A headset may comprise at least one ear cup and an ear cup shaper configurable to maintain contact with at least a portion of the head of a user wearing the headset, when the user is utilizing other equipment that when used affect the at least a portion of the head. The ear cup may comprise filler material, such as foam, and the ear cup shaper may be configured to create a depression in the filler material to maintain the contact with at least a portion of a head of a user. The adjustable ear cup shaper may comprise one or more of a strap, a plunger, a mechanical latch, and a magnet. The other equipment may comprise a visual device, such as eyeglasses, that have a portion that makes contact with the at least a portion of the head of the user.