Online Chastity Ch. 01-06

The app didn't tell the person locked up how long they had left, but he knew from his messages on FetLife that the timer would run out any time now.

Nothing changed.

Alex paced the room. He'd give it a couple minutes.

Nothing.

Alex closed the app and re-opened it.

All his controls over the CFE 2.0 locked onto his cock remained greyed out on the app. They stayed that way until he had to go, and it was messing with his mind. He had never felt this sort of desperation before. He had really built up being able to jerk off before he met with Sam again as the one thing that would make this level of frustration bearable.

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Tam smirked as Alex walked up to the till. Alex had almost forgot that Tam would likely be here.

"I'll let Sam know you're here." Tam said, giving another customer a latte.

"You're pretty close, hey? Alex sheepishly asked. "She tells you... things?"

"Not everything... but I know what she's got in store you for you today." Tam grinned as she typed a message into her phone.

"Really?" Alex's humiliation was briefly outweighed by his curiosity. "Would you... maybe... tell me?"

Looking at an incoming message, Tam smiled. "I've been instructed to tell you that you should bring the coffees up."

"Up? What does that mean?" Alex's trepidation and humiliation were on the rise again.

"Here you go." Tam passed Alex two coffees.

"Where am I supposed to go?" Alex sheepishly asked.

"Sam lives in the loft above the coffee shop. Head down that back hallway, up the stairs, and it's the only door you can access." Tam pointed towards the back of the coffee shop.

"Oh. So, I'm going to her place?" Alex's voice cracked like a teenager, and he swallowed deeply.

"Yup. Have fun." Tam winked and then moved to help another customer.

At the top of the stairs, Alex took a deep breath. Just as he was about to knock, the door opened.

Sam stood in the doorway with a grin. She was wearing very cozy looking sweatpants and a sweatshirt. It was not what Alex expected. "Come in."

Alex obediently did, struggling to find any words to fit the situation he was in. Sam took the coffee out of his hands and walked back into the living room area of the loft.

Alex took in the space. It really was incredible. He couldn't see anything kinky right out in the open, it just looked like a modern beautiful space... but it was incredible. And it must have cost a fortune.

Sam Flopped down into an overstuffed chair in the middle of the living room. "You like the place?"

"It's incredible. What exactly do you do?" Alex asked. His eyes landed on the mirror on the wall from her story. He couldn't help but stare, knowing what was behind it. Imagining Sam impaled on the steel cock getting off. Imagining himself in the same position...

"I do a lot of things, but I sold an app that made me a lot of money ten years ago. I wasn't sure I would ever work again, if I'm honest. I could have retired happily and traveled the world. Then I met Terry and it changed things a bit." Sam was staring at Alex. He looked down at her in the chair and found it hard to keep her gaze. His eyes went to the floor. "That relationship got me interested in app development again. Did you try and unlock your device after twenty-four hours, Alex?"

"Maybe."

"I don't like maybe. I want the truth."

"Yes."

"Do you know why it didn't work?"

"No..."

"CFE is my company, Alex. I created it. I designed the device. I created the app. My version of the app doesn't have the same restrictions that the public version does. How does that make you feel?"

The revelation of the absolute control that Sam now had hit home. "I am feeling a whole lot of things right now."

"Mostly good or mostly bad?" Sam inquired.

"Mostly good. This is new for me though. I bought this thing thinking it would give me a chance to explore on my own. This is all very fast." Alex was speaking very quietly.

Sam looked Alex up and down. "Tell me the truth. Do you want to be here right now?"

Alex looked up from the floor into her eyes. "Yes."

Sam opened the app on her phone again and looked up at him. She tapped a button and Alex heard the CFE 2.0 click open. He instinctually moved his hands towards it, desperate to take it off.

"Wait." Sam ordered. Alex's hands froze as Sam stood up and walked over to him. "I was a little sneaky taking away your control like that. The control that I am searching for is absolute, but I don't want it to ever feel like I have deceived you. Think of this as a second chance to back out. You can take off your chastity right now. I'll give back your control, and you can walk out the door and play with the timer like you had intended... but you can never come back. Or you can show me that you want this too. You can tap the lock button on my phone, giving me complete control once again."

Sam held her phone up to Alex, showing him the screen of her app. It looked different than his. It looked different than the keyholder version he had seen online as well. There was a button with a picture of an unlocked padlock on it.

Sam looked at Alex, and then down to her phone. "This is your choice to make, but whatever you decide, you will have to live with the consequences.

The choice was making Alex's head spin. He wanted out so badly. And yet... what would that mean? Going back home and jerking off? Fantasizing about what could have been? This was the real-life version of everything he had always imagined. He needed to explore it. He would always regret it if he didn't.

Alex hit the button on Sam's phone and his device re-locked itself. Sam grinned. "Good choice. Now strip. I want to see it."

Once again, reality set in. "Seriously?" I don't even... really know anything about you." Alex was looking at the floor again.

"And yet you just gave me complete control of your cock." Sam smiled. "Do what you're told if you ever want out of that thing." Sam flopped onto the overstuffed chair once again.

She looked so cozy. Like she was spending a comfortable Sunday afternoon curling up with a book... not demanding someone she barely knew strip down to the chastity device she had control over.

What choice did he have though? Alex started to strip. He was down to his boxer briefs before he looked up at Sam again.

"All the way big boy." Sam grinned.

Alex dropped his underwear and stepped out of them.

"Good. You can put your clothes in here." Sam grabbed a duffle bag from behind her chair and threw it at Alex. He did as he was told and stuffed his clothes into the bag. Sam, barely able to contain her excitement, jumped up off the chair again and grabbed the handles of the duffle bag, but Alex's grip remained locked on. "Alex... let go." Sam looked him in the eye, and he reluctantly did as he was told again.

Sam took the duffle over to a rope with a carabiner on the end that was hanging down just to the side of the mirror. She clipped the carabiner onto the handles of the bag and let the bag dangle at waist height. She then flopped back down into her chair and looked at Alex, who couldn't take his eyes off the bag of his clothes.

"What next?" Alex asked, barely above a whisper.

"Well, I could take you on a tour of the loft, but I think it might be more fun if you discover the space as we go. For example, you'll find that most of the things in my home are automated. These weren't Terry's additions, he wasn't much of a tech guy, but I've had some time to update a few things since that relationship ended. Much like your little chastity device, I can control everything from my phone. Sam tapped a button and the rope holding the duffle bag retracted. The thick timbers that held up the ceiling were 20 ft up, so even with the rope retracting halfway, the duffle hung 10 feet in the air and impossibly out of reach. "You understand the situation you're in now, don't you, Alex?"

Alex 's eyes were wide as he watched his clothes become impossible to reach... and yet always in sight. Teasing him with their presence. He nodded.

"Oh, that won't do. I prefer yes or no answers, followed by Miss."

Alex was having a hard time fully wrapping his head around this. His clothes were out of reach, so even if he did decide to go it would be naked and permanently locked in chastity... and he had agreed to all of it. Well, not this specifically, but he had a chance to leave, and he hadn't taken it. He wanted her to control him... and she was. Thoroughly.

"Yes, Miss." Alex replied.

Sam's smile grew even bigger. "I think I'm going to enjoy controlling you, Alex. Would you like me to remove your chastity device?"

"Yes, Miss."

"You should know that the only time your chastity device will be coming off in the near future is when you are thoroughly restrained, and it will go back on before I let you out. You will not have access to your own cock any time soon. Do you still want to be let out of your chastity?"

"Yes, Miss."

"Alright." Sam got up and held her hand out. "Give me your hand." Alex gave it and Sam led him back to the bedroom.

On the bed, waiting for Alex, were steel wrist and ankle cuffs. The ankle cuffs were not connected, but the wrist cuffs had two links of chain between them. "Put those on." Sam pointed. Alex walked to the bed and picked the wrist cuffs up as he continued to look around. The bedroom was half the size of the main living area, but still huge. The bed was centered against one of the walls and every other wall looked like it had loops and hooks and shelves with things Alex didn't even understand, though he was certain most could be used for restraining a person. There were three doors as well. One of them he figured would lead to the room behind the mirror. One led back to the main living space. The other was a mystery for now.

Sam watched Alex look around in awe. "Don't worry, you'll get to experience it all."

Alex looked back down at the cuffs. They were heavy. Each one an inch thick, with a hinge on one side and a latch on the other. Alex looked up at Sam, quizzically.

"It's all there. Put them on, walk over to that wall, clip in your ankle cuffs to the carabiners on the bottom and then loop the wrist cuffs over the hook in the wall above your head." Sam motioned towards a very specific space on the wall that looked like it would fit a person chained up nicely. "I'm going to go get ready. Don't take too long."

Sam walked into the mystery room and left Alex naked, aside from the chastity, with the instructions to lock himself up with cuffs and restrain himself to a wall... and he was eager to do it. He had always fantasized about bondage, and if it meant Sam would take off his chastity, he needed to be restrained more than anything. Alex latched the ankle cuffs around each ankle and when the two parts met, they clicked and were locked on. That simple... He now had thick steel cuffs he couldn't remove on his ankles. He did the same thing to his wrists, effectively cuffing them together in front of him.

At the wall, Alex clipped each ankle in as instructed, realizing they held his legs apart enough to feel kind of vulnerable. Looking up, he found the hook and looped the chain over top. The hooks lack of security gave Alex a small amount of comfort that he could unloop the chain if he really needed to. And so... Alex waited for Sam's return. While she was gone, he considered how much his life had changed. A few days ago, he was at home jerking off to this woman and now he was naked except for a chastity device, chained to her wall.

After what felt like an eternity, Sam walked back in the room wearing her rose gold latex catsuit. Her hair in braids, she was dressed just liked she was in the photo Alex had jerked off to multiple times yesterday. She looked even better in person and his cock began to ache in its cage. Unrelentingly held down, he needed to be erect. He ached to be free of the device.

Sam smiled at his reaction and walked up to Alex. "How's that feel?" She cupped his cage with her hand and Alex's breath stuttered. Sam reached up and pushed on the hook in the wall that held the chain connecting his wrist cuffs. The hook sunk into the wall just enough to eliminate the gap with which the chain could be removed, and it locked into place. Alex tugged on the cuffs and realized that it wasn't coming back out. "Isn't that better? Nice and secure."

Alex was speechless.

"Don't worry, this just means I can take your chastity off and see what sort of cock I've got to play with." With that, Sam opened the app and unlocked the chastity device. With a click, she was able to pull the tube off, and with a little effort, free Alex's straining cock. Sam turned around and walked over to her bad to put the chastity device down, and by the time she turned back, he was fully erect.

Sam smiled. "Is that for me?"

Alex moaned. "Yes, Miss."

This was years in the making for Sam. She knew what it felt like to be as helpless as Alex, but it was her turn now. She had given him every opportunity to back out and he hadn't. She craved the sort of control she had over him in this moment. She had been craving it for a long time.

Sam walked up and grabbed Alex's cock. He inhaled as she whispered in his ear "You're already desperate to cum, aren't you?"

The speech centres in Alex's brain temporarily shut off. His mouth hung open. His cock was rock hard, and he started to pump his hips while Sam was holding it.

Sam squeezed it hard. "I asked you a question."

Blinking a few times, Alex snapped out of it and found his voice again. "Yes, Miss."

"I've got good news and bad. The good news is, you will be cumming today... if you want. The bad news is... it won't be soon.

"Please... I need to cum so badly. It's all I've been thinking about since I locked this thing on. I would cum so fast. I just need to, and then maybe I'll be thinking a little clearer and we can have more fun."

"No, Alex. You don't understand what it means to need to cum yet. But you will. Don't worry. I'm here to teach you."

Concerned and defeated, Alex wasn't sure what to say. "Yes, Miss."

Sam turned and walked to the other side of the room, grabbed a chair, walked back, set it in front of Alex, and sat directly in front of his cock. "I used to hate sucking cock. It never did anything for me. Then Terry made me crave it." Sam was staring at Alex's cock longingly. "I have been conditioned to see your cock and want it in my mouth. And when I have a cock in my mouth, I get wet. Very, very, wet. He made me into a cock sucking whore because that's what he wanted me to be."

Alex's cock was harder than it had ever been before.

"Do you want me to suck your cock, Alex?"

"Yes, Miss." Alex's voice quivered.

Sam grabbed the base of Alex's cock and kissed the tip, licking his precum up. She slipped it into her mouth, took it halfway in, and then out completely again, kissing the tip. "I am a woman determined to change, Alex. A woman determined to take back the control that I lost time and time again. I am determined to train you, now. To make you crave the things that I want of you. But first... I need to know more. I need to know what turns you on. What are the ideas that drive you wild, Alex? What do you crave? There is only one way to find out.

Sam stood up, walked to a cabinet, pulled open a drawer, and removed an inflatable gag with a large leather strap. "Have you ever been gagged before Alex?"

"No, Miss."

"Well, I'm going to interrogate you now, and I don't want you saying anything that might influence the results."

I don't understand, Miss."

Sam tapped Alex's mouth and held up the gag. He obediently opened it. She put the gag in, strapped it around the back of his head so he couldn't spit it out, and then she pumped it once. "Well, Alex, this particular interrogation is with your cock. I don't want to know what you think turns you on, I want to know what actually turns you on. The things that make your cock move just from thinking about it.

Alex mumbled through the gag and Sam pumped it again, filling his mouth and stifling almost all of the sound he was making.

"There we go." Sam sat back in the chair in front of Alex, wrapping both of her hands around his cock, kissed the tip again, and then she looked up at him.

"Tell me. Just for the baseline... have you ever wanted to get fucked in the ass by a horse?"

This was not what Alex expected to hear. He tried to protest to the idea but barely any sound came out of his mouth. He pulled on the restraints, but nothing would budge.

"Good." Sam grinned. "You see, your cock softened at the idea. You clearly don't get off on the idea of being fucked by a horse, and I'm glad. I don't want you to get fucked by a horse. Now... how do you feel about the idea of me throwing out all your underwear and making you secretly wear panties all the time?

Alex's cock stiffened again in Sam's hands and she grinned. "This is going to work better than I expected."

Alex, barely able to make a sound through his gag, realized that this crude version of a lie detector test was going to reveal to Sam everything that turned him on... whether he wanted to admit it or not. He tugged on the restraints and knew there was nothing he could do. Sam had him now, and he had done all the work to put himself in this helpless position. If only he could just cum... he would be able to think straight again...

CHAPTER 06

Alex tugged on his restraints for the hundredth time. The hook that held his wrist cuffs would not budge out of the wall after Sam had pushed it in. He wasn't going anywhere, wrists secured above his head, ankles cuffed a couple feet apart, leaving his legs spread just enough to feel entirely too vulnerable... and Sam had just left him here. Alex's mind was in a haze. He needed to cum and all he could think about was what Sam had just put him though, which just made him need to cum even more...

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After securely locking Alex to the wall, gagging him with an inflatable gag, and finally removing his chastity, Sam had "interrogated" his cock. She expertly held him in her hands while talking about every sexual act, every kink, every fetish Alex had ever heard of, and many he hadn't. Her grasp was just firm enough to feel whether he was getting turned on by an idea, or if it truly turned him off, all the while making sure she wasn't providing enough physical stimulation for a false result. She ignored his moans and head shakes as she talked about some of the kinkier topics. Sam had no interested in what Alex claimed to be into... she wanted to know what made his cock hard. The root of the things that turned him on, no matter how taboo, no matter what Alex thought he wanted to try... she wanted to know what he physically reacted to. She wanted him to enjoy his experience with her. This is how she would control him.

When Sam had exhausted every sexual topic, she blindfolded him and took him to the brink of orgasm 7 times. Sam expertly stroked and sucked his cock right up until the edge, and then stopped, leaving him one touch away from cumming. Every time, Alex would desperately thrust, trying to find that last bit of friction so he could get some release and clear his mind, but his cock would be left thrusting into nothing but air. Eventually his cock would start to soften from neglect, which was Sam's cue to take him to the brink of orgasm (and his sanity) yet again.

After 7 almost orgasms, Alex felt Sam using a measuring tape all over his body. She then deflated his mouth gag slightly to provide some minor relief to his jaw and disappeared. Alex heard a door close a few minutes later and had been waiting, cuffed to the wall, gagged, and blindfolded ever since. Every time he started to think about the position he was in, his cock would stiffen again... but eventually it would go back down as he waited. While his cock was fluctuating, his balls were in a constant state of ache. He had never felt anything like it before. He had always just jerked off when he was horny, and this raw ache had created a whole new level of need. He didn't just want to cum, he needed it. His cock needed it, his balls needed it, and his mind was foggy with desire. He just wanted to get off so he could feel like himself again.