"Tekkno Wonderland" by Z:O.Ë.Ë.
Yes, a German happy hardcore record from 1995. It's definitely easy to laugh at dance music and, sure, there are thousands of records that go uns uns uns with cheesy vocals or silly samples made with varying levels of irony, but I guarantee you this is 100 percent earnest and 100 percent the most absurd. It features a children's choir singing modified rave themed lyrics to Elvis' "I Can't Help Falling In Love With You," while some guy vamps over them ("All the children sing!"), and then before the beat drops a single child's voice stutters in "C-c-c-c-come play with me." I just picture the producer in the studio, adjusting knobs and thinking "Yes, yes...perfect! I picture a few thousand ravers having a religious experience to this." It's just so, so overwrought.
"Good Thing" by Fine Young Cannibals
Funny voices get me every time -- especially ones that aren't meant to be funny. Scott Stapp, Neil Young, Bob Dylan (both phases), any of the Bee Gees, and that dude who sings for Paramore all tickle my funny bone. The RZA, who can't say his R's chose to call himself the RZA. That's the physical embodiment of chuckles come to karate kick you a new comedy asshole.
Which brings me to the funniest song ever, "Good Thing" by Fine Young Cannibals. Singer Roland Gift is indeed that which keeps on giving. You want to talk about a loaded haha gun that shoots depression-piercing humor bullets? He was named one of People's 50 Most Beautiful People, taking the "ridiculous monster person included for irony" slot that was later filled by Seal.
Gift's singing voice is a special combination of a kid who got through school without seeing the corrective speech therapist and his version of falsetto that he developed after never hearing a falsetto. You can't understand what he's saying in the song except for "good thing," and you just want him to swallow or get a glass of water. If that's not risible enough, based on the video the song isn't about a woman, it's about a scooter. That's fruit by the foot, if you ask me.
My second choice is "Get Out of My Dreams (Get Into My Car)" by Billy Ocean because it's a song about rape that made it to No. 1. And these days Billy Ocean looks like Screwface from Marked for Death making it extra creepy when he sings it.
"Mother" by Danzig
Danzig's "Mother" is the perfect blend of "No you shut the fuck up, Dad"-metal, lounge vocals and a (possibly autobiographical?) narrative about a dark, intense force out to corrupt children...with the truth. The video is great too, beginning with a quote about Hell from an old book and ending with him ripping the head off a chicken or something over a babe's stomach. Then she draws an upside-down cross in the blood and tastes the blood; textbook effects of breaking out of society's lies and entering the world of the independent critical thinker.