Originally posted by djrlewis:[..]
do you mean actual photos (rather than album art)? The flaw is likely because iTunes is designed to work with iPhoto. With that I just picks up the photos from any album you have set up; if you add photos in iPhoto, it will automatically update next time you sync. Simple.
The problem here is Windows. Not iTunes
That's the big spoiler with Apple for me. They kinda force you to have every Apple program installed.