This DOS game named 1994POOL is amazing to me for its design, even though trying to actually play it just melts my brain.
I got more entertainment from reading its help pages than from the gameplay, but I'm sure someone competent at physics-based challenges would enjoy this even more!
Available to play at the Internet Archive: https://archive.org/details/1994POOL_1020
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I absolutely adore the educational digression ("by the way, these curves are heavily used in..."). I feel like if this were made today, this help file would be full of links to Wikipedia (and I'd love it for that, too).
