TMP- Saw this in the theater when I was 10 years old. I'd loved watching Trek reruns, and when I saw they were making a movie, I was chomping at the bit. A friend took my mom, my little brother (who gave 10 shits less), and I to go see it opening night. I was blown away. The Enterprise was beautiful. The Klingon opening sequence was riveting. The story was slow, but far from uninteresting.
As a young teen, I would go to the local library media room every Saturday, and reserve time to watch their VHS of Star Trek The Motion Picture. I must have done this at least 30 times. (It was largely my 2 hour break from a broken home...and it was a beautiful respite.)
As an adult, I still love TMP. I didn't see the big letdown that lots of others supposedly did. What I saw was a clear difference in those 10 years between the end of TOS as a first run series, and its revival on the big screen....thank you, George Lucas.

Today, it still remains "the Trek film I've seen the most." It also makes for great background noise when I want to go to sleep.
TWOK- Never got to see this on the big screen. (Thanks a frakking lot, mother mine.) When I did finally get to see it, I loved it, but found it as slow paced as TMP. (I was young, I wanted to get to seeing the starships blasting each other to pieces.) Loved the skirmishes, but also remembered feeling a bit let down. The trailers maide the movie look a lot more exciting than it actually was. Spock's death didn't really rock me to my core. Sad though it was, I didn't break down and cry. (And I sure as fuck didn't cry when E.T.'s life was on the line...which was the movie my mother selected for us to see in lieu of TWOK on the big screen. Because of this, I have vowed to
never watch E.T. again until I get my chance to see TWOK on some special return engagement at a big screen somewhere...and I haven't seen that happen anywhere nearby.)
As an adult, I still love this movie, and obviously have a lot more patience for the story. I understood why the space battles were not quite the knockdown dragout I'd hoped for. Spock's death became a bit more meaningful, but still didn't rock me to my core. However, I did hope that it did not mean the end of adventures for Kirk and crew.
TSFS- Jumped out of my seat when this was announced. As a kid, I thought this was a beautiful movie. Kirk and company risking everything to save their fallen friend. Kruge was a badass. The brief skirmish between the Enterprise and the bird of prey was cool....but over too quickly. The Enterprise blowing up was beautiful, and saddening, but again, didn't rock me to my core.
As an adult, I don't watch this movie very often, but I still enjoy it at its core. I can see where they had to cut some corners on effects. (Actually, that was pretty apparent to me as a kid too.) Kruge's still a badass.
TVH- As much as I wanted to see this on the big screen, I'm not really bothered that I didn't see it that way. (I was in high school, close to graduating at this time). When I saw it for the first time on VHS (the first VHS tape I ever bought), I enjoyed it, but I could see why I wasn't overly bothered about missing it on the big screen. The humor was good, the story was good, and it was a nice light hearted romp for the crew, but, the return of the Enterprise didn't really move me all that much. It was kinda like "well, it's gonna happen anyway" and it turned out, it did. Also, I'm more of an action-oriented Star Trek guy. (The only real reason that TMP holds as much weight for me as it did is because it was the return of my heroes...this time to the big screen....so I cut it a lot more slack than its follow ups.)
Many years later, my feelings haven't changed about this movie.
TFF- Saw this in my late teens, fresh out of the Army. I was giddy about this film on first viewing. Lots of action, sadly, no real space battles/skirmishes to speak of. At first, I loved the humor. The story was entertaining enough.
Shortly afterward, on VHS, I saw all the films flaws, and my feelings changed radically. Weak visual effects, forced humor, a farcical chase, toned down Klingons. Still enjoyed it, but with a slightly more critical eye. To this movie's credit, it has some good dramatic moments, and I love the "revisit the horrid past" sequences with Spock and McCoy.
My feelings about it have also not changed since their first revision seeing it on its subsequent VHS release.
TUC- My favorite of the six original crew films. Loved the story. Chang was menacing. Valeris was hot. And, the return of the K't'inga class battlecruiser in an all too short lived (and sadly castrated) return to the big screen. I hate the movie poster for this film because it is so misleading. I wanted to see Kronos One get at least one shot off on the Enterprise...and it didn't even get to do that. Dammit, the poster showed a bird of prey AND a K't'inga kicking the living dogshit out of the Enterprise. (Also, someone who had seen the film before me did say: "Do not expect 'The Wrath of Khan', and you won't be disappointed." Armed with that knowledge, I did indeed thoroughly enjoy the film.) Also, it just seemed like the effects for photon torpedoes were getting cheaper, and it was showing. (Worst torpedo effect is up for grabs between First Contact, Nemesis, TFF, and TUC). At this point, largely because of their overuse in TNG, I was really getting sick of birds of prey, so I was stoked to see the K't'inga's return to the big screen...if only it had returned to form. Yes, for all my bitching, TUC is still my favorite TOS film, just barely edging out TWOK.
Current viewings of the film have not changed my sentiments toward it.
GEN- When I first saw it on the big screen, I was pretty stoked. However, it played like an overblown episode. (A problem I would find with the next two films as well.) The space battle was much better than in previous films, and the Enterprise's parting torpedo shot on the bird of prey was beautiful. (The best I'd seen in years.) Leading up to an underwhelming use of stock footage from the previous film to signal the bird of prey's demise. (A friend of mine had argued before that the producers said that Generations was not going to use one bit of stock footage. I happily proved him wrong in an A/B viewing of TUC and GEN.)
Getting it on VHS, it looked even more like an overblown episode, especially in 4:3 format. (Some friends who had happened to pass by me as I watched the movie would even ask what episode it was.) The letterbox version did little to improve the flavor. My feelings about the movie have not changed much since then.
FC- Big screen initial viewing. Again, the trailers made this look like it was going to be an all out action movie. (Even Jonathan Frakes mistakenly referred to this film as an "all out action movie".) The proof was in the pudding. It was anything but. I'd heard that the space battle was supposed to be at least a good 20 minute, rock 'em, sock 'em starship pornfest, and all we got was a lousy, two minute battle that really wasn't much better than anything I'd seen on TNG. Even the format was the same.... seemingly twenty seconds of battle footage enmeshed in a minute and a half of dialogue, comms, and more dialogue. The Borg looked better, and I somewhat liked the Enterprise E (better than the D, but it still looked like a big, light up toy compared to the refit Enterprise from TOS era) And, the movie blew its wad in the first ten minutes. I enjoyed it, yes, (it had a good story) but it was another overblown episode. Same effect. Looked better on 4:3 than in widescreen. The opening music, whilst beautiful, just didn't set the movie up right for me. If only Jerry had followed Cliff Eidelmann's lead in TUC. Also, I found Troi's drunk scene a bit forced. The only thing that saved it was Riker's final reaction at the end of the scene.
Feelings have not changed with recent viewings, which are few and far between.
INS- Another mislead by trailers, even though I recognized their reuse of FC skirmish footage.. (At this point, the producers had this down to a science, and you'd figured I'd have caught on by this time, but hope sprung eternal...unfortunately, the spring was fed from a septic system.) Saw it on the big screen, and immediately saw it to be just another overblown episode. Even fell asleep for about ten minutes in the middle of it. When I woke up, the Enterprise fired two lousy torpedoes back at the pursuing Son'a ships. This movie was full of television styled skirmishes. Two seconds of footage, and about thirty seconds of dialogue, and crew getting shit blown up in their faces. It was yet another example of how this movie worked better in the 4:3 format instead of 2.35:1.
Feelings have not changed with recent viewings, which are few and far between.
NEM-
THIS was the Trek movie I'd waited years for (until ST09 and STID years later...then Nemesis was unseated). From the toe-tapping, up tempo opening, to the destruction of the Scimitar....I was hooked. This finally looked and felt like a big screen movie. Big screen director + Big screen writer + Big screen vision = Big screen movie. Action beats all throughout. (This was far closer to an "all out action movie" than First Contact could ever hope to get.) Picard driving the Argo, armed with aft firing phaser cannon... priceless! The space battle actually was a knockdown, dragout space battle....with multiple ships! I kinda liked the new Warbirds, and the Scimitar was wicked looking. And the combat footage was plentiful, and I saw it was good. The Enterprise ramming the Scimitar was well worth the price of admission! I also thought Tom Hardy as Shinzon was a high point in guest actors to any TNG era Trek film. Despite my love for this film, I also recognize its many flaws...some of which were the result of a little bit of fanboy whimsy by scribe John Logan. But I also knew this was going to kick ass because of Logan's work on Gladiator. (Even the opening sequence when the virtual camera bursts through the clouds over the Romulan capital city reminded me of a short sequence of the overhead of Rome in Gladiator. Nice touch, Stu. ) How in the hell though did the Enterprise E gain five more decks?! She didn't like like she'd put on a pound between the three Ent-E era films. (That'd be Logan's fanboy whimsy at work)
Again, despite all its flaws, which are many, this remains my favorite TNG era film. It works well in widescreen format. The action actually fits the widescreen format, unlike the previous three TNG eps---er--movies. My feelings toward this movie are unchanged, and it gets more repeat views than the prior three TNG eps--er--movies.