Paradise Isle, StepSister Pt. 03

Paradise Isle, StepSister Pt 03

(TF, cross-dressing", lesbian, reluctant) Roommates

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.

Jason met up with his two girlfriends for breakfast in the kitchen, with the knowledge that both of them now knew of his suppressed dreams of life as a woman.

He hoped that things wouldn't change between them. Change for the worse, that is.

He was relieved when there was no change at all. They were both as happy and loving as they had always been.

He suspected, though, that they had discussed his desires, at length, before he joined them. But until they said something, he just wanted to let sleeping dogs lie.

They spent that day, and the next several days focused on very normal tasks. There was always something Morgan or one of the others on the team wanted to review, discuss or meet over. Jason was always involved, and often Aubrey as well. And if it involved the plans and upgrades for the new house, Denver also joined in.

"This being filthy rich stuff, is exhausting," Aubrey said one afternoon, adding a laugh. "I thought I'd just spend my days playing and spending my millions."

"Sorry. That's not how it works," Jason replied.

"Aren't you, and the rest of my team supposed to take care of all the details?"

"We are. We only bring you in, with about three-percent of all the tasks."

She moaned, theatrically, and wiped at her brow. "Man, even that's exhausting."

And all three of them laughed.

Despite the busywork, things were requiring less and less of Aubrey's attention. And Jason found that his involvement was declining as well. He had more free time on his hands than ever before.

As another weekend approached, they began looking for something fun to do. Something other than simple shopping, hiking or bar hopping.

They were sitting around the family room, tablets and laptops in hand, muttering about possibilities when Denver spoke up. "Hey. Here's what we'll do. They're holding a 'Lord of the Rings' festival at the big theater downtown this weekend. Let's attend," she announced, excitedly. "They also show all the movies, back-to-back all weekend long."

"Jason, I remember you loved those books and movies," Aubrey said, happily.

"I did, and still do." He confirmed. He was interested. He could never get enough of the tales of Middle-earth.

"Me too." Denver replied. "I even have a Galadriel costume, stashed in the back of my closet. I make a great warrior princess, if I do say so myself.

He could only imagine. And it was a pretty picture.

"They hold these events a couple times per year, and they're always fun. I missed the last one though."

She paused to laugh. "I was tied up with my lover's millions."

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

Saturday morning, after breakfast, Denver ran off excitedly to don her costume, so they could head up to the fair.

Aubrey and Jason were already dressed io normal weekend casuals, so they waited patiently for her to return.

Jason was floored when he saw Denver dressed as Galadriel. She was gorgeous - a dream. The long white wig she wore made her look like a different woman, a goddess.

She giggled when she saw his jaw drop. "Magical?" she asked with a flourish.

"Absolutely."

"Well come along then Frodo."

"Hey! I'm not that short."

They all laughed.

Downtown was packed with fans. A lot of Cosplayers were scattered about, and Denver drew attention from everyone. Aubrey and Jason just followed behind her as she strolled majestically through the crowds, enjoying the atmosphere and the attention.

People often stopped to admire and chat with the beautiful Galadriel, and she played her part with all of them. Some of the folks wanted to know about her and her costume, while others played in character, treating her like the Princess she was.

And Denver occasionally bumped into some acquaintances she knew from past visits. She was, of course very popular.

All over the downtown there were booths set up to sell merchandise. T-shirts were popular and they each bought one.

Full-on costumes were also available in several stores with displays set up just for the occasion.

Live bands played mixtures of current tunes and ancient elven hymns.

Several booths just outside the theater complex offered face-painting, not just for kids. Others offered floppy hats, vests and masks.

Denver spotted a friend from times past and steered them over to her booth. The elfin girl behind the counter sold cute latex elf-ear extensions, and glued them in place, on the spot, for her customers.

"Hi, Marissa, how are you doing?" Denver asked happily as she stepped up to the woman.

"Wow, hi Denver, you look wonderful, as always. I've been fine, making a few bucks," Marissa replied waving casually at her somewhat odd collection of ears.

They chatted for a few minutes while Aubrey and Jason examined the products.

Denver already wore elf ears as part of her costume, and both Jason and Aubrey had already complimented her on them - they did look attractive and appropriate.

After catching up with her friend, Denver turned to them. "You two should get ear extensions. Just for the occasion," she suggested.

Jason baulked, but Aubrey agreed with her lover, so the girls picked out a pair of pointy ear-tips for her and Marissa glued them perfectly in place.

After examining herself, in the mirror, pleased with the look, she turned to Jason, "what do you think?"

He agreed with Denver and Marissa. "You look very cute, and sexy too."

"I certainly like them," she said happily as she returned to the mirror, and ran her fingers delicately up her long, pointy ears.

She giggled, then turned back to him. "You need to get some too."

He declined, but she wouldn't let it go. All three of the girls, in their pretty ears pushed him to join elven clan, and eventually he gave in and agreed to play along.

Instead of the very delicate and feminine versions that Aubrey now wore, they picked out a larger, and taller set for him.

"Marissa, as those tips are larger, please use the theatrical glue, so we can make sure they'll stay on," Denver instructed.

Jacob heard but didn't pay attention. It did make sense since his ears were indeed larger.

Marissa looked at her friend for confirmation. Denver nodded, so she shrugged and dug out the much stronger adhesive.

"You'll need to use a solvent to remove them." Marissa warned after she'd carefully glued the two extensions onto the tops of his ears.

"No problem, I have some at home." Denver answered.

He was busy examining the effect in the mirror, with Aubrey peering over his shoulder. She liked the look, telling him he appeared cute and cuddly. He appreciated her approval, but thought they looked kind of silly.

Denver, of course, agreed with Aubrey.

With all three of them looking elfin, they resumed their wandering. They found a food truck set up among a bunch of picnic tables, selling burgers and beer - traditional Hobbit food. They picked up lunch and sat down at a table amongst many dozens of other Middle-earth denizens. They ate, chatted amongst themselves and with the people around them and enjoyed the atmosphere; whilst passing tourists admired Galadriel.

When they were nearly finished, Denver spotted a booth nearby, and suddenly stood up. "Wait here, I'll be right back."

As she ran off Jason and Aubrey looked at each other and shrugged - no idea what their girlfriend had in mind. But when they lost sight of her, they resumed visiting with the people at the next table.

Denver returned a while later with a couple of rough-hewn garments, in earthy colors, clearly designed for wear in the Shire.

She held up a jade-green vest to Aubrey, it actually looked kind of pretty. "This is for you, my love. With your ears, you'll fit right in as one of my maidens."

Aubrey smirked as she accepted the gift. "Looks nice, but it clashes with my blouse," she muttered.

"Well take it off, then. You'll look lovely in just the vest. If I remember correctly, the bra you're wearing will look sexy where it peeks through."

Aubrey frowned. She didn't want to walk around showing off that much skin, or lace.

"I can't strip down, here," she protested.

Denver didn't accept the argument. "Juust go duck behind the food truck. You'll be fine. Come back wearing your costume."

When Aubrey hesitated, Denver gave her a little push, "go."

Aubrey, groaned, but went, reluctantly.

As Aubrey walked away, Denver turned to Jason. "You can put yours on right here," and she handed over the vest she'd bought for him. It was similar to Aubrey's, only a mellow brown. He took it reluctantly, examined it for a moment, then started to slip his arm in through the hole.

"No wait, take off that T-shirt first, it won't go with your vest, and you can show off your chest." She paused to giggle before adding, "No bra needed."

"Really?"

"Yes, really. Now be a good boy and do what you're told." She giggled again, but it had sounded like an order.

He sighed, and stood up to make space. He had pulled his shirt off over his head, and dropped it onto the seat before he realized two mortifying details. His upper body, actually his whole body, was hairless, he didn't even have any hair under his arms, and there were still scratch stripes down the front of his chest - compliments of Denver's love-making.

He had seen them that morning, mostly healed but still visible, when he looked in the mirror.

He glanced around frightened and saw that several people had seen and were chuckling at his expense.

Blushing, he hurriedly pulled the vest on and closed the pair of buttons that held it closed in the front. Then he sat down to hide as best he could.

When he checked, Denver was quietly laughing at him. He scowled at her and she shrugged innocently, protesting, "I forgot."

"Yah right."

"You look lovely."

He gritted his teeth and growled.

Just then Aubrey returned, looking much better, and sexier, than he did. Her pretty bra just visible in a couple of places. And the green of the vest fit her perfectly.

"You look nice." Denver said. "And very sexy. How does it feel."

Aubrey smiled, "Comfortable, but a little breezy, if you know what I mean."

"You're only flashing a little skin, and some pretty lace. It's a beautiful get-up."

Jason had to agree, she looked fabulous, and he said so.

Aubrey smiled at him as she sat down in her chair, but she realized he wasn't happy.

"What?" she asked him.

"Um, I'm kind of hairless. Not very manly," he replied, disgustedly.

Denver chuckled. "I like that look on you." But then she turned to Aubrey. "He still has passion scratches on his chest."

Aubrey looked more closely at his body, and sure enough she could see the red welts peeking out above the edges of the vest.

"Oh, your work?" she asked frowning at her lover.

"Yes," Denver replied, proudly.

Aubrey then turned back to him. "Your vest looks nice though."

"And he looks like he belongs here, in the Shire," Denver said happily. She was enjoying her purchases on both of her lovers.

After eating they resumed their walk amongst the booths and the crowd, having fun with the sights, the products and the people.

Jason forgot all about how much bare, scratched skin was on display. Aubrey in her sexy vest drew most of the attention, in any case.

They wound up sitting in some temporary bleachers, crammed in with a bunch of other fair-goers, watching performers on a stage.

It was entertaining, and despite the uncomfortable seating wound up as a great ending to their day.

Tired and sun-burnt they finally headed home as the light began to fade. According to Denver, the fair would turn into a drunken party after dark, and Aubrey and Jason weren't in the mood for that.

Near home, they stopped to pick up some fast-food, and gobbled it down upon arrival at the house.

That night Denver surprised Jason by dragging him along into their bedroom, where the three of them crawled into bed together. He was excited by the prospect, and was surprised when Aubrey didn't seem to mind.

Denver still wore her makeup, wig and ears. Aubrey giggled and joined her also still as an elf. Jason, was too thrilled to even think about his silly ears.

Denver and Aubrey had stripped down completely inside their room. Jason appreciated the sight. He also stripped, though he kept his panties on, to appease Aubrey. He knew that the sight of his cock upset her. He hated that, but there was nothing he could do about her aversion.

Denver sprawled on her back in the center of the mattress, legs and arms spread wide. "Come on my little elves, make love to Galadriel. She commands it."

Aubrey looked at Jason and giggled. He shrugged, and they both slid in to lay shoulder to shoulder between the queen's legs. It was a tight fit, and Denver had to shift and stretch as far as she could to make room. Jason loved the skin-to-skin contact with Aubrey and Denver.

Settled, still giggling Aubrey and Jason put their heads together, literally, and lovingly began kissing and licking their respective sides of Denver's crotch.

She moaned, "that's my good little elves."

The two elves though, soon realized that neither of them could reach Denver's clit. It was Aubrey who decided to make way. She leaned her head aside allowing Jason the room to move in and take their queen to the next level. Once his head was buried in her center, Aubrey turned to kiss his cheek and nibble on his ear. She even licked and sucked on the tip of his pointy elf ear.

Denver had already been approaching her orgasm, when she felt the lips and tongue on her clit. She didn't look to see who's they were, but she didn't care. They were good, and pushed her even faster toward her Big O.

Both elves were pleased when their queen reached her orgasm. It was obvious, and happily, Aubrey whispered, "nice. You're a good lover," into Jason's ear.

While Denver recovered. Aubrey rolled over her leg and settled in next to her lover.

Jason, very aroused, but with his cock still stuffed back between his legs, decided it was a good time to give Aubrey her own pleasure - to prove what a good lover he really was. He roused himself, crawled over first Denver's thigh, and then continued on, crawling over between Aubrey's legs.

She was surprised but she allowed his weight to wedge her legs open, exposing her pussy to his attention.

Jason kissed, licked and nibbled on Aubrey's pussy, adoringly, until she was wet and squirming beneath his mouth, then he shifted to her clit, and began pushing his tongue deeply into her sex.

She moaned, and shivered, and he adored that. Loved giving her the love.

It was the first time he'd ever eaten her. The one time that they'd had sex, when they were in their teens, had just been a hurried screwing in her bed, while their parents were out of the way.

He'd dreamed of sucking on her pussy, ever since. This now, made him abundantly happy, although his straining cock, unable to participate pained him terribly.

He was overjoyed when she hit her own climax, especially when she reached down and began running her fingers adoringly through his hair.

He continued kissing and licking her gently as she slowly relaxed. Then he slid up just a little to lay his head on her lower belly.

He stayed in that position, until she had fully recovered. He was content, and Aubrey felt no need to move.

It was Denver, of course, who broke the spell. "Okay, I'm ready for sleep. We've had our fun. Jason, come on up here next to me, and relax. We all need our sleep."

He liked the idea of sleeping with them, but he had been hoping for sex, himself. And he realized that wouldn't happen there, in that bed, with Aubrey so close.

As a second preference he would have liked to sleep next to Aubrey, but Denver apparently wanted to be in the middle with him away from her partner.

Aubrey wasn't paying all that much attention, she was working to peel off her latex ears. "I can't sleep with these things," she muttered.

"I've done it before," Denver replied, off-handedly.

As Jason started crawling across Denver, she helped by pulling him up across her body. When he got close enough, she grabbed his head with each hand and pulled him into a kiss. While kissing him, she shifted her fingers to his pointy ears, and used them to hold him in place, as she poked her tongue into his mouth.

He couldn't help but love the kissing.

She finally released him and nudged him off and onto the mattress beside her.

"I'll remove your ears in the morning."

When he reached up to peel them off, himself, she slapped at his hands. "Don't you do it, you'll tear them. Remember, Marissa used a stronger glue since yours are bigger."

He did, vaguely, remember that. There was something said about a solvent.

He sighed, and settled in to sleep with the ears. He didn't find it all that difficult. And he was tired, but still horny.

Denver and Aubrey kissed each other goodnight, and Aubrey wished him, 'sweet dreams', before they all closed their eyes and comfortably drifted off to sleep.

His last thought was, this is nice...

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

In the morning, Aubrey was first up; she needed to shower and head off to an early-morning spa appointment. A day of pampering. She could afford it, now.

Jason met Denver in the kitchen, as she was preparing breakfast. She was back to being herself; all of her Galadriel trappings had been removed.

"Morning, Denver, can you remove these silly ears for me?"

"Do you have to be anywhere?" she asked in reply. Not looking up from the stove.

He answered automatically. "No, not really. I just have some paperwork to study."

"Good. I like you in your ears, you can just keep them on until tonight. I think we can arrange for you to service your princess again. Just like last night."

"Oh, come on, Denver. I can't walk around like this."

"Why not? I think you look cute."

Then she turned to look at him sternly, and pointed a finger at him, menacingly. "Just around the house you can remain an elf. Nobody will see you but us, and I love you in those."

Then she turned back to her cooking.

He realized he wasn't going to get anywhere with more whining, so he decided to just go with it. She had mentioned sex tonight, with or without the ears, that would be fun. He was put off by her bossy attitude, though. She had been demanding in the past, but not often. He realized though that she had the upper hand and that he was powerless to do anything about it. If he defied her and removed the silly things now, he'd probably be in real trouble.

It really wasn't all that big a deal.

He spent the day, on his computer and phone, taking care of business.

Mid-morning Denver wandered into the office, and sidled up to his desk without saying a word. She reached up and ran her fingers delicately around his pointy ears. "I do think these look awfully cute," she muttered, before bending and giving him a kiss on the cheek, and then walking back out.

He did his best to ignore her, but she was a difficult distraction to disregard.

They had lunch, together and it was more of the same. She refused to remove the ears, while commenting how cute he looked in them.

When he finally lost his cool and became angry, demanding she dig out the solvent and remove the things, she shut him down. "Don't you use that tone with me! Ever! I'll do you that favor when I'm good and ready. And since I like you in them, it just might be a while, so stop being a baby and get used to them."

He was stunned, and fully subdued by her outburst. And it occurred to him that as he had no clue how to remove the things, he was indeed stuck with them until she took them off.

He had examined them that morning in the mirror, and they were still firmly attached. He knew that sooner or later, like with most adhesives, they'd come unglued from his skin, but he didn't know when that would be.

He sure as shit didn't want to go out in public wearing the things.

Later in the afternoon, Aubrey returned home, feeling wonderfully refreshed from all her treatments. She did look like a new woman, happier, healthier and prettier.

She came bouncing into the office to check on him, and show off her new nail color, and he looked up smiling happy to see her so radiant. "What's up bro? What you working on?"

"Oh, just some reports on properties.

"You look radiant."

She smiled brightly. "Thanks," she said as she leaned in to give him a quick kiss.

Then she stood back and looked at him. "You're still wearing your ears."

"Denver likes them on me"

"They do look cute." She replied as she plopped down in a chair.

"Yah, well. I can't remove them, and Denver has the solvent."

She giggled. "Well, then, I guess you'll just have to live with them."

He moaned dejectedly.

He put aside the documents, and looked at her. "So, you had a great time at the spa, eh? You should visit there more often."

"I plan to.

"We should sign you up for the same package," Aubrey suggested.

"That's all I need, elf ears, and beauty treatments."

They were both laughing when Denver walked in. "What's funny?"

"Jason's elf ears." Aubrey replied.

Denver nodded. "I like them. I think he should wear them always."

"No way." He cried.

"It would be kind of impractical out amongst the muggles." Aubrey mused, giggling.

Denver sighed, sadly. "I suppose. But don't you think he looks good with those ears?"

"I do, but Den, he can't wear them out and about. Please use that solvent or whatever and remove them."

"Oh, all right."

It took her a while but twenty minutes later his ears were back to normal and they were all in the kitchen making dinner.

He went to bed that night still wondering why Denver had been such a bitch about something as silly as those ears.

She didn't visit him that night, he was disappointed, but not all that surprised.

++++++++++

On Sunday, after a lazy morning, they picked up a picnic lunch and went over to examine, explore and admire their new house. The contractors had only just started on all the modifications Aubrey and Denver had specified.

The place was nowhere near a 'fixer-upper', but they'd bought it because of the wonderful location, not because of the structure. And even though it wasn't really that bad as is, it could, in the girl's minds be so much better.

The prime contractor expected it to take a half-year, with the first couple months required to obtain all the inspections and approvals required by the state, county and city. Until the government bureaucrats were satisfied, only small preparatory tasks could be started.

They could at least see those, and imagine future progress.

They spent afternoon, absorbed in discussions and dreams of life in their new house, together, as a loving threesome. Jason liked the idea, but he wondered if he'd be a third wheel.

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

"Jason, Jess," Aubrey said with a giggle. "Girl's night is just a couple of weeks away, and we haven't practiced at all. Remember you'll have to pass Winona's inspection, this time."

They were sitting as they usually did, sharing their evening meal. It was always a fun time of food, drink and casual talk.

"I wasn't planning on attending Girl's night, again," he mumbled around a mouthful of food.

"You'll go." Denver declared.

He swallowed, then frowned at her. "Really?"

"Yes. We're all going. We had such a great time, at the last one, and Winona will be looking for you.

"I even bought you a new dress and new shoes with taller heels for the occasion. I'll show you later."

Oh shit, he thought. He could only imagine what she might have picked out for him this time.

He had expected the subject of the party to come up, and had spent a lot of time developing arguments on why he shouldn't go. But despite his discomfort, embarrassment and fear of discovery, he had enjoyed his girlfriend's attention, and the party itself. The women had, mostly, been fun and attractive, and he had to admit it was exciting, intriguing and arousing being out among them.

His biggest fear, though was that he didn't know where this was all headed. Even though his long-suppressed fantasy had been to be a girl. He couldn't see it ever happening. He didn't have the courage to go through the transition process. He didn't think it could work, anyway. He'd never be a pretty girl. A beauty like Aubrey.

And he wasn't sure if he wanted to be coached into becoming a cross-dresser.

But he always had trouble refusing his lovers, anything.

And he didn't want Winona to come gunning for him.

Instead of answering, he changed the subject. "I meant to tell you guys. I spoke to the kitchen designer the other day, and she wants to get together to show us her designs. We do need to get everything finalized soon, so they can order the cabinets and appliances."

Aubrey and Denver knew what he was doing, but they let it happen, and dove into the discussion of kitchen wants.

+++++++++++

After dinner, Jason and Aubrey moved onto the couch in the great room, and Denver brought out the dress she'd selected for Jess to wear, and it was terrifying.

Jason wasn't all that surprised, he didn't; expect the girls to let him of the hook.

The dress Denver showed them was undoubtedly pretty, if you were Barbie going to a homecoming dance.

Of course, it was a bright pink, with a short, flouncy skirt. Up top it was more conservative with a V-neck and short sleeves.

"It's awfully short, my stocking tops will show." He said, before he realized that he was complaining like a girl, and assuming that he'd be wearing stockings, again.

"Not to worry. I bought some new stockings as well, they have pretty lacy tops, that'll look very cute and feminine on you."

It was apparent that Aubrey hadn't seen Jess' new outfit before. She was giggling. "She'll look darling, like our own Barbie doll."

"That's why I bought it. I loved dressing my Barbies." Denver replied, delightedly.

"And Jess is your new doll? Remembers he's my sister, too."

"Brother," he corrected, mortified by the whole thing.

Aubrey laughed. "In that dress you'll definitely be my sister. And Denver's dolly too."

"I won't." he said, sounding ridiculously petulant.

Denver laid down the dress, and kneeling in front of him, wrapped her arms around him and pulled him into hug and a kiss. And it was a spectacular one. Even when they made love, her kisses weren't loving but when she did kiss him passionately, it took his breath away. Her tongue pushed in between his lips and slid around his own, in the sexiest move he'd ever felt.

When she pulled away, he remained stunned, and his cock was hard as a rock.

She giggled, and reached down to massage his prick through the fabric of his jeans. "Girls really know how to kiss each other," she whispered.

Then she released him and stepped back to glare at him.

"You will go, and you'll have fun. All three of us will have fun."

Then she picked up the dress, and walked out to return it to the closet.

He sat for a moment, then looked imploringly to Aubrey. She just shrugged, and echoed, "we'll all have fun."

He knew he was screwed...

"And I bought this for you too," Denver said as she walked back in and held up what looked like a tan thong.

He just looked at it confused. "I already have panties."

"Not like this. It's a gaff. You need to get used to wearing it, to hide your ugly bulge."

He'd heard of the things. Worn by female impersonators to hide their cocks back between their legs. But he'd certainly never seen or worn one.

She tossed it into his lap, and he picked it up like it was a dead roach.

+++++++++++

Denver came over to stand in front of him. "Now come on, Jess, cooperate here. Aubrey and I want you top do better at the party, and that will require practice. So, be a good boy, and work with us."

He noticed that she had also brought along a pair of pretty sandals with tall, spike heels. He'd been too focused on the gaff thing.

When he hesitated, Aubrey joined in. "Den is right, Jess, you need to practice."

The two girls then stood up, one on each side and pulled him to his feet.

"Take off those jeans, you can't strut in heels wearing those ratty things." Denver told him, before she started taking care of it, herself.

While he stood there dumbfounded, she unbuckled his belt, unzipped his fly and bean pulling them down his legs. She knelt down as she went. And then paused to unlace his shoes. Smiling, Aubrey helped him balance while Denver removed his shoes, and then pulled the jeans off, leg by leg.

Of course, it revealed his hairless legs, and his pale-blue panties.

"Pretty panties," Denver muttered as she stood back up. "Go put on your gaff and hurry back."

He realized then that he still had the gaff in his grip. Ug...

When he didn't move fast enough, Denver gave him a swat on the ass.

He grunted and went back to his room. There he stripped off his panties, and replaced them with the gaff. It wasn't hard to figure out. The thing did do a better, and more uncomfortable job of holding his cock firmly back between his legs. As he tried to adjust it, he wound up nudging his crushed balls up into his body. He had heard about that too, but never really worked at it before. Weird...

When he returned, gaff in place and panties in hand. Aubrey giggled. "Well, put your panties on, slut."

He blushed and slid them on over the gaff. Looking down afterwards he realized he did look flat just like a real girl.

Aubrey then led him over to a chair, and had him sit, while she buckled the new strappy sandals with their high spike heels onto his feet.

"We'll need to do his toenails."

"Yup," Denver answered. "I'll take care of that after we practice, today."

Finally, he got up the gumption to protest. "The party is weeks away!"

"So? Who's going to see your toes before then?"

He just grumbled. She was right, of course, but it was just another humiliating feminization.

For the next three hours, until his feet and legs were screaming, and ready to cramp-up and quit, the girls kept him parading around the house in the insane high heels.

All along, his two coaches called out encouragement and corrections. Along with graceful steps, they worked on posture, arm swings and movements, and turns and twirls.

It was exhausting, and annoying, as well.

Denver wouldn't allow him to rest, or pause, she'd grab his hand and lead him around. On a couple of occasions, she resorted to swatting his ass.

Those spankings, were followed by caresses, which added embarrassment to the walking practice.

Finally, they called off the practice session and he collapsed onto the couch.

The girls laughed at him, but Aubrey, feeling sorry for him came over and sat down next to him and made him swivel so his feet rested in her lap.

He groaned as she unbuckled the shoes and set them aside, but he moaned, pleasurably as she began massaging his poor feet. It felt wonderful.

Ten minutes later though Denver walked over to kneel in front of them. She had brought over some tissues and a bottle of nail polish. Bright pink, of course.

Carefully, with some help from Aubrey, she painted his toenails.

"We really should take you for a proper pedicure. Before the party. Then you could get a real pro polish job." Denver said as she concentrated.

"I don't think so." he replied dubiously.

Aubrey giggled. "Oh, I'm sure you'd love it, all girls do."

He gave her a dirty look, but she just laughed.

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

A couple of days later they had him practice again. And this time they instructed him to dress properly for the session. He moaned and griped, but they were insistent. He was used to Denver being demanding, but even Aubrey joined in this time.

She took him to her own closet and found pulled out a blouse and skirt that would fit, if he wore the waist cincher.

At one point she stopped and giggled. "When was the last time you were in my closet?"

He blushed and stuttered, "back at home."

She laughed, and gave him a kiss on the cheek. "You're so sweet. I love you more now than I did then."

They then headed for his room, where his feminine things were stashed, and Denver met them there.

"Those should work, she said as she examined the outfit.

"Are you wearing your gaff along with your pretty panties?"

"No. It's uncomfortable. And I don't need to hide when I'm in my regular clothes."

"Well, that's something else you need to practice then. You'll need to wear it for the party, and for practice sessions, so you'd might as well wear it always, from now on."

"Are you sure that's necessary?" Aubrey asked, seeing his reaction to the new requirement.

"Aubrey, he needs to be comfortable, if he's going to be our girl. And you should feel more comfortable too. You do still despise cocks, don't you?"

That quieted her down. She continued to get upset whenever she came near a penis. Even Jason's.

Eventually, wearing a pretty blouse and a short skirt along with a padded bra, the waist cincher and stockings, they buckled him into a pair of high heels, and began his practice session.

Aubrey and Denver took turns walking with him, coaching and critiquing him in his movements.

As he walked past a mirror, he realized ow silly he looked, Half man, half woman. But he did feel like that it was getting easier, and there were fewer negative reviews.

"You're getting much better," Aubrey complimented him after the first hour.

"But you still need a lot more practice," Denver added, with less enthusiasm.

As his balance on the tall heels became more competent, the girls focused more on grace, swinging his hips, and feminine arm movements and positioning.

Tired of walking in circles around the house, they took him out onto the back patio. It included a more uneven surface, and more open space.

He worried. The back yard wasn't all that private, there were some neighbor's windows that provided a view into the space, even though it was a distant one. Through binoculars he'd be clearly visible. But who would be watching, He might look silly, but hardly entertaining.

A couple of times Denver slapped him on the ass; to emphasize some trivial point, it made him jump and complain.

She just laughed at him. "Get used to it honey. Jess will have to suffer through handsy men, and women too, when she's out in public."

He wasn't looking forward to that.

Also, as part of the experience Aubrey led him out into the lawn where his heels dug into the soft ground and he almost fell on his face. "You have to walk on the balls of your feet, don't put any weight on your heels or they'll dig in," she warned him.

After several hours, all three of them grew tired of the game, so Denver called an end to Jess' school day, and they went back inside to grab drinks and a snack.

They made him wear the outfit and the shoes for the rest of the day, forbidding him from removing any of it even though the practice session was over, and his feet hurt.

That night he collapsed into his bed after stripping off all his women's clothes. He spent quite a while massaging his feet, wishing it was Aubrey doing it for him.

And he slept in his panties, with the frigging gaff on underneath.

He woke up in pain, though. His morning wood doing it's damndest to get him hard, while the gaff did it's thing and held him tightly pointed backwards.

Hi groaned and hobbled into the bathroom where he untucked and peed. By the time he got back to the bed, he was soft enough to relax, and fall back asleep.

Damn!

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

His morning run was troublesome. His feet, ankles and calves were stiff for the first mil, but they did loosen up after a while.

Over the following days Denver insisted, and Aubrey helped with several more practice sessions, all designed to make Jess a more presentable and Winona acceptable girl.

With his walking, basic movements and posture fairly well mastered they graduated to other feminine aspects.

Denver focused on his dancing. Which he found even less fun than the walking in heels. But in order to satisfy Denver, he worked at it and eventually reached an acceptable rating from her, and the watching Aubrey.

Aubrey took it upon herself to work on his speaking voice.

His natural voice was on the higher tonal scale for a guy, but still too low for a woman. With her nagging help, he learned to lower his volume, while raising the scale of his speech. It was terribly difficult, and even harder to remember to implement.

He always had to think before he spoke, else he'd revert to more manly tones.

And after the first voice lessons, for the second session day's testing Aubrey moved him into the bathroom and demanded that he practice putting on Jess' makeup.

For a couple hours, standing in her heels, Jess applied, removed and reapplied her eye shadow, blusher, lipstick and false lashes, over and over, until Aubrey was partly satisfied.

A second session of just makeup occurred on the very next day.

By the end of those lessons, he had to admit that his version of Jess did look pretty good.

Aubrey was certainly pleased, and Denver satisfied.

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

On Thursday night Denver called for a full, dress rehearsal. Aubrey agreed it was a good idea, while Jason wasn't all that interested. He could see from her smile that Aubrey saw it as a fun form of entertainment.

Denver, of course took charge and supervised, as he was required to shower and apply another round of hair remover. He noticed that, as he'd heard, the repeated use of the chemicals had caused his body hair to become sparser and thinner. He was used to the hairless look by then, anyway.

He then began the process of dressing in Jess' lingerie, a pretty party dress, and the tall five-inch heels.

His makeup was a team effort. The two girls coached him, and often took over, as they applied all of the required makeup.

It was heavily applied to not only hide his male face, but to also give him that elegant party-girl look, appropriate for the party.

After the long session, even he was impressed. Jess looked better than the last time. And he was at least partly responsible. His skills were indeed improving, for better or worse...

"You do look good. Let's go out for a walk," Aubrey suggested.

Jess, hesitated. "I'm not dressed for a walk."

Denver liked the idea. "That won't matter. It's dark out, so no one will see or care. Come on."

So, with the girls dressed casually and Jess, elegantly, they walked around the neighborhood for several blocks, passing only a few folks out exercising or walking their dogs. And nobody commented, although a couple of the men eyed her lasciviously. That gave Jess the willies.

She did report, afterwards, that her feet didn't hurt, at least not much anyway.

+++++++++++

They started their preparations on Saturday, hours before the big event. Working on Jess first. Aubrey predicted a long session, and she was correct.

Jason had spent the day fretting. Trying to distract himself with college games on the television, but it didn't work. He was relieved, sort of, when the girls came for him.

First, Aubrey helped him with his lingerie. Matching white bra and panties, over his gaff, of course. As always, the breast-forms felt heavy and pulled on the bra's shoulder straps.

Then came the waist cincher, stockings and shoes - the five-inch heels.

She stopped at that point. "We don't want to muss your dress with makeup. You'll put that on last."

The next step was a full, in-home manicure. Jess in only her underwear, sat at the dining room table with Aubrey on one side and Denver on the other. It was Aubrey who performed much of the work, while Denver assisted, and Jason sat quietly and watched. He was curious and admittedly aroused by the process, and ultimately the result.

One-by-one, Aubrey had added extensions to his nails followed by several coats of hardener, polish and clearcoat. Jess wound up with claws, that extended well past her fingertips.

Jason had always admired girls with long, pretty and sexy nails. He'd also imagined having nails like that. But had certainly never tried it himself.

When, better than an hour later, he was finally able to try using his fingers with their new nails he quickly realized how cumbersome the things were.

They certainly did look pretty, long and bright pink. But he was worried that it was another case of a fantasy fulfilled with mixed results.

Denver giggled as he examined his new nails.

"Just wait until we take you to a real manicurist, then your hands will look fabulous," Denver commented.

"It'll take a while to get used to those. But you'll only need them for tonight." Aubrey told him

"You could always keep them; they make your hands look delicate, pretty and sexy." Denver added, giggling.

"No, thanks," he grumbled. Although he agreed they did look sexy.

With his hands looking feminine, Aubrey brought out a pretty ring and slid it onto his left ring finger.

Before he could say anything, she explained. "We don't want anyone to get the idea that you're available. Right?"

"Yes, of course," he muttered as he looked at his hand. "Does this mean we're engaged, or married?"

She chuckled, "we're getting there."

He liked the sound of that!

Denver had also grabbed some jewelry for him. They were a pair of dangly earrings. She laid them on the table before showing him the other item in her hand. "I borrowed this piercing gun from a friend. It'll only take a minute. It'll sting, and we shouldn't really put big dangly rings in your new holes, but we can get away with it for just the evening."

"Those will look wonderful on you, Jess." Aubrey said, happily.

Denver then marked his lobes with a pen while he sputtered and protested. They ignored him.

When they got ready with the gun, he refused, but Denver wouldn't let him go, and Aubrey held his ear, as if he was a child.

"Don't whine so. These little hoes will heal over in a week, if we allow it." Denver scolded.

"We?"

"You, whatever. Now hold still!"

It did sting, until they applied some topical anesthetic on the new piercings.

And a minute later he had dangly earrings mounted in his earlobes.

He couldn't believe it when he examined himself in the mirror. He looked silly.

But when he complained, the girls assured him that they'd look great on Jess, once she was made up and her wig was in place.

"And Winona will be impressed, I'm sure." Aubrey added.

They worked together on his make-up, applying it just like they did the previous night, and when they finished it all off with Jess' wig, the view in the mirror was impressive. Jess was back, looking better than ever.

As she fussed with Jess' hair, Aubrey sighed, unhappily. "I'm tired of the wig. Jess, my dear, you have to let your own hair grow out."

"It's already longer than it's been in years. I haven't had a haircut since I moved down here," he argued.

"Good, but it needs to be longer if you're going spend more time as Jess."

Denver joined in. "No more haircuts for you, until it hits your shoulders," she declared. "Then we can take you to a salon, and start having it cut properly."

Jess shook her head, her hair waving in front of her face. "I don't think so. I am a guy.

When Denver laughed, she blushed, "some of the time anyway."

"Please Jess, give it a try." Aubrey pleaded.

"I'll think about it."

Finally, the girls left him, while they ran off to take care of themselves.

Jess sat there admiring her nails, while wondering, 'what am I doing?'

He eventually answered his own question. 'I'm living out an old fantasy, at the hands of my old love, and my new ones.'

When Aubrey and Denver came out, he was feeling bored and nervous, but as soon as he saw his two girlfriends, he got excited. They were beautiful, and sexy and he wanted them!

"Damn! you two look wonderful!" he said, happily. He couldn't help himself.

"We wanted to make sure we looked as good as you do," Aubrey replied with a smile.

"Yah, right."

"Wait until you see yourself in your new dress," Denver replied.

Denver picked it up off the bed, where she'd laid it out earlier, and held it up for inspection. Jess was again put off by how girly the thing was. She couldn't believe that they wanted her to wear that. She was afraid she'd look overdressed; even foolish in the room full of women.

Reluctantly, and carefully Jess allowed the girls to slip the dress on over her head, and zip it up the back.

The stuck out almost like a ballerina's, at least it seemed that way to her. And when she looked in the mirror her stocking tops were clearly in view. Hell, her garters and bare thighs were almost visible.

"How can I walk around in this?" she moaned.

Aubrey giggled, "very carefully."

"Be prepared to be pinched and groped," Denver added.

Jess gave both of them dirty looks, but they just laughed.

"Please, don't make me go out like this."

Aubrey stepped over and hugged her. "You look great. Cute and sexy. Perfect for having fun as a girl."

"We'll be there to protect you," Denver assured her.

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

Again, they took a ride-share over to the club. And their driver for the trip was a woman. She greeted them with a sly smile. "You three going to a party? Looking to get laid?"

Denver answered promptly. "We have each other for that. We're just going for a good time."

That quieted the woman down, she apparently was straight.

They arrived at the club, and it was just as crowded as their last visit. Aubrey and Denver were, as always two of the better-looking women in the building and they drew a lot of stares and smiles, while Jess' dress drew attention to her.

Although she was much more confident in her looks and her feminine style, she was still nervous about meeting up with Winona and passing her inspection.

Denver also seemed anxious, as she constantly reminded Jess of flaws in her behavior.

They worked their way through the other partiers, with Aubrey and Denver greeting the women they knew. Jess followed close behind, trying to remain inconspicuous. But her bright dress made that difficult, and she did indeed attract gropes, spanks and pinches from several leering girls as she passed.

She did her best to fend off and ignore the abuse. Women could be as bad as men.

At last, they found a table and settled in. Jess' dress crushed against the back of the chair, and she wound up sitting, damn-near bare-assed on the seat. Shit!

Then the drinking and eating began. That was a relief, Jess felt the need for some alcoholic relaxation.

While they were eating, Winona, while making her rounds, stopped by. Jess was actually a bit relieved, anxious to get the inspection over with.

And it went well.

Winona sat and they chatted for several long minutes while she examined Jess's upper half - the areas visible above the table top.

Several times she nodded, and actually smiled. "Your girlfriend is looking much better, Aubrey, my dear." She proclaimed after several minutes.

Aubrey smiled, proudly. "Much it was Denver's coaching. She's a stern taskmaster."

"I can imagine," Winona replied. "Nice work Denver. Keep it up and you'll make a proper lady of her."

"I intend to." Denver said, pleased by the compliment, and the suggestion.

Jess, relieved by the queen's approval, wasn't all that enthused about continued training, at Denver's hands.

Winona only voiced one criticism. "Your nails look decent, but you're obviously not used to their length, are you my dear?" she commented.

"Um, no," Jess muttered.

"You'll get better," she replied.

Satisfied, Winona got back up to continue her socializing. She stopped next to Jess to give her a friendly kiss on the cheek. "I'll stop by again, later. Well done, Jess."

After she'd gone all three of them breathed huge sighs of relief, and followed that up with happy, relieved laughs.

They'd pulled it off. Aubrey was overjoyed for her stepsister. She was well on her way to being the girl of her dreams.

Denver also felt good, and proud. She really did enjoy dressing her dolls.

Jess felt inexplicably proud of her success as a girl. Winona's approval made her realize that she could indeed be a woman, if he so desired.

From that point on all three of them relaxed and enjoyed themselves.

All the other women they met that night were friendly and comfortably accepting, none of them seemed to suspect that Jess wasn't real.

While they were sitting, drinking, after their meals, Winona returned, as promised. "Jess, come for a walk with me, I'll introduce you to some of the other women here."

Jess wasn't prepared for a walking tour! Not only was she afraid, intimidated by the woman, she was still worried about being discovered and outed by some overly-observant woman amongst the crowd. It would only take one to ruin her night.

She looked over at Aubrey for support, but she and Denver were talking about something else. She apparently hadn't heard the invitation.

"Um, I'd rather not."

"Nonsense, it'll be good for you."

Winona grabbed her hand, and pulled her to her feet. When Jess resisted, she scowled and pulled harder. "Come," she ordered.

Jess stood, unable to resist, and again looked to Abrey and Denver for help. They had noticed, and were watching, but not intervening.

Winona saw and spoke up. "Aubrey, I'm taking Jess to visit with some of my friends. We'll be back in a bit. Worry not, I'll take good care of your girl."

Aubrey nodded, tentatively, and looked to Jess. "I trust you to protect her."

"Of course." Winona said pleasantly as she dragged Jess away.

Unable to resist, she resignedly followed along.

They stopped by a couple of tables full of women, some pretty, others not so much, but all of them were friendly and enjoying themselves. And they all knew and loved Winona.

They all graciously greeted Jess, as a new member of their community, and wished her welcome. None of them even hinted at being suspicious. And that helped Jess relax, just a bit.

They only stayed any one place for a couple minutes, before moving on.

They stopped at a bar and picked up a couple of drinks. Jess was happy to consume more alcohol to help calm her nerves.

"I love all these girls," Winona muttered as they turned away and headed back out into the crowd.

Winona led her over to a table where two women were sitting. One of them was large dressed casually in black, while the other was slight, girlish, wearing a dress more suited for a pre-teen, white and pink, and cute. Her makeup was also delicately pale and pretty.

Jess realized that she was a close match to herself.

The couple, though, made an odd pairing. Opposites. Nothing like her own threesome.

"Hi Donna, this is my new friend Jess. How are you doing tonight? And how is Cindy doing?" Winona greeted them. She was clearly speaking to the woman, not the girl.

Donna stood up and pulled Winona into a hug. "Winona. Great to see you. I'm doing well, and Cindy is settling in."

Then she stepped over to Jess. "You look cute, little girl," Donna said admiringly as she grabbed Jess, and pulled her into a strong hug. One of her hands slid down her back and grabbed her ass, crudely. Surprising poor Jess and making her squeal.

Donna laughed and then kissed her roughly on the lips. Jess didn't kiss her back.

After a minute, Donna released her hold and pushed her back. "Not much of a kisser."

Winona chuckled. "She's new around here. Cut her some slack. Her girlfriends aren't as aggressive as you are.

"Have a seat Jess, we'll visit for a while," she ordered.

Happy to be able to move away from dominant Donna, Jess stepped over and sat carefully on the nearest chair. Very ladylike.

While Winona and Donna spent a couple of minutes catching up with their version of current events, Jess took a better look at the intimidating woman. She was actually kind of pretty, but she wore only a little makeup and her outfit was simple and almost manly, just a T-shirt and jeans. She also looked muscular and perhaps overweight. Certainly nothing like her Aubrey and Denver.

When she glanced at Cindy, she was again mystified by the stark difference. She did look cute, and innocent, the way she was dressed and made-up. The one discordant thing was the collar around her neck. Jess thought it looked like a fully functional slave collar. Tight around her throat, an inch tall, silver-steel with a dangling ring at the throat.

"So, Cindy. Is Donna treating you well?"

"Yes, miss," the girl said shyly.

Jess stared at her, now suspecting a D/S relationship between her and big, bad Donna.

"She's not being too mean?"

"No, miss. She spanks me when I misbehave."

Donna chuckled. "She's sweet and fun, and perfectly submissive. I adore her."

Winona laughed, "so a perfect match for a dominant dyke like you?"

Donna wasn't offended in the least. She smiled and nodded, "absolutely." Then she turned to examine Jess. "Your friend seems a bit on the submissive side, as well."

"She's just shy, and not used to crowds of lesbian women."

"Oh, she's a new sister?"

"Yes, very much so. But she's hooked up with Audrey and Denver. You probably know them; they used to be regulars."

"I remember, a couple of our lipstick lesbians, pretty ones."

"That's them. They've adopted her. They're now a threesome."

"Whatever works. Although I'd love a chance at her. She could join my Cindy."

Winona chuckled. "I don't think that would work. She's not really your type."

"Oh, I don't know. I'd love the chance to work on her. Convert her." She then reached over to grab Jess' hand, firmly, and give it a squeeze. "You'd look great in a collar like my Cindy."

Jess, frightened by the whole idea, mumbled "No, thanks. I love Aubrey and Denver."

"Well, my lovely, when you get bored with them, come see me."

Winona, decided it was time to go, and help Jess out, so stood up and announced that she'd be moving along. Jess went to stand but Donna held her for a moment before she finally released her to get up and follow Winona.

Donna waved as they walked away.

A couple minutes later, Winona leaned in. "I know she's intimidating, but she's not mean. And she's taking good care of Cindy."

"Training her as a sex slave?" Jess replied, snarkily.

Winona stopped and turned to her. "It takes all kinds, Jess. We all have our kinks, as I'm sure you're aware. Don't judge.

"And I think you might just enjoy some time with Donna. It might do you some good."

She didn't wait for a response, just turned and headed off to visit another table. Jess just followed along, wishing she could go back to her own seat, with Aubrey.

Winona introduced her to another table and then led her towards the restrooms. Oh, hell, Jess thought. During their last visit, she had held off from using the facilities, too frightened to enter that space. By the end of that evening, her bladder had been killing her. She had figured that only her bent back cock had prevented an accident.

Of course there was a line, and the two of them stood outside the door and waited their turn.

Eventually they arrived next at the door, and when one woman came out, Winona went in.

Then it was her turn. Jess sidled in to find three occupied stalls and several women preening in front of the sinks and mirrors. She stood uncertainly for a moment before one of the stalls opened and a girl came out, so she could slip in.

She closed and latched the door with a sigh of relief. Then she turned to the business at hand, reaching under her skirt to peal down her panties, encouraged by Denver, she had donned them over her stockings and garters, to make the process easier.

"A girl never knows when she might want to allow access to her puss." She had said, with a wink and a giggle.

Jess hadn't though, considered her gaff. He had put that on as the first step of getting dressed, and now it was held captive beneath her garters. Damn!

With difficulty, she undid the little straps, and then looked around nervously to make sure no one was peeking in through the partition cracks before she finally freed her cock.

Throughout the process her long fingernails frustratingly got in the way. The things made her fingers clumsy, and a couple of times she scratched or poked herself. At least she didn't break a nail. Denver had threatened her with severe consequences if she did. Jess didn't know what the punishment might be, but she didn't want to find out.

Finally, relieved, she sat down on the toilet to pee. So much more work than using a urinal in the men's room.

Finished she had to struggle to fold her cock back and pull up the gaff. And during that struggle, she scratched her cock with a sharp nail and grunted, sounding very unladylike. Shit!

Her nails got in the way again when she had to refasten the garters, but she was finally able to pull her panties back into place.

Then, after smoothing her dress, she stepped out to wedge herself in between the other girls to get to a sink and wash her hands.

Standing there rinsing, she jumped when she felt a hand on the back of her thigh, and as it slid up toward her ass, a woman leaned up against her back and whispered, "hi sweetie, I love your stockings. So sexy. Not many of the girls wear them these days, but I adore them."

"Um, thank you." Jess muttered, as she felt the hand reach the bare skin above the stocking tops.

She looked in the mirror to see a woman, not particularly attractive, but certainly taller and bigger than her, smiling devilishly at her.

Jess tried to turn, but the woman leaned in and held her against the counter.

"Would you like to come home with me, dear? I'd love to see you in your stockings." She said, loud enough this time to draw the attention of the woman at the next sink over. She glanced at the two of them and chuckled. "I bet you could have a lot of fun with her, Mandy." That woman said. Apparently, it was Mandy groping her.

Jess was embarrassed and frightened, she felt trapped and threatened too. She'd never been accosted like this anywhere, by anyone. Men were never groped like this.

With some effort she succeeded in turning in place, and pushing past the overbearing Mandy. "No thanks. I'm taken."

Mandy giggled. "I'd like to take you." But she allowed Jess to move away and make her way out the door.

Outside the restroom, she found Winona waiting. "Took you long enough."

"Some woman groped me and wanted to 'take me home'." Jess said, indignantly.

Winona laughed. "Oh, poor baby."

Jess, looked at her for a moment, and then shook her head and chuckled. "I never imagined women did that to other women."

"Why not? Not proper ladylike behavior? Get real. We're as sexual and horny as the males. We just hide it better. You should be used to that, living with your two roommates."

They made it back to Aubrey and Denver with no further drama, and Jess slid into her chair, relieved to be back safe with her two lovers.

Before she left, Winona pulled her back to her feet and kissed her long and lovingly. And it did feel nice, so Jess kissed her back. "Jess, I'll be back later for a dance once the band starts up."

Then she wandered off to mingle with others of her 'family'.

After Winona had disappeared into the masses, Aubrey and Denver, both congratulated her.

"But I'll have to dance with her, later," Jess whined. She had hoped that Winona's tests were over.

"You'll be fine, you're dancing has gotten much better, and I'm certain she'll enjoy you in that dress as you swing your booty." Aubrey assured her, laughingly.

Sure enough, an hour later with the band playing rock 'n roll, Winona swooped in and grabbed Jess' hand. "Come along babe, time to show me your girly dance moves."

Aubrey and Denver laughed, as she pulled Jess to her feet and literally dragged her out to the crowded floor.

They danced face-to face to the rock music, Winona moved well, and smiled at Jess as she watched her.

Occasionally she leaned in to make suggestions, and provide encouragement. Jess appreciated her kind words, but she still felt awkward, and ungraceful.

She also worried about flashing the other dancers and the onlookers in her short skirt. But whenever she scanned the crowd, no one seemed to be paying her any attention. Only Winona was watching her.

When the band switched to a slow song, Winona pulled her into a clench and led as they two-stepped around amongst all the others.

Jess actually didn't mind that at all, Winona was pretty and shapely. Although she had trouble with the woman leading.

When the song ended Winona kissed her and led her back to the table, telling her that she did pretty well.

She also gave Aubrey and Denver the same verdict when she dropped Jess off at the table.

Aubrey congratulated her, and gave her a chance to take a drink, before she dragged her back to the dance floor for her own dance with her sister.

Dancing with Aubrey, Jess actually started enjoying herself.

She'd passed the tests and drunk enough to feel loose and cheerful.

She was disappointed when after only a couple songs, Aubrey took her back to the table. They hadn't had a chance to dance close to a slower song. Damn!

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

The night ended when the band called it quits. By then it was actually early morning, so everyone crowded out the door, and tried to find their way home.

By the time the threesome got home, they were exhausted, and unceremoniously all three of them only got as far as stripping off their dresses and shoes before collapsing together in a happy tangle onto Aubrey and Denver's bed. Jess would have enjoyed it more if she hadn't been so tired and drunk.

It had been a good and fun night, and her time as a girl had been successful.

The three of them had been lying there for about fifteen minutes when Aubrey moaned and stirred. She nudged Jess. "There's one thing we have to take care of before we can sleep."

She untangled herself and then stood up with a moan. Grabbing her arm, she began pulling Jess out of the bed. She groaned, but did as requested, and wound up on her feet next to her girlfriend.

Aubrey dragged her into the bathroom and explained.

"You can't sleep in those earrings. And we have to disinfect the piercings, else they might get infected."

Jess understood but still wasn't pleased about being dragged out of bed.

Aubrey dug into a cabinet and pulled out a bottle of antiseptic solution. She then turned to Jess and removed both of her earrings, and began cleaning the holes in her ears. Before she knew what Aubrey was up to, she had inserted a couple of small golden studs into the piercings."

"We don't want those holes to close up on you. You can wear these studs until you've healed and then we can find something nicer for you."

"But Aubrey, I thought I'd just let them heal up."

"Why would you do that? Every girl loves pierced ears."

"Um, because I'm not a girl."

She giggled, "Jess, my love, you're getting closer every day." And she pulled her into a loving kiss before, leading her back out to the bed.

"Now you can get some sleep," she said quietly as she puled her onto the mattress.

Denver didn't even stir.

But Jess felt her cock try to come to life as she settled in to cuddle with sweet Aubrey.

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

Jason woke up, late the next morning when Aubrey was just coming out of the bathroom, freshly washed and wrapped in a robe. Denver also stirred, and after giving first him, then Aubrey kisses, she staggered into the bathroom to take care of herself.

Aubrey knelt on the bed, looking down at him.

"I hope you had as much fun last night as I did. It was entertaining watching you be the girl of your dreams."

He blushed.

"Come on, tell me you enjoyed it," she demanded, as she bent down to give him a kiss

He smiled sheepishly. "I did enjoy myself," he admitted, honestly.

"Being a girl?" she asked.

"Yes," he acknowledged.

"Good, now go get cleaned up and change. Meet us in the kitchen for breakfast in twenty."

Then she turned and walked out.

He groaned, and dragged himself to his room.

It took him a little longer than requested to strip, remove his makeup and dress in his boy clothes.

Again, he didn't have the required removal chemicals to peel off the long fake nails.

He ate breakfast still wearing the things, with Denver occasionally harassing him about how pretty his hands looked.

"You need more practice with them." Aubrie said, grinning.

He just shook his head.

Afterwards, though Aubrey accommodated him, and took him into her bathroom where she laboriously removed the things.

While they were heating, all three of them laughed as they traded stories of what they had seen and done at the party.

He even shared the story of being accosted in the lady's room. When he mentioned Donna, Denver interrupted. "I know Donna. You think I can be a bitch sometimes, but believe me she's much worse. You need to stay clear of her. She'll eat you alive if she finds out you're trans."

He was about to protest, 'I'm not trans,' when he decided to just let it go.

+++++++++++

After the grand party, and achieving Winona's approval, Jason went back to simply overseeing Aubrey's millions.

There were no more practice sessions, thank God. And he learned to live with the studs in his ears. A lot of guys had pierced ears.

Things were actually going quite well with A&D Enterprises. Aubrey's money had all been invested in various markets and were making profits. Work on the new house was progressing nicely, but still had many months to go. They were anxious for it to finish so they could move in. Otherwise, the threesome was living comfortably and lovingly.

Jason was happy with the occasional carnal visits from Denver, but constantly disappointed that Aubrey never took her place in his bed, or invited him into theirs.

+++++++++++

"We finally have time to take a real vacation, don't you think?" Aubrey asked Jason one evening while they were laying around in the family room.

"I'm all for that!" Denver said excitedly. "Did you ever check out that Caribbean Island, Jill told us about? The sexy place? I think that will be perfect for us."

"I did, back when she mentioned it, and it did look like fun. I'll take another look. Leave it to me."

"I assume you'd be interested in sand and surf and sex, my dear," she asked Jason, who was lounging next to her.

He chuckled. "I could go for that. And I do think that things could run for a week or two without us."

"How about a month?" Denver asked, laughing.

"I don't know about that long," he replied.

"Spoil sport."

"I'll check. It'll be my project and my gift to you two for being such great friends," Aubrey said.

"And lovers," Denver added.

++++++++++

A couple weeks later, again while they were relaxing after dinner. Aubrey told the of her plans.

"You guys will be happy to hear that I've made reservations for the three of us at Paradise Isle in the Caribbean. It looks like a fantastic resort island. Full of fun things to do, and it's famous for being the sexiest and most exclusive place on earth."

She sounded very excited by the prospects, and Jason started getting excited too. He needed a vacation, and a sexy one with his two girlfriends sounded fantastic.

"And as an extra added gift to each of us, I've booked us for procedures at the island's famous clinic.

"I'll get a boob job; I always wanted a bigger chest. Denver you'll get the nose you've always wanted, and Jason, you'll get your transformation."

Denver laughed and pulled Aubrey into a big hug and kiss. "That will be wonderful. I'll look so much better with a smaller nose. And I'm sure I'll have loads of fun with your bigger boobs."

He though was stunned. "Wait, what was that about me?" he asked, confused and concerned.

"Denver and I have been talking about it for a while now. We decided that you should get your wish. You'll become a girl, and we can become a proper threesome. All girls." Aubrey replied.

Denver smiled and gave him a nice kiss. But he didn't enjoy it all that much. He was still trying to come to terms with their declaration.

Actually, he was sliding into panic mode, looking back and forth between the two girls. "But..."

"Jason. It's what you want. I know that now. And we can certainly afford it. The Paradise Isle clinic is the best in the world. I checked them out. Morgan helped me." Audrey said, soothingly.

He finally found his voice. "Oh, Aubrey, I don't know. That was a dream, a fantasy, but not something I'm ready to do."

"Jason, you know that's who you want to be. And just think how much fun we'll have. We three can then really be a team.

"Frankly, I can't wait!" Aubrey said, soothingly. And she pulled him into a kiss. A long and passionate one, that got his heart racing and his cock growing.

But when they broke it off, he moaned, as if he was in physical pain. "I can't."

"Nonsense. Grow some balls and get rid of them!" Denver said laughing.

"We know how much fun you've had being Jess, and we like her too. So, we've decided that you'll be 'Jess', our lover, forever." Aubrey told him, again calmly and assertively.

She then dug a velvet ring box out of the cushions and handed it to him, as Denver, giggling delightedly, practically crawled into his lap.

Confused he opened the elegant little box to find a pretty gold ring. It only took him a couple seconds to realize it was a duplicate of the rings both Aubrey and Denver wore on their ring fingers, indicating their commitment to each other.

"Oh my," he mumbled. As he looked from one to the other of his girlfriends.

"Yes, silly, we want you to make us an official threesome." Denver said as she kissed him.

When she finally released him, Aubrey took her turn, pulling him over and kissing him too, just as lovingly and passionately as Denver had.

Then she took the ring from the box, while Denver held his left hand, and slid the ring onto his finger. It was a little tight and the two girls giggled as Aubrey worked it over his knuckle and into its proper place.

"So, our vacation trip will also serve as a sort of honeymoon," Aubrey said, lovingly.

Denver then glared at him. "Now stop fighting it. We'll take good care of you and make you the girl of your dreams." She said closing out any protests from him.

He took a deep breath, pushed aside his misgivings and then kissed them both, adoringly. How could he ever refuse?

That night they all slept in the big bed, together. Jason licked Aubrey to an orgasm and then she watched as Denver excitedly rode him until they both climaxed together.

He fell asleep lying next to her, with Aubrey on her far side.

But when he woke up in the morning still lying beside his two lovers, despite their assurances, and the wonderfulness of their plan, he remained scared to death by their transformation proposal.

Although he'd fantasized about it - becoming a girl, most of his life, he couldn't imagine actually going through with it. He certainly never dreamed he could. It was just a fantasy. Something to whack off to when he was alone and horny.

But now that it could actually happen, he wasn't sure he could actually go through with it, despite the rewards.

He laid there looking at the pretty ring on his finger, imagining a future life as Jess. With Aubrey and Denver. Three lipstick lesbians. Fantastic...

He was still laying there, staring up at the ceiling, when first Denver and then Aubrey woke up and kissed each other. Then Denver rolled his way and kissed him, lovingly.

"There is one aspect we'll allow you to decide," she said, giggling after they finished the kiss.

"Yes, we can't make this decision for you," Aubrey confirmed.

"What?" he mumbled, still dazed by the situation and wrapped up in his internal debate.

"You can choose whether you wind up with a beautiful girl's body with a sweet pussy, or with a boyish cock?"

Aubrey giggled. "We've been debating it ourselves, and decided we'll be happy either way."

That was a surprise, Aubrey hated cocks. He shuddered thinking about her rape ordeal, and immediately felt sad for her.

Denver didn't give him much time to dwell on it, though.

"You know which one I'd prefer," Denver said with a laugh.

He assumed that she'd prefer it if he kept his cock. She had Aubrey's pussy to enjoy, after all, and she did seem to enjoy his prick. Hell, he enjoyed it too.

It was a terrible disappointment that Aubrey didn't feel the same way.

He shook his head, groaned and collapsed back with his eyes closed. Unable and unwilling to even think about that aspect of his pending transformation.

'Pending', as far as his two girlfriends were concerned. He still wasn't perfectly comfortable with the idea.

But he just couldn't imagine losing his cock. Although keeping it in place on a woman's body, his new woman's body, seemed silly.

Since he wasn't one-hundred percent sure he'd be happy living as a female, he wondered if he might want to go back. Return to being a man, and if that happened, he figured he'd be best off if he still had a penis. He'd certainly heard of people who regretted their transition. Living your fetish often turns sour.

The girls understood that it was a big decision for him, so they didn't press any further. Instead, they both climbed out of the bed to head into the bathroom.

"We'll be in the shower." Denver said as she followed Aubrey through the doorway, closing it behind them.

He groaned, picturing the two of them, and imagining all three of them squeezed in together under the spray. Damn!

+++++++++++

For the next two weeks, he spent so much time debating the big plan, he had trouble sleeping or concentrating on anything else. His work suffered, as did his love-life with his two roommates.

It was making him a nervous wreck.

The girls, especially Aubrey, could see his troubled indecision. He had mentioned it a couple of times, each instance painful for her to see.

"For God's sake, Jason. Just go with it. Take a chance. Live your life as you've always dreamed." Denver advised, vehemently.

"It's your call," Aubrey said, calmly. "But we do have to finalize the arrangements at the Clinic."

Finally, one night, they both cornered him.

"I love you." Aubrey said as she kissed him.

"I love you too." Denver said as she massaged his crotch, making him squirm.

"That's why we want what's best for you."

"For all three of us." Denver said, encouragingly.

It occurred to him that she was driving the campaign to create a feminine threesome, more so than Aubrey. His step-sister wanted him to be happy. He knew she loved him like a true brother, and as a companion, and even as a lover.

It was all so complicated...

He wanted to go through with it, but was too afraid to fully commit.

The girls, finally giving up on him, forged ahead with their vacation planning, which included his transformation procedures.

Even though he hadn't fully committed, he joined his two lovers in making the final plans for the planned procedures.

With advice from both Denver and Jason, Aubrey decided to take the two steps up to D-cup breasts. She'd considered going even larger, why not? But apparently the nanite package could only do so much for her. Double-Ds or even larger tits would require surgery and implants. That wasn't something she was willing to accept.

Denver meanwhile had them all looking at nose pictures and photo-manipulations of her face with different noses, all smaller than her own. Jason had never considered her existing nose overly large, or ugly in the least, but she wasn't happy with what she had, so the change would happen.

He did see how she could be even more attractive with the options she was considering.

They put off any discussion of his massive changes until they had settled on the ones for the two girls.

Then things got really scarry for him.

Aubrey's enhancement by the nanites would only take days, from just an injection. And Denver's procedure would require surgery, a few days recovery, and another week or two for the swelling and bruising to fade - apparently the magic the clinic could perform still had its limits.

His procedures and recovery though would take weeks, four or five. The clinic claimed magical results and a relatively short recovery time, the changes to his body would be massive and require both a long recovery and a lot of reorientation. Not something to look forward to.

But the end result would be worth it, or so the girls swore.

Slowly, Aubrey and Denver began working with him to select the changes that would turn him into Jess. He was so very nervous about the whole thing, that he was usually unable to make a clear choice, so they nudged and cajoled him into the changes they thought best. The shape of his new nose, or the size of his new breasts, or whatever. There were dozens and dozens of similar decisions.

His face would be reshaped, with higher cheekbones, better eyes, and a smaller chin. A delicate nose, with a slight upturn was a must, according to Denver.

His hair would be fuller and longer and blonde, made so by a set of nanites produced by a bizarrely named company: Chasti-Permalock. That same company also produced the nanites that would stimulate the tissue that would expand Aubrey's breasts.

Jason had spent several days researching that corporation, who had frighteningly started out producing high-tech chastity devices for fetish use. They had now though, developed an extensive range of microscopic robots, brilliant little machines that would reside inside the body and perform innumerable tasks for the benefit of the recipient.

The Paradise Isle clinic relied on their products for many of the enhancements they offered. They didn't require any complex surgery, just an injection and then internal work by the nanite things.

According to all studies and reviews the tiny robots were magical as well as safe and reliable. Who knew?

The nanites, coupled with the clinic's advanced surgical procedures, would make a new woman out of him.

Along with the substantial changes to his face, his body would be molded into that of the perfect woman. At least according to his two dedicated advisors, and the information provided by the clinic.

Of course, he'd be given breasts, with implants and nanites. His waist would be reduced, with his floating ribs removed, and shaped with help from another set of nanites. His hip bones would be widened with inserts, and his ass expanded by yet another nanite set.

Denver suggested several other nanite-based 'improvements' that he wasn't prepared to agree to until he'd spoken, face-to-face with the clinical staff. A councilor would be provided to explain and review those options before the process began.

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.