Top 10 Most Irritating Top 40 Hits of All-Time

1) "Pass The Dutchie"—MUSICAL YOUTH (1983) This one’s for you, Tom! I have to avoid listening to this one now because every time I hear it, the damn thing gets stuck in my head for a week. There is nothing more annoying than a bunch of off-key Jamaican kids "singing"!
2) "Don’t Worry, Be Happy"—BOBBY McFERRIN (1988) This cloying piece of excrement went to #1 of course. Not sure which was worse, the song itself or the video for it that featured McFerrin, Robin Williams and some other dork jacking off (well, not literally) in front of the cameras. Not one of Robin’s more stellar career moments…
3) "Rock Me Amadeus"—FALCO (1986) I couldn’t understand a word this fool was singing, if you can call that singing.
4) "You Oughtta Know"—ALANIS MORISSETTE (1995) This bitch can NOT sing--she always sounds like a cat being stepped on! And the attitude she displays on her records makes her sound like some bratty kid that needs to be taken out and spanked...
5) "Long-Haired Lover From Liverpool"—LITTLE JIMMY OSMOND (1972) The Osmond clan was on a roll in the early ‘70s, so they thought it would be cute to trot out "little" brother Jimmy to warble and shriek this hokey little ditty. It wasn’t cute—it was the ultimate '70s cringe moment! In a similar move, the "Partridge Family" producers trotted out the neighbor kid, Little Ricky Seagall to "sing" cutesy little songs at the end of each episode while everyone fawned over him. Both he and Jimmy were like fingernails on a blackboard...
6) "Buffalo Stance"—NENEH CHERRY (1989) Take away the vocals, and the backing track is actually rather tolerable here, but Cherry’s breathless jabbering makes one’s Esctat-O-Graph needle peg out on zero real quick!
7) "Jumpin’, Jumpin’"—DESTINY’S CHILD (2000) I could actually list most any Rap/Hip-Hop song here, but this one stands out for me because I was forced to hear it 3-4 times daily at work when we had to listen to the Hip-Hop station!
8) "Paper In Fire"—JOHN MELLENCAMP (1987) I could list most any Mellencamp song here too, but this one is far and away his most annoying, with those insidious fiddles screeching like monkeys on Meth-Amphetamines.
9) "How Will I Know?"—WHITNEY HOUSTON (1985)/"Smooth Criminal"--MICHAEL JACKSON (1988) [TIE] How many times could they possibly repeat the same damn phrase ("How Will I Know?"/"Are you okay, Annie?", respectively), over and over again during the same song? In Jackson's case, it was a total waste of a perfectly good backing track.
10) "Everyday Is A Winding Road"—SHERYL CROW (1997) In best Weird Al Yankovic style, just substitute "Sheryl Crow has a whiny voice!" for the title line and sing it just like she does, and you’ll get the idea!

NOTE: The above songs were so irritating to me that even "The Macarena" didn't make the cut! And Yoko Ono, Zamfir, Yanni and John Tesh would most assuredly have made my list, but alas, they never made the Top 40 (American record buyers do have SOME taste!), thus they’ll have to settle for an honorable mention here...