1) He's doesn't care who this girl is, the camera is for him. Well, if it was still cool.
2) He's not getting caught looking at January Jones, like a normal man should.
Actually if he was a true hipster, he would always be in two places at once, so that you could never ever say he's doing anything in particular, establishing it as current and therefore no longer cool. If he were a real hipster the picture would be more like this...
See? In this picture, he's like, "Oh you think I'm walking into this photo? Walking into photos isn't cool. No, I'm walking out of this photo." Of course, by the time you've looked at the hipster's other self, he's already out of the photo altogether, and onto his next universe-collapsing, time-transcending adventure.
Hipsters: Cooler than the speed of light.