If you're running Windows, the Sunbird calendar can do this - you can specify a task which repeats every second Saturday each month. I use the Portable Apps versoin of Sunbird because it completely lives in one folder and can be moved around on USB stick along with your TR data (and TR itself I believe).
http://portableapps.com/apps/office/sunbird_portable
You should ideally be putting meetings into the hard landscape and checking that first before moving onto your contexts. That's not to say you don't have a valid request in any case!