So, to clarify, you're using the Stand Alone Stereo Tool with VBcable as input (which Winamp outputs through). How are your outputs set up?
The way I do it is to use an additional virtual cable (from Voicemeeter Banana
https://vb-audio.com/Voicemeeter/banana.htm) as one of the outputs (in my case FM) and send that through my recording application.
I believe VBcable has more straight virtual cables you can use if you install the A+B version
https://shop.vb-audio.com/en/win-apps/1 ... le-ab.html or you can try the latest free Breakaway Pipeline
https://www.claessonedwards.com/download/ (which is based on the original Virtual Audio Cable application
https://vac.muzychenko.net/en/) but it's potentially more complex to set up.