But first I lube the anal hook. Her body jumps when the tip of it touches her sphincter.
“Now, I know someone has popped this cherry, so there’s nothing to be afraid of,” I say.
I rub her lower back to relax her before inserting the hook. At the other end of the hook is a rope, which I tie to her head harness to pull her head back toward her ass. I run my fingers over her pussy lips. She shivers, and I hear the weights bumping into each other. Sinking my fingers into her wet heat, I can feel the bulge of the anal hook pressing into her pussy. She makes all kinds of noise while I jam my fingers into her. Some women like it slow and focused. Casey seems to like a harder, faster motion.
After huffing and grunting and wailing, she comes hard. I grab the chair to keep it in place. Her head jerks to the side, which pulls on the anal hook. It’s a challenge when you want to give in to the eruptions yet you need to constrain your motions so that you don’t inadvertently bring about more pain.
Chapter four
Casey
I’minheaven.Buthow long will this last?
Little bubbles of pleasure continue to pulse to my extremities. He allows me to bathe in the afterglow of my orgasms before removing the weights and unclipping the nipple clamps. Next he removes the gag and harness.
“Thank you, Sir,” I make sure to say immediately. I’m surprised at how easy he’s gone so far, and I’m appreciative. “Can I do something for you, Sir?”
“Oh, I’m not done with you, princess,” he replies.
I knew it. I wonder what’s the longest scene he’s done? I bet Jack could do a marathon in the world of BDSM.
“Turn around, feet on the chair,” he orders.
I comply and watch as he binds my legs in a frog tie, keeping them in their bent position. Spreading my thighs apart, he plays with my clit. I’m already wet for him, and my moisture makes his fingers slide easily over my flesh. Next he picks me up like I weigh nothing at all and flips me upside down before placing me in the chair. My head hangs off the edge of the seat, and my ass rests against the back of the chair where my head would normally be. With more rope, he secures my lower body to the back of the chair so I don’t fall off to one side or the other. Finally, he binds my wrists to the hind legs of the chair. It’s not a comfortable position, but I love the creativity of it. In this position, he has a full and easy view of my private parts. My clit, cunt, and asshole are his for the taking, like plates on the table. He caresses my bottom and thighs before going over to the wall to pick out an implement. I can’t see what he’s chosen, but I see the audience members nod their approval. I hear the slice of air and guess it to be the crop or cane. It smacks against my rump. It’s the cane.
With the point of the cane, he traces lines across my buttocks. “Last time we had some nice streaks going this way. Tonight we’ll have them going this way.”
He traces perpendicular lines softly. I brace myself for the contrast, but he only taps the cane lightly against me.
“You been a good girl today, princess?” he asks.
“Yes, Sir,” I answer.
“Yeah? What did you do?”
What did I do? What kind of answer is he looking for?
“How were you a good girl?”
I search my brain for what to say and come up with nothing. I can’t even say I withheld from masturbating for him.
“I didn’t do anything bad,” I try.
He snorts and lands the cane sharply on my bottom. “Not the same.”
“What kind of good are you looking for? Like volunteering at the food bank type of good or–”
“You’re the one who agreed you were a good girl.”
He smacks the cane down hard. I cry out.
“Well?” he prompts.
“I texted you to see how the cat was doing.”
“That’s it? What else did you do today?”
I blush. “I did some reading.”