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1.
Uninformed. Ignorant of the situation. Not receiving appropriate information. Think of "the loop" as being a communications channel, and therefore being out of the loop means no one is communicating with you to get you the information you need.
Manager: Why did you miss today's staff meeting?

Employee: I didn't know there was one scheduled. I was completely out of the loop.
by Evac156 February 24, 2005
 
2.
To be out of touch with the culture of the most recent generation or youth culture ect.
John's grandpa is so far out of the loop he thinks when you say someone is gay it mean there happy.
by Deep blue 2012 December 11, 2009