Originally Posted by
BlueMilk
My solution for bag in bag is the Red Oxx Air Boss and Tom Bihn's Daylight Briefcase. The Daylight is smaller than the Metro or Cadet, and leaves room in the centre of the Air Boss for shoes and toiletries.
It's also very minimalist, so no structure or padding (but lots of pockets).
This may not work for OP and the 15" laptop. The Cadet may be just right, but I have no experience.
I travel with this exact setup quite often as well.