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Tear Jerker / Batwoman (2019)

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Season 1

     1x01: Pilot 
  • The Kanes' accident caused by the Joker in which Kate was the sole survivor while her mother, Gabi, and twin sister, Beth, supposedly died when their car was run off the road and went over a bridge. Kate is still haunted by it in the present.
    • To make it sadder, the tragedy happened on the sisters' 13th birthday.
    • The reason Beth didn't immediately follow Kate out of the wreck? She tried to help their mother, who had been knocked out from the impact.
    • Kate's father, Jacob, has been distant from her on some level ever since the tragedy, to the point that he refuses to let her join the Crows despite her protests. In the end, he admits Kate is all he has left and he doesn't want to lose her too.
    • Luke Fox later revealing that Bruce never forgave himself for not being able to save his aunt and cousin during the Joker's attack, and spent hours trying to figure out what went wrong that day. Kate, who has resented Batman for years for not caring about her family, now realizes how wrong she was about him.
  • Gotham has fallen into ruin ever since Batman left, with crime and corruption overtaking the city to the point that military-esque private security is needed to keep the peace, though it's clear only the wealthy citizens benefit from it. If that isn't bad enough, the city's administration is about to turn off the iconic Bat-Signal to enforce the fact that their hero isn't coming back.
  • Alice taunts Kate that she kidnapped Sophie as leverage against Jacob because Sophie is the daughter he really wanted while Kate is the disappointment he sent away. While it's clearly not true, Alice's insinuation touched a nerve, as shown when Kate forlornly gazes at a celebratory picture of Jacob accepting Sophie into the Crows, which he blocked Kate from.
    • The Reveal of Alice being Beth Kane makes her words cut deeper. She's not just taunting Kate, she genuinely believes Jacob no longer wants them.
  • The flashback of Kate and Sophie's breakup when the latter chooses to comply with the military academy's DADT rules so she can graduate. When Kate demands to know why Sophie changed her mind about them, all she says is that Kate should keep her distance from now on.
    • In the end, any chance Kate has of reuniting with Sophie is derailed when she meets Sophie's husband.

     1x02: The Rabbit Hole 
  • The episode is full of it:
    • In the flashbacks, we see how desperate Kate and Jacob were, looking for Beth. And Kate never really gave up, even calling her dad a traitor when he got (seemingly) definite proof that her sister was indeed dead. At one point, she even confesses to Jacob that she blames herself for Beth's disappearance, since Kate left her behind in the dangling car and was too scared to go back inside to save her.
    • Kate meets Alice in the park to confirm her identity. For the first time, Alice's maniacal, cartoonish persona breaks down into genuine tears and anger when she describes her fear as the car flooded with water and asks how long it took after her disappearance for Kate to sleep through the night. It's painfully clear this isn't Alice talking, but Beth, who feels betrayed by her supposedly beloved family leaving her to suffer a hellish experience that molded her into the psychopath she is today.
      • Alice recalls the only thing that kept her calm in the sinking car was the thought, "Surely, someone will save me." As we know, no one came.
      • Kate confesses she never got over her sister's death because she always felt Beth was alive and regrets not being with her. Even Alice is somber at hearing just how much she meant to Kate, and still does.
    • Mary being traumatized after Dodgson nearly murders her on Alice's orders, and calling Kate out for always ignoring her after the latter bails on their plans to get together; it's made even sadder because Kate was indeed there for Mary by stopping Dodgson's attack, but can't tell her.
      • This is the first crack in Mary's usual chipper facade as she reveals how she always felt sidelined by Kate in favor of Beth.
    • When Mary asks if Alice is worth it, Kate can't answer. Even as she's constantly being confronted with Alice's horrible climes, she still wants to save her sister, despite not knowing if that's even possible. Worse, her non-answer just hurts Mary more, who despondently asks Kate to tell Alice she's "not a threat".
    • Kate and Sophie's falling out. The former calls out the latter for betraying her by tipping off the authorities to her meeting with Alice. While the latter explains that she did it to save the former's life. When Kate asks Sophie if she's happy with Tyler, she says yes and tells Kate that she needs to move on.
    • The revelation that Catherine is covering up Alice's true identity for her own reasons, which will no doubt throw the Kanes into further turmoil.
    • Kate writing in her journal that she no longer feels hope, but doubt.

     1x03: Down Down Down 
  • The sheer terror on Alice's face when she has a nightmare from her disappearance.
  • Alice's declaration that Beth is gone for good. She not only refuses to adhere to Kate's ultimatum of no killing for 24 hours in exchange for Dodgson, but makes it clear she only saved Kate because she has plans for her sister.
  • Alice tears into Jacob with a threatening phone call, making it clear just how she feels about him.
    Alice: I never understood why you stopped looking for me. I always thought a father would do anything to find his daughter... swim oceans, move mountains, but now I get it. You're on top of the mountain. Heh. If I had this view, I'd stop looking for me, too. More time to enjoy your new life.
    ...
    Jacob: I'm coming for you.
    Alice: Maybe if you'd uttered those words 15 years ago, we wouldn't be here now. I won't let you forget me, Commander, not again.
    • It's worth noting that unlike with Kate, Alice never calls Jacob her dad.
    • Alice plays a song on the cello her father had taught her. For the first time, Jacob is forced to grapple with the Awful Truth that Alice is indeed Beth, and he left her behind.
    • After breaking into the penthouse, Alice glares at a wall full of family photos of Jacob, Catherine, and Mary, and spitefully destroys one, no doubt thinking of the life she could've had if not for her father seemingly replacing her.
  • Sophie's continued denial of her and Kate's past, which isn't going to end well, especially with Tyler's probing and Kate's decision to move on.
    • Kate also seems hurt when she realizes Sophie never even mentioned her to Tyler.
  • Luke admits to Kate that he doesn't think Bruce is coming back.

     1x04: Who Are You? 
  • Catherine breaking down in tears and admitting that, years ago, she paid people off to construct a fake DNA test with deer bones to finally convince Jacob and Kate that Beth was dead, due to them being unable to move on. Jacob is obviously angered by the truth and tells Catherine to get the hell away from him.
    • Later, Jacob mournfully listens to Alice playing the cello song he taught her, now knowing she is his long-lost daughter.
  • Kate and Reagan breaking up, due to Reagan noticing Kate's obvious lies and Kate being unable to fully let somebody into her life yet.

     1x05: Mine Is a Long and a Sad Tale 
  • Beth's entire captivity is this, coupled with a heavy dose of Nightmare Fuel. Making it even more gut-wrenching is that Beth actually managed to call Jacob, who arrived with Kate to the house where she was being held. Kate even managed to find the door to the room Beth was locked in. Sadly, a combination of Jacob falling for Cartwright's explanation that the call was a prank by Johnny, and Beth staying quiet for fear that Kate and Jacob would be killed, meant that they left without finding her.
    • Beth crying for her father after being first locked in the basement, wanting Jacob to come and save her.
  • Mouse's childhood, disfigured by burn scars and kept in complete isolation by his father so other children won't mock him or show they're frightened by his looks. Beth was possibly the only person to not be scared of him.
  • Mary's drunken breakdown about how her family is falling apart and how no one seems to want her.
    • Mary ends up lashing out at Luke, who can't really offer her any comfort, since Kate is away with Alice. In Mary's eyes, Kate is once again disregarding her stepsister in favor of her twin, despite the former being "the good sister".

     1x06: I'll Be Judge, I'll Be Jury 
  • The Reveal that the Arrowverse version of Lucius Fox was murdered on the night of Luke's high school graduation. Only made worse when the prosecutor who handled the case is revealed to be part of a trio of Dirty Cops to coerce confessions and frame innocent people to bump up convictions. By the end of the episode, Luke can only read his father's case file and is left wondering if the man who murdered his father will go free because of tainted evidence...or if he was ever caught in the first place.

     1x07: Tell Me the Truth 
  • Mary's depression over Jacob and Kate bailing, as she makes it clear she has yet to forgive her mother for tearing their family apart.
  • The details of why Sophie stayed at Point Rock make a sad situation that much sadder. Initially, she was going to be truthful with the administration just like Kate, thinking that since she was one of the Academy's top two cadets, she was safe from expulsion. However, after Jacob reminded her of what that decision would cost, she came to the sobering realization that she had to stay to ensure her future.
  • Tyler learning of Sophie and Kate's relationship as cadets from a tearful Sophie. Despite her denials, it's clear Sophie's breakup with Kate never stopped weighing on her.
  • Kate breaking down in tears when she opens the gift Sophie gave her: her old sharpshooting medal, which Sophie had kept all those years. And that's after she and Sophie part romantic ways again.
    • Earlier, Kate had pondered coming clean to Sophie about her Secret Identity, recalling the latter was once the person she trusted the most. Now, she is forced to accept they've both changed since then and it's not fair to burden Sophie with the truth.
    • As an extra gut punch, Kate tells Sophie she'll keep her distance from now on.

     1x08: A Mad Tea-Party 
  • When confronted by Alice, a captive Jacob tearfully tries to apologize for how he Gave Up Too Soon in finding her. Alice is briefly moved, but refuses to let up.
  • Alice poisons Catherine and Mary and gives them a Sadistic Choice about who will get the antidote. Naturally, Catherine tells Mary to take the antidote, and despite Mary hoping that someone will come in time to save her mom, Catherine dies. Mary desperately administers CPR, begging her mother to stay with her, but it's too late. And to make matters worse, Jacob is framed for her murder.
  • Catherine reveals she's known all along about Mary's clinic and is proud of her work.
  • Tyler and Sophie separate, leaving her in tears.
  • The good will between Kate and Mary from the previous episode is lost as Mary, in her grief over Catherine's death, blames Kate and rejects her attempt to provide comfort.
    • Especially Kate feeling guilty for vilifying Catherine throughout the episode, only realizing now that her stepmother was just trying to take away her and Jacob's pain. Worse, Kate will never get to make up with her.
    Mary: You know how she died? Exactly the way that Alice planned it. Slowly and in pain. And the only way for her to save herself was for me to die, and she sure as hell wasn't about to let that happen because she is not the horrible person that you and Alice claim that she is.
    Kate: Mary—
    Mary: You... you are literally the last person who can bring me comfort right now. I'm gonna ask you again, Kate. Is Alice worth it?
    Kate: ... No.
    Mary: Finally. Too bad it's too late.
  • Catherine learns that the Jacob who seemingly forgave her was an imposter. The last time they spoke, Jacob was angry with her and didn't want to speak to her. So she died thinking Jacob still hated her, while Jacob never even got a chance to reconcile with her.
  • Throughout the season so far, Kate thought she was making progress reaching out to Alice, since Alice hadn't tried to kill her and Jacob. But it turns out she only kept them alive to make them suffer as they are now. This realization may have contributed to Kate giving up trying to "save" her sister.

     1x10: How Queer Everything Is Today! 
  • Parker Torres reveals in her Motive Rant how she was Forced Out of the Closet by a spurned ex-girlfriend, causing her family to disown her. Her cybercrimes were initially to regain her parents' love, and then to get enough money to leave her troubled home and school life in Gotham. She thinks that no one understands what she's going through. Kate clearly empathizes, and makes an effort to assure Parker she's not alone.
  • Mary's state throughout the episode. She's throwing herself into organizing Jacob's defense at his trial to cope with her mother's murder, dealing with trolls on social media blasting her due to her parents' alleged criminality, and even considering shutting down her clinic, thinking she doesn't deserve to be a doctor if she couldn't save her mother. Mary is also terrified when she supposedly sees "Alice" at Gotham University. All the while, Kate, Jacob, and Sophie's concern for her fall on deaf ears. Until the end, thankfully.

     1x11: An Un-Birthday Present 
  • In a messed up way, everything about Alternate!Beth. Sure, it's sweet that Kate has a version of her sister back, but it's also a painful reminder of everything that Kate could have had with her own Beth if the crash had turned out slightly differently. Kate openly notes how everyone said that if she'd gone into the back of the car, she'd have died too but now knows that would have saved Beth.
    • Look at it from Alt!Beth's point of view: As far as she knows, she's always had a great relationship with her loving sister and father, and a happy life in general. Now, her world is gone and she's stuck in one where she's become a psychotic murderer.
    • When Kate attacks Alt!Beth, she runs off. Kate finds her on where either would be on their birthday, a park they played at as kids. Kate finds Alt!Beth, tearful as she's discovered no one on this world knows her and she has no home.
    Alt!Beth: What is going on?
    Kate: My wish came true.
  • In a flashback, Beth spends her 14th birthday in captivity. What little comfort Mouse gives her is ripped away by Cartwright, who kills the kitten Mouse had gifted Beth and reveals her family has "forgotten" her by showing a newspaper article on Jacob marrying Catherine. Beth's devastation and descent into "Alice" are unsettling.
  • Mary gets Alt!Beth to look just like Alice and confesses how terrifying it is. Alt!Beth admits she can't help but feel responsible knowing that, if not for one event, she could have turned out the same way.

     1x12: Take Your Choice 
  • Kate has to make a very difficult decision. She wants to save both versions of her sister, but there can be only one. She chooses let Alice die and keeps her company in her final moments, both of them shedding tears. In the end, it was All for Nothing when Alt!Beth is killed by Mouse's father and dies in Luke's arms.
  • A dying Alice's hallucination of Catherine confronting her on how her actions finally caused Kate to abandon her. While Alice initially insists that her sister will choose her, Catherine hints that deep down, Alice knows she's irredeemable and doesn't deserve to be saved over the innocent Alt!Beth, but can't face it.
  • Cartwright has now destroyed Beth twice. The first time took years of calculated abuse and coercion; the second time took half a second with a sniper rifle and a simple misidentification.

     1x13: Drink Me 
  • Kate, Mary, and Luke all mourn Alt!Beth's death. Luke in particular blames himself for not being able to protect her.
  • Jacob never got to meet Alt!Beth and is only able to say goodbye to her corpse.

     1x14: Grinning From Ear To Ear 

     1x15: Off With Her Head 
  • The opening flashback of Kate and Beth's Bat Mitzvah, the last time the Kanes were happy together. What makes it especially bittersweet is the Nightmare Fuel that permeates the rest of the episode.
  • Alice's backstory gets even more horrific, with additional physical and emotional abuse at the hands of Cartwright's mother Mabel and her learning that Cartwright kept Gabi Kane's head frozen for years, with the intent of using it to repair his mother's looks. After a decade of cruelty, this revelation caused her to snap and kill Mabel.
    • The way Alice just... accepted being Mabel's slave, reduced to a cowering, submissive shell of her former self. Despite her many easier opportunities to escape over the subsequent years, she had no reason to resist her captivity anymore; the damage to her psyche was done. Exacting revenge on Mabel was the only way Alice could figuratively and literally free herself.
    • After being exposed to Fear Toxin-induced memories of Mabel and Cartwright, Alice is so distressed at being locked in a cell again that she nearly slits her own throat. Fortunately, Jacob intervenes and brings her out of her addled state. Contrasting their previous encounters, Alice breaks down crying in his arms as he comforts her and even calls him "Daddy". It hammers home how deep down, she is still a traumatized young girl who needs her family to help her.
  • Kate reaching her Rage Breaking Point from Cartwright telling her he desecrated her mother's corpse, and accidentally murdering him in response. Alice rubbing Jacob's face in the fact that now both of his daughters are murderers just amplifies things, especially when one recalls that Jacob wanted to keep Kate from having to kill anyone during her Army career.
  • Distraught over accidentally killing Cartwright, Kate tried to text Sophie for comfort. When Sophie replied, "It's late, what happened?", Kate hesitated to answer, so she erased her text and put her phone back in her pocket.

     1x16: Through The Looking-Glass 
  • Kate has to betray her own sister, locking her up in the hellhole of Arkham, because Alice and Mouse will just kill more people if released. Worse, Alice's worst nightmare while under the Fear Toxin was shown to be exactly this scenario, being abandoned as irredeemable by her own father and sister.

     1x17: A Narrow Escape  
  • Alice's Happy Place is shown to be nothing more than hanging out with her sister Kate, playing Mortal Kombat 11 together. Then the lights keep flickering more and more while Alice pleads not to leave, only to Smash Cut to her Bound and Gagged and strapped to a chair while Dr. Butler gives her electroconvulsive shocks.
    Dr. Butler: Let's try this again. You live in a fantasy. Fantasy is not reality. This is your reality, Alice.

     1x20: O, Mouse! 
  • Kate's realization that Jacob hates Batwoman so much that he was prepared to kill her, not realizing that she's his daughter, nearly sends her into the Despair Event Horizon.
  • Alice poisons Mouse because she's unable to bear the thought of losing him... which, of course, means that she loses him anyway. That Alice would kill Mouse, her only real friend, is sad enough. That she recognizes that this doesn't even benefit her and does it anyway is downright tragic.

Season 2

     2x01: What Happened To Kate Kane? 
  • Everyone's reactions to Kate's apparent death, going through the Five Stages of Grief.
    • Sophie is stunned to read a letter Kate wrote revealing the truth and how she still loved Sophie. She cries at the thought that Kate could never trust her.
    • Mary is struggling to accept losing another family member after everything she and Kate went through together.
  • The look on Jacob's face when no one comes to the Bat-signal and it hits him Alice was telling the truth, Kate was Batwoman... meaning he nearly murdered his own daughter.
    Alice: Did you spend your last precious moments with your daughter shooting her? Congratulations, Daddy, you got your wish. Batwoman is dead. And she died knowing her father hated her.
  • The flashback to Ryan Wilder losing her adoptive mother, her only family, to an ambush by the Wonderland Gang.

     2x03: Bat Girl Magic! 
  • Mary is reluctantly moving on with the notion that Kate is gone, but Luke refuses to accept that Ryan's the new Batwoman.
    Luke: You told me miracles happen.
    Mary: I know. So do tragedies.

     2x04: Fair Skin, Blue Eyes 
  • We get more flashbacks to Ryan's Dark and Troubled Past, specifically the time she was kidnapped out of one of her foster homes as a child by a white suburban housewife known as the Candy Lady, who slowly broke Ryan's spirit so that she could sell her to a gang. The kidnapping itself didn't phase Ryan, but the growing realization that nobody was going to come looking for her almost broke her.
    Candy Lady: I'm gonna help you find your new family, one who appreciates you, one who sees you for your true potential.
    Ryan: Someone will come for me and kick your ass! You're not gonna break me.
    Candy Lady: Do you really believe that? Think about it. In all those comic books that you love so much, have you ever read about one of those heroes saving a kid like you?
    • The Hope Spot of a volunteer search party stopping by the Candy Lady's house. Ryan desperately tries getting their attention from the attic until they describe the girl they're looking for: "Fair skin, blue eyes." She proceeds to give up, crestfallen.
    Ryan: (voiceover) The sad truth is, she was right. Heroes didn't save kids like me.
    • Even worse, while Ryan eventually escaped, her kidnapper remained uncaught for years.
  • The photos of the Candy Lady's victims after she's arrested. Now, she has trafficked orphaned kids for two decades undetected so those victims have since been sold into gangs such as the False Face Society after their 60-day stay with her. Even if they're still alive, their former innocent selves are dead since she broke their spirits, similar to what happened to Beth in her own captivity.

     2x05: Gore on Canvas 
  • Ryan reveals the origin of her hatred for the Crows - she had been trying to get rid of Angelique's stash of drugs, only to run into a pair of Crows who catcalled her. When she refused their advances, they discovered the drugs and busted her, and even after she did her time and got out, Sophie continued to harass her at every turn. In response, Luke shares his own story about how a Crow killed his dad and covered it up. Ryan just leans her head on his shoulder.
  • Team Batwoman's collaboration with the Crows is a failure, the Napier painting turns out to have been a forgery, Wolf Spider is seriously injured (and turns out to have been trying to help retrieve the painting rather than stealing it), and Ryan is deeply embittered that Luke and Mary refused to listen to her when she said that working with the Crows was a bad idea.

     2x06: Do Not Resuscitate 
  • After Angelique claims that she can't leave her drug dealing job because she knows too much about the business, Ryan mistakes this as Angelique wanting to quit the business, and thus reluctantly makes a deal with Sophie to bug Angelique's phone in exchange for the Crows throwing out all the evidence they've collected against Angelique. Unfortunately, Angelique turns out to have no interest in quitting the drug business, and she's pissed when she realizes what Ryan did. Making things worse, the whole reason Sophie wanted to bug Angelique's phone in the first place was to find Ocean, and thus find the real Napier painting, but the painting is stolen by a third party.
  • Jacob finally learns about Mary's underground clinic... and orders her to shut it down. Mary bitterly notes that Jacob would have found out about it sooner if he ever bothered to pay attention to her.

     2x08: Survived Much Worse 
  • After everything she's done to get to Coryana, Alice is finally taken to be "reunited" with Kate... only to find that Safiyah never had her to begin with. Kate's body was not recovered by Safiyah and Alice's trials and tribulations were all a cruel ploy by Tatyana to drive a wedge between Safiyah and Alice. Alice breaks down in utter rage and despair, realizing she killed not only Mouse, but (seemingly) Ocean for nothing and had been spending the past few episodes trying to reach a goal that never existed.
  • Back in Gotham, Julia returns to inform Mary and Luke that they found one of Kate's severed limbs in the harbor, and thus they now believe that she really did perish in the airplane crash.
    • However, the ending scene shows Kate badly injured and being held hostage right in Gotham. Just like with Beth, Kate's loved ones are being manipulated into giving up on her.

     2x09: Rule # 1 
  • Kate's funeral.
  • Alice begins unraveling further as she is unable to cope with her sister being gone just after she decided to abandon her plans for vengeance. In response, she decides to forget Kate even existed.
  • In order to protect Ryan from Black Mask's wrath, Angelique agrees to take the fall for the murder of the Police Commissioner, ensuring that she will be going to jail for a long time.

     2x10: Time Off For Good Behavior 
  • Jacob's Snakebite-induced vision of him saving Beth from captivity. A heartbreaking what-if which could've changed so many lives.
  • Alice, after listening to a recording of Jacob confessing that his greatest regret is failing to rescue Beth from Cartwright, gets choked up and apologizes.
    I'm sorry, Daddy. As much as I want to forgive you... forgetting's easier.
  • Mary rejecting Jacob's offer to legitimize her clinic in an attempt to get back into her good graces, making it clear she will never forgive him for taking away the place that gives her life meaning. It's apparent how much of a chasm exists between them, which has only widened thanks to Kate's seeming death. Worse, Jacob's attempt at reconciliation with his surviving daughter being thrown in his face is the final catalyst for his Descent into Addiction.

     2x11: Arrive Alice 
  • Jacob lashing out at Sophie over their conflict with False Face. Sophie is clearly worried about him.
  • Alice's session with Enigma to erase Kate from her memory fails. Alice repeatedly tries to deny that she feels anything for anyone even though her subconscious, a young Kate, disagrees.
    • At one point, Enigma bluntly says Alice is a monster. Alice is clearly affected even though she tries to embrace the label.

     2x12: Initiate Self-Destruct 
  • The flashback of Enigma beginning to brainwash Kate into believing she is Circe Sionis.
  • Out of desperation, Alice confesses she lied about not remembering Ryan's adoptive mother while begging Ryan to save her.

     2x13: I'll Give You a Clue 
  • Alice calling her father for help, showing how desperate she is to be recused from Black Mask, even calling herself Beth. Unfortunately, Jacob is too high on Snakebite while fantasizing her younger self and a younger Kate swinging together in the park. His response is saying that he's with his daughters right now, disregarding Alice's call, much to her terror. This brings a sad parallel to the time when Beth managed to call Jacob in her early days of being kidnapped by the Catwrights (which was also the basis for his first Snakebite hallucinations).
  • Jacob continues to cross the Despair Event Horizon. He's already all but burned his bridge with Sophie, is becoming distant from Mary, and doesn't seem to have his heart in the Crows anymore. The only comforts in his life are the drug-induced visions of him saving Beth and getting to raise her with Kate, which causes him to nearly overdose at the end.

     2x14: And Justice For All 
  • Alice is desperate to restore Kate's memories back after realizing she was kidnapped to be a "Dead Girl". Keep in mind that Alice was also kidnapped in her and Kate's youth while her experience was similar. Alice never forgot who she was (while Alice did had to forgo her identity as Beth Kane that was used more survival method while Kate involuntary underwent a Mind Rape to become Circe.)
    • Ocean killing Enigma to prevent Alice from getting her sister back, showing a Crazy Jealous Guy in his personality in reminding Alice that she was abandoned by Kate many times.
  • Like Father, Like Son: Luke getting gunned down by a trigger-happy Crow brings an unfortunate parallel to his father being killed by a corrupt Crow pre-series.
  • The whole situation that started off this mess was a noise complaint being made against the The Hold Up. Keep in mind it's a gay bar, which often faces more discrimination than a heterosexual bar and the patrons were nearly all people of color which caused the cops responding to get a nasty attitude, displaying a racial bias often the Truth in Television.

     2x15: Armed And Dangerous 

     2x17: Kane, Kate 
  • Circe ruthlessly exploits the Bat-Team's eagerness to have Kate back in order to con them into giving her access to all of Batwoman's stuff. By the time they realize how badly they've screwed up, all the gear and weapons have been stolen and the Batcave has been trashed.
  • With Kate apparently returned, Ryan figures that she's going to be retired from the cowl, and thus returns to her van... only to get captured by the GCPD and framed for distributing drugs, which means that her hopes of returning to civilian life are trashed.

Season 3

     3x01: Mad as a Hatter 
  • Mary's commencement ceremony is invaded by the new Mad Hatter, a deluded Alice fan who uses his mind-controlling hat to force her to deliver his manifesto, and then forces her to systematically remove all the organs from her professor's body. What should have been one of the proudest days of her life is instead turned into a nightmare, and once again, it's because of the stepsister that she never wanted.
  • Locked away in Arkham with its usual low standard of care, Alice's mental state has deteriorated to the point where she is hallucinating that she's receiving postcards from her father promising to spring her.

     3x02: Loose Tooth 
  • Alice insists on tagging along on the hunt for the new Croc, because he kidnapped a young girl and she insists that she can't bear the thought of another young girl being stuck underground like she was. As luck would have it, Alice is the first one to find the girl... and her idea of "helping" her is to tell her that she has to learn that nobody is ever going to save her, and then just run away while the girl begs for help.

     3x03: Freeze 
  • Ryan's attempts to confront Jada Jet about the latter being her mother do not go at all like she hoped. Jada bluntly admits that yes, she is Ryan's mom, but she has no interest in any kind of relationship and that if Ryan continues to push the issue, she will take her revenge on Wayne Enterprises.
  • Nora Fries is alive again, but in a world where twenty years have passed, her beloved husband has died and is remembered as a supervillain, and where her sole surviving family is her sister, who can barely keep up with her considerable health needs. When Alice threatens her life, she just advises her to go ahead and kill her, because that would be so much easier than the alternative.
  • Luke has disabled the safeguards on the Batwing suit in order to keep using it, and Ryan and Mary are at loggerheads about how to deal with the prospect of their friend, who very clearly has PTSD, continuing to fight. Mary wants him to take a break, but Ryan reluctantly supports keeping him in the suit, because she still needs him around in order to find all the supervillain trophies and thus avoid having the GCPD come down on them.

     3x04: Anti-Freeze 
  • Jada takes her revenge on Ryan for supposedly meeting with Marquis behind her back - she exposes the fact that Bruce Wayne (and later Kate Kane) have been siphoning money from Wayne Enterprises for years. While the viewer knows this money was being used to fund Batman and Batwoman, respectively, the public in-universe believes that Wayne and Kane were committing embezzlement, and Wayne Enterprises stock naturally tanks, leaving Ryan with a Sadistic Choice - either expose Wayne Enterprises' connection to the Bat-Family, or take the fall for a situation that is not in any way her fault. While she tries to salvage the situation by claiming that the hidden expenditures were for a top-secret ARGUS contract, the shareholders still demand her resignation.

     3x05: A Lesson from Professor Pyg 
  • The Reveal that the whole reason why Jada has been looking into cryostasis technology is because Marquis is a sociopath thanks to brain damage caused by an attack from the Joker. She wants to put him on ice to prevent him from hurting anyone while she looks for a cure. Just imagine a mother who has to watch her beloved child become a monster. The worst example being when he put peanut butter on his father's burger as a teenager and laughed as he suffered a severe allergic reaction.
  • There's also Ryan's horror as she watches Jada's videotaped evidence that the kind brother she's been getting to know is just a front for the sociopathic monster underneath.

     3x06: How Does Your Garden Grow? 
  • Mary is horrified to discover that she's the new Poison Ivy.

     3x07: Pick Your Poison 
  • The situation is pretty dire at the end of the episode. Mary has rejected the potential cure and may be stuck as Poison Ivy forever, while the entirety of Wayne Enterprises is now legally owned by Marquis Jet, leaving Ryan and Luke locked out of the Batcave.

     3x08: Trust Destiny 
  • In flashbacks, we see Renee and Pamela's relationship fall apart, as Pam embraces her extremist beliefs. Eventually, Pam becomes Poison Ivy, and in a desperate bid to save her, Renee jabs her with a formula that desiccates her so that Batman can take her away and lock her up.
  • The plan to steal a sample of the desiccation formula, which Montoya said would put Mary in suspended animation, turns out to have been a ruse on Montoya's part - she just wanted to find Ivy and resurrect her. Worse, Montoya's entire scheme of blackmailing Ryan and Luke was also part of this ruse.
  • When Marquis takes Luke hostage while Ryan is trying to jab Mary with the syringe that will supposedly put her into stasis, Ryan panics and throws the syringe at him, jabbing him and nearly killing him, but saving Luke and Mary, who flees. Ryan is horrified as she realizes that she was almost tricked into killing her best friend, while Mary, in a rare moment of lucidity, realizes that Ryan was trying to help her... but then grows bitter again because her mind is so warped that she thinks that the fact that Ryan didn't kill her means that she still doesn't view her as a threat.

     3x12: We're All Mad Here 
  • Alice's hallucinations get worse, and her desperation to get ahold of the buzzer to try and cure the hallucinations grows, even though there's no guarantee that the buzzer would actually help her.

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