For the flash drive:
Looks like it's become corrupted, probably due to bouncing back and forth from OS X/Windows. You just need to reformat it.

Go to Go > Applications > Utilities and Open Disk Utility.
Choose your drive from the left panel and then click Erase on the right.
Choose Volume Format, MS-DOS File System will allow the drive to be read on Mac's and PC's and a name.
Click Erase.
