Has anyone done or considered a play through with random transformations?

Why would you want to? The one time I randomly transformed, I immediately got a 1000g bounty in the hold. I fixed that by reloading the most recent save, and fortunately it didn't happen again. No thanks.

I did because I didn't like the idea of controlled transformations like some people do. Lycanthropy was never meant to be a little lame power-up to use whenevr you felt like it. There are consequences. But I wanted to complete the quest, so I getting the regular ring.

Yea I agree I put it on for 2 seconds boom wolf. It would be more hassle than worth

Sure, but wouldn't that be the point of playing as a werewolf with the cursed ring? Having to deal with the consequences of random werewolf transformations? I would not do this with one of my main characters, but I definately want to create a special character for this someday. Sounds like potential for some awesome roleplay. Unfortunately, I have seven characters already and not nearly enough time to play all of them. But when I start to get bored of the game this is definately a good idea for a way to get some more milage out of it.