I have a new pair of 1947 LVC 501s. Should I worry about bleeding into a whiskey shell shoe if I wear them together?
No. I wear brand new denim that crocks (bleeds) and whiskey chukkas all the time. Indigo has never gotten into the shell.
For that matter I've also been wearing snuff suede Indies with said denim, and haven't seen any noticeable marking with them either.
Go ahead and rock 'em!