Originally posted by DAP Shooting wide open with an 85mm lens gives you a pretty narrow depth of field - maybe the lack of sharpness is due to the fact that your subject is located a bit out of the plane of focus (easy to have happen especially if you're manual focusing on moving targets - assumed scenario based on your description). Other than that, it could be that your lens is just soft wide open.
I agree that is a good possibility. Alot of lenses tend to be somewhat soft at their max aperture. Alot of people find this quite useful for portraiture as it supresses facial blemishes and makes the skin look softer.
I'm sure if you drop it down to say f2.8, the lens will sharpen up really fast.