[robdog2004]

from what i am understanding from the devs that issue like this are being fixed in the next version of winamp
which should be out within the next couple of months

best solution is to take the walkman out of mtp mode and put it in msc mode (if available)
since the problem is mostly caused by the p4s plugin
mtp= p4s
msc=usb
also before you disconnect the player physically hit the eject button since there is a delayed write to the drive