SSL is very complex, so you're going to want to use a library.
There are several options, such as Keyczar, Botan, cryplib, etc. Each and every one of those libraries (or the libraries suggested by others, such as Boost.Asio or OpenSSL) will have sample code for this.
Answering your second question (how to integrate a library into existing code without causing to much pain): it's going to depend on your current code. If you already have simple functions that call the Winsock or socket methods to send/receive int
s, strings
, etc. then you just need to rewrite the guts of those functions. And, of course, change the code that sets up the socket to begin with.
On the other hand, if you're calling the Winsock/socket functions dierectly then you'll probably want to write functions that have similar semantics but send the data encrypted, and replace your Winsock calls with those functions.
However, you may want to consider switching to something like Google Protocol Buffers or Apache Thrift (a.k.a. Facebook Thrift). Google's Protocol Buffers documentation says, "Prior to protocol buffers, there was a format for requests and responses that used hand marshalling/unmarshalling of requests and responses, and that supported a number of versions of the protocol. This resulted in some very ugly code. ..."
You're currently in the hand marshalling/unmarshalling phase. It can work, and in fact a project I work on does use this method. But it is a lot nicer to leave that to a library; especially a library that has already given some thought to updating the software in the future.
If you go this route you'll set up your network connections with an SSL library, and then you'll push your Thrift/Protocol Buffer data over those connections. That's it. It does involve extensive refactoring, but you'll end up with less code to maintain. When we introduced Protocol Buffers into the codebase of that project I mentioned, we were able to get rid of about 300 lines of marshalling/demarshalling code.