Not in the way you mean. A camera/lens can only place exact focus on one plane at a time; anything else that looks sharp is within the depth of field.

So on the 550D, you generally can’t manually choose two specific AF points and have both be perfectly focused at once. What you can do instead is:

• Let the camera auto-select focus points, which may mark multiple points as in focus, though it may choose a subject you don’t want.
• Use A-DEP mode on the 550D, which adjusts aperture to try to keep as many autofocus points as possible within acceptable depth of field. This can increase background sharpness too.
• Increase depth of field by stopping down the lens if you want more of the face sharp.
• For static subjects, use focus stacking: take multiple shots focused at different distances and combine them later.

For portraits with very shallow depth of field, the usual solution is to focus carefully on the eyes, since they matter most.