📚 paradise isle their deal Part 2 of 17
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Paradise Isle Their Deal Pt 02

Paradise Isle Their Deal Pt 02

by changeyourpassword
19 min read
4.65 (9900 views)
adultfiction

Paradise Isle, Their Deal Pt 02

(Fetish, pierce, chastity, consensual, Paradise Isle) His part of the deal - chastity

By ChangeYourPassword

Author's Note: This is a work of fiction. It is a story of sexual fantasies and fetishes. These sexual practices are not for everyone, but those of us who delve into them understand the allure. The characters in the story certainly do. If you enjoy this story and the fetishes involved, great. If not, please forget the whole thing.

Read part 1 of The Deal, first.

The next morning, they called Jade, and explained what they had planned. She thought their game sounded like a lot of fun. "Of course, we can set you both up for those things, over at the clinic."

After some more discussion, she scheduled the first of several appointments to make it happen.

Connor was the first up. He had to be in chastity for a day, before Hailey had to submit to the piercer.

A couple hours later, Jade picked them up and drove them to the clinic, where they could meet with the appropriate clinical councilor.

At the clinic, in a small department dedicated to chastity products they discussed their wants with an expert.

Connor was embarrassed, talking to her. The woman was professional and understanding, but he had only just opened up to his wife about his chastity fantasy, so talking to a stranger about that subject was really difficult.

But Claire, was supportive and candid. She listened to his short description of what he was looking for and a more detailed explanation from Hailey of what she expected.

They eventually settled on a fairly standard cage configuration. A ring around the base of his cock and a cage around his penis. Hailey picked the size of the cage - much smaller than what he wanted.

"You get to pick my jewelry; I get to pick yours," she declared, happily.

He gave up the fight, adjusting his plans for her piercings.

"Okay, now that that's all settled, it's off to the blacksmith shop," Claire said, as she stood up and began ushering them toward the door.

"Blacksmith shop?" Connor asked, nervously.

Claire laughed. "That's what we call it. Every cage has to be custom fitted. That way we can ensure that it can't be removed. At least not without risking serious damage to your special parts.

"So, it involves fitting the metal components perfectly to your anatomy. And that requires a 'blacksmith'." And she added another laugh.

"Don't worry, Agnes is a dear, and an expert."

Agnes? Connor thought. A woman is going to fit me with the cage? Damn!

"Before we can fit you, we need to get rid of your pubic hair. Unless you're already bare down there?"

"Um, I'm not." He mumbled.

"That's fine, often the case, we can stop by the treatment room for that on the way. It'll only take a few minutes."

Claire escorted them down a series of halls to a treatment room, where Stephan was ready for them.

He asked Connor to strip off his swim suit, and then turned to Hailey, "permanent?" he asked her.

"Yes, of course." She replied, happily.

"Hey, wait a minute," Connor protested.

"Oh, hush. No more pubes in my mouth." She said cutting him off.

He did love the blow jobs, so he decided, what the hell, why not. She was bare, and he loved that.

Fifteen minutes later, via some magical chemical concoction, his crotch was hairless, permanently so, and they were back on their way to the blacksmith shop.

Claire again escorted them down several hallways to another room, where Agnes took over.

Connor stripped down again and settled onto a treatment table, with stirrups like those used for gynecological exams.

"Now you just relax and allow me to do my thing," Agnes said reassuringly. "I've done this hundreds of times, and no one's died of embarrassment yet."

Hailey chuckled, but Connor just grunted.

"I have to take some uncomfortable measurements, to ensure the proper sizing and then I'll need to shape the ring for the perfect fit," she explained. Glancing at Hailey, she added, "that way he'll never be able to slip out."

Hearing that Connor, and his cock, got a bit excited. This was his fantasy, after all. But then embarrassment returned to keep him flaccid.

Agnes paid no attention. She needed him shrunken for the fitting. She proceeded to examine, handle and measure around the base of his cock and balls. All while he laid there trying his best not to react.

It seemed to take forever, but eventually Agnes stepped away to a workbench where it sounded like she was bending and even hammering on the metal of the cage. Connor looked up at Hailey as they both realized why the place was called 'the blacksmith shop'.

It took her quite a while, but eventually she returned to the table, with the finished product. It was shiny silver and shaped a bit like an old-fashioned key-hole, a circle with an extension.

"Let me explain how this works," she said, motioning Hailey to stand closer.

"This oddly shaped ring will fit snuggly to the base of his cock and around the back of his ball-sack. You can see, I've made it to be a perfect fit, contoured precisely to his body, and it'll be very tight.

"Connor, it'll take you a while to get used to the squeeze, but you will. Most importantly, you'll never be able to slip out of this ring.

"It locks in place and you'll have the only key," she told Hailey. "The cage has a separate lock, and you'll have that key too."

She then proceeded to fit the thing to his body, pulling and pinching the base of his sex. He squirmed and moaned a bit as he felt it crushing his family jewels.

"There, how does that feel?"

"Tight," he grumbled.

"But no real pain? No pinching?"

"No, not really," he admitted. He wanted to reach down and feel, but when he tried Agnes pushed his hands away, "wait."

She handed over a small key to Hailey as she picked up the little silver chastity cage.

"Now to the cage. It too is of a unique design, mainly the catheter component. It exists to prevent pull-out, but because of its length and girth, it also limits leakage when you pee, or cum."

She paused to chuckle, "although that last is usually not an issue. You shouldn't be cumming."

"Shouldn't be." Haily added laughing.

She held up the cage so both Connor and Hailey could see the catheter. It was long and semi flexible.

"It's long enough to reach all the way to the prostate, they tell me that can sometimes feel good. But it's wider here at the other end, where it's attached to the cap over your little head. It'll stretch your urethra open right at the tip of your penis to about double its normal diameter. They also tell me that feels good, like being screwed."

Connor was getting excited and embarrassingly, his cock began to grow. He'd read many stories and articles about those topics and his imagination was running wild.

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Agnes casually stepped back over to her work-station and returned with a soft icepack, which she gently laid on his cock.

He jumped and cried, "cold!" as his cock shrunk back down to a tiny state.

"Now this is important, so listen carefully.

"This device is made for long-term wear. But it does require some careful care. The catheter must be lubricated regularly. Both inside and around its base, where it emerges from the tip of your penis. This is a daily chore."

She paused to look both Connor and then Hailey in the eye. They both nodded, Connor nervously.

Agnes held up a quart bottle. "This is a lubricant as well as an anti-bacterial ointment, available at your local pharmacy. I'll give you this bottle.

"You can use this syringe, I'll give you several, but they can also be found at your local pharmacy.

"Fill it with the solution and squirt the entire amount down the catheter. Then squirt some more, inside the cage around the tip of your penis. At least once a day.

"Got it?" Both of them nodded.

"It won't hurt you, or you Hailey, even if swallowed." She paused to wink at her.

"You're doing this to avoid a UTI, irritation to your urinary tract, and also to act as a sealant, to keep your urine flowing out the catheter, rather than around it. Although you may still get a little leakage."

Again, she looked at both of them, making sure they understood.

"Alright, ready?" she asked, but didn't wait for an answer. She grabbed his penis in one hand and began feeding the catheter slowly and carefully down his pee-hole.

He'd never been catheterized before, never had anything pushed into his cock before, so he moaned and squirmed as he felt the thing sliding in. The feeling was a combination pain and tickle. Weird, but not terrible.

The tube seemed to be awfully long, it took forever, before finally got two new sensations. One from deep inside as the catheter tickled his prostate, and one from the tip of his poor cock, as the wider section of the tube stretched him even further open. That hurt.

He groaned.

"Almost done." Agnes muttered as she finished the insertion, and proceeded to lock the cage into the base ring.

She gave everything one last shake to make sure all was well. "Okay, any skin pinching? Any real pain? I know it feels odd, but get used to that."

Connor exhaled; he'd been barely breathing throughout the process. It did feel odd, but he didn't detect any pain, just discomfort from his cock, balls and crotch.

"It's okay, I guess," he muttered.

"Good. Hailey, did you see how I did that? You'll have to do the same if and when you remove the cage.

"To remove it, simply unlock and pull it out, carefully, mind you. One smooth motion."

"Okay," Hailey said. She was contemplating the 'if and when' phrase.

"Here's the key, don't lose it. Most keyholders, never remove the base ring. It becomes a reminder of his status even if he's not caged. And it's a bitch to replace. I'm good at it from practice."

Connor, listening, started to get excited, he was living his fantasy, but for the first time the cage held him in check, and it was another new experience. A dreamed of one.

He reached down to check his new attachment. The very feel of the thing excited him, and of course that caused his cock to swell, and push his cage. And that pulled the ring to pinch his balls, painfully. Holding his balls helped relieve the pressure.

The bars of the cage allowed some of his skin to feel his touch, but otherwise his cock was held tightly by the metal covering. His balls felt funny. Now hairless, and being held away from his body by the ring, they were much more sensitive than normal.

After a moment, one aspect still worried him. "Only one key? What if it gets lost?"

Agnes chuckled. "Then you're screwed. Or in all reality, never screwed."

Hailey laughed.

"We can provide a duplicate, to your registered keyholder only, but it takes a while for delivery. You can possibly find someone capable of cutting it off, but you can imagine the danger in that. The locks we use are designed to be unpickable, but again you may be able to find a locksmith who could set you free. But I doubt if that would be easy either.

"So, Hailey, don't lose that key! Go down to the jewelry store, straight from here, and buy a sturdy chain. Hang that key around your neck, wrist or ankle and never take it off."

Agnes was being very serious, and Hailey agreed, "I will."

"Good, now let's perform the lubricating routine, to make sure you understand that."

She filled the syringe, almost like a nurse preparing an injection. There was no needle on the end, just a long tube which she fit into the tip of the cage. Then slowly, she pushed the plunger, forcing the lube down the tube and into his cock.

When the syringe was almost empty, he got the very weird feeling of liquid flowing into his bladder, or nearly so. It made him squirm.

"Almost done," Agnes said. It will coat the end of the catheter, inside you and some of it will seep back out through your urethra around the tube, sealing and soothing it.

At last, she hit bottom with the plunger and removed it, dabbing with a tissue at the tip of his cage to catch some dribble.

Then she took a cotton swab, dipped it in some of the lube and gently pushed it through the bars of the cage to coat the catheter where it emerged from his pee hole. That tickled.

She finally stood back, almost proudly. "There done. Did you both see, and understand?"

"Yes," Connor relied, it still felt very strange to him, and his cock.

"I did." Hailey replied.

"Excellent. We're almost done."

Connor thought that was it. He was now in full chastity. He couldn't believe it was really happening. It was scary, exciting, humiliating and he loved it!

And when the excitement got to his cock, it tried to grow, pushed on his balls, and it was the kind of feeling he had always dreamed of.

Agnes removed her gloves and looked down at him. "Now Connor, I need you to lay there and relax. We need to make sure that the ring doesn't pinch and cut off your circulation. I'm very good at fitting those custom rings, but I have to balance security against safety, making sure you can't pull out, while ensuring blood flow. Understand?"

"Um, yes."

"We don't want to do any permanent damage. So, you to lay there for a while, perhaps two hours, we need to monitor you, just to make sure.

"Hailey, you can help by watching his balls, while he lays there. They may turn red, or even plum-colored, and that would be acceptable. But if they turn dark blue, you need to call me, and we'll have to resize the ring. I'll be at my desk next door, Okay?"

"Yes, I understand," Hailey replied.

"Good, I'll be back in a while," Agnes said as she stepped out of the room.

"How do you feel?" Hailey asked a few minutes later.

He was just laying back, his legs still in the infernal stirrups.

"Fine. No pain, just a pinching around my cock, and the catheter inside, really feels strange and uncomfortable."

She bent to look closely. "It doesn't look like your balls are being deprived. Red but not blue."

"That's good."

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A half-hour later Agnes wandered back in. "Everything okay in here?"

"Yes," they both answered.

She took a look. "Fine. Connor you can shift up on that table and lay your legs flat, just keep them spread."

"Great, thanks. They're feeling a bit numb."

"I figured. Just relax now, I'll be back." And she walked back out.

As he moved up to lay flat, she removed the stirrups and set them aside, then walked out.

The two of them waited patiently with Hailey periodically getting up to check on his balls.

"They look fine, and I must say, your little cage looks cute."

"Cute?" he mumbled.

She giggled. "Well, yes. All chrome and shiny, and small."

"Huh," he sighed. He really wanted to get a look for himself, although he'd seen plenty of photos in the web.

As he laid there, he was reviewing his new plumbing. He couldn't believe that this was happening. It had been a fantasy for so long, he'd whacked off over it so many times, now it was really happening and he was very pleased. Dreams do come true.

It was exactly two hours later when Agnes returned again to take another look. She happily declared that everything looked good to her.

"I think you have a winner, there. I'm positive that you won't be able to escape your chastity cage.

"Hailey, you now have complete control, use your powers wisely," she added with a chuckle.

"Remember though, If the color does go dark and blue come back here immediately, understand?"

"Yes."

"And Connor, you make sure you keep applying that lubricant."

"I will," he promised. He certainly didn't want to have to visit a doctor to report a UTI.

"Okay, then you can get up and I'll take you back to Claire."

Carefully, Connor sat up and climbed off the table, holding his cage and balls with one hand.

Once on his feet, he gingerly released his hold and felt the weight of the device pull on his crotch. It wasn't all that heavy, but he could certainly feel the pull.

Standing there, he looked down at his caged cock. "It feels odd. With this thing on me, it seems like my cock is gone, replaced by a metal ball, almost as if it's not a part of me. Just something glued onto my skin."

Agnes chuckled. "I've heard that before. It's a 'thing' now. A steal globe. And only your keyholder can give it back to you."

Then she turned to Hailey. "And remember, you can unlock the cage portion, for some fun, but leave the ring locked in place. It'll make it easier to lock him away again, once you're done with him."

She handed Hailey a bag that contained the keys the special lubricant and several of the large syringes that he'd use to squirt some of the lube down his catheter, and then stepped over and opened the door, ushering them out and down the hall back to Clair's office.

Connor waddled a bit, feeling his cage, swaying and pulling on his crotch.

"Don't drop that bag, lose those keys," he mumbled as they followed down the hall.

Hailey just chuckled.

Inside her office, Claire greeted them pleasantly from behind her desk.

"All set? Connor, are you feeling, okay? No pain?

"I'm sure it feels odd. I understand that catheter is especially difficult to get used to."

"I'm fine, but you're right about the tube." He said, still trying to get used to the feel of the piping inside him as well as the tightness and the weight.

"Good. You'll find that when you try to get hard, your penis will push the cage away from your body and the ring will pinch your balls a bit. It'll make them even more sensitive. They might even hurt. You'll just need to control yourself."

"Yes, you control your cock and I'll control you," Haley added, giggling.

Claire laughed. "Well, you two can head out now," she told them, reaching out to shake hands. "Call me if you have any questions or problems."

Connor suddenly realized that he was naked, except for his cage. He glanced around for the swim trunks he'd worn over, until Hailey showed him that she had them in hand. "Looking for these? Remember our deal. You have to show off."

"Oh, shit!" he groaned.

She wadded the suit into a ball and held onto them, as she took his other hand and they walked out the door following Claire down the hall to the lobby.

Connor did his best to ignore everyone they passed along the way.

He was, after all, just another naked guest, there were plenty of them around. Of course, none that he had seen had locked away cocks.

As they left the building, he was still trying to get used to the thing covering his dick.

The cage was small. His cock could only grow about an inch. It wasn't particularly uncomfortable but he couldn't ignore it.

He couldn't get over how it felt. It was funny in the way it did seem like his package was something foreign glued to his crotch. Not really a part of him.

He'd never expected that.

He also remembered that he'd have to sit to pee from now on. Like a woman. And that was strangely exciting, too.

They caught the shuttle, which was thankfully empty. Sitting on the seat, bare assed, felt funny, and his balls rubbing on the seat were uncomfortable. He avoided fought the urge to himself, although he wanted to.

He glanced over at Hailey and found her looking at his crotch. "Fascinated?" he asked sourly.

She giggled. "Yes, and I like your hairless state, too. No hiding your cage, and you look so soft and clean down there. Just like me."

"Feminine?"

"Well, sort of."

He just growled.

At the resort, instead of heading for their suite, where he could hide and spend some time getting used to his cage, Hailey dragged him toward the resort's big store deals.

When he protested, she reminded him. "I have to buy a sturdy necklace, remember?"

"Oh, shit! Yes, that's important."

"Damn right it is!" she laughed.

They had to walk past dozens of other guests to get to the main building. He saw several of them check him and his cage out, and then chuckle, laugh or shake their heads, sadly.

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