He sure is a lucky guy to be in such a delectable position.  As a top, I'd hope he cums and then I can really get to work on his post-orgasm torture which I love doing.  I'd wrap velcro around his sensitive cockhead and rotate/vibrate it, while of course keeping the dildo vibrator on, even turning it up.  I'd also take off the head mask as I like to hear my lads moan and cry out in pleas to be freed- which of course makes me turn the machines on even more. 