but he is so DAMN tight...
so it will be a hard job.
When I know I am coming to see my sub, I ask him to start a stretching routine, so I don't have to spend more time than I need to, getting him open. Have you thought of doing this? I don't know how much time you have to spend with your ho, but if it is only a few days, and you don't want to use your time opening him up, then might I suggest you have him do exercises to open. I normally command my sub not to cum while he does this. I want it stored up and ready for me! :)
OP: You sound positively glowing. I'm happy that you got to experience it, not once, but seven times! lol