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* ''Fanfic/KingdomHeartsPsiTheSeekerOfDarkness'': In ''[[https://archiveofourown.org/works/16458608/chapters/39115876 Adjustments]]'', Roxas serenades Xion with "It Is You (I Have Loved)", mentioning that it's from the soundtrack of one of Sora's favourite movies. It's not until [[BrickJoke some time]] [[https://archiveofourown.org/works/27158971/chapters/66327586 later]] that Xion finds out [[WesternAnimation/{{Shrek}} what that movie was]].
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* One ''ComicStrip/ShermansLagoon'' arc has Hawthorn the hermit crab fall in love with a lady crab. At one point, he goes up to what he thinks is her den and try this trope, but unfortunately sang to a clam. Even more unfortunately, the serenade worked, and he then had a love-struck clam following him.
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It could also be a GiftOfSong.
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* In ''Film/RingOfFear'', ComicRelief Pedro is serenading his latest romantic interest outside her caravan window with a guitar. She dumps a bucket of water of him.
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* In "The Perfect Pear", Pear Butter sings a love song to Bright McIntosh, titled "You're In My Head Like a Catchy Song". For bonus points, Pear Butter is voiced by Felicia Day.

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* In "The Perfect Pear", Pear Butter sings a love song to her sweetheart Bright McIntosh, Mac, titled "You're In My Head Like a Catchy Song". For bonus points, Pear Butter is voiced by Felicia Day.

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* ''WesternAnimation/MyLittlePonyFriendshipIsMagic'': In "Hard to Say Anything", Big Macintosh and his romantic rival Feather Bangs both try serenading Sugar Belle at the same time, Mac with a heartfelt country ballad and Feather Bangs with a catchy boy-band pop song. Their increasingly over-the-top performances just make a mess of Sugar Belle's shop and lead to her getting mad at both of them.

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* ''WesternAnimation/MyLittlePonyFriendshipIsMagic'': ''WesternAnimation/MyLittlePonyFriendshipIsMagic'':
**
In "Hard to Say Anything", Big Macintosh and his romantic rival Feather Bangs both try serenading Sugar Belle at the same time, Mac with a heartfelt country ballad and Feather Bangs with a catchy boy-band pop song. Their increasingly over-the-top performances just make a mess of Sugar Belle's shop and lead to her getting mad at both of them.them.
* In "The Perfect Pear", Pear Butter sings a love song to Bright McIntosh, titled "You're In My Head Like a Catchy Song". For bonus points, Pear Butter is voiced by Felicia Day.
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* Somewhat subverted in ''Series/LoveVictor'': after Victor and Benji bond over the song "Call Me Maybe" earlier in the episode 'Battle of the Bands', Benji later sings the same song at the band contest, saying that his band had just started working on the cover, implying that his moment with Victor inspired the song choice. While it might appear to Victor that he is the one being serenaded in the room full of people, Benji possibly sang the song for his boyfriend, Derek.
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** John sang a rock song to Kimmy who he dated briefly. He told an unfortunate half-truth, half-lie that he used to sing at school. He was very anxious, very {{adorkable}}, and not actually a good singer, but the ladies from his office asked everybody to cheer him up and applaud him, and it helped to create a believable aura of a rocker. Kimmy was thrilled and loved every bit of his performance.

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** John sang a rock song to Kimmy who he dated briefly. He told an unfortunate half-truth, half-lie that he used to sing at school. He was very anxious, very {{adorkable}}, dorky, and not actually a good singer, but the ladies from his office asked everybody to cheer him up and applaud him, and it helped to create a believable aura of a rocker. Kimmy was thrilled and loved every bit of his performance.

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[[folder: Fan Works]]
* in WesternAnimation/PhineasAndFerb fanworks, Phineas often sings Gitchee Gitchee Goo to Isabella as a declaration of love. Once as [[https://www.deviantart.com/phineas-isabellaclub/art/Phineas-and-Isabella-Fanfic-01-132495099 a lullaby]], and another time [[Fanfic/FindingDad as a karaoke duet]].
* In ''Fanfic/SomeoneToWatchOverMe'', Adrien plays a piano piece to Ladybug that he wrote specifically about her, [[spoiler: leading to her to [[ShutUpKiss kiss him while he's trying to explain]]]].

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[[folder: Fan Works]]
* in WesternAnimation/PhineasAndFerb fanworks, Phineas often sings Gitchee Gitchee Goo to Isabella as a declaration of love. Once as [[https://www.deviantart.com/phineas-isabellaclub/art/Phineas-and-Isabella-Fanfic-01-132495099 a lullaby]], and another time [[Fanfic/FindingDad as a karaoke duet]].
* In ''Fanfic/SomeoneToWatchOverMe'', Adrien plays a piano piece to Ladybug that he wrote specifically about her, [[spoiler: leading to her to [[ShutUpKiss kiss him while he's trying to explain]]]].
[[folder:Fan Works]]


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* ''Fanfic/DungeonKeeperAmi'' has [[spoiler:Dark General Jadeite]] thinking about doing this to his new boss, Keeper Mercury, as a way to make her fall more in love with him.
* In WesternAnimation/PhineasAndFerb fanworks, Phineas often sings Gitchee Gitchee Goo to Isabella as a declaration of love. Once as [[https://www.deviantart.com/phineas-isabellaclub/art/Phineas-and-Isabella-Fanfic-01-132495099 a lullaby]], and another time [[Fanfic/FindingDad as a karaoke duet]].
* In ''Fanfic/SomeoneToWatchOverMe'', Adrien plays a piano piece to Ladybug that he wrote specifically about her, [[spoiler: leading to her to [[ShutUpKiss kiss him while he's trying to explain]]]].

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* In ''Film/TheBoldCaballero'', Don Diego serenades Isabella outside her inn window playing a guitar which magically acquires a full orchestral accompaniment.



* In ''Film/TheBoldCaballero'', Don Diego serenades Isabella outside her inn window playing a guitar which magically acquires a full orchestral accompaniment.
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* In ''Film/TheBoldCaballero'', Don Diego serenades Isabella outside her inn window playing a guitar which magically acquires a full orchestral accompaniment.
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* In ''Fanfic/ByTheBook'', Apple tries this (wifh [[FriendToAllLivingThings woodland creatures]] as backup), but Darling runs off with an excuse before she can.

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* In ''Fanfic/ByTheBook'', Apple tries this (wifh serenading Daring (with [[FriendToAllLivingThings woodland creatures]] as backup), but Darling runs off with an excuse before she can.
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* In ''Fanfic/ByTheBook'', Apple tries this (wifh [[FriendToAllLivingThings woodland creatures]] as backup), but Darling runs off with an excuse before she can.
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Comes in two varieties: The solo serenade, where it's just the two of them alone together, or the public affair, where a crowd of people is watching. The former is more intimate, the latter is more showy, and if it is successful, may result in a ConcertKiss. Serenading someone in front of a crowd is a sign the performer isn't afraid to let everyone know they're in love. It's also a perfect set-up for a spectacular backfire if the suitor is unwelcome and/or [[DreadfulMusician utterly without musical talent]]. Solo serenades are often done [[BalconyWooingScene under a balcony or outside window]], usually with a guitar.

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Comes in two varieties: The solo serenade, where it's just the two of them alone together, or the public affair, where a crowd of people is watching. The former is more intimate, the latter is more showy, and if it is successful, may result in a ConcertKiss. Serenading someone in front of a crowd is a sign the performer isn't afraid to let everyone know they're in love. It's also a perfect set-up for a spectacular backfire if the suitor is unwelcome and/or [[DreadfulMusician utterly without musical talent]]. Solo serenades are often done [[BalconyWooingScene under a balcony or outside window]], usually with a guitar.
guitar; KaraokeBondingScene might also be used in modern works.
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* Mentioned in ''Discworld/SoulMusic'' as being one of the main sources of income for a guitar maker: when a serenading troubadour is jumping out the window to escape an angry husband, taking his guitar with him is the last thing on his mind.

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* Mentioned in ''Discworld/SoulMusic'' ''Literature/SoulMusic'' as being one of the main sources of income for a guitar maker: when a serenading troubadour is jumping out the window to escape an angry husband, taking his guitar with him is the last thing on his mind.
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Add Someone to Watch Over Me

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* In ''Fanfic/SomeoneToWatchOverMe'', Adrien plays a piano piece to Ladybug that he wrote specifically about her, [[spoiler: leading to her to [[ShutUpKiss kiss him while he's trying to explain]]]].
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[[folder:Tabletop Games]]
* In ''TabletopGame/{{Pathfinder}}'' the drunken adventurer-turned-(slightly less drunken)God Cayden Cailean sometimes serenades the Goddess of Love Shelyn.
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* In the ''WebAnimation/{{RWBY}}'' episode "Extracurricular", Jaune Arc tries to convince Weiss Schnee to go to the school dance with him by playing a guitar and singing. It doesn't work and she closes the door in his face.

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* In the ''WebAnimation/{{RWBY}}'' episode "Extracurricular", Jaune Arc tries to convince Weiss Schnee to go to the school dance with him by playing a guitar and singing. It doesn't work and she closes the door in his face. He begs her to open the door again, promising not to sing. When she does, he strums the guitar and sings "''ILied!''"
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** In the cartoon "WesternAnimation/SolidSeranade", Tom woos his sweetheart by singing "Is You Is or Is You Ain't My Baby" on the bass. Jerry and the local guard dog are not amused.

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** In the cartoon "WesternAnimation/SolidSeranade", "WesternAnimation/SolidSerenade", Tom woos his sweetheart by singing "Is You Is or Is You Ain't My Baby" on the bass. Jerry and the local guard dog are not amused.
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** In the cartoon "Solid Seranade", Tom woos his sweetheart by singing "Is You Is or Is You Ain't My Baby" on the bass. Jerry and the local guard dog are not amused.

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** In the cartoon "Solid Seranade", "WesternAnimation/SolidSeranade", Tom woos his sweetheart by singing "Is You Is or Is You Ain't My Baby" on the bass. Jerry and the local guard dog are not amused.
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* Pufftail in ''Literature/{{Stray}}'' enjoyed [[ReallyGetsAround courting]] [[TheCasanova many]] female cats using his singing voice. Unfortunately for him, many humans didn't like having cats yowling at night, so they'd often throw water at him.
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** Subverted when Kirk Van Houten serenades his ex-wife with "[[EarWorm Can I Borrow a Feeling]]". She's completely unimpressed and the divorce stands.

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** Subverted when Kirk Van Houten serenades his ex-wife with "[[EarWorm Can "Can I Borrow a Feeling]]".Feeling". She's completely unimpressed and the divorce stands.
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* In ''[[Film/TheNuttyProfessor The Nutty Professor 2: The Klumps]]'', Sherman tries to propose to his colleague with the help of a Mariachi band who repeat (in song) everything he says. It's very sweet...until Buddy Love takes over and starts making VERY awkward double entendres, like "Why don't you come over here and let me put the beef in your taco?"

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* In ''[[Film/TheNuttyProfessor The Nutty Professor 2: The Klumps]]'', ''Film/NuttyProfessorIITheKlumps'', Sherman tries to propose to his colleague with the help of a Mariachi band who repeat (in song) everything he says. It's very sweet...until Buddy Love takes over and starts making VERY awkward double entendres, like "Why don't you come over here and let me put the beef in your taco?"
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* The above scene is parodied beautifully in ''Film/NotAnotherTeenMovie'', where the lead character is told that to win a girl's heart, he should sing a song with her name in it (see page quote). Since she's Janey, he gets in front of the stadium full of his peers and sings "[[Music/{{Aerosmith}} Janie's Got a Gun]]"; Janey is promptly tackled to the ground and tasered on suspicion of bringing a weapon to school. It doesn't help that he added her last name to the existing lyrics.

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* The above scene is parodied beautifully in ''Film/NotAnotherTeenMovie'', where the lead character is told that to win a girl's heart, he should sing a song with her name in it (see page quote). Since she's Janey, he gets in front of the stadium full of his peers and sings "[[Music/{{Aerosmith}} Janie's Got a Gun]]"; Janey is promptly tackled to the ground and tasered [[AxesAtSchool on suspicion of bringing a weapon to school.school]]. It doesn't help that he added her last name to the existing lyrics.
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* ''Series/SchittsCreek'': Patrick serenades David with an acoustic cover of Tina Turner's "Simply the Best" at Rose Apothecary's open mic night. David fears this will backfire and humiliate both of them, but Patrick turns out to be talented and David, as well as the rest of the audience, are moved by his performance.

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* ''Series/SchittsCreek'': Patrick serenades David with an acoustic cover of Tina Turner's "Simply the Best" at Rose Apothecary's open mic night. David fears this will backfire and humiliate both of them, but Patrick turns out to be talented and David, as well as the rest of the audience, are moved by his performance. Later, David needs to apologize to Patrick so, in a CallBack, he dances and lip-synchs to the original track for Patrick.
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** ''VideoGame/TheSims4'' lets you do it with or without a musical instrument, but you need to be very skilled with the instrument in question for the interaction to be available.

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* Toninho serenades his estranged wife Isabella after cheating on her in ''Film/WomanOnTop''. He doesn't win her back but he does score a job on her cooking show.



* Series/SchittsCreek: Patrick serenades David with an acoustic cover of Tina Turner's "Simply the Best" at Rose Apothecary's open mic night. David fears this will backfire and humiliate both of them, but Patrick turns out to be talented and David, as well as the rest of the audience, are moved by his performance.

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* Series/SchittsCreek: ''Series/SchittsCreek'': Patrick serenades David with an acoustic cover of Tina Turner's "Simply the Best" at Rose Apothecary's open mic night. David fears this will backfire and humiliate both of them, but Patrick turns out to be talented and David, as well as the rest of the audience, are moved by his performance.
* Woody Boyd serenades his girlfriend Kelly for her birthday in an episode of ''Series/{{Cheers}}.
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* ''WesternAnimation/FinalSpace'': In Episode 6, Quinn sees all of Gary's old video messages to her. In one, it shows him, dressed in just a ModestyTowel, trying to sing a balad he wrote for Quinn. While playing on a small, improvised guitar he made from scrap since HUE wouldn’t let him have an actual guitar.
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* Series/SchittsCreek: Patrick serenades David with an acoustic cover of Tina Turner's "Simply the Best" at Rose Apothecary's open mic night. David fears this will backfire and humiliate both of them, but Patrick turns out to be talented and David, as well as the rest of the audience, are moved by his performance.
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* In ''WesternAnimation/TheCrumpets'' episode "Croco-Deal", Pa [[https://www.youtube.com/watch?v=MGSdP3e5-tI&t=10m10s serenades]] Ma from below their balcony. It's disrupted when their baby son Li'l One stages a threat with a crocodile so he can get his mother's attention.

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