I grew up with Trek. I remember watching TOS Friday nights as a kid (I was 4 at the time and had to beg my parents to let me stay up to watch it.)
But, most of my original TOS viewing was in syndicated re-runs in the 70's.
I was in high school when the TMP came out. A bunch of us skipped school that afternoon so we could get in to the first showing, a Friday matinee. What a disappointment at so many different levels.
II, III and IV were definitely the best movies of the TOS series, and of those, IV was probably the "best" in terms of storyline and II the best in terms of action. By the time V and VI came out, it was clear the crew was getting a bit "long in the tooth" to make it believable any longer, and it really was time to put it to rest.
Went to quite a few fan conventions during this timeframe too... was great to see Doohan, Keonig and Takei. Had breakfast (one of 20 of us) with Takei in Boston at one of the conventions. Saw Nimoy at a convention in NYC on New Year's weekend back in the late 80's. Never saw Shatner or Kelley. Was at a convention in Boston hosted by the BSTA where I got to see Majel Barrett and Roddenberry, and several others, including Robin Curtis. The BSTA (Boston Star Trek Association) hosted the convention. It was between III and IV... Since at the time the big debate in Trekdom was whether or not Savik "assisted" adolescent Spock through his first "Pon Farr", we threw her a baby shower
There are pictures of the convention out there on the internet, fortunately, I'm not in any of them, even if I was, I probably couldn't recognize myself given it was... oh, almost 35 years ago! 35 years... wow... hard to believe that when I say it (my wife is 37 so she was 2 back then lol)
TNG started out as a disappointment (when Roddenberry was writing the episodes) but the latter seasons were really good. I thought all the movies were excellent, especially when they got Marina Sirtis out of that bizarre head weave and let her wear her hair straight. At the time, I couldn't appreciate Picard, but now, in retrospect, being older, I can. Wesley always annoyed the piss out of me. My biggest complaint about the series was "everything has a technical solution". The series is still good watching (at least, seasons 2+). Season 1 is... well... tedious to get through.
I was never a huge DS9 fan. I did watch it, but always thought in the back of my head "its a space station... its not like it is going anywhere". I think I watched it more for Terry Farrell
I've watched it in re-runs and it isn't horrible. Okay filler. When it comes to space station scifi, my go-to was always Babylon 5. I miss Jerry Doyle, god rest his soul.
I really liked Voyager. I know many people do not for various reasons, but overall I thought the show brought ST back to its "roots", e.g. travelling through the unknown and encountering new species/problems/etc. My wife absolutely hates it (since she grew up with TNG and to some degree DS9). The series finale was a bit hokey, they could have done it better.
I watched Enterprise recently, I was sorry to see they killed the show off just as it was starting to get good. My mom used to love Scott Bakula in Quantum Leap... He's aged quite well. At least, as of 10 year ago, when they made Enterprise. (again, 10 years, wow, tempus fugit!)
So far Discovery has been "okay". It is still early though, with only a dozen or so episodes (not even 1/2 a season worth from the old TOS days) and time will tell. I know it has gotten a lot of criticism as having a lot of "politically correct" themes in it, but I really haven't experienced that in my viewing. At least, nothing that bothers me (female protagonists don't threaten me as they do some, I guess.)
As for the reboot movies, I've seen one. It was okay. But in order for it to work, I have to suspend my knowledge/belief/etc in what I already know of Trek, which is extremely difficult to do.