Can drupal_http_request be secure (https)? I'm using drupal_http_request to parse some user details between servers. 

Is it possible to secure drupal_http_request using https or should I fall back to cURL?

If there's a better way, do tell.
Yes, it can.

case 'https':
  // ***************
  // Note: Only works when PHP is compiled with OpenSSL support.
  // ***************
  $port = isset($uri['port']) ? $uri['port'] : 443;
  $socket = 'ssl://' . $uri['host'] . ':' . $port;
  $options['headers']['Host'] = $uri['host'] . ($port != 443 ? ':' . $port : '');
  break;