Disney After Dark (Ruphhausin and josten10)

[Ruphhausin]

While the plan was landing, Chris Dalton was thinking about what had happen that had lead to him and his best friend Sean Taylor to the most interesting vacation opportunity They both had always had an affection for Walt Disney World, but it wasn't till both their sets of parents confessed to them how both couples got together that they learned about the Exclusive Level of the Vacation Club.

"Whoa.. are you saying that you guys.. hooked up.. at Disney.. while working there??"

Chris was a bit stunned, but it was Sean's mother that clarified.

"No, Chris.. actually.. we were in costume.. but that was part of the late night activities. There is an entire staff and such where the parks allow.. kinky.. fun. It is for prospective couples who are not wanting to dance around old fashioned games."

Sean was also taken aback, but then he did math in his head.

"Wait.. you said that we have the same birthday… and your last trip was about nine months before we were born..."

"Ten"

Chris' dad said, smiling. Sean's dad nodded, and it then hit Chris and Sean at the same time. The oldest in their families, they realize they were both conceived during that trip.

"You know we need to focus on finding ladies who are really into us, and not overly focused on the after just yet."

Sean nodded, smiling as they got their rental car. Chris wasn't telling him anything he didn't know already.

"Bud, look. We both want it to work out longer term.. but even our folks tried more than once before it happened. They got to meet great people, had a lot of kinky fun.. and eventually it worked out. We are going to enjoy this."

Chris nodded, glad that Sean kept his voice down till they got to the rental. Of course, they got a very nice car, something their well off parents made certain to get them. Getting into the car, Sean took the keys that Chris handed to him.

"You know.. I am very concerned about one thing. The check in. That lady who said she was our 'Pleasure Concierge' .. that was a bit unexpected. Mom and Dad didn't mention that part."

They discussed it all on the drive to WDW, and they found the Polynesian Resort very easily. Pulling in, they soon where met both by one of the valets and one of the bellhops. Soon they were escorted to the suite which they have selected in anticipation for much of the time they will be there. When they get there, they are met by Lana, the concierge assigned to them. She was a bit older, but she quickly took them through things after sitting down with them at the table. She waited till Chris had given a generous tip to the bellhop, who left after placing their four bags in the rooms they picked. She was pleasant enough, reminding them of the rules that they agreed to.

"Everything has to be totally agreed on, and this of course is all about the long run. What happens after your stay is over is up to you and the ladies you spend time with, however long they stay, but the fact is that once you have decided to spend time truly seeking to know one another, the expectation is the you and your partners are in it for as many activities and enjoyments together as possible. Of course separate adventures where it is just one of you with your lady as a couple, or times apart for shopping and the like, are expected. Also, once arrangements are made, they can stay her if you desire them to, or the flip over with them.. but the exclusivity while you here is enforced. By that I remind you of the "no poaching" rule."

Both Chris and Sean nodded, very pleased. They had no intention of "playing" with any woman that way, as they really were looking for what Lana was talking about. If it lasted only the entire stay, then so be it. But they were really there to give it a try to make a kinky time something more.

"Now, remember that while the usual part time rules and privileges are still open, starting at midnight at the chosen parks in the rotation, the real fun for those here like you to really begins."

Soon, the two of them were getting showered and ready. Their costumes had been selected, and they soon would get to show up at the park where the other new arrivals would be that night. Of course, they would rest and be ready, and they wondered who would be at the opening night costume party there...

Chris bruised his dark brown hair, loving that he kept it short. His hazel eyes reminded him that he needed to call his mom, having her eyes. After talking on the phone for a few minutes, the 5'10" young man, reminded his mother he loved her. At 25, this was the first time he had come to Disney just him and his best friend. He was ready for what his parents had shared with him about things, remembering that his mother wanted him to be careful and to take care as he relaxed on his bed.

Sean, sharing the same lithely muscular medium boned frame as his best friend, gave himself a look over from shaving his dirty blonde three day beard off. Both wanted to be clean shaven so that the costumes would work. The Pirates of the Caribbean themed costume party at the Magic Kingdom was something they both were looking forward to, and with his blue eyes, he wondered if he would stand out more than Chris. He chuckled, knowing that though they were the same age, Christ was a little more charming while he was a bit more studious of the two.

Both men soon were napping, very keen at having set a primary and a secondary alarm to wake up a good two hours before then needed to head to the park that night.

 

[cherripeach]

It is a known secret that the magic in Walt Disney World happens thanks to the existence of the tunnels. Cast members navigate through the parks via these complex, interconnected underground corridors. Dressing rooms, rehearsal rooms, locker rooms, along with the employee cafeteria are some of the spaces that reside underneath the parks–they are the most well known spaces.

The lesser known, those that are privy only to those that pay good money for the knowledge are the themed dungeons, pleasure rooms, the burlesque house and strip club, and the adult toy store. Cast members were granted access to these rooms only after very specific training, several NDAs, and a perfect track record with the parks. It was an urban legend of sorts among the employees, one that included whirlwind nights of carnal pleasure, romantic late-night excursions through all parks, and a hefty pay raise during their tenure.

Anita and Bloom had been working for Disney as part and then full-time cast members since they’d been old enough to work. They’d started their internship at the same time, lived through the rigorous rehearsals to become one of the princesses, held each other through their rejection as any princess, and pressed on.

Anita had become one of the most successful managers of the park, arranging schedules, running inventories, and providing safe places for her teams. She was quickly moving through the ranks. One of the higher ups had convinced her to go back to school and pursue a business degree. She often led many trainings and large projects.

Bloom, on the other hand, was content to just make being a cast member her career. She hadn’t gone out of her way to become something outstanding or amazing like Anita, but she still had a lot of fun and was well paid for her stay with the park. She’d been around for so long that she could work at any park location. Without meaning to, she ended up leading several trainings and professional developments. She moved up in the ranks from experience, not ambition.

Despite their differences, both women had become successful in their own way. They lived together now, were almost like sisters, but held respect for each other’s individuality and private lives. Which is why Bloom couldn’t hide her surprise when Anita asked her to join her for this exclusive experience.

Technically, they were both working, providing special services for privileged guests. Bloom had her reservations at first, but after reading the policies regarding expectations, code of conduct, and the guarantee that Disney would protect their cast members, she had agreed to join. Anita couldn’t hide her relief.

“We can be anyone,” she said, looping her arm through Bloom’s. “They let us choose our own costumes after the opening night.”

“Anyone?” Bloom’s eyes went wide. “Seriously?”

Both had aged out of princess candidacy back at twenty-three. At twenty-six, they still held that dream close to their hearts. That was the magic of Disney; it gave everyone the chance to make their dreams come true, even if it was only until the stroke of midnight–or, in this case, began at midnight.

“Anyone! We get to be pirates tonight, but later, we can try our hand at any princess. All those hours of training and rehearsal, they’re going to pay off! And we get to wear the dresses we always dreamed of.”

They giggled as they walked into costume and makeup. A professional team had set up across multiple stations: hair, makeup, facials, nails, Disney spared no expense. The women were used to large expenses, but nothing of this caliber, certainly not for cast members.

“I’m starting to think that this is a bigger deal than we imagined,” Anita whispered. Before Bloom had a chance to reply, they were whisked away to opposite ends.

The soundtrack of Pirates of the Caribbean played overhead, used as a means to get cast members into the mindset of piracy. Anita was placed in a beautifully sexy piece, a corset so tight it pushed her breasts up deliciously. The sight of them sent a tingling feeling across her chest. Her thighs were hugged by leather harnesses that homed fake knives and a pistol, the stockings on her torn aesthetically. Her thick auburn hair had been curled and piled into a messy pony. Strands were pulled out of the strands restraints expertly, framing her face. When she looked in the mirror, she couldn’t believe it. Thick black eyeliner brought out the brown in her eyes, accentuated their depth and the red of her lips matched her hair.

She turned, looking for Bloom and found her making her way over. She wasn’t in a short skirt like Anita. Instead, they’d put her in tight leather and a peasant shirt that slipped off her shoulders. The freckles across her chest and shoulders added to the sexiness. Her blonde hair had been loosely curled, streaked black in some places. The black corset she wore had numerous belts; her breasts, larger than Anita’s, bounced deliciously as she moved. Her makeup was darker, more seductive, and Anita found herself grinning.

“You look fucking hot,” she said, taking Bloom’s hand and giving her a spin.

Bloom blushed, the color traveling down her neck. “Thank you, you don’t look half bad yourself.”

Wicked grins spread across their faces. They’d signed up for this experience to get to be a princess, but maybe, being a badass pirate for a night and pillaging wouldn’t be bad at all.

 

[Ruphhausin]

"You know. I am so glad we both enjoy dressing up."

Chris chuckled as Sean said that. Both men had participated in a lot of cosplay, and at 25 years old, they both really filled out their pirate costumes. It helped they looked quite dangerous, even with the daggers and pistols being props. They had even added the tattoos themselves, which would eventually wear off but not for a couple of days. Of course they both went with some of the typical ideas for a "veteran pirate", with Sean going for the eye patch and Chris going for wearing the well placed scar on the cheek. Of course the made certain that they had asked for more than enough to help reach the right state of "perfection", but not too much to motivate them to waste anything.

They gave each other good looks over, hoping they would past muster in every way. Sean was particularly keen on it, ribbing his friend for trips past.

"We should look so good even some of the cast members who will be at the party should be impressed. Maybe we'll even run into her."

Sean knew that Chris had a crush on a certain employee he had spotted several times. He had spotted her first on one of the mutual family vacations they had taken to WDW about seven years ago, and he had spotted her at multiple parks each time they came twice a year. Of course, this being heading into the beginning of the Christmas season at WDW, and the two of them booked for the entire time till after New Year's may pay off in that. Chris chuckled, wondering only in the passing if he would see her again.

"Look, maybe she is no longer working here, but maybe she is. I will let you know that I promise that if we click with two women here, I will focus... "

Chris still thought about her though, and wondered if now, after all of those "missed chances" if another chance opened up for him he should take it.

"Purple, green, and gold is a bit Mardi Gras.. but since we are intended to be tacky pirates..."

Sean really was enjoying his costume to the full. At the same time, Chris had gone with blue and red, accented with shades of platinum for an added "rare gem" effect for his look. As they put the final touches in place, the phone beeped and Sean picked it up.

"Yes, we are ready to go. Thank you for telling us our Minnie is hear."

Soon, they were walking the route to where the Minnie was waiting, knowing that all of the rooms they had past were sleeping or settled for the night.. and there would be no one but others of their like mind and purpose in the Magic Kingdom to sunrise.

 

[cherripeach]

What made Disney After Dark parties work was how cast members started the party amongst themselves before the park guests arrived. Anita and Bloom had both taken shots from each other’s boobs to hype up their coworkers. Seeing the higher ups be as crazy and lewd as they wanted to be allowed them to let loose.

A detailed, exciting, choreographed show kicked off the celebrations. Sea shanties played across the perfectly spaced out speakers. Anita felt the thrill of it in her blood. They were working, of course, carrying drinks to guests and flirting with all genders, but they’d never had so much fun before.

“Anita, look,” Bloom took her friend’s arm and leaned into it, her tits coated in lipstick stains. Several hundred dollar bills were crumpled snuggly between the round mounds. “I let two girls eat my tits and they tipped me!”

They giggled, high-fiving. It was strangely liberating to do this at their place of work. The guests were of the highest quality, too. They seemed to be under strict orders to always ask for consent before touching a cast member and dubious consent was conveyed with both guest and cast members wearing a black rose on their lapels.

Bloom didn’t have one, but Anita thrived from the stray hands that found their way to her ass and up her skirt. She could tease the men and women about it, and it was just good natured fun. Nobody has solicited their exclusive company yet, and they were fine with that. It was the first night! If anyone paired up tonight it would be like a Disney miracle.

“Bloom! Anita!” a couple of coworkers rushed to them, cheeks flushed and eyes merry. “Would you cover our tables? We were invited to go on some rides with a group and–”

“Say no more!” Bloom held up a hand, the other on her hip. “Go have your Cinderella adventure.”

Anita raised an eyebrow. “That puts us at ten tables each.”

“Piece of cake.” Bloom’s eyes were twinkling. “It’ll be just like the summer we worked part-time at Joe’s.”

Anita laughed. Having Bloom with her made everything better. They each took a shot of rum (“To Jack Sparrow!) and went to tackle introductions at the newer tables. Anita made her rounds, taking orders and letting her ass be groped. She was nice and flushed by the time she made it to a table with two young men.

“Hello, gents,” she smiled, leaning forward and resting her elbows on the table, breasts in full display. “My are you two a sight for sore eyes. I’ll be taking care of you for a while, or even the rest of the night if Mickey Mouse works his magic. I’m Anita. What can I do ya for?”

 

[Ruphhausin]

Chris and Sean had found a table after already having fun. They were allowed in, their Disney pass devices having scanned perfectly. Fortunately, they had brought both cards and cash and they were more than pleased to also use the gold coins that could be exchanged for their real worth anywhere. They really were already enjoying themselves, and they had nibbled on some of the available gnosh-ables that were being brought around.

"Hey, let's grab a table.. a serving wench to at least ogle will be so much fun."

Sean had said that, very pleased that so many were wearing the black rose lapel pins, especially the wenches serving at tables. Chris found a table, and he was pleased to find out that their server would be there soon. Sean sat down, seeing his friend was really enjoying himself. In the revelry of the moment, he spoke his mind in a way he knew Chris would be cool with.

"Seriously, bro. I have no doubt she is still working here. Maybe we will see her tonight.. maybe around the parks.. maybe at other themed...."

It was a look on Chris' face that made Sean stop talking.. and follow the look on his friend's face. In mere seconds, he noticed and processed what it was. Standing there, wearing a black rose on her lapel, was the Disney girl that Chris had had his eye on every time they had been there since they both turned 18. He almost couldn't hide the joy for his friend, but Chris had managed to recover enough to order.

"Well, Anita, you can start by bringing us to full tankards of your best.... and keep coming back as I can definitely say I want you to be taking care of me for the rest of the night."

Sean almost coughed, knowing Chris wasn't drunk or anywhere near it. His friend was the more reserved of the both of them, Sean almost thinking he would end up a priest with how he remained chaste for so long, even though neither had pursued girls as hard as others. They had some experience, and they read and watched a lot, but his was a side of Chris that Sean was enjoying. Chris then pulled out a couple of hundreds and slid the two bills between her ample breasts as he spoke.

"That is to get you to come back.. and perhaps you have a friend that my friend may be interested in and may be interested in him. None of that is for the drinks, as I'll be handling that when we's gets them, lassie! Just hurry on back!"

As he moved his hand back after leaving the bills between her breasts, he slowly caressed and stroked on one, making it very clear he wanted to touch more of her and soon. His eyes moved from her breasts to her eyes, already making it clear it may be more than one night if she wanted it to be.

 

[cherripeach]

The way the man caressed her breast made Anita’s insides hot. She wanted more of his touch. She liked the way he was looking at her, and how he was consuming her with his eyes. “Aye, aye captain. I’ll be back with some good juice and a pretty girl for your friend.”

Anita finds Bloom flirting with a man twice her age. He has two other girls at either side and Anita can clearly tell that he’s there to collect as many pretty ones as he can. She steals her friend away and takes to get the drinks.

“What’s up?”

“Follow me, I think we can make some good memories with some guests. Are you sure you don’t want the black rose? It’s pretty fun to be groped.”

Bloom laughs. “I’m sure. I like playing hard to get. It turns me and them on.”

“Naughty, naughty.”

Anita leads her friend to the table with the handsome young men. She makes a show of setting the full tankard in front of the one with the hazel eyes. She licks the spilled drink from her fingers, slutting it up as much as she can. She raises her skirts and sits on the man’s lap, his leg between hers.

“I brought another wench for your friend, captain. I want my reward now.”