((Huge thank you to Tavia for digging this up! We now have a complete history of all the winners!))

((---#TwitterPonies era---
2012 - Izz (mlp_Izz)
2013 - Fluttershy (mlp_Fluttershy)
2014 - Fluffle Puff (mlp_Flufflepuff)
2015 - StarKitty (mlp_StarKitty)
2016 - Winter Tide (mlp_WinterT)
2017 - Rebel (mlp_generallee)
2018 - Hoofstorm (mlp_Hoofstorm)
2019 - Ember Scales (mlp_EmberScales)
2020 - Gidgie (mlp_Gidgie)
2021 - Heartstroke (mlp_Heartstroke)
2022 - Plotline (mlp_Plotline) (...)