Chapter 13

I lift myself off of Jimmy, lying down next to him so I can whisper in his ear. Before I can begin he starts to beg:

“Please, Miss Santos, I’m sorry I pulled your hair, please don’t hurt me any more.”

He sobs as tears run down from his eyes. I lean forward and pluck one from his cheek with the tip of my tongue, tasting salt as I lean over to look him in the eyes, grinning as I lick my lips.

“Please, Miss Santos, just take me home, I won’t tell no-one”

I tilt my head, turning first one way and then the other, as if considering his suggestion.

“No” I whisper.

I climb off the bed, rummaging underneath it and removing two items. The first is the large pair of rubber testicles I used with Mr Chesterton. I figure Jimmy might need something to bite on in a little while. The second is a ludicrously oversized dildo. It was a secret santa gift in my last year in college. It’s bright purple silicon with glitter all through it. One end is sensibly proportioned for a vagina-having partner to grip comfortably (and yes, you really need good kegels for this to work). The other is absurd, about 12 inches long, with a bulbous head perhaps 2 inches in diameter, narrowing on the curved shaft to an inch and a half. I never much liked it myself, but I’ve had the odd hookup with a girl who really liked that “full-up” feeling, or really liked being jabbed hard in the cervix. It’s also kind of useful if you want to try one of those weird positions that otherwise need 20 years of tantric yoga to get tab A close enough to slot B. In this case it’s gonna be great for scaring the crap out of Jimmy.

I leave the dildo at the foot of the bed, out of Jimmy’s eye-line, heading to the bathroom and returning with a large tube of astroglide gel. I take the dildo in one hand and the gel in the other, hiding them behind my back as I climb back on the bed and straddle Jimmy’s torso. I hold my hands up and grin again:

“I promised you we could try some anal.”

Jimmy’s eyes spread wide enough that I can see the whites all round. I feel him move under me as his legs tug against the restraints, trying to close off the access to his ass. A wave of fear reaches my nostrils as sweat beads in his exposed armpits.

“You scared, Jimmy? You should be. Y’see, you consented to this. You asked me to have anal sex with you. So now I’m going to fuck the shit out of you.”

“But Miss Santos, I didn’t mean ... I’m sorry ... please...”

He stutters and whines. I drop my hands slowly, putting down the lube and the dildo, reaching out one hand to stroke lightly down his smooth cheek as the other creeps towards the large rubber testicles.

“You might want these to bite down on, honey”

Jimmy tries to clench his teeth, the fear in his eyes now joined by abject humiliation, leaving me to wonder whether it’s the shape or the color that bothers him most. I slap him across the face. Not hard, just a reminder of who is calling the plays here.