Here's my opinion on each one. I think I should say what I think of each one, you can agree or disagree with me all you like but this is still what I think. I'll try to come at them from how good they look and how well they function. Of course, anything can be modified in the world of graphics, so improvements are possible (and probable). Also, I will group similar icons into one line.
I'll try not to be too much like Simon Cowell...
Of course, these are my opinions, so if you disagree do it nicely.
1. Too dark, too blurry even at high resolution.
2. 3. 4. Not bad, the background is too dark but it's not part of the icons anyway. I'm not sure 3's colors sit well with me, though.
5. Okay, I'm not even going to go there (though I like its expression).
6. I really like it, especially without the background, but the pic of the continents should be more vector drawn. It's a little too complicated as is right now, as a photo merged with a vector drawing; if the continents were added to the blue part in green, I think it would look wonderful.
7. It looks more like an envelope. I don't think it works.
8. 9. Good symmetry on 9, but the art is too simplistic. They need more color, more oomph. Frankly I don't see why 9 is winning; it is not the best icon here.
10. Too simple, too small of a face really.
11. Doesn't flow well, and it should have Aquafication. Too flat. Nice idea though, kind of a "compass rose" sort of look.
12. Not bad, good design, but it looks like "Apple.com". This actually works because it is easy to read at small sizes and the design is simple yet effective. If there were a way around it looking like "Apple.com" I think this would an excellent choice.
13. Interesting; in fact, too interesting. There is too much going on, and it doesn't look that great. Maybe without the text balloons, and a little sharpening.
14. I really don't like this one. I think the X should have one style, and I don't think including a gives off a positive connotation, even if it contrasts with the other.
15. 16. Nice designs; the balloons should be a bit smaller and the background should be removed. Also I think 16 works better because that is how emoticons appear if they are not graphic, and I like the drop shadow.
17. WAAAAYYY too simple. Lacking. Doesn't explain anything.
18. 20. These two are almost the same icon and I have the same criticisms as 14.
19. I don't like the emoticon; it's too dark, the X needs color, and it doesn't fit with Apple's schemes, though this can be a good thing sometimes. It's a nice concept; I just think the implementation could be better.
21. These are excellent graphics, but I don't think they work very well as icons.
22. That's just scary.
23. It's nice, serene, but the background is too much. I like it, I just think it should have an alpha mask that fades it away. Also, the face and planet just don't go together quite as well as they should. I like it, but there's something there... I can't put my finger on it... Also, with regards to the earth pic, it looks good, but it might also look good if it were a bit simpler (see my explanation for 6).
24. 25. That's even worse than 22!
26. I really like this one, and I voted for this one. It has more depth than the others. I think the background (including the gradient) should be removed and the ineligible text should be replaced with "macosx.com" somehow.
27. Interesting design, with the sharp bevel, but I think the line art approach is a little too simple. It also reminds me more of Excel than Jaguar.
Again, these are simply my opinions. Feel free to rebut, but
please be nice about it! I don't want to be hated just because I criticized your icon(s). I hope nobody takes criticism the wrong way and lashes out at me.
Of course, you may be saying, "Okay, if you're so smart, where's yours?" Well, I didn't do one. But if you really think I should back up my words, I'd be willing to come up with something, maybe not for entry, but something.
I think changing the icon with application updates may be a good way to go, but it shouldn't be a drastic change. Adobe updated their Photoshop icon for X, but they kept the eye. If we change the icon dramatically ever 3 months, people might get annoyed or confused.
Porteous: Yes, most of these designs utilize an Aqua feel to them even though many Mac users still use 9. Hell, I still use 9 for anything productive (or non-productive, i.e. games). However, like it or not, Mac OS X is the future, and while the icon may be nostalgic for 9, it should look ahead to the OS of the future.
KrinkleCut: I agree, the final design should be scalable and distinguishable at at least 32x32.
ApeintheShell: It may make you think of not being able to afford a new Mac, but is that really the message you want to send to people? "Here's a toy, but you can't have it." I'm not sure that's the best way to go...
One last thought: It would be really nice if people could say which one they made, instead of just saying "Mine got a vote!" I say, Okay, it may have, but which one is yours?