Focus question

Position of best focus varies with each individuals eyes. I've always told eyeglass wearing guests at my telescope that if they don't suffer from astigmatism to remove thier glasses and refocus with great success.
My question is: How does this effect afocal photography or systems that use a 'calibrated' eyepiece to find focus for ccd chips etc.? It seems to me that a person would need perfect vision to use a 'calibrated' eyepiece.
The reason I ask is: my digital camera seems to have great difficulty focusing at the eyepiece in auto-focus mode and I seem to have the best luck locking it to infinity and then refocusing the scope. Is it possible that my eyes focus somewhere the camera just isn't capable of focusing on?

Yeh, it's cloudy here. Bob

Added bonus question: Do eyeglass wearers, using manually focused cameras, take out-of-focus pictures when not wearing glasses?

That is probably because the camera lens in an afocal setup
works with converging cones coming from the eyepiece. The camera lens - and autofocus mechanism - are designed for midely to moderately diverging beams. Converging beams will result in shorter camera lens to image distance, which may put it out of range for the auto-focus mechanism. Also, resulting change in image position for a given camera lens adjustment is different for the two different beam shapes.
It doesn't make it better that lens optimized for diverging beams will have increased level of image aberrations when working with converging beams.