Back in the day a level 939 had the “completed” skin from that second photo.
Being your own friend is a known bug and not a big deal from any gameplay perspective but had thought maybe something in the backend servers wasn’t saving the skin right since squidport wasn’t there
Edit: Thanks to SolarDragon, looks to be the destroyed texture they used after they Nuked Krustyland in the Itchy and Scratchy Event. That’s why the friends town doesn’t show the “max” skin.
Guess the change would be to get Krustyland working again so the server internally loads the max skin or somehow trick the server into loading the max skin for towns which have max progress.
If it’s known already, feel free to close it!