Sim City (2015). I happen to really love this game. On contemporary hardware, performance was awful, but this isn't the real problem. The game has a lot of bugs that manifest once your city grows, with important features like education and transportation breaking terribly. There are irreconcilable problems with crime, unhappy sims, and homelessness that destroys property value and wrecks your city. Usually, there is no other way to combat these problems than to demolish huge portions of your city to rat out the undesirables, and it makes progressive beautification and city enhancement an exercise in misery.
City sizes are also way, WAY too small! At a minimum, they should be at least four times as large. This isn't as obvious when starting out, but high density buildings are huge, and those additional buildings necessary specialization eat into your already limited real estate. The game design encourages you to build multiple cities in a "region", but regional trade and management is broken. When while playing single player and offline, you can send funds to a neighboring city and have to wait up to an hour for it to "arrive".
One of the reasons that city limits are as small as they are call back to the performance issues. There's no way they could have had larger cities on hardware from the time. But they never addressed this, so cities stayed cramped and frustrating, even as they added new buildings and expansions.
I still like this game and play it occasionally. But I always end up very bitter towards the end, because of what I wish it could have been.