- First off, his Signature Song "Tiptoe Thru The Tulips" is notorious for sounding unintentionally creepy, so much so that it was used in Insidious.
- It also doesn't help knowing that he apparently died while performing this song live once.
- His cover of The Doors' "People Are Strange" famously accomplishes the impossible task of sounding even creepier than the original, turning a psychedelic jazz-rock song about walking home at night while drunk into straight up Creepy Circus Music. There's a reason it's become a staple Halloween song in recent years.
- "The Laughing Policeman" from I Love Me is full of this.
- "The Other Side" is presented as a whimsical children's song, but the Lyrical Dissonance of the subject matter, coupled with Tiny's manic laughter at the beginning, makes it sound like the hymn of some kind of Apocalypse Cult.Tiny Time: All the world is drowning/To wash away the sin!
- The opening of "Ever Since You Told Me That You Love Me".
- By all accounts Tiny was one of the nicest guys you could ever hope to meet, but there's various pictures in which he deliberately tried to look as creepy as possible. The most obvious is the page image but there's also this one◊, this one and the album cover of ''Chameleon◊.
- "The Viper". The way Tiny tells the story while swapping between his falsetto and a deep growl is pretty damn creepy,
- This version from an Australian TV. Somehow the added ukulele makes it scarier!
http://tvtropes.org/pmwiki/pmwiki.php/NightmareFuel/TinyTim
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