You will have to place money into his inmate trust account where he must buy a special player that is made specifically for prison inmates. You cannot send in anything other than letters, photos, magazine subscriptions and paperback books that are shipped direct from the publisher. You have to be very careful about mailing anything as it will get rejected.
https://www.inmateaid.com/ask-the-inmate/my-son-is-wanting-me-to-send-him-a-mp3-player-can-he-have-one-and-if-so-does-it-have-to-be-a-new-one-or-an-i-send-him-one-of-mine-a-used-one#answer
Accepted Answer Date Created: February 21,2015