“I’ll have someone come in, someone I trust, and I’ll supervise.”
“Will I get a reward?” he asks, the bold little thing.
“Absolutely.”
“Okay then. What about those other things?”
“We’ll discuss everything at length before we try it. Now, dip one finger inside, slowly, as far as you can reach.”
His pointer finger breaches his hole, two knuckles deep, and curves slightly to hook inside. His expression is concentrated and a little bewildered.
“How does it feel?”
“Squishy and warm.”
“How do you think it will feel clutching my cock?”
“Pretty good I’d imagine.”
“You’d imagine right. Try squeezing your finger with your rectal muscles.”
His hole tightens, drawing his finger inside like a carnivorous flower. My own cock pulses from the imagery and presses more firmly against his back.
“You like that?” he says.
“Tremendously.”
“You can fuck me, you know.”
“Boys don’t conduct the train.”
“This boy was just offering,” he says with a touch of sulkiness.
“And I was just reminding. Two fingers now.”
“I’d rather your fingers inside me.”
“Two fingers,” I repeat, my fist clenching with the urge to do just that.
He squeezes a second finger cautiously inside and angles his wrist downward.
“Curve them a little. Can you feel a small knot there?”
He grasps inside himself while his hole pulses around his fingers like a wanton mouth.
“Yes.”
“Rub your fingertips against it. That’s your prostate. Have you ever orgasmed from prostate stimulation?”
“I don’t know.”
“You’ve never touched yourself here before.”
“No. I was too afraid.”
I can deduce the reasons why. “Your body was taken from you and your pleasure too, but we’re going to reclaim it. Together. Understand?”
“Yes, Sir.”
