Some of the replies in this thread... almost busted a gut! This is really what makes TBBS so worth reading.
I agree, this game playing bit definitely sounds like something straight out of The Office
or even from a Dilbert strip. To think that it happened in the real world
, well it's just nuts. I understand what the boss was trying to do, but she should have said "something interesting you did or experienced" and "don't make it too personal". And she should have stepped right in after the first sign of a very personal confession.
I think the best way to ice-break is to just put people in a fun and relaxing situation. Take them out for a picnic lunch or some activity they can all do together.