Largest Prisoner Pen Pal Site on the Internet - Male & Female Prisoner Ads - Photos - Addresses, Must be 18 or over, Free to see!. We were originally established as an organization to help prison pen - pals receive letters from free world pen - pals. Inmates have been turning to us in the tens of. clerk in prison. Her bunkie receives mail from pen pals and much of it is uplifting. Michelle, I am 31 years old, and in prison for one year, which is going by surprisingly fast! Sarah, Hello, my name is Sarah and I am looking for a penpal.