Taylor's service time begins

Taylor’s heart raced faster and faster with anticipation with each passing moment. After some of the resort's security, including Ino Yamanaka had collected Milena sometime in the mid-morning. Once they did, Taylor got into the shower and enjoyed the hot water cascading over her body, washing away the dried sweat from the night before off of her body. She took extra time and care in her daily ritual of shaving her long, toned legs. She made sure every bit of stubble was shaved off her legs before she applied a generous amount of an expensive moisturizer leaving her long toned legs looking impossibly shiny.

She walked into the bedroom and went through her suitcases searching for something suitable to wear. “Hmm, what do I have that says, ‘sex ****?’” she thought as she rummaged through the clothing she brought. “Ah here we are,” she said aloud as she selected a short pair of denim shorts, a loose-fitting shirt that hung low on her left shoulder, and a pair of pink and black sneakers.

“Don’t bother,” a voice said from behind her.

Taylor gasped, as she spun around nearly dropping the denim shorts and shirt as she did. Her heart skipped a beat when she saw a petite woman with long blonde hair, dressed in a bikini top made of form-fitted gold, a long loincloth consisting of a matching gold waistband and sheer light blue fabric that allowed a teasing glimpse of her pussy, and her ass. On her feet were light blue shoes with six-inch stiletto-heeled shoes, and around her neck, a golden collar with “ELSA JEAN” spelled out in sapphires. In her hands, she held a red leather collar and a chain-link leash. Taylor’s momentary panic faded when she saw two of the resort’s guards standing behind the woman, she then remembered the auctioneer saying she would be collected by Jessica, Emily, Eden, and Alura’s harem overseer.

“I take it, it must be time to go?” Taylor asked her skin suddenly erupting with goosebumps of anticipation.

“On your knees, Taylor,” Elsa commanded. Her tone was an odd mixture of authoritative and sweet. Taylor obeyed and lowered herself to her knees with a smile on her face.

“Here we go. For the next month, I’m not ‘Taylor Swift the biggest pop star on the planet,’ I’m Taylor Swift a member of a lesbian **** harem,” she thought. Elsa slung the leash over her shoulder and held the collar open in both hands as she strode over to Taylor, her heels clicking softly against the flagstone floor.

“Hold your hair back,” Elsa said keeping her tone authoritative. Again Taylor obeyed and Elsa placed the collar around her neck. The former porn star placed her fingers under Taylor’s chin and gently lifted until the pop star looked up at her. “For the next thirty days, you are the property of Mistresses Jessica, Emily, Eden, and Alura. When they are not present, you will address me as Miss Elsa and obey me as you would them. Is that clear, Taylor?”

Taylor allowed herself a small smirk. “Yes, Miss Elsa,” she replied.

"Good,” Elsa said before she took a glance around the room. Her eyes settled on a pair of red stiletto-heeled shoes sitting next to one of her suitcases. Elsa went over and got the shoes, and picked them up before placing them on the floor in front of Taylor. “Put those on, and we’ll be going to the main house and the dungeon, just as you are.”

“Yes, Miss Elsa.” The thought of being leashed and led naked through the resort and to the mansion of the owners of the resorts made her nipples harden and her pussy wet with desire. She never imagined her self-imposed month of sexual slavery would begin with such a humiliating act, nor did she think she would enjoy it so much that she would be instantly turned on by the idea. Before she even knew it, she had placed the shoes on her feet and stood up.

“Hmm, something’s missing,” Elsa said as she tapped her chin in thought. “I know! Handcuffs please,” she said turning to one of the guards. The guard quickly handed over a pair of handcuffs. Elsa then turned back to Taylor. “Turn around, hands behind your back.” Taylor silently turned in place and put her hands behind her back. Elsa closed the the metal rings around the pop star’s wrists and spun her around again. She then clipped the leash to the D-ring at the front of Taylor’s collar. “Off we go, I want you to keep your head high with pride.”

“Yes, Miss Elsa,” Taylor replied before they made their way through the bungalow and outside. It wasn’t until they got outside that Taylor realized how far it was to the mistresses’ mansion. She imagined they were quite a site to see, a scantily clade petite blonde, leading a tall, statuesque, and completely naked blonde in nothing but a collar, heels, and handcuffs on a leash.

Taylor occasionally caught glimpses of guests, security guards, and even the wait staff staring at them as they passed by. She was a public spectacle, but for the first time, it wasn’t for her commanding stage presence. When they finally reached the mansion, Elsa led her into the entrance hall, then down a flight of stairs, and unlocked a heavy metal door leading into a large and extremely well-equipped BDSM dungeon. Taylor didn’t even bother to look around. Her eyes went to the exposed asses and pussies of four women bent over, and locked into wooden stocks near the dungeons center.

Elsa led her over to them and gave a sharp downward tug on her leash. “Kneel ****,” she said looking Taylor directly in the eye.

“Yes, Miss Elsa,” Taylor said as she lowered herself to her knees. Elsa removed the leash and then stood next to the line of stocks.

“Before you properly submit to your new mistresses, they would like you to reward these four for their excellent service last night. You see after you purchased Milena, the mistresses stayed in separate rooms, unusual for Mistresses Jessica, Emily, and Eden, and these four served them well. You of course remember seeing Hilary Duff, Brandi Carter, Lisa McIntyre, and Caprice Williams from last night?” she asked moving her hand from ass to ass moving from left to right with each name. Taylor nodded her head. “Any idea how you should reward them?”

“N-no, Miss Elsa,” Taylor replied, her mouth watering with anticipation. She suspected that she would be exploring their pussies with her tongue, very soon.

“You are going to eat each one of them out until they cum. Now since there are four of them, you will have… thirty minutes to make all four of them cum. If you fail to do so within the time limit you will make all of them cum, then, I’ll put you over that padded bar where you will hold on to the T-bar in front of it while I whip your ass as punishment before you submit to the mistresses. Is that understood?”

“Yes, Miss Elsa,” Taylor replied. Her pussy quivered and dampened with need again and her body trembled with anticipation.

“Good,” Elsa said as she took hold of the back of Taylor’s head. “Now eat,” she said as she shoved her face into Hilary’s pussy. She looked over at one of the guards and gave a nod. The guard held up a remote and pressed a button. On a nearby wall, a timer that had read 00:30:00 began to count down.

Taylor got to work, her tongue lashing and probing Hilary’s pussy with gusto. Hilary tipped her head back as far as the stock she was in allowed and moaned loudly into the red ball gag that filled her mouth.

Driven by desire, Taylor **** her tongue to probe deeper into Hilary's pussy. She allowed herself a small smile when she felt the younger blonde's walls tighten around her wriggling tongue and her legs trembled slightly with pleasure.

"She must like being treated like this," Taylor thought as she removed her tongue and wrapped her lips around Hilary's clit. She like the rest of the world believed Hilary had left the limelight of fame and fortune when she turned eighteen, just weeks ago for a life of sexual slavery. No one who lived off of the island suspected the true nature of the various famous women who served as slaves on the island. "To give up a promising career for this, wow," Taylor thought as she continued to gently suck on Hilary's clit.

"Fffrrruuck!" Hilary suddenly called out into her gag as her legs shook almost violently. A barely muffled primal scream filled the air as an intense orgasm ripped through her body, her juices coating Taylor's face and filling her mouth.

"Six minutes, not bad for a start," Elsa said as she grabbed Taylor by her long blonde hair and roughly **** her over to Brandi. "Keep eating, bitch," she commanded as she shoved Taylor's girl cum covered face into the brunette's waiting pussy.

Again, Taylor did not hesitate. She began to drag the tip of her tongue around Brandi’s Labia, making the brunette moan into her ball gag. After three laps around, Taylor flicked her tongue across Brandi’s clit, each time the pop star’s tongue grazed against her clit, Brandi shuddered as a wave of pleasure washed through her body. Without warning, Taylor plunged her tongue into Brandi’s glistening fuck hole.

“You’re such a needy bitch,” Elsa said in a teasing tone as she pat Brandi on the head. “Maybe we should think about pairing you off with one of the others?” Elsa asked as she stroked the brunette’s hair.

Taylor continued to wriggle her tongue deep in Brandi’s pussy making her squirm. She began to moan loudly into her gag. Brandi tried to hold off as long as she could. An orgasm without having to beg for it was rare for her. Whenever one of the mistresses, usually her sister, used her she would have to beg and beg for it. She roared into her gag as her legs threatened to give out had it not been for the stocks she was locked in.

“Hmm, fifteen minutes left,” Elsa said as she again grabbed Taylor by the hair and **** her over to Lisa, and shoved her face into the busty brunette’s pussy. Taylor immediately set to work, eating her third pussy in quick succession, knowing she only had fifteen minutes left to make both Lisa and Caprice cum.

Taylor wanted more than anything to get her self-imposed thirty days of slavery through service time off to a good start, and avoid being punished for as long as possible. Taylor was surprised when Lisa let out a loud throaty growl into her gag as her entire body trembled with a mini orgasm. Taylor caught sight of Lisa’s engorged clit, wrapped her lips around the sensitive nub, and began to suck hard wanting to make her cum as quickly as possible.

Lisa’s back arched as Taylor sucked her clit. Her body tensed up and her pussy began to spasm uncontrollably. Taylor lapped up every drop of Lisa’s juices, **** to please her new mistresses and avoid feeling the bite of a whip on her ass.

“Five minutes left,” Elsa purred as she checked the timer. “One more to go, slut,” she said as she **** Taylor over to Caprice and shoved her face into her soaking wet pussy. With so little time left Taylor tried every trick she could think of, quickly flicking her tongue, probing deep with it, lapping and sucking on Caprice’s clit. Eventually just before the timer hit zero, Caprice’s pussy erupted with an intense orgasm, covering the singer/songwriter’s face in her juices.

“Well, shit,” Elsa thought. Taylor succeeding at her first task meant that it would be her getting punished instead of the pop star. She smiled, as she quietly accepted her fate and gently pulled Taylor away from Caprice. “Well done Taylor. I’m sure the mistresses will be very impressed,” She said as she stroked Taylor’s hair.

“Oh we are,” Jessica said as she and the other mistresses entered the dungeon. Each wore a black leather bikini that showed off their bodies and knee-high spike-heeled black leather boots. Jess’ bikini had red accents, Emily’s purple, Eden’s light blue, and Alura’s pink. Following behind Alura, on a leash and their collars joined by a three-foot chain were Katie and Alia.

“Very impressed. You eat pussy like a pro,” Emily said smiling at Taylor who was still kneeling by Elsa’s side. The former porn star had fallen to her knees as well and kept her head bowed respectfully.

“Th-thank you,” Taylor said nervously. Emily walked over to Taylor, her heels clicking loudly on the dungeon floor. She grabbed Taylor’s hair and pulled back hard forcing her to to look up and meet her gaze. Taylor gasped at the sudden pain in her scalp and nearly screamed out loud when Emily suddenly slapped her across the face.

“For the next thirty days slut, that’s ‘Thank you, Mistress Emily.’ Emily slapped Taylor across the face again. “Say it, Taylor,” she said in a stern commanding tone.

“Yes, Mistress Emily. Thank you, Mistress Emily,” she said fearing another slap.

“That’s better,” Emily said sweetly before softly kissing Taylor’s forehead. “Fail to address one of us properly again, and you will be punished.”

“I-I understand, Mistress Emily. Thank you for showing me mercy.”

“You’re welcome,” Emily said patting Taylor on the head like a beloved pet.

“Normally, we’d have you eat each of our pussies to show your submission, but, given what we just saw from the cinema room, we’ll forego that for now,” Eden said smiling at the look of desire that suddenly flashed across Taylor’s face.

“Instead,” Alura said as she undid the chain between Katie and Alura’s collars, “we’ll get straight to your punishment for failing at the task you were given, Elsa.”

“Yes, Mistress Eden,” Elsa replied, her voice wavering with nervousness.

“Mistresses,” Taylor said, her voice barely audible.

“Yes, Taylor?” Emily said turning her gaze to the pop star.

“May, I ask what Elsa is being punished for?”

“Emily smiled at Taylor and gently stroked her hair.

“She was supposed to give you a time limit you could come close to but not meet, she failed in that, so she is going to be punished.”

“Oh,” Taylor said as she blushed, feeling guilty for being responsible for whatever Elsa was going to endure, and feeling relieved it wasn’t her.

“Guard, get Ashley out of the harem room please,” Jessica said looking at one of the guards keeping their watchful eyes on the dungeon.

“Yes, Mistress Jessica,” the guard said before heading into the harem room. She emerged a few seconds later she returned with Ashley Williams on a leash. The Alliance Marine wore a black latex half-bra that showed off her ample breasts, black latex booty shorts, and black leather boots. When the guard stopped in front of the mistresses, Ashley snapped to attention and saluted them.

“Pleasure **** First Class Ashley Williams reporting for duty, Mistresses,” she said awaiting her orders.

“At ease, Marine,” Jess said with an amused smirk. Ashley lowered herself to her knees. “You remember the punishment we discussed, I trust?”

“Yes, Mistress Jessica,” Ashley replied with a nod.

“Then get to it,” Emily ordered.

“We’ll be watching from our thrones,” Eden added.

“Yes, Mistresses,” Ashley said before standing up. She looked at Elsa with a smirk on her face.”Bra and loin cloth off bitch, now.” Ashley’s tone was stern and demanding. As much as she wanted to resist, to claim she was the harem’s overseer, she knew better than to defy her mistresses. The former porn star quickly removed the golden fitted bra and sheer loin cloth leaving her in nothing but her heels and her collar. Ashley made her way to the stocks and released Hilary, Lisa, Brandi, and Caprice before ordering them to The Harem Room.

“What punishment did my mistresses come up with?” Elsa wondered as she watched Ashley close each of the stocks before going to a storage cabinet and taking out two short lengths of rope, one long length of rope, and a spreader bar.

“Come on bitch, time for your punishment,” Ashley said as she took Elsa by the arm and led her over to the stocks. She **** Elsa to stand with her back to the stocks. She then used the two short lengths of rope to tie each of the petite blonde’s hands to the stocks so they rested on top of it. With Elsa’s hands tied in place, she placed the spreader bar between Elsa’s legs and secured it in place with the built-in leather ankle cuffs. “Hold your hair up,” Ashley ordered as she folded the long rope in half.

“Yes, Miss Ashley,” Elsa said, accepting that for the moment, she was not the harem’s overseer. Ashley ran the rope through the D-ring at the rear of the blonde porn star’s collar and quickly tied it off. She then ran the working ends of the rope over the stocks, down the other side, and looped them around the spreader bar until they were pulled taught and Elsa was **** to bend backward awkwardly, and uncomfortably over the stocks.

“I suppose I should thank you,” Ashley said as she stood over Elsa. “I’ve been waiting for a chance to punish you for a change,” she added with a smile that sent shivers down Elsa’s spine. Ashley left the former porn star and went to a row of hooks holding a selection of floggers, and quickly pulled a flogger made of red leather off of its hook. She went before the mistresses knelt, and held up the flogger as if presenting it to them. “Does my selection meet your approval, Mistresses?”

The dominatrices looked at one another and nodded their approval. “Proceed, Ashley,” Eden said.

“Thank you, Mistress Eden,” Ashley replied before standing up and walking back over to Elsa. She held the flogger high in the air, pulled the supple leather tendrils taught, and smiled coldly at the former porn star before bringing the multi-tailed whip across her perky breasts.

The whip cracked as the flogger contacted Elsa’s tender breasts, and she let out a moan of pain mixed with arousal. Ashley brought the flogger down on each of her breasts alternating between the right and left until they were both a bright, deep red color. She then moved to Elsa’s stomach, leaving a trail of welts in her wake. “How is this punishment, bitch?”

“P-P-Please Miss Ashley I-I c-can’t t-take much more,” Elsa panted through clenched teeth, writhing in agony as the flogger found its mark on her stomach again. She could feel the trails of fire running across her chest and stomach. She didn’t need to see her body to know it was covered in thin red welts.

“I know you can take more bitch, we’re just getting started,” Ashley replied before doubling her efforts. When she tired of whipping Elsa’s tits and stomach, she began to whip her outer thighs, letting the whip wrap around and bite her ass. Then, she changed to her inner thighs, making Elsa scream and writhe in agony as much as her bondage allowed. She was breathing heavily, and tears were streaming down her face when Ashley stopped. It took the porn star several seconds to realize that the brunette had stopped whipping her. As soon as she did notice, Ashley stood next to her, looking down at her with a Cheshire Cat-like grin. Her green eyes went wide with fright.

“P-please, Miss Ashley, not there! Please!” she said pleadingly.

“Oh, is the little porn queen afraid to have her cunt busted?” Ashley asked in a falsely sweet tone. Slowly Elsa nodded her head. “Well, that’s too bad. Taylor finished with an amazing three minutes to spare so I’d say that’s worth….” Ashley paused, acting as if she was taking time to think of the number of lashes she would give the former porn star. “Six lashes. I want you to count them, but first, I want you to tell me you’ve been a naughty little porn queen and deserve to have your pussy whipped.”

Elsa closed her eyes tightly, trying desperately to slow her racing heart. She knew she had ****. If she didn’t do as she had been instructed, the punishment would only get worse.

“I-I’ve been a n-naughty porn queen, and I-I deserve t-to have my p-pussy w-whipped,” Elsa said, her voice shaking with fear that shot through her already sensitized body.

“There’s a good girl,” Ashley purred in her ear before lashing the tender folds of her pussy. Elsa screamed louder than ever before as a white-hot flash of pain almost caused her to pass out. “That’s one,” Ashley said coldly.

“One!” Elsa sobbed as her body began to shake as waves of pain continued to radiate from between her legs. Ashley gave her no time to recover, striking her **** sex with the whip for the second time. Elsa screamed as her limbs tried to flail as if they had minds of their own only to be held tightly in place by the ropes and spreader bar.

“What’s the count, Elsa?” Ashley asked already preparing for the third lash.

“T-two,” the porn star sobbed. Ashley set the flogger across her shoulder before reaching out, grabbing Elsa’s erect nipples and twisting them hard. “Ow! Ow! Ow!” Elsa screamed shaking her head back and forth in response to the brunette’s latest ****.

“Count quicker or we start again,” she said in a cold threatening tone.

“Yes, Miss Ashley.” Elsa sobbed. Ashley took the whip off of her shoulder, and once again readied it for the third lash to the porn star's pussy. The whip once again met Elsa’s tender folds causing the petite blonde to scream in pain again. “Three!” she counted quickly. The whip fell again. “Four!” The last two lashes came quickly giving the blonde no time to prepare mentally for them. “Five! Six!” she called out. She was sobbing so loudly that her entire body shook violently.

Taylor watched the punishment with a look of shock on her face. She was amazed that the petite blonde didn’t pass out and that she was able to keep count. The thought of potentially being punished like that frightened her and filled her with desire as she felt her pussy dampen with need. She watched as Ashley released Elsa from her bondage, helped her over to the mistresses, and held her up as she knelt before them still sobbing.

“Elsa, you will be spending the next three days in solitary. You will resume your role as overseer when you are released, until then, Ashley will fill that role.” Emily said looking at the pair.

“Yes, Mistress Emily,” Ashley said, Elsa could only weakly nod. Ashley helped her stand and led her over to one of the two heavy metal doors at the rear of the dungeon. Alura stood and went to the door and opened it. Taylor’s mouth dropped in shock as she watched Elsa step into a tiny cell. As Alura closed the door she could just see a metal toilet, and Elsa taking a seat on an uncomfortable-looking metal wire mesh bench she knew would double as a bed.

Jessica stood from her throne, stepped down from the dais, and made her way to the pop star. “Are you ready to begin your service, Taylor?”

“Yes, Mistress Jessica,” Taylor replied without hesitation. She knew she should be terrified given what she had just witnessed, but the thought of serving the owners of the resort, and being harshly punished if she failed to please them only fueled her darkest, longest-hidden desires.

“Good, because you’ll be serving me first,” Jessica said with a smile. She went to a cabinet that held a selection of leashes and selected one made of nylon that matched the shade of Taylor’s leather collar. She returned to the kneeling pop star and clipped it to the D-ring at the front of her collar. She looked down at the world’s most famous pop star and smiled when Taylor smiled up at her.

Where will Jessica take Taylor? Answer in comments.

A) Stay in the dungeon

B) The play building, an elegant dining room

C) The play building, on stage at a sold-out concert

D) The play building, a pirate ship

E) The play building, another room. What?"

F) Jessica, Eden, and Emily's bedroom.

G) The mansion's pool

H) The hotel lobby

I) The stable to witness, and possibly join in Ariana's pony training

J) Somewhere else. Where?