Accidental Innuendo: "Billy Lick a Lolly", especially after Molly gives a lollipop to Lilly and the song says that "Molly gave to Lilly just what Billy gave to Molly."
Ensemble Dark Horse: Despite Julie not being more important than any other Short Circus member, some fans consider her to be the heart of the group as she's the only member to remain in it for the entire run of the show.
The skit "Spidey Meets the Yeti" where a woman's demand on Spider-Man that she will stop reading his comics if he failed to stop the title Yeti became less hilarious after the negative reception of Spider-Man comics, such as The Clone Saga and One More Day.
The Adventures of Letterman series had a villain wearing a turban and a black mustache called the Spellbinder. His primary mission was to wreak havoc by changing letters of words into new words, causing humorous situations ... for the most part. However, there were several episodes that, while when aired in 1974-1976 might have been seen as funny, would have such situations classed as terrorism today. These include Spellbinder changing "plane" into "plant" (by changing the "e") and causing it to fall toward the earth, and removing the "b" in bridge to create a "ridge" and a way for a high-speed passenger train to fall into the crevice; both incidents put the lives of dozens of people, including children, in jeopardy. These segments would be banned from television after Sept. 11, 2001.
"Spidey Meets Silly Willy", 'No one would expect a clown to rob them!' with how ironic clowns have completely overwhelmed the unironic ones in popular culture and the 'scary clown' craze that happened, this scheme doesn't feel as plausible like it used to.
Nowadays, knowing that at least once it was Morgan Freeman in the Spider-Man suit is even funnier since in the Ultimate Marvel universe there really is a black Spider-Man.
The thought of head writer Tom Whedon penning at least some of Spider-Man's segments feels almost prophetic when recalling that his son, Joss Whedon, would grow up to write some Marvel comics and movies (nothing starring Spider-Man, unfortunately).
Having a superhero named Letterman feels differently since a similarly-named comedian went on to become one of the most successful late-night hosts of all time after the show went off the air.
Hollywood Homely: Played for Laughs regarding the Wicked Stepmother. One sketch implies that when she asked her Magic Mirror who the most beautiful woman in the world is, the mirror told her that she failed to break the top 72. Since the Wicked Stepmother is essentially Rita Moreno with a giant dress and wig, many viewers might disagree with this ranking.
Narm: Several of Spider-Man's one-off villains are too silly to be taken seriously, such as The Wall, who can best be described as "an American interpretation of a Nurikabe, only dumber".
The monolith cartoons were a bit scary with the monolith crumbling apart and the ominous music didn't help.
The song "Poison" averts Never Say "Die" to get its point across, then shows the Short Circus dropping to the ground and disappearing.
One Scanimate segment showed the words "thin" and "fat". "Thin" squeezes, well, thin, while "fat"...nearly overtakes the entire screen. It can be really frightening if you're not expecting it.
The Punctuation Brothers sketch begins with three grown men entering a little girl's bedroom through her window. After they give the girl a lesson in using different punctuation marks, the girl's mother finds the men in the bedroom. Instead of calling the police, she expresses thanks to the brothers for helping the girl with her homework. It's implied that the Punctuation Brothers often break into children's houses.
The Short Circus have a song called "We Love Chow", in which they put on fat suits and sing about how much fun they have overeating, something that would not fly in a more body-sensitive society today.
The Spellbinder from Letterman received criticism even back then for being a villainous Arab stereotype (something shocking considering how much Sesame Workshop prides itself on racial equality). Sadly, these stereotypes were commonplace in the 70s. Nowadays, Spellbinder probably wouldn't exist at all.
