A portable media player, comprising: a housing (202, 324) with a front surface and a back surface; a memory disposed within the housing, the memory being configured to store a plurality of digital media assets and data files; a single integrated female connector port (204, 304, 326) extending into the housing (202, 324) that is configured to receive a male plug along a connection axis, the single integrated female connector port being the only connection port of the portable media player and configured for transferring the digital media assets between the portable media player and a host, transmitting power to the portable media player from a power source, and providing an audio output signal to an audio output device from the portable media player; a media control input arrangement located at the front surface of the housing, the media control input arrangement enabling a user of the portable media player to select at least one of the digital media assets to be presented; and an integrated attachment mechanism located at the back surface of the housing, the portable media player being wearable through the use of the attachment mechanism, wherein the attachment mechanism is a clip, the clip including a moving member (224, 332) that is configured to move between a closed position where an article is trapped between the moving member and the housing thus securing the media player to the article, and an open position where the article is released from engagement between the moving member and the housing thus freeing the portable media player from the article, wherein the moving member is coupled to the housing via a hinge mechanism; wherein the hinge mechanism is situated in a raised section (227, 322) of the housing (202, 324) next to the single integrated female connector port (204, 304, 326). a housing (202, 324) with a front surface and a back surface; a memory disposed within the housing, the memory being configured to store a plurality of digital media assets and data files; a single integrated female connector port (204, 304, 326) extending into the housing (202, 324) that is configured to receive a male plug along a connection axis, the single integrated female connector port being the only connection port of the portable media player and configured for transferring the digital media assets between the portable media player and a host, transmitting power to the portable media player from a power source, and providing an audio output signal to an audio output device from the portable media player; a media control input arrangement located at the front surface of the housing, the media control input arrangement enabling a user of the portable media player to select at least one of the digital media assets to be presented; and an integrated attachment mechanism located at the back surface of the housing, the portable media player being wearable through the use of the attachment mechanism, wherein the attachment mechanism is a clip, the clip including a moving member (224, 332) that is configured to move between a closed position where an article is trapped between the moving member and the housing thus securing the media player to the article, and an open position where the article is released from engagement between the moving member and the housing thus freeing the portable media player from the article, wherein the moving member is coupled to the housing via a hinge mechanism; wherein the hinge mechanism is situated in a raised section (227, 322) of the housing (202, 324) next to the single integrated female connector port (204, 304, 326).