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Chapter 11 by Totengraeber
… what would he make her do next?
Cucumber
Zoey lay on her bed for what felt like hours, her body still buzzing from the waxing and the humiliating exposure in the alley. The smooth, sensitive skin between her legs throbbed with every shift of her legs, a constant reminder of her obedience. Her phone buzzed suddenly, jolting her upright. It was a notification from an unknown app—something the hacker must have installed remotely. The message popped up: “Send the proof now, ****. Pictures and video. Use this secure link. Don’t make me wait.”
Her hands trembled as she opened her camera roll. There they were: the selfie in the yellow dress before leaving, the awkward shot in the studio waiting room, the post-waxing photo taken by Mia (her bare, pink skin on full display), and the video of her approaching the stranger on the bench. In the video, her voice sounded small and ****: “Would you want to see me nude? Like, right now?” And his eager “Hell yeah.” She hadn’t recorded the actual stripping—that wasn’t required—but the conversation was damning enough.
She uploaded them via the link, her heart racing. Moments later, another buzz: “Good girl. You followed orders perfectly. That smooth little pussy looks ready for more. Rest up—be at your computer at 8 PM sharp tonight. Naked, of course. And have that cucumber cleaned and ready. We’re taking things up a notch.”
Tonight? Zoey checked the time—it was already late afternoon. The “tomorrow morning” deadline for the tasks had passed, but apparently, he wasn’t done with her yet. She felt a mix of dread and that unwelcome tingle of anticipation. ‘Why does this turn me on?’ she thought, hating herself for it. She stripped off the dress, tossed it aside, and tried to nap, but her mind raced with possibilities. What would he make her do with the cucumber this time? And why tonight?
The rest of the day dragged. She avoided her family, claiming a headache, and picked at dinner in her room. By 7:55 PM, she was back at her desk, naked as instructed, the cucumber sitting ominously beside her keyboard. Her webcam light flickered on at exactly 8:00, and that gruff voice crackled through her speakers.
“Right on time, slut. I see you’ve kept yourself bare for me. Spread your legs and show me that waxed cunt.”
Zoey obeyed without hesitation, parting her thighs and angling the webcam down slightly. The cool air on her smooth skin made her shiver.
“Touch it. Tell me how it feels now that it’s all exposed.”
Her fingers traced her lips, the sensation heightened without any hair. “It’s… sensitive. Smooth. It feels naked,” she whispered, her voice husky despite herself.
“Louder. And rub your clit while you say it.”
“I’m touching my smooth pussy,” she said, louder, her fingers circling her clit. A spark of arousal ignited, making her wet almost immediately. “It feels so exposed… like it’s ready to be used.”
“Good ****. Now, pick up the cucumber. You’re going to fuck yourself with it again—but this time, in your ass.”
Zoey’s eyes widened. “What? No, please… it’s too big. I’ve never—”
“You fingered your ass for me before, remember? And you loved it. This is the next step. Lube it up if you have to, but get it in there. Or those pics from today go to your contacts list. Starting with your brother.”
She whimpered but reached into her drawer for some lotion—she didn’t have real lube, but it would have to do. She coated the cucumber generously, her hands slick. Positioning herself in the chair, knees up and spread, she pressed the tip against her tight asshole. It was cold and unyielding.
“Push it in, slut. Slowly. And look at the camera while you do it.”
Zoey bit her lip, staring into the webcam as she applied pressure. Her ass resisted at first, the stretch burning, but she relaxed like she had with her finger before. Inch by inch, it slid in, the girth making her gasp and moan. “Oh god… it’s so big… it hurts…”
“But it feels good too, doesn’t it? Tell me.”
“Y-yes… it feels full… like I’m being stretched open.” She was halfway in now, her pussy dripping from the mix of pain and pleasure. She rocked her hips, working it deeper.
“Fuck yourself with it. In and out. And play with your clit—cum with it in your ass.”
Zoey started thrusting the cucumber slowly, the sensation overwhelming. Her free hand flew to her clit, rubbing frantically. The voice egged her on: “Faster, whore. Imagine it’s my cock claiming your virgin ass. You’d beg for it in person, wouldn’t you?”
“Yes… fuck my ass… please…” The words tumbled out unbidden, her body betraying her. The build-up was intense, her ass clenching around the vegetable, her pussy aching to be filled too. She thrust harder, her moans filling the room.
“Cum for me, ****. Now.”
The orgasm hit like a wave, her body convulsing as she screamed softly, mindful of the thin walls. Her ass pulsed around the cucumber, juices squirting from her pussy onto her chair. She collapsed back, panting, the cucumber still buried inside her.
“Pull it out slowly. Show me the gape.”
Humiliated, she did, feeling the emptiness as it slid free. Her asshole felt stretched, used.
“Not bad for a beginner. But tomorrow, we’re going real-world. Be ready for instructions in the morning. And sleep with a plug in that ass tonight—if you don’t have one, improvise. I want you prepared.”
The connection cut, leaving Zoey alone with her racing thoughts. She eyed the cucumber, wondering if she could use something smaller… but deep down, she knew she’d obey. The rush was addictive, even as it terrified her.
What would “real-world” mean?
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Zoey's
by tsundef
, webcam, young
Updated on Jan 9, 2026
by Totengraeber
Created on Dec 15, 2017
by Totengraeber
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