I had two, both Star Wars related. The first was a SUPER BRIGHT RAINBOW TIE-DYED SHIRT with an X-Wing and the Death Star and Luke and a whole bunch of other stuff on it. I thought it was SO COOL.
The other was a shirt with this weird textured bit on the front. It took me months to figure out it was Han Solo as he appeared encased in carbonite. This was well past the time frame in which I thought flaunting my addiction to Star Wars was a good thing, so I was mortified. (I can still tell you why the major capital ships are shaped like they are, though...)