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№ 136 / 163 S Protocols

SSTP (Secure Socket Tunneling Protocol)

SSTP is a Microsoft VPN protocol that carries PPP traffic inside an HTTPS (TLS) connection on port 443, which helps it pass through restrictive firewalls.

§ 01

Definition

Microsoft added SSTP to Windows Server 2008 and Windows Vista SP1. It was designed so remote workers could reach a company network from hotels and offices that block other VPN ports but allow normal web traffic.

§ 02

How it works

The client opens a TLS session to the server on TCP port 443, then sends PPP frames through it. Because it looks like HTTPS at first glance, simple port-based firewalls let it through. Running everything over TCP means it can slow down on lossy networks, the classic 'TCP over TCP' problem.

§ 03

Why it matters

SSTP is still built into Windows, so it is useful when you cannot install a VPN app. It is closed-source and mainly Windows-focused, so most consumer VPNs now prefer WireGuard, OpenVPN or IKEv2.

/ Sources

  1. Microsoft Learn: SSTP specification [MS-SSTP]