I wear spots on the inner thighs of my jeans. I don't put in the miles in the saddle that you do, so I haven't noticed a problem with wearing out the seams of shorts. (I can see it being a problem in the future, given the fact that I'm noticing that my thighs rub the nose of the saddle when I'm pedaling.) I remember reading somewhere that the jeans-wearing thing has less to do with the "chub" and more to do with biomechanical things, so maybe the fact that you need a really T-shaped saddle has something to do with it.