[@The Forgotten] You've reminded me of yet another aspect I should add to his character sheet; being in his Werewolf form on the night of a full moon.

Anyway, his transformation ability would be painless, but his Werewolf form (as well as his Vampire form) comes with a transformation-within-a-transformation. Going from Werewolf (human) to Werewolf (wolf) [i]wouldn't[/i] be painless, though I wouldn't say it's quite as torturously agonizing as that.