This bug was fixed in Patch 1.68.154/ 1.33.
My Sims play never-ending chess.
The following games are also affected by this: Void Critters, Don’t wake the Llama, Sabacc (only a few reports, can’t duplicate that one myself)
The main problem of this is that it’s not possible to fulfill aspirations that require you to play a game of chess.
Unclear but it’s potentially linked to the new Star Wars game Sabacc.
You can simply cancel the interaction.
To make sure the aspiration gets fulfilled anyways, cancel the game with the opponent after playing for a bit