If you run "regedit" for the bottle in question, under the key [HKEY_CURRENT_USER\Software\Wine\AppDefaults\hl2.exe\Direct3D] you will find a value called "tf2_alpha_hack". It's value should be "-game tf". You can extend that by adding additional strings separated by semi-colons. I don't know the names used for those games, off-hand, but assuming that Portal uses the name "portal", the new value should be "-game tf;-game portal".
These strings are taken from the command line that Steam uses to launch the game. If you open a Terminal window and type ps xww | grep hl2
when one of those games is running, you will see the command being used. To work with a Terminal window at the same time as the game is running you'll either have to run it in windowed mode or use Command-Option-Shift-R to restore CrossOver out of full-screen mode.
Making this change in the registry will activate the hack which we use to fix the fonts in Team Fortress 2 on the Mac. This [bold]may[/bold] fix the fonts in the other games. There are other internal requirements that must be met for the game to trigger the hack, and I don't know if those games meet those requirements.