The reason retro tech is fun now is because no one is making more of it, and the retro tech is as advanced as it could be without being ruined by enshittification and planned obsolescence. Every old piece of tech you come across is now a relic, rich in lore and history, and sometimes mystery when there are few people around who understand how it works anymore. These old devices are no longer things you just buy from a big corp, you have to find them in a pile of junk somewhere or trade a bit of money for it from some person, and on top of that the condition of the devices vary greatly, they are not fungible. This hunt for old tech feels very post-apocalyptic at times.

People will also look for creative ways to upgrade old tech and implement some quality of life improvements, doing things the original creators never thought of, or were simply limited by the technologies of their times. The result is much more variety in devices, no more homogeneous products.

And this effect will only get more pronounced as time goes on. Consider that in the year 2077, a humble N64 could be something sacred, handed down through many generations, each leaving their mark on the device, and people developing their own homebrewed games motivated more by fun than capitalistic ambition, or just pushing the limits of the device.