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Paradise Isle, StepSister Pt. 06

Paradise Isle, StepSister Pt 06

(Trans, transformed, lesbian, chastity, reluctant) Life changes

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 the previous parts of StepSister, first.

The three of them woke up early for a change; all anxious about the events of the day. Leaving Paradise Isle was not something to celebrate, yet the time had come. They'd had a great time, and all of them were pleased with the changes they'd undergone since their arrival.

Of course, they weren't looking forward to the long and boring trip they faced, but they knew that at the end, they'd be able to start their life together in their new home. That was certainly exciting.

After a hurried breakfast, they each got cleaned up and began dressing for the journey.Paradise Isle, StepSister Pt. 06 фото

Aubrey dressed quickly, as did Denver, and then both of them began working on Jess. They wanted her to look especially good for her first time fully dressed back in civilization.

Aubrey also spent a lot of time encouraging her stepsister, complimenting her on her clothes and makeup.

Unlike her girlfriends, Jess was fully dressed in her new, fine lingerie, with the uncomfortable waist cincher, the stockings and high heels.

Part way through their preparations, Jess had begun complaining, the girls reminded her that she needed to look her best, for herself and for everyone she would be meeting along the way.

"But you're not all dressed up," she protested.

"We're not new women." Denver reminded her.

"And I want to see you looking your best," Aubrey added.

Examining herself one last time in the mirror, Jess was once again astounded by how good she looked. There was no doubt that she was an attractive woman. Her makeup and her outfit made her look both pretty and sexy.

She stood there admiring and smiling, feeling perfect. The trip had been well and truly worth it. She was the girl of her dreams.

Finally, Aubrey laughingly dragged her away from the mirror and out into the room. Denver raved about how good she looked, and that too made Jess happy. Denver could be a bitch sometimes, but her love was clear.

They were all looking good, when they took the shuttle to the port and boarded the ferry that would start them on their return trip.

The only negative was that it would take them almost all day to get home. After the ferry ride, they'd have to endure two long and tedious flights. At least they'd be in first class. Rich people could afford that luxury.

At the airport, Jess was hugely relieved when the X-ray scanner didn't complain about her cursed chastity cup.

She had only a little trouble with her ID. The island had provided documentation that explained her transformation and that was sufficient, along with Jason's original passport, to get them back into the country. Apparently, it was also a common enough occurrence at the Miami airport with people returning form Paradise Isle's clinic. But she was warned to get things corrected as soon as possible.

Other than those touchy aspects the trip was simply tiring.

As it was her first time out amongst the masses, in full girl mode, Jess had to deal with being a female, dressed sexily, in public.

All three of them were indeed attractive, but Denver had insisted that Jess wear the shortest skirt, show the most cleavage, and wear the heaviest, almost whorish, makeup. She stood out among them and most every other woman.

As a result, she received more than her fair share of attention, and harassment.

Denver found her plight hilarious, and Aubrey laughed a few times as well, as Jess was accosted, cat-called, pinched and even groped on a couple occasions.

When she wasn't blushing, humiliated, she was indignantly growling and swatting at brutish hands.

"Welcome to our world," Denver told her with a giggle.

At last, they landed in San Diego, and loaded gratefully into a limo for the ride to the house.

Jess was surprised when Aubrey had the driver take them to the old place. She thought they'd be going straight to their new home.

"I didn't want to arrive at the new house, jet-legged and unenthused. Let's get a good night's sleep, so we can enjoy the reveal," she explained.

"If you insist," Denver replied, disappointedly. Apparently, she too had expected to settle into their new palace.

"I do. I just want to go to bed and get some sleep."

"I can go for that, too, but I'm hungry. What time is it anyway?"

"Well, here it's nine am." Aubrey replied. Jess had glanced at her wrist, looking for a watch, but she didn't have one. Not one suitable for a girl, anyway. Something else she'd have to buy.

"We need breakfast. A real meal, something other than airline food," Jess pointed out, sadly.

"There won't be anything in the house," Denver reminded them.

They all groaned. They'd have to go out to eat, before they could crash.

As soon as they'd been dropped off, unloaded their luggage, and visited the bathroom, they loaded into Denver's car and drove to their favorite place for breakfast.

It was a casual restaurant, so Jess was definitely overdressed, and that drew additional stares.

When she commented on that fact, Denver scolded her. "You look great, feminine and sexy, like you should. So, stop complaining and enjoy the attention."

"She's right, you know. As long as they're admiring you, accept it and enjoy it like a strong and confident woman," Aubrey told her. Adding a little kiss on the cheek.

Denver ruined the moment by adding, "she's hardly strong nor confident."

Jess stuck her tong out at her, but she knew she was correct.

While she was eating, Jess caught a couple of kids at a nearby table pointing out her pointy, elf ears. And that added to her discomfort. She'd almost forgotten that alteration. Back on the island they weren't a big deal, but back in the states even the kids thought she was weird.

After breakfast they finally headed home and to their bed.

Inside the door, Aubrey giggled and stripped off her clothes, right there in the entryway.

When Jess looked at her questioningly, she laughed. "I'm still in resort mode," she replied.

Denver laughed. "Good idea," and she began stripping as well.

Fully dressed, it took Jess a lot longer to take off her clothes, so she was the last one into the bed, naked, except for the cup thing that covered her crotch.

The threesome spent only a couple minutes, kissing lovingly, before they laid back and instantly fell asleep.

Many hours later, again hungry, they decided to shop for some basics, and pick up some take-out.

While her two lovers simply pulled on casual clothes, jeans and tops, Jess was required to redo her makeup and dress in one of the outfits purchased for her at the resort for the excursion.

Again, she complained, and Denver, angrily gave her a swat on the ass and ordered her to get on with it.

Aubrey came to her defense. "Den, we're just running to the grocery store. Can't she go casual?"

"No! She needs to dress pretty. Always.

"And besides, she doesn't own any casual clothes, does she?"

Both Aubrey and Jess realized that was true. Although Aubrey figured she could find something in her closet that would do, but Denver clearly wasn't in the mood for compromise.

Almost an hour later, with help from Aubrey, Jess was presentable and they headed out. The store was busy and they had to work their way through the crowds to pick out the things they wanted.

Once again, Jess felt severely overdressed, and over-made-up, as they walked around the grocery store packed with housewives doing their daily shopping. She drew plenty of curious looks, but they were easily ignored.

She did know she looked good, but it was so much work, and so unnecessary.

With the groceries in the trunk, they stopped by a Chinese place to pick up dinner and then hurried home to unload and eat.

"Tomorrow we'll go check on the new house. We should probably be able to spend that night in our new bed there," Aubrey promised, as they sat around the table.

"Goodie," Denver said excitedly.

They finished their meal, spent some time watching the news, trying to catch up on current events and then stripped down and crawled into bed.

Comfortable and relieved to be home, they found the energy to make love.

That night it was both special, loving in their own bed, and different, back from the island with their vacation over.

Happily, both Denver and Aubrey enjoyed loving orgasms. Jess contributed to her lovers' pleasure, but didn't get a climax of her own. Her cock remained locked into its cup. She was pleasantly surprised, though, when afterwards, Denver came back from the bathroom and hauled her out of the bed. "Come along Jess, my love, let's let Aubrey sleep, while we have some more fun."

Jess was more than ready. She watched as Denver picked up her phone with her free hand and then headed for the door.

As they were walking out, Aubrey, half asleep, muttered, "don't leave any nasty cum on the furniture."

Denver chuckled, while Jess was surprised and embarrassed. She wished she could join in with the two girls in bed, and enjoy her orgasms there, with them, but that pleasure just wasn't possible.

Denver though, offered her the kind of release she craved.

Jess followed along, back to her old bedroom, where Denver turned and pulled her into a kiss. Jess felt there was love there, but she couldn't figure out why Denver was so often nasty to her. The damned chastity cup was the prime example.

After holding each other for a few minutes, Denver stepped back and focused on her cellphone, tapping out a command.

Finished, she reached down between Jess' legs and pulled the cup off her sex.

Jess groaned, at the sudden release. The cool air felt wonderful as did the freedom. Her cock, 'the cock' began growing as if it was waking from a long sleep.

Denver handed the chastity cover to her. "Go clean up. But hurry back."

Jess laughed, "I'll be back in a flash." She then trotted into the bathroom to give herself a quick wash.

A couple minutes later she returned with her cock standing out, hard and ready.

Denver was kneeling on the bed, giggling, and as soon as Jess joined her, Denver pulled her down and onto her back so she could swing a leg over and mount her.

Jess moaned excitedly.

There was no foreplay. Denver was wet from their earlier lovemaking, and Jess' cock was already leaking, when she lowered her pussy down onto the phallus.

Jess moaned as she felt herself enveloped by Denver's lovely pussy, and as Denver began pumping slowly up and down on the cock, her moans became pants and she began thrusting up to contribute to the excitement.

Denver leaned forward a bit to reach down and grab hold of Jess' breasts, and it felt wonderful, especially to Jess. Her tits were very sensitive, and she always received wonderous pleasure when they were included in their love making.

Thank you nanites, she thought with glee.

After only a couple minutes, Jess was having trouble holding back her orgasm, while she waited for her partner. She'd learned long ago to never cum first. But now, with all the enhancements, it was even more difficult to control herself.

Finally, she couldn't not climax, and she began groaning and shuddering, and cum began squirting. It felt fantastic. And even better, her orgasm apparently pushed Denver over the top and she orgasmed as well.

Wonderful!

Denver continued to ride her, at a slower pace, for several more minutes, until the cock had emptied and begun shrinking. Then slid her legs back so she could sprawl on top of her lover, while keeping the shrinking cock inside her, at least for another minute or two.

They kissed and cuddled until the shriveled and empty cock slid out of her. When that happened, Denver sighed, contentedly, before she climbed off of Jess and the mattress and headed for the bathroom.

"Jess baby, remember that the clock is ticking. As soon as I'm through, you should clean yourself up and reinstall your cup. You know the consequences, if you miss the deadline."

Jess groaned, pathetically. "I know."

"Good."

Jess waited impatiently while Denver washed the cum out of her sex. She wasn't sure how long they'd spent screwing, but she was worried that the one-hour deadline was approaching.

As soon as Denver stepped out, Jess grabbed the cursed cup and tried to slip into the bathroom to rinse her cock, but Denver stopped her, and pulled her into a hug and a kiss.

Jess kissed her back, even though she was anxious to squeeze her poor prick back into its tiny cover. She suspected that Denver was again toying with her. Forcing the delay on her, as another mean game.

With a chuckle, Denver finally released her. "See you back in our bed, lover," she said as she headed for the door.

Jess quickly rinsed off her cock, and then squeezed it into the cup pushing the cover tightly up until it clicked into place onto the framework attached to her crotch.

"Damn thing," she muttered as she finished. She wanted to curse out Denver as well, but the woman had just granted her an amazing orgasm.

With her cock well hidden, she made her way back to the master bedroom, and crawled under the covers with her two lovers. Both of them seemed to already be asleep.

++++++++++++

They awoke to a party atmosphere. Like Christmas they were getting their most dreamed of present; other than the changes made at Paradise Isle, of course.

The three of them gobbled down the baked goods picked up the previous night, and while Jess left them to get dressed, Aubrey and Denver tried to relax and finish their morning coffee.

By the time Jess was ready, prettily dressed and fully made-up, the girls had donned their tops, shorts and sandals, and were ready to go.

You do look nice," Aubrey commented.

"As you should, always," Denver added.

Excitedly they loaded into the car for the drive to their new house. Aubrey had called ahead and they'd be meeting the general contractor and Morgan to check the status and determine what if anything still needed to be done.

According to Morgan, the place was ready for them to take up residence.

Morgan was waiting for them when they drove up to the front door.

She hugged Aubrey, then Denver, but then paused uncertainly when she came face-to-face with Jess. The woman had never seen her before.

"Um, hello," she said, confused.

Jess smiled self-consciously, while Aubrey laughed. She stepped up and wrapped an arm around each of them.

"Morgan, I need to introduce you to our new lover, Jess. You might remember her as Jason."

"What?" Morgan exclaimed, shocked and confused. She stepped away to get a better look. Standing there was a pretty girl, who looked nothing like the guy she remembered.

Denver chuckled. "She's had a lot of work done."

Morgan glanced at her, then back to Jess. "Really? That's you Jason?"

"Yes," shyly.

"You've um, changed. Had a lot of work done. You're a real woman now? For good?"

"Yes. This is the real me." Jess replied, a bit more confidently, and proudly.

Denver couldn't resist. "Well, she's mostly..."

Aubrey cut her off, "Stop Den! She's all woman as far as everyone else is concerned."

Morgan didn't understand, but she was still focused on Jess. Astounded by the change.

"Looking at you, I'd never guess that you used to be Jason, a man."

Jess smiled happily. "Thanks for the compliment."

"We're a threesome now. Three girls, together. Jess will still oversee things like she used to do." Aubrie declared happily, then she turned toward the house. "So how is our house. We're all dying to see."

"And we're ready to move in, too," Denver added, excitedly.

Morgan gave one last speculative look at Jess before replying. "The house is finished, other than the final punch list of small things, which I assume you'll be adding to.

"And we've already moved most of your things over."

"We noticed, last night," Jess said and the others nodded.

"Well, what are we waiting for?" Aubrey asked as she turned and headed hurriedly inside. Denver and Jess followed close behind, while Morgan brought up the rear.

The place was stunning! All of them agreed.

The three residents all began chattering and pointing out things they liked as they moved from room to room.

The finishes and furnishings were just as they expected - gorgeous. They were all overjoyed with everything they saw.

In the kitchen they ran into Jerry the contractor responsible for all the work, and Denver jumped on him, pulling him into a big, thankful hug. "You're a magician! The house is beautiful."

Aubrey confirmed the sentiment. "I love it, everything. It's perfect."

The guy smiled proudly as Denver released him. Even though he knew she was gay, being hugged by a beautiful woman was still an enjoyable experience. "It's almost perfect. I have a dozen items I'm not happy with that we can fix during the next few days, and I imagine you folks will find other issues. It's inevitable."

Then he looked around. "Um, where's Jason?"

The question caught them by surprise, but Aubrey recovered quickly. "Oh, I'm afraid he's no longer with us. But this is Jess, she's joined our little team. She's the new Jason - she'll take over all his tasks."

Denver giggled, and Aubrey guessed at what her lover was thinking.

Jess, relieved by Aubrey's simple explanation, stepped up and shook Jerry's hand. He was clearly impressed. Unlike Aubrey and Denver who looked good but were casually dressed, this girl was well turned out, looking impressively pretty and sexy.

Jess blushed under his scrutiny.

Morgan picked up on the subterfuge. Apparently, Jess' past was to be forgotten. When Aubrey caught her eye, she gave a slight nod, the secret was safe with her. She remained fascinated by the change, though.

Jerry then took them on the grand tour of the house and the grounds. Occasionally he'd pause to point out some item on his list that needed some additional attention, and a couple of times one of the girls added something else to the inventory that didn't seem quite right to them.

An hour later, Jerry left them, promising to be back the following day with a crew to work on the shortcomings.

When Denver and Aubrey wandered into the pool house for another look, Jess and Morgan were left standing outside near the outdoor kitchen.

"So, Jess, I'm blown away by your transformation. You do look wonderful."

Jess smiled, happily. As Jason, he'd always liked working with her. She was intelligent and competent, and attractive as well, and gay, of course. Older by probably six or seven years, though.

Hesitantly Morgan stepped closer and gently reached to take her hand. "I know Aubrey and Denver have a strong relationship, but are you available?

"I find you fascinating. I'd like to know more about the new you. Could I take you out to dinner sometime, so we could talk?"

That was a surprise, and for a moment Jess didn't know how to deal with the situation.

Finally, she stuttered, "um, I'd be happy to get together to talk, but Aubrey, Denver and I are all together now."

Morgan understood immediately, she stepped back, and blushed charmingly. "Oh, sorry."

"Don't be sorry. Let's get together for lunch, soon. I've always liked you. I'll be happy to explain my changes."

Morgan smiled, relieved. "Good, please call me once you've settled in."

Jess actually liked the idea. "I will, and it won't be for a business discussion. I promise."

A short while later, Morgan left them to enjoy their new home, and they spent another hour wandering around aimlessly, marveling at the place they could now call home.

 

They ordered lunch delivered and then relaxed while they made plans to once again visit the grocery store, or several of them, to begin the process of stocking all the empty shelves and cabinets.

It was a daunting task and before long they were burned out, and worried about the amount of work they faced. Somehow, they hadn't planned for that.

It was Denver who decided they needed a break, a fun one, so she jumped up, stripped off all her clothes, surprising her mates, and laughing, called out "last one in the pool is the waitress for the night!"

And then she dashed for the patio door.

Aubrey and Jess laughed and screeched, and began stripping. But it was quickly clear that Jess, fully dressed as she was, would be the loser by a long run.

"Not fair!" Jess cried, as Aubrey finished stripping off her panties, tossed them aside and headed out, while she was still battling with her waist cincher.

"Sorry, lover. You'll be serving the drinks tonight. I'll have a glass of the Champaigne they left for us in the fridge."

Grumbling, Jess finished removing her lingerie and then stepped into the kitchen. At least there was nothing in the house to drink other than the bubbly. She'd have an easy time of it.

The three of them skinny-dipped for an hour, and then dried under the warm sun for another couple before hungry and out of anything to drink, they moved back into the house, gloriously naked and slightly sunburned.

Very happy, nonetheless.

Aubrey paced an order for Pizza and beer to be delivered, and Jess was required to meet the delivery boy at the door, wearing only a bikini bottom.

"It will be an extra bonus for the guy!" Denver laughed.

"He might even forget to demand payment. We could eat for free," Aubrey laughed.

"Or you could give him a blow job in lieu of payment," Denver suggested.

But Aubrey didn't find it all that funny, and Jess was totally grossed out by the idea.

When the guy showed up and Jess hesitantly opened the door, the guy almost dropped the pizza box. But as he was an old retired guy, probably seventy Jess decided he was no threat. She actually smiled at him, paid him, and gave hm a quick kiss on the cheek. "Thank you, kind sir," she said before closing the door.

Before it shut, she heard the guy stammer, "hearts."

Only then did she remember her decorated nipples, and that made her blush even brighter than she already was.

The three of them laughed about the incident all throughout dinner.

The pizza gone and the beer cans empty, they excitedly went to bed to make love for the first time in their new home. It was wonderful, even though Jess didn't get off.

+++++++++++

The three of them, spent the next day and the rest of the month, moving the last of their belongings into the new house, getting everything positioned or put away and just settling in.

It was a wonderful time; they adored every aspect of the new place. It included all the comforts and pleasures the three of them had ever dreamed of - a home deserving of coverage in Architectural Digest or House Beautiful.

Actually, they'd pulled ideas from those pubs, and others as well.

But it was still a lot of work, real labor. Each night they fell into bed, exhausted and content.

And they made love, slowly and happily.

++++++++++++++

On their second night in the house, after Aubrey and Denver had enjoyed their orgasms with affectionate help from Jess, Denver had taken her out for another session of fucking. As it was a nice night, she grabbed a couple towels and they went out to the big hot tub where they stripped and Denver unlocked Jess's chastity cup.

She giggled as the poor little thing came to life, before her eyes.

Jess blushed in response to her lover's amusement, but grabbed her and kissed her before they slid into the hot water.

The warmth felt delicious, and they felt better and better as Denver energetically rode Jess until they both came.

It was a delightful session for the pair, and they laughed afterwards, as they joked about not drowning, during the process.

With Jess on the bottom, as always, that had been a distinct possibility.

They lounged in the water, looking up at the stars until Denver reminded Jess that her hour was almost up.

"Oh, shit!' she muttered as she jumped out of the water to grab her damned cup and put it back in its place. But it wouldn't fit! Her cock, beneath the warm water, hadn't shrunk sufficiently to allow her to cram the thing in its tight little cover.

She groaned in pain and frustration as she struggled, imagining the nanites' timer ticking down.

Denver giggled. "You'll be incontinent for 24 hours," she reminded him, mockingly.

Finally, due as much to her fears, as to the cool night air, the cock shrunk enough to allow her to seat the chastity cup onto her crotch.

Grumbling about her situation, and Denver's harassment, she slid back into the water.

A minute later, Denver floated over, and pulled her into a hug and a kiss. "Don't hate your keyholder. That little thing is for all of us. Certainly, Aubrey appreciates it, and I adore it. And with it in place, you're more even less of a man.

"So, you should thank me."

Jess, wasn't in the mood to thank her, but she did feel better when Denver whispered, "I do love you," and then kissed her, long and affectionately.

A short time later, Jess fell asleep, in the bed with her two lovers, feeling confused and frustrated. She loved Aubrey, she always had. And she loved Denver too, some of the time. Too often though, she could be a bitch - go too far with her demands and controlling temperament.

But she had no idea how to change anything, even if she wanted to...

+++++++++++

As the days passed, and they settled into their new house, their relationship solidified and their lives, Jess' in particular, grew both comfortable and contented.

She did enjoy being a girl. It was absolutely her dream come true. Her fantasy fulfilled, for the most part, anyway. She did at times struggle with the complexities, and it was a lot of work.

Her two girlfriends, mainly Denver, continued to insist that she dress properly, and sexily every day. No exceptions.

In order to meet that requirement a lot of shopping was required. But she almost never got to choose the things being added to for her wardrobe. Denver picked out most everything and always had the last say. It was she who consistently ensured that Jess' cloths were sexy, revealing and sometimes even slutty.

Although Jess loved the ultra-feminine beauty process - making herself pretty, it was a chore, and sometimes she tried to rebel. But Denver was always insistent. And there was no denying her. Even Aubrey refrained from quarreling with her.

So, Jess always wound up dressing as Denver liked. Even Aubrey took directions from her lover.

Jess remembered when Denver had told how much she loved dressing her dolls. She could see that Denver was still playing at that game. But she was okay with that. Wearing the sexy clothes, and her full makeup did give her a thrill. She did enjoy her look and being a pretty girl was fun.

When she went out, it was usually with one or both of her girlfriends and they always had fun together.

Denver especially enjoyed flirting with the men they encountered, and she was so beautiful that all of the guys fell all over themselves to spend time with her and cater to her wants and whims.

But she always left them frustrated and hugely disappointed.

Jess learned by watching her, and began enjoying the game herself. Women's powers to look beautiful and get their way had always fascinated Jason, and now her, as well.

Denver and Aubrey were both socially active, going out often to restaurants, bars and clubs, and Jess, although still shy and unsure of herself always joined them in their little escapades. And learned even more about being a girl in the process.

Of course, Jess continued with her work on A&D enterprises, ensuring that Aubrey's money was well managed.

Soon after they had returned from Paradise Isle, they had called another team meeting, and Aubrey had reintroduced the group to Jess.

Morgan already knew, and she had briefed both Theresa and Quinn, but they remained surprised, and fascinated by Jess' new self. Each of them hugged and kissed her affectionately the first time they met. It was nothing like the business-like greeting they had exchanged with Jason, months before.

As they were all gay, it made sense.

Although the three managers were all clearly pleased and intrigued, the entire team settled back into their old routine and business continued as it always had.

After the meeting it was Quinn who kissed Jess, again, this time with more affection, and muttered, "I do like you this way. If you can break away from Aubrey and Denver, I'd love to spend some private time with you." And she emphasized her point by running a hand down over her hip and onto her ass.

Jess, blushed and smiled, weakly. "I'm not sure if that should happen."

"Oh, please. I won't allow it to interfere with our work." Quinn kissed her again, before squeezing her ass and stabbing her there with her nails. Making her jump. Giggling she walked away, wiggling her own ass, alluringly as she did.

Jess looked around worriedly, but no one had been in the room at the time, so nobody had seen.

She was pretty...

Alone in the room, Jess had time to marvel about how both Morgan and Quinn had hit on her. It was exciting and her confidence in her new self grew accordingly.

Occasionally, usually after they'd all made love, but also at other times when she was in the mood and Aubrey was out of sight, Denver would unlock the cock, that's how she referred to it, so she could enjoy the feel of the real thing.

Of course, Jess was always pleased to oblige her, and resentful afterwards when the cock was locked away once again.

Jess did wish her cock wasn't secured like it was, but she really had no choice, the nanites ruled.

In any case, she couldn't resist the woman, and she didn't want to ruin the relationship with Aubrey, or Denver.

+++++++++++++

With everything under control, the house as they liked it, the money being well managed, a touch of boredom began settling in. Jess felt it first. She had been used to a much busier life, both before Jason had moved down to join Stacey, and afterwards, when she had been supervising the organization and money management for her stepsister's millions.

Now, they were spending more and more time just enjoying life. Nothing to complain about, but not the challenging mental gymnastics of the past either.

As the weather was nice, the three of them were now spending several hours each day either playing in the pool or sunning on the deck. They all enjoyed reading, so books, readers or tablets were always present.

In the privacy of their home, they often went naked, making skinny-dipping easier and allowing for a more even tan.

Afterwards they'd continue playing as they rinsed off in the overly-large shower room, designed for that very purpose in the pool-house.

Under the water, they often took their play to the next level and made love. Most often Jess wound up on her knees with her head buried in one of her girlfriend's crotches. She was always the likely candidate as she herself couldn't enjoy an orgasm, with her cock locked away in its little cup.

She didn't mind, too much, anyway. She loved both of her companions and truly enjoyed pleasuring them.

That day they spent too much time in that shower, it had been a very good day. Jess had given each of the girls orgasms with her tongue, and then Denver had fingered Aubrey to one more, while Jess had hugged and kissed them both.

Finally, on weak legs, Aubrey collapsed onto the bench, and the others had joined her, still giggling at the fun they'd had.

"Um, don't we have a meeting with Morgan, this afternoon?" she muttered, while still panting, trying to catch her breath.

"Whatever," Denver had sighed, un willing to think about business.

Jess though did remember. "Yes, we do. Probably pretty soon, too. We'd better get inside and put some clothes on."

Denver groaned, then chuckled. "Why bother? Morgan won't mind. In fact, she'd probably be happy to join us. Although she is a little old for us."

"Don't be mean, only something like seven or eight years." Aubrey scolded.

"Too old. But pretty enough, I imagine."

"You're terrible," Aubrey declared, but laughed all the same. But then she stood up and pulled the others to their feet, and hauled them out of the stall and towards the door to the patio.

Morgan and Quinn, had arrived for the meeting, and getting no answer at the front door, they'd walked around to the gate to the back yard. Morgan knew that her three clients often spent their time these days on their patio, in the pool.

Both women laughed at the sight of the three, surprised girls walking happily and naked out of the pool house.

"You really ought to lock the side gate if you're going to run around like that," Morgan advised, laughing.

But then she noticed that Jess wasn't exactly naked, she had some cup-thing covering her sex.

Quinn had first noticed Jess' cute heart-shaped nipples, but then she too caught sight of the cover.

Aubrey was laughing delightedly at being caught out; she wasn't worried about it though, as her friends were gay and no threat. Like her, Jess was only a little embarrassed. She knew that both of the women were interested in her, so she wasn't afraid to show them her body.

It was Denver who caught the pair staring at Jess' crotch, and understood their confusion.

"Before you ask, I have to warn you that good old Jason, didn't really go all the way. His cock is securely hidden by that chastity cup."

Morgan and Quinn, both gasped. Surprised and shocked.

Aubrey and Jess were also stunned. They'd forgotten about Jess' cover, and how it gave away her status.

Aubrey was also upset by the way Denver had explained the situation. It was supposed to be a sacred secret; Jess' secret.

Humiliated, Jess turned right around and ducked back into the pool house, coming out a while later in a bikini. She'd taken several minutes to compose herself, and had decided to just face the music. There was nothing else she could do. She had to work with Morgan and Quin, and she hoped that they wouldn't hold her cock against her.

When Jess joined the others sitting in the big home-office, Aubrey smiled at her encouragingly. Denver basically ignored her and Morgan and Quinn greeted her casually and without comment.

From that point on, they all focused on the business at hand, and the meeting went well. In just over an hour the contracts had been reviewed and the agreements signed.

Morgan and Quinn gathered the paperwork and said their goodbyes, before heading for the front door.

Jess took it upon herself to escort them out.

At the door she bucked up her courage, and asked timidly, "are we okay?"

The two women paused, and then, together they stepped over and pulled Jess into a group-hug.

"Yes, we're fine. It was a surprise, and even a little disappointing, but we're still friends and colleagues." Morgan said.

"And we both still like you." Quinn added, affectionately.

"But we would like more of an explanation. What were you thinking? Why didn't you go all the way? You make a wonderful girl."

Jess was hugely relieved, but she didn't have a good explanation for her decision to keep her cock. Especially now that she'd realized how much she'd enjoy being a woman.

When she didn't provide a ready answer, Morgan gave her a quick kiss on the cheek. "Neve mind. We'll talk about that some other time." She then disengaged and headed out.

Quinn gave her a kiss on the mouth, and a slap on the ass before giggling and following her friend.

Jess surprised by Quinn, in particular, stood for a moment, watching them walk to their car. That had gone better than she could have hoped. And Quinn hadn't seemed upset at all.

Wow.

++++++++++++

As more time passed, Jess became totally accustomed to her new body, and her new life. Although there were aspects that she didn't appreciate.

It took her a long time, but she learned the hard way, actually the un-hard way, to control her urges, and avoid the pain of an aroused cock.

She found that her forced restraint actually made her even hornier. She spent much of her time dreaming about sex, and praying for sessions where Denver would unlock her so they could fuck.

Of course, sleeping lovingly, all together in the same bed was both enchantingly pleasurable and frustratingly torturous.

Aubrey and Denver, as they always had, made love most nights, and their sex was passionate and energetic. Jess was often included, but she could never share in the orgasms. She could only assist, kissing, hugging and licking her lover's pussies, giving them orgasms in addition to the ones they gave each other.

It especially pained her, when the girls brought out vibrators and dildos. She had a perfectly good phallus of her own, but it was unavailable and unused, at least in that bed.

Jess pushed those frustrations aside and learned from her lovers how to please a woman using those favorite tools - artificial substitutes that they were. Aubrey accepted them and both girls enjoyed them, so she did her best to wield them.

And perhaps once a week if Jess was lucky, Denver unlocked her chastity cup to ride her until she orgasmed, and the cock ejaculated inside her. That was apparently all the sex Denver needed with a real prick.

Jess, would have liked a lot more, but it wasn't up to her.

And when they screwed, it was always over within an hour, so Jess wouldn't have to suffer the indignity of a punishment. She never wanted to lose that level of control over her body.

Another terrible aspect of her chastity was that she had to replace the cup over her poor cock, herself.

After she'd dumped her load of cum inside Denver, and her cock had shrunk down to its smallest state, Denver would either lay and watch, or simply leave and Jess would have to return the cover to its normal position.

An hour wasn't really a long timeframe for enjoyable sex. At least for her, now.

And each time she locked herself away she suspected it could be another week or more before she could get off again.

It certainly wasn't the sex life she had imagined.

++++++++++++++

They were lying in their bed, calming down after another fun session of sex and orgasms, when Aubrey realized how long it had been.

Quietly and casually, she asked, "um, Den, how long has it been since you and Jess got it on? Seems like it's been a while."

Denver yawned. "I don't know. A week or two, I guess."

Jess remained quiet. She was pleasantly surprised that Aubrey had been paying attention.

Jess knew that it had actually been three whole weeks. And she was horny as all hell.

She only got her relief when Denver, the keyholder, was in the mood. And she hadn't been in the mood much lately. Jess had been getting worried that Denver had lost interest.

"Don't you think she deserves a release?" Aubrey pressed.

"I suppose," Denver answered, petulantly.

"Den, you set it all up. You're responsible for giving her pleasure," Aubrey scolded.

"I haven't felt the need," Denver protested.

"Oh, please, I know you; you're always in the mood.

"And what about Jess' mood? I really think you need to take better care of our Jess."

Denver made a face, but didn't reply. Instead, she left, in a huff, and headed into the bathroom. Closing the door behind her.

Aubrey turned to Jess, who had been laying there quietly, not wanting to join in the discussion - more like a fight. She did want sex, and to cum, but she didn't want to make trouble. Aubrey loved Denver and being the center of a fight between them wasn't good. Also, since Denver was her keyholder, Jess didn't want her upset.

 

"I'm sorry Jess. I'm worried she's jealous. She doesn't like sharing me."

Jess, smiled weakly. "I'm sorry. I don't want you two fighting over me."

+++++++++++

In the morning there was no mention of the spat, or of Jess' needs. They spent a normal day doing a little work, some shopping, lunch in a restaurant and some relaxation around the pool.

That night, after a typical romp in bed, while Aubrey dozed, Denver gently took Jess out to the spa tub for her share of affection.

That had become their favorite site for their nighttime trysts. It was a perfect locale for fucking, without disturbing Aubrey.

They had discovered it early on, and had used it for almost every session from that point onwards. Screwing in the warm water was delightful. At night the stars were beautiful, and afterwards, clean-up was easy in the pool house.

That night's session went just like the previous ones. Denver walked Jess out to the patio and the warm water of the spa.

She unlocked Jess' chastity cup and Denver rode the cock in the warmth and the water's massage.

Jess came and Denver enjoyed her third orgasm of the night.

They were lounging afterwards, cuddling and staring up at the stars, when Denver laid back and closed her eyes, Jess also relaxed, and dozed off.

"Oh, oh." Denver said, a while later, waking Jess.

"Huh?"

"You've been out more than an hour."

"So?" Jess said lazily. But then it occurred to her what that meant. "Oh, no!" She jumped up and tried to climb out of the tub, but slipped and fell back in like a flopping fish.

Denver laughed.

"I'm sorry Jess, I should have woken you."

As she tried to scramble up again, to grab her damned cup, she realized that Denver didn't actually sound sorry. But that thought quickly passed as she felt her bladder releasing and her pee started flowing.

"Oh, God!" she groaned as she staggered to a halt on the decking. She almost reached down to try and hold it, but realized how futile and gross that would be.

"Don't let it get into the tub, you dirty slut!" Denver scolded.

Spotting a grate, Jess waddled over to it so her pee could drain.

Denver climbed out and grabbed a towel, while Jess was finishing her emptying.

"Better put your cup back on. You'll suffer like that for twenty-four hours from that point; remember?"

Jess cursed under her breath as she finished, and then found and stuck the cup on over her cock, feeling pee on her hands as she did. Disgusting!

Denver stepped toward the door to the house. "If you can hold it long enough, you better duck inside the pool house and shower off. Then come on into the house, there's a box of adult diapers for you in the back guest bedroom. Meet you there."

Jess grumbled as Denver walked into the house, giggling. Again, she wondered if Denver was pleased that this disaster had happened.

After rinsing off, and suffering through another uncontrolled pee while in the shower, Jess wrapped a towel around her waist and ran into the house.

She went straight down the hall past the master and into the back bedroom, where she found Denver lounging on the bed, with a box of diapers setting on the foot of the bed.

"There you go sweetie," she said pointing.

Jess growled, as she tore open the box and dug out one of the things. She was already blushing, humiliated, as well as angry about the situation.

Surprising the two of them, Aubrey walked in just as Jess was donning the diaper.

"Oh, hi lover, thought you were sleeping," Denver muttered.

Terribly embarrassed, Jess waddled into the bathroom, holding the diaper at her thighs.

Aubrey had seen the diaper, and then the open box on the bed. "Denver! What the hell?" she asked, upset and knowing that whatever this was about, it was probably her partner's fault.

She had been angered on several occasions by the way Denver had been treating her stepbrother. The abuse, and that's the only way she could describe it, had really gotten out of hand once Jess had become a stepsister and lover.

Denver didn't seem chagrinned, at all. "It's the nanites, punishing her for being out of her chastity cup." Denver explained. Or tried to explain, as it was clear that Aubrey didn't accept the clarification.

"You never told me about that!

"How could you do that to her?"

"Aubrey, it's part of the chastity arrangement. Her cock is only allowed out when I unlock it. I'm her keyholder. The app is on my phone. You know that." She was doing her best to sound logical and reasonable.

"And you like it that way. You enjoy torturing her." Aubrey was clearly upset by the program.

Denver chuckled, sounding wicked. "We don't want her running around whipping her cock out any time she wants. He chose to keep that thing, even though he knew you hated it."

That stung. She loved Jess, but she couldn't help hating that cock - every cock.

She moaned, "But she's my sister. I love her."

By that point, Jess returned in her diaper, and quietly stood in the doorway, afraid of the battle going on between her two lovers. She'd pulled on a robe to hide her underwear. She was also unhappy that it was her presence that caused the fight between the two long-time lovers.

Denver scowled at Aubrey, and then turned to look at Jess. "Do you love her or me?" she asked, challenging, now upset herself.

Aubrey groaned. "I love both of you. But Den, she's not a toy, your dolly."

Denver screamed, "Wrong answer!" and then took a step, reared back and slapped Jess square on the cheek, with a resounding crack!

Jess staggered back her hand covering her face, and Aubrey gasped, horrified.

"You're mine! We don't need her," Denver sneered. "She's not a real woman either. Not like you and me. She has a cock. She's a dolly with a dick!" She screamed, and raised a clenched fist.

Jess thought she was going to punch her, so she staggered back into the bathroom to hide.

Aubrey also expected a punch, but Denver suddenly caught herself. "I hate you!" she yelled. Then she turned to stare angrily at Aubrey. "You can have her. But I won't share you with her!"

Aubrey was shocked, and she started crying. "Den, what's come over you? You've always been controlling, and I accepted that, but this is crazy. She's not your slave like some of the girls on the island. She's not your pet or toy."

She stopped to sob. Her world was falling apart. She'd never, ever seen Den so angry, or so violent.

Denver groaned. "I'm sorry. I just can't. I won't"

She stood there fuming for a few more seconds, then with a long string of curses she spun and stormed out of the room, brushing past Aubrey on the way past. She left the two of them absolutely stunned. Aubrey was by then crying helplessly.

Jess, her face sore, was relieved that the fight was over, but she was still horrified by the intensity of Denver's outburst. In all their time together, she'd certainly never seen the two of them like that. And she hated the idea that she had caused it all.

Aubrey continued sobbing, and when Jess stepped over, she fell into her chest. Jess wrapped her arms around her, lovingly and consolingly.

"I'm sorry. My fault," she whispered into her sister's ear.

Aubrey didn't lift her head. "Not your fault. Den's out of control. But we've never had a fight like that before."

"Never? I'm so sorry."

Aubrey shook her head. "She's changed. Become mean and bitchy, at least to you.

"And I hate that!" she added, stepping back, and sniffling. She then grabbed Jess' hand and led her slowly out of that back room, down the hall and into their big bedroom. There, she crawled into the bed, and Jess followed, silently.

On the big mattress they cuddled while Jess tried her best to consoled her lover. She felt guilty for inserting herself into the once strong relationship between her stepsister and Denver.

Eventually, they simply fell asleep. Perhaps things would be better in the morning.

++++++++++++

When Jess awoke, in her wet diaper, Aubrey was gone, and there was no sign of Denver either.

Resignedly she climbed out of the bed and sullenly went back to the other bedroom, where a fresh diaper awaited her. Damn!

After a quick shower, Jess slipped a robe on over her damned diaper and went in search of her sister. She found her in the kitchen standing at the sink, washing her breakfast dishes.

Jess hoped to find Denver, as long as she'd calmed down, hanging around also, but didn't see her. Where had she gone? she wondered.

She walked up and wrapped her arms around Aubrey from behind, holding her lovingly.

Aubrey moaned sadly, before turning and curling up against Jess' chest.

"I don't know what to do. She's nowhere and not answering her phone.

"To be honest, after last night, I'm not even sure if I love her anymore. I'm so sorry I let her abuse you so. I realize now how mean she's been to you. I thought she was just having fun, and I've gone along with her antics. I even enjoyed a lot of it. But now, I just don't know," she wailed, bordering on hysteria.

Jess held her tightly.

"How's your cheek? Where she hit you?"

"It's fine. I'm fine. Just sorry I caused the fight."

Aubrey kissed her. "It wasn't your fault. It was hers."

+++++++++++

Denver remained missing all day and that night too.

Aubrey and Jess, depressed and listless just laid around the house, waiting and worrying. Neither of them was comfortable with the way things were.

Sleep that night was difficult, but at least, late, Jess was able to stop wearing the damned diaper.

They were just starting to come to terms with their lover's absence and were just finishing lunch when Theresa and Morgan showed up at the front door, unannounced.

Jess greeted them brightly, but was immediately subdued when she saw their expressions.

"Denver stopped by my office this morning," Theresa said after they'd all settled in at the breakfast table.

"Oh? Where has she been? We had a big fight the day before yesterday." Aubrey explained.

Theresa just nodded and continued. "I called Morgan and she came over so we could talk to her.

"The bottom line is that Denver has decided to move on, and she wants a share of the money."

Seeing the surprise and hurt on Aubrey's face, Morgan reached over to consol her. "I'm sorry. She mentioned something about the fight and, um, blamed Jess for ruining your relationship."

Aubrey started crying. "It wasn't Jess' fault," she groaned, and covered her face in her hands. Without looking up she continued. "Denver brought it on herself. I realize now that she was jealous of my relationship with Jess, she didn't want to share and she took it out on her."

After a couple minutes, with the others sitting silently, Aubrey stirred and dried her tears. She stood up, muttered, "it's nice outside," and headed for the door.

The others followed her out onto the patio, drinks in hand, and settled into the chairs around the firepit.

Aubrey took a deep breath and looked around her team. "Did she mention any numbers? I do want to share with her - take care of her. I still love her."

Theresa, cleared her throat, uncomfortably. "She mentioned half, saying that you two were always a 50-50 pair."

Morgan snorted, and shook her head. "But that's crazy. There's no justification for it.

"Theresa and I talked it over on the way here, and we agree that, perhaps, ten-million would be appropriate and fair, especially with your relationship."

Theresa nodded. "That's a hefty sum of money, and she could live comfortably on that if she was frugal."

Aubrey looked at Jess, "how are my finances doing?"

Jess nodded positively, "they're doing really well. You actually have more now than you won."

When she saw Aubrey's surprise, she added, "Aubrey, my love, as they always said, 'it takes money to make money', and Morgan and Quinn have been doing a great job."

Aubrey accepted the explanation, impressed but without comment, while lost in thought.

"Tell her I'll give her twenty-five-million." She glanced over at Jess, who shrugged and nodded.

"And that I would still like to remain friends."

Aubrey watched as Jess nodded her understanding. She knew how much her stepsister had loved the woman.

"If that's what you want, I'll talk to Quinn. I'm certain we can arrange it," Morgan acknowledged.

"I'm certain that's generous enough to make her happy," Quinn said confidently.

"But there is one absolute requirement. She needs to provide us with the application and passcodes for Jess. And she needs to do that immediately."

Theresa looked at her confusedly. She had no idea what she was talking about.

Morgan, though understood, she looked at Jess with a knowing smile, and winked. Jess blushed.

Not wanting to explain to Theresa, Aubrey told them, "Don't worry about it, she'll understand. Please call her today on that."

"Okay," they both replied.

After the pair had left, Aubrey collapsed again, and Jess moved over to kneel beside her chair and wrapped her arms around her, as she sobbed over the end of her love affair.

They sat that way for an hour, until Jess' knees were too sore to continue. Then they moved inside, to cuddle on the couch.

Dinner was a sullenly quiet meal, and afterwards they went straight to bed, just holding each other until Aubrey finally fell asleep.

Jess continued to lay there feeling terrible. Until she came along, her stepsister and Denver had enjoyed a loving relationship, and she had ruined that for them.

And she had loved Denver too, even when she was bitchy and mean. Much of that behavior, Jess decided had been jealousy. It was clear now that Denver hadn't liked sharing Aubrey with her. And although that was understandable, it had hurt her, and ruined things with Aubrey.

But now, she was stuck with the damn chastity cup. And a cock with no one to share it with - nobody to screw.

Shit!

++++++++++++

Things were better in the morning. Aubrey had, for the most part come to terms with the end of her time with Denver. She would like her back. She would take her back, if she could learn to better live with Jess.

She loved both of them.

But she didn't expect Den to ever return. She had changed too much, and become too demanding, to ever rebuild their once happy threesome.

The two of them laid around after breakfast, went for another long float in the pool, naked of course, and then sunned until lunch.

Preparing their meal, was actually fun; working together and then sitting and eating, watching the inane news reporting on the TV, and insulting the foolish talking heads, felt like old times. Good times.

Later that afternoon, feeling the need to get out, Aubrey took Jess shopping and they lost themselves in 'retain therapy'. Aubrey dragged Jess around buying her a bunch of more casual and comfortable clothes. The kinds of things Denver had never allowed her to wear.

Fun times...

Although Jess had learned to enjoy dressing pretty and sexy, she appreciated Aubrey's introduction to an easier lifestyle. One where she didn't have to spend an hour every day on makeup, and wear high heels and all the elaborate and sexy lingerie.

They ate dinner at a nice restaurant and went home to watch a movie and then climb into bed.

Jess, feeling the need to make Aubrey happy, especially after recent events, worked diligently to make Aubrey happy.

They cuddled and kissed, for a long while before Jess nudged Aubrey onto her back, and began working her way Southward, while kissing, caressing and licking her lover's lovely body.

Aubrey enjoyed every minute of it. With a lot of practice, Jess had gotten very, very good at making her lovers happy. And that night she was doing her absolute best at love making.

By the time Jess arrived at her pussy, Aubrey was wet and anxious to feel her girl's lips and tongue on her sex. And when Jess began tickling her clit, Aubrey quickly hit her orgasm. It felt wonderful.

She moaned happily and reached down to massage Jess' hair and head, as she gently kissed and licked her trembling pussy back to a calmer state.

Almost immediately, though, Jess resumed tonguing her and even nibbling lightly on her already sensitive sex.

Aubrey moaned and squirmed, but didn't ask her to stop. It felt so very nice, she was happy for more.

After her second orgasm, more wonderful than the first one, Aubrey panted, "no more. I need a break."

Jess giggled. "But I was just getting started."

Aubrey groaned then cried, "for God's sake. Don't kill me!"

And they both laughed.

"Oh, all right. You're no fun," Jess whined as she began the slow climb back up toward the pillows. She made Aubrey groan and squirm some more as she kissed and licked her way up her belly. When she arrived at her breasts, Jess even paused to bite, ever so gently on her lovers' nipples, making her chirp. And Aubrey reacted by reaching down and grabbing Jess' elf ears, using them to pull her off her tits and up toward her face.

Denver had done that before, used her long, pointy ears to control her head, but Aubrey had never done that before. But Jess didn't mind.

Face-to-face they kissed passionately. Truly in love, and happy to be together.

After Aubrey had recovered, and they'd rested, Jess started on round two of her effort to make it up to her lover for ruining her relationship.

She dug out one of Aubrey's favorite vibrating dildos, and despite her protestations, she claimed she'd had enough, Jess ignored her as she laid half on top of her, applied a little lubricant and began teasing her pussy with the device.

Aubrey stopped objecting and began moaning and snickering as Jess applied the thing to her most sensitive parts.

When Aubrey orgasmed, again, she wriggled and rolled until Jess removed the vibrator and set it aside so they could simply hug and hold each other. Aubrey scrunched down so they could kiss and she could stick her tongue into her lover's mouth.

For a moment Aubrey felt bad that she couldn't stick it into her girl's pussy. Jess didn't have one. And Jess' cock, still bothered her. She still couldn't get over that fear.

Eventually an exhausted and infinitely happy Aubrey fell asleep, still entangled with her lover.

Jess was happy for her, and pleased that she had been able to give her sister so much pleasure.

The only thing that bothered her was how deprived she was feeling. Her poor cock wanted and needed release, but with the way things were now, that wasn't possible. Unless she tore off the cup, and accepted the punishment.

Aubrey wouldn't be able to help, so she'd have to whack off, and then wear a diaper for the next day.

And to make it worse, she'd never be able to hide that from Aubrey. That would be terribly humiliating and hurtful. She could never see that happening.

Unless she became so very desperate for release, she couldn't stand it anymore.

That day was a long way off...

++++++++++++++

The very next day though, there was a ray of hope for Jess' locked-away cock.

Denver accepted the money and provided the app and the password, via Theresa, and she'd passed it along to Aubrey, still unaware of the implications. She suspected it was some sort of security system for the house.

Jess had expected to be provided with the key to her chastity cup, but that didn't happen. Aubrey became her keyholder, and Jess accepted that.

In the months that followed, any time Jess wanted, Aubrey would release her to pleasure herself for an hour. Jess though, wound up too embarrassed to ask as often as she'd like.

But it was difficult, so around once a week she'd self-consciously ask for release and then go off to whack off, usually in the shower.

They both knew it was a very weird arrangement, but it worked, more or less.

The two of them settled into life as a pair, still focused on maintaining Aubrey's riches, and enjoying the easy life in their new home.

 

To be continued...

From the Author: Please comment on my stories. All thoughts, positive or negative are welcome. If negative, please extend the courtesy of providing constructive criticism. Thanks.

If you do comment, check back in a few days, as I do try and post replies.

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