I have the bedroom ready with towels and puppy pads on the bed and have wrist and ankle cuffs laid out as well as a collar. I also have the dildo at the ready to be put into my strap-on harness that he bought for me. The lights are down low and the curtains are all closed.
He comes in the door and I lock it behind him as he undresses. I slap him on both ass cheeks. We both know that, before I can peg him, he needs to be fully cleaned out, so I give him three enemas. Then I give him a wine enema with a liter of Chardonnay to finish off. While he's expelling the wine enema, I fasten the leather cuffs onto his wrists and ankles. Then I begin to torture his nipples. He jerks back and screams as I look into his eyes and laugh. I'm having a good time, knowing how he both loves and hates this.
When he's done expelling, I bring him into the bedroom and I put a belt with four tie-downs attached to it around his waist. I also put a collar around his neck. He gets on his hands and knees on the bed and I fasten rope to all four cuffs. I tie his ankle cuffs to the bed and tie his wrist cuffs to his collar. I also attach the other end of the tie-downs on his belt to the bed and tighten them up, one on each side and two at the foot end. He is going absolutely nowhere and he can't budge, either forward or side to side. I need to make certain he's very secure, as he loves getting fucked with his 14" Dick Rambone and, partway through it, many times he "changes his mind."
I insert a gloved and lubed finger into his asshole and fuck him with it for a few seconds. Then I insert two fingers and work it for a little while. When he's used to that, I use three fingers and fuck him hard with them. He moans with contentment at the feel of my fingers in his ass. When his ass is relaxed and ready, I lube up the cock on the front of my strap-on harness and I rub his lubed hole with the tip.
Pushing the tip of my cock onto his asshole, I feel him try to push back toward me and his hole starts to "give" a bit. I push a little harder. The head slips into his ass and he gasps and moans as it does. I thrust, slowly at first, and enter him very carefully. I used plenty of lube so it slides very easily. As I pick up speed, I enter him more over time. As I thrust repeatedly, the entire length of my dildo enters his ass. Now my hips are slapping against his ass cheeks with every thrust.