* Poor Tomoko. The fact that she can't communicate with other people is quite depressing. All the more so if it's her own fault.
* The ending of chapter 27 (or episode 10 of the anime). Tomoko is shown starting a club of her own and bonding with her schoolmates... and then it's revealed that [[YankTheDogsChain it was all in her imagination]], her proposal for a club got rejected by the school council and she's sitting alone in her room, having tea with her plushies and retreating into her fantasies.
* Chapter 40: Tomoko reads manga in class and imagines people coming up to her to ask what she's reading, then eats snacks to get people to come up to her and ask if they can share. It doesn't work of course, as usual, but the difference this time is the utterly broken expression on her face (not to mention the '[REDACTED]' thought bubble). Eventually the teacher calls her into the staff room to tell her she should make some friends; the teacher's been watching her all week and has noticed that Tomoko's ''not OK''. Just the acknowledgement that Tomoko's having problems makes it all a lot more real somehow.
* The scene where after she begins running to school in a positive mood, she ends up [[spoiler: vomiting in an alley.]] This scene is specially painful in the manga.
* Her relationship with her mother. Sometimes Tomoko just lashes out at her, and she promptly lashes back.
* The [[spoiler: panties as tissue]] scene. It can be seen as funny, or as a teenage girl having a serious freakout.
* Yuu and Komiyama also pass through social isolation and feel excluded because of their otaku tendencies. They both also were shy and awkward in middle school.
** Simultaneously with Tomoko, Komiyama hid from Yuu that she styled her hair from an anime and was also badmouthed because of it.
** Although Yuu has become popular, she hides many of the things that she likes from her group and only feels at ease to share them with Tomoko.
* The moment when Kii-chan's [[spoiler:[[BrokenPedestal pedestal was broken.]]]]
* In chapter 46, the reveal that she [[spoiler: and Komiyama never started a good friendship in middle school.]] The very next chapter [[spoiler:effectively destroys any chances of the two becoming friends in high school in foreseeable future as well.]]
** [[spoiler:Said event also indicates just how far Tomoko's inability to understand other people goes and how easily she links everything to sex, to the point where it's clear that she is her own worst enemy at ever developing relationships with others.]]
* In the first chapter of the spin-off Yuu asks Tomoko whether she has any nicknames given to her by others. All that Tomoko can recall are various insults.
* Tomoko crying herself to sleep because she's so "[[BlatantLies happy]]" is already sad enough, but her brother's complete and utter lack of empathy for her in the next room really drives it home. She's alone even in her own home.
* One of the few times a person does a random act of kindness for Tomoko -- a boy buys a new umbrella for her when her umbrella is broken and she's stranded in the rain -- she cannot appreciate because she's asleep when it happens. And she never realizes what happened when she wakes up and finds the umbrella. It's pretty depressing that for her it's more plausible to think that her umbrella somehow fixed itself than the idea that someone could have done that for her.
** And even though in a later episode she meets up with one of the those guys, who mentions this. She screws up any chance of having a meaningful friendship by using him to try to impress Nii-chan.
* Tomoko and her brother don't get along at all. Every time they speak, Tomoki would rather be doing anything other than spend time with her. In some scenes, it almost seems like Tomoki actually despises her. But old videos and childhood souvenirs show that when they were small children, they spent virtually every waking moment together, playing games, enjoying life, and utterly idolizing each other. They didn't even have their tired eyebags then. To see their loving relationship turned into something toxic and strained really is heartbreaking.
** And as the manga shows, it's really Tomoko's fault, as she grew obnoxious as she got older. And while she is quick to note her own shortcomings, this doesn't extend to realizing just how her behavior can annoy her brother.
** Coincidentally, their eye bags start developing at around the same time.
* In Omake 7, when she tries to offer up her seat to a hot guy with a broken leg. After fumbling and getting flustered, she ends up, alone, in an unfamiliar train station, with noone to talk to for the next 30 minutes. And then [[http://www.world-three.org/mango/index.php#/Watamote%20Anthology/Anthology%20Part%207/7 she realizes she forgot her bag of otaku goods.]]
* When Yuu contacts Tomoko via mobile phone for the first time, she starts wondering why hers has started to shake until she realizes it is a simple call. Tomoko has forgotten how her own phone works ''because nobody has ever bothered to call her'' , it is funny and extremely sad at the same time.