Apparatus for vending physical products and/or digital content and methods of using such apparatus are described. In some embodiments, a traditional vending machine, such as a beverage vending machine, can be equipped with an electronic transfer device and a user or customer interface to allow the customer to select the desired digital content such that a consumer can download the content onto a user's portable electronic device, such as a mobile phone, hand-held computer, or other media-playback device. In other embodiments, a vending machine can vend a portable electronic product after it has been loaded with the digital content selected by the user. In other embodiments, a vending machine could vend a customized CD or DVD containing the digital content selected by the consumer. Other embodiments are described.