What's next?

Bring Emily back

Chapter 12 by Kira-02

I pointed under the desk."Back where you belong. Both of you." Yuki crawled first, the thick black strapon still buried in Jacob as he followed on his hands and knees. They disappeared beneath the heavy wood, the only sounds the soft rustle of skin and the quiet, wet shift of the toy inside him.

I sat down, adjusted my cock in my trousers, and pressed the intercom."Emily. My office. Now." Less than a minute later the door opened. She stepped in exactly as I had sent her out: white blouse still unbuttoned low enough to show the heavy swell of her tits and the red lace of her bra, short navy skirt hiked high so the lower curves of her bare ass were on display, the thin lace of the cum-stained panties stuffed deep inside her cunt peeking out just enough to tease. Her blonde hair was a little messy, lips still puffy, eyes glassy with leftover arousal.

She stopped in front of the desk, thighs pressed together around the thick wad of fabric inside her.I stood, rounded the desk, and stopped right in front of her. Without a word I freed my cock. It hung heavy, thick, still half-hard and glistening faintly from earlier. I wrapped my fist around it and gave it two slow strokes, letting her watch it swell and darken."Look carefully..." I said. "You’re going to the store. I want a dildo the exact same size as this - length, thickness, every vein if they have it. A few butt-plug tails. Collars. A vibrator. And plenty of lube. If the dildo is even a little smaller or thinner, you’ll be punished. Understand?"

Emily’s eyes were locked on my cock. She swallowed, nodded, and whispered, "Yes, boss." "Good girl. Keep moving then, chop chop.”She turned and left, hips swaying, the short skirt barely covering the stuffed lace between her legs. I sat back down, pulled up the building’s external camera feeds and the street view on my monitor, and watched.

The scene now shifts to her, I am nowhere to be seen. I felt like an omniscient being looking over mortals.

Emily stepped out onto the sidewalk in the middle of the afternoon. Sunlight caught the open V of her blouse, the deep cleavage of her heavy tits bouncing softly with every step. Men turning their heads. A couple of women staring. She kept her thighs close together, the movement of the thick panties inside her forcing her to walk with a slight, obvious care. Every few steps the short skirt rode higher, flashing the underside of her ass and the thin strip of lace that marked her as used.

The sex shop was only three blocks away. I watched her push the door open and disappear inside. The interior cameras showed her walking the aisles. She stopped in front of the dildo wall, cheeks pink, and started comparing sizes. She held one up, then another, glancing down at her own hand as if measuring against the memory of my cock. Finally she selected a thick, veined, realistic one that matched almost perfectly—dark silicone, heavy, the head flared just like mine.She moved to the plugs, picking three different fox and bunny tails with flared bases. Then a pair of sturdy leather collars with metal rings. Finally a large bottle of thick lube.

At the counter the clerk’s eyes dropped straight to her open blouse and the way she kept shifting her weight from foot to foot, clearly feeling the stuffed panties with every movement. Emily paid, took the black bag, and stepped back out onto the street.I watched her walk the three blocks back, the bag swinging at her side, tits still on display, skirt still high.

The office door opened again. Emily stepped in, slightly out of breath, cheeks flushed, the black bag in one hand. She stopped in front of the desk, waiting, the lace still peeking from between her thighs. I smiled.

"Show me what you bought, Emily. And then we’ll see if you measured correctly." Emily set the black bag on the desk and pulled out the dildo first. It was thick, dark, heavily veined—a classic oversized BBC toy, the biggest the shop carried. She held it up with both hands, cheeks already pink."It… it was the biggest one they had, boss..." she said softly.

I took it from her. The silicone was dense and heavy in my palm. I freed my cock again with my other hand, letting it hang free—long, fat, already swelling heavier as I looked at her. I held the dildo right against my shaft, base to base, so she could see the difference clearly.The toy looked almost modest next to me. Shorter by a noticeable stretch, and nowhere near the same girth. My cock was thicker, the head broader, the veins more pronounced. The comparison made the “biggest in the store” look like a warm-up.

Emily’s eyes went wide. Her lips parted."I - I’m sorry...' she started immediately, voice small and breathless. "I looked at every single one, I swear. That was the thickest they had. I tried to match it to what I remembered, but… you’re just… bigger. I’m sorry, boss. Please..." I let the silence hang for a moment while I slowly stroked myself, still holding the dildo against my cock so the size difference stayed right in her face.

A bead of precum gathered at my tip and slowly rolled down the underside."Shh" My voice stayed low, almost gentle, but there was nothing soft about the way I looked at her. "Come closer..." She stepped around the desk until she was only a foot away, the short skirt still high on her hips, the stuffed lace visible between her thighs. Her heavy tits rose and fell under the open blouse with every nervous breath. I tapped the head of the dildo lightly against her soft lower lip.

"You did good finding the biggest they had..." I said, tone almost approving. "That’s not the problem. Look at it next to the real thing..." I flexed, making my cock throb visibly against the silicone. "See the difference? Length… girth… the way it sits heavier in the hand. This toy is big for most men. Not for me. And certainly not for anyone that experienced mine..."

Emily’s eyes stayed locked on the comparison. Her tongue flicked out, wetting her lips without thinking.I leaned in a little, voice dropping into something darker and more intimate.“You've taken my cock deep inside your mouth.Yet when you came back with the biggest dildo they sell, it’s still not enough. That tells me something, Emily..." I brushed the fat head of my cock against her cheek, leaving a shiny smear. "It tells me you’re going to have to work extra hard to make it up to me. Doesn’t it?". She nodded quickly, breath catching. "Yes, boss…"

"Good girl." I kept stroking slowly, letting her watch every thick inch. “Now you’re going to show me how sorry you are with the real thing. On your knees. Mouth open. And while you apologize properly, I want you thinking about how much bigger this is than anything you’ll ever buy in a store." I rested the heavy dildo on her shoulder like a promise and waited, cock throbbing right in front of her pretty, apologetic face; my cock still free, heavy and close to her face. My free hand reached out and slowly traced the open edge of her blouse, fingertips brushing the warm inner curve of her breast."Before anything else..." I said, voice low and pleased, "I want to congratulate you..."

My eyes dragged down her body deliberately - open blouse framing the heavy swell of her tits, the short skirt still hiked high enough to show the lower half of her bare ass, the thin strip of lace still peeking out from between her thighs where I’d stuffed her panties earlier. "You kept everything exactly the way I left you. Blouse open. Skirt up. My cum-stained panties buried deep in that pretty cunt the entire walk to the store and back. Not a single thing fixed. Good girl."

Emily’s cheeks were already warm, but the praise made them darker. She shifted her weight, the movement making the thick fabric inside her rub against her clit; a tiny, involuntary sound slipped out of her throat.I turned the monitor on the desk toward her with one hand. The screen lit up with clear footage from the sex shop—multiple angles. There she was, walking the aisles in that exact state: heavy tits swaying with every step, the deep cleavage on full display, the short skirt riding up as she stretched to reach the highest shelf, the stuffed lace briefly visible when she bent over to read a label. The camera even caught the way she kept pressing her thighs together, clearly feeling every shift of the panties inside her while she compared dildos.“Our company owns that shop,” I told her calmly, almost conversationally. “Every camera. Every register. I watched you the entire time. Watched you hold those toys up and try to match them to the memory of my cock. Watched the clerk stare at your open blouse and the way you kept squirming.”

Emily’s eyes flicked from the screen to my face, then back down to the thick cock still inches from her lips. The blush spread from her cheeks down her neck and across the tops of her breasts. She bit her lower lip hard, thighs pressing tighter together around the wet, used fabric still filling her.I stroked myself once, slow, letting a fresh bead of precum gather at the tip right in front of her.“You walked through the store looking like my personal office slut, measured every big black toy against what I’d already put in your throat. And I got to watch every second of it."

My voice dropped even lower, almost intimate. "Does it turn you on, Emily? Knowing I was sitting here, watching you shop for my cock while you were still stuffed and marked?"She nodded, barely able to meet my eyes, the flush on her skin deepening. A shiny trickle of arousal had started to escape around the lace between her thighs and trail down the inside of one leg.I smiled, dark and satisfied.

Start your own immersive adult AI roleplay story
Ad

What's next?

Back Start Over View Story Map

0 comments