Series: TNG
TOS is a close second, I grew up watching it, every once in a while I'll still see a rerun of this or that episode and the nostalgia factor will always outweigh how dated it is and any other shortcomings.
I also quite liked DS9 when it first came on but lost track of it at some point. To me it seemed to get a little too much like a soap opera in some ways, altho I remained fond of some of the characters (Kira and Odo in particular). And for some reason I found Avery Brooks more and more off-putting as Sisko and that may have been my primary reason for not sticking with it.
Voyager - I tried, but... well, I can't watch Kate Mulgrew in anything, so that was that. Enterprise - was that the Scott Bakula one? - I didn't bother. Not a fan of his either and that didn't help. And I think by that time I felt they were throwing new stuff out there just to keep the "brand" alive no matter how far they overextended themselves.
TNG though - that was really something and it still hasn't gotten old no matter how many reruns I see. Rebooted my interest completely, gave us some great new characters who had a chance to evolve over the course of the series leading to some wonderful performances... and as someone else already indicated: Jean-Luc freakin' Picard FTW.
Movie: Star Trek (2009)
This is not to say I don't have a nostalgic fondness for some of the older movies, with the casts of both TOS and TNG. But after years of being a devoted Trekkie, the first ST movie actually put me to sleep. And I mean I literally fell asleep in the theater trying to sit through a movie I'd been looking forward to since what felt like forever. Quite a disappointment. I still remember Wrath of Khan as being the one in that series that I liked best, but as a whole the movies that come out of TOS never did much to re-energize my interest. The cast-of-TNG films were more interesting and more well made IMO, but a lot of that has to do with my slight preference for the cast and characters of the series.
But the 2009 film was far and away the most fun I've ever had watching a ST movie, an amazing job at rebooting the "old" ST universe, unbelievably brilliant casting IMO, for me there is nothing to complain about with this one. Re-energized my interest much like TNG did when it first hit its stride.
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