Chapter 16

As I stand I look lean over and look at Jimmy. His eyes are open, but fixed on a point maybe 10ft above the ceiling. His breathing is fast but regular and he makes no other sound. Tears trickle freely from the corners of his eyes, running down and leaving dark wet patches on the sheet beneath.

“Jimmy” silence.

“Jimmy!” his head turns slowly, as if waking. He blinks twice and the tears stop, his eyes gradually focussing on my face. He blinks again, then starts to move his jaw, gesturing with his eyes to the dark rubber ballsack still wedged between his teeth. I move round to his side, curling up next to him and leaning over so I can pry the testicles out of his mouth. It takes me three attempts, and I end up having to apply pressure on his lower jaw to loosen his grip, eliciting a slight groan but also, I notice, the tinkle of a bell.

“Thank you, Miss Santos”

“What just happened?”

“I don’t know, Miss Santos. One moment my ass was really hurting where you pushed that thing in and I thought I was going to pass out and I screamed and then it was like I was just floating and it was like I just cum and ... peed and, did a, a number 2” I love how even naked tied to a bed with a huge dildo up his ass this kid still gets embarrassed about doing a shit “and threw up and got hit in the head all at once.”

This I wasn’t expecting. I’ve never read about this in the literature. None of my patients disclosed anything like this. Maybe this is what happens to the ones that don’t end up at my door. I grin at Jimmy and nod like I was expecting this, hiding from him that I’m way off the trail without a map and compass, never mind GPS. I start to wonder: if he’s this much of a twisted little fuck, what can I make him do?

“Well now, Jimmy. I think it had better be ‘Mistress Santos’ from now on, don’t you?” I raise my eyebrows. Jimmy pauses for a moment, realising that this is about more than just names. He swallows, grins, and looks me right in the eyes as he says: “yes, Mistress Santos.”

I’m torn. On one level I’ve succeeded, I’ve broken Jimmy and turned him into my obedient little slave, but mostly I feel like I was right all along - boys are led around by their dicks and will put up with anything that gets their rocks off once they hit puberty. If Jimmy’s willing to tolerate a purple sparkly dildo up his ass in exchange for orgasms then I’m going to need another target, a girl. I file that thought away and get back in the moment; there is still plenty of fun to be had here.

I lean down to Jimmy and kiss him hard, hungrily. I nibble delicately on his tongue and lips, tasting the salt of his sweat, then seal his lips, sucking hard as I pinch his nose shut. I reach my other hand down to his engorged penis, dark red now with the constriction of the blood flow for so long. I jerk him off, slowly at first, brushing my thumb lightly against his exposed glans as he starts to jerk and struggle. As his attempts at thrashing increase I grip more firmly on his shaft, sliding the loose skin up and down with short, rapid movements. I feel his movements start to weaken and redouble my efforts, and in ten more seconds feel pulses under my grip. Jimmy’s muscles go into spasm as his orgasm hits just as his consciousness fades away. His orgasm is dry, the pumping sucking on an empty gland. Maybe he needs a bit of a rest. I release him quickly, not wanting to risk brain damage. Even unconscious he sucks in air, his chest heaving. I watch as the color in his cheeks returns to its normal hue, and decide to remove the cock ring, at least for a while, and give Jimmy’s little Jimmy a bit of time to recover. He looks peaceful in unconsciousness, aside from the cuffs and the dildo sticking out his ass. The dildo rises and falls very slightly as his deep breathing flexes his body.