Most people think of Risky Business or Scarface. I think the first 928 I saw was drawn - it's the car Bruce Wayne drove in "Batman: Year One" written by Frank Miller, drawn by Dave Mazzucelli. Wayne totals his black 928 after driving home bleeding to death from a gun shot wound, courtesy of Gotham PD.
Oddly enough, the first time I thought "cool car" about a 911 was also a comic/graphic novel. A character named Phyllida West in "I Am Coyote" drove a targa. I didn't know what the car was at the time.
Art, having driven all three, I can offer some insight. The 944 is fun - much more rev-happy than the 911, handles
great, and a bit more comfortable than it's air-cooled sibling. Since getting mine, it's been my daily driver: better heat, better AC, better mileage, more storage space. I think of it as Porsche's answer to the VW GTI. Excellent city runabout/commuter car.
The 928 is fun in different ways - same great handling, ridiculously comfortable, but their weight always throws off my driving reflexes: things I think I can do I can't and things I think I can't do I can. One car I tried had some suspension mods and in that one, you could do anything - it was just a
big 944. That one was also a 5-speed, which meant it had serious get-along. In the manuals, you hit illegal speeds way too soon, because you're used to watching the tach instead of the speedo, and 5000 rpm in a 928 is illegal in any gear

If I get a 32-valve (meaning if I can't find a nice '83 for less than a nice '85-86), me and a buddy with an M5 are going to take a road trip to Bonneville in August/September just to see what they'll do. Should be fun to hit those kinds of speeds - once - without risking lives and licenses.
Emanuel