If you are hearing sound from the laptop's built in speakers then the last item to consider when more then one pair lacks any sound would be a look at the mini jack you plug those into. From repeated plugging and replugging in of headsets the main lead contacts tend to get pushed in and loss the spring after so long.
What that would mean there is that the contacts are no longer touching the plug's left and right bands inside the jack itself while everything is working normally. You may have to go with a usb headset if you are now using the 1/8" mini jack where those will then be detected and shown in the playback list there.
The dual listing of speakers plus suggests that's how Windows is seeing the headsets as speakers if you are using the mini jack. Another item is volume control on the headsets themselves since the jacks are not typically preamplified. Do you have any external speakers to try to see if the jack is still good?
Well! That was solved since we just missed each other there. Glad to hear you have solved!