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Chapter 49 by Ggnt
What's next?
Tilly stands out on the job
Tilly had a very hard time getting to work the next morning. Not because she hated her job, but because she really didn't want to get out of bed. Last night had been amazing and she wanted to spend every second cuddling with Sam. Of course Taskmaster wouldn't let her sleep in, and she knew it wouldn't let her miss work, but still, she could dream.
Sam, however, wasn't going to stand for that. Telling her partner about Taskmaster turned out to be an unexpected boon. Sam knew all about how the app could punish Tilly and helped encourage her to get up and ready. Once Tilly was finally showered, dressed and made up, she checked her phone.
Strangely there were no daily quests, instead it said, 'Enjoy your reward'. She had no idea what reward, but shrugged it off. A reward it is then. She kissed Sam goodbye and headed off to work. She found Emi there, apparently wearing a sundress. She found it a little exciting knowing that Emi was naked, but also made a mental note not to accidently touch her because she didn't want to cross any boundaries.
Emi 'helpfully' had already selected her bondage for her shift. "Come here, I want to show you something!" Emi said excitedly as Tilly entered. Tilly sighed and walked around behind the cash. There, where she'd normally stand to ring customers up, was a pole about waist height.
Tilly stared at it, was that a dildo on top? At least it had a rather phallic shape to it, "Um...Emi...what's this?"
"It's called a one-bar prison. It's a restraint that doesn't use any chains. You just shove that into your pussy and you are totally trapped! I want you to try it out today."
Tilly looked at Emi in amazement, "You want me to....what? No way. Uh huh. I'll just wear handcuffs again."
"Come on! Don't be boring. What other boss would let you penetrate yourself on work hours, huh?"
Tilly stared at her, "...what other boss would so blatantly sexually harass their employees..."
"What? No. This isn't sexual harassment. It's sexual encouragement. Think about it, you spend all day feeling it move within you, by the time you get home to Sam you'll be so **** it will be like everything is magnified 100 times."
"If you are so excited about it, you do it."
"Oh but I can't." Emi said with a grin, "I'm too short. See the pole is adjustable, but the one I ordered doesn't go short enough for me. But I really, really wanted to see it in action. Please!!!!"
Tilly rolled her eyes. Why was she agreeing to this? "Fine. I'll do it."
"YES! Ok, take off your panties and...here." Emi passed her a pair of heels, "You need to wear heels."
Tilly sighed and shuffled out of her panties. Then she put the heels on and stood beside the pole, "So...what now?"
Tilly followed Emi's orders and soon enough she found herself impaled on the stainless steel dildo. Since she was already wearing heels she couldn't raised herself up at all, although technically she knew she could probably use the counter to push herself off it, she didn't want to risk hurting herself.
"Wow, that's amazing!" Emi said, practically giddy, "I...I'll be right back."
Tilly stared at her, "Wait! You better not be going to do what I think you are going to do."
Emi blushed and shook her head, "W-whaaat? No. I was...I need to...whatever, try and stop me!" She hurried off to the back. Tilly sighed. Why did she let Emi convince her?
Thankfully most people didn't actually need any help. She was able to do her job just fine without having to leave the cash. The morning was pretty slow, but that wasn't unusual for this business.
Her 'reward' such that it was showed up around noon. Not that she recognized it as such right away. A tall, older woman came in. She spent some time looking around, picked up a few things, and then came to see Tilly.
"You have some quality things here, where do you source your leather goods? There's quite a few supplies I don't recognize." She asked Tilly.
"Um...sorry ma'am. I don't know. I'll have to ask Emi, the owner. I can go get her..." Tilly trailed off. She could not go get Emi, who still hadn't returned from her hasty retreat. "Er, I mean I can ask her and if you leave your number I can follow up with you."
The woman raised an eyebrow, then suddenly leaned all the way over the counter. She straighten up, "Oh I see. Tell me then...are you being punished...or rewarded?"
Tilly gulped, something about this woman intimidated her, "I...uh...well...neither?" Tilly said finally, "Emi...the owner...well I..."
"Hmm, well perhaps you should be punished. Is that anyway to talk to a customer? Why don't you try again, just spit it out this time."
Tilly gulped, "Right. Ok. I always wear bondage as part of my uniform, my idea, not hers," Technically Taskmaster's idea but Tilly wasn't about to explain that, "Emi thought it would be...fun...if I tried this. She convinced me to give it a shot."
The customer nodded slowly, "I see...You know I'm visiting here from Stanford. I really didn't think I'd find anything quite so interesting here," She tapped her fingers, as if deep in thought, "I should introduce myself properly. My name is Dr. Lydia McCallister. I'm a researcher at Stanford specializing in human sexuality, specifically sexually deviancy. I would love to interview you about your arrangement here. What do you say?"
Tilly stared at her. Wait...she'd gotten a reward to have a unique networking opportunity related to her top university pick...which had been Stanford. Was this it? She nodded, "Yes...you can interview me."
The woman smiled, "Good...but first...don't you think you should be punished?"
"Huh? What? Punished? Why?" Tilly spat out in rapid succession.
"Well, first of all you say your uniform requires you to wear bondage items...but you aren't wearing any right now. Second your customer service was pretty poor today. First when you couldn't go retried the owner, and second when you struggled to explain why. Don't you think you deserve to be punished?"
"I...I...think..."
"Oh dear...should you really be thinking so hard?" Lydia smiled, "You wouldn't want to hurt yourself. Tell you what, let me buy some more things...you can keep them when I'm done." Lydia didn't wait for her to reply, but went back into the store to get more things. She returned quickly and again without waiting for Tilly started locked them on. First a posture collar. It wasn't one of the largest they had, but it still **** her to keep her head up and wasn't particularly comfortable. Then she held up a pair of nipple clamps, "Now so far I've had your implied consent, but for this I'll get more specific. I'm going to put these are your nipples, ok?"
Tilly opened the closed her mouth a few times, then nodded, "Ok." Why did she agree? Too late now, Lydia pulled her dress open, pulled down her bra, and quickly clamped each nipple. Tilly gritted her teeth but managed to avoid crying out in pain. Lydia pulled her bra and dress back into position, which only served to put more pressure on her tender nipples. "Ok course you could always remove them as soon as I leave, but I trust you'll obey. I'm ordering you to keep those nipples clamp for 1 hour. Then you may remove them on your own. Oh, one more thing I want to buy...handcuffs. Can't go wrong with a classic."
So Tilly found herself cuffed, clamped and collared, still on the one bar prison, and it wasn't even noon. Still she did make arrangement to be interviewed by the professor at Sam's art gallery that night. Given the nature of Taskmaster she figured she'd somehow be able to work in her own desire to continue her education and get the doctor's help in pursuing that goal. When Lydia left Tilly sent Sam a message telling her about what had happened and asking for permission to use the gallery for the meeting. Sam's reply was nearly instantly, "Hot. Send me a photo."
Tilly couldn't help but smile and held the phone out awkwardly with her cuffed hands to take a photo and send it. Sam's next reply was fast too, "No. The clamps."
Tilly figured she'd say that. She looked around. The store was empty. She pulled down her dress and bra and took a photo of one tit.
"Tilly?" Emi's voice startled her. She let go of the bra which snapped hard against her clamped nipple.
"Ow!"
Emi came around, "What happened to you?"
Tilly frowned, "What happened to you? You've been gone forever!"
"Oh well I figured since you were handling things up here I could get some other work done. So uh...what's up with the tit shot? Need a camerawoman?"
Tilly shook her head, "No! Sam was...never you mind. Can I get off this pole now?"
Emi smirked, "Oh sure. Here's the key to the adjustment." She set the key down on the counter...just out of Tilly's reach.
Tilly raised an eyebrow, "Seriously?"
Emi laughed, "Oh fine," She picked it up and seemed to be thinking about it, "Actually...I think I'll keep it. In exchange...how about I go get us lunch. My treat. What do you feel like?"
Tilly wasn't surprised, "Oh fine. Just get me..." Tilly paused. The app wouldn't let her eat too many calories without permission. She had to be strategic with take out, "Oh fuck it. Get me a pizza. Meatlovers." She'd have to beg Taskmaster for permission later, but she felt like she deserved a reward.
What's next?
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Celestial Delights
Unleashing chaos one customer at a time
Vivi and Didi were kicked off Harem Hotel for going too far but someone has decided they have potential. They've been given their own magic shop with one goal, mess with their human customers. This is an anthology of short stories involving people acquiring powerful magical items and suffering the consequences.
Updated on May 8, 2026
by Ggnt
Created on Feb 24, 2024
by Ggnt
- 16,251 Likes
- 1,287,880 Views
- 842 Favorites
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- 714 Chapters
- 90 Chapters Deep
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