- Awesome Music: Many examples, but perhaps none more so than his cover of AC/DC's "Highway to Hell". Yes, this is real.
- Broken Base: There's a bit of a divide in the fan base over Tiny's singing style. While some love his falsetto and see it as one of his most defining features, others greatly prefer his baritone vocals and wish he would have recorded more like that.
- Covered Up: This trope comes into play with a good deal of his material given that he generally updates obscure 1920s pop songs (and, as time went on, pop/rock songs from any era) in his music.
- Thanks to SpongeBob SquarePants, younger generations probably know his version of "Livin' in the Sunlight, Lovin' in the Moonlight" better than the original Maurice Chevalier or even the Bing Crosby versions.
- He was the first one to release "Fill Your Heart" but it's better known through David Bowie's version.
- Germans Love David Hasselhoff: He managed to maintain a strong following in Australia after his fame in the US had faded.
- Hilarious in Hindsight: More than a few people noted that "Weird Al" Yankovic looked disturbingly like him after his laser eye surgery. Becomes Heartwarming in Hindsight as of 2021, when Weird Al narrated a documentary about Tiny Tim.
- Memetic Mutation: The chorus of "Livin' In The Sunlight" tends to get used a lot over footage over destructive or generally crazy events.
- Memetic Molester: Tiny was quite well known for having a thing for much younger women.
- Most Wonderful Sound: Tim's baritone voice really was very impressive, and whenever you hear it, you'll just want to sit there and listen.
- Signature Song: And what a song; "Tiptoe Through The Tulips." "Livin' in The Sunlight" is easily his second best known song due to its use in the first SpongeBob SquarePants episode, The Harbinger Experiment, and its instrumental in Happy Souls.
- Tear Jerker
- "Daddy, Daddy, What is Heaven Like?" Kinda strange, given that it's one of his part falsetto, part baritone songs.
- His cover of "Over the Rainbow". It was recorded towards the end of his life and you can tell he was getting weaker around this time due to his raspier vocals. He even sounds like he's fighting back tears during it.
- "Perhaps in the Next Life" is hauntingly sad. Tiny sounds as if the tears were streaming down his face as he sang it.
- The entire Prisoner of Love album. Particularly the title track.
- "What the World Needs Now Is Love". A beautiful yet at the same time sad song. Even the first line is sad.What the world needs now
Is love, sweet love
That's the only thing
That there's just too little of
- Ugly Cute: Part of his appeal—or at least memorability.
- Vindicated by History: Granted, he always intended for people to see him as a weirdo and his humor was extremely self-aware, but nevertheless, he was strictly seen as a one-joke novelty act in his time. Today, his weirdness is not only celebrated but appreciated and recognized as not merely arbitrary but rather as an exceptionally unique style cultivated by a legitimately talented musician and singer with a deep understanding of music.
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