to allow people to get creative with their jeans i propose an online or in store jean builder that would allow you to pick the stain of denim, size, fit, and even stitching.  This might cause people to enjoy their jeans more since they were able to be a part of creating them.  They could create great ad campaigns to accompany this like a person picking a new pair of jeans for each group of people that he hangs around.  If he was to go into a rock show he could switch to tight jeans, then if he were to go out fishing maybe switch to some plain blue loose fits or something.