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1* "First of May," [[IntercourseWithYou although]] [[RefugeInAudacity hilarious]], is also a genuinely hopeful, sunshiney song. It ''is'' kind of about new starts and people sharing beautiful days together... by having a whole lot of sex in the outdoors.
2* Given the general reaction to Creator/TomCruise as a person these days, "Tom Cruise Crazy" is remarkably touching.
3* "You Ruined Everything," which, despite the bitter-sounding title, was written for Coulton's daughter, and is about becoming a first-time parent and all the apprehension--and love--that comes with it.
4--> You ruined everything in the nicest way.
5* "I'm Your Moon". For those who haven't heard the song, it is basically about Charon comforting Pluto about being demoted to a dwarf planet and saying that even though the world may think Pluto is not special, Charon thinks that Pluto is indeed special and it matters to it.
6* "My Beige Bear," a song about a [[SecurityBlanket dearly beloved teddy bear]] and all the other toys in his world. It's pure childlike sweetness. Especially with regards to the song's "antagonist," Indigo Monkey.
7--> Beige Bear says that some monkeys might just be lonely\
8Beige Bear says that no monkey wants to be bad\
9Beige Bear thinks that some monkeys misbehave only\
10Because they're sad...
11* While the song "Good Morning Tucson" is about a newscaster who either causes the apocalypse or goes mad, the video is a light-hearted edit of Coulton's family vacation clips. And has nothing to do with the song.
12* "The Princess Who Saved Herself," while silly, is pure SugarWiki/SweetDreamsFuel.
13* "You Wouldn't Know," where [[spoiler: [=GLaDOS=]]] refers to [[spoiler: [[{{VideoGame/LEGODimensions}} Batman, Gandalf, and Wyldstyle]]]] as her friends.
14* "My Monkey" is a slice-of-life love song about stress, anger, and forgiveness in an apparently [[HappilyMarried happily together]] couple, told from the man's perspective. The really cute part is that each line begins with "My monkey," as though the speaker is saying everything through a InhibitionDestroyingPuppet.
15* "Dance, Soterios Johnson, Dance" has a twofer:
16** It's a silly song about the fictional secret club-going life of newscaster Soterios Johnson, but beneath that, it's a song about putting all of your passion into something you love doing, even if nobody else understands it.
17** In the final verse, when he's about to leave the club to go back to his ordinary newscaster life, fellow newscaster Terry Gross stops him, and they share a dance as everyone cheers them on.

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