I watched an amazing hidden gem of a sci Fi film The 13th Floor which came out the same year as the Matrix and it deals with virtual reality and asking questions about what is reality.
The film is set in 1999 and this company has created a virtual reality simulation where users can go back to 1930s LA. In this VR, all the other people have thoughts and dreams and believe they are alive. When the head of the company is killed, his associate has to plug in and find clues to his murder in the VR.
I don't want to spoil too much, but this film was really well done, a great mix of noir and sci Fi and had it come out in 1998 we would probably all know about it.
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