I have never had luck gapless playing anything ripped by WMP, also it seems to ass up the pregaps of tracks, whereas EAC will detect them properly.
Then again, when the software cant even play gapless properly, what hope does it have of ripping, authough that may have changed recently. I know that iTunes always used to get crap about not doing gapless and they finally sorted it out (so I have heard from a friend, I dont use it) - perhaps WMP have pulled finger too?