Holding her against me with one arm, I bring the dildo to her sex and position the broad head at her slick, quivering opening. “Tell me what you’re feeling now,” I order her, and begin to push the object in.

She gasps, her breathing quickening again, and I feel her squirming as the large toy slowly enters her pussy. Her fingers clench and unclench against my stomach in an agitated tempo, her nails scratching my skin. “I—I don’t…”

“You don’t what?” My tone sharpens as her sentence trails off. “Tell me how it feels to you.”

“It feels… thick and hard.” The tremor in her voice stiffens my cock further, making it pulse with hungry need.

“And?” I prompt, pushing the object deeper. The dildo looks almost too big for her delicate body to accept, and the sight of her tight sheath gradually engulfing it is almost painfully erotic.

“And—” she exhales sharply, her head falling back against my shoulder, “—and it feels like it’s stretching me and filling me…”

“Yes, baby, that’s right.” By now the dildo is all the way inside her, with only the end sticking out. I reward her for her honesty by rubbing her clit with my fingers, spreading wetness from her dripping opening all around her soft folds. When she’s panting again, her hips undulating against my hand, I stop before she can come and release her from my hold, moving back a bit. Then I push her forward, pressing her face against the mattress, and pull her legs out from underneath her, making her lie flat on her belly.

As much as I want to continue playing with her, I can no longer wait to fuck her.

Deprived of my touch and with her clamped nipples rubbing painfully against the sheets, she whimpers, trying to roll over onto her side. I don’t let her, holding her down with one hand as I shove a pillow under her hips with another. Then I grab lube and squirt it directly on the small, puckered opening between her ass cheeks, right above where the edge of the dildo is protruding from her stretched, glistening pussy.

She tenses, now realizing my intentions, and I slap her ass with one hand, quelling any protest she might’ve been trying to make. “Easy now. You need to tell me how it feels, do you understand me, my pet?”

She whimpers as I straddle her and press the tip of my cock to her tight little asshole, but I feel her trying to relax underneath me, just like I taught her. Anal sex is something she’s still not entirely comfortable with, and her reluctance pleases me in some perverse way. It shows me both how far I’ve come with her training and how far I still have to go.

“Do you understand?” I repeat in a harsher tone when she remains silent, breathing heavily into the mattress, her bound hands tightly clenched behind her back. I desperately want to shove my cock in all the way, but I settle for just nudging her with it, smearing the lube all around her back opening. Tonight I want to get inside her mind just as much as I want to get inside her body, and I won’t settle for anything less.