Dang 2000! Grats! I certainly wouldn't mind having the chance to do something with Grey or Lucia... maybe something with kinda lewd uniforms would be fun :p

Not yet there, but my concern is doing a raffle and having only 3 people enter. Lewd would likely be more popular for sure.

First of all, congrats on the watchers.

But in regards to your question, I'm a sub, but if I personally was holding a raffle, I would want it to appeal to both Doms, subs and switches. So perhaps just keep it simple with a raffle to get a piece with either Grey or Lucia and then you can hash out the details together with whoever wins. Since I can see many people wanting many different things and it would cater to as many watchers as you could.

However you could also hold a raffle with either Grey or Lucia in a very specific situation with a spot for whoever wins, that way you have full control over what happens without having to discuss much, however this will make it so less watchers would be able to participate.

Hope this is helpful. ^_^

Keeping it vague might honestly be for the best, makes it the most simple but might take a long time since I'd need to commission an artist after the fact.

Seeing as it's free art, it would be worth the wait and a person shouldn't complain about having to wait to be honest. But that's just me and I'm patient when it comes to commissions anyways, so it's whatever for me personally and getting something with one of your characters would be an honor to begin with.

I would love to see more of Grey as a schoolgirl, maybe in a uniform based off an anime.

Schoolgirl Grey is best girl.

I happen to agree.
Plus I agree with the "Bible Black" theme.

go full "Bible Black" schoolgirl theme

Thats a really cute design... I'll have to keep that in mind for next time.

So long as it involves me, most ideas work, hehe

consgrats!
how about sum cosplay