The island adventure continues.

The remaining week they had on this trip continued about as it was going, and even ended up getting more wild.

They explored boundaries and then crossed them looking for more boundaries. Over many drug and alcohol fueled nights they explored every carnal desire they could imagine.

As requested, Jennifer ended up meeting the ecstasy dealer in their room, John thought about staying for her safety, however, she assured him she would be safe and that they would catch it all on video.

An hour and a half late Jennifer met John downstairs with a grin on her face, "How did it go?” he asked.

"About like expected, we are set for a few days baby." Jennifer replied, "I didn't give him any money baby…” she said with a smile.

"How did you pay then?" He asked, knowing the likely answer.

"I let him have my body…" Jennifer responded with a grin. "He ended up giving me quite a lot, I will show you the video later."

They enjoyed their afternoon, and then in the evening met another couple, an older man with a young trophy wife. He was probably in his 70s, and she looked no older than 20.

The old man's name was Bill, and his young wife was named Nichole. She was an extortionary beauty and was very well built. She had muscular legs and decent sized boobs, and very long blonde hair. The old man Bill was on the shorter side, not much taller than Jennifer and was in good shape.

He was fit, but not a big man in build, and his dick appeared to be fairly small. He was surely quite wealthy to attract such a beautiful young wife.

They were a cute couple if a bit awkward. John and Jennifer found out he was indeed a very wealthy man, an executive at a big investment firm in New York. He had enough shares in numerous large corporations to be on the board for them, he was loaded in a way they had never seen before. Worth billions.

Where John and Jennifer budgeted and saved for the trip, and shopped for the best travel deals, a man like Bill just didn’t have to.

They had dinner with Bill and Nichole in the old man’s suite at the hotel. The old man showed interest in the strip club business, and also had an attraction for Jennifer, hardly hiding his longing gaze at her beautiful body. Normally at a nude resort staring was not desired, however, in the privacy of a room, Jennifer didn't care.

Jennifer had a pretty good conversation with Nichole and figured out quickly that the young woman was just in it for the money.

Her husband was a billionaire, on the Forbes list, and he owned a company she was interning for, they talked and within the hour they were at one of his apartments going at it. She wasn’t attracted to him physically, and he knew it, but she got to live a lifestyle with him she would have never otherwise experienced.

Nichole had also signed a prenup. If she were faithful, on their divorce or on his death she wouldn’t get anywhere near all of his assets, but she did have a trust waiting for her, along with a nice Manhattan apartment. She would be able to live comfortably in wealth for the rest of her life. It was transactional and she was fine with the terms.

A bit later in the evening Bill and Nichole went to get drinks, and John and Jennifer talked for a few minutes. "This guy is big time in the investment field baby, we may have a financial partner in the future," John told his wife.

“He owns parts of a lot of businesses, and owns two clubs in New York City, and is considering opening a strip club there,” John continued. “With us as partners, we would buy in for a small stake, but with us running it for him, we would make good money, but more ownership would also come. Owners, not employees…”

"That sounds good John, why do I sense there is something else?" She replied, not really trusting the old guy. "What does he want…well what does he want from me?"

"He wants us to swap tonight baby, but we didn't talk business." John assured his wife, "No promises, nothing expected for anything later. He just really has a thing for you."

"What do you want me to do then baby?" She asked. "He isn't bad looking, and if you like his wife, or if you think it will help us, I will go with him, I will fuck his brains out just for the sex, I’m not against doing it for financial gain…”

"Nichole is nice looking, and I am a bit turned on by the amount of sex you have been having. This is not about business." John replied, "But this is different, this is you staying with him alone till tomorrow, and me with Nichole…let’s try something new baby."

Jennifer left with Bill a little while later, leaving Nichole with John for the night. Bill was a nice enough guy but wasn't too much to look at. Jenifer’s height, maybe a bit more, which made him quite short for a man.

Further, Jennifer hadn't seen his dick hard yet, but it didn't look to be very big. In its normal state it actually looked quite small.

When they got to Bill's suite he got them some drinks and joined Jennifer on his sofa, and she thought she saw him pop a pill as he walked up.

Bill didn't waste any time, he had his hands and mouth on her in moments. He started by making out with her in an aggressive and sloppy manner. He very quickly went from kissing her to sucking hard on her large breasts. He soon put her hand on his dick, which was now hard, but looked to be around five inches long and fairly thin. Jennifer enjoyed him sucking her tits, and started jerking him off while he did it.

"Want a taste darling?" Bill asked, standing before her, presenting his dick before her mouth. "This is all for you baby."

"Fuck it," she thought to herself, "Another one for John."

Jennifer opened her mouth and started sucking his dick, and it was quite easy for her to fit the entire thing into her mouth, barely into their throat, and not in a way that was in any way a problem for her. Jenn had at one point had a foot long cock a thick as a Coke can stretch her throat, this was nothing to her.

She was shocked to feel cum in her mouth within two minutes. His dick was still spurting cum in her mouth when she looked up to see Bill arched back, enjoying the moment.

"Well at least I didn't have to go at it all night," Jennifer thought as she swallowed his cum. Not a bad flavor at all, this guy ate well, but then wealthy people tended to.

She sucked him until all the cum was gone and looked up and smiled, Bill did not miss it when she swallowed his cum.

"Thanks for the after dinner snack baby," Jennifer said with a smile. "Good for you as well I guess?" Bill noticed it was a genuine smile, this woman really loved cum. He had done this with a lot of women, and he could tell when they were faking it.

Bill stood and turned Jennifer on the sofa, and positioned himself behind her, dick still hard and still slick with Jenn’s saliva and his own cum.

The old man entered her from behind, fitting easily, even without Jennifer being at a high level of arousal. It was maybe the smallest dick she had ever had, and she didn't feel much, but maybe he made up with it in other ways.

He grabbed her hips and started thrusting into her from behind, and Jenn helped all she could, squeezing him with her kegel muscles. Bill made a show of it and put in a pretty good effort for a man of his age, but again he came quickly. This time filling her pussy with cum after just a few minutes.

That was Jenn’s entire night. The old man was fit, was on viagra and had little staying power.

She spent the next few hours with the old man's dick in her mouth or in her pussy, as she was sure he had taken Viagra as his dick never softened for long. He came in her mouth and in her pussy repeatedly, although by the end when he came in her mouth he didn't produce much semen.

Jennifer woke up in the morning with Bill between her legs, and as before he came quickly, unlike before his dick went down when he was finished. Bill kissed her on the forehead and went to take a shower.

When he was finished Jennifer cleaned up in his shower, she had a lot of cum on her and in her. Again. The old man watched her shower, enjoying the show, and she obliged, making the act of her cleaning up quite sexy for him.

They met John and Nichole for breakfast, and then John and Jennifer returned to their room and talked about what happened the night before.

John and Nichole had a significantly less busy night, only fucking once, with Sam noticing that Nichole did not seem very interested in it. When hearing the contrast, John was quite surprised at how Jennifer described her night. "How many times did he cum baby?" He asked, what she described hardly seemed possible.

"Baby I don't know, a lot. Ten times? Again in the morning? He liked me a lot." She answered, "It wasn't that bad, he just didn't last very long. But he got going again pretty quickly."

"How was his wife? Any good baby? She asked her husband.

"I barely fit baby inside of her, sex hurt her, so we didn't do much of it." John replied, "She is a very nice person to talk to, but she really doesn't seem to like sex very much. We didn't have any oral sex either."

"She didn't suck your dick?" Jennifer asked, surprised.

"Not even close," he replied. "She never even touched my dick with her hands, it was a little weird."

Jennifer agreed, the young woman didn’t seem to like sex at all, how odd for her to be married to a rich old man as horny as Bill was.

Shortly after that John asked to see the video from the day before when his wife obtained more ecstasy for them. Jennifer smiled and grabbed her phone, giving it to him.

"He didn't fuck around babe, but he was alone…sort of," she said, leaning in on John as he started the first of a few videos. The first video started with a view of Jennifer stripping naked, then dropping to her knees, with the Drug dealer walking up to her, also naked, being filmed by another person.

"Who was taking the video babe?" Sam asked.

"The bellman, the guy who introduced me to him." Jennifer replied, "He said it would be safer with him in the room, I think the bellman wanted to watch, and participate if he could.”

“Did he participate?” John asked playfully.

“No spoilers,” Jennifer replied. “Isn’t that what you say with movies babe?”

The dealer had a very large dick. He had to be ten inches long, thick and covered with large veins. It was not completely hard, ten inches without being hard was crazy, but Jennifer started sucking it anyway.

John kept watching the video and his wife struggle with the size of the man's cock, barely able to fit it in her mouth. When it finally got hard, it was bigger than Steve’s. Maybe the same length, but nearly comical in its thickness, this was likely the biggest cock Jennifer had ever seen in person.

She sucked it for a little while, using both hands and her mouth, different for Jennifer who would usually use her throat as well. She tried to, but couldn’t fit it in her mouth well enough, it was just too big.

The video was shaky, with John commenting on the poor camera work, "Is this whole thing recorded this badly?"

"The bellman had his dick in his hand baby, she answered, "This isn't too bad for a guy who is jerking it while filming."

John saw his wife try to put a condom on the man's large black cock, but she didn't have one that fit, not even close. What the bellman had given her would not go over the tip, so after the dealer claimed he was clean Jennifer laid back on the bed and opened her legs for him.

The dealer ended up mounting her bareback and fucked her more gently than John would have imagined. As he entered her, the camera showed Jennifer exhale, breathing out. Having a cock inside of her hadn’t hurt for a long time, but it didn’t take long for the man to be able to fuck her.

He thrust gently, and not fully, going at it easily to let her warm up to his size. He was not close to being able to fit his full size into her.

As he fucked her they kissed, and deeply, with the bellman getting a closeup of a deep French kiss, with their tongues going into and out of the others mouth. It was actually quite beautiful, romantic even.

After ten minutes or so, the large black man tensed up and grunted, and buried himself farther in Jennifer than he had before.

She wrapped her legs around the man and pulled him into her, and Jenn kissed the large man deeply as he slowly worked himself deeply inside of her. It was an erotic sight, a loving kiss as the inseminated the much smaller white woman.

When the man pulled out of her his cock was no longer fully hard, and John could see cum on it. The bellman came in close and got a shot of Jennifer’s pussy with a little cum dribbling out, then panned up to her cleaning up the large black cock, licking and sucking the cum from it.

It was again a very loving thing, you could tell how much Jennifer enjoyed his taste, and having his cock in her mouth.

His cum and her fluids were all over his cock and balls, and the camera was close in when Jenn lifted his cock against his abdomen and licked and sucked on his balls, leaving them clean when she was done.

She then smiled and blew a kiss to the camera.

The first video ended there, then John started the second, which started with Jenn holding her phone and recording from her POV, as she leaned in and kissed the dealer, then turned and started making out with the bellman. He was a very fit and young black man, and he didn’t just make out with John’s wife, he was groping her as well, enjoying her fit body.

This action continued, as Jenn dropped to her knees, and both men put their cocks into frame, one giant black cock, and one that was just big. Just as big as John’s.

Jennifer handed the phone to one of the men, and took both cocks in her hands, and then gave a sloppy blowjob to both of them. Licking, kissing, sucking, trying to lick and suck both at the same time, it was quite erotic, but it was undeniably sexy.

As the video continued, Jennifer turned to her arms and knees, and it was from the point of view of the bellman, and showed Jennifer’s muscular ass with her on all fours, with a good sized black cock fucking her doggy style.

The bellman had her phone in his left hand, and a firm grip on her waist with his right, and he was going at it hard, ramming her with all he had. And like the dealer, he was also doing it without a condom.

The audio clearly broadcast the slapping sounds as his pelvis made contact with Jennifer’s muscular ass. The video angle gave a beautiful view of her ass as he fucked her.

He panned up, and it showed the dealer was in front of her, with Jennifer sucking his cock as she got fucked.

This video went a few minutes and ended with the bellman grunting and dropping the phone. It tumbled but kept recording, landing face up beneath Vixxen's legs, catching the moment where the bellman's cock slid out of Vixxen. Sam saw more cum dribble out of his girlfriend's pussy on the video.

She then climbed onto the dealer, now fucking him cowgirl style, again making out with him while fucking him, and again getting inseminated when he orgasmed. The camera then showed Jennifer sucking both cocks clean, and then closed in to show more cum leaving her pussy.

The last video was very brief, and just included both men jerking off on her face. It wasn't simultaneous, but they both came within a couple of minutes, making quite a mess of Jennifer’s face. She sucked the tips of both dicks after the cumshot, she missed her calling in porn John thought to himself.

John made a point to make sure cloud save was off, thankfully it was. He doubted that Jennifer wanted her videos to be on the next set of leaks.

"How many men have cum inside you on this trip?" John asked, how many have you tasted?

"Five," Vixxen said in a shy voice, hoping it was ok, putting her hand on her toned belly, thinking how much semen had made it inside of her body. She had let many men cum inside of her, but this was a lot for two days. Thank goodness she was on the pill, or this could get messy when they got back home. She looked at her husband, hoping she had not gone too far with it.

"That was amazing babe," he said with a smile, sensing her change in mood, pulling her into an embrace, and kissing her gently. "I love you, I want your sexy body more than you can know."

She smiled, this putting her at ease, and John kissed her deeply, and soon the two of them were at it again, on the sofa, and then in their shower.

The two of them enjoyed quite a lot of sex for the remainder of their trip. By the time they were done they had fulfilled most of their kinky dreams and desires. John had sex with several women other than his wife on their trip, having the significant others of a few of the men who fucked his girlfriend. Jennifer had also brought several beautiful young black woken to their room for threesomes, and put on a girls only show with two of them one night, just for her husband.

Jenn had numerous other men and fooled around with many of their wives or girlfriends as they progressed. When she brought a woman up, it meant she had fucked that woman’s lover earlier in the day, or would later.

Jenn even prostituted herself for John, buying some slutty clothing and drinking alone in a bar one night. It was a skirt and top made of elastic material and intended for a smaller woman with fewer curves. The skirt was a very tight and was very short, not covering the bottom curvature of her ass, and being just high enough to not show the crack of her ass. The top was a tube top and strained against her enhanced breasts. It showed her nipples clearly and showed underboob and also very nice looking cleavage.

She was willing to go to a bar and convince a stranger to pay her for sex for John, it was what he had asked for. Before this trip, the idea of him knowing she did this would have been bad, but now many of their reservations melted away.

She asked John if anything was off limits, and he assured her nothing was, suggesting she could use a condom, but only if she wanted to. Before going to the bar Jennifer took some more ecstasy and shared a joint with Sam, ensuring she would have fewer problems with pleasing her boyfriend with what he had asked her to do.

"What do prostitutes make?" He asked her, unsure of the market rate for pussy.

"It depends, I was offered quite a lot over the years." Jenn responded, "I made down fifteen hundred dollars once, for one whole night, but that was back home, it would cost less here.”

"Holy shit that's crazy. Men pay that much?" He responded, pondering on the benefits of their relationship, he got it for free.

“It was a regular, an older man who hit on me a lot, and paid for a lot of private dances in the VIP room,” Jennifer replied. “He made me an offer I couldn’t refuse. He had me till checkout time at the hotel.”

John didn’t press, he knew this could have been during their marriage, one of the times she cheated on him, but he didn’t want to know the specifics. It had been, and Jennifer had told him her sister needed her the night before, and that she had to go back home after work. When she got back home the next day in the afternoon, John had been at work. He hadn’t thought anything of it.

“Well for tonight baby, I want you to be a cheap whore," John surprised her with this. "Fifty bucks babe…no more, and try for a guy who would normally have no shot with you."

"Make his year babe," John said with a smile.

Well, that is what she does for nearly everyone she fucks, Jennifer thought, getting into a cab and riding to a bar away from the resort. John paid a bellman to make sure it was a cab driver they could trust, who would wait for her and look out for her.

When they weren’t convincing, Jenn smiled at a bellman she knew, “give me someone who does this safely for me, and I will make it up to you…you get me, not the cash…”

John smiled as the bellman did, that was currency they could really enjoy.

Jennifer got to the bar without issue, and noticed a fat American guy with a comb-over. She made small talk and flirted with the man, before telling him she could be pretty good company for a price. She mentioned she would need at least fifty dollars American, and the guy didn't hesitate to say yes. Not for a moment.

He asked why she was doing this, saying she didn’t seem the type, and Jennifer lied to him.

“Look, someone ripped me off,” she said, making a face. “I have my ticket to get home, but I have to eat between now and then, and I need travel money…”

He smiled, “ok…you can certainly earn some of that.”

He almost ran for the door once they agreed upon a price. She played with the man's dick in the cab, sucking it for a few minutes of the ride back, but had it put away when they got to her resort.

When the man saw her suite he was surprised. "I mean nothing bad here, but why are you doing this for $50, when you are staying in a room like this?"

"The trip is bought and paid for baby, but I ran out of money, and I can't call my husband and ask for more, he will freak out on me." Jenn responded, showing the man her wedding ring. He smiled wide when he saw it, and she did as well, men do love the cheating wife fantasy.

“Should I be charging more? I have never done this before." As she said this she took off her top and the man's jaw dropped at the sight of the most wonderful pair tits he had ever seen.

“That depends on how good you are at fucking," The man said as Jennifer took off her skirt, having nothing on underneath. "But we have a deal right?" He had never seen a body like this, even in porn, and he watched a lot of porn. A younger Brandi Love, with more realistic tits? Abigail Mac, but more muscular? Maybe Nina Mercedez in her prime, but white? Who cares he thought, his wife could never hope to compare. "You ready for this darling?"

Jennifer smiled and nodded, and walked to her bedroom, the man was stunned to see her walk away, watching her perfect muscular ass. She was a professional stripper, she knew how to make her ass look great when she walked.

He practically jumped out of his clothing while following her to her bedroom.

He had a seven-inch dick and an impressively large pair of balls, that much did not disappoint. Jennifer sucked his dick and spent a long time sucking on his large balls, enjoying their size. She took out her phone and set it to record, and handed it to the man to film her.

The balding man thought this was some kinky shit, but this was far too good a thing to turn down. She sucked on his dick for about fifteen minutes, expecting him to cum in her mouth at any time, but he never did. Jennifer smiled and placed a condom on the man before getting on all fours in front of him on the bed, offering him her body doggy style.

Her customer moved in behind her and squeezed her big muscular ass, amazed at his luck. Soon he had his dick deep inside of her, filming her perfect ass, and his dick sliding into and out of her.

He gave Jennifer all he had and was holding onto her big ass tightly as he fucked her doggy style, amazed at the sight of her muscular ass shaking as he pounded away at her. It was all he could do to hold the phone, eventually, he slowed his pace and propped it up beside them where it could still record them and grabbed her ass with both hands and started fucking her doggy style at a furious pace, one she had not felt in some time. This was beautifully filmed from the side angle.

This guy had some stamina, and some staying power, going at it for quite a while without getting off or getting tired. He didn't look very fit, but damn this guy just kept going at it. He hammered away, being stronger than he looked, and having a lot of energy for sex.

John was in the closet watching, having cleared a spot and moved a chair in to sit on. He was careful in touching himself, not wanting to make a lot of noise, as he did not want to spook his wife’s customer.

John had set up his phone on a shelf pointed at the bed and had his go pro besides the bed as well, he hoped he was getting a good recording. What he had and what she was getting might make a nice little home movie for them.

John eventually saw the man grab a little bottle of lotion from her nightstand and put some on his fingers, and rub the tip of one of his fingers in Jenn’s asshole. John expected her to kick the guy out of their bed, she had never been all that willing to have a man in her ass, and had never spoken of it in any way which was positive. But he didn’t know how much of that she had done when working, and when cheating on him.

She loved getting fucked in the ass, her husband just didn’t know it yet.

To John’s surprise, she responded well to it, reaching back and spreading her ass cheeks for the man. Her customer squeezed some lotion directly on her asshole and then started working his finger in, all the while keeping up his pace in fucking her doggy style.

The man eventually put a second finger in her ass, and then after a few minutes of working two fingers in her ass, he pulled his dick out of her.

He squeezed a big portion of lotion onto his dick, then directly onto her asshole, then he repositioned Jennifer, and slowly began working his cock into her ass.

The man had all of his weight on her, and slowly worked his dick in and out only an inch or so at a time, as her ass was very tight. Soon, however, he was going at it harder, and it looked and sounded like Jennifer was enjoying the ride. "Fuck me!" She yelled, "Fuck my ass, you motherfucker!" She yelled, surprising John. The man responded by fucking her in the ass even harder, pinning her body below his and driving into her with all of his weight.

When they moved to the side John saw a used condom on the bed, Fuck.

Jennifer’s customer soon slowed his pace, drove himself deep inside of her and grunted, cumming deep in her ass. He then rolled off of her onto his back, exhausted.

She felt the cum in her ass, and looked down to see a used condom on the bed beside her, "What the fuck? That was for my protection asshole!" Jennifer said, annoyed that the guy got this lucky and couldn't keep his dick in a condom.

"Sorry darling, it just kills the sensation for me." The man explained, "I have only been with three women now, my wife, my secretary and you, so I am clean. And if you insist on condoms I am betting you are as well. It's not like I am going to knock you up cumming in your ass right?"

Jennifer wasn't pleased, but it wasn't the first guy she let fuck her on that trip without a condom.

The guy got up and went to the restroom to clean up, taking his clothing with him. Jennifer laid on her stomach, looking toward the closet where her husband waited, gathering her thoughts on once again being a paid prostitute, although this time for her husband. On his way out the man leaned in and kissed Jennifer on the shoulder, and gave her ass firm squeeze. "You are worth a lot more than $50, thanks for sharing that big ass." He dropped the money on the bed and left the suite.

She got up and took a long shower, not touching the money or stopping to talk to her husband. John was pissed that the guy took off the condom, but it wasn't like they would see the guy again, so he let it go. He entered the bedroom, and picked up the used condom with a tissue and threw it away.