Funniest thing you ever saw on The Simpsons

They started doing that in like Season 2. The Rino Starr appearance was in Season 2 and off the top of my head he was the first major celebrity to play himself and not an original character. I don't think this hurt the series until later on like Season 10 time and by then the show was already well and truly on the decline.

 

Bart The Daredevil S2E8
Homer on Bart's skateboard jumping, then falling down the side of Springfield Gorge from Season Two was probably one of the funniest things I've ever seen on TV.
"Woo-hoo! I'm gonna make it!"

 

I can't remember the episode name but it's somewhere in Season 2:

Lisa: "I'm studying for the school geometry bee. If I win I get to bring home a shiny new protractor!"
Homer: "Too bad we don't live on a farm."

 

My favorite episode of The Simpsons. And, in a later episode, there’s some reminiscing of jumping the gorge, which has a small bit of extra footage.

 

Yes

 

Quoting myself because I find this so hilarious.

 

Steamed Hams

It helps that I'm from upstate New York

 

This intro always freaked me out!

watch

 

If I recall, THAT one was made by Banksy!
You wanna see a REALLY freaky one, check out the one created by Don Hertzfeldt!

 

The other night we watched the episode of Homer gaining weight so he could work from home. Felt pretty apropos

 

"Hey, buddy! I've got a film for ya'....."A FRIDGE Too Far"!"

 

Lisa imagining where hot dogs come from:

 

Hear, hear! Especially when one of Bush's Commie friends comes to help him out:

Every time I think of "local oaf" I crack up.

 

This one is back? OK, new answer since 4 years ago.
"Whoa, you shot zombie Flanders"
"He was a zombie?"

 

When you live where I do, this is a favourite / most-often-quoted Simpsons gag... "funny because it's true".

 

From Jazzy & The Pussycats - Season 18:

Bart (after learning to play drums then gets bit by a tiger on his arm): I was a great drummer but now I'm nothing. Just like Phil Collins.
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[Bart practices his new drum set all over town and accidentally crashes into the band White Stripes.]

Jack White: "Hey, kid, why don't you watch where you're drumming!"
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Krusty the Clown: Hey hey! We got more jazz superstars on the way, folks! Gooey Martin, Willie Mims, Dropjaws Turner, Sketch Friendly, Tootsie Childs, Sammy Biltmore, No Talent Jones, Anwar Benitez, Bossy Marmalade, Bad Check Mazursky, Ray-Ray Takamura, Shakey Premise, Bootsy Crouton, Richard Sakai, The Premarital Sextet, C.S.I. Miami, D.W. Jitters, The Chubb Group, Cantaloupe St. Pierre and many many more funny names. (Richard Sakai is someone who works on the show).
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Sign at jazz club:

Jazzy Goodtime's
8-Hour Jazz Benefit
2 songs will be played

 

I liked when the new German owners of the power plant tell Homer they are from the "land of chocolate" and then Homer checks out of the conversation and into his own fantasy.

 

I always thought it was so cool- Maggie’s first (and only) word was in a an episode called “Lisa’s First Word,” and it’s one of the best Bart episodes of the series.

 

"Can't sleep - clown'll eat me!"

 

"Run faster, boy, they've developed a taste for meat!"

 

Milhouse to Bart after Bart walked in on his parents having sex: "Trust me Bart, it's better to walk in on both your parents than just one of them."

 

What makes this funnier is if Milhouse is talking about his dad rather than his mom.

 

Bart goes to Utah with his girlfriend because she's pregnant (by someone else) (This is why the show gets a bad rap - sometimes the plots are just stupid and yet have great lines like this):

Preacher: So how many brides will you be marrying today Mr. Simpson?

Bart: Just one.

Preacher: What are you, gay?