Gee, you wonder what he spends all his money on...
Maybe the firm's favorite judge has a thing for red and white stripes?
There was that USSC justice, Douglas maybe, that would get annoyed at lawyers that wore button-down collars for some reason. Ergo, lawyers pleading cases before the USSC would be sure not to wear button-down collar shirts.
Not sure about red and white striped ties, though.