My mom was very disappointed when I came out as a Republican in high school. And being a Republican in high school was really fun because all of my teachers were extremely liberal. Expressing anything that was counter to their deeply held beliefs was so easily unsettling that that form of contrarianism was very comfortable.
What's cooler than pretending you hate money and giving away someone else's stuff under the guise of 'fairness?' You know what's cooler than that? Having the ability to make your own money, your own damn choices and not being subjected to mob theft that steals opportunity right out from under you.