You guys are such self haters. I wear almost nothing but nerd paraphernalia. Comic book characters, super hero symbols, boba fett hoodie.
My Trek shirt is a tight black T from Marc Jacobs that someone gave me. It had a silly piece symbol on the left breast. I couldn't return it so I bought a TOS arrowhead iron on patch and covered it up. Looks totally hot.
And that's the point. Is your nerd shirt a good cut? Is it cotton? Does it look good on you? I get so many compliments on my nerd gear by people on the street. It looks good.
Now, is your nerd shirt two sizes too big? Covered in cat hair? Did you tuck it in to your khakis so that your blackberry holster won't be out of sight? Then you have bigger style problems than your tshirt print.