The Simpsons: Sideshow Bob Moments Season 17-29 - The Nostalgia Guy

(I'm already aware that some scenes are not in this video. While trying to post this video those scenes would have gotten this video blocked. So I had to cut it. Also, I post (Seasons 1-14) but Disney blocked the entire video from youtube so I don't think ill be able to post a revised version for a while. There are some other people who were able to post them on their channel and I'd recommend you head to their channel and enjoy it there.)
Robert Underdunk Terwilliger Jr., better known as Sideshow Bob, is the secondary antagonist of The Simpsons franchise, appearing as the secondary antagonist of the animated sitcom series The Simpsons and the main antagonist of The Simpsons Ride. He is a former television personality on The Krusty the Clown Show turned criminal mastermind. He is the archenemy of Bart Simpson and Krusty the Clown as he desires to kill them both, the former for foiling his schemes and the latter for constantly abusing him in the show. Although he doesn't want to just go after Bart, he wants to go after the rest of the Simpson family and kill them.
He has constantly come up with multiple evil plans, such as framing Krusty for robbery, hunting down Bart, attempting to become mayor, and continuing to serve as an attempted murderer and a criminal.
He is voiced by Kelsey Grammer, who also played Stinky Pete in Toy Story 2, Rothbart in Barbie of Swan Lake, Harold Attinger in Transformers: Age of Extinction, and Hunter in Storks.

[@NostalgiaGuy760]

If You Wish To See Seasons 1-16 Along With 30-35 You Can Check It Out On My Rumble Channel. rumble.com/v43bkju-the-simpsons-sideshow-bob-moments-season-1-35-the-nostalgia-guy.html

[@lisahyde9894]

My favorite Simpsons character! 🤗💖🙏🏼

[@Jace-l3q]

I don't like Sideshow Bob my favorite Simpsons character is Bart Simpson most of the times his catchphrase is eat my shorts man

[@Salim2011YT]

I like the version The Simpson between Season 14 to season 20 episode 10

[@robert1589]

Bob is an unlikable short hand for Rob, which is a literary allegoric metaphor for fill in the blank... also... Ellipses is spelled with [Three] periods.

[@docthemetalfreak]

"24 years of trying to kill a 10 year old child has finally paid off." my favorite Sideshow Bob quote.

[@evynsworld6538]

that doesn't make sense because bart wouldnt be 10 after 24 years

[@Freakoont]

@@evynsworld6538 thats irony/joke

[@mattia1026]

​@@evynsworld6538It's a meta joke. The writers are poking fun at one of the many issues with having your show in a time bubble where characters never age.

[@arandomguyscrolling2023]

@@evynsworld6538r/woooooooooooooooooooooooooooooooooo *heavy breathing* oooooooooooooooooooooooooooooooosh

[@the_real_sideshow_bob]

i felt like an idiot after saying that 🤦‍♂

[@giantsbane2475]

Bro had the worst reaction to moving to Shellbyville. Hes still a Springfield-ian at heart.

[@Pokemongomaster89]

I'm a Shelbyville dude

[@khalidbayzid1233]

@@Pokemongomaster89 Nobody likes Shelbyville

[@marcodiaz6322]

Kelsey Grammer really deserved his Emmy Win for voicing Bob in the episode “The Italian Bob”!👏👏👏👏

[@NicoleCzarnecki]

I wish that Kelsey Grammer did a whole version of the Leoncavallo song.

[@Oheather22]

He won when he yelled the word “vendetta!”

[@isabella4587]

@@Oheather22 OMG IKR

[@sizwenzimande9048]

10 time attempted murderer 😂😂😂

[@batboi6969]

@@sizwenzimande904815 time attempted murderer*

[@RexWu]

The rake gag never gets old and always lands lol

[@vixenvxce1063]

I love how we're all collectively confessing our strange attraction to this maniac. 💀

[@The_official_broccoli]

FR. i have loved every episode he has been in since season 1

[@aminaj.7032]

This is something that is just normal for the Simpsons fandom, and I am all for it

[@user-tx5hf9zq2v]

I would fuck Bob. No cap hahaha

[@vincentfichtler7758]

Not to mention he's the main villain of The Simpsons Ride.

[@lukedavis3703]

SOMEBODY GIVE THIS GUY HIS OWN SHOW

[@MorganAFunches]

Yes! I agree!

[@thebath3578]

OMG YES PLEASE!!!!

[@cecilterwilligerr]

YESSS

[@mergat2970]

He has one. It's called Fraser

[@1......Caesar......1]

​@@mergat2970Fraser? I Dont Think Anyone Knows About Fraser Though..

[@MorganAFunches]

I have a weird crush on Sideshow Bob (as well as his voice actor Kelsey Grammer)! One of my favorite characters on the show!

[@AutisticBearLover]

No no cause same, man is just smooth asf.

[@blakedevitt6948]

Kelsey Grammer had a really tough life.

[@MorganAFunches]

@blakedevitt6948 Oh really! This is my first time hearing that! That sucks!

[@isabella4587]

I'll admit it, me too. He looks like a palm tree, but his voice-

[@MorganAFunches]

@@isabella4587 lol! Exactly!

[@proletariennenaturiste]

He's monstrous, but if there's one positive aspect which I like, it's his speech, alongside other ones like his acting and singing.

[@lanceknightmare]

His superpower is always repairing all damage to his hair and/or face which was done in the previous scene. Some say his regenerative abilities are even equal to Deadpool. Others claim his body and soul could be crushed and he still would come back from the grave.

[@the629GamingChannel]

"You have brought shame on our humble mafia controlled village." 😂

[@KatieWalker-ur9fm]

“Not! In this lifetime!” Says sideshow bob

[@lucaskennington9101]

I think his repeated attempts at reform make him a pretty complex villain.

[@vixenvxce1063]

I agree. The balance between him being a murderous psychopath, to a decent guy, and to a failure at reform is perfectly executed. Topped with him being a chivalrous gentlemen, Sideshow Bob is one of the best characters on this show.

[@kingslayerpete_9287]

“THEY’RE ALL UGLY BECAUSE YOU’RE IN THEM!”

[@CBMOA]

We all love an awesome villain

[@Melonsanbox_quick]

What🤔

[@JokersNtheOddball]

Simpsons villains are the best

[@MargaretBurrowes]

Yes me too I just got

[@danielannis2615]

1:51 "And he ... kisses you ... with that mouth?" I'm freaking dead!😂 7:24 I also use this line in my fanfictions now.

[@maromalul9134]

Better character then 59% of other people in the Simpsons

[@The_official_broccoli]

more like 99% for me

[@the_real_sideshow_bob]

@@The_official_broccoli why, thank you

[@crissarodaeli3793]

Than*

[@nodeloliver6201]

Well written. Bloodthirsty. Classy. VENGEFUL... Sideshow-Bob is the perfect villain.

[@georgehiscott700]

5:22 The Simpsons:AHHH SIDESHOW BOB!!! Sideshow Bob:Shut up!

[@isabella4587]

I never noticed that- Thats kinda hilarious

[@Loliconman]

15:09 what the world needs to hear.

[@WelshGiraffa]

If I ever meet Kelsey Grammar I will no doubt just go “AAAGGGHHH!!!!!! SIDESHOW BOB!!!!”

[@plilqfry]

ye, but i live in another country

[@Aurora_Woods]

Ive had the fattest crush on him for 7 years. Such a fantastic character.

[@boredianz]

?

[@Aurora_Woods]

@@boredianz :)

[@boredianz]

@@Aurora_Woods 💀

[@MorganAFunches]

Same! I thought I was the only one!

[@EdnaK728]

You aren't the only one

[@lukedavis3703]

I love his family pictures they're adorable

[@MadeInBenninc.]

Gotta love how this guy was the same voice of Stinky Pete

[@carlozabbia1157]

Great collection. Sideshow Bob is, by far, my favorite Simpsons character.

[@danielalveslima7427]

Sideshow Bob

[@albertobernardi4991]

Him and mr Burns make the Simpsons best show ever. Best villains 😂😂😂

[@justinklenk]

Does it mean I'm a psychopath if I'm secretly rooting for Bob sometimes? Asking for a friend...

[@sergioroman2920]

00:14 00:17 Argh! Mayor Sideshow Bob! 00:16 00:17 Argh! The Simpson Family! 05:23 Argh! Sideshow Bob's World Famous Family Style Return! 07:56 Argh! Sideshow Bob on a coffin! 10:28 Argh! Sideshow Bob as Walt Warren! 16:16 Argh! Doctor Sideshow Bob! 16:41 Argh! Bart Simpson impersionating Sideshow Bob! 22:51 Argh! Sideshow Bob the Stradivarius! 26:48 Argh! Sideshow Bob on a Christmas Tree! 26:52 Argh! Kang aka "One of you guys"! 26:57 Argh! The ghost of Frank Grimes! 30:01 Argh! Sideshow Bob holding Milhouse Van Houten!

[@octosquidofficial]

That part cracked me up so good lmfao 10:22

[@KatieWalker-ur9fm]

Hellooo baaart!

[@danielannis2615]

What do you think Walt Warren did to be put in jail in the first place?

[@batboi6969]

@@danielannis2615 I first assumed gunshot murder

[@marcodiaz6322]

3:37 Both Bob and Francesca’s cackles sound perfect together

[@danielannis2615]

For some reason, Francesca's evil laugh is even creepier.

[@agonyremnanttrap6789]

As a non-Simpson fan, I honestly want a Sideshow Bob show.

[@MrGrass97]

One already exists, it’s called Frasier.

[@candy_shark]

watch frasier its great

[@TheRealFry2024]

I want it so desperately.

[@SanFran51]

He tried that by taking over Krusty's show..... till Bart figured out it was him that framed Krusty.

[@tajniak4335]

4:25 "This is no act they're actually trying to kill us". Nobody ever seems to notice but this quote is another callback to the opera. The characters of the "Pagliacci" are troup of actors and in the finale they get in a fight during a perfomance, with the audience mistaking it for the part of an act. Untill two people get killed and the opera ends witht the "La commedia e finita" line.

[@davidmiller8812]

Bob is definitely the best villain of the series

[@janiceflett2405]

Little sideshow bob and Maggie would have a great show 😂❤

[@plilqfry]

yea ig, also stewie from family guy and maggie will make a great show! its always the babies who are intelligent and smart

[@muadibadder3345]

Side Show Bob man 🤌 and 3:10 baby bob's " ...vendetta for mi papa " 🤣💯👌

[@montymole2]

why is sideshow bob one of the best villains in cartoon history? lol

[@beefusdoesstuff5194]

"I'm the oldest kid in my class" okay but wasn't there a while episode about how genuinely distraught be was about almost getting held back? Did that happen again or something?

[@vixenvxce1063]

Maybe, but some kids ARE older than other kids even in a same classroom setting. For example, I was the youngest in my class yet I attended school at the same time as other kids of my grade. Bart probably has one of the earlier birthdays in the classroom compared to other students.

[@redmensch101]

I wanna see Sideshow Bob and Dan Halen from Squidbillies team up

[@andrewdeighton8228]

anyone else wondering how Bob managed to have a preschool-aged child who walks and talks and yet Maggie remains a baby?

[@tjreact8889]

Is anyone going to address peter griffin in a book

[@Lov3lyTay]

The "Scream" Got me

[@austinjaydignon3935]

2:06 Peter Griffin & Stan Smith

[@spikeeyestudios]

“NOT IN THIS LIFETIME” I found this hilarious and this is coming from someone who was born in Orlando 0:37-0:41

[@AutisticBearLover]

Just saying this, Sideshow Bob can get it.

[@the_real_sideshow_bob]

........ im going to pretend i didnt hear that and say im flattered

[@rachelbarrie5359]

I love Kelsey Grammar 💗

[@candy_shark]

me too

[@Yakkymania]

Who doesn’t?

[@candy_shark]

@@Yakkymania frr

[@janiceflett2405]

Maggie cutting the heads off shes the true protecter😂

[@blackbird3327]

14:17 *Here I am holding a federal law enforcement badge* "Federal applies to all 50 Bob you're under arrest"

[@Ghostlyking-tc3vu]

Can we please have a spin-off of just sideshow bob please

[@loganentertainment1814]

Even though sideshow Bob is evil for wanting to kill Bart (even though Bart is the worst), he at least deserved a chance to become a better person, only for The Simpsons to once again, ruin everything for him.

[@oscarschmitt6048]

16:41 Homer: (Screaming) sideshow Bob

[@KatieWalker-ur9fm]

Foolish boy, that’s falstric acid

[@jeffgalusha5409]

As I kid I never knew sideshowBob was Frasier

[@msfox103able]

My tale begins after I tried to murder Bart. Homer - Ok so far im rootin for ya 😂

[@RESIDENTEVIL234]

Sideshow Bob is one of the best villains of all time

[@nickaustin3664]

Sideshow Bob and rakes will always a true classic. But his attempts at trying to kill the simpsons especially the boy are the most awesome.

[@DjmatrixEvolution]

0:37 Sideshow Bob: not in this lifetime. Me: What's wrong in Orlando 0:42 Me: North Korea I get

[@proletariennenaturiste]

Holy shit, what did Bart do to spark that monstrous insanity?

[@vixenvxce1063]

Found out he framed Krusty and continually foils his plans, lol.

[@ShadowtheYouTuber523]

He couldn't tolerate starring in Krusty's show.

[@emperordalek102]

Anyone who might comment on this comment might need to write a full manuscript cause its a long story.

[@the_real_sideshow_bob]

krusty the klown used to abuse me and make a fool of myself on his show and i had had enough of it. naturally, instead of talking to him, i framed him of armed robbery in the kwik-e-mart. bart was devastated that his hero was in springfield penitentiary and said 'krusty would never do that" did some digging and found out it was me. i've sworn revenge on him ever since the simpsons S1 E7 or 8 smth like that

[@Abbie1400]

WARF WOOF BARK

[@missmanxee]

Sideshow Bob is my favorite Simpson character and Kelsey Grammar is the best voice actor for him and has a brilliant singing voice 👍❤️

[@naxuaezekiel5505]

i love you Bob

[@plilqfry]

17:12 bob being wholesome :)

[@aGumball]

we're only attracted to the voice

[@plilqfry]

fax 🗣️🔥

[@joniross8939]

We love Sideshow BOB ❤🗡️🔪🪓🧨💣⚔️⚰️🛡️🪦

[@blakedevitt6948]

They should make an episode of Sideshow Mel plotting against the Simpsons.

[@Yakkymania]

Even better would be Sideshow Mel plotting against Sideshow Bob.

[@blakedevitt6948]

@@Yakkymania That'd make more sense.

[@local_hotpotato]

''you could rent out the place until the house market recovers'' Do I even want to know when that episode aired originally

[@James_Semaj_Hatsuki]

Sideshow Bob’s kid is gonna be the person to try and kill Maggy as an adult (if it ever gets to that point)

[@plilqfry]

yea

[@MrRonald327]

Best nemesis ever! How does Bob fit his hair into that burglar mask?

[@the_real_sideshow_bob]

its basically hollow on the inside. that also helped me perform on the krusty show, beforre that medling son of a bitch bart simpson came and ruined it all.

[@RestlessRebel]

Sideshow Bob is just the best

[@MrToxic-ph4ss]

Kelsey \,,/ When Bob gave freedom for his feet, it feels me uncomfortable 10:42

[@NicoleCzarnecki]

9:50, does anyone recognize who the blonde-hair brother is? 😆 (In the first part, I couldn’t tell; though at 9:50, I could.).

[@AutisticBearLover]

That’s his younger brother Cecil.

[@lifeinjersey9846]

David Hyde Pierce who plays the brother on Frasier. Also Jack Mahoney who plays the father in Frasier is the voice of the father here too.

[@lifeadventurewithliam3934]

The channel tunnel looks so accurate to the real one I as a kid used go through the channel tunnel on vacation to Europe

[@Rayaneamir12]

28:55 gets me everytime.

[@thesaviorofsouls5210]

Im kinda glad he got a supportive wife

[@kenryu364]

How they just destroyed the characters and show. Season 10 was the last season.

[@keldeostudies149]

Slideshow bob:"bart your doomed! You cant escape the wrath of slideshow bob! Ugh... *falls over* i hate that simpson!" Slideshow bob is like the dr robotnik/eggman on the simpsons

[@milkphobic]

5:23 my reaction to happy monster band scare up some fun

[@karenfan010]

23:30 when I die these will be my last words.

[@vincentfichtler7758]

Unless he kicks the bucket first.

[@R.R.Night.Stalker]

Majestic voice

[@gamerman9548]

6:43 When your having Wi-Fi problems

[@austincartertheshapetalesf4703]

16:31 His Face Skin Came Off.

[@isabella4587]

4:08 Best EVER Sideshow Bob moment

[@ImnotLuigiroblox]

I love how worried bart was he knew he be conscious he will regret it if he dont do anything but homer act like he doesn t not care omg LOL

[@Cataclyscerator]

6:58 He had a point, go get a life, Lisa. Remembering one of Shakespeare's words isn't gonna help you

[@applecoreize]

But it did help her in this case. It helped incapacitate the evil person trying to kill her family.

[@NOOBTHEWARRIOR]

9:24 “Oh why must I feed him straight lines!”

[@ladiekiler16]

I remember a FOX promo where it had a clip of Sideshow Bob holding Bart over a shark tank. Do you know which episode is that? Or did I imagine the whole thing?

[@misteros]

From a fellow Floridian he made the right decision 😂😂😂

[@michellelogan2124]

Someone mentioned Frazier, but let's not forget "Cheers", which launched Woody Harrison's career as well. Just proves that there are no small parts, only actors.

[@joniross8939]

Really love that dude

[@Jimmy_WT]

23:00 the pwrt

[@nikhildodley1669]

I still don't understand how Bart and the other Simpsons don't age even after Sideshow Bob got a son who is a toddler! That quote "24 years of trying to kill a 10 year old child has finally paid off." will make anyone confused seeing the Simpson kids!! ...Y'know what, forget it. Let's just never discuss this! :D

[@maikybravo6108]

"We've all been to England" My boy, I wish I could say that we all have…

[@campbellz_soup6071]

1:38 “THE SIMPSONS?!! I beg of you!” 5:29 “just call me, Slideshow bob.”

[@nickaustin3664]

Ahhh Sideshow Bob.

[@HieiJaganshi2024]

I see sideshow Bob like marv and harry from home alone because he's trying to go after bart like how marv and harry are chasing Kevin

[@adamdurno4190]

There should be an episode on bartovia

[@KatzYT_]

2:04 Family Guy + American Dad

[@Brady1002-d6e]

There was many times Sideshow Bob did attempted murder (don’t know how many btw), but Sideshow Bob was being Sideshow Bob I suppose.

[@Croatianguy]

"Tell my father he's fat" Barts legendary words

[@joniross8939]

I agree give him his own sitcom

[@Sane-17]

Bob being mayor in Rome. . . Very sad that his happy ending was ruined by Lisa talking about his crimes. . . He deserved to be happy

[@entrenchgamer]

Kelsey Grammar has the best voice in the world.

[@J.L.The-runt]

“The greatest murder since Snape killed Dumbledore!” -wow

[@Invalid-user13k]

Sideshow Bob

[@ChrYpTic-Toons]

In my opinion the best guest star who ever appeared on The Simpsons.