Some songs are funny to hear in a specific context. Some are even funnier outside of their own. Please help me expand it.
  1. "Two Princes" by Spin Doctors
    The last part of any line in this song is pretty damn funny.
  2. "What's New, Pussycat" by Tom Jones
    Tom's weird cadence of screaming the title has always been funny to me, but admitted John Mulaney made this entire song funny.
  3. "One Week" by Barenaked Ladies
    The first two words, as delivered like an excitable 80s newscaster
  4. "Absolutely" by Nine Days Grace
    "This iiiiiiis." The 90s had a lot of one-hit wonders with two-word wonders.
  5. "Back in Time" by Huey Lewis and the News
    The stuttering horn crescendo before the lyrics.
  6. "Float On" by Modest Mouse
    Isaac Brock's delivery of the words "COP car."
  7. "You Can Call Me Al" by Paul Simon
    That damn bass line. (Also, any of the synth?)
  8. "Chattahoochie" by Alan Jackson
    His Luigi woohoo 51-seconds into the song. (shout out @ twitter's rare_basement)
  9. "Jungle Boogie" by Kool and the Gang
    The horns are a pretty good giggle, but the part of the second verse where a cigarette-smoking jazz man comes in with a weird blubbering noise is the tops. Same with his heart-attack-scat sequence at the end. You can practically hear the sunglasses. It sounds like Dr. Jekyll turning into Mr. Hyde.
  10. "You Make My Dreams" by Hall and Oates
    "Now listen to this!" [An over-excited Hall hits two notes on the guitar, as if he was a child learning power chords for the first time.] "OW!"
  11. "There Is A Mountain" by Donovan
    Forget that this sounds like a reading of some notes Donovan left on an acid trip, we also get Borat in the background of the song occasionally going "Real nice!" And at one point "everybody now!"- to which no one responds.
  12. "Take On Me" by a-ha
    Love the flurry of keyboard scales after the second chorus, which sounds like the Itchy and Scratchy theme song intro.
  13. "Freak On A Leash" by koRn
    The weird scat rapping?(thanks @a_hammer_boy)
  14. "Are You That Somebody" by Aaliyah
    Someone left a baby in the studio and they put in work on the background vocals. (Thanks @contramandave)
  15. "Mambo No. 5" by Lou Bega
    His anguished screaming in the background. "OOOOAWH!"
  16. Any French Montana Song
    The occasional "HAEHH" noises that he makes throughout his songs
    Suggested by @goose
  17. "Let's Go Crazy" by Prince
    The first line cracks me up 'cause it sounds like "dilly belubbed."
    Suggested by @WilberWithAnE
  18. "What Do You Mean?" by Justin Bieber
    Near the end of the song, when he's repeating one of the only three lines over and over, he goes "be more straightforward" only once and very softly behind all of the other vocal nonsense going on.
    Suggested by @jslatt
  19. "Versace" by Migos ft. Drake
    In the radio edit of this song, they bleep the word "Illuminati" in Drake's verse, which is a very illuminati-esque move on the part of the Illuminati.
    Suggested by @akacrispy
  20. "Jessie's Girl" by Rick Springfield
    He wants to tell her that he loves her but "the point is probably moot". Just imagining Rick coming up with something that rhymes with cute...
    Suggested by @oynickj
  21. Summer Girls by LFO
    "Dad took off when you were 4 years old There was a good man named Paul Revere I feel much better baby when you're near" these were consecutive lyrics in the song (btw this whole song is a mess)
    Suggested by @lisarojas
  22. "Baker Street" by Gerry Rafferty
    I had to do some creative google searching to get the title, but this is THE cheesy 80s saxophone solo.
    Suggested by @stephaniehunt
  23. You Oughta Know - Alanis Morissette
    When she says "it was a slap in the face how quickly I was replaced" and the bassist (Flea) slaps the shit out of a note.
    Suggested by @martysusername