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Grant will be associated with the Barroth. Physically, Barroth somehow looks like Tyrantrum.
Okay Last bunch with Kalos. And first whe have Viola who would get The Rakna-Kadaki. Why ? Well, this monster uses fire and Viola (despite how Kalos GL are easy, has two mons that prevent the fire type, her Vivillon has a move that prevent fire types moves against her)
Marlon would get the Royal Ludroth. Those two are somehow energetic and would spend their time in the sea. Plus Marlon would love the sponge mane of the Royal Ludroth.
Roxie has a Gigginox. A monster which uses poison and which likes dark places a bit like Roxie's gym. Also more love for Gigginox
Cheren would have a Great Maccao. Great Maccao is a great first monster to fight, not to easy, not too hard, but with enough gimicks to learn how to play MH. Fitting since Cheren's gym is the Trainers' School
Iris would get the Estrellian from MHOnline. I have no particular reason for that duo tho.
Drayden has the Glavenus. He would wrestle with it ! and Glavenus' tail can be a nod to Axorus. Drayden swapped an Axe for a Sword.
Brycen would get the Barioth. Both related to fighting (I mean, Brycen's look is pretty suited for martial arts) and Barioth would Probably fit in Icirrus.
Next is Skyla, and I give her the Paolumu. Paolumu is like her Swoobat. Plus she changes by getting something that is not a bird.
Clay would get the Monoblos, with its horn, Monoblos would be the best choice to dig for stuff.