* CrowningMomentOfFunny: ''Do You Want Me?'', the song itself is so out there and tongue in cheek and oh so true wherever you were in high school (Life?)
** When ABCFamily broadcasted ''LizzieMcGuire'' reruns on prime time in December 2014, Hilary live-[[{{Twitter}} tweeted]] [[https://twitter.com/HilaryDuff/status/549814916442357761 this]] post. Also counts as SophisticatedAsHell and, in a way, along with the [[https://twitter.com/HilaryDuff/status/549818691106263040 following tweet]], a [[HeartwarmingMoments Heartwarming Moment]].
* EarWorm: Fly, So Yesterday, Come Clean, Wake Up, With Love, Stranger, Why Not, Danger, Beat Of My Heart, Chasing the Sun, All About You.
* GermansLoveDavidHasselhoff: In Italy, she's considered ''very'' popular there. Must be why they had their own exclusive Best of called 4ever Hilary Duff in 2006, during her one sort of break...
* HeartwarmingMoments: ''Jericho, Someone's Watching Over Me, Now You Know, Fly''
* HarsherInHindsight: "Daddy's always there" in Sweet Sixteen can be seen as cringe worthy considering her now fractured relationship with her father due to his cheating on her mother.
* HilariousInHindsight: Listen to "So Yesterday" and try not to laugh.
* {{Narm}}: "So Yesterday" has the line "If the light is off, [[CaptainObvious then it isn't on]]." Also, see HilariousInHindsight above.
* TearJerker: ''Someone's Watching Over Me'', '''Raise Your Voice''' is one long tear jerker.
** ''Who's That Girl?'', ''Jericho''...
** "Love Just Is" gravitates between this and [[HeartwarmingMoments Heartwarming Moment]].

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