College, and reading actual history books really shifted me from thoughtless "ban what I don't like, you MUST celebrate what I do" Contemporary American Liberal to Reformed Former Democrat.
The 2010 landslide made me refocus on "how in the hell can anyone support republicans?" issues.
PJ Media really opened my eyes to the drivel I was being spoon fed and believed.
Economic Facts and Fallacy by Sowell changed the way I looked at data being pushed on me.
Reading about Logical Fallacy allowed me to start seeing political speeches for the utter garbage they are, and showed me, 99% of people vote off their "feels" and for a letter above all else.
Obama failing on the vast majority of reasons I voted for him in 2008 changed my opinion of him, and the party.
Working in industry, study of economics, taxation and business really opened my eyes.
Watching my daughter be born changed me from adamantly pro-choice to call abortion what it is, murder, and letting the chips fall where they may.
Having kids, a house, and other various financial responsibilities really changed my opinion of voting for leftists.
Understanding how unique and amazing it is that we have a founding document that protects our rights, brought me to the point of celebrating that, by exercising the shit out of as many as I can.
I was a born and raised, indoctrinated Militant Atheist and Contemporary American Liberal. I didn't think, I felt my way through life. So none.
More likely than not I'd say (51% chance).
Immeasurable. I could shift either direction, but I doubt I'll give up the "individual rights are the beginning and end of freedom, and freedom is the only true equality the human race can achieve" very much.