Forcing Windows Users to Reset Their Passwords when accessing server

If I set a Windows user's password to "be changed at next login", then hop on to \\our.servers.ip.address\ the user is never prompted for a password and instead is told that the login failed. However, I can hop on a Mac and login with the same username and will be instantly prompted to fill out a new password.
Is there a way to get Windows to play nicely with this?
The server uses OD, but the server does not serve as a PDC. And I have no need to bind our laptops. Is it possible to get this to work with the current setup? I imagine not, but I'm optimistic today.
Clarified a few things.

I setup the server as a PDC, but even then the same hiccup is encountered. It won't let the user set a new password but rather denies the login completely.

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