Why is the port for my headphones wobbly when i plug my headset in

Hello Midnight S! I'm Kris and I'd be happy to help you with your question.

Have you tried a different pair of headphones to make sure its not the headphone connector? If another pair of headphones when plugged in is also moving about, I would suggest putting in a warranty claim which you can do here https://support.xbox.com/help/hardware-network/controller/controller-warranty

This sort of works. But it only works if:

1. When I plug my Xbox headset into the microphone port on the back of my motherboard, which prompts a Realtek popup in the lower-right hand of the screen which prompts me to select what I plugged in: headphones, microphone, or line-in. I select "Microphone".

2. I specify the Host in Audacity as MME.

Then I can record audio into Audacity. However, I can't listen through my Xbox headset because it's plugged into the microphone port and assigned as a microphone, not as an output device like a headphone.

So I still need to know how to use this Xbox Stereo headset to record Audacity and listen to my audio simultaneously.

There shouldn't be a delay...I get no delays on audio when running my headset through the controller.

Am curious: Why are you running the speakers through the controller? Would it not be better to run them through the monitor? Far as I know, all monitors without speakers have a 3.5mm headphone/speaker port to plug them in.

Some of the newer televisions are not equipped with an Audio Output port. (There's a digital port where it can jack into a receiver, you can plug headphones into that.) But, there is a headphones port. and I have two USB's. The Afterglow will plug in through
that. Otherwise, the new Turtle Beach headsets might work.

No, this isn't supported. You could look for a Bluetooth headset option that plugs into an audio port of the Xbox and then sends the signal to BT headphones, or plug a pair of headphones into the 3.5mm jack on a paired controller.