Electronic devices such as media players are configured for participation in activities relating to local, peer-to-peer distribution of digital content. In an exemplary distribution transaction, digital content items such as audio files, video files, text files, multimedia files, data files, playlists, and metadata are distributable between a source device and a sink device based on the acts of: identifying digital content item(s); determining the proximity of the source device to the sink device; and if the potential source and sink communication devices are deemed to be in proximity, establishing a peer-to-peer communication session (using a predetermined communication protocol such as Wireless Fidelity (“WiFi”), Bluetooth, or HiperLAN) between the source and sink devices. The digital content item(s) can be asynchronously distributed, via the peer-to-peer communication session, from a computer-readable medium accessible by the source communication device to a computer-readable medium associated with the sink communication device.