"Your System is Up To Date" message after trying to update

[stevef]

The way the Wine application has been installed uses an authentication method (apt-key) where keys are stored in a shared file.
This method has a potential security problem and the update process is warning about Wine using this method.

The warning message does not stop the updates happening and so your system gets updated.

More details and what to do to stop the warning messages can be found on the net in articles like this
https://itsfoss.com/apt-key-deprecated/

Several common applications including Wine are available from Lite Software.