Disclosed herein are methods, systems, and processes for provisioning and deploying deception computing systems with dynamic and flexible personalities. A network connection is received from a source Internet Protocol (IP) address at a honeypot. In response to receiving the network connection, a personality state table is accessed and a determination is made as to whether a personality that corresponds to the source IP address exists in the personality state table. If the personality exists, the personality is designated to the source IP address. If the personality does not exist, an attack characteristic of the network connection is determined and an alternate personality that is substantially similar to the attack characteristic is designated to the source IP address.