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I see no reason why you couldn't pair more than one. But as @Night Spring said, you can play music through only one Bluetooth device.
 
Yes. I've done it with Airpods 2 and Airpods Pro both paired with all of my iDevices. I like the noice cancellation of the Airpods Pro but I also like being able to tap the Airpods 2 for play/pause. I really don't like having to squeeze the Airpods Pro to play/pause audio.
 
It can comfortably handle many devices...

IMG_1661.jpg
 
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