Systems, devices and methods relating to auditory devices having an ear tip with a neck portion configured to extend beyond the end of a speaker assembly when assembled are provided. Embodiments provide for an ear tip with enhanced flexibility for insertion and removal and while the ear tip is in use. Additionally, embodiments may provide for a fastening means that allows the ear tip to be easily detachable from a speaker assembly, while also providing sufficient securing force for the ear tip to secure the tip to the speaker assembly while the tip is subjected to forces resulting from insertion, removal or otherwise normal use of the auditory device.