maybe compare how snd-pcm-oss streams the sound to alsa, with how winealsa.drv streams the sound to alsa. since it seems snd-pcm-oss does a better job of it =)
beware that the APIs (OSS and ALSA) are rather different moreover, ALSA 0.9 driver has a still to be improved dsound interface (which may be the cause of your issues here) A+