Out of the 44 anime that I've watched (not all to completion), there are a few that I'd like to mention made me want to retrieve the time spent watching them. I'll also mention a few anime to remedy yourself if you're ever caught in this situation.
1. Shugo Chara!! Doki
This anime drove me nuts. I should probably say just Shugo Chara in general, but this one really drove me over the edge. At least in the first season you had Nana Mizuki as the awesome (although annoying) Utau Hoshina. At least there was hope for what's-her-name to end up with Takase. But once I found out that she ends up with Ikuto, I got seriously mad. That guy is a jerk!
So this is number one on my list because I invested SO much time in this, watching 31 episodes...!!! And I literally got nothing out of it.
Cardcaptor Sakura: So much cuter, she gets the right guy... Just way better.
2. Glass Mask
Okay, this was seriously my fault for allowing myself to watch it for so long (43 episodes!!!) but... yeah. I couldn't stand to find out that she doesn't end up with Sakurakouji!!! Everyone else in that stupid anime were jerks. The plot was meh. The characters weren't great, especially the main girl. And Hayami Masumi was a jerk! He killed her mother!
Skip Beat: WAY funnier, only problem is the ending... :-/
3. Sora o Miageru Shōjo no Hitomi ni Utsuru Sekai
AKA Munto. Although I watched the TV series, not the OVAs. I guess they don't even have the series on this site...?
BECAUSE IT'S SO DUMB. Oh my goodness, this whole anime was filled with WTF??? moments, especially the end. The plot was awful, and although visually it was epic, it had no substance. Plus I HAD to watch ALL 9 EPISODES. So terrible.
Air: Okay, I haven't actually seen much of it, and it's not THAT great. It doesn't really relate that well either, but, y'know... mysterious flying girls, random good-looking guys showing up...? Oh, whatever.
4. Ore no Imouto ga Konna ni Kawaii Wake ga Nai
Okay, so I actually didn't watch a lot of it. It says 2 episodes on my profile, but I might have watched 3... I don't really like that category of anime, I didn't find it funny, the main girl was a butthead... The only good thing was that the seiyuu for Okazaki was the main guy, but even that was enough. I need that part of my life back.
Hm... the only anime I can think of with an annoying sis/bro relationship that's any good would be Melancholy. But it doesn't really center around that, so I don't know.
Well, there were definitely some other anime that I probably could have gone without in my life, but those are the first ones that I think of when I wish I had more time... ("If only I hadn't watched Shugo Chara that one time...")
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