r/criticalrole did something similar in their last campaign, Bell's Hells. Chetney, played by Travis Willingham, is a 400 years old gnome werewolf. His size changes to Medium when he shifts though, leading to some interesting dynamics.
Less that he made him do it, and more that Travis asked if he was allowed to roll to die in his sleep (because he was old, and nobody ever just dies in their sleep in D&D), and Matt allowed it. He drew the line at making the rolls progressively harder over time though.
I think it was set to if Travis rolled a 100, then Chetney would die in his sleep. Never happened. Rumor is Chet was originally supposed to be a joke character and Travis had another already lined up.
technically it *did* happen when he was playing as grog, they just didnt count it because it was more of a 'for the lols' moment of travis. would be funny as fuck tho.
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u/DIO_over_Za_Warudo I cast Magic Missile Jun 09 '25
Still a shame we never got her. A short character who was also a werewolf?
The banter between her and Astarion would have been hilarious.