The present disclosure relates generally to connector plugs and jacks and in particular to an audio connector plug and jack that can be used in place of the a standard low profile plug and electronic devices using low profile plug receptacles. The connector plug has a reduced plug length and thickness, an intuitive insertion orientation and a smooth, consistent feel when inserted and extracted from its corresponding receptacle connector. A portion or all of the plug connector may include a flexible material that allows the connector to bend with respect to an insertion axis along which the plug connector is designed to be inserted into a corresponding receptacle connector. A corresponding connector jack may be configured to receive the reduced length and thickness connector plug.