Shelley in the musical Bat Boy: The Musical. She is living happily with her veterinarian father and house-wife mother. She falls in love with Edgar, a feral 'Bat Boy' that was found nearby who lived on blood, after her mother makes him civil and caring. All is well. Towards the end of the show, after Shelley and Edgar have already had sex, it's then revealed that while her mother worked as her father's assistant in a lab, he accidentally spilled an experimental pheromone on her, and, driven mad with lust, raped her. Stumbling her way home, she is then attacked and raped by a swarm of bats.She got pregnant and gave birth to twins: a mutant (Edgar), and a human (Shelley) So, Edgar turns out to be her twin brother. In the finale, Shelley watches as her father (Dr. Parker), furious and out of his mind, slits open his throat to tempt Edgar with blood. Edgar pounces on him and begins to drink, and Dr. Parker takes the initiative to stab him multiple times in the back. Trying to get him to stop, her mother rushes in and is also stabbed by her husband. All three of them die, and Edgar dies in her lap. So, no only does she find out her lover is actually her brother, she watched her FAMILY get murdered by her father, who in turn bleeds out through the neck. After that, she's very quiet. Nice story, right? I thought so too.
Elisabeth starts out as an adorable, willful little girl, who caught the romantic attention of Death after falling from a great height and nearly dying. Her Disney-esque happy marriage to the Emperor breaks down quickly, from both her mother-in-law's interventions, and Death sabotaging it so that she would die and be with him. Minus the personification of Death, all of this is historical:
Her youngest daughter, named Sophie (after the detested mother-in-law) is taken away from her. And then dies from typhus fever at age two, because Elisabeth has begged for her children to be brought along while traveling.
Her husband turns out to be a doormat regarding his mother, refusing to stand up for his wife at all until it's too late. And then he cheats on her and transmits syphilis to her.
Her only son and heir, Rudolf, (who is arguably a case of Kill the Cutie himself) grows up emotionally neglected and vulnerable thanks to the crippling depression Elisabeth falls into after the death of little Sophie. Which leaves him open prey to Death, who seduces him into leading a revolution, which gets him disinherited by his father, and abandoned by his mother (out of her refusal to talk to the Emperor). Driven to utter desperation, Rudolf shoots himself. A thoroughly broken Elisabeth screams at Death to deliver her from pain, but he refuses to take her.
And by the end, the Empress is so broken that as she is stabbed by Lucheni and her lady-in-waiting calls for help, Elisabeth pushes her aside - and runs into the embrace of Death for her fatal kiss.
Hamlet pretty much pulls this trope on Ophelia. Between his running into her room disheveled, sexually harasses her (in two separate scenes, no less) and finally kills her father under the impression that he was killing Claudius, driving her insane. It could be considered Kill the Cutie, since it's debatable whether or not she kills herself or accidentally drowns; either way, it's at the hard dark edge of the two tropes. Indeed, Hamlet himself qualifies as a broken cutie. Many of his friends speak highly of the good and loving man he was before his uncle murdered his brother and married his mother. The brooding, cynical man who is mean to Ophelia and mindlessly manslaughters her father is a different man from the sweet-natured heir to the throne who wrote her love letters and was Horatio's best buddy. We don't see much of him being this guy (because the play begins when he is already broken), but he still has the ability to make us laugh! He's adorable.
"Theatre/James and the Giant Peach" The 2013 musical of "James and the Giant Peach" does its best to break James within the first act. The play starts with James already in an orphanage after his parents died and he's still having nightmares about it. The Matron Nurse in charge isn't interested in his emotional well-being and just hands James off to his abusive aunts without a moment's thought, telling James he can't return to the orphanage. Spiker and Sponge promptly tell James they only claimed him because he's a source of free labor, constantly berate and insult him, abandon him to spend a day at the beach and refuse to believe him when he tells hem he was responsible for the giant peach's growth and- by default- their new-found wealth. James's aunts then destroy his deceased parents' scarf and glasses and tell him he has to sleep outside from now on. Oh, and THEN James finally manages to find his way into the peach and starts his adventure with his bug companions, during which he and the others spend a few hours starving and thirsty before they actually eat some of the peach. And then he has another nightmare not just about his parents' deaths, but Spiker and Sponge chasing after him. Thankfully, Grasshopper and Ladybug take it upon themselves to comfort him with the song "Everywhere That You Are." The two of them end up becoming James's adoptive mother and father at the end, providing him with the love and care James lost at the beginning of the play.
Little Shop of Horrors: Aww, look at Seymour with his Adorkable clumsiness, his hopeless little crush on the local abused girl, Audrey, and his quirky way of confiding in his pet plant! The poor guy's lived such a horrible life, and no one's ever loved him—can you really blame him for wanting a little happiness? Or for wanting to off the jerk who beats up Audrey? Or for having to kill off his boss, too, so he won't get ratted on, and then keeping the plant who needs to be fed blood so that Audrey won't leave him and ...well, you see where this is going. Suffice it to say that his death is probably the nicest thing that happens to him in the whole show.
Philomele in The Love of the Nightingale starts out as a beautiful if naive girl. Her sister and best friend Procne asks her husband Tereus to bring her for a visit. Tereus proceeds to fall for Philomele who in turn has fallen for a captain. Tereus then tells her Procne's dead, kills her lover, proceeds to rape her after she turns him down and finally cuts out her tongue to keep her from talking. She spends five years alone but with her servant before finally making dolls to reenact what happened to her to Procne. Tereus tries to kill them but they (as it is a Greek myth) turn into birds, making them a literal Broken Bird
Kim in Miss Saigon. Orphaned when her family's village is bombed. Has to go to work as a prostitute to support herself. On her very first night of work, meets and falls in love with a disillusioned GI (who himself may be an example of this trope). He plans to take her home with him, but instead, they are separated in the chaos of the fall of Saigon. She has to endure pregnancy and childbirth on her own. She has to kill her cousin to protect her child from him. After 3 years of pining away for Chris with her faith in him and love for their child being the only things that kept her going, she rushes to his hotel room. . .to be greeted by his wife. Determined to make sure that they take the boy with them to America (as a half-Asian, he would be an outcast in Vietnam), she kills herself. Yeesh.
Next To Normal is Break The Cutie: The Musical. Diana has been treated for severe Bipolar disorder for 20 years, haunted by manic-depressive episodes, side-effects of potentially lethal medications, and hallucinations of her late son. After undergoing a heavy dose of ECT (which she seems to have enjoyed a bit too much), she loses most memories of her family. After regaining them, the trauma of losing her son finally rushes back she decides that the slow and dangerous treatment isn't worth tearing her family apart, so she decides to leave them.
Juliet in Romeo and Juliet. Three hours after she marries Romeo, he kills her cousin (who was like a brother to her) and gets kicked out of Verona. The next day her parents try to force her to marry a man she doesn't love, and threaten to disown her if she refuses. Her father claims that he and her mother "have had a curse in having her". Meanwhile, she's loyal to Romeo, not only because of her inclinations, but because of her religious beliefs (i.e. "I'm already married, it would be wrong of me to get married again") and is fully prepared to kill herself rather than go through with the wedding. She ends up taking a potion that makes her appear dead, even though she's terrified of what it will do to her, as part of an incredibly risky plan to get out of Verona that entails never seeing the people she loves again. Then, when she wakes up in her family tomb, her husband is lying dead with his head on her chest. She runs herself through with his dagger. And she's fourteen years old.
Spring Awakening is also a good candidate for Break The Cutie: The Musical because half the characters get broken. Ilse and Martha got physically/sexually abused by their fathers, and they both had crushes on Moritz. Speaking of Ilse, she got kicked out for telling someone about her father and ran off to an artist's colony, only to head back home when one of them holds a gun to her chest. After heading back and conveniently meeting Moritz, who also got kicked out for failing in school, she offers to take him home—but he refuses. After realizing he's made a huge mistake, he eats his gun. Meanwhile, Wendla gets pregnant by Melchior and later gets a botched abortion, which Melchior is unaware of because he got framed by the teachers and sent to a reformatory for his best friend's suicide. Then there's Hanschen and Ernst, who... kind of vanish after the second act.
By the end of Sweeney Todd: The Demon Barber of Fleet Street, Johanna and Toby have gone mad due to having been treated cruelly for their whole lives, but also partly because of their first hand discoveries of Sweeney and Lovett's practices.
"How do you fire this gun, Chino? Just by pulling this little trigger? How many bullets are left, Chino? Enough for you? And you? All of you? WE ALL KILLED HIM; and my brother and Riff. I, too. I CAN KILL NOW BECAUSE I HATE NOW! How many can I kill, Chino? How many — and still have one bullet left for me?"
Anita qualifies even more as a Broken Cutie, as she starts out as comic relief—a snarky but nice girl who's happy to be in America and only wants to live her life in a new country and help Maria and Tony out. Then Tony kills her boyfriend. Understandably she becomes pretty jaded, but she STILL agrees to help Maria get a message to Tony (yes, the guy who killed her boyfriend). Instead she finds his friends, who almost rape her. That's pretty much the last straw, and she tells the lie that leads to the tragic conclusion.) Killthe Cutie happens to bother Riff and Bernardo.
While Elphaba from Wicked isn't exactly a traditional cutie, the Wizard and Madame Morrible do their best to break her by turning her into a terrorist fugitive, murdering her boyfriend, giving her former best friend an important position which seems to be trying to mitigate Elphaba's activities and DROPS a house on her sister. No wonder she finally snaps in epic fashion during 'No Good Deed.'
Henrik Ibsen has broken many cuties in his production at large.
Agnes, wife of Brand, suffers a Heroic B.S.O.D. when she understands her son is ill, and has to struggle with the fact that she has to stay with her husband for the sake of duty, at the expence of their son`s life. Later, she is shut off from his feelings, which he hides, and she passes the Despair Event Horizon. Eventually, she dies.
Hedvig, The Ingenue from The Wild Duck, has lived with Hjalmar Ekdal, whom she believed was her father, and was emotionally attached to him. She breaks when he disowns her, because he learns that he in fact is not her father after all. When Hedvig decides she will prove her love for him, tragedy ensues.
The female characters from Ibsen`s plays that doesn`t break, are either willful determinators, action girls, or completely insane.
Veronica from Heathers starts off as a sweet, dorky, snarky, intelligent outsider who just wants to fit in. Then she joins The Heathers, who treat her best friend terribly. Then she gets kicked out of the Heathers and the Alpha Bitch promises to ruin her life. Then it turns out that Veronica's boyfriend is a Serial Killer, who has his eye on said Alpha Bitch as his first victim of the school... Cue bodies piling up and Veronica beginning to lose it.
Schwarzy, already the most Adorkable character in the show with her lisp and overachieving attitude, has to deal with constant stress and pressure to be perfect from her two dads. She starts out cheerful and optimistic, but eventually complicates a word too much and is eliminated. Her exit is also played as much more of a Tear Jerker than the other eliminations, collapsing into Mitch and sobbing as she's ushered offstage.The ending makes it better by saying she eventually won the Bee in her last year of eligibility.
Coneybear, who's goofier and more cheerful about the Bee than any of the other spellers. He's also the first speller to be eliminated in the second act, leading to a Dark Reprise of "I'm Not That Smart."
Olive, who spends the whole show waiting for her dad to arrive, on top of already dealing with her mom being on a spiritual quest in India with no idea of when she's returning and her dad being borderline-abusive. Comes to a head in "The 'I Love You' Song," where she sings to her mom about wanting her to come home (and, to rub a little salt in the wound, she mentions she had "quietly packed" to join her). There's a Hope Spot when Panch supplies her with the $25 necessary to pay the entrance fee, but some productions have a Downer Ending for her where she has to come home to an empty house, her dad still at work and her mother still in India. Even the show's writers came up with a happier version where her dad drives her home and she recaps the Bee for him, since they thought the original was too bleak.