Not sure if it matters but I'm going to a TV through HDMI (sound works for non wine apps ).
I've likely made a bit of a mess of my sound related packages trying to figure this out, any help is greatly appreciated. Pulse is configured per user.
sudo apt-get install libasound2:i386
Reading package lists... Done
Building dependency tree
Reading state information... Done
libasound2:i386 is already the newest version.
0 upgraded, 0 newly installed, 0 to remove and 0 not upgraded.
sudo apt-get install libasound2-plugins:i386
Reading package lists... Done
Building dependency tree
Reading state information... Done
Some packages could not be installed. This may mean that you have
requested an impossible situation or if you are using the unstable
distribution that some required packages have not yet been created
or been moved out of Incoming.
The following information may help to resolve the situation:
The following packages have unmet dependencies:
libasound2-plugins:i386 : Depends: libjack-jackd2-0:i386 (>= 1.9.5~dfsg-14) but it is not going to be installed or
libjack-0.116:i386
E: Unable to correct problems, you have held broken packages.
My system (openSUSE) has packages named alsa-plugins, alsa-plugins-32bit, alsa-plugins-pulse, and alsa-plugins-pulse-32bit. The 32 bit ones are needed for 32 bit apps in Wine.
However, packaging and naming conventions vary greatly by distro, and I have no idea what the equivalent packages would be named on Debian. I think it probably is libasound2-plugins:i386, but you should ask on your distro's forum to be sure. Since it wouldn't install, you'll need to ask there anyway how to get it to install.