Train Simulator at 1am
SoftwareSometimes a short train trip late at night through the Marias Pass train route in northern Montana with the 2001 era DirectX graphics and sky is just what I need to relax just before going to sleep.
I first got Train Simulator in 2002, it was the first game I tried on my desktop at the time, the first game I tried running with Boot Camp with my then-new MacBook Pro in early 2006 (Windows gaming on a MacBook Pro), and is still one of the reasons I keep a copy of Windows XP lying around for the 3D acceleration in software like VMware Fusion.
For someone who moved around so much as a kid and could never have huge trainsets, this was the closest I ever got, and I still find it fun :).