thejman454
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If anyone would like to commission me to continue this or for any other custom story ideas please send me a DM. Thanks!
Hailee’s Hellish Holiday
Part 1: Hailee’s getaway
Hailee excitedly packed her bags. She was finding it hard to decide what to bring as she didn’t know where exactly she was going. Florence Pugh had invited her on a trip but told her it was a surprise where they were going. When Hailee had asked what she should pack. Florence smiled and said you won’t need many clothes. This caused a pleasant thrill to run through Hailee. Florence may have just meant it was warm weather where they were going but perhaps it meant more.
Hailee had met Florence on the set of Hawkeye and had immediately developed a crush on her, but who wouldn’t with her long blonde hair and beautiful dark eyes. They got to know each other on set quickly finding out they had many things in common. They were mostly just cordial towards each other during, what Hailee thought of as the Ordeal. A very difficult scene that had taken days to shoot which was absolute torture for Hailee and which ultimately had to be scrapped. It was a scene where Hailee playing was captured by Yelena, a character played by Florence, and interrogated. Since this was a Disney show they elected to try an alternative to a hardcore torturous interrogation scene with pain. They tried a tickle torture interrogation scene.
Hailee remembered the fingers tracing down her sides and screaming in ticklish agony as the director yelled “Cut! You can’t make it looks like it tickles THAT much. We are on Disney plus and that look of distress is way too much for our target demo!” Take after take after take with the same results again and again. The only benefit of all those days shooting with Florence is that she became much more interested in her and made every effort to befriend her.
Hailee shuddered and with great effort pushed the thoughts of the Ordeal away. She had to try and get over the PTSD of that shoot and she thought this relaxing trip was just the ticket.
Hailee picked up several pairs of bikinis and her sexiest underwear along with multiple pairs of shorts and short sleeve shirts and packed them away. If it turned out that they were going somewhere cold she’d have to get a whole new wardrobe. Or maybe she’d just have a reason to stay in the bed under the covers near a fire the whole time. Maybe with company. The pleasant thrill returned and ran up and down her entire body.
The driver pulled up to the private jet and opened the door for Hailee. When Florence had told her she was going on an exclusive trip she was expecting first class but this was awesome! She was going to be riding in a private plane alone with Florence! This was a great start to the trip, to say the least.
Florence ran up to her and gave her a big hug. “Hey, girl! You ready to get out of here!?” Florence looked and saw the driver removing two huge suitcases from the trunk and said “Oh sweetie, you didn’t have to bring anything. Where we are going all your clothes will be provided for you. They’ll take care of dressing you.” Florence said.
Hailee had heard of resorts that handled all your food and drinks wants but had never heard of any resort that took care of your wardrobe as well. This seemed very odd but she had to admit she had just broken through to the A-list with her role in a Marvel property and she had a lot to learn about being a starlet.
Her unneeded bags were put back in the trunk to be stored until her return. She had misgivings about those because she had specific outfits, jewelry, and even toiletries that she wanted. She hated the feeling of going to wherever they were going practically naked and helpless but Florence said that the jet had a very low capacity for weight. It was built for speed and distance, not the ability to haul much cargo.
The two girls settled into the plane. Hailee was amazed by the posh setup. It was ceiling to floor white leather with all the amenities. The two girls sat in chairs facing each other and began chatting as the plane taxied and then shot into the sky at breakneck speed.
After a few minutes, Florence said “Hailee will you get me a drink?” This was one thing that slightly irked Hailee about her friend. She was slightly bossy. Not to the point where it was an issue, but she seemed to like asking Hailee to do things for her. The odd thing was that she noticed her friend ONLY asked her to do things. If they were in a group and Florence wanted something she would invariably ask Hailee to do it. Even though it aggravated her crush and willingness to please always trumped her aggravation. She noticed that every time that Florence asked her to do something, she would watch her closely, and when she acquiesced, she would smile slightly and nod her head like her suspicions were verified.
Hailee got up and grabbed the champagne bottle in a bucket of ice near the front of the compartment and two flutes. She poured herself a glass and pushed the bottle and other flute towards G, but she leaned forward and grabbed the already poured glass and said “thanks, sweetie.” She looked up and watched Hailee carefully and smiled and nodded nearly imperceptibly when Hailee poured the other glass for herself.
After they finished the glasses, Florence said “My feet are killing me; I spent all day shopping for the trip and my Toms get my feet all hot and sore I sure could use a foot rub.”
Hailee’s first thought was to wonder why Florence had spent all day shopping if the plane couldn’t take her luggage but before she could consider that she realized what Florence was asking for. She truly hated feet. She had had BAD experiences with hers being touched when she was younger and it had transferred into a hatred of all feet. She opened her mouth to decline, but she saw Florence had already kicked off her shoes and was peeling off her very sweaty-looking socks. While Hailee was still trying to find a polite way to decline Florence put her feet in her lab and said “This is why I love you so much, you are just so sweet.”
After hearing this there was no way she could decline. She began kneading and massaging the moist feet. Even though she hated touching feet she wanted to please Florence so she looked down and concentrated on giving the best massage she could. Eventually, she looked up and saw that Florence was smiling at her. Usually, that would have made Hailee happy, but there was just something a little off in that smile. For some reason, it brought to mind a shark's smile
as it was closing in on its prey. It seemed almost predatory. That was of course ridiculous so she pushed the thought away.
The plane ride was turning out to be longer than Hailee had expected, she looked out and saw they were surrounded on all sides by water. So, this was an international trip. Hailee just had a thought and said “Florence, I didn’t even think to bring my passport.”
“Don’t worry sweetie, it’s not that type of place. There aren’t that many laws or rules to worry about.”
This flummoxed Hailee she had no idea what type of place wouldn’t even require a passport. She started wracking her brain to think of any countries that didn’t require a passport.
She was startled out of her thinking when she saw a foot appear before her face. “My feet are feeling neglected, please get back to your massage.”
Ugh, that bossiness again. Hailee wondered if she should say something. No, it was fine, it was just rubbing feet. As gross as it was it wasn’t worth upsetting Florence. “Ok.” She finally decided to say.
Florence kept her foot in front of her face though. “Before you continue, why don’t you give my foot a little tiny kiss.”
Hailee was appalled, no matter how much of a crush she had on Florence she couldn’t kiss her foot. Touching them was bad enough, but as she started to shake her head and tell Florence absolutely not, Florence said something that changed her mind.
“I’ve thought a lot about what your lips would feel like on me, I’d like a little preview.”
The thrill ran through her stronger than ever now and broke right through her reservations.
She grabbed the foot meaning to just give it a slight peck, but as she thought about kissing Florence, she found herself deeply kissing the sole. She reached her tongue out and slowly began licking up and down the sole. After several seconds she came back to herself and realized exactly what she was doing and quickly pulled her head away in horror. She looked back into Florence’s face and the smile was back, more shark like than ever.
The rest of the plane ride was uneventful except for the fact that Florence wouldn’t take her feet off Hailee’s lap. She said it was more comfortable like that. Hailee dozed off for an indeterminate about of time. She awoke to the captain’s voice announcing they were preparing to land.
Hailee looked out the window and saw a smaller-sized island below. There was a small airport below and a smattering of a few buildings. The biggest of which looked to be a very large house.
“Where are we?”, Hailee said wonderingly.
“Just an island that some of my friends own. You don’t really need to know where.” Florence answered.
As they touch down, Florence slipped her shoes back on and reached into a compartment over her head to grab a bag.
Hailee was stunned. “I thought we couldn’t bring luggage.”
“Oh, It’s just a few odds and ends. Trust me you won’t need anything.”
Hailee really didn’t like that she had left everything she had back at home while this girl had what she needed with her, but she tried to let it go.
They un-boarded and began to walk to the car that was there to pick them up. Hailee was further dismayed to see that a worker was loading suitcases that undoubtedly came from the plane into the car.
So, she packed all her luggage. “Why did I have to leave all mine at home?” She wondered trying to not be upset. She resolved not to let this ruin her time, she was at a beautiful island resort and she was excited to see what was in store for them.
“I can’t wait to introduce you to all my friends.” Florence said.
“I thought this was more of a getaway for just us.” Hailee said disappointed.
“It’s just a small, very exclusive group of girls.” Florence said “Don’t worry, we will spend plenty of time together, just you and I…” Florence said as she climbed into the car.
Hailee smiled broadly at that thought and climbed in beside her.
The car brought them to the large house, which was more of a mansion on closer inspection. They walked up to the door and knocked and were met by a pretty young girl in a maid’s uniform who offered to take Hailee to her room.
“Get some rest and a bath. We are having a small get-together tonight at 8. The attire for it will be left for you in the room.” Before Hailee could say another word Florence stepped in and placed a small peck on H’s lips then walked away.
Hailee was so stunned that she didn’t even respond. The maid walked her to her room. It resembled a typical hotel room in a nicer resort. King bed, TV couches with a bathroom off to the side.
She desperately wanted to freshen up after the plane ride so she stripped out of her clothes. Not knowing exactly what to do with her clothes she folded them up and placed them on top of her socks and sneakers next to the bed.
She went to the bathroom and was happy to see it was fully stocked with all the soaps and shampoos she would want as well as some bath bombs. She poured the garden tub full of water dropped in a bath bomb and relaxed in the tub for the next hour. She tried to use her phone to text some of her acquaintances where she was but was not terribly surprised to see she had no signal. She’d ask for a landline later.
When she walked out of the bathroom, she noticed two things all her clothes were gone and a dress was on the bed. She was dismayed that her clothes had been taken, presumably to be
washed as her only bra and panties were among them. She quickly looked through all the drawers but they only contained linens, no substitute underwear.
She thought about phoning for a replacement or to ask hers to be returned but noticed there was no phone in the room. That was very strange she thought. “I guess I’m going commando,” she thought dismayed.
She picked up the dress to examine it and was further dismayed. It was a beautiful white dress, but it exposed way more than she would expect. It was strappy and exposed her arms and shoulder and was rather low cut, which she would expect in the hot island climate, it was also rather short which was also at least understandable, but it was exposed the wearer's entire stomach and sides Hailee had amazing abs she worked hard at keeping in shape, but she was loathe to wear this around people she had never met before.
At first, she calmed down when she realized everyone else would be wearing something else comparable provided for them, but something nagged at her. She knew it looked familiar but then she realized why. It looked like a much skimpier version of the black dress she wore to the SAG awards! It came down far lower even exposing her naval and was skimpier in pretty much every aspect, but it was impossible not to see it once she did. After a while, she was able to convince herself that she was being paranoid.
She laid down on the soft bed and decided on a nap. She quickly fell asleep.
She woke up about an hour before the get-together and put on her dress. Even though she felt awkward in it, she had to admit she looked great in it. She looked in the bathroom and discovered a large assortment of makeup and she reapplied all of it until she looked how she wanted.
She went back into the bedroom and realized there were no shoes left so she would have to go barefoot. This was far more embarrassing to her than the exposing dress. She had a fresh sky-blue Pedi on her toes and had been told on numerous occasions she had pretty feet but she was loathe to have them this exposed, but she had no choice.
She walked to the door to walk out and she was extremely puzzled to see what she thought she saw. There was no doorknob, the door was completely smooth. Before she could fully understand what, she was looking at she heard a knock and automatically she responded “come in”.
Florence opened the door and stepped in. She was wearing a typical nightgown and heels. Nothing like the dress Hailee was wearing.
Hailee opened her mouth to say something but before she could say anything. “I know I know, the dress the left for me didn’t fit. I wish I could wear it and look as adorable as you.”
Hailee didn’t feel adorable she felt very underdressed compared to her friend. But Florence took her hand and said “shall we” and pulled her out of the room down the hall.
As they walked Florence told Hailee “You may recognize some of the women here. Not personally but like I said this is a very exclusive club. Most if not all of the women here are
celebrities. Like us. You may notice you get a lot of attention and questions if not to you at least about you. Try not to let it get to you. The girls are always curious about newcomers.”
Hailee’s anxiety began to mount. Even though she was technically a celebrity she always felt more like a regular person and only had a few celebrity friends. The only two close friends she had that were close were Florence and Zendaya who she also met at Marvel movie functions and publicity shoots. She had tried to get in touch with Zendaya before she left to let her know about the trip but her phone went straight to voice mail.
Walking through the mansion, she noticed several people she recognized. Kristen Stewart was walking down the hall and she waved to them. She was dressed in the same way as her friend. In heels and a typical cocktail dress. She looked Hailee up and down and flashed her a toothy smile. Hailee had the image of a shark flash into her mind again.
They stopped and they all begin talking. The conversation seemed bizarre to Hailee. Kirsten complimented her on how great she looked, but then turned to Florence and said “She’s perfect. I can’t wait.”
Hailee knew she was missing something but before she could ask anything else the two girls were off and Florence was pulling her along once more.
They stepped into the dining hall and Hailee’s heart sank. She saw that everyone there was dressed in “normal” dresses and shoes. She was the only one in the skimpy island dress and barefoot. She tried to take a step back and turn to run back to her room, but Florence tugged at her so hard she almost lost her balance and pulled her into the room.
There were about 20 women in the room give or take. She recognized most of them. As soon as she came in all the talk stopped and everyone turned their attention to her. She didn’t like the way all the girl’s eyes swept over her. She had thought she had seen guys undress her with their eyes before, but they were nothing like this. Even though she was thoroughly embarrassed by this she couldn’t help but admit to herself she was enjoying the attention of all these women. If only she wasn’t dressed in such a degrading way!
As they made their way into the room all the women it seemed descended onto them. Ariana Grande, Dua Lipa, and Miley Cyrus walked up and introduced themselves to her. Hailee was star-struck. She was friends with some celebs but it seemed bizarre to be talking to women she listened to on Spotify in her heavy rotation.
The conversation was once again surreal. It consisted mainly of the girls complimenting her looks, and then asking Florence questions about her almost like she wasn’t there. What made things even more bizarre is that the girls were nonchalantly touching her. She knew LA types were touchy-feely with lots of hugging and kisses on the cheeks. But Ariana, while talking to Florence, took her long fingernails and just lightly ran them down Hailee’s side. She was unprepared for this and burst into loud laughter.
Grande said “Oops, I’m so sorry! I just wanted to feel the material of your dress. I didn’t mean to tickle you. She said that word a little too loud and too deliberately.
Hailee was mortified to see that every eye was on her and every girl there had smiles on their face. She very much felt like a small fish before a frenzy. She had to get hold of herself, she was becoming paranoid for no reason.
She was introduced to many more girls before she finally sat down with Florence at a table. These conversations were just as weird as the others. She heard herself referred to as “the guest of honor” by at least a couple of girls. In one conversation she heard one girl say that “the other guest of honor” is resting up today. She had a long day yesterday. This brought loud laughs from all the girls.
Frustratingly even though the girls fawned over her looks they were very condescending to her when she tried to speak. It was like they were all in on a secret she wasn’t. She assumed that she was “the guest of honor because this was her first time. The dress and the condescension were all just a little hazing, and there was another first-timer here. Hailee looked forward to meeting her. Would be nice to meet someone as out of her element as her.
“I know you must be a bit overwhelmed. What if I told you I knew a place where we could spend some time alone? Maybe I could feel those lips a bit more.”
Instantly Hailee went from regretting she came to be very happy she agreed to come. She just nodded eagerly.
Florence said “Follow me to that door over there. We will slip in and play around. It’s a storage room that nobody ever goes in.”
Florence got up and began walking towards a wooden door on the far side of the room. Hailee pushed her plate aside and quickly stood up and followed her. Florence slid the door open and pulled Hailee inside and closed it behind her.
It was pitch black. Florence whispered “Take my hand, I know the way.”
She felt warm fingers interlace hers and felt herself being led back through the dark. Finally, they stopped and Florence said this is a good place. Florence spun her around facing her and grabbed her other hand. She pulled Hailee close and she could feel Florence’s breath on her face. Then suddenly Florence quickly pulled both her hands up. Surprised she felt herself go up on her tiptoes due to the force of her arms being pulled up. Suddenly she felt her wrists touch cold metal. The second they did she heard a mechanized click and felt metal encircle her wrists. She screamed in surprise.
She opened her mouth to scream again and she felt a ball gag being shoved into her mouth muting her. Just then the lights cut on and she saw a large group of the girls sitting around on various benches in the room watching. When they saw Hailee’s futile struggling with the spring-loaded manacles around her wrists and the ball gag in her mouth, they all began clapping and cheering.
“Picture perfect!” Miley said.
“Smooth as silk!” Dua Lipa cheered.
Hailee tried to pull her hands out but the manacles had closed perfectly around her wrists to the point where they weren’t the least bit uncomfortable, but she had absolutely no chance at slipping out. She tried to get her feet steady below her, but she was just high enough where she was forced to stand on her tiptoes. She couldn’t get a good foothold. She tried with all her might to scream, all that came out was a muted “Mmmmpppphhhhh’.
H looked around the room frantically. When she did her panic and fear rose even more. If this was a storage room it was the storage room for hell itself. It was a huge room filled with bondage and torture devices. There were multitudes of racks, straps, and contraptions she couldn’t even fathom the use for placed all over the room. Everywhere she looked she saw bondage devices and smiling, laughing, whooping, girls.
Florence walked to the middle of the room and said “Everyone, let's welcome our next contestant!”
Loud cheers from all over the room as Hailee fearfully looked around.
“Thank you so much for inviting me to join the club this year. I know it’s customary for every new member to bring “entertainment” their first year and this is my contribution. I know we only bring girls that have glaring weaknesses that can be exploited and it's usually just a story but I have a treat for you!”
Florence pointed a remote at a large TV on the wall and a picture of a bound Hailee appeared. But as opposed to her white dress she was wearing a dirty tank top. It was immediately apparent that this was the cut footage from Hawkeye.
Hailee is in a dirty cutoff tank top; she has makeup on her face that mimics dirt and a little blood from the previous fight. She’s in a kneeling position and the director is talking to her. “This shouldn’t take too long. You need to look defiant. Just flash a brief smile as she tickles you. Maybe give a slight giggle. But then put on a defiant face so she knows you won’t be broken. Ok?”
Hailee is visibly nervous but nods.
“Action!” the director calls.
Florence as Yelena walks over to Hailee and says, “Listen you are going to tell me what I need to know, I promise. At this, she runs her hand down Hailee’s arm into her armpit.
As soon as Florence’s finger began tracing its way down her arm, she knew she was in trouble. Her carefully controlled face melted into a helpless smile and she loudly laughed. This wasn’t at all what the script called for and Florence looked stunned, the director yelled “Cut!”
They tried the scene time and time again. It went from uncontrollable laughing to sometimes her having a pained expression holding back the laughter. They tried different positions with Florence tickling her ribs and exposed stomach but she was too ticklish to be able to take any of this.
The worst part was she knew if she could just nail it ONCE she could be done with this torture. But again and again, she had to go through this. This dragged out for days and dragged shooting to a standstill. Everything else that could be shot without Hailee and Florence was so all the actors, crew, and staff would all gather around each day and see what the holdup was. With Hailee helplessly laughing like a maniac as Florence lightly stroked her.
Finally, the people controlling the purse strings had had enough and demanded that the scene be dropped and another angle explored. Hailee tried to erase this traumatic experience from her mind, but she was now unhappily watching it in perhaps the worst possible way with an entirely new audience.
Hailee was so ashamed that they had all witnessed that. It was the most relieved day of her life when the director announced that they were cutting out the tickling scene and it would never air. He had implied that the footage they shot would be destroyed, but that was obviously not the case.
Ariana Grande stood up and walked to the middle of the room. “Thank you so much for that presentation, Florence and thank you so much for our new toy!”
Hailee grunted in indignation at this.
“Before our contest really gets going, I’d like to bring out the winners of the past contests. Hailee’s jaw would have dropped if it wasn’t stuffed with a large red ball gag when Billie Eilish, Olivia Rodrigo, Taylor Swift, and Margot Robbie walked into the room to the loud applause of the other girls. They were dressed in identical white cotton uniforms. All the girls aside from Margot wore white sneakers as well. Margot was barefoot.
“As we know these women are ineligible to participate as they all have won before and have their own prizes at home.”
“I’m sorry to know but I have to ask.” Stewart yelled out “Taylor can you give us an update on Bebo?”
This question struck Hailee like a rock. Bebo was a backup dancer for Ariana Grande and one summer she just vanished from the face of the earth without a trace. After weeks of searching, it appeared she had just decided to drop off the grid. They found her phone discarded on a bus in Mexico and traced several transactions there from her card. Everyone’s best guess is she just wanted to get away from the lifestyle she was in so she headed south. She was Latina and had family in Mexico but they all denied that they had seen her since she disappeared. After a while, the stories just disappeared and she was never heard from again.
“It was amazing how bad you broke her with the vibrators.” Kristen Stewart continued. “I didn’t know you could break someone with no pain at all just sheer frustration. I couldn’t believe how much she begged for you to just let her cum.”
“Well,” Taylor said “you’ve got to pay attention to the toy’s backstory. She was there because she was insatiable and all she could talk about was how her boyfriends could never keep her satisfied. I just worked on that weakness. As far as how she is now, well…”
“Go on you’ve got to tell us!” Pugh shouted.
“We fitted her with a chastity belt with a built-in vibrator. She can’t get it off or interfere with it in any way. It runs 24/7 and it monitors her vitals to keep her absolutely on edge but never allows her to tip over. She is also fitted with tickle boots that are locked on her feet that constantly tickle them. Neither stop ever accept, when she is restrained and cleaned, which is a ticklish affair all in itself.”
“So, she can never cum?” someone said from the crowd.
“No, she can whenever she wants. There is a button in her room and if she pushes it the vibrator kicks into high gear and pushes her over the edge. But it doesn’t stop after she cums, it keeps going full tilt. Also, the boots kick up to maximum level. Every time she pushes it the length doubles. She pushed it once after I made her watch old videos of her cumming all night. She didn’t know how long it would last until she pushed it. She was horrified when she saw a counter for a full 24 hours pop up. She was over sensitized within five minutes. She was in tears after ten. I actually felt bad so I just put some porn on her TV and left her locked in her room for the next 23 hours. I couldn’t bear to watch it. I’ve seen her look longingly at the button sometimes. Eventually, she will push it again, and then she’ll have to endure 48 hours.” Taylor related.
Ariana said "Well damn! It’s good for all of us that you can’t win again this year!”
The girls all laughed except for Hailee, who was getting more horrified by the second. She just yelled into her gag and pulled at her bonds.
Ar continued “Even though they can’t compete they still deserve a chance to play with the toy. So, the first event will be the “exploratory session” where they can play with her however they want. After they all decide they will be judges for the rest of the time. Of course, they can always be tagged in and of if the contestants need a helping hand… or foot”. At this Margot Robbie held her barefoot up to the girls causing some knowing snickers to erupt from the girls.
“The session will begin in five minutes.” Ar said “Florence you may want to try and prepare H.”
Hailee’s head was spinning. She was terrified at what was about to happen. If it had been ANY other situation, she would be living her fantasy. The beautiful women she saw on the screen and the stage were about to devote all their attention to her. But she knew they were going to tickle her and who knows what other tortures. She just needed to explain to her friend that she couldn’t endure this!
Florence walked over to Hailee and looked at her. Hailee’s eyes were capital Os of terror. Her tears begin to spill down making her mascara run. She was desperately trying to talk through the gag.
“Shhh, calm down sweetie,” Florence said. “I know you are probably a little nervous but the only way out of this is through this now. You’ve probably picked up enough to know that you are in a competition in which you are the prize if you lose. Usually, there is no way out of this and the competition is just to see who wins you, but there is a chance if you can show that ice water in your veins you can still possibly go home. You just have to resist breaking.”
“Time!” Ar called.
“Good luck sweetie.” Florence said kissing Hailee on the cheek as she pulled frantically on her bonds and scrabbled her feet on the floor trying to find purchase.
Olivia Rodrigo stepped forward and said “Hey guys, would it be ok if I got us started?”
“Sure things Olive!” Taylor said winking at the younger girl.
Olivia walked up to Hailee batting her eyelids sweetly and putting on her most innocent face. She put her hand on Hailee’s cheeks and wiped away her tears. “Now, now, there’s no need to be afraid” she cooed while continuing to wipe her cheeks. Slowly dropping her hands ever so slightly every time a fraction of an inch. Despite herself, she felt herself relaxing a bit to the soothing words and calming petting.
As she continued to reassure Hailee and drop her hands lower, they eventually touched Hailee’s chin. She felt a tingle at this and twitched, just a bit. She tried to readjust her head where Olivia’s hands would remain calmingly on her cheeks, but her hands followed the motion and continued to creep lower now reaching her neck.
Hailee’s neck wasn’t one of her most ticklish spots, but that’s not to say it’s not tender. Also, Olivia’s caresses begin to get lighter and lighter, agonizingly light. Though her reassuring voice never changed telling her that everything was all right, everything was just fine.
H began moving her head from side to side. The feel of her hands was erotic but it was also too tickly to fully enjoy. Also, her hands were moving towards her neck bone which was really ticklish. She needed to stop her before she got there somehow.
“Just tune out everything else, just focus on my voice and my fingers,” Olivia said staring deeply into Hailee’s eyes. Her fingertips started brushing her neck bone.
Hailee jerked and tried to walk backward but her toes just slid on the floor with the very little traction she had. It didn’t offer even a second away from Olivia’s feather-light stroking.
“Feel that sensation like it’s the only thing on earth for you right now. No matter what happens next right now you have to feel this.” Olivia softly said.
Hailee’s mouth helplessly spread into a grin behind her gag as Olivia continued her teasing touches. Hailee began to despair when she felt her hands slowly begin journeying away from her neck bone towards her armpits.
She had a bit of reprieve when Olivia moved on from the sensitive spot but before her underarm. Olivia was so pretty and sweet. If she didn’t have this damned gag in her mouth, she could explain what happened to her in school. The bullying, the tickling. Olivia would protect her and free her she had no doubt looking into her kind eyes. She was only doing this because she didn’t understand how awful this was for Hailee. She tried to work the ball gag out of her mouth but lost all ability to focus on anything else the second a finger brushed her smooth underarm.
Her mouth contorted first into a grin then a full-fledged maniacal smile as much as the gag would allow. As the feather-soft touches continued Hailee tried to pull her arms down. This only pulled her feet off the ground. But did nothing to alleviate the tickling situation.
Soon she started laughing into the gag. This caused Olivia to have to lean forward to whisper into her ears as she continued to tease. “See, doesn't it feel good to just let it all go and have a good cleansing laugh.”
Hailee thought “She doesn’t understand what tickling is like for me! This is torture! I don’t want to laugh; I just want her to stop!”
The process went on and on. Olivia explored every bit of exposed skin afforded to her by her much too skimpy outfit. She was as now all too aware of why it was designed the way it was. To let all the girls see what they would be playing with and to give them open access.
After an eternity of the awful gentle tickling and the endless reassurances of Olivia, she finished by once again wiping the fresh tears she herself had caused Hailee to cry and stepped away.
Next Billie stepped up and said “I am going to give you a break from tickling but I’m not sure you are going to like my method much better. I hope you don’t think I’m the bad guy because of it.” All the girls groaned and rolled their eyes at this.
She walked over to the wall and removed one of the many paddles. Hailee just dropped her head. She had neglected to join a sorority just out of fear of being paddled. She hadn’t been paddled since she was a child and she was fully expecting that she never would again.
Billie walked around to her back, rolled up her dress, and tucked it in a way that caused her naked bottom to be exposed as she had been denied access to panties. Billie started by lightly caressing her ass cheeks breaking her promise not to tickle but all too soon transitioned to smacking them with her hand. Causing Hailee to scream into her gag.
Eventually, Billie transitioned to the paddle causing her cheeks to first become light pink then dark pink. Hailee had stopped screaming and just hung limply in her restraints sobbing lightly.
“Normally I’d have you count these off. I like to make sure your mind isn’t wandering, but for this phase, the rules are the gag has to stay in.” Billie said as she hung the paddle back on the wall and took down a leather flog. “You look like you’ve had just about enough so just five on each cheek with the flog.”
The flog stung so much that Hailee was back on her feet dancing on one foot and then another as she screamed into the gag again.
“That woke you up!” Billie said smiling.
The next nine lashes lasted an eternity for poor Hailee.
Margot and Taylor approached Ar and had some words with her.
Ariana said “For their turns both Tay and Mar would like her in the bondage bed so, could everyone pitch in and help move her?”
The mob of girls all gathered around her grabbing her legs and arms so that when they released her from the manacles, she had no chance of escape. She was dragged over to the bondage bed and her arms and legs were strapped to the built-in leather restraints in a spread-eagle fashion. In addition, her head and waist were strapped down by additional straps. Even though she was even more immobile she was thankful for the chance to lay down as she was beginning to be exhausted.
She saw Margot approach her and look down at her. “Hiya peach, it's my turn.” She said with a mischievous grin. She vanished from sight and since Hailee was forced to look straight up, she couldn’t see where she had vanished to.
Suddenly she felt an awful feeling on her left foot. Something wet and warm touched her sole. She tried to move her foot away but of course, that was useless. Suddenly she realized that was a tongue! Her foot was being licked. Not only was she disgusted by this - it tickled. She hated, hated, hated feet and hers being touched and now Margot was licking hers? It was intolerable.
She went on and on licking her soles. It caused Hailee to giggle the whole time and yelp occasionally when she nibbled them with her teeth. Eventually, she made her way up to her wiggling toes and slid her tongue in between hers. It tickled maddeningly and she begin to laugh uncontrollably at that. After far too long Margot’s face reappeared.
“You have some lovely feet. If you make it out of here, I’m going to talk to Tarantino about giving you a role where you can show them off. Ok, that was your lesson, Peach. We are making a one-time exception to take off your gag so you do the same to me that I did to you. If you speak in any way Billie is standing by your feet with a riding crop and she will make them as pink as your behind. Nod if you understand.”
Now she was just plain angry. She hated feet. She had seen Once Upon a Time… In Hollywood and despite liking the movie she had to avert her eyes every time Margot’s dirty soles were on display, which was often. Now she had to worship those very same soles? This wasn’t fair, but if she even protested, she would just have her feet whipped and then surely still have to worship them anyway.
She glumly nodded yes and Margot unstrapped the gag, pulled it free, and sat into Hailee’s lap.
Hailee began to open and close her mouth working her sore jaws loose after being trapped open for so long. Before she knew it, she saw two large dirty soles descending towards her. Being unable to move her head at all soon she was beneath them. They definitely smelled like feet so she opened her mouth to breathe through that instead. As soon as she did that, she felt a sole press over it sealing that opening and she felt the other foot’s toes descend right over her nose so now the foot smell was much more intense.
She knew waiting would only prolong this torture so she began licking the dirty foot. Her whole world was feet for the next interminable time. All she smelled, saw, and tasted were feet. After Margot determined both of her dirty soles were now spotless, she inserted her toes into H’s mouth. This was even worse as the taste was even worse here and Margot continuously wiggled her toes so she had to chase them all around with her tongue. After she finished this task, Margot finally removed her feet. She saw Margot’s face reappear over her and she said “Thanks for the foot lovin’ Peach, you are a natural foot worshipper.” This caused Hailee to grimace unhappily she opened her mouth to speak but felt one warning swat on her sole and closed her mouth.
She heard footsteps approach and figured this must be last year's winner T-Swift herself. She felt pressure on the bed but being unable to look down she couldn’t be sure. Finally Swift said “You know this would have been better for you if you were on your stomach. Pretty much anyplace a vibrator touches on your front will tickle. At that, she heard a buzz and felt a vibrating rubber head pressed up against her ribs.
It felt like a cross between an electric shock and ticklish hell. As her brain tried to decide how to react she opened her mouth to make some kind of sound the gag was forced back in by someone. Hailee hardly noticed. The sound she made turned out to be a loud scream that was mostly muffled by the gag.
Taylor begins prodding all her ribs with the monstrosity and Hailee tried to tear the bed apart so she could reach down and pull it off her but, of course, she couldn’t budge it. Taylor went on and on prodding in between her ribs causing her to scream continuously.
Hailee felt it stop momentarily and tried to catch her breath but then it began digging into her toned abs. This tickled equally bad in a slightly different way. She had always avoided vibrators as her skin was too sensitive for them even in non-ticklish spots. She never in her worst nightmare thought she’d be assaulted by one in those places.
Taylor worked every inch of her abs as she unconsciously clenched and unclenched trying to get away. Eventually, Taylor switched spots and presses it into the hollows of her underarms. Again, equally awful, but slightly different. Her arms trembled with the effort to bring them down to protect that spot, but it was all futile. All she could do was to scream into her gag.
Finally, it was pulled away. “Ok, you know there’s one more place this is going, right?”
Hailee had never used a vibrator down there as she was just too sensitive all over, especially there. It didn’t take much for her to go. This would be too much.
Taylor reached under her dress and pushed it against her crotch. Instantly she tried to buck away as the sensations were beyond anything she had ever felt. She tried to buck but her waist was secured tightly to the bed.
In no time at all, she felt an orgasm building. It was going to hit her like a tidal wave. She tensed every muscle in her body preparing for it and closed her eyes and then… The vibrator was pulled away. “Noooooo!” She thought. It was right there. As soon as she cooled down a little the process was repeated, and again, and again. After a half a dozen times she was desperate.
She heard Taylor's voice saying “I can keep doing this over and over for the next hour or I can let you cum, but I won’t stop for the next hour. Wiggle your right fingers if you want me to.” She was right on the edge as Taylor asked her so almost unconsciously, she wiggled her right fingers.
Almost instantly she felt the orgasm tear through her, it was unbearably strong and shook her to her core. Immediately after she realized her error. She was unspeakably sensitive after orgasms and she needed the vibrator off her. She screamed in horror and her eyes begin bugging out of her head.
“Oh no, is it all sensitive now? That must be rough! Taylor said in a mocking voice.
The sensitivity finally ebbed immediately into another orgasm and the whole process repeated. After a dozen of these cycles, Hailee was exhausted and assumed she had to be at the end.
Taylor said “Damn, I forgot to set the timer. Ok starting now!” Hailee screamed again and again.
She eventually blacked out when she came to, she was being carried somewhere by a group of girls. When she finally fully awoke, she was in her room on the bed. She was fully nude. She sat up and saw a note that said “That was just a warm-up Sweetie, do try and rest up the real competition starts tomorrow. – Florence”
Hailee’s Hellish Holiday
Part 1: Hailee’s getaway
Hailee excitedly packed her bags. She was finding it hard to decide what to bring as she didn’t know where exactly she was going. Florence Pugh had invited her on a trip but told her it was a surprise where they were going. When Hailee had asked what she should pack. Florence smiled and said you won’t need many clothes. This caused a pleasant thrill to run through Hailee. Florence may have just meant it was warm weather where they were going but perhaps it meant more.
Hailee had met Florence on the set of Hawkeye and had immediately developed a crush on her, but who wouldn’t with her long blonde hair and beautiful dark eyes. They got to know each other on set quickly finding out they had many things in common. They were mostly just cordial towards each other during, what Hailee thought of as the Ordeal. A very difficult scene that had taken days to shoot which was absolute torture for Hailee and which ultimately had to be scrapped. It was a scene where Hailee playing was captured by Yelena, a character played by Florence, and interrogated. Since this was a Disney show they elected to try an alternative to a hardcore torturous interrogation scene with pain. They tried a tickle torture interrogation scene.
Hailee remembered the fingers tracing down her sides and screaming in ticklish agony as the director yelled “Cut! You can’t make it looks like it tickles THAT much. We are on Disney plus and that look of distress is way too much for our target demo!” Take after take after take with the same results again and again. The only benefit of all those days shooting with Florence is that she became much more interested in her and made every effort to befriend her.
Hailee shuddered and with great effort pushed the thoughts of the Ordeal away. She had to try and get over the PTSD of that shoot and she thought this relaxing trip was just the ticket.
Hailee picked up several pairs of bikinis and her sexiest underwear along with multiple pairs of shorts and short sleeve shirts and packed them away. If it turned out that they were going somewhere cold she’d have to get a whole new wardrobe. Or maybe she’d just have a reason to stay in the bed under the covers near a fire the whole time. Maybe with company. The pleasant thrill returned and ran up and down her entire body.
The driver pulled up to the private jet and opened the door for Hailee. When Florence had told her she was going on an exclusive trip she was expecting first class but this was awesome! She was going to be riding in a private plane alone with Florence! This was a great start to the trip, to say the least.
Florence ran up to her and gave her a big hug. “Hey, girl! You ready to get out of here!?” Florence looked and saw the driver removing two huge suitcases from the trunk and said “Oh sweetie, you didn’t have to bring anything. Where we are going all your clothes will be provided for you. They’ll take care of dressing you.” Florence said.
Hailee had heard of resorts that handled all your food and drinks wants but had never heard of any resort that took care of your wardrobe as well. This seemed very odd but she had to admit she had just broken through to the A-list with her role in a Marvel property and she had a lot to learn about being a starlet.
Her unneeded bags were put back in the trunk to be stored until her return. She had misgivings about those because she had specific outfits, jewelry, and even toiletries that she wanted. She hated the feeling of going to wherever they were going practically naked and helpless but Florence said that the jet had a very low capacity for weight. It was built for speed and distance, not the ability to haul much cargo.
The two girls settled into the plane. Hailee was amazed by the posh setup. It was ceiling to floor white leather with all the amenities. The two girls sat in chairs facing each other and began chatting as the plane taxied and then shot into the sky at breakneck speed.
After a few minutes, Florence said “Hailee will you get me a drink?” This was one thing that slightly irked Hailee about her friend. She was slightly bossy. Not to the point where it was an issue, but she seemed to like asking Hailee to do things for her. The odd thing was that she noticed her friend ONLY asked her to do things. If they were in a group and Florence wanted something she would invariably ask Hailee to do it. Even though it aggravated her crush and willingness to please always trumped her aggravation. She noticed that every time that Florence asked her to do something, she would watch her closely, and when she acquiesced, she would smile slightly and nod her head like her suspicions were verified.
Hailee got up and grabbed the champagne bottle in a bucket of ice near the front of the compartment and two flutes. She poured herself a glass and pushed the bottle and other flute towards G, but she leaned forward and grabbed the already poured glass and said “thanks, sweetie.” She looked up and watched Hailee carefully and smiled and nodded nearly imperceptibly when Hailee poured the other glass for herself.
After they finished the glasses, Florence said “My feet are killing me; I spent all day shopping for the trip and my Toms get my feet all hot and sore I sure could use a foot rub.”
Hailee’s first thought was to wonder why Florence had spent all day shopping if the plane couldn’t take her luggage but before she could consider that she realized what Florence was asking for. She truly hated feet. She had had BAD experiences with hers being touched when she was younger and it had transferred into a hatred of all feet. She opened her mouth to decline, but she saw Florence had already kicked off her shoes and was peeling off her very sweaty-looking socks. While Hailee was still trying to find a polite way to decline Florence put her feet in her lab and said “This is why I love you so much, you are just so sweet.”
After hearing this there was no way she could decline. She began kneading and massaging the moist feet. Even though she hated touching feet she wanted to please Florence so she looked down and concentrated on giving the best massage she could. Eventually, she looked up and saw that Florence was smiling at her. Usually, that would have made Hailee happy, but there was just something a little off in that smile. For some reason, it brought to mind a shark's smile
as it was closing in on its prey. It seemed almost predatory. That was of course ridiculous so she pushed the thought away.
The plane ride was turning out to be longer than Hailee had expected, she looked out and saw they were surrounded on all sides by water. So, this was an international trip. Hailee just had a thought and said “Florence, I didn’t even think to bring my passport.”
“Don’t worry sweetie, it’s not that type of place. There aren’t that many laws or rules to worry about.”
This flummoxed Hailee she had no idea what type of place wouldn’t even require a passport. She started wracking her brain to think of any countries that didn’t require a passport.
She was startled out of her thinking when she saw a foot appear before her face. “My feet are feeling neglected, please get back to your massage.”
Ugh, that bossiness again. Hailee wondered if she should say something. No, it was fine, it was just rubbing feet. As gross as it was it wasn’t worth upsetting Florence. “Ok.” She finally decided to say.
Florence kept her foot in front of her face though. “Before you continue, why don’t you give my foot a little tiny kiss.”
Hailee was appalled, no matter how much of a crush she had on Florence she couldn’t kiss her foot. Touching them was bad enough, but as she started to shake her head and tell Florence absolutely not, Florence said something that changed her mind.
“I’ve thought a lot about what your lips would feel like on me, I’d like a little preview.”
The thrill ran through her stronger than ever now and broke right through her reservations.
She grabbed the foot meaning to just give it a slight peck, but as she thought about kissing Florence, she found herself deeply kissing the sole. She reached her tongue out and slowly began licking up and down the sole. After several seconds she came back to herself and realized exactly what she was doing and quickly pulled her head away in horror. She looked back into Florence’s face and the smile was back, more shark like than ever.
The rest of the plane ride was uneventful except for the fact that Florence wouldn’t take her feet off Hailee’s lap. She said it was more comfortable like that. Hailee dozed off for an indeterminate about of time. She awoke to the captain’s voice announcing they were preparing to land.
Hailee looked out the window and saw a smaller-sized island below. There was a small airport below and a smattering of a few buildings. The biggest of which looked to be a very large house.
“Where are we?”, Hailee said wonderingly.
“Just an island that some of my friends own. You don’t really need to know where.” Florence answered.
As they touch down, Florence slipped her shoes back on and reached into a compartment over her head to grab a bag.
Hailee was stunned. “I thought we couldn’t bring luggage.”
“Oh, It’s just a few odds and ends. Trust me you won’t need anything.”
Hailee really didn’t like that she had left everything she had back at home while this girl had what she needed with her, but she tried to let it go.
They un-boarded and began to walk to the car that was there to pick them up. Hailee was further dismayed to see that a worker was loading suitcases that undoubtedly came from the plane into the car.
So, she packed all her luggage. “Why did I have to leave all mine at home?” She wondered trying to not be upset. She resolved not to let this ruin her time, she was at a beautiful island resort and she was excited to see what was in store for them.
“I can’t wait to introduce you to all my friends.” Florence said.
“I thought this was more of a getaway for just us.” Hailee said disappointed.
“It’s just a small, very exclusive group of girls.” Florence said “Don’t worry, we will spend plenty of time together, just you and I…” Florence said as she climbed into the car.
Hailee smiled broadly at that thought and climbed in beside her.
The car brought them to the large house, which was more of a mansion on closer inspection. They walked up to the door and knocked and were met by a pretty young girl in a maid’s uniform who offered to take Hailee to her room.
“Get some rest and a bath. We are having a small get-together tonight at 8. The attire for it will be left for you in the room.” Before Hailee could say another word Florence stepped in and placed a small peck on H’s lips then walked away.
Hailee was so stunned that she didn’t even respond. The maid walked her to her room. It resembled a typical hotel room in a nicer resort. King bed, TV couches with a bathroom off to the side.
She desperately wanted to freshen up after the plane ride so she stripped out of her clothes. Not knowing exactly what to do with her clothes she folded them up and placed them on top of her socks and sneakers next to the bed.
She went to the bathroom and was happy to see it was fully stocked with all the soaps and shampoos she would want as well as some bath bombs. She poured the garden tub full of water dropped in a bath bomb and relaxed in the tub for the next hour. She tried to use her phone to text some of her acquaintances where she was but was not terribly surprised to see she had no signal. She’d ask for a landline later.
When she walked out of the bathroom, she noticed two things all her clothes were gone and a dress was on the bed. She was dismayed that her clothes had been taken, presumably to be
washed as her only bra and panties were among them. She quickly looked through all the drawers but they only contained linens, no substitute underwear.
She thought about phoning for a replacement or to ask hers to be returned but noticed there was no phone in the room. That was very strange she thought. “I guess I’m going commando,” she thought dismayed.
She picked up the dress to examine it and was further dismayed. It was a beautiful white dress, but it exposed way more than she would expect. It was strappy and exposed her arms and shoulder and was rather low cut, which she would expect in the hot island climate, it was also rather short which was also at least understandable, but it was exposed the wearer's entire stomach and sides Hailee had amazing abs she worked hard at keeping in shape, but she was loathe to wear this around people she had never met before.
At first, she calmed down when she realized everyone else would be wearing something else comparable provided for them, but something nagged at her. She knew it looked familiar but then she realized why. It looked like a much skimpier version of the black dress she wore to the SAG awards! It came down far lower even exposing her naval and was skimpier in pretty much every aspect, but it was impossible not to see it once she did. After a while, she was able to convince herself that she was being paranoid.
She laid down on the soft bed and decided on a nap. She quickly fell asleep.
She woke up about an hour before the get-together and put on her dress. Even though she felt awkward in it, she had to admit she looked great in it. She looked in the bathroom and discovered a large assortment of makeup and she reapplied all of it until she looked how she wanted.
She went back into the bedroom and realized there were no shoes left so she would have to go barefoot. This was far more embarrassing to her than the exposing dress. She had a fresh sky-blue Pedi on her toes and had been told on numerous occasions she had pretty feet but she was loathe to have them this exposed, but she had no choice.
She walked to the door to walk out and she was extremely puzzled to see what she thought she saw. There was no doorknob, the door was completely smooth. Before she could fully understand what, she was looking at she heard a knock and automatically she responded “come in”.
Florence opened the door and stepped in. She was wearing a typical nightgown and heels. Nothing like the dress Hailee was wearing.
Hailee opened her mouth to say something but before she could say anything. “I know I know, the dress the left for me didn’t fit. I wish I could wear it and look as adorable as you.”
Hailee didn’t feel adorable she felt very underdressed compared to her friend. But Florence took her hand and said “shall we” and pulled her out of the room down the hall.
As they walked Florence told Hailee “You may recognize some of the women here. Not personally but like I said this is a very exclusive club. Most if not all of the women here are
celebrities. Like us. You may notice you get a lot of attention and questions if not to you at least about you. Try not to let it get to you. The girls are always curious about newcomers.”
Hailee’s anxiety began to mount. Even though she was technically a celebrity she always felt more like a regular person and only had a few celebrity friends. The only two close friends she had that were close were Florence and Zendaya who she also met at Marvel movie functions and publicity shoots. She had tried to get in touch with Zendaya before she left to let her know about the trip but her phone went straight to voice mail.
Walking through the mansion, she noticed several people she recognized. Kristen Stewart was walking down the hall and she waved to them. She was dressed in the same way as her friend. In heels and a typical cocktail dress. She looked Hailee up and down and flashed her a toothy smile. Hailee had the image of a shark flash into her mind again.
They stopped and they all begin talking. The conversation seemed bizarre to Hailee. Kirsten complimented her on how great she looked, but then turned to Florence and said “She’s perfect. I can’t wait.”
Hailee knew she was missing something but before she could ask anything else the two girls were off and Florence was pulling her along once more.
They stepped into the dining hall and Hailee’s heart sank. She saw that everyone there was dressed in “normal” dresses and shoes. She was the only one in the skimpy island dress and barefoot. She tried to take a step back and turn to run back to her room, but Florence tugged at her so hard she almost lost her balance and pulled her into the room.
There were about 20 women in the room give or take. She recognized most of them. As soon as she came in all the talk stopped and everyone turned their attention to her. She didn’t like the way all the girl’s eyes swept over her. She had thought she had seen guys undress her with their eyes before, but they were nothing like this. Even though she was thoroughly embarrassed by this she couldn’t help but admit to herself she was enjoying the attention of all these women. If only she wasn’t dressed in such a degrading way!
As they made their way into the room all the women it seemed descended onto them. Ariana Grande, Dua Lipa, and Miley Cyrus walked up and introduced themselves to her. Hailee was star-struck. She was friends with some celebs but it seemed bizarre to be talking to women she listened to on Spotify in her heavy rotation.
The conversation was once again surreal. It consisted mainly of the girls complimenting her looks, and then asking Florence questions about her almost like she wasn’t there. What made things even more bizarre is that the girls were nonchalantly touching her. She knew LA types were touchy-feely with lots of hugging and kisses on the cheeks. But Ariana, while talking to Florence, took her long fingernails and just lightly ran them down Hailee’s side. She was unprepared for this and burst into loud laughter.
Grande said “Oops, I’m so sorry! I just wanted to feel the material of your dress. I didn’t mean to tickle you. She said that word a little too loud and too deliberately.
Hailee was mortified to see that every eye was on her and every girl there had smiles on their face. She very much felt like a small fish before a frenzy. She had to get hold of herself, she was becoming paranoid for no reason.
She was introduced to many more girls before she finally sat down with Florence at a table. These conversations were just as weird as the others. She heard herself referred to as “the guest of honor” by at least a couple of girls. In one conversation she heard one girl say that “the other guest of honor” is resting up today. She had a long day yesterday. This brought loud laughs from all the girls.
Frustratingly even though the girls fawned over her looks they were very condescending to her when she tried to speak. It was like they were all in on a secret she wasn’t. She assumed that she was “the guest of honor because this was her first time. The dress and the condescension were all just a little hazing, and there was another first-timer here. Hailee looked forward to meeting her. Would be nice to meet someone as out of her element as her.
“I know you must be a bit overwhelmed. What if I told you I knew a place where we could spend some time alone? Maybe I could feel those lips a bit more.”
Instantly Hailee went from regretting she came to be very happy she agreed to come. She just nodded eagerly.
Florence said “Follow me to that door over there. We will slip in and play around. It’s a storage room that nobody ever goes in.”
Florence got up and began walking towards a wooden door on the far side of the room. Hailee pushed her plate aside and quickly stood up and followed her. Florence slid the door open and pulled Hailee inside and closed it behind her.
It was pitch black. Florence whispered “Take my hand, I know the way.”
She felt warm fingers interlace hers and felt herself being led back through the dark. Finally, they stopped and Florence said this is a good place. Florence spun her around facing her and grabbed her other hand. She pulled Hailee close and she could feel Florence’s breath on her face. Then suddenly Florence quickly pulled both her hands up. Surprised she felt herself go up on her tiptoes due to the force of her arms being pulled up. Suddenly she felt her wrists touch cold metal. The second they did she heard a mechanized click and felt metal encircle her wrists. She screamed in surprise.
She opened her mouth to scream again and she felt a ball gag being shoved into her mouth muting her. Just then the lights cut on and she saw a large group of the girls sitting around on various benches in the room watching. When they saw Hailee’s futile struggling with the spring-loaded manacles around her wrists and the ball gag in her mouth, they all began clapping and cheering.
“Picture perfect!” Miley said.
“Smooth as silk!” Dua Lipa cheered.
Hailee tried to pull her hands out but the manacles had closed perfectly around her wrists to the point where they weren’t the least bit uncomfortable, but she had absolutely no chance at slipping out. She tried to get her feet steady below her, but she was just high enough where she was forced to stand on her tiptoes. She couldn’t get a good foothold. She tried with all her might to scream, all that came out was a muted “Mmmmpppphhhhh’.
H looked around the room frantically. When she did her panic and fear rose even more. If this was a storage room it was the storage room for hell itself. It was a huge room filled with bondage and torture devices. There were multitudes of racks, straps, and contraptions she couldn’t even fathom the use for placed all over the room. Everywhere she looked she saw bondage devices and smiling, laughing, whooping, girls.
Florence walked to the middle of the room and said “Everyone, let's welcome our next contestant!”
Loud cheers from all over the room as Hailee fearfully looked around.
“Thank you so much for inviting me to join the club this year. I know it’s customary for every new member to bring “entertainment” their first year and this is my contribution. I know we only bring girls that have glaring weaknesses that can be exploited and it's usually just a story but I have a treat for you!”
Florence pointed a remote at a large TV on the wall and a picture of a bound Hailee appeared. But as opposed to her white dress she was wearing a dirty tank top. It was immediately apparent that this was the cut footage from Hawkeye.
Hailee is in a dirty cutoff tank top; she has makeup on her face that mimics dirt and a little blood from the previous fight. She’s in a kneeling position and the director is talking to her. “This shouldn’t take too long. You need to look defiant. Just flash a brief smile as she tickles you. Maybe give a slight giggle. But then put on a defiant face so she knows you won’t be broken. Ok?”
Hailee is visibly nervous but nods.
“Action!” the director calls.
Florence as Yelena walks over to Hailee and says, “Listen you are going to tell me what I need to know, I promise. At this, she runs her hand down Hailee’s arm into her armpit.
As soon as Florence’s finger began tracing its way down her arm, she knew she was in trouble. Her carefully controlled face melted into a helpless smile and she loudly laughed. This wasn’t at all what the script called for and Florence looked stunned, the director yelled “Cut!”
They tried the scene time and time again. It went from uncontrollable laughing to sometimes her having a pained expression holding back the laughter. They tried different positions with Florence tickling her ribs and exposed stomach but she was too ticklish to be able to take any of this.
The worst part was she knew if she could just nail it ONCE she could be done with this torture. But again and again, she had to go through this. This dragged out for days and dragged shooting to a standstill. Everything else that could be shot without Hailee and Florence was so all the actors, crew, and staff would all gather around each day and see what the holdup was. With Hailee helplessly laughing like a maniac as Florence lightly stroked her.
Finally, the people controlling the purse strings had had enough and demanded that the scene be dropped and another angle explored. Hailee tried to erase this traumatic experience from her mind, but she was now unhappily watching it in perhaps the worst possible way with an entirely new audience.
Hailee was so ashamed that they had all witnessed that. It was the most relieved day of her life when the director announced that they were cutting out the tickling scene and it would never air. He had implied that the footage they shot would be destroyed, but that was obviously not the case.
Ariana Grande stood up and walked to the middle of the room. “Thank you so much for that presentation, Florence and thank you so much for our new toy!”
Hailee grunted in indignation at this.
“Before our contest really gets going, I’d like to bring out the winners of the past contests. Hailee’s jaw would have dropped if it wasn’t stuffed with a large red ball gag when Billie Eilish, Olivia Rodrigo, Taylor Swift, and Margot Robbie walked into the room to the loud applause of the other girls. They were dressed in identical white cotton uniforms. All the girls aside from Margot wore white sneakers as well. Margot was barefoot.
“As we know these women are ineligible to participate as they all have won before and have their own prizes at home.”
“I’m sorry to know but I have to ask.” Stewart yelled out “Taylor can you give us an update on Bebo?”
This question struck Hailee like a rock. Bebo was a backup dancer for Ariana Grande and one summer she just vanished from the face of the earth without a trace. After weeks of searching, it appeared she had just decided to drop off the grid. They found her phone discarded on a bus in Mexico and traced several transactions there from her card. Everyone’s best guess is she just wanted to get away from the lifestyle she was in so she headed south. She was Latina and had family in Mexico but they all denied that they had seen her since she disappeared. After a while, the stories just disappeared and she was never heard from again.
“It was amazing how bad you broke her with the vibrators.” Kristen Stewart continued. “I didn’t know you could break someone with no pain at all just sheer frustration. I couldn’t believe how much she begged for you to just let her cum.”
“Well,” Taylor said “you’ve got to pay attention to the toy’s backstory. She was there because she was insatiable and all she could talk about was how her boyfriends could never keep her satisfied. I just worked on that weakness. As far as how she is now, well…”
“Go on you’ve got to tell us!” Pugh shouted.
“We fitted her with a chastity belt with a built-in vibrator. She can’t get it off or interfere with it in any way. It runs 24/7 and it monitors her vitals to keep her absolutely on edge but never allows her to tip over. She is also fitted with tickle boots that are locked on her feet that constantly tickle them. Neither stop ever accept, when she is restrained and cleaned, which is a ticklish affair all in itself.”
“So, she can never cum?” someone said from the crowd.
“No, she can whenever she wants. There is a button in her room and if she pushes it the vibrator kicks into high gear and pushes her over the edge. But it doesn’t stop after she cums, it keeps going full tilt. Also, the boots kick up to maximum level. Every time she pushes it the length doubles. She pushed it once after I made her watch old videos of her cumming all night. She didn’t know how long it would last until she pushed it. She was horrified when she saw a counter for a full 24 hours pop up. She was over sensitized within five minutes. She was in tears after ten. I actually felt bad so I just put some porn on her TV and left her locked in her room for the next 23 hours. I couldn’t bear to watch it. I’ve seen her look longingly at the button sometimes. Eventually, she will push it again, and then she’ll have to endure 48 hours.” Taylor related.
Ariana said "Well damn! It’s good for all of us that you can’t win again this year!”
The girls all laughed except for Hailee, who was getting more horrified by the second. She just yelled into her gag and pulled at her bonds.
Ar continued “Even though they can’t compete they still deserve a chance to play with the toy. So, the first event will be the “exploratory session” where they can play with her however they want. After they all decide they will be judges for the rest of the time. Of course, they can always be tagged in and of if the contestants need a helping hand… or foot”. At this Margot Robbie held her barefoot up to the girls causing some knowing snickers to erupt from the girls.
“The session will begin in five minutes.” Ar said “Florence you may want to try and prepare H.”
Hailee’s head was spinning. She was terrified at what was about to happen. If it had been ANY other situation, she would be living her fantasy. The beautiful women she saw on the screen and the stage were about to devote all their attention to her. But she knew they were going to tickle her and who knows what other tortures. She just needed to explain to her friend that she couldn’t endure this!
Florence walked over to Hailee and looked at her. Hailee’s eyes were capital Os of terror. Her tears begin to spill down making her mascara run. She was desperately trying to talk through the gag.
“Shhh, calm down sweetie,” Florence said. “I know you are probably a little nervous but the only way out of this is through this now. You’ve probably picked up enough to know that you are in a competition in which you are the prize if you lose. Usually, there is no way out of this and the competition is just to see who wins you, but there is a chance if you can show that ice water in your veins you can still possibly go home. You just have to resist breaking.”
“Time!” Ar called.
“Good luck sweetie.” Florence said kissing Hailee on the cheek as she pulled frantically on her bonds and scrabbled her feet on the floor trying to find purchase.
Olivia Rodrigo stepped forward and said “Hey guys, would it be ok if I got us started?”
“Sure things Olive!” Taylor said winking at the younger girl.
Olivia walked up to Hailee batting her eyelids sweetly and putting on her most innocent face. She put her hand on Hailee’s cheeks and wiped away her tears. “Now, now, there’s no need to be afraid” she cooed while continuing to wipe her cheeks. Slowly dropping her hands ever so slightly every time a fraction of an inch. Despite herself, she felt herself relaxing a bit to the soothing words and calming petting.
As she continued to reassure Hailee and drop her hands lower, they eventually touched Hailee’s chin. She felt a tingle at this and twitched, just a bit. She tried to readjust her head where Olivia’s hands would remain calmingly on her cheeks, but her hands followed the motion and continued to creep lower now reaching her neck.
Hailee’s neck wasn’t one of her most ticklish spots, but that’s not to say it’s not tender. Also, Olivia’s caresses begin to get lighter and lighter, agonizingly light. Though her reassuring voice never changed telling her that everything was all right, everything was just fine.
H began moving her head from side to side. The feel of her hands was erotic but it was also too tickly to fully enjoy. Also, her hands were moving towards her neck bone which was really ticklish. She needed to stop her before she got there somehow.
“Just tune out everything else, just focus on my voice and my fingers,” Olivia said staring deeply into Hailee’s eyes. Her fingertips started brushing her neck bone.
Hailee jerked and tried to walk backward but her toes just slid on the floor with the very little traction she had. It didn’t offer even a second away from Olivia’s feather-light stroking.
“Feel that sensation like it’s the only thing on earth for you right now. No matter what happens next right now you have to feel this.” Olivia softly said.
Hailee’s mouth helplessly spread into a grin behind her gag as Olivia continued her teasing touches. Hailee began to despair when she felt her hands slowly begin journeying away from her neck bone towards her armpits.
She had a bit of reprieve when Olivia moved on from the sensitive spot but before her underarm. Olivia was so pretty and sweet. If she didn’t have this damned gag in her mouth, she could explain what happened to her in school. The bullying, the tickling. Olivia would protect her and free her she had no doubt looking into her kind eyes. She was only doing this because she didn’t understand how awful this was for Hailee. She tried to work the ball gag out of her mouth but lost all ability to focus on anything else the second a finger brushed her smooth underarm.
Her mouth contorted first into a grin then a full-fledged maniacal smile as much as the gag would allow. As the feather-soft touches continued Hailee tried to pull her arms down. This only pulled her feet off the ground. But did nothing to alleviate the tickling situation.
Soon she started laughing into the gag. This caused Olivia to have to lean forward to whisper into her ears as she continued to tease. “See, doesn't it feel good to just let it all go and have a good cleansing laugh.”
Hailee thought “She doesn’t understand what tickling is like for me! This is torture! I don’t want to laugh; I just want her to stop!”
The process went on and on. Olivia explored every bit of exposed skin afforded to her by her much too skimpy outfit. She was as now all too aware of why it was designed the way it was. To let all the girls see what they would be playing with and to give them open access.
After an eternity of the awful gentle tickling and the endless reassurances of Olivia, she finished by once again wiping the fresh tears she herself had caused Hailee to cry and stepped away.
Next Billie stepped up and said “I am going to give you a break from tickling but I’m not sure you are going to like my method much better. I hope you don’t think I’m the bad guy because of it.” All the girls groaned and rolled their eyes at this.
She walked over to the wall and removed one of the many paddles. Hailee just dropped her head. She had neglected to join a sorority just out of fear of being paddled. She hadn’t been paddled since she was a child and she was fully expecting that she never would again.
Billie walked around to her back, rolled up her dress, and tucked it in a way that caused her naked bottom to be exposed as she had been denied access to panties. Billie started by lightly caressing her ass cheeks breaking her promise not to tickle but all too soon transitioned to smacking them with her hand. Causing Hailee to scream into her gag.
Eventually, Billie transitioned to the paddle causing her cheeks to first become light pink then dark pink. Hailee had stopped screaming and just hung limply in her restraints sobbing lightly.
“Normally I’d have you count these off. I like to make sure your mind isn’t wandering, but for this phase, the rules are the gag has to stay in.” Billie said as she hung the paddle back on the wall and took down a leather flog. “You look like you’ve had just about enough so just five on each cheek with the flog.”
The flog stung so much that Hailee was back on her feet dancing on one foot and then another as she screamed into the gag again.
“That woke you up!” Billie said smiling.
The next nine lashes lasted an eternity for poor Hailee.
Margot and Taylor approached Ar and had some words with her.
Ariana said “For their turns both Tay and Mar would like her in the bondage bed so, could everyone pitch in and help move her?”
The mob of girls all gathered around her grabbing her legs and arms so that when they released her from the manacles, she had no chance of escape. She was dragged over to the bondage bed and her arms and legs were strapped to the built-in leather restraints in a spread-eagle fashion. In addition, her head and waist were strapped down by additional straps. Even though she was even more immobile she was thankful for the chance to lay down as she was beginning to be exhausted.
She saw Margot approach her and look down at her. “Hiya peach, it's my turn.” She said with a mischievous grin. She vanished from sight and since Hailee was forced to look straight up, she couldn’t see where she had vanished to.
Suddenly she felt an awful feeling on her left foot. Something wet and warm touched her sole. She tried to move her foot away but of course, that was useless. Suddenly she realized that was a tongue! Her foot was being licked. Not only was she disgusted by this - it tickled. She hated, hated, hated feet and hers being touched and now Margot was licking hers? It was intolerable.
She went on and on licking her soles. It caused Hailee to giggle the whole time and yelp occasionally when she nibbled them with her teeth. Eventually, she made her way up to her wiggling toes and slid her tongue in between hers. It tickled maddeningly and she begin to laugh uncontrollably at that. After far too long Margot’s face reappeared.
“You have some lovely feet. If you make it out of here, I’m going to talk to Tarantino about giving you a role where you can show them off. Ok, that was your lesson, Peach. We are making a one-time exception to take off your gag so you do the same to me that I did to you. If you speak in any way Billie is standing by your feet with a riding crop and she will make them as pink as your behind. Nod if you understand.”
Now she was just plain angry. She hated feet. She had seen Once Upon a Time… In Hollywood and despite liking the movie she had to avert her eyes every time Margot’s dirty soles were on display, which was often. Now she had to worship those very same soles? This wasn’t fair, but if she even protested, she would just have her feet whipped and then surely still have to worship them anyway.
She glumly nodded yes and Margot unstrapped the gag, pulled it free, and sat into Hailee’s lap.
Hailee began to open and close her mouth working her sore jaws loose after being trapped open for so long. Before she knew it, she saw two large dirty soles descending towards her. Being unable to move her head at all soon she was beneath them. They definitely smelled like feet so she opened her mouth to breathe through that instead. As soon as she did that, she felt a sole press over it sealing that opening and she felt the other foot’s toes descend right over her nose so now the foot smell was much more intense.
She knew waiting would only prolong this torture so she began licking the dirty foot. Her whole world was feet for the next interminable time. All she smelled, saw, and tasted were feet. After Margot determined both of her dirty soles were now spotless, she inserted her toes into H’s mouth. This was even worse as the taste was even worse here and Margot continuously wiggled her toes so she had to chase them all around with her tongue. After she finished this task, Margot finally removed her feet. She saw Margot’s face reappear over her and she said “Thanks for the foot lovin’ Peach, you are a natural foot worshipper.” This caused Hailee to grimace unhappily she opened her mouth to speak but felt one warning swat on her sole and closed her mouth.
She heard footsteps approach and figured this must be last year's winner T-Swift herself. She felt pressure on the bed but being unable to look down she couldn’t be sure. Finally Swift said “You know this would have been better for you if you were on your stomach. Pretty much anyplace a vibrator touches on your front will tickle. At that, she heard a buzz and felt a vibrating rubber head pressed up against her ribs.
It felt like a cross between an electric shock and ticklish hell. As her brain tried to decide how to react she opened her mouth to make some kind of sound the gag was forced back in by someone. Hailee hardly noticed. The sound she made turned out to be a loud scream that was mostly muffled by the gag.
Taylor begins prodding all her ribs with the monstrosity and Hailee tried to tear the bed apart so she could reach down and pull it off her but, of course, she couldn’t budge it. Taylor went on and on prodding in between her ribs causing her to scream continuously.
Hailee felt it stop momentarily and tried to catch her breath but then it began digging into her toned abs. This tickled equally bad in a slightly different way. She had always avoided vibrators as her skin was too sensitive for them even in non-ticklish spots. She never in her worst nightmare thought she’d be assaulted by one in those places.
Taylor worked every inch of her abs as she unconsciously clenched and unclenched trying to get away. Eventually, Taylor switched spots and presses it into the hollows of her underarms. Again, equally awful, but slightly different. Her arms trembled with the effort to bring them down to protect that spot, but it was all futile. All she could do was to scream into her gag.
Finally, it was pulled away. “Ok, you know there’s one more place this is going, right?”
Hailee had never used a vibrator down there as she was just too sensitive all over, especially there. It didn’t take much for her to go. This would be too much.
Taylor reached under her dress and pushed it against her crotch. Instantly she tried to buck away as the sensations were beyond anything she had ever felt. She tried to buck but her waist was secured tightly to the bed.
In no time at all, she felt an orgasm building. It was going to hit her like a tidal wave. She tensed every muscle in her body preparing for it and closed her eyes and then… The vibrator was pulled away. “Noooooo!” She thought. It was right there. As soon as she cooled down a little the process was repeated, and again, and again. After a half a dozen times she was desperate.
She heard Taylor's voice saying “I can keep doing this over and over for the next hour or I can let you cum, but I won’t stop for the next hour. Wiggle your right fingers if you want me to.” She was right on the edge as Taylor asked her so almost unconsciously, she wiggled her right fingers.
Almost instantly she felt the orgasm tear through her, it was unbearably strong and shook her to her core. Immediately after she realized her error. She was unspeakably sensitive after orgasms and she needed the vibrator off her. She screamed in horror and her eyes begin bugging out of her head.
“Oh no, is it all sensitive now? That must be rough! Taylor said in a mocking voice.
The sensitivity finally ebbed immediately into another orgasm and the whole process repeated. After a dozen of these cycles, Hailee was exhausted and assumed she had to be at the end.
Taylor said “Damn, I forgot to set the timer. Ok starting now!” Hailee screamed again and again.
She eventually blacked out when she came to, she was being carried somewhere by a group of girls. When she finally fully awoke, she was in her room on the bed. She was fully nude. She sat up and saw a note that said “That was just a warm-up Sweetie, do try and rest up the real competition starts tomorrow. – Florence”
