Dungeon Town https://www.gog.com/game/dungeon_town While it does list Win7 as a supported system, I observed some caveats.
First, I tested it in a Win7 virtual machine, but I don't know how much a Win7 virtual machine differs from being installed as a computer's main OS, so sorry if those issues are due to those circumstances.
Now, without the unrated DLC, it would crash for me as soon as the developer's logo appeared. This does not happen with Wine on Linux, so it's probably an issue with either Win7 on virtual machines, or Win7 overall.
Then, once I installed the DLC and got the game running, CGs and character portraits in dialogue windows seemed to glitch a lot. CGs would black out and randomly appear for short periods when an animation happens, and portraits would get broken pixels randomly. Worth noting I was playing in fullscreen, and it seems the game has major issues with fullscreen on Wine, so I'm not entirely sure if the graphic issues I got on Win7 are related to Win7 specifically.
I have Win10 installed on another partition, so maybe I should test the game on it as well to make sure if the issues are specific to certain environments or not.
Edit: indeed, no graphical issues in Win10, so I think it can be narrowed to either an issue with Win7 or with virtual machines.