I am having a partial failure with my code in that I can establish non-secure connections to places such as www.hp.com and www.google.com, but when adding SSL to the socket I can no longer connect to www.google.com even though I can still connect to www.hp.com
In response to this I did a fair bit of research and came up with mixed answers. I tried testing different sites, and the results were spotty. So I feel like I am missing a crucial portion of the SSL handshake here that is not readily apparent (at least to me).
#include <stdio.h>
#include <stdlib.h>
#include <string.h>
#include <unistd.h>
#include <sys/types.h>
#include <sys/socket.h>
#include <resolv.h>
#include <netdb.h>
#include <netinet/in.h>
#include <arpa/inet.h>
#include <openssl/bio.h>
#include <openssl/ssl.h>
#include <openssl/err.h>
#include <openssl/pem.h>
#include <openssl/x509.h>
#include <openssl/x509_vfy.h>
#include <errno.h>
#define SW_SUCCESS  1
#define SW_ERROR    0
typedef struct socket_info
{
    int SocketHandle;
    unsigned long AddressLong;
    unsigned short Port;
    char Host[256];
    char Address[16];
    char Request[256];
    char Agent[128];
    char Headers[512];
    SSL *SecureHandle;
    SSL_CTX *SecureContext;
    const SSL_METHOD *SecureMethod;
    BIO *SecureCertificate;
} SOCKETINFO, *PSOCKETINFO, *LPSOCKETINFO;
int secinit()
{
    OpenSSL_add_all_algorithms();
    ERR_load_BIO_strings();
    ERR_load_crypto_strings();
    SSL_load_error_strings();
    return SW_SUCCESS;
}
int rawclose(struct socket_info *psi)
{
    return (!close(psi->SocketHandle) ? SW_SUCCESS : SW_ERROR);
}
int secclose(struct socket_info *psi)
{
    SSL_free(psi->SecureHandle);
    SSL_CTX_free(psi->SecureContext);
    return (rawclose(psi) ? SW_SUCCESS : SW_ERROR);
}
int rawconnect(struct socket_info *psi)
{
    struct hostent *host;
    struct sockaddr_in addr;
    if ( (host = gethostbyname(psi->Host)) == NULL ) return SW_ERROR;
    if ( (psi->SocketHandle = socket(AF_INET, SOCK_STREAM, IPPROTO_TCP)) < 0 )
    {
        psi->SocketHandle = 0;
        return SW_ERROR;
    }
    memset(&addr, 0, sizeof(addr));
    addr.sin_family = AF_INET;
    addr.sin_port = htons(psi->Port);
    addr.sin_addr.s_addr = *(long *)host->h_addr; 
    if ( connect(psi->SocketHandle, (struct sockaddr *)&addr, sizeof(struct sockaddr)) == -1 )
    {
        psi->SocketHandle = 0;
        return SW_ERROR;
    }
    return SW_SUCCESS;
}
int secconnect(struct socket_info *psi)
{
    // Initialise certificate BIO.
    psi->SecureCertificate = BIO_new(BIO_s_file());
    if ( SSL_library_init() < 0 ) return SW_ERROR;
    // Initialise SSL method and deprecate SSLv2.
    psi->SecureMethod = SSLv23_client_method();
    if ( (psi->SecureContext = SSL_CTX_new(psi->SecureMethod)) == NULL ) return SW_ERROR;
    SSL_CTX_set_options(psi->SecureContext, SSL_OP_NO_SSLv2);
    psi->SecureHandle = SSL_new(psi->SecureContext);
    // Connect to host with raw socket.
    if ( !rawconnect(psi) )
    {
        SSL_free(psi->SecureHandle);
        SSL_CTX_free(psi->SecureContext);
        return SW_ERROR;
    }
    // Upgrade socket to SSL enabled.
    SSL_set_fd(psi->SecureHandle, psi->SocketHandle);
    if ( SSL_connect(psi->SecureHandle) != 1 )
    {
        SSL_free(psi->SecureHandle);
        close(psi->SocketHandle);
        SSL_CTX_free(psi->SecureContext);
        return SW_ERROR;
    }
    return SW_SUCCESS;
}
int main(int argc, char **argv)
{
    SOCKETINFO si;
    int ret;
    // SSLWrap module initialisation.
    if ( secinit() != SW_SUCCESS ) return SW_ERROR;
    memset(&si, 0, sizeof(si));
    strncpy(si.Host, "www.google.com", 10);
    si.Port = 80;
    if ( (ret = rawconnect(&si)) != SW_SUCCESS ) return SW_ERROR;
    if ( (ret = rawclose(&si)) != SW_SUCCESS ) return SW_ERROR;
    memset(&si, 0, sizeof(si));
    strncpy(si.Host, "www.google.com", 10);
    si.Port = 443;
    if ( (ret = secconnect(&si)) != SW_SUCCESS ) return SW_ERROR;
    if ( (ret = secclose(&si)) != SW_SUCCESS ) return SW_ERROR;
    return 0;
}
 
     
    