How to right-drag using trackpad only, for Windows on MacBook
You can do this on the Macbook Pro trackpad by pressing down with two fingers hard enough to engage the mechanical "mouse" button built in to the trackpad.  Drag your item(s) to the desired destination and then release the pressure off the button and... voila!  Windows will display the right drag menu at that point.

Unfortunately this doesn't allow "locked drags" where you can continue dragging long distances by picking your fingers up off the trackpad surface and quickly repositioning them to continue the drag.