Brent,
I think all of us can relate to your example...depending on one's length, the point at which two shotters become three shotters and vice versa is different, that's all. But this is simply an artifact of you putting too much pressure on your long game on those holes without wind, IMHO. After all, if 380 yards is your magic distance where the wind makes things "easier", isn't a 410 yard and 350 yard hole (depending on the wind) going to became problems just like the 380 yarders? Or is just that you have a lot of 380 yarders on your home course but nothing else in the 350-410 range -- if so watch out when Matt Ward comes through to rate it!
Wind adds uncertainty to the result of a shot, and any uncertainty makes things more difficult. You can make your arguments, and maybe they are even true for you, and others can talk about how the wind gives them more focus -- but watch out, I'll follow that argument with my belief that I'm better from the parking lot than the center of the fairway because I don't pay much attention to the easy shots but really enjoy pulling off the hard ones!
You ever read Tommy Armour's book How to play your best golf all the time? He relates a story of a guy who has never broken 90 who he is giving lessons to. He makes a bet with others that the guy can break 90 if he is in total control of what club the guy uses, the shots he attempts, etc. The guy wants to hit 3Ws at the green, Tommy hands him an 8i to lay up, stuff like that. Guy ends up shooting a 79, and Tommy cleans up on his bet. Now I'd be the first to argue that playing in such a Moriarty-esque way like that would squeeze the fun out of the game, at least for me, since my actual score is really of secondary concern (something I couldn't get Mucci to even comprehend in a thread a month or two back) So while I won't suggest that you should play like that all the time, it might be worth experimenting with playing a few rounds in a super conservative "eliminate all bad outcomes" course management style just to see what happens.