I'm not amazing with computers but I would def start by checking the soundcard drivers and the device driver to see if your headphones are being recognized when they aren't working.
Also, if you have a ****ty pair laying around try those.. If you don't you can find some old walkman style headphones at walmart or something for cheap just to test and than return them when your done.
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Method 1:
Connect the headset to a different USB port or on a different computer and check the issue occurs.
Method 2:
Disable speakers and other audio devices temporarily:
You can temporarily disable the other devices from the playback devices, enable only the headset and also set headset as the default device.
a. Click Start and Control Panel.
b. Click Hardware and Sound and then Recording.
c. Under this, right click on the empty area and make sure “Show Disabled Devices” has a check mark on it. If the headphones are disabled, it will now show up in the list.
d. Right click on the device and select “Set as Default Communication Device”. Click OK.
Method 3:
Run the Hardware and Devices troubleshooter and check if it helps.
Open the Hardware and Devices troubleshooter
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