hi rob.
you can't do 2 sets of keyframing simultaneously.
what you can do is one set of keyframes,
copy that clip, (Apple C, of course)
then select the other clip and "Paste Attributes" (Option V)
when the Paste Attributes widow opens, you'll see that a clip has a whole host of attributes you can copy and paste.
in this instance you'd be interested in pasting the Opacity.
if your layers already have some sort of opacity effect, or a composite mode ging on,
then 2 layers fading in at the same time can look weird, as the layers interact with each other.
in this situation there is a better solution.
lay some slug over both layers, and keyframe that to fade OUT, revealing your layers.
or if fading from an image, lay that over the top of the other two.
if your layers don't interact in that way (2 separate boxes, for instance) than a dual fade-in will be fine,
but still more work as you have to keyframe 2 layers rather than one.
nick.