A secure communication protocol (e.g., SSL) transaction request from a client to a server is intercepted at a client-side proxy communicatively coupled to the client and logically deployed between the client and the server. The client-side proxy initiates a secure connection with the server and passes an attribute (e.g., a cryptographic key) associated with that secure connection to a server-side proxy communicatively coupled to the server and logically deployed between the client and the server. This enables the server-side proxy to engage in secure communications with the server in a transparent fashion.