Chicagoans pack the streets of the West Loop for a rally and march on Labor Day. Photo : Aaron Cynic In a press conference that was...

Gap's been doing creative, choreographed ads for quite some time, and has often pulled off some rather elaborate, amusing stuff, from the swing dancing khakis ads of the 90s to spots with Audrey Hepburn, Madonna and more -- and who could forget the iconic West Side Story inspired jeans vs khakis ad from 2000? Collabs are all the rage this...decade, really, so teaming up with someone like Katseye was a foregone conclusion. But was it also a calculated effort?