Ours was from a friend who was moving and neglected to leave his new contact information … that would be about seven years old.
Our current oldest is about six and a half years old, some embarassing piece of me signing my head off randomly to the machine while the machine’s owner was out of town. But it’s now my machine too so I guess I was singing to myself …
I don’t have any because I use a voicemail system and ditched our machine.
My old BOSS, however, must surely hold the record. He had one message on his office machine that was from his daughter when she was about 5 years-old chastizing him for putting the lid on the peanut butter too tightly. At the time I worked for this guy his daughter was in her mid-to-late 20s and worked for the mayor.