I know I'm not in the target group for the question, but I think I can convey some experiences that relate to it.
I'm in my mid 40s and I remember first seeing TOS for the first time in the early 1990s. It was being broadcast on one TV channel whilst TNG was being shown on another channel which I also watched regularly. They were shown on different days of the week so there was no clash. Clearly TOS was different in style to TNG, and maybe seemed more simplistic of simplified and the camera work, lighting and acting was clearly of an era in 1960s television. However, it was still entertaining, sometimes absorbing and the characters likeable. TNG in those days seemed cutting edge and a well balanced and entertaining representation of a future utopian world, with clear links to ideas and conventions of the older series where Kirk lead the missions on the Enterprise. In many ways TNG seemed an improvement on the old but the problems tackling issues in space, isolation from help sometimes, and friendship with a close knit crew of friends remained on the same continuum with TOS. TNG admired the roles of mentorship, specialists, advisors, and sober reflection that were present in TOS as a starship crewed with an array of technical experts and military experienced personnel who were also very human (or human like) in counternance.
For me there was no barrier to enjoying an older version of the show. I was sceptical about the newer spinoffs DS9 and Voyager - they didn't seem to hold the same level of interest or charisma even though the characters and acting were quite good. Captain Janeway seemed stuffy and preachy and relied on a Kirk-like smugness without the charm or urgency to contextualise it in the right places. That said, I think from Season Five Janeway and the others improved a lot.
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