Things I have done that are out of my comfort zone in the past few years:

-Got on a plane with a bunch of strangers and went to Israel.

-Delivered food in very treacherous conditions.

-Operated a forklift

-Spoke in front of groups of people at my job.  Led stretches for large groups of people.  

More to come, maybe.  Not sure if skydiving is one of those things though.....

I'd have to put meeting my ex girlfriend's father on that list as well.  
Best holiday wishes to all.