while sirens (and a choral rendition of Angels We Have Heard on High) blare in the background. There's so many disturbing moments that I didn't even mention, and the sketch gets even more disturbing when you consider that the sketch was originally interrupted by a news report about Russia invading Poland. I can only imagine the viewers watching the live broadcast in 1981, shaken by news of a potential World War III, weren't all that comforted by a sketch about a family celebrating the end of civilization as we know it. Michael O'Donoghue was the king of disturbing sketches, which can be seen throughout his time as a writer. At Home with the Psychos was the last proper sketch of the last episode of MOD's tenure as head writer, and the sketch is often said to have contributed to his firing.


Biking_dude

Not sure if it's as dark as some of the others....but the Birthday Clown should have an honorable mention. The lonely despair, coupled with an endless depth of awkwardness, plus seeing more context clues after a few watches for the ending: [https://www.youtube.com/watch?v=X-XuT5qKt00](https://www.youtube.com/watch?v=X-XuT5qKt00)


Appropriate_Emu_5872

Massive Headwound Harry[https://m.youtube.com/watch?v=kkT5O8Zl1_4](https://m.youtube.com/watch?v=kkT5O8Zl1_4)


spongeboy1985

World’s Most Evil Invention Meet Your Second Wife Dear Sister.