%% Weblinks are NOT examples. If you want to add an item to the list, you MUST describe what happens in the story.
For moments from Website/NotAlwaysWorking, see [[TearJerker/NotAlwaysWorking here]].

!!From ''Not Always Right''
* You really gotta feel bad for [[http://notalwaysright.com/ah-fathers-part-2/954 this guy.]] He has to buy several copies of the same ''WesternAnimation/SpongebobSquarepants'' DVD for his [[SpoiledBrat 10-year-old son]], costing him $550.
-->'''Dad:''' Oh, donít worry about it. I hate my life anyway.
** The implied calm way he says that makes it sound like he's given up on life (literally) and is about to commit suicide.
* [[http://notalwaysright.com/i-junk-mailed-to-say-i-love-you/2316 This customer]] is so lonely he wants to receive ads from a company just so he can get something through the mail.
* [[RuleOfCautiousEditingJudgement Whatever can be said about the Afghanistan conflict]], people coming home from it only to deal with [[http://notalwaysright.com/a-war-unwon/14873 bigots]] who think having Asian soldiers is good because it's "Better [losing] you than losing some American boys" is depressing.
* [[http://notalwaysright.com/a-mothers-love-is-priceless-for-everything-else-theres-credit-cards/11640 This poor little girl]], whose mother considers her less important than a credit card. She even tells the workers who watched her daughter to say it's her daughter that's lost next time so she knows not to rush.
** Similarly, there's [[http://notalwaysright.com/went-on-a-jurassic-lark/78616 this poor little boy]] whose mother left him at the museum and had driven more than ''three hours'' before the museum called to tell her - and her major concern was her ''[[SkewedPriorities coat]]''.
* A minor one [[http://notalwaysright.com/acting-rashly/4059 here]]. She wants to know how to treat a rash on her butt, but doesn't want health services to know, so she calls tech support for computers, of all places. When she is told tech support can't help her, she hangs up while sobbing.
* It's hard not to feel sorry for [[http://notalwaysright.com/toasted/1253 this guy/girl]] who is accused of ruining a boy's 13th birthday because of a problem with the ovens that is in no way the worker's fault. To add insult to injury, it was the submitter's own birthday too.
* [[http://notalwaysright.com/finders-stealers/19750 This one]] doesn't sound sad until you put it in hindsight. You can bet this little girl's gonna grow up a SpoiledBrat. After finding a roll of lost money, she is told by her mother to keep it. When the cashier tells her she cannot keep it unless 30 days pass without someone claiming it, the family lie to another employee in order to get it. Later on, the person who actually lost the money comes and finds out their money has been taken by someone else.
* Similarly, [[http://notalwaysright.com/to-conjugate-a-thief/20886 this kid's]] gonna grow up to be a ''criminal'', being told by his father to steal candy bars. If the cashier hadn't been fluent in Japanese (the father spoke Japanese, assuming the cashier wouldn't understand), he would've gotten away with it.
* [[http://notalwaysright.com/bad-parents-bug-us/20630 This one's]] especially horrifying to people who are [[FriendToAllLivingThings friends to all living things.]] Two kids grab butterflies from an exhibit with their fists, possibly hurting them, and when they are told to stop, their mother says that they should be allowed to do whatever they want to them, and tries to apply NeverSayDie to real life. She has to be forcibly removed from the exhibit in the end.
* [[http://notalwaysright.com/self-serving-stupidity-will-not-be-served/74745 This one]] features rude customers, awesome customers... and a 70-year-old cashier who has to work to afford chemotherapy.
* It's hard not to feel bad for the regular in [[http://notalwaysright.com/pet-yourself-in-my-shoes/23804 this story,]] especially if you're an animal lover and/or have a beloved pet yourself. A customer's hamster has a tumor and must be put down. She wants to give the hamster one final treat first, but another customer comes and grabs the hamster's box from her hands without permission. The customer thinks that a hamster-loving friend would like to see a hamster that is about to die.
* [[http://notalwaysright.com/breast-to-be-aware-around-bigots/26456 This]] post seems like an ordinary bigot post, with a violent customer who insults the cashier with homophobic comments and physical threats, until the end, where a second one comes around!
* [[http://notalwaysright.com/mini-golf-vs-beer-pong/76358 This]] is just depressing. You'd expect underage drinking from 17- or 18-year-olds, but ''ten-year-olds?!''
** Unless the first boy was just parroting his elder relatives' or friends' opinions. Which seems likely since he doesn't know the difference between beer and rum.
* [[http://notalwaysright.com/mans-best-friend-from-beginning-to-end/76482 This.]] Unlike most things on this list, it's also a HeartwarmingMoment: After a family's dog had to be euthanized, an Air Force lieutenant who lost his brother to cancer cheers the 10-year old son by telling him that if he did his best to make the dog's life worth living, the dog would be proud.
* [[http://notalwaysright.com/gift-carded-and-dearly-departed/77771 This one]], which is also a HeartwarmingMoment -- for some people, the last thing a close person ever gave them is ''very'' important.
* [[http://notalwaysright.com/a-hole-in-one/77903 This homeowner]] who had to deal with asshole golfers who think they can go wherever they want is bad enough, but it gets worse when he lists all the trouble they've put him through--not only have they broken into and wrecked his property, they ''killed his dog''. When people value a damn golf game over life, you know you're dealing with some really scummy folks.
* [[http://notalwaysright.com/santa-will-know-whos-nicer-than-nice/78532 This story]] which is also {{heartwarming|Moments}} -- an eight-year old kid goes above and beyond what is expected for a kid his age to make sure his neighbor, who recently suffered a tragedy, has a Christmas, and moves everyone else to help any way they can.
* [[http://notalwaysright.com/never-say-no-to-la-novia/74493 This poor girl]]. Her birthday was supposed to be celebrated together with her divorced parents but her mother shown her hateful homophobia after learning her new friend's older sister is a lesbian and storms out, ruining the kid's birthday wishes. On the bright side (well sort of) the father subsequently got full custody and now the little girl is allowed to play with her friend and learn Spanish as well.
* [[http://notalwaysright.com/a-dragon-cannot-be-killed-by-fire-or-bad-parenting/79281 This poor girl]] just wants a dragon toy, but her mother won't let her. Then she tries to get a toy dog, but her mother won't get her that either because it's not pink. Then her mother tells her that she can't get a toy unless it's pink and 'girly', and ''then'' her mother tells the stunned cashier that [[InsaneTrollLogic girls who don't play with pink toys will be gay]] and that her daughter needs to 'learn her place'. Jesus ''Christ''.
* [[http://notalwaysright.com/stick-a-pin-in-my-heart/46327 An otherwise normal tech support call]] about an elderly man trying to access his voicemail takes a depressing turn when he admits that the reason why was because his wife passed away recently and he wanted to hear her voice again via an old voicemail message.

!! From ''Not Always Romantic''
* [[http://notalwaysright.com/forget-the-announcements-here-come-the-pronouncements/ This]] narrator's friend received condolences rather than congratulations on his wedding.
* Hard not to feel sorry for [[http://notalwaysright.com/in-brightest-wedding-day/ this]] [[TheWoobie poor guy]] for his failed proposal attempt.
** Although it does get better if you think that they were just joking around.
* [[http://notalwaysright.com/darth-nauseous/ This]] is a strong case of TheEndingChangesEverything. By the time the writer had uploaded the anecdote, her husband had died.

!! From ''Not Always Related''
* [[http://notalwaysright.com/not-a-gifted-father This writer]]. Her father forgot her own birthday, but instead gives a birthday present to her stepsister, whose own birthday is ''a week away''. And then, when the submitter doesn't wish ''him'' a happy birthday a few months later, [[EntitledBastard he calls her an "awful selfish daughter"]].
* [[https://notalwaysright.com/the-lawnmower-ban An elderly mother of two]] works herself into an early grave because she's too stubborn to hire someone to help her with mowing the lawn (the lawn is on a steep incline and has to be kept short per HA rules). While the OP has some excuse to have not been able to help, her brother only says that he shouldn't be expected to do any work just because he's a man when asked why he never helped despite being fit enough to do so. Let this sink in: His mother died early because he was too lazy to help her with the yard work and he doesn't seem to care.
* [[https://notalwaysright.com/bye-bi-mom/108861/ This girl]] is practically disowned by her mother just for being bisexual. The final exchange in the story makes it clear that the mother holds zero remorse for kicking her own daughter to the curb.
-->'''OP:''' I think I will move in with [Girlfriend.]
-->'''Mom:''' GOOD RIDDANCE!

!! From ''Not Always Learning''
* [[http://notalwaysright.com/not-a-shred-of-intelligence One story]] on this section of the site takes place during finals week. A girl comes up to the storyteller complaining that the copy machine hasn't printed her things. A tech goes with her to look, and the girl runs by in tears because she'd accidentally put her report ''through the shredder''.
* Not really a TearJerker, but kinda depressing: [[http://notalwaysright.com/parlez-snooze-francais This one student]] in an advanced French class is always late, and when she does come, she sleeps through most of the class. However, her homework is always done, and she does very well on exams. Then one day, the student has had enough of this, and says, in French, [[SurroundedByIdiots "I hate all my classmates."]]. The teacher is surprised that she would blatantly insult everyone in class, but the student is confident that nobody actually understood her. The teacher confirmed that NOBODY in the class understood that fairly-basic-French sentence, and were only there because EVERYONE had cheated for the entire term by using translators. The student was then moved into a class where people were actually interested in learning French.
** Imagine how the teacher felt at that moment.
* Nobody should have to go to [[http://notalwaysright.com/their-vocabulary-is-intolerable a school]] with this learning environment.
** [[http://notalwaysright.com/how-to-combat-the-bullying-a-gender Here's another]] which is arguably worse. The submitter left the school because she couldn't take it.
* [[http://notalwaysright.com/a-victory-in-tragedy-part-2 A teacher puts a student in detention]] for being ''a few seconds late'' to school... because the student's brother died the previous night, and she was up all night grieving.
** On the bright side, the rest of the faculty helped her get out of it and the science teacher never troubled her again.
*** But you have to wonder... ''why in the world was she in school that day in the first place''? Why didn't the parents keep her home? That's a whole separate ball of TearJerker by itself.
* [[https://notalwaysright.com/a-pterrible-teacher/34559/ It's bad]] when other students telling you what you're saying is correct is wrong. But when a teacher does the same thing, it's even worse.
* [[https://notalwaysright.com/heartbreak-high/35077/ "You're like my mom, only you actually care about me."]] That poor kid...
* [[https://notalwaysright.com/attending-to-more-important-needs/38924/ One college student]] calls out a teacher who she used to respect for completely ignoring her during a lecture and trying to humiliate her in front of the class for not coming to her class the day before. As she's finally able to explain to the teacher and class, her daughter had been run over by a truck, so the student had spent the day near her daughter instead of coming to class. She gives the teacher an epic TheReasonYouSuckSpeech before leaving, never to return again.

!! From ''Not Always Friendly''
* [[https://notalwaysright.com/drawing-on-hidden-talents/29930/ You have to feel bad for this poor boy]], he gets inspired to draw a lot more by an artist's pep talk, but his mother ruins it completely by telling him that he has no talent and that since no one else in the family can draw, he can't either.
* [[https://notalwaysright.com/literally-no-room-for-you-at-the-table/31890/ This poor guy]]. Being invited to dinner with your high school friends, only for them to forget about you and then completely blank you has got to sting.

!!From ''Not Always Hopeless''
* [[https://notalwaysright.com/some-stories-chopstick-with-you/90874/ This sad story]] here. A young Chinese girl used to be a brat at a Chinese restaurant despite attempts by her mother telling her daughter to behave and be a proper lady. Then one day, the little girl and her parents stop coming to the restaurant. Three months later, the little girl returns to the restaurant with her father and much to the staff's surprise, she is behaving well and is polite to them. But then comes the WhamLine on why the sudden change of behavior: the mother was killed in car accident three months ago. The little girl, not understanding that her mother is gone, thought her mother left her because she was naughty, and became a proper lady which she hoped would make her mother come back.
* [[https://notalwaysright.com/out-shopping-for-a-new-friend/18838/ This story]] of befriending a racist elderly neighbor is downright depressing. She's been abandoned by her own family, has no friends or caretakers, and can no longer keep up with her own housework.
* [[https://notalwaysright.com/fight-fire-kindness/102188/ This poor kid]] had his house burned down along with everything he owned, including his [[TearJerker Christmas presents.]]

!!From ''Not Always Legal''
* [[https://notalwaysright.com/jail-for-life/113740/ This person]] accompanies a friend to court and has a conversation with the judge afterwards. The judge says that his biggest regret was not sending a repeat offender, a sixteen year old girl, to jail for her latest moving violation. On her way home, she tried to [[RacingTheTrain beat a train to the crossing]].
-->''If I had given her the jail time, she'd be alive today.''