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Currently, proxy passwords have to be stored unencrypted in the registry, or entered manually through the setup dialogue before every session. It should be possible to enter them at the time the connection is set up, like other passwords. This would also make use of authentication schemes where the password is always changing more practical.
2021-12: this is now implemented, using the same refactoring that enabled ssh-proxy to provide its SSH login prompts. For all proxy types, if a username or password is required by the proxy but not provided in the session configuration, PuTTY will interactively prompt for it in the terminal window.
Limitation: interactive proxy login can only be used in context where an interactive prompt is feasible at all. In particular, if you use SSH reverse port forwarding to direct a forwarded connection out through a proxy once the SSH session has started, that proxy connection will not be able to prompt interactively for a password (the terminal window is already in use), and will fall back to failing to authenticate.