A headset is adapted to be positioned on a head and includes a headband assembly for spanning across the head of a user, an earcup assembly coupled proximate one end of the headband assembly, and a power source assembly coupled proximate the other end of the headband assembly. A flexible stabilizing strap has a first end coupled to the headset proximate the earcup assembly and a second end coupled to the headset terminal proximate the power source assembly. The stabilizing strap is adapted to engage the head of a user to further stabilize the headset on the head.