http://bugs.winehq.org/show_bug.cgi?id=33446
--- Comment #4 from Sam Edwards CFSworks@gmail.com 2013-04-22 18:21:21 CDT --- Some more interesting information:
This appears to happen on every map. It affects items that can be picked up (weapons, healthkits, pipe bombs and molotovs, pain pills) but doesn't affect ammo cans (which have a blue outline).
The distortion always happens along the (world-space) Y axis. Staring at a character along the Y axis gives a (mostly-correct) outline, but staring at them along the X axis reveals lots of distortion. The same happens for items: see attachment 44262 - the shotgun's vertices' X and Z coordinates are the same, but the Y coordinates are getting skewed.
The distortion is affected by the viewmodel, for some reason. Changing weapons causes the outlines to shake in sync with the weapon-change animation. Setting r_drawviewmodel 0 stops this.
The player silhouettes are only distorted (as in attachment 44259) when they are culled. If the player model is not culled, the silhouette appears correctly (as in attachment 44258).