How do you pair/connect multiple headphones to a new MacBook Pro?

[kat.hayes]

I have a new MacBook Pro and wanted to use it on a plane with my two kids to watch movies. I was able to pair one set of bluetooth headphones, though I could not get a second set to pair and work at the same time. I also plugged in a pair of iPhone headphones directly into the Mac and there was no audio coming to the wired headphones. I was only able to get audio working with one pair of bluetooth headphones at a time OR with the wired headphones by themselves.

Is there some limitation that prevents multiple headphones from working with the Mac at the same time, or is there something I did not configure properly?

Thanks

 

[usagora]

Try this: