I have been getting a error when I attach a new pin
IOError at /pins/new-pin/
/Users/User_Name/Documents/pinry/media/pins/pin exists and is not a directory.
Be sure you have a version of PIL that has support for the image type you are trying to save. Also be sure that pins/pin is a directory. As the error says it does not see it as such. I've only tested this under Ubuntu 12.04 though so it may be a bug, please report an Issue on GitHub...
At the very least, ~/Documents is non-standard. I would hope it's configurable.
That'll be where nikunjk installed pinry. Pinry saves the files into <pinry>/pins/pin.