* AlternativeCharacterInterpretation:
** In "Really Don't Care", Is Demi singing about a break-up from their cheating boyfriend or are they calling out abusive parents on their homophobia towards their kids coming out?
** After Lovato revealed that not all of their songs were about a boy but a girl too, fans were left up to their interpretation about which songs Lovato was singing about a girl in and who that mystery girl was.
* SugarWiki/AwesomeMusic: There are great songs from all four of their albums.
** Don't Forget: ''La La Land'', ''Get Back'', ''Trainwreck'', ''Don't Forget'', ''Two Worlds Collide'', ''The Middle'', ''Until You're Mine''.
** Here We Go Again: ''Solo'', ''U Got Nothin' on Me'', ''Catch Me'', ''Quiet'', ''Every Time You Lie'', ''Got Dynamite'', ''World of Chances'', ''Remember December'', ''Everything You're Not''.
** Unbroken: ''Lightweight'', ''Unbroken'', ''Fix a Heart'', ''Mistake'', ''Give Your Heart a Break'', ''Skyscraper''，''For The Love Of A Daughter''
** Demi: Pretty much every song on this album is great in some way.
** Lovato's cover of "Let It Go" for the end credits of ''WesternAnimation/Frozen2013'' has been hailed as nearly the equal of the original. Given that the original in question is sung by Broadway powerhouse Creator/IdinaMenzel, that's no small compliment.
** "Cool for the Summer", especially all those synths in the chorus. WebVideo/ToddInTheShadows, never an easy critic to please, perfectly summed it up as "an atom bomb of a song."
** "Confident", particularly the horns in the chorus. The song certainly lives up to its title.
** "Stone Cold", particularly their ''Series/SaturdayNightLive'' [[https://www.youtube.com/watch?v=L1vYYw7efPQ performance]] of the song in 2015.
** The album ''Tell Me You Love Me'' is considered by Lovato's fans to be thier best album, ranking at 72 on Metacritic but with an ''8.1'' score from the audience.
** As much of a tearjerker as it is, "Dancing With The Devil" is some of, if not ''the'' best singing of Demi's career.
* EpicRiff:
** "Cool For The Summer" goes pretty hard.
** The opening brass section in "Confident".
* FanCommunityNickname: "Lovatics" or "Skyscrapers", the latter due to their inspirational single of the same name.
* FriendlyFandoms: With Music/FifthHarmony, which isn't surprising since Fifth Harmony wouldn't exist without Demi.
* GrowingTheBeard: While their sixth album ''Tell Me You Love Me'' sits at a sightly lower Metacritic score than ''Confident'' (72/100 compared to 74/100), it sits at a way higher user score and the general trend with the album's reviews is that this is the album where Lovato hits their artistic stride.
* HarsherInHindsight:
** ''Sober'', which already dealt with their end of 6 years of sobriety, became even sadder when they suffered a near-fatal oxycodone and fentanyl overdose just barely a month after the song was released.
** "Heart Attack" can be this in light of Demi revealing that, along with three strokes, they had a ''real'' heart attack [[https://www.buzzfeed.com/morgansloss1/demi-lovato-documentary-trailer-overdose-details?utm_source=dynamic&utm_campaign=bftwbuzzfeed&ref=bftwbuzzfeed following their overdose.]] In fact, they've discontinued the song from live performance for exactly that reason.
* SugarWiki/HeartwarmingMoments:
** [[https://www.youtube.com/watch?v=Hur1SMDFSDo A certain video on YouTube]] in which, in the middle of a concert, they get a frog and acts like a completely adorable hyper kid.
** For an example from their songs, "Give Your Heart a Break" has a very sweet premise; the song's narrator trying to help [[TroubledButCute a boy]] they like after learning that he's [[LoveHurts had his heart broken one too many times]].
** That's nothing compared to the time when a 5-year-old fan of theirs [[https://www.youtube.com/watch?v=TGpPpI0ER0c proposed to them]] in a really sweet way. You can even pinpoint the time they go back to being Sonny Munroe during the whole thing! AWW, indeed.
* HeartwarmingInHindsight: Demi's cover of "Let It Go" from ''WesternAnimation/Frozen2013'' became this after they came out as pansexual and non-binary, given how the song has been interpreted as a queer anthem.
* HilariousInHindsight:
** "My Girl Britney" on an old video with Demi's friend Music/SelenaGomez, [[https://www.youtube.com/watch?v=9qrnuGQLw-w Random Dancing]], to their favorite songs in 2008 in that context they were a big fan, now they are actually friends and it takes on a new meaning.
** During Demi's performance of "Confident" at the 2015 American Music Awards, a brief cut to an entranced Joe Jonas in the audience gave one too many viewers ''Film/CampRock'' flashbacks.
** “La La Land” now that there is a film called ''Film/LaLaLand'' about Hollywood which describes many of the issues that Demi touches on in their song of the same name.
** A 2013 tweet showing Lovato and Grande wanting to collaborate in music together became this after their 2021 collaboration "Met Him Last Night" came out.
* HoYay:
** Between the releases of "Really Don't Care" and "Cool For The Summer" and the following tour of Tell Me You Love Me, Lovato liked to indulge in this on their Tell Me You Love Me Tour with some of their female backup dancers.
** Their live performance of "Lonely" featured them kissing, serenading and grinding on surprise guest artist Music/{{Kehlani}}'s lap.
* MemeticMutation:
** A clip of ''The X Factor'', in which a contestant -- incensed at receiving criticism from a teenager -- [[TakeThat quipped that they use Auto-Tune and he didn't]], gained a lot of online popularity.
** A photo of them turned out more unflattering than intended due to extremely bad lighting and shadow, making them look like a {{Gonk}} instead of beautiful. The Gonk was named [[https://img.buzzfeed.com/buzzfeed-static/static/2015-10/22/7/enhanced/webdr05/enhanced-23225-1445511857-2.png Poot]] by fans, and Poot was christened to be Lovato's long-lost sister. This cooled off quickly, as [[MemeAcknowledgement Demi made no secret]] that they ''hated'' this meme, but later tweets indicate that they might have changed their mind.
** [[http://uproxx.com/prowrestling/2015/10/demi-lovato-stone-cold-steve-austin-mashup/ This mashup]] of "Stone Cold" with [[Wrestling/StoneColdSteveAustin a different Stone Cold.]] Bonus points for the mashup running three minutes and sixteen seconds long.
** [[https://imgur.com/a/tL3G1 A bizarre and ridiculous made-up copypasta]] about a fan claiming to have met them and been upset by their callous behavior spawning the phrases "(whispers) ''obesity''", "vagina flick" and "delete it fat", which became memes on pop music forums. Part of its appeal is the irony that their well-known mental health advocacy, including body positivity, makes the story even more silly and implausible.
* SignatureSong: If it ''isn't'' "Confident", or "Sorry Not Sorry", or "Cool For the Summer", then it's "Heart Attack." The "Heart Attack" video does have the most views on Website/YouTube, as well as it was the first single to get a rock remix in 2023 during Demi's ''HOLY FVCK" album cycle.
* TearJerker:
** "Skyscraper", "Every Time You Lie", "For the Love of A Daughter", "Until You're Mine", "Don't Forget, World Of Chances", "Shouldn't Come Back"... and so much more!
** Demi's June 2018 single "Sober" might be the saddest one they've released to date; it's a piano ballad very explicitly about them falling off the wagon after six years of sobriety, and how they feel like they have let down their family, their fans, and themselves in the process. The studio version is a hard listen by itself, but [[https://www.youtube.com/watch?v=XQCo9dpz4LY this live performance]] ups the emotion ten-fold. Demi manages to keep their composure for most of the song, but after they sing the line "I'm sorry for the fans I lost", the crowd responds with [[SugarWiki/HeartwarmingMoments a massive cheer of encouragement and support]] that makes them audibly choke up during the next few lines.
** In 2021, Demi revealed their near-fatal overdose caused permanent brain damage, which among other things means they can't drive a car.
** ''Dancing With The Devil'', about their relapse and near death experiences while overdosing.
** Demi's single "Anyone", lyrically a cry for help. Which they sang at their comeback at the 2020 Grammys and earned them a tearjerking standing ovation. Lovato was so overwhelmed with emotion from the song that they had to stop and restart for a minute. More heartwrenching is that "Anyone" would've been their last recorded song if they hadn't survived their near-fatal 2018 overdose.
** "29", where the narrator reflects on a relationship they had as a teenager with an adult, finally realizing that they were groomed and their partner took advantage of their youth and naivete. Now that they're the same age their ex was when they started dating, they're furious, saying they would ''never'' look at someone so young and now understand just how wrong the relationship was. It's even sadder when you know that it's based on a real relationship Demi had. You can just hear the pain and anger in their voice.
* WhatDoYouMeanItsNotForKids:
** Demi falls under this, which makes sure of showing how they've become more mature in the R&B parts of their album, ''Unbroken''. Although Demi has since admitted to feeling uncomfortable with the "party hits" on that album years later.
** Even though Demi thought the aforementioned album of theirs still says it by bit, later songs of theirs (with some music videos of their recent songs in the mix) do play the trope well, as if they're pulling a [[Anime/MacrossFrontier Sheryl Nome]] (“Cool For The Summer”, anyone?), at least in their singing career.
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