An adjustable headset has a support portion that rests on a user's head when the headset is worn in an upright orientation and rests on a user's neck or shoulders when the headset is worn around the user's neck. The adjustable headset also includes a pair of arm assemblies attached to the support portion and having first arm portions and second arm portions. The adjustable headset also includes a pivoting mechanism that pivotably couples the first and second arm portions. The pivoting mechanism allows the pivoting of the second arm portion relative to the first arm portion so that the second arm portion can be pivoted between a first position where the headset can be worn by the user on their head and a second position when the headset is worn around the user's neck to direct sound at the user's ears.