I wonder, is it easy to use bcrypt with a variable work factor per-password? I'm thinking you could take your entropy analysis of the user's password and set it so that "weaker" passwords use a higher work factor. This analysis could be easily done before hashing every time the password is input, so an attacker wouldn't be able to single out weak passwords from the hash file. Theoretically, you should be able to tail…
How could someone use this? Well, I could decide to only target the rows with a low work factor. Since your entropy estimate is high for these rows, I can know that it's more likely they'll be 8 characters or longer and use a wider range of characters. I can likely ignore all candidate passwords that are shorter or that do not include non-alpha characters.
How useful is this? Let's assume 2 choices of work factor. Also let's assume strong passwords of length 8 have 96^8 ~= 53 bits of entropy and eak passwords of length 8 or less have 27^8 ~= 38 bits of entropy.
You just let me cut the search space for strong passwords of length 8 to to ~15 bits, and in a double whammy, I get to use bcrypt with a low work factor when brute forcing against these rows.
I'm not a cryptographer, and so it's entirely likely I've made some mistake here. But as a general rule, I think it is an _extremely_ bad idea to use cryptography in any way that exposes additional information about individual rows in a database.
Cryptography is not a place for innovative thinking. Even cryptographers need their cleverness to undergo exhaustive review.