Abstract: A system and method are disclosed for transparently proxying a connection to a protected machine. The method includes monitoring a communication packet on a network at a proxy machine. The communication packet has a communication packet source address, a communication packet source port number, a communication packet destination address, and a communication packet destination port number. The proxy determines whether to intercept the communication packet based on whether the communication packet destination address and the communication packet destination port number correspond to a protected destination address and a protected destination port number stored in a proxy list. The proxy then determines whether to proxy a proxied connection associated with the communication packet based on the communication packet source address and the communication packet source port number. A protected connection is terminated from the proxy machine to a protected machine.