Inhabiting squares that are partially taken by the tree isn't impossible, it's just something people need to be aware of.
Yes Happiny can take a 5' step.
The party releases their pokemon onto the shaded field. Lucifer flits around beside the trunk of the tree and Whimsy twirls slight below and behind him, while Dratini coils sinuously to the left, Velo preening impatiently closer to the rim.
Krystal's remains resolute under Kentaro's gaze, a shining silver flash almost blinding him for a moment as he tries to demoralize him, and she unleashes a rhyhorn onto the field, crashing with a thump as it roars, and you can just see a halfling-sized saddle strapped between it's back and shoulder frills.
(Give me a Kn. Religion roll anyone who wishes to, as you catch sight of a peculiar symbol on Krystal's cloak pin. Kn.Arcana may also be rolled, but has a higher DC.)
Nopur quietly removes a pokeball from his belt, muttering something that can just be heard as "go to work," followed by a word that can't quite be understood, and presses the button but doesn't throw the ball, allowing the thin beam of red to reach out and place a litwick on the ground near to Lucifer. The air seems to darken slightly as the ghost pokemon touches down, before the glimmer of it's flame shines into the shadow of the tree.
Frin laughs in bemusement as she happily tosses in a pokeball that splits to unleash a farfetch'd, jumping from the confines of magic and drawing it's leek as a samurai would their sword, pointing it in challenge at Lucifer..
J'kul throws back a cloak of heavy fur, showing a magikarp hanging passively, but alive and breathing, and seemingly not particularly upset, from his belt just behind a pokeball, which he removes and throws, "Go Simon!" he shouts, releasing a sandile. The dark ground pokemon paws at the ground eagerly.
Prematch Field
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Whimsy sidesteps.
Whimsy used Metronome!
Whimsy used Infestation!
It's super effective!
Simon was infested!
Kentaro's intimidations continue to be met with silvery flashes of light from Krystal as she remains completely unshaken. Lucifer nods and chirps to indicate he heard his command.
"Earl, charge that fleshraker!" the blonde halfling shouts, pointing.
Dratini waits for Drast's command, and the farfetch'd for Frin's.
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Earl used Charge!*
Earl missed!
Round 1 Field [as it stands]