For the heli I used a small carrier bag from the Apple store for a long time. But I don't need to carry a headset for that. Now I use a give-away Jeppesen bag that I got at AOPA Expo.
But I do have an enormous red bag for the plane, containing charts for most of the western US, IFR plates, California airport guide, AF/D, POH, handheld radio, handheld GPS, half a dozen flashlights, batteries, ......... I'm sure you all know what I mean. Still no headset though since that lives in the plane (one of the rare advantages of owning your own plane).
n5296s