"Jesus, the original hipster." First of all, I am not sure what they mean by "hipster" as that term seems to be a bit too fluid a concept in today's vernacular for me to know just what they are saying. At perhaps that is the danger. While the message of Jesus Christ's gospel is universal, that does not mean that Jesus follow trends, or is himself a changeable being that "fits in."
I feel that there is a danger in seeking to change the image of Christ to fit perceptions, or to mold his actions to fit the idioms of the world. Much of Jesus's teachings was about bucking the world, and about bringing our lives in line with the principles that governed his mortal life, and in becoming one with the character and work of the Lord-- not the other way around.
Does God change; no. Does his message need to fit the time and place in which the people live--yes, within reason. But to call Christ himself a hipster seems to miss the boat in my opinion.