Phooey, I know why you can't SSH in. It was just recently that the Raspberry Pi Foundation added in the ability to use the 'SSH file in the boot partition' trick to turn on SSH at startup. But unless you had done the correct upgrades you would't have it on the Piper SD.
You can download and reimage your SD card - any Progress in the game will be lost, but your son gets to play it again. Here is a link to the latest (v2.0.2image and here is a link on how to flash the SD card. NOTE: not all 8GB cards are the same size and sometimes an immage will not fit. I personally have moved up to 16GB cards to make sure I have enough room.
If you want the latest and greatest Pi software you can do an upgrade. You'll need to expand the file system to use the full size of the SD card. In newer versions of Raspian (the OS), it is done automatically.
First open a terminal window and run
go to '7 Advanced Options' then select 'A1 Expand Filesystem' - and select Finish and tell it to reboot.
Now you can do the upgrade so run (NOTE: this will take a while.
sudo apt-get update
sudo apt-get dist-upgrade
sudo apt-get clean
At this point you should be running the Pixel desktop and if you are on a 16GB card, you can run the chromium-browser install.
Sorry this has taken so long, but look on the bright side - you are learning something new!