I know what you mean! I just graduated from college, and I was the head of the local Young Americans for Freedom chapter. The only time I wore suits in any club function was when we brought speakers in or when I went to CPAC. Most of the time, I wore t-shirts, cargo pants or semi-baggy jeans, and "skater" sneakers, and when it got cooler, and threw on a hooded sweatjacket. This was what many of friends in garage bands (most of the liberal) wore. I must have gotten on some people's nerves, for the must have seen it me being a "poseur" or something, when it was nothing of the sort. I went to Catholic schools in grade and high school, and I had to wear dress shirts, ties, and dress pants all the time. I was glad to take a break from that in colllege. Now that I'm working full-time, it's back to suits again. But I still like wearing casual clothes like that.
Besides clothes, I listen to punk, emo, emocore, mainstream rock, "alternative," and Jimi Hendrix/Led Zeppelin/other rock classics. I like to watch anime. Most of my friends have leftist viewpoints. So I guess I'm a "Hip-Publican," or rather, a "hip conservative."
Now that I'm working full-time, it's back to suits again. But I still like wearing casual clothes like that.
I work in pretty conservative industry (insurance). My company is casual year-round (Thank God!). My dream is to work for myself some day. Once that happens, it will be a rare occasion when I put a suit on.