Assuming you'd rather attract a chick who knows about Cardassians than one who watches Kardashians, don a geek-chic tee from Dann Designs, an epic trove of video-gamey, pop culture-y joints from a Superior, WI graphic designer whose highlights include:
Plaidinum: Available in dark blue, black, or grey, this tee's got Darth Vader's mug rendered in red plaid to see what happens when "the iconic pattern meets the iconic villain", amusingly reducing a clash between good and evil to just sort of a clash.
TRANS-Angry Bird: Mash together the epically gnarly Trans-Am phoenix logo with the epically nerdy Angry Birds face and you've got a design that strikes a harmonious balance between dorky and badass, meaning this tee will stuff itself in your gym locker.
Pataris: Because the Louvre has almost nothing to do with Sega Dreamcast, this guy mixes up the Atari logo with Paris's second-most iconic image instead.
DD also slings prints like a collection of starkly re-imagined movie posters, including Black Dynamite with fist-shaped TNT, and a cellphone half-concealed under a bed for Taken, also what you'll be with any girl who mentions Deep Space Nine.