While I wasn't obsessed for 20 years, I have a similar tale of love for a VHS tape game. In the late 80's my mom was single, divorced, down to her last penny, and sitting in a Pic N' Save in suburban Phoenix, desperately shopping for a Christmas present for me and one for my older brother. She couldn't afford anything fancy, but she needed SOMETHING to put under the tree. I don't remember what my brother got, but I got ISAAC ASIMOV'S ROBOTS VHS MYSTERY GAME. It was a VHS mystery game involving various cards that contained clues, replayable because every single time the cards would be in different combos so you could solve the mystery differently.
The amazing thing was that the VHS tape that went with the game that told the story is still to this day the best and most accurate filmed version of the Isaac Asimov Robot Universe:
(this is just part 1, parts 2 and 3 are also online). I remember the somewhat creepy tone of the show really stuck with me, the way it felt really fully realized. I immediately went out and started reading every Asimov novel and short story I could think of. Asimov led to things like Dune and Star Trek, and there you go.
To this day my mom and I are stunned at the serendipity of this low budget VHS movie, and how it completely changed my life. I am stunned as an adult at how not-that-bad the production is, especially in terms of being faithful to Asimov's original vision. My mom is amazed when I think fondly of that game, because it really was a final desperate attempt at putting something under our Christmas tree. Like I said earlier, no one remembers what my brother got. A soccer ball maybe? I have no idea. But the bargain bin VHS game launched so many things for me.
I love stuff like this and DragonStrike because you can tell that they were made with the best intentions by people just trying to put a good product together with the constraints they had. It makes me a bit sad that the world isn't like that anymore. There's a purity to these that I love.