Abstract: The presently disclosed privacy enhancing networks (PENs) comprises a network of gateways in communication with one or more controllers. By dynamically creating and tearing down unique data flow paths through a network of gateways for each individual data flow, the privacy enhancing network makes it more difficult for an adversary to glean information about communicating parties. Since each flow in a single data session may be routed through a different path, adversaries may find it more difficult to determine which data flows are associated with each data session. This in turn, makes it more difficult for adversaries to gather enough data traffic to break any encryption applied to the data flows. Furthermore, since each flow in a single data session can be directed along a different path, a privacy enhancing network may make it difficult for adversaries to even determine that the communicating parties are communicating at all.