1) Yes, this is built in.
2) This is possible. You would have to follow the square developer's guides and add the functionality. This is something we could do for you in a 1-2 hour premier support ticket.
Your friends over here at WebAssist! These Dreamweaver extensions will assist you in building unlimited, custom websites.
These out-of-the-box solutions provide you proven, tested applications that can be up and running now. Build a store, a gallery, or a web-based email solution.