Post some favourite pony games from times past. More obscure ones are appreciated but anything else is also good.

Here's one that just turned ten years old:
http://drud14.deviantart.com/art/Pink-Tac-Toe-539704694 (playable here: https://archive.org/details/pink-tac-toe-1558007343)
Might not want to beat her too many times though.