This achievement is done of the red carpet part of the story. You'll be taking a few pictures here for fans and paparazzi. I found it easier to get more points posing as a female. The poses were also easier to copy. Just copy the pose as best you can. You can see how well you're doing by looking at the Kinect post on the bottom right. If you're body is green you're doing it right and once the picture is taken it'll say "Nailed It". You don't need to "Nail" all pictures for this achievement. I got "Not So Awesome" on two of my pictures and still got it. The best ones to score points on are the ones that have you hold the pose.
"Icon" and "Strike a Pose" can be earned alongside "The Walk"