When playing a stronger player, this happens to me often when I see a move that either seems new or looks 'interesting' to me. My opponent's reply usually lets me know why it doesn't get played or why it really was bad.
There was also a player that I played 3 games against some years ago on gameknot that was around my strength. Normally, I can predict more or less what I will be facing, but against this player, he constantly made moves I never thought about. They weren't blunders and they weren't !! moves that proved my moves to be blunders. We were just on completely different wavelengths somehow, and yet each of us got by ok.
In correspondence style chess, I will often enough flip the board to try analyzing the position from the other guy's point of view. I find this very helpful for figuring out the plans and motifs that were there that I was missing before. Not only does this help me verify that I'm not missing something, it is also helpful when I'm stumped and need a new idea for the position.
Do you have any position in mind that you recall being surprised in? Maybe there's a certain tactical or positional idea that you need to work on.
Btw, here's the game I played against that guy mentioned above where I had the most trouble predicting moves into the future (iirc). We had 10 days per move. I don't even remember what I was thinking at the time (the game finished almost 4 years ago), but I do remember having lots of wasted analysis.
Code:
[White "bittersweet_ballad"]
[Black "ganstaman"]
[Result "1/2-1/2"]
[WhiteElo "1897"]
[BlackElo "1828"]
[TimeControl "1/864000"]
[Mode "ICS"]
[Termination "normal"]
1. d4 Nf6 2. c4 g6 3. Nc3 Bg7 4. e4 d6 5. Bd3 O-O 6. Nge2 c5 7. d5 e6 8. f3
exd5 9. cxd5 a6 10. a4 Nbd7 11. Be3 Ne5 12. a5 b5 13. axb6 Qxb6 14. Rb1 Qa5
15. Bc2 Nc4 16. Bc1 Bd7 17. O-O Nh5 18. b3 Ne5 19. f4 Ng4 20. e5 dxe5 21.
h3 exf4 22. hxg4 Bxg4 23. Qd3 Bf5 24. Qd2 Ng3 25. Bxf5 Bxc3 26. Nxc3 Qxc3
27. Bd3 Qxd2 28. Bxd2 Nxf1 29. Kxf1 Rfd8 30. Bxf4 Rxd5 31. Be4 Rd4 32. Bxa8
Rxf4+ 33. Ke2 a5 34. Ra1 c4 35. bxc4 Rxc4 36. Rxa5 Rc7 37. g4 h6 38. Kf3 f5
39. gxf5 gxf5 40. Rxf5 Kg7 41. Be4
1/2-1/2
http://www.chessvideos.tv/chess-game...r.php?id=56522
(I know I messed up near the end there more than once, and while the final position should be a draw, he definitely made it easy, both by the move he played and by the draw offer.)