Miss Stepsister Pt 02

This is part of an ongoing series of mine. Each story takes place in the same world. This is a world where CFE (Chastity for Everyone) is a company that has normalized control games and released all sorts of fun app-controlled toys to make these sorts of fantasies a reality. The disclaimers for this particular story can be found in part one but here's a little recap:

Oliver accidentally gave his stepsister control of his chastity device anonymously on the CFE dating app. She gave him the option to back out when he learned the truth, but his fantasies got the better of him and now he's transferred permanent control of his app-controlled chastity to her. There is no key, his version of the app no longer has the permissions to open his own chastity, and she has all the power.

Enjoy part two!

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CHAPTER FIVE

Oliver barely slept. He had gotten himself off again before locking his chastity back on and there was a part of him that had hoped it would leave him with the clarity to get out of his stepsister's control while he could. The idea of missing out on the fantasies that had been rolling around in his head for years inevitably made his decision for him, though.

Now here he was. Lying awake at 5:30 in the morning as his cock tried desperately to get hard and there was nothing he could do about it. He had given her full control. It felt like an easy decision at the time since she already had him for well over a week and every new message would guarantee she kept him for as long as she wanted, but as he stared at the app that now just had her picture and no timer that would eventually provide his freedom if he really wanted out, it was starting to sink in.

Oliver got up. He wasn't going to be sleeping anymore anyway, might as well get a workout in. As he was putting his gym bag together, realization struck. He put his sweatpants on, and his locked-up cock couldn't have been more obvious. Maybe he'd just run on the treadmill at home today...

Running was a little weird at first. Feeling the weight of his cage as he ran was... different, but it was more comfortable than he had thought it would be. Running seemed to help calm him down a bit as well. It was the first time he felt like he wasn't constantly straining against his new little prison.

Forty-five minutes later and he'd worked up a good sweat. He stepped off the treadmill and pulled out his underwear to see how everything was looking. The CFE chastity seemed to have tightened to compensate for his cock shrinking a bit with the work out. He tugged on it, finding it to be secure as ever. This just turned him on again and he felt it give a little room back as his cock started to grow. Not enough to find any real relief, but enough to ensure that it was always as tight as it needed to be to remain securely locked on without being needlessly uncomfortable.

After his shower, Oliver got dressed and checked his phone. It wasn't even 8am yet but there was a notification on his CFE app. He opened it, navigated to his chastity page, and a message popped up:

Miss Stepsister has entered you into a treasure hunt. Your chastity can no longer be opened until you finish the treasure hunt, or the time limit expires. Not even your owner can release you while the hunt is on. Good luck!

"What the fuck?" Oliver mumbled. He tried to message Miss Stepsister but found that his ability to message her had been disabled. He rushed out his door and up to hers. "Khloe! What did you do?"

There was no response.

"Miss Stepsister?" Oliver reluctantly said.

Still no response.

Oliver opened the door. She wasn't there. She must have snuck out while he was in the shower. "Fuck."

He tried to message her on the standard CFE messaging app only to find that Khloe had blocked him. Miss K had blocked him on the dating app as well. The only way he could message her now was through the chastity portion of the app as Subby Stepbrother... but she had disabled it. The treasure hunt had opened a new button on his chastity app, though. It looked like a little treasure chest. He hit the button and saw two new messages. One of them said it was the rules of the hunt and the other was his first challenge:

Treasure Hunt Rules

For those who have done CFE treasure hunts in the past, this one will be a little different. We've made things a little more challenging, less location specific, and we've incorporated the kinks from your dating app to personalize the experience. You must complete a total of 3 challenges to win this treasure hunt but due to the nature of these challenges, there is a guaranteed prize for those who complete it.

This hunt is limited to locations with CFE authorized dealers. The time limit for this challenge was 7 days when it began. There are

2 days, 6 hours

remaining. The average time for completion is currently

3 days, 18 hours

. As always, the only repercussion for not doing the tasks required to complete this treasure hunt is that you will remain locked. Only take on challenges you are comfortable with. Be safe and have fun.

"Fuck." Oliver said. He was relieved to see that the timer was only set to 2 days and 6 hours but the average time to complete was already longer than he had left. How was he supposed to get it done in time?

Oliver opened the challenge.

Challenge #1 - Hot & Cold

A random location has been chosen for you within a designated walking range that has been formulated based on your average daily step count. Hit the hot or cold button once to begin the challenge. Every minute from that point forward, you will receive a vibration or a shock in your chastity that will tell you if you are closer or further away than you were the minute prior. You may hit the Hot & Cold button again at any time to cancel the challenge, but you will not receive a new challenge for 24 hours.

Rule #1 - This challenge is meant to get you moving. Any use of a motorized vehicle will result in a challenge forfeit. Please note that any person with mobility issues should complete the mobility questionnaire in your CFE personal menu before beginning this challenge.

Rule #2 - You have

3 hours

to complete this challenge. Upon completion, you will receive Challenge #2. If the time expires, the challenge will be forfeit and you won't receive another for 24 hours.

Rule #3 - The location selected for you is in a public place. There is no need to enter private property.

Rule #4 - You will need to be close enough to your location that the GPS in your chastity registers the task as complete. To help you know you're there, you should be:

next to something blue.

Oliver sighed. His step count was usually pretty high. The average was easily over 20k/day between walking around campus and jogging. Good thing he didn't have anything else on today. The idea of getting shocked wasn't particularly great though. Theoretically, once he figured out the direction to walk, he should be okay though... right?

Oliver put his sneakers on, stepped out the front door. He couldn't get a hold of Miss Stepsister; this was clearly what she wanted him to do; and the fact that he felt forced already had him straining in his cage. He tapped the button to start the challenge. No turning back now.

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CHAPTER SIX

Oliver started walking out into the yard and waited a minute. The anticipation of a shock almost had him cancel the challenge and call the whole thing off. When it came, it wasn't as bad as it could have been, though. Just a little shock on the underside of his cock. It wasn't pleasant by any means, but it wasn't like getting electrocuted or something. It was a deterrent. He started walking down the street to the right a little and waited. He wanted to really dial in the direction he needed to move before he started walking with any pace.

"Hey Oliver!"

He spun around to see Mrs. Kettlebloom, his dad's neighbor. She was in her 70s and always seemed to be gardening. This was not who Oliver wanted to see right now.

"Hey, Mrs. Kettlebloom." Oliver said. He inhaled sharply as his chastity buzzed around him. The surprise reinforced the situation he was in.

"Oh please, I've told you before. Call me Doris." Mrs. Kettlebloom said. "Scratch that... call me Dory. All my friends do."

"I'm actually in a bit of a rush, Dory."

"Nonsense, you want some lemonade?" Dory walked over to her front step. She had a jug and a few glasses.

"I really can't right now. Thanks though." Oliver started walking past her yard.

"Okay, have a good day, dear!"

"Sure thing." Oliver looked over his shoulder as he walked. Mrs. Kettlebloom was sweet. He felt bad for rushing off but what else could he do?

The next little buzz told Oliver he was moving the right direction. As the street curved around, however, the next shock told him that he might need to double back. This just went deeper into the suburb... and was it his imagination or was that shock a little stronger?

Thirty-eight minutes later, it was clear that the shocks were definitely getting stronger. He wasn't sure if they just got stronger each time or if they got stronger the closer he got to his location... but the last one made him involuntarily yelp a little. Thankfully he had the direction dialed in pretty well now. He'd even pulled out the compass app and tested a few directions just to make sure. Shocks aside, it was actually kind of fun. The little vibrations seemed to be getting stronger and lasting a little longer each time as well, which was starting to drive him wild... but he was mostly enjoying it because Oliver never had a reason to use a compass before. He felt like an explorer.

A message popped up on his CFE app.

Miss Stepsister: I see you've started the treasure hunt. Are you having fun my little subby stepbrother?

Subby Stepbrother: Yes, Stepsister.

Miss Stepsister: Good. Do you remember my friend Carly from the wedding?

Oliver's stomach turned as vibrations rolled through his cock. He did remember Carly. He had unsuccessfully tried to hook up with her at their parents' wedding.

Subby Stepbrother: Yes Stepsister.

Miss Stepsister: She wants to come over and watch movies tonight. You'll be on your best behaviour, won't you?

Subby Stepbrother: I don't know how to answer that, Stepsister...

Miss Stepsister: Rule #1.

Subby Stepbrother: Yes, Stepsister.

Miss Stepsister: Good boy. Rule #3, when we're around other people your speaking limitations are lifted unless otherwise specified. Understand?

Subby Stepbrother: Yes, Stepsister.

Miss Stepsister: Good boy. If you finish the treasure hunt today, I won't tell Carly about our little arrangement. If you don't, she's going to find out all about how you locked up your cock and gave me complete control. How desperate you are for a woman like me to own you sexually... and how the fact that I'm your stepsister just turns you on even more. Do you understand?

Oliver couldn't believe what he was reading. Khloe wouldn't tell other people about this... would she? Could he even get the challenges done today? The average was 3 days!

Subby Stepbrother: Yes, Stepsister.

Miss Stepsister: Good boy. Have fun!

"Fuck!" Oliver shouted. The shock was way stronger than the last one.

"Excuse me?" A woman on a park bench looked up from her book.

"Sorry. I just..." Oliver trailed off as he saw the sculpture. It was three rings jutting out at different angles from a cube in the park he was walking through. One of them was blue. He'd walked past it.

The woman rolled her eyes and went back to reading.

Oliver rushed towards the sculpture. As he did, the vibrations started, and they didn't stop. The buzzing in his pants grew as he ran. It was strong enough that he could hear it now and despite the fact that his cock was being firmly held down, it felt amazing. As he got into the centre of the ring there were three strong vibrations and then it stopped. He opened the treasure hunt page to find a message:

Congratulations! You have completed the first of three challenges. You're well on your way to the prize. The second challenge is now available.

Oliver opened the next challenge.

Challenge #2 - Here I am

This challenge, should you choose to accept it, will notify the five people closest to you (within a radius also based on your step count) that identify as at least 50% dominant on the CFE app that someone nearby is locked in chastity. They will then be presented with three options. They can ignore the notification; they can request that you kneel before them and say "thank you for putting me in my place;" or they can add a day to how long you're locked in chastity after the treasure hunt is complete or the timer runs out. Much like the treasure hunt timer, this time cannot be removed by the owner of your chastity.

Once started, the challenge can be completed two ways:

1. As soon as five people are notified that you're locked in chastity.

2. Twelve hours go by with less than five people being notified.

Should you start this challenge and fail to kneel when summoned (if the person beckoning you is in a public place), you forfeit and will not receive another challenge for 72 hours.

Should you opt out of this challenge, you will not receive another challenge for 48 hours.

If you succeed, you will be given your final challenge immediately.

Good luck!

"Fuck me." Oliver said. Humiliation was a bit of a fantasy of his but listing it as a fetish was very different than the possibility of having to kneel in front of a stranger who knew he was locked in chastity. Maybe people would ignore it? He couldn't not accept the challenge, though. He wouldn't get another challenge in time to finish the treasure hunt before Khloe would tell Carly. It was starting to make sense why the average time was over three days now.

The choice between humiliation with strangers... or humiliation with a girl he genuinely wanted to take on a date felt obvious, but it wasn't easy pressing the button to start the challenge. The CFE people must have known this was going to push people as well because he was greeted with an 'Are you sure?' notification when he did. He hit yes and immediately regretted it.

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CHAPTER SEVEN

The chime from the woman on the bench's' phone was too coincidental not to notice. It was almost immediately after he had accepted the challenge. On top of that, she turned and looked at him with a mischievous grin.

A notification popped up:

You have been summoned. Follow the arrow, kneel in front of the summoner, and say: "Thank you for putting me in my place."

Oliver looked up. They were the only two people in the park. She knew it was him and she chose the humiliation. He looked back at his phone, and it had turned into an arrow pointing directly at her. He looked back up and she was smiling.

As Oliver started walking towards her, she stood up and moved around to the back of the bench. Every part of him wanted to run the other direction... but it would guarantee that Carly found out about his stepsister being in control of his chastity. It was also hard to ignore how much his cock was straining in its cage.

"It was a shock, wasn't it?" The woman said.

"What?" Oliver said.

"Earlier when you walked by. You're doing the treasure hunt, and it shocked you."

"Yeah." Oliver said.

"That's fun. I take it you like being humiliated?" The woman said with a grin.

"I... I think..." Oliver was hyperventilating.

"Oh, you poor thing. Kinda new to this?"

Oliver nodded.

"Just get it over with, then. I don't bite."

Oliver dropped to his knees. He was still having trouble catching his breath.

The woman put a hand on the side of his face. "It's okay, little one."

"Thank you for putting me in my place." Oliver said, hanging his head. He couldn't look her in the eye. His phone chimed. It was listening for the words to be spoken.

The woman put a finger under his chin and pulled his head up so she could meet his gaze. "Wasn't so bad, was it?"

"No..." Oliver said. "Wait, how did you know about all this?"

"The hunt sent my little subby here for his first challenge as well. I've been coming here to read every day just in case it sent more. It's the only landmark like this in the neighbourhood so I figured the app might use the same spot for anyone nearby."

"Have a lot of people come through?" Oliver asked.

"I've seen five. Two women and three men. You're the first to take the next challenge immediately though. You can stand up now."

Oliver did. "Thanks for making this easier."

"I mean... I could have ignored the message, and you still would have gotten 1 person on your list so don't go thinking I'm too generous."

"Right." Oliver grinned. It was strange. This whole fantasy had been a secret for so long but there were a lot of people out there who not only understood, but they were into the same sorts of things. His grin disappeared when his phone chimed, though.

You have been summoned. Follow the arrow, kneel in front of the summoner, and say: "Thank you for putting me in my place."

"That was fast." the woman said. She looked at the arrow and saw that it was pointing into a neighbourhood. "Better hurry up."

Oliver followed the arrow on his phone until he was walking through a sidewalk into a new neighbourhood. A man walked out of his house and looked disappointed to see him.

"Well..." The man said.

"I... is this you?" Oliver asked. He walked up to him, and the arrow showed that it definitely was.

"Yeah, I was hoping you'd be a woman as well. Just do it and you can go." The man said.

Oliver dropped to his knees. "Thank you for putting me in my place." Oliver's phone chimed, the words recognized and the task complete.

"Yeah whatever. Have fun." The man went back into his house and left Oliver kneeling on the grass in his front yard.

Oliver checked his phone but there were no more messages. He started walking back towards his house.

Ten minutes later he got the next notification.

Mistress B. has added a day to your lock time.

Well... that was three already. Oliver was starting to think that maybe this wouldn't be so bad. He would regret that thought when the next arrow popped up and he was made to follow it all the way back to his dad's house.

Mrs. Kettlebloom was waiting. "I was hoping it would be you." she said.

"Oh my god..." Oliver said.

"Would you like that lemonade now?" She said with grin. "I'm just kidding, bitch boys don't get lemonade."

Oliver was humiliated. His elderly neighbour already knew he was locked up, though. Backing out now would only mean he lost the treasure hunt and Carly would find out too. He walked up to Mrs. Kettlebloom and dropped to his knees. "Thank you for putting me in my place." Oliver's phone chimed again with recognition of his 4th person complete.

"You're welcome bitch boy. If you ever need a real Mistress, you know where I am."

"Yeah." Oliver stood up. "Please don't tell anyone about this."

"Your secret's safe with me, bitch boy."

Oliver did not love his new nickname. He ran in the house and leaned back against the front door. That was four. Hopefully Khloe would come home soon, and she could be the fifth. It would be over.

Twenty minutes later Oliver was just making himself a snack when his phone chimed, and an arrow pointed him back towards the front door. He slipped on his shoes, took a breath, and opened the door only to see his father walking up towards him.