The Island of Anguilla

Preface

This is the third part of the continuing saga of Brooke and Brad. After their stay at Pine Lake and their honeymoon in Maui they embark on a new life with their new friends. I recommend reading the first two sagas. Couples Camp and Honeymoon in Hawaii

A word of warning, most of my stories contain elements of: cuckolding, chastity, BDSM, and sharing. Some contain elements of consensual non consent and extreme situations that some might find disturbing. Everything I describe is pure fantasy. I hope you enjoy.

Chapter 1

Michelle, Ron and Brad all sat enjoying their dinner under the stars of the Caribbean sky. The long flight on their private jet had gotten them there just in time to enjoy a comfortable meal at a private poolside table.

“I hope everything is to your liking ma’am.” The friendly waiter inquired.

“It’s fine, thank you.” Michelle responded politely.

Brad was trying to keep his mind on the job and the reason he was there, but it kept drifting back to the visions of his beautiful wife yet to catch up with him.

“Ms. Kingsley,” a man’s voice rang out as he approached their table.

“It’s Mrs. Kingsley, and don’t you forget that.” She angrily snapped.

“I’m sorry ma’am, of course Mrs. Kingsley and of course Mr. Kingsley as well. Welcome to our island.” The eager man apologized.

Brad sat quietly studying the man as he approached. He wasn’t wearing the same shirt the rest of the staff had on but instead donned a white silk button up. He was scurrying towards the table like a scared child, surprised by his parent’s early return home from work. It reminded him of when he was a kid and feared he was caught sneaking a taste of his parents liquor stash.

“I’m surprised at your arrival, pleasantly surprised of course.” He quipped.

“Brad, this is Juan. Juan is our resort manager. He will do everything he can to help you, if there is anything you need this is who you should talk with.” Michelle authoritatively explained.

“Oh absolutely,” Juan replied as he extended his hand out to shake Brad’s.

“Good to meet you sir. I’ve heard all about you and I’m ready to get started whenever you like.”

“Good to meet you as well.” Brad responded.

“If you don’t mind I’m a little tired from the flight. How about we get started first thing in the morning?” Brad suggested.

“Absolutely sir, would you like me to meet you at the front office, you can get started looking at the books?” Juan enquired.

“Yeah, that sounds good. Say seven?” Brad proposed.

“Seven it is sir. See you then.” Juan confirmed with a nod of his head.

“Again ma’am it’s excellent to see you and the Mr.” Juan snapped.

“Thank you Juan, but can you give us some privacy please, we have business to discuss. ” Michelle informed him.

“Absolutely ma’am, till tomorrow,” Juan abruptly responded nodding his head again towards Brad and quickly scurrying off.

“I don’t trust him.” Michelle declared quietly enough that only her two table mates could hear.

“Then why don’t you just fire him? ” Brad asked.

“He worked at the resort for years before I purchased it, and his family is in the local government. It’s beneficial for us to maintain relationships with the local government. If I was to get rid of him, I’m sure he would cause us a lot of problems.” Michelle explained.

Brad didn’t completely understand but accepted Michelle’s explanation, finishing his meal and pushing his empty plate aside. The three sat there, enjoying the warm Caribbean breeze as they finished what was left of their drinks. Something about the air here was different. Sure it was another tropical island just like Maui, but yet there was a palpable difference. The laid back family atmosphere was completely lacking here. Maybe it was just the vibe from the resort, but there was a hedonistic feel to it Hawaii lacked.

It didn’t take long and the three agreed they were too tired to continue. Brad found his way to his temporary home on the second floor of the resorts main building, while Michelle and Ron stayed in a private villa a few hundred feet from the pool and just steps from the sandy beach.

“Sleep well, jailbird.” Michelle laughed as she and Ron walked off into the night.

Brad didn’t need any reminder of his predicament as the pressure of his captivity was a constant reminder. As he slid into bed naked from head to toe with only his steel prison restraining his freedom he glanced over at the clock. It was only nine o clock and yet it felt like he was getting home from a long night of drinking after the bars closed.

His head hit the pillow and instantly Brad fell asleep, only to wake up and turn to see it was three in the morning. Brad tossed and turned trying to ignore the early morning hard-on that was attempting to poke out, but the painful swelling in his crotch refused to subside and finally caused him to get out of bed. Brad’s body was conditioned to need to use the bathroom first thing when he awoke and today was no different. Only problem was this time there was no way for him to relive himself naturally without creating a mess and getting it all over himself. The holes in the tip of his steel trap would have his morning pee shooting out all over like the fountains at the Bellagio. The only chance he had of not causing a complete disaster was to sit down like a woman to do his morning ritual.

Brad did his business, glad Brooke wasn’t there to see his humiliation and returned to bed attempting to fall back to sleep. Regardless of how much he tried though Brad was unable to drift back to dream land, instead he found himself wide awake as if he was ready to take a run on the beach.

After an hour of tossing and turning, he finally gave up and got up. There was a fully stocked dresser and closet as well as all the toiletries he was used to having. Michelle had once again shown she knew exactly how to get things done, and done right. Brad decided to slip on a pair of shorts and running shoes and headed for the beach. A good morning run should get his blood flowing and get him ready for the day.

Brad took off down the beach not sure exactly where he was going but thankful the moon lit the beach like a spotlight lights a stage. He barely got past the private villas when he noticed a couple lying on the beach obviously making love under the moon lite sky. The thoughts of Brooke quickly entered his mind and filled it with wonder as he did his best not to interrupt them.

Brad ran for what felt like an hour before turning around and heading back, by the time he returned made it back to the resort the sun was just starting to peak up above the horizon. He made it back to his room and jumped in the shower to wash the salty sweat from his skin before getting dressed for the day. Brad looked over to check the time and it was only six in the morning as he left his room once again.

Brad figured he would take a look around and get a feel for the property before heading up to the office and his meeting with Juan. As he made his way around the resort he stopped at the main poolside bar. They were serving hot coffee and breakfast sandwiches so he took a seat and got something to eat. It gave him a perfect opportunity to ask the server a few questions and start his professional probing.

“Hey do you mind if I ask you a question?” Brad asked the dark skinned woman.

“Ok, what do you want to know?” She inquired as she topped off his cup.

“Is this place always busy, or is it busier certain times of the year?”

“Oh it’s pretty much always busy sir.” She responded.

“Not much happening this time of day though is there?” Brad again probed.

“Oh no, mostly night sir,”

“I bet a lot of people are up late here drinking.” Brad laughed.

“Not that late sir, if you want to drink late night you has to find private party.” She responded quietly looking around to make sure she wasn’t overheard.

“I see,” Brad confirmed before taking a sip of his coffee.

Brad didn’t want to prod too much and raise suspicions with the staff, so he just thanked her for the coffee and continued with his breakfast. Brad took one last swig of his drink before he tossed down a tip and left his half eaten breakfast behind.

Brad took his time walking up to the office, observing the staff as he went. In addition to the dark skinned waitress, he observed two gardeners diligently sweeping up any fallen leaves and making sure the flower lined walkways were perfectly groomed. As he made his way down the winding stone path he saw one of the maids appearing to carry a set of clean sheets to one of the villas, and a young man in his twenties who was carrying some guest bags towards the front entrance to the hotel. Nothing seemed out of place to him. It was just a normal hotel resort, with lots of friendly staff ready to serve their guests at a moment’s notice.

Brad was ten minutes early, when he arrived at the front desk.

“Excuse me, is Juan in yet?” Brad asked the young woman at the counter.

“I believe he’s in his office, yes.” She replied motioning to one of the doors off the lobby.

“Thank you.” Brad replied as he walked towards the closed door.

Brad knocked twice on the door and turned the knob as he pushed inward. Juan was sitting at his desk looking though some of the books and pushing papers around, obviously startled by Brad’s early arrival.

“Mr. Simmons, Sir.” Juan yelped.

“Please it’s Brad.”

“Yes sir, Brad then. Good morning Sir, err Brad.” Juan stammered.

“Here are the books, if there is anything else I can get you please let me know.” He stuttered as he got up from his desk.

“Please make yourself at home. My office is your office.” Juan finished with as he offered up his seat to Brad.

Brad took a seat and quickly got to work checking the way the finances were being spent. He double checked the math and everything seemed to be adding up, but it would take days to know for sure. Brad asked to be left alone to review all the entries and spent the five hours going line for line double checking every detail.

At around noon there was a knock on the door and the nice waitress that had served him breakfast offered him a platter of food.

“I was told bring this to you sir.” she said as she placed the tray on the desk and left.

Brad spent the remainder of the day closed up in the office combing through the books, looking for anything out of place before finally calling it a day around 6pm.

Brad’s head was full of numbers and lines trying to connect dots and spot the potential source of the leaks. He really needed a break and the only way to quit his mind was to swing by the bar and get a drink.

Brad sat there sipping on his second rum and coke when he spotted her. It was Brooke. She was walking down the path towards the bar and Brad. Brad wanted so badly to run up and give her a hug, but they had traveled there separately for the sole purpose of appearing to have no connection to one another. Brad tried not to stare as Brooke past tossing him a quick smile. It wasn’t the kind of smile a wife would give to her husband upon his return from a week long convention, rather the dismissive smile of a woman who wasn’t interested.

Brad looked down, as if he hadn’t noticed, but he did notice something else. She wasn’t wearing her ring. He shouldn’t have been surprised, after all she was supposed to be there as a single woman, but seeing it for the first time weighed heavy on him.

“Where’s your wife?” The bartender asked.

Brad looked down, realizing he was still wearing his ring, and tried to quickly think of a response.

“Oh, uh, she’s not here with me.” Brad responded.

“Yeah I kinda figured, by the way you looked at that one.” The tall dark skinned man laughed.

Brad realized he better be more careful, he didn’t want Brooke getting targeted, if the same people that went after Liam and Abigail went after him, he didn’t want Brooke getting hurt too. Brad tried to ignore the curiosity he felt to look where Brooke went, but after a third drink he just couldn’t resist.

Brad moved down to the end of the bar, with his back to the pool so he could look over into the dance club, suspecting that was where Brooke had gone. He continued sipping on his third rum and coke trying not to be obvious about looking that way.

“You wanna dance?” A woman sitting at the bar a few seats away asked.

“Oh, um, I,” Brad stammered.

“I saw you looking over there, thought you might be missing that wife of yours.” She said with a serious tone.

Brad started to panic. This whole clandestine thing was new to him, and he wasn’t doing a very good job of having a poker face.

“I take it you left her at home?” She continued.

Ahh, she must have noticed his ring Brad thought, as he looked down at his hand. It was too late to take his ring off now, next time it might be better off to just not have it on at all.

“Oh, yeah, actually I’m here on business.” He explained.

Brad continued to have a polite conversation with her, as he discreetly looked for Brooke. It wasn’t long and he spotted her bobbing and swaying to the club music just like a college girl on spring break. He could only catch a glimpse of her every now and then through the opening to the club area as she crossed the dance floor.

The lack of dinner had Brad feeling a bit woozy half way through his fourth rum and coke, when Ron set his hand on Brad’s shoulder and invited him to sit at a table with him and Michelle.

After a few words of encouragement from Michelle about how Brooke could handle herself and how she was just doing her job they got a bite to eat. Michelle did her best to settle Brad’s nerves and re focus him on his job rather than Brooke. By the time Ron and Michelle left for the night, Brad was feeling much better.

“Go back to your room and we will see you tomorrow.” Where the last words Michelle said to Brad as she and Ron got up from the table and headed towards their villa.

Brad was about to head back to his room too, when he caught another glimpse of Brooke dancing. This time it was to a slow song and she had her arms wrapped around a man. Brad considered going back to his room and trying to ignore the thought of her sharing her time with him, but just couldn’t resist taking a seat back at the bar to get a better angle to watch her from.

A short peak here and there was all Brad could catch without looking too obvious, so after a few more minutes he finished off the last of his drink and headed back to his room. The booze added to the long day and the time change his body was fighting with, so it didn’t take long before the soft pillow took him away from reality and sent him deep into dream land.

Brad woke up a little later the next morning, and decided to head straight to the office to get started on the books again. He was still looking for anything out of place that would explain why the resort didn’t seem to be making any money despite it appearing to be so busy all year long.

After another long day double checking accounting records and sifting through receipts Brad decided once again to head off to the bar for a drink and a quick bite to eat.

“Nice to see you again Sir,” the young lady behind the bar cheerfully declared.

It was the young lady who had served Brad his breakfast the day before.

“Oh, hi, good to see you again,” Brad responded to the familiar face.

“What can I get you sir?”

“Oh please, it’s Brad.” He quickly informed the young beauty.

“Yes Brad, nice to serve you,” she replied.

Brad felt uncomfortable at the way she was treating him like a guest that demanded constantly to feel as if they were being pampered by the staff, but instead wanted to break though and try to develop a little more of a friendship with her. Perhaps it was just his nature or maybe it was his strategy to gain more information, either way he tried to reduce the formality.

“What’s your name?” He questioned her.

“Mia, sir.”

“Please Mia, call me Brad.”

“So where are you from Mia, you don’t sound like you’re from here on Anguilla.”

“Oh I’m originally from Brazil; my Mother was from Anguilla my father Brazilian.” She explained.

“Well, nice to meet you Mia.” Brad said as he welcomingly extended his hand.

Mia gently grasped Brad’s hand and shook, asking him for his order.

“Thank you Brad, can I get you something to drink?” She asked, in a little bit of a hurry.

Mia was trying to be friendly and polite, but the bar was starting to get busy. She brought Brad his rum and coke and headed back down the bar to help the other guests who were starting to pile into the seats surrounding the outdoor tavern.

Brad enjoyed the scenery as he watched the activity around the pool and the beautiful woman in bikinis showing off their bodies as if they were all in a beauty contest, competing with each other. He took in the sunset as he finished off the last of the burger he ordered for dinner. Brad was just about to head off to his room when he saw her.

It was Brooke. She was dressed in a transparent white silk dress that hid as much as a clear plastic bag. The pink bikini she wore underneath was calling out for everyone to notice as she strutted past Brad, once again on her way to the dance club. This time when she passed though she didn’t make eye contact and there was no indication either of them even knew the other was there.

Brad decided he would head over to the dance club as well, not only was he curious and wanting to see his wife, but he also needed to see more of the club for professional reasons. The club was nothing unexpected. Typical black walls and ceiling with a hard wood floor perfect for dancing. The lights cast around bouncing off the glossy floor casting their excitement all around the room. There was another bar with a few tall seats where Brad could sit and observe as the club filled for the nights activities.

Brad ordered a coke with no rum this time, wanting to keep his head straight and focus on work rather than let his jealous emotions get ahold of him. He looked around and didn’t see Brooke anywhere, which he thought was odd considering the club wasn’t that large. Surely she had gone in but was nowhere to be found. It was about a half hour later when he noticed her coming out of a door in the back of the club. It looked like a small office, but he wasn’t certain.

Brooke walked across the dance floor and sat down at a small private booth that was already occupied by another couple and what appeared to be a single man. Brad tried not to look, but he could tell Brooke was cuddling up to the single man as the other couple made out with one another. The man with Brooke looked to be keeping his hands to himself, but it was obvious Brooke was trying to get him interested.

Brad was reminded once again of the predicament he was in as his caged manhood became painfully tight. The sight of his wife with another wasn’t anything new for him, nor was the conflicting emotions about it, but instead of the angst diminishing the emotions seemed to be getting even stronger over time, and the reflection of the club lighting that bounced off the silver key hanging from her neck only intensified those feelings.

Brad sat there the facts and figures running through his head competing for space with his emotions as the club spun with excitement for hours. He was trying to keep from staring at Brooke and doing his best to keep out of sight from her as well. He watched as she danced with her date, allowing him to rub his hands all over her body as she ground up against his.

“Brad!” he heard.

Brad looked next to him and to his surprise it was Mia the bartender.

“You wanna dance?” She yelled, trying to be heard over the thumping club music.

Brad was reluctant, but after a few minutes of continued pleading he finally gave in and stood up. Mia energetically pulled him to the dance floor and began gyrating to the music with her hand waving in the air. Brad was enjoying her enthusiasm and certainly enjoying the sight of her. Rather than the dull work uniform she had on earlier, now she too was wearing reveling club clothes. The white polo shirt and tan shorts had been replaced with, a skimpy golden bikini top and black micro shorts. Mia’s dark skin was glistening in the heat of the Caribbean night air as she jumped around with excitement.

Brad was distracted by the lovely young lady pulling his attention away from his thoughts and lost sight of Brooke. When he glanced back to her booth she and the others were gone, taking his thoughts with them. Brad tried to forget about what Brooke was doing and have fun with Mia, but every time he thought he had forgotten about her, Brooke’s image flooded back into his mind.

Finally the Dj announced last call and the music came to an end. The club was closing for the night.

“Hey you wanna go to one of those after parties I told you about?” Mia asked trying to tantalize Brad into coming along.

“I don’t know, I have a lot to do tomorrow and I should probably get to sleep.” He sheepishly responded.

“Oh come on, just one drink. It’s just a few steps up the beach.” Mia pleaded.

Brad thought for a minute. He was pretty wound up from dancing and even though he was tired, there was no way he could go to sleep right away. One drink wouldn’t hurt to relax him and get him ready to go to bed, and as long as it was close enough to be back at his room in just a few minutes, then what the hell.

“Ok, one drink.” He agreed.

Mia was excited and grabbed Brad’s hand leading him out of the club and passed the bar she had met him at.

“It’s right over here at Villa number ten.” Mia cheerfully exclaimed, dragging him along towards the beach side villas.

Number ten? How ironic Brad thought to himself as he followed Mia’s lead, up to the door. Ten was his name and number for a month at Pine Lake. There was a large black man standing at the door, extremely muscular and tall. The type you would expect to be a bouncer at a strip club.

“Evening Mia.” He said as he stepped aside opening the door for her and letting her and Brad enter.

Inside the room was set up more like a sports bar than a guest’s home away from home. There was a large bar in the center where people could sit and TV screens scattered around the room hanging on the walls. The vibe was a mix between a strip club and sports bar. As Brad made his way to the bar with Mia he noticed people coming and going down a hallway leading off the main room.

“What’s down there?” He asked her.

“Oh you don’t want to go down there, maybe another time.” She responded.

“You gotta try this, it’s my favorite. “She told Brad before turning to the bartender and ordering.

“Two pink panties.” She requested.

Brad took a seat next to Mia as he scanned the room and tried to take it all in. Most of the people looked like locals. Either they worked at the resort or knew someone who did. Some of the people he recognized from over at the dance club but many of them he didn’t. All the men were dressed to impress while all the woman clothes left little to the imagination. In fact Mia was about the most modestly dressed of the lot. Her bikini top was small, but covered her breasts completely, allowing only her cleavage to show, and while her shorts were tinny they did cover her completely.

Mia was talking with someone else while Brad was looking around half hoping to see Brooke again, when the bartender set there drinks down in front of them.

“Two pink panties.” He announced before turning to help the next customer

Brad pushed aside the umbrella and took a sip of the frozen pink cocktail. Surprisingly enough it was good. Not too sweet but not overpowered with the taste of alcohol. He detected the gin right away something he didn’t normally like that much but it worked in this frozen concoction.

“Good isn’t it?” Mia said before taking a second sip from her straw.

A few minutes later, and half the drink was gone. The small talk and eye candy didn’t do much to take his mind off of Brooke until the TV screens changed from the music videos they were showing to a black screen all at once.

The mood in the bar quickly changed and everyone quieted down. Even the bartenders quieted their service, trying hard not to clank glasses and distract from the entertainment.

On screen a round red bed appeared, spotlighted by a bright white light, and two women walked into view, one leading the other. One was a tall blonde haired lady wearing nothing but a pair of black high heel shoes. The other was dressed from head to toe in black leather. Her tall black boots and tight black corset practically disappeared against her dark black skin.

The ebony mistress took the blondes hand and guided her to the center of the bed, before turning and walking off screen. The light skinned woman ran her hands around her body exploring every sensitive spot, seemingly warming herself up.

Brad sat silent like everyone else, anticipating the show this woman was about to give them all. Her hands causing her skin to become flush with excitement as the camera eased in to fill the screen with the round bed. Her tan skin started to glow taking on the red hues of the silk sheets as she started to let light anticipatory moans escape.

Brad felt the effects of what he was seeing as it pushed against his tight confines, causing him to think of Brooke and how she would feel knowing he was getting excited watching another woman. He felt a bit embarrassed and ashamed. First of all he was watching this woman on screen and it was exciting him, a woman that was not his wife. Regardless of everything that had transpired recently he still felt loyal to Brooke and Brooke alone. On top of that although unbeknown to everyone else in the room, he was wearing a chastity device that prevented him from even getting hard at the sight of another woman.

Brad’s thoughts of Brooke quickly evaporated as he watched a large black man kneel down on the bed next the blonde and start to fondle her breast. The contrast of his large black hands against her lightly tanned skin was insatiable. He was kneading both her tits with his powerful hands as she let his hands take over for hers. Brad looked around the room quickly to see how everyone was reacting to the interracial scene unfolding on screen.

“Beautiful, isn’t she?” Mia whispered.

Brad quickly looked back up on screen as the heat from Mia’s breath swirled in his ear. Yes the woman was beautiful Brad thought as he watched her lose herself under this man’s touch. It was seconds later when to Brad’s surprise three more, large black men joined the couple all three just as muscular and fit.

All at once the four men ran their hands all over her body, dipping into her and pulling her excitement up to her mouth to feed her. She was feasting on herself in a frantic attempt to get herself off of each large finger as the gift was brought up to her lips. The camera zoomed in to show the affects it was having on her as the microphone picked up the sloshing sounds coming from her dripping pussy.

The sounds on the screen filled the room as everyone remained silent and fixated on the flickering light on the screen. The muscular men gradually pulled their hands away one at a time as the camera pulled back, showing them replacing their wet fingers with their stiffening manhood.

The blonde woman reached up and took the first dick into her mouth, stroking it causing it to almost double in size. As the now erect dick was pulled from her grasp another quickly took its place and also grew considerably. One after another she worked each up with her mouth and hand until she got to the largest man who had started the whole thing.

As the woman took him into her wet mouth, the camera once again zoomed in showing the saliva dripping from her lips. The glistening wetness shined off his slowly stiffening cock as she struggled to take him into her mouth. The blonde was by no means tiny, but she could barely wrap her hand around him let alone her mouth. As her slobber lubricated his shaft she worked her way down gradually taking more of his length with each attempt.

The grunts of the man on screen indicated she was doing a good job of giving him pleasure while the gagging sounds coming from around his cock were a strong indication that the screen was not lying about his size.

“That’s it whore take that whole cock.” The behemoth commanded as he pushed himself deeper and caused her to gag.

Brad was fixated on the screen, watching this woman as she attempted to swallow this colossus, when he was shocked back into his seat. He felt the pressure of a hand in his crotch causing him to instantly snap back and look down. It was Mia. She had reached over and placed her hand in his lap, attempting to feel for his reaction. Brad was mortified at the idea Mia would discover his situation and tried to pull himself out of her reach.

Brad looked up at Mia with humiliation dripping from his face. She must have felt it. There was no mistaking that tiny steal prison for the stiff approval of a real man. But instead of a disapproving, Mia had an accepting smile.

“It’s OK, relax.” She silently mouthed, as she reached for him once again.

Brad was too wrapped up in the excitement of the show and the reaction of Mia to resist, so he let her reach for his locked member.

“She’s a lucky girl.” Mia whispered as she knowingly squeezed Brad.

He wasn’t sure if she was talking about the blonde on screen who was struggling to engulf the elephant growing in her mouth or if she was referring to the woman who he was willing to be locked up for. Either way Brad wasn’t going to ask right now, instead concentrating, and watching the action on screen.

The sounds of a woman choking on dick reverberated around the bar as she plunged her down again and again trying to take his entire dark shaft. There was just no way, she was going to get the whole thing down her throat and eventually he pulled it from her mouth.

The spit dripped off his cock as the camera pulled back, once again showing the whole bed. The contrast of color between her white skin the red sheets and the black men had an almost artistic design to it. It was almost like an ancient sacrifice with a modern twist.

The giant cock she had given so much of her time was now waiting patiently as the other three men took their places. Two men took their places on either side of her replacing him in her drooling face. The other took his place between her legs grasping each with his strong hands and forcing her legs wide.

The vision on the screens changed, no longer were they all showing the same thing. Instead, now they were all showing a different angle of the action. One was zoomed into the two shafts fighting for attention from her hungry mouth. While another was zoomed into the dark fat head now ready to press into her gushing pussy. The largest screen in the center of the wall was still showing a wide screen view including the ring leader patiently waiting his turn.

Even though he had recently seen a lot, much of which was beyond anything he had ever imagined, the sight of such interracial activity was new. The contrast of the skin colors mixed with the taboo of the activity was unexpectedly arousing. The fact that Mia was now encouraging that with her light, black, hand pressing rhythmically against him was only adding to that excitement.

The blonde offering gasped out as the man between her legs slid gently in, stopping about half way and pulling himself completely free. He was obviously driving her wild, teasing her with the prospects of the good fucking that was to come.

“Get on with it.” The deep voice of the waiting man instructed.

The man between her legs responded to the order and pushed himself forward once again. This time he again stopped half way in but quickly retracted and pushed forward again. It only took a few more strokes as he dipped in deeper and deeper each time, before he had his entire dick slamming into her begging cunt.

Mia must have liked what she was watching as she too picked up her pace to mimic the action on screen. Jiggling and tugging at the tiny little cap that covered Brad she seemed to almost mirror the motion of the man fucking the blonde.

It wasn’t long and the man between the blonde’s legs pulled out and took the place of one of the men at her mouth. The empty hole was quickly filled by the other man who had been sharing her mouth with his friend. He wasn’t as large as the first man, but was certainly making up for his size with zeal. The slightly skinnier man jack hammered her pussy causing her to have her first orgasm and scream out in approval.

“Bet you’d like that.” Mia whispered.

Again Brad wasn’t quite sure what she meant. Her comment was a bit more ambiguous than he would like, but once again chose to concentrate on the screen rather than engage her in discussion. After a few minutes, the jack hammer between her legs took a break and the last of the three men took his place. He moved back up to her mouth feeding his glistening cock to her willing mouth as the other friend replaced his absence between her dripping fold.

The third man was by far the largest of the three and knew it. He was considerate as he pushed himself inward slowly stretching her swelling cunt. Inch by inch he pressed his way in as the blonde slut screamed in ecstasy yet again.

The camera trained on the black cock now entering her zoomed in even more, showing the slick coating she was lathering it up with. With every stroke he withdrew the length showing the results of her continuing orgasms. He was fucking her like a wild animal as her body lost all control and started to shiver.

“That’s enough.” The waiting giant bellowed as he placed his hand on his accomplices shoulder.

The waiting titan took his place between the writhing blonde’s legs, his powerful shoulders completely obscuring her body from the overhead camera. Brad was intrigued at the sight of the massive veined monster as it pushed its way into the swollen red folds. The giant took no time in letting her adjust to his size. But instead pushed forward quickly with a single firm thrust causing her to scream out in a mixture of pain and pleasure.

The behemoth cock forced its way into her, stretching her pussy out beyond its normal capacity, and obscenely opening her body up to his invasion. Luckily for her he took pity on her as she screamed and a few tears left her eyes. The giant of a man waited a few seconds before he slowly withdrew most of his length once again pressing onward this time much slower. He showed mercy on her as he gradually worked his way in and out allowing her to lubricate him and loosen to except his size.

“Are you ready slut?” He growled as he gradually increased his pace.

Before long he was fucking her with the same vigor as the jack hammer, only this time with something more a kin to a baseball bat. It didn’t appear to be as pleasurable to her as it was to him, but her body was losing control quickly and the juices flowing from her spilled out like a waterfall.

Brad couldn’t believe how much liquid was flowing from her as she appeared to go limp, her tongue hanging out of her mouth like a weak animal. With apparently no concern for her at all the large man slamming into her began to tense up and push into her with increased vigor. His dark black ass clenched as he grunted pushing into her violently.

Brad didn’t blink as he watched the veins pulse and the thick white liquid ooze out of her filled hole. Once again the contrast of his dark black shaft and the white slime flowing from her increased the sexual excitement of the whole scene. Pulse after pulse flowed from her spent body as he held himself in place. The pressure of her intruder forced the hot liquid into her only to have it more than she could take.

The three men stroking themselves at her wide open mouth began to fill it with their seed as well. One by one the team of three added their gift to her lifeless body one shooting his hot sperm across her supple tits while the other two simultaneously added their batter to her wide open mouth.

The blonde had lost complete control and her body had checked out. Her eyes rolled back in her head and the heaving in her chest momentarily stopped. She had passed out only to re awaken with a mouth full of hot semen.

The camera focused on her facial expressions, caught the fear in her eyes as she regained conciseness, and feared the prospects of drowning in semen. Her expression was priceless as the two men continued shooting rope after hot rope of baby juice into her wide open hole and the third branded her tits with strands of his hot semen.

The fear in her eyes was short lived. As soon as she regained her awareness, the excitement once again overtook her and she began bucking into the giant monster filling her with lava. Her exuberance only served to reinvigorate the whole group and rather than the four men losing their steam and retiring for the evening, they’re doubled their efforts and attacked her with even more ferocity.

“I bet your wife would like that.” Mia whispered.

Brad was too focused on the show to completely comprehend what Mia was saying. Without responding to her he simply shook his head agreeing as she continued to wiggle his tightly confined cock.

Brad watched intently as the veined monster pulled himself from the blonde’s dripping cunt. Her pussy was pulsing uncontrollable as she bucked wildly trying desperately to get him to come back. As he pulled from her and stood up at the edge of the bed, the large puddle of spent white fluid collected on the silky red sheets. There was a puddle of cum between her legs that looked like more than any one man could possible deposit.

Brad was amazed the action was not yet over, when the ring leader once again got up from between her sticky mess and placed his sloppy cock at her mouth.

“That’s it bitch, show your devotion.” He growled.

She proceeded to lick clean the sloppy mess dripping from his cock as one by one the other three fucked her stretched out hole. There was no way she could be feeling them brad thought. The damage that monster did to her has to be permanent.

Brad was amazed when the first man shot a second load into her only to have his mind blown again and again as the second and then the third did the same. She took four loads into her sloppy cunt and was still sucking her monster lover with the utmost zeal.

Again the giant veins in the monster cock swelled as she wrapped her lips tightly around the head of his cock. Brad could see the rush of juice as it pushed its way down his shaft and filled her mouth. Pulse after pulse filled her slut mouth and yet she never lost hold of his enormous head. The seed of his black lineage pushed past her greedy tongue and forced its way down her throat searing his ownership of her as it filled her stomach.

As he pulled his now spent cock from her mouth the black god ran his hands through her golden blonde hair praising her.

“That’s a good girl.” He bellowed, as he stroked her like a kitten hungry for their master’s attention.

The screens all switched back to the same wide view again showing the blonde woman covered in thick white sperm. Her mouth was overflowing and so was her pussy while her tits had become glazed with the drying white goo.

“This is my favorite part.” Mia giggled, releasing her grasp on Brad.

All the screens remained on the wide angle as the four black men left the woman alone in the middle of the bed, completely used, when another man approached from off screen. He was small and pale, his skin whiter than the oozing liquid dripping from her body.

Without a word being spoken, he took her hand in his. She responded with a smile as she pulled him towards her and kissed him deeply. The silence of the room was filled with the chuckles of the onlookers as the man kissed his mate. The blonde woman put her hands on his face and guided him down to her gapping pussy, pushing his face closer and closer.

The large screen in the middle of the wall flickered and once again a close up of her slimy cunt was filling the screen. Brad watched with amazement as this frail man lapped away at her glazed gash with exuberance. The taboo of everything was overwhelming. Not only had he witnessed an interracial gang bang but now he was watching what appeared to be her husband or boyfriend cleaning up the results.

The room gradually got back to normal with people talking and mingling around again as if the scene on the wall was over. It wasn’t over yet, the man on screen was still drawing out glob after glob as he sucked on her red swollen lips and caught the escaping semen with his hungry tongue.

“So you want another one?” Mia asked looking down at Brad’s almost empty drink.

“Uh, no, um I uh, I better get going Mia.” He stammered.

Mia realized it was a lot for Brad to take in, in one night and figured it best to make light and let him go without any argument.

“Ok Brad, I’ll see you tomorrow?” Mia asked, as she motioned for the bartender.

“Oh more please.” She ordered, as Brad took the opportunity to stand up and start to call an end to the night.

Brad headed for the door of the club as the man on the screen continued relishing the gifts he had been given, the rest of the room returning to normal as he left for the night.

It was a short walk through the resort back to the main hotel and Brad’s room, but it felt like miles, as he replayed the scenes he had witnessed again and again in his mind. He had completely forgotten about Brooke and the man she had last been seen dancing with. The visions of her and the worry about what she was doing had been completely overshadowed by the show he had just witnessed. It wasn’t until he was almost to his room when the visions of the blonde being thoroughly satisfied began to be over shadowed by the shock he had let Mia fondly his caged masculinity.

How could he let a complete stranger know he was wearing a chastity cage and then let her fondle him in it? What was he thinking? What would Brooke say if she found out? Sure she was probably off screwing around on him, but that was her job and they had both agreed to her being able to do that. But him, they had never talked about him having that luxury.

Brad lay down and tried to fall asleep, but couldn’t quite his thoughts enough. He kept seeing the giant cock swelling and pulsing. The desire to masturbate was overwhelming, but his attempt to gain any pleasure from it was fruitless. He thought of Mia and her flirtation with him and once again felt the frustration of his swelling. Nothing he did could bring him any gratification and nothing he did could distract his thoughts.

Brad lay there completely frustrated almost ready to cry when another thought rushed into his brain. Where were the receipts for all the alcohol at that party? All the receipts added up and made sense for the bar and nightclub, but there was a lot of booze at that party. Then he thought back to the room Brooke had come out of in the night club. Whose office was that, and what was she doing in there?

The wheels in his head were again turning. Something was up after all. Something wasn’t quite right about either the nightclub or the villa party Mia had taken him to. Brad ran a few different scenarios in his head about what he thought might be going on, as he finally lost hold on reality and drifted off to sleep.

The next morning Brad woke up and headed straight into the office. He wasn’t concerned with breakfast or the morning runs he had become so used to. He wanted to look for anything that had to do with the activity in villa number ten.

It was six fifteen when the door to the office swung open. It was Juan the manager of the resort.

“Oh Mr. Simmons, “He said, surprised to see Brad there so early.

Juan made some excuse about having to grab a scheduling sheet from his desk, before hastily leaving the room and Brad. Juan’s tone and body language made it obvious, he knew Brad was on to something.

Sure enough when brad looked again, he couldn’t find any receipts for liquor associated to the club set up in villa ten. He then looked for the rental records on villa ten and discovered it hadn’t been rented out for over a year. There wasn’t any records of the resort operating an afterhours club and there wasn’t any records of anyone else renting the villa and running their own parties out of there, so what was going on? Rather than confront Juan about the discovery Brad decided to do a bit more digging to get a better idea of what was really going on.

Around noon Brad decided he had learned everything he was going to learn from the paperwork and told the young lady working the front desk he was leaving for the day. Brad’s intuition told him there was a connection between the club and the after party, and he wanted to know more.

“Hey can I get a menu?” Brad called out, as he sat down at what was becoming his regular seat at the bar.

Brad sat there eating lunch and watching the door to the club trying to figure out what the connection could be. He was again sitting with his back to the pool so he could see the entrance to the nightclub without appearing to be watching it.

“So how is everything going?” Brad heard as he turned to see who it was. It was Juan.

“How is everything looking, the books all look in order?” He asked.

Brad swallowed his food, giving him time to think of how to respond.

“So far yeah, everything looks good. I do have a few questions about how the resort is ran, nothing to be concerned with really, I just like to know how an operation works if I’m really going to make an accurate assessment. ”

“Certainly sir,” Juan responded.

Something about the way Juan said Sir triggered a thought in Brad’s head. That morning Juan had called him Mr. Simmons. How did he know his last name? Had Michelle told him?

Juan seemed to sense Brad’s frustration with his interruption, and took the opportunity to excuse himself.

“Well I’ll leave you to your lunch sir,” Juan said as Brad took another bite of his sandwich, watching Juan head off towards the front desk.

As Brad finished the first half of his sandwich he saw a well-dressed man enter the club, and decided to go see who he was. Leaving behind the rest of his lunch Brad inquisitively headed towards the club entrance, entering the empty quite room.

The overhead lights were on, unlike the night before it now looked like an old run down building that had a thick coat of black paint over everything. In the dark with the colored lights and lasers flashing it looked like a modern dance club, but in the light of the day it looked more like a seedy run down warehouse.

Brad was alone as he walked towards the bar he had sat at a few hours ago.

“Can I help you?” A deep voice bellowed.

Brad turned to see the well-dressed man who had entered the club standing at the open office door looking out over the otherwise baron room.

“My name is Brad, are you the manager here?” Brad responded, trying to muster as much confidence in his voice as he could.

“Oh, Mr. Simmons right?”

“Yeah, Brad Simmons,” Brad confirmed.

“What can I do for you Brad?”

“Well I’m here to see how things are going with the resort and was curious about the operation of the club.” Brad continued.

“Is this you’re office?” Brad questioned as he made his way up to within arm’s reach.

Brad stuck his arm out, offering up his hand.

“Hope you don’t mind my dropping by.”

The olive skinned man appeared to be annoyed at the intrusion but took Brad’s hand and shook it.

“Omar,” he said as he firmly gripped Brad’s hand and gave it a quick jerk.

Brad wasn’t able to see the whole office around this imposing man, but he did see a large couch and chairs, more reminiscent of a living room than a business office.

“Can I buy you a drink?” Asked the manager as he pulled the office door closed with his other hand and walked towards the bar.

Brad followed him, assessing his body language and demeanor. It was obvious; this otherwise muscular man was trying to act unassuming, and draw Brad away from the office, but it was the powerful scent of his cologne that was truly distracting. The woody smell of cedar wood and musk filled the air, trapping Brad in the wake of his scent like a bird trapped in the haze of an aerial crop duster.

Brad asked him about how many customers a night the club drew and what the average ticket per customer was. He was trying to figure out if the club was a profitable operation or was it part of the anchor pulling the resort down. Omar was polite and answered Brad but most of his answers were vague and unhelpful. He wasn’t sure of the specific numbers Brad was asking for and referred him to Juan for that information. A few minutes of polite conversation and Brad thanked Omar for his time and headed back out into the warm tropical breeze.

Brad could sense something was up. Omar was hiding something and knew more than he was letting on. The villa had to be connected, and Brad had an idea of how, but needed to look at the books again to be sure. Brad headed straight back to the office this time with an idea of what he was looking for.

After a few hours of comparing numbers and calculations Brad had confirmed at least some of his suspicions. He had found part of the problem but there was still much more he didn’t know. As it grew late and he grew more tired, he decided to call it a night and head back to his room, opting to get room service and decompress without the loud noises of the bar and club activity.

Brad flipped on the TV and started scrolling through the channels as he waited for his dinner to be delivered. Lots of old syndicated reruns, some classic sports games, and a few movies that were half way through and then he clicked on a channel that caught his eye. It was called TEN. As soon as he hit select the screen lit up showing the same round red bed he had seen the night before on the screens at the villa.

Brad was amazed at the sight on the screen, paralyzed to change it. This time instead of four large men completely abusing a woman, it was two women passionately kissing.

Brad watched as their tongues wrapped around one another and their hands explored. The pale skinned brunette’s eyes barely able to open as she dreamily allowed her body to relax. The brunette had on only a pair of black lacey panties and black high heels, her bare breasts heaving with every breath. Her lover was a thin charcoal skinned goddess in a tight purple corset.

Brad was enthralled with the way the brunette was gradually getting heated, her desire for her mistress growing with every touch, her need to please bubbling up like a boiling pot.

Brad was startled by the knock at the door.

“Room service,”

He jumped up off the couch and hastily searched for the remote to turn off the TV, but before he could retrieve it from between the cushions the door flung open.

“Surprise,”

Brad was surprised all right. Behind the cart containing his meal stood Mia. She was in her work uniform sporting a devilish smile.

“Surprise, I saw it was your room and asked to be the one to deliver your dinner.”

Brad was frozen in place. In front of him was the cute young woman he had shared drinks with and behind him was a porn video of two women making out.

“Uh, yeah, um let me find the remote,” Brad stammered as he turned around feverishly trying to find it.

“Oh please, relax I’ve seen it a thousand times.”

“You have? ” Brad instinctively responded.

“Oh please its fine. Leave it on.” She instructed.

Brad felt a bit uncomfortable leaving it on, but her nonchalant attitude about it made him feel like turning it off at this point would be making more of a than just forgetting about it and acting like it was nothing.

“I hope you don’t mind, I took the liberty to bring us a few drinks too.” Mia said, handing a highball to Brad.

Brad hesitated but took the glass, as her words sunk in.

“You want to sit on the couch to eat?” She asked, as Mia took the shiny cover off of one of the plates, revealing a heaping pile of jerk chicken on top of a bed of steamed rice and topped with what looked like mango chutney.

Brad took a seat on the couch as Mia set the plate down on the glass table in front of him. He took a sip of his highball and tried to make sense of what was going on.

“I hope you don’t mind if I join you.” Mia asked, genuinely hoping he was ok with her company.

Brad was surprised when Mia took a seat next to him placing another plate on the table in front of her, and leaning back to relax.

“Cheers, “she said raising her glass to his.

Brad raised his glass to meet hers, and accepted the idea of her joining him.

“You’re ok with me having dinner with you aren’t you?” Mia asked.

“Yeah, sure,” Brad responded.

Mia once again got a mischievous smile on her face as she picked up her fork and started to nibble at her dinner. Brad was off balance by Mia’s cavalier attitude about the porn scene playing out in front of them, but picked up his fork and joined her. The two of them sat their eating their dinner as the two women on screen filled the room with sexual tension.

Mia finally broke the silence after the two of them had almost finished their meal.

“That is one amazing pussy eater. ” Mia genuinely exclaimed, as she picked up both of their plates and returned them to the cart.

“You think your wife would ever do that while you’re off on some Caribbean island?” Mia asked.

Brad wasn’t sure if she was just joking with him or was truly trying to make him concerned, but certainly knew she wasn’t back home in the embrace of another woman.

“I don’t think so, no. She’s into men too much to do that.” Brad said with a chuckle.

Mia returned to the couch with another highball in hand and handed it to Brad as she sat down next to him, this time so close her leg was pressed up against his. She quietly sat watching the screen with him as the two woman continued fondling and caressing one another.

Brad wasn’t sure if it was the full stomach after a long day or the whisky highball he had already downed, but he was quickly relaxing and almost feeling tired.

“Why don’t you relax and kick your shoes off?” Mia asked.

That sounded like a good idea, he hadn’t even taken his shoes off yet.

“Don’t you think her pussy looks to delicious?” Mia hungrily asked.

“Absolutely,” Brad agreed.

Brad kicked his shoes off and instantly the tension of the day began to melt away. The numbers and balance sheets faded away, replaced with the bliss of a full stomach and a distracted mind. He sat watching as the dark mistress stirred the desires of her pet into a cauldron of bubbling desire.

Brad was watching intently as the chocolate mistress pressed herself against the brunette, smothering her in the passion now dripping from her pussy. He was completely surprised when he realized Mia had pulled her skirt aside and was now playing with herself as they sat together watching the two women.

Brad looked at Mia in shock, only to be even more surprised at her response.

“Would you help me?” Mia questioned.

Brad didn’t say a word. He took another gulp of his whiskey as his eyes traced the smooth path down to her fingers.

“I really need a tongue on me.” She hissed.

Brad was overtaken with desire. The sound of Mia’s voice encouraging him along with the sounds coming from the TV had him delirious. The soft folds of Mia called to him like a sirens song, pleading for his attention. Brad wanted nothing more than to taste her. The frustration of being locked up added to his arousal and he could no longer resist.

Brad slowly leaned over to get closer to her, when she reached up and grabbed him by the back of the head and forced his face into her exposed pussy.

“That’s it baby; show me what you can do.”

Brad was overtaken by the desire to please her. Mia’s words were like a challenge to do his best, and mixed with the pent up desire he was carrying around, he was ready. As he moved closer Brad was drawn in by the dark complexion of her Caribbean skin. The dark edges of her folds gave way to the bright red of her inner desires, calling him like a dog whistle, only he could hear.

“Oh that’s it,” She called out as his tongue touched her for the first time.

Brad savored the flavor of his Caribbean goddess as he drew his tongue up her manicured runway. The texture of her soft skin highlighted by the coarseness of her finely trimmed bush was much different than what he had become used to with Brooke’s completely bare privates.

Brad was completely disarmed by her sexual power. It was as if his desire to please her overtook his whole body, making him forget about the rest of the world.

“That’s it little boy,” Mia declared as she pushed Brad into her more forcefully.

“Get that tongue in there.”

Brad was stretching his tongue to its limit trying to reach up inside Mia as far as he could. Her words commanded him and his body and mind complied. He wanted nothing more than to satisfy her and prove his worth to her.

“I have a surprise for you baby. I Brought you desert too.”

Mia pushed her body into him and tensed up as she held him firmly in place, his tongue darting in and stroking her soft interior. Brad felt a warm thick sensation oozing from her as he continued to caress her innermost space, the warm goo rushing down his tongue and filling his mouth.

“That’s it drink up little man.” Mia goaded as Brad’s mouth filled with her gooey mixture.

Mia had one hand on the back of his head, her fingers intertwined in his hair pressing him against her. Her other hand was petting his cheek like as if he was a kitten she was consoling.

“I knew you would be a good pet, devoted and addicted to me.” Mia laughed.

Brad barely heard her words he was too obsessed with her pleasure and his desire for her flavor to concentrate on anything but coxing the salty slick goo from her steaming hot pussy. He was obsessed with her and her juices.

Brad worked and worked to get every last drop from her, becoming more and more disappointed as her pussy ran out of nectar. Resolved to get every drop he withdrew from her depths and chased the escaping drops down her crack.

“Easy there little man, you have to earn that.” Mia chirped as she pulled herself out of his reach.

Brad wanted nothing more than to catch the last few drops that had found refuge around her puckered hole. He was like a drug addict dying for a fix. He felt as if he needed to taste her ass or he would die.

“If you’re a good boy, maybe mama will let you earn the right to clean her ass.” Mia bluntly informed him as she pushed his face away.

Brad felt a combination of pride and shame. He felt accomplished and at the same time denied. He had tasted the delicious nectar of a Caribbean goddess, and yet his body was begging to lick her ass.

Brad felt a little light headed as he came up from her throne.

“Just relax baby, watch the TV and relax.”

Brad leaned back as her words soothed his spinning mind. He felt the warmth dripping down his throat and into his stomach as he lay back and focus on the screen in front of him, the pale woman on the bed now being violently pounded from behind by the purple corset.

“I bet you would love to watch your wife like that.” Mia seductively whispered as she kissed Brad on the neck.

Brad stared at the screen fixated on the purple phallus as it rammed in and out, the ebony mistress using her girlfriend’s body as a play toy. The scent of Mia covered his face and chin as he leaned back spent from the day’s activities. Brad didn’t even have the energy to look down when he felt Mia’s hand once again grab his caged cock and start to wiggle it.

“Wish I had the key to this. I could sure have some fun with this.” She giggled.

Brad’s mind was mush. He couldn’t even muster up the imagination to fill in the blanks. He was reduced to only being able to process what was in front of him and nothing more. Brad leaned back and just watched as the black mistress thoroughly fucked the skinny brunette, causing her to cry out her devotion for her mistress and pledge her everlasting loyalty. The whole time Mia jiggled Brad’s cage as if she was trying to jerk him off. She cuddled up against his quickly fading body and made him feel completely satisfied.