Solo Adventures Part 1: Wanna Sing a Duet?

I've never thought of myself as an exceptionally confident person.  In fact, I sometimes want to kick myself in the face for having, on occasion, borderline-insane insecurity issues: 

Did I sound stupid when I said that thing in that meeting?
Why didn't Rachel text me back? 
Did only ten people like my Facebook status because the other 1,390 thought it was less of a good idea than Kidz Bop 25, or any of the Kidz Bop CDs for that matter? 

It's ridiculous, I know. 

Last week, the insecurity monster in the back of my head started to yell at me upon realizing that I had no one to hang out with after work - on a Friday night!