Now you are getting it.  Just fuck him however feels good to you.  Don’t worry about him, it probably hurts him at first, but that is just part of getting cunted. He needs to get used to being fucked whenever you want to dump a load. It does not matter if he is busy, or embarrassed because other people are around, or tired and sore, his holes are there for men to use.  Eventually he will thank you for harvesting his cherry and showing him his proper place in life.

I know it seems wrong somehow, he has been your best friend since first grade. But you have to forget the past, he told you he wanted to be a hole, so use him like a hole.  It is impossible for him to be a cum hungry whore and be your friend. He made his choice, it’s too late to back out now.  Pretend your friend died, or moved away, because the warm, cum bucket, fuck hole in front of you is not him.

Just imagine he is a fleshlight. He is waiting for you to use when ever you want to jack off.  Stick your dick in one of his holes, and use it to stroke your cock. Cum in the hole, and pull out. Have him clean you off, zip up and walk away. You don’t need to talk to him afterwards, or even acknowledge him. He exists now as nothing more than place to shoot a load when you are horny.