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Bypassing Deep Packet Inspection: Tunneling Traffic Over TLS VPN

Bypassing Deep Packet Inspection

In some countries, network operators employ deep packet inspection techniques to block certain types of traffic. For example, Virtual Private Network (VPN) traffic can be analyzed and blocked to prevent users from sending encrypted packets over such networks.

By observing that HTTPS works all over the world (configured for an extremely large number of web-servers) and cannot be easily analyzed (the payload is usually encrypted), we argue that in the same manner VPN tunneling can be organized: By masquerading the VPN traffic with TLS or its older version - SSL, we can build a reliable and secure network. Packets, which are sent over such tunnels, can cross multiple domains, which have various (strict and not so strict) security policies. Despite that the SSH can be potentially used to build such network, we have evidence that in certain countries connections made over such tunnels are analyzed statistically: If the network utilization by such tunnels is high, bursts do exist, or connections are long-living, then underlying TCP connections are reset by network operators.

Thus, here we make an experimental effort in this direction: First, we describe different VPN solutions, which exist on the Internet; and, second, we describe our experimental effort with Python-based software and Linux, which allows users to create VPN tunnels using TLS protocol and tunnel small office/home office (SOHO) traffic through such tunnels.


Virtual private networks (VPN) are crucial in the modern era. By encapsulating and sending client’s traffic inside protected tunnels it is possible for users to obtain network services, which otherwise would be blocked by a network operator. VPN solutions are also useful when accessing a company’s Intranet network. For example, corporate employees can access the internal network in a secure way by establishing a VPN connection and directing all traffic through the tunnel towards the corporate network. This way they can get services, which otherwise would be impossible to get from the outside world.


There are various solutions that can be used to build VPNs. One example is Host Identity Protocols (HIP) [7]. HIP is a layer 3.5 solution (it is in fact located between transport and network layers) and was originally designed to split the dual role of IP addresses - identifier and locator. For example, a company called Tempered Networks uses HIP protocol to build secure networks (for sampling see [4]).

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Source: Linux Journal - The Original Magazine of the Linux Community