Some of these are commentaries that I just remember enjoying while I watched them, but they might have been listened to so long ago that I can't remember what it was that I enjoyed. They're in alphabetical order because that's how my movies are organized.

1. El Camino. (All Vince Gilligan commentaries are fun for me.)
2. Forgetting Sarah Marshall. (The commentary was fun, but I remember they called Kristen Bell on the phone to include her, and she was driving on the freeway at the time, and wasn't really interested in talking. That was rather disappointing. But the others who were talking were just clearly having a great time.)
3. Hot Fuzz
4. Inception. (My copy didn't have audio commentary, but I remember the special featurettes on this were fabulous!)
5. Interstellar. (Again, no audio commentary on my copy, but the special features were noteworthy.)
6. John Wick 1, 2, 3, and 4. Great commentaries, great special features.
7. The Last Samurai
8. Lord of the Rings Extended Edition. (Holy moly, the commentaries on this set are incredible, and there are so many of them! It is worth listening to every second of all of them. These are probably the best commentaries of any film I have ever listened to.)
9. The Matrix 1, 2, and 3
10. Mean Girls (2004)
11. Mission Impossible Movies (I don't think any of them actually had audio commentaries, but this one sticks out in my memory for having just endless amazing special featurettes that were worth watching. Especially Dead Reckoning!)
12. Showgirls (Yes, Showgirls. David Schmader's commentary is .. incomparable. There are some amazing lines in this. "Basically Nomi has two emotions: staring, and kicking." There are some real gems in that commentary. While you're at it, go watch Red Letter Media's review of this film. It's hilarious.)
13. Spaceballs (Every single Mel Brooks commentary is solid gold. There are so many movies I wrote down because I vaguely remember listening to the commentary, but then I deleted them from the list because I didn't think they really had much memorable stuff. (Ocean's 11, Rounders...) But Spaceballs is not like that. Spaceballs has an amazing commentary that is a blast!)
14. Star Trek II. (Nicholas Meyer did a great commentary that had insights on both Star Treks II and VI. There's a second commentary with Manny Coto and Nicholas Meyer that I haven't listened to yet, but the love that gushes out of him in the first few minutes makes me want to keep listening! It sounds like it's shaping up to be a discussion between the director and a real fan, giving the director a chance to respond to fan reactions.)
15. Star Trek III (Ronald D. Moore and Michael Taylor have a track on this film for some reason, but I always enjoy Moore's perspective on Star Trek. The original Leonard Nimoy commentary is the one I listened to, and it is quite good. This is Nimoy's first feature film that he directed, I think, which is why I listened to the track in the first place, although it has been years and I can't quite remember the content.)
16. Star Trek IV (I listened to the Nimoy commentary, but there's also an Alex Kurtzman commentary on it. There's a lot of recent dislike for Kurtzman, but frankly he's a great fan of the franchise and always gives good commentary and special features.)
17. Star Trek VI
18. Star Trek Generations (I listened to the Ron Moore and Branon Braga commentary and loved it.)
19. Star Trek First Contact
20. Star Trek Insurrection (Jonathan Frakes and Marina Sirtis basically have a great time in this commentary, so I did, too. This commentary is where I first noticed how much adoration Jonathan Frakes has for the franchise and the fans. I'm already a huge fan of his directing, so it was nice to see what he had to say about the craft, too.)
21. Starship Troopers (Listen to all the commentaries on this movie, especially given the current political climate.)
22. Superbad (This is another fun commentary.)
23. Superman II The Donner Cut.
24. This is the End (I seriously love Seth Rogan commentaries.)
25. Top Gun (I think this is one of those ensemble commentaries where you get several groups talking on a single commentary track, so some people who are interesting depart after 10-15 minutes, which is unfortunate. But I remember it being good.)
26. Tucker and Dale vs. Evil
27. What Dreams May Come (I listened to this years and years ago, but I seem to remember it helped me understand some of the movie's symbols better.)

Added: Scott Pilgrim vs. The World. (I took this one off, but I'm adding it back again. I think I liked some of the commentaries but not others. Still, it keeps re-entering my brain as a good one, so maybe go listen to the director commentary with the original writer of the comic.)

Bonus! Recommended TV Series commentaries:

1. Better Call Saul. (As I said above, Vince Gilligan does great, GREAT commentaries. Better Call Saul and Breaking Bad have a huge amount of commentary on their discs, and every second of it is a treasure.)
2. Breaking Bad
3. South Park. (Matt and Trey don't like doing commentaries, so they only talk for a couple of minutes per episode. But they are a lot of fun to listen to regardless.)
4. Star Trek Lower Decks. (I could listen to Jonathan Frakes and/or Mike McMahon all day. These commentaries are hilarious and fun. Stick around to hear Jonathan Frakes ALMOST get himself fired by spoiling that the Titan is....
5. Star Trek Picard Season 3. (All TNG fans should listen to the commentary on every episode of Season 3.)