I tried using wine for games, but I got tired of fiddling with it and used cedega instead. While cedega does require some fiddling, using the readme file and the transgaming wiki I have been able to get many games installed.
Point2play takes a lot of headache out of installing games.
If you don't want to pay for a subscription there is a CVS version, however it is missing point2play and winex must be compiled from source.
All in all I have had a much better experience with cedega than wine and am currently working my way through Counter Strike: Condition Zero, which I bought last year but never opened til last month when I wanted it to be my test game, it works great.
You can see the screenshots I added here:
http://transgaming.org/gamesdb/games...l?game_id=3356
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hope this was of some help to you