Split Toe Shoe Help

I’m making a movie, and am modeling the clothes myself, but two of the shoes are complicated.

As you can see they are both split toe, and that causes problems with fitting onto the character. For normal shoes you need to conform the shoe to the foot or vice versa. But with this shoe you need to separate the big toe from the others and (especially in the second case) cramp the others into the toe pocket.

Any ideas?