This glitch gets even worse. You not only are able to see your flair or head equipment the second time around, but it also prevents game progression on Recruiting a specific group of characters located behind the school. Even though you are wearing the flair and equipment they requested from the hobo, they will not recognize you wearing the attire. Started numerous new games, but to no avail. The only way I found worked was to uninstall the game, and reinstall it (I have it on 360). Then when starting a new game, the flair shows when customized. But the game you currently have, unfortunately until a patch is placed, you cannot progress.
