I always wear the helmet and complete gear.

My helmet is an extra large and after much frustration I found that by moving the audio cable in the left bag my XL Schuberth will fit if placed in the one and only position with the right face shield hinge in the widest part of the bag. It is a very tight fit but beats lugging the helmet along at every stop. It took over an hour of trying every possible position on both sides before the sweet spot was located.