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9!! Animation:
10* ''WesternAnimation/BeautyAndTheBeast'': Goodness, the Beast's heartbreak after the uplifting ballroom scene is palpable. As he lets Belle go to her father at the risk of breaking the curse and spending his life with Belle he starts sobbing and finally breaks into a primal scream of despair as Belle gallops away. This is essentially the entire message of the VillainSong in the midquel ''[[WesternAnimation/BeautyAndTheBeastTheEnchantedChristmas Enchanted Christmas]]''.
11* ''WesternAnimation/Nimona2023'': Ballister and Ambrosius used to be a thing before Ballister was framed for murder and Ambrosius believed it. Throughout the film, it is clear that the two still hold feeling for one another. [[spoiler:At the end of the film, with Ballister exonerated and Ambrosius having realized the Director’s duplicity, the two finally get back together.]]
12* ''WesternAnimation/StrangeMagic'': Marianne catches her fiancee cheating on her right before her marriage, causing her to swear off love. [[spoiler: Turns out the supposed BigBad is similarly bitter and [[CommonalityConnection they bond over it]].]]
13* ''WesternAnimation/TheSwordInTheStone''. Three words: heartbroken girl squirrel.
14* ''WesternAnimation/WreckItRalph'': When Felix comes down on Ralph when he rescues him, it's less because of the trouble he caused and more because of Calhoun's rejection of him.
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17!! Live-Action:
18* The hero of ''Film/FiveHundredDaysOfSummer'' suffers a lot when his love to Summer remains unrequited.
19* The central theme of the Mexican film ''Film/AmarTeDuele''[[labelnote:Translation]]Love Hurts You[[/labelnote]], which is about a rich girl and a poor boy who fall in love with each other, but society tries to keep them apart. It's even in the meaning of the title!
20* ''Film/BladeRunner2049'': Luv's name [[ThemeNaming symbolises]] this trope like love she can be gentle, kind and passionate but at other times she’s cruel, obsessive, violent and traitorous. Yet in even in act of violence, Luv cries TenderTears which reflects how double sided love is. This also contrasts with the other female character whose name is “Joi” who represents pure positive emotion [[spoiler: thus its fitting when towards the end of the movie where Luv literally destroys Joi]].
21** Speaking of Joi, her relationship with the Replicant protagonist K screams this trope, in spite of both of them being artificial their love for each other is genuine. Therefore their love mixed with tragedy since Joi is a hologram whom K cannot touch and her feelings may be completely manufactured. [[spoiler: Then again the moments before Luv destroys Joi, he reaches for her and she reaches for him saying she loves him before being removed from existence by Luv. While it’s up for audience interpretation, K and Joi’s feeling were real to them which is what really counts]].
22* One of the major themes of the musical ''{{Theatre/Camelot}}''. Love a woman? She's either married to your best friend or having an affair with your best friend. Love a man? He's either married to your girlfriend or having an affair with your wife. Love two men? You've made one of them a cuckold and the other a traitor. And you just can't seem to stop.
23* From the ''Film/Hellboy2004'' art book: "When, in 1988, Liz Sherman joined the B.P.R.D., Hellboy fell in love. From then on, he knew the meaning of pain."
24* ''Film/TheHitchhikersGuideToTheGalaxy2005'' has this to say on the subject of love: "avoid, if at all possible."
25* ''Film/TheHobbitTheBattleOfTheFiveArmies'': Discussed by a heartbroken Tauriel [[spoiler:(who is sobbing over Kíli's corpse)]] and Thranduil, whose eyes are filling with tears because he deeply empathizes with her loss, being a widower who has never recovered from his wife's death.
26-->'''Tauriel''': They want to bury him.\
27'''Thranduil''': Yes.\
28'''Tauriel''': If this is love, I do not want it. Take it from me, please! Why does it ''hurt so much''?\
29'''Thranduil''': Because it was real.
30* ''Film/TheHungerGames'': This trope is one of the two main reasons why Katniss Everdeen is so reluctant to admit to herself that she's falling in love.
31* The only woman Film/{{James|Bond}} [[TheCasanova Bond]] ever married ([[Film/OnHerMajestysSecretService Teresa "Tracy" Di Vincezo]]) was killed moments afterwards in a botched attempt to assassinate him. In later movies, it shows that even with all his flirting and skirt-chasing that he ''still'' mourns her.
32* ''Film/{{Jasminum}}'' features not one, but two pairs of StarCrossedLovers, a woman LookingForLoveInAllTheWrongPlaces, and a guy hopelessly in love with ''her'' whom she dismisses as a creep. And as if the romantic Love Hurts weren't enough, a little girl has to leave her friend and they're both heartbroken because of it.
33* ''Film/LawrenceOfArabia'': Towards the end of the movie, T.E. Lawrence has failed in nearly every regard, and been through [[RapeAsDrama hell]] on the way. Sherif Ali, one of his most faithful allies (as well as his lover, according to WordOfGay), storms out angrily after realizing just how shattered Lawrence is, which leads to this exchange with [[TeethClenchedTeamwork Auda abu Tayi]].
34--> '''Auda:''' Do you love him?
35--> '''Ali:''' (angrily, with [[HeWillNotCrySoICryForHim tears running down his face]]) No, I fear him!
36--> '''Auda:''' Then why do you weep?
37--> '''Ali:''' If I fear him, who love him, how must he fear himself who hates himself?
38* Stefan, from the film ''Film/LetterFromAnUnknownWoman'' never remembers Lisa, the woman who has loved him her whole life, and once he does find out about her, it's too late. Lisa dies.
39* ''Film/LoveActually''. Daniel knows something has been bothering his stepson for a long time now, and he finally gets it out of him: he's in love with a classmate.
40-->'''Daniel:''' ''[laughing]'' Aren't you a bit young to be in love?\
41'''Sam:''' No.\
42'''Daniel:''' Oh. Right. Well, I'm a little relieved!\
43'''Sam:''' Why?\
44'''Daniel:''' Well, you know, I thought it might be something worse!\
45'''Sam:''' Worse than the total agony of being in love?\
46'''Daniel:''' ...No, you're right. Yeah, total agony.
47* ''Film/{{Mandalay}}'': Oh, love hurts indeed. Especially when the gun racketeer you love sells you into {{Sex Slave}}ry.
48--> '''Tanya:''' (slowly breaking into tears) I love you, Tony. I love you more than life. And what did you make of me? [[PornNames "Spot White"]].
49* ''Film/MenInBlack'':
50--> '''J''': You know what they say, it's better to have loved and lost than never to have loved at all.
51--> '''K''': (coldly) Try it.
52* Davey Jones and Calypso's relationship in the ''Franchise/PiratesOfTheCaribbean'' movies. Yeah, that ended well.
53* ''Film/PleaseTurnOver'': Aunt Una in ''Naked Revolt'' is madly in love with Dr. Gay, and drinks to soften the pain it brings her.
54-->'''Aunt Una''': Of course, I'm sick. ''Sick'' with... ''sick'' with love! I '''love''' him.
55* The whole point of ''Film/ScottPilgrimVsTheWorld'' ... in this case love multiplies itself by seven and storms into town on a homicidal rampage.
56** Poor Scott. As one tagline approximately reads: ''Scott Pilgrim has no trouble finding a girlfriend. It's getting rid of them that proves difficult.''
57** But it turns out alright.
58* ''Film/ThorLoveAndThunder:'' A theme of the film is that while love can hurt, and losing that love hurts even more, it's better than shutting yourself off from everyone around you in the hopes of avoiding that pain. Of course, since this movie is not entirely serious, the message is delivered by Peter Quill phrasing it in possibly the worst way imaginable.
59%% ZCE * Any of Creator/WongKarWai 's films, especially ''Film/InTheMoodForLove'' and ''2046.''
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