Cool factor: original Diana
People flock to you when shooting factor: any TLR
Ward off mugger factor: Kodak Medalist
"Oh, I used to have one of those" factor: any folding 6x9
...but, it's up to each definition of 'cool'. There's "I have lots of money" cool (Rollei GX); I'm a retro student cool (Diana/Holga); "I want to make sure *everyone* knows I don't shoot digital" cool (Hassy & TLR); "I do something different" cool (6x9 pinhole...preferably homemade out of a beer can or something...), etc.