Abstract: This invention is a system and method for securely and robustly transferring a file from one computer to another without having a prearranged encryption key. Data is transferred by first generating some random numbers on each computer and undertaking some cryptographically secure handshaking in which a session key is determined. Then the file is broken up into blocks and encrypted with a chaining block cipher and transmitted. The blocks have headers which identify the them, and allow for detection and correction of transmission errors. Before retransmitting a block, an initialization vector is sent to synchronize the cipher modules. The random numbers are generated with keystroke timings combined with a pseudorandom number generator to expand the supply.