Why yes indeed!

In fact, you can use 2 of any sorts of headsets you like with our old friend the Wireless Y Adaptor!
You can plug 2 Chattaway headsets into the same Chattaway base using the Wireless Y!
You can plug 1 Chattaway + 1 Extra Corded headset into the same Chattaway base using the Wireless Y!
You can plug 1 Chattaway headset and 1 Wireless Headset into the same Chattaway base using the Wireless Y!
You can plug 2 Wireless Headsets into the same Chattaway Base using a Wireless Y!