My memory on them is incredibly spotty, but I'll do my best.
First Anime:
>Comedy
>Somewhat cartoony art style.
>Relatively recent, possibly in the past 10 years or so. Maybe even 5.
>If I remember right, it was about a girl trying impress/get the attention of a boy she had a crush on and constantly being embarrassed. Likely high school.
>The main girl I think was blonde with long hair. I remember her school uniform included stockings, I want to say black.
>The one scene I can loosely recall was set in a school science lab. She gets some kind of item (a beaker or flask maybe? Not 100% certain) shoved up her butt (not explicitly shown, but strongly implied) and silently panics in pain as she tries to avoid her crush finding out. I also remember her garters being visible but, overall, the scene is meant to be comedic, not lewd.
Second Anime:
This one is a bit harder to place.
>A bit "older", possibly 2000s, but no later than early 2010s.
>A small girl that had some sort of cutesy catchphrase that became a meme.
>There's a video somewhere on YouTube where a clone of the small girl and the original repeat the catchphrase at each other ad infinitum.
>From what I was told, it was originally horror-focused, but then shifted into something cutesier.
I know it's not a lot to go on, but I appreciate your time if nothing else.
>>1568275 (OP)
first might be Ueno-san wa Bukiyou
do you remember how the second one might look like, if you dont remember the appearance how about the proportions of the character (head/body ratio)
Was it the smoked cheese nyoroon thing?
Was it nipah?