think of this as a game. What you do is that in the School Rumble pool of characters you pick two that have not yet been paired and hypothesize on how their relationship would work. Go crazy if you like. For example (also my answer to this thread):

Karasuma x Takano

Both like wearing bulky characters costumes, so I imagine them in Cosplay events with a Snowman-pulled-with-chain-by-Bear combo.

^ lol.. well, they do have the same interest that make them be likely united..

but, i think, tougou and takano can be a good & weird pairing..
both are really passionate & they can be seen in doing the

class album project together plus, they both have a lot of crazy ideas..

as conclusion, both can rule the world & make all the school rumble's people under their command.. lol..

anyone rooting for itoko & harima's pairing..? 😛

Harima and Oyaji the Captain!

Student and mentor, lost in the sea of love.

Allow me to reacquaint you with... THE GROUND!