As a kid, my family would regularly rent the VHS’s of the OT (always either the 1995 “Faces” set or the 1997 Special Editions), but the first Star Wars film I actually bought and owned was The Phantom Menace on DVD. Then after a couple years, I bought the AotC DVD as well as the 2004 OT set (I can’t remember which of the two I bought first). I didn’t notice the 2004 DVDs’ many problems, except for the music being drowned out during some of the battle scenes in ANH, and I didn’t mind the new changes at the time, so overall, I was pleased with the set.
A year or so later, I bought RotS on DVD.
Then I bought the GOUT DVDs as soon as those were in stores. I still liked the Special Editions at this point, so the unaltered versions were more of a curiosity than anything else (plus, I wanted to own the most recent releases of the films), and I surprisingly didn’t notice yet how low-quality the GOUT was.
When the 2011 Blu-rays finally came out, they came at a time when I’d lost interest in Star Wars. Plus, I was getting very annoyed that even more changes were being made to the films (Vader’s “Nooooo!” Was especially frustrating). And I’d also become aware at that point of how poorly handled the 2004 remasters were, and knew the Blu-rays would be more or less the same. So, I didn’t bother buying them at the time. On the rare occasions that I rewatched the OT, I just watched the GOUT instead.
I haven’t bought any of the Disney era movies. My brother bought Blu-ray copies of TFA and Rogue One, since he was much more on board at the time with Disney Star Wars than I was, but he lost interest with TLJ, which he still hasn’t bought, nor has he bought Solo or TRoS.
In 2020, I did finally buy the 2011 Blu-ray set of the OT so that I could legally watch the Despecialized Editions. I also recently bought the 2011 PT Blu-ray set, as well, since I found a good deal on it.
So, all in all, I’ve bought the OT three times and the PT twice.