In "High School Boy and Drop Kicks", Hidenori meets a girl who dropkicks him because she thought he was her friend Kiyohiko. When he actually comes by, Hidenori tells him to take action and take payback for all of the times she's kicked him, and then accidentally throws them both into the river. Kiyohiko's response to any of this? He cries and tells his friend that no one has ever said that before, and instantly befriends Hidenori. The girl is left wondering if this entire scenario was "Boy Meets Boy".
At the end of the summer, the girl turns out to have fallen in love with Hidenori, and tries to confess to him. Before she can, he mentions something very surprising to her— after visiting his grandmother, he found out that he and the girl are actually cousins. Cue Freak Out.
The last main skit of the anime, "High School Boys and...", while being nothing short of a Crowning Moment of Heartwarming for tying up most loose ends after the main crew graduate, ends with Tadakuni waking up after seeing Nago become the "Convex Mirror Girl" again, revealing that the entire segment was a dream.
The Once an Episode credits gag for the anime, where a picture of Yoshitake holding a tie increases in number starting from episode 2 (and the numbers somehow correspond to the number of the episode). There are episodes that particularly stand out:
The ninth episode features a parody of Andy Warhol's art pieces, having nine Yoshitakes multicolored and positioned.
The show goes on to make a 10 by 10 square of multicolored Yoshitakes for the tenth one.
On the eleventh, they only take one Yoshitake, but they blow it up to fit half of the screen.
On the twelfth and final episode, they instead position a number of default colored Yoshitake pictures to make the word "END".
Who could ever forget this one where Hidenori and Yoshitake dressed Tadakuni with his sister's clothes in 'Highschool Boys and Skirts' when she went to the room and saw the ordeal. Cue Freak out from the boys.
In "High School Boys and Mochi Soup", where the three protagonists all happen to be choking on mochi despite the content warnings.
Cue Tadakuni getting punched in the stomach by his sister.
Their wacky dubbing at "High School Boys and Dubbing"