Dunno if this'll help or not, but if you use openssl on the server or client side like this:

in place of your client code:
openssl s_client -debug -connect servername:port
[download]

or

in place of your server code:
openssl s_server -debug -accept port
[download]

and make (or receive) a connection you should get a wealth of info that might help figure out the timing problem.


-beernuts