It has been a long time coming but someone finally developed some software that will synchronize your Google Calendar with Outlook. SyncUpwards is currently in Beta testing but they have opened it up to the public. If you decide that you want to try their software you should probably take their recommendation and backup your calendar data (export it from Google Calendar) because they say that “We have been having problems with repeat calendar data and the automatic sync function.”
I haven’t been able to try this out myself because I don’t have Outlook Express installed but it would be pretty nice if it does work. I am actually surprised that it has taken this long for someone to develop this, but I am sure it is harder than I think.