Daily Lives of High School Boys and Nichijou/My Ordinary Life crossover comic because both of these short animes made me laugh so hard. I recommend for laughs.

I put the main characters with who I thought was a sufficient counterpart of the other anime so here we go

Mai and Hidenori:

^These two would be the ultimate chaotic neutral force.

Yukko and Yoshitake:

^I feel they would be instant friends, no reason.

Mei and Tadakuni:

^Bold words from people who are just as weird.

Extra!
Nano x Motoharu

(I went with Motoharu's earlier hairstyle)
I swear these two would be the cutest couple please—

Tadakuni: So we're just going to ignore the fact that she has a wind-up key attached to her back?
Hidenori: Yeah.
Yoshitake: It's rude to point out.
Tadakuni: *clearly distressed* BUT-