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Chapter 38 by VixxTheLover VixxTheLover

Time for a vacation…

John and Jennifer get away on vacation.

When the strip club was going strong enough for them to get away on a vacation, John and Jennifer looked for a vacation getaway. Jennifer suggested a resort she had been to several times in Jamaica, describing it as clothing optional and very adult.

John planned it out and left his best friend Peter to run things, along with Claudia who didn’t care to go there, as it was a resort she knew of. She had heard of it, and it just wasn’t her scene.

John and Jennifer left instructions to call them if there were any problems, but they expected none. At this point the strip club was running ethically, there were not likely to be any problems.

Claudia and Peter weren’t close, but they got along well enough.

John and Jennifer were traveling to a resort called Hedonism, where half of the resort was nude basically all the time. At the pool, at dinner, in the halls of the hotel itself, always nude. Jennifer was open with John about the sexual nature of the resort, and described her history there, having been four times prior.

Jennifer had not gone in the past to fuck strangers, but to get away and be free to drink and be naked as she desired, and she had always been very comfortable nude, so she ended up nude a lot. Growing up with parents who were nudists, Jennifer would be quite happy to almost never wear clothing.

She knew she had a great body, she took great care of herself, why not be open about it?

While Jennifer had not gone for the sex, she certainly had sex while on vacations at Hedonism in the past. Men and women would share partners, a lot of parties swapping took place. They would perform oral sex on each other, and a lot of fucking happened.

It was not uncommon to walk up to people engaged in sexual activity, pretty much anywhere at the resort on the adults only side.

Jennifer had fucked a number of men and a few women and had probably sucked at least twenty different men off during her prior visits. The best encounter was with a bellman one night, who fucked her in her room for an hour and a half. That young man had some stamina to him, she had remembered his energetic fuck for quite some time.

The kinkiest was a blowjob she performed on a man she had just met during a blowjob contest by the pool one night. The man was an older gentleman in his fifties, and his wife watched as Jennifer took part in the contest in her place.

Basically the man sat by the pool, and the wife didn’t feel like sucking dick, and Jennifer walked up as the contest started. And when asked to join in, she moved in front of the older man, not even knowing his name.

Jennifer and her older partner didn't win the contest, as her man didn't cum first, but she was the messiest contestant at the end, face and breasts messy with cum. Her man had produced quite an unusually large cumshot that night.

When discussing the sexual nature of the resort with John, Jennifer’s history at Hedonism came up, and then her sexual history overall. Even with all that had happened, John had not asked many questions about her past other than with Steve.

He already knew how sexual a creature Jennifer was.

Jenn was honest with her husband. She thought she had probably sucked over a hundred different cocks over the years, maybe more than two hundred. High school, college, the stop club and the escorting John knew about, the parties Steve had, and then the swinger parties her parents had hosted.

Jennifer had been sucking dick since she was 18, a lot of dick.

She had finished most of the men off, and having swallowed at least some of the cum from most of the blowjobs she had performed. For Jennifer it was something she enjoyed, she had always enjoyed the taste and texture a man's semen.

John knew most of her partners had not worn condoms during sex, and that he was one of only a few she had always required it of. He loved her, he knew what she described was before they were together, but fuck that is a lot of cum for her to have tasted.

She also told him of her long-term sexual relationships with women. Jennifer had been with more women than Sam by a large margin, but he didn't mind, and he didn't obsess over seeing her with a woman.

Other dancers at the club were her most common lovers, and it wasn’t like a romantic dating thing, it was a sexually charged environment and the dancers had a lot of sex.

Jenn explained that many strippers weee straight when they started, but in time things changed for them. A lot of flirting happened, a lot of duo dances happened, and the flirting and kissing easily progressed. And young women who had never been anything but strait ended up eating pussy and enjoying it.

She eventually got to the sex she had over years with club staff as a stripper, describing how she had to fuck these men and women for the job she had. John knew about a lot of it, but not all. Jennifer had not just given a lot of blowjobs, every male member of the staff had fucked her at one time or another, all of them.

Jennifer did leave out any mention of her dad. John thought her managers were pigs, but she wasn't ready to tell another man she cared for that she had sexual relations with her father when she was younger. She didn’t want him to think less of her father.

But really she just couldn't risk losing him over it, not everyone could possibly understand what she had done. Fucking her mom and dad, and not just a few times.

And it was full on fucking her dad, they had a full romantic relationship.

He was her first kiss, the first man she gave a blowjob to, and the first man to fuck her. Jenn’s mom and dad were swingers, but that was a secret she kept to herself, few people ever knew about it.

It bothered John a bit, the volume of sexual history. Jenn had lived life like a pornstar. However it also excited him a bit, so he wasn't really sure how to process it, but he wasn't that jealous a guy so he didn't dwell on it. In the end, this beautiful and highly sexual woman had chosen him.

They spent a day traveling, catching a connecting flight to Montego Bay, and then riding a bus to Negril. John and Jennifer had a nice dinner after unpacking, and a few drinks and retired to their room to sleep off the traveling weariness.

They spent the first full day at the resort having sex in their room, punctuated by the occasional meal delivered by room service. They got out in the evening for dinner out in the resort, and drinks by the pool. John was not totally comfortable nude, and his discomfort helped him to control his erection.

The second day, they looked for private places to have sex out in the resort, the exception being a very public blowjob Jennifer gave him at poolside late that night. There was a small crowd which watched the two of them.

John was uncomfortable with the public nature, and for the first time since he had been with his wife, he had trouble staying hard, looking more at other people than his wife Jennifer. She made eye contact, she slurped and moaned, she used her breasts to titty fuck him. Jenn did all she knew how to do and worked his semi-hard cock for twenty minutes before she relented and gave up without finishing him off.

Later that night he still couldn't get his performance out of his head and again could not get fully hard with her when they tried to have sex. Viagra was not something he had ever needed and they did not have any.

They did not talk about it on the third morning, having sex in the late morning before heading out for the day. John did not perform as he usually did and never orgasmed. After fucking Jennifer for twenty minutes, his cock started to go down, so he stopped and kissed her. Jennifer knew he had not orgasmed, it bothered her, but she did not want to make this worse for her husband.

John got on his laptop after lunch, to check in on the club, as Peter sent him reports on the daily activity. Claudia sent reports on the dancers, who was there, and how they did financially.

There was a lot to do to keep a big club running, food and beverage purchases, dancers calling off, and resumes from young women looking for a dancing job. Dancers no longer had to fuck when they called off, which meant more missed work. That meant they needed more dancers, but since the dancers didn’t have to fuck for the job anymore they could find plenty.

John checked the cameras as well, he was trusted to make sure the strip club ran ethically, a job he took seriously.

So Jennifer was on her own for the afternoon, and tried to work out a way to get them going again sexually.

She sought out and purchased some **** for her and John. One dealer just wanted money, the other wanted money and to put his dick in her mouth. Jennifer was not ok with that, even when he offered to wear a condom. He asked what the harm was in putting her lips on a condom, but she held her ground.

Jennifer did allow the dealer to play with and suck on her tits. And when he offered more of what she was buying, she even allowed him to put his cock between her tits and titty fuck her.

He was tall but not fit, with a belly, not a full head of hair and not dressed well. He wasn't even wearing a shirt. But it was for John, she convinced herself it was ok.

It didn't feel like cheating to Jennifer, it just felt natural. He was a decent-looking man, and she had become quite aroused when he played with and sucked her tits. His skin was quite dark, and Jenn had always had a bit of a thing for black men. Far from being racist, Jennifer had always enjoyed a black cock in her mouth, in seeing a black man enjoy her body.

The dealer pushed Jenn down to her knees and took his cock out, and it was beautiful. Long, thick, nice coloring, and a little bit of pre-cum on the tip which enticed her.

He was amazed and the young beauty kneeling in front of him. He had never seen a woman so perfectly built, and he thought he might get to fuck her if he played his cards right.

He was jerking it about an inch away from her face and Jennifer found it very tempting, but she was in Jamaica with a man she loved so she did not let the man put it in her mouth.

Instead, she raised herself up and pushed it between her tits, and the man reacted as men do. He started working his hips, driving his long black cock between her big tits, his cock soon touching her chin on each upward thrust.

The dealer wanted to put it in her mouth, but the bellman had told him of this woman. Jennifer had been numerous times, and was sort of famous with the staff.

She was singularly beautiful, and known to be sexually active with the staff, as Jenn had tipped more than a few bellman buy sucking them off.

And also she was known to be on the island for another week or so. He had more chances, no need to rush things. He considered the beautiful young white woman to be something of a sure thing.

Jennifer looked up at the dealer, his long cock touching her chin on each upward thrust. She could feel her chin getting sticky with pre-cum. She really wanted to lower her chin and take it in her mouth, "This is for John, this is for John," she thought, restraining herself.

After a few minutes, the man pulled back, aimed his big cock at her face and grunted, "Gonna cum sexy woman, gonna take it in your pretty mouth?" He had wanted little more in the world than to see his cum in her mouth. "Gotta snack for the pretty lady put out your tongue."

Jennifer took his long cock in her hand and smiled, pointing it at her breasts and nodded no. The Islander groaned and yelled something she didn't understand as he came, spraying a few strong spurts on her breasts. She looked down and admired his big cock as she slowly milked it, cleaning it with her hands and breasts.

She smiled as she slowly finished him off, gathering the last drops of his cum with her fingers.

It wasn't the biggest cumshot she had seen, but she always loved to see her body covered in cum. He handed her a rag from his pocket, and she cleaned herself with it. Getting most of it, and then she saw a little cum on her hand, and gathered it with her tongue with a smile.

Tasting cum had long been a guilty pleasure that she couldn't resist, Jennifer had always loved to taste a man's cum. Something about it had always excited her, and a few drops of cum after letting a man fuck her tits and giving him a handjob wasn’t really cheating.

Jennifer collected the marijuana and ecstasy and headed back to her hotel, it was only six pills and a few ounces of weed, but it would probably last.

She asked for more, but the dealer wanted more for it. "You let me put my dick in your mouth and we talk about it, pretty lady."

When she returned to the room she ordered some drinks from room service and shared some ecstasy with John to get his libido going. Then they smoked some weed at lunch along with drinking some **** and were good and stoned after lunch, and horny as fuck.

John was hesitant to take the little pill, but he trusted his wife. Soon he felt a fire inside of him grow, and his senses become numb, as all he could think about was her beautiful body, and driving his cock deep inside of her.

Jenn and John went at it, fucking for an hour, with both of them orgasming multiple times, the **** seemed to help more than she had even dared hope.

Afterward, they talked about their sexual activity, and maybe it was the ****, but John was more inquisitive than normal for him. He asked her how many of the men she remembered sucking off, and how much cum she had swallowed in her life.

"I don't know baby, it was a lot." Jenn answered, "I have swallowed yours almost every day since we got together, sometimes more than once. That might be a gallon of just you babe." She did not seem ashamed of this at all, she smiled as she said it.

"And other men babe?" John asked, "How much of their cum do you think you swallowed?" He absentmindedly fondled her breasts as they spoke.

"I just don't know babe," John answered. "I dated an older guy when I was younger, I swallowed a lot of his, a lot at once after a vacation." Talking about her past, and getting fondled while on weed, ****, and ecstasy had Jenn going again. She just didn’t mention the older guy was her dad.

She had told John most of her story, that included having an older boyfriend fill a bowl with cum over a two-week vacation, which she consumed when she got back. She did not tell him how badly it upset her stomach, she had not forgotten that part.

"That was like twenty or thirty loads babe, I probably ate a gallon of his as well." This gave Jennifer pause, the amount of semen she had consumed was measured in fucking gallons. Fuck.

"Well fuck babe, when I say I like that," Suddenly Jenn was less pleased with herself, even stoned on weed, ****, and ecstasy. "It is in the gallons, I love cum but I never thought about it like that."

She noticed John’s dick was hard, and he was playing with it gently.

"It's ok babe," he assured her. "That is a whole thing in porn, lots of guys like seeing women swallow cum, some swallow a lot of it. Like from more than one guy at a time."

"I know babe, I have seen that fetish first hand, I have seen your browser history." Jenn laughed, "Many men imagine cumming on a a woman's face, in her mouth." She thought about her boyfriend's habits with her, "We both know you like to do it to me, baby…it is very common.”

"Men often fantasize about their women getting covered in cum," she continued. "Am I a part of this fantasy baby? Do you imagine men doing this with me? You have seen video of it.”

John’s dick jumped visibly. "Well I don't know about that babe," he lied. The truth was he thought about it all the time, he watched videos of beautiful women getting covered in cum. The thick cum on their faces and mouths were a big turn on for him.

Jenn took John’s cock in her hand. "It's ok baby, we aren't normal, we don't have to be like anyone else." She looked him in the eyes and stroked him as she spoke. "What fantasies do you have, what do you want to do? What do you want to see me do?"

She knelt at before John and smiled at him while she gently jerked him off.

Jenn looked John in the eyes, "Is it wrong for you to want to see me drink cum? To see my face covered in cum?" He closed his eyes as Jenn sucked the tip of his dick while she jerked him off.

"Nothing wrong with that baby, nothing at all,” she answered her own question. "I love cum after all." She gently licked and sucked his dick after the answered.

"Would it be wrong if it isn’t my cum that I watch you drink?" He asked, breathing heavily. This is a side of her husband she had not seen, and Jenn liked it. "What if it was a glass full? From different men? What if you didn't know who it was from?"

Jennifer smiled widely, she loved John, and had wanted him to be a part of the swinging and sharing life she had been in at her parent’s home and at work.

"We aren't that couple baby," Jenn replied, his cock leaving her mouth with a pop. "Nothing we do is wrong, if we both want it and if it pleases both of us. Nothing in the world."

"I will suck the cum out of any cock you want me to baby," she said before sucking his cock again. “I will eat cum out of other women if you want to see it, yours, another man’s, whatever you want to see me do…you can blindfold me and bring me men, for you I don’t even care if I know who it is.”

John was getting close, Jennifer knew him very well. She took his cock from her mouth and looked up at him, jerking him off at her face. "Do it baby, cum all over me!" She smiled wide as she spoke, "Do what you want to see me do baby, you want to see another man cum on my face, baby? Show me what you want to see strangers do to me!”

John jerked his cock fiercely and sprayed cum all over his wife’s face, from only a few inches away. Normally she would have taken it in her mouth, but she let him jerk off on her face instead. When he was finished he rubbed his cock on her face, gently slapping his cock against her cheek.

He looked down and saw the mess he made on his wife’s face, and it was magnificent. She was beautiful, even with a face covered in his cum. Jenn grabbed her phone and took a quick selfie, smiling wide for the camera in her phone.

"Damn baby, I think we hit on something there," she said, not cleaning up at all, cum dripping off of her chin. "I kind of like you making a mess on me John."

"You are fucking amazing baby, I have the sexiest wife in history." John was still horny, but he was spent. "I love you babe, I am a very lucky man."

"John, same here baby," Jenn replied, still covered in cum, "We both are."

"Where did you get the **** baby?" He asked. "I was surprised you had them, you have never even talked about smoking pot," John asked. He had never seen her use any **** of any sort. Minutes later Jenn started cleaning his cum off of her face with her fingers, but licked it off her fingers, making what she let him do even more erotic.

"I found a couple of locals, a bellman helped me find them," Jenn answered, pushing the cum on her face into her mouth. "Pretty easy to come by here, girls just have to be careful who they buy from, it can be dangerous." She licked her lips as she ate his cum, she knew that her man liked it.

"Hotel staff was with you when you met the dealers?" John asked Jenn, she nodded yes.

"How much did it cost?" He asked, having no idea on **** pricing. "I mean can you pay more for volume, or for better ****?"

"Your cute baby," she answered with a grin. "A bellman hooked me up with people he trusted to sell to us, the weed cost me $200, the ecstasy cost a bit more."

"Well that isn't that much at all," John replied. "I always thought it was more."

"Oh the x dealer wanted more baby, he wanted me to suck his dick," Jenn said in a matter of fact tone, stoned enough that she didn't really consider John might not like it. "He probably wanted to fuck me."

"You sucked a dick for this baby?" John asked, taking a deep hit on the joint. "We have the money to pay what it costs."

"I didn't suck his cock baby," Jenn replied in a horny and stoned daze, "I did let him suck on my tits, and he titty fucked me." She took the joint back, she noticed John’s dick was moving again.

"What was he like?" John asked, now slowly jerking his cock again, "Did you like what he did, did you like his cock?"

Jennifer smiled. This was exactly what she had long hoped for.

"We his cock was nice to look at, it sure was a big fucking cock, I can tell you that baby." Jenn took another long drag on the joint they were sharing. "I was tempted by that long black cock baby, but I was as good a girl."

Jenn smiled and winked at her husband, "As good as I could be with a strangers cock between my tits I guess, with his precum on my chin…”

"Did he cum on you baby?" John asked her, he was not holding up to the **** and the ****. He was slurring a bit. "Did he cum on my girl's face?"

"No baby, I wouldn't do that to you," Jennifer assured him. "He just came on my tits."

"A bellmen got a show I guess?" John asked in a sleepy voice.

"Yes he did, the guy kept his cock in his pants, but I could see he was hard," she answered. "He didn't look big, but he tented his pants pretty good."

Jenn looked up at John and saw he was out, his now softening dick in his hand. She put out the joint and took a shower to clean up. She then laid him down on the sofa and covered him with a blanket.

She considered visiting the pool, but she was horny, stoned and on ecstasy. The last thing she needed was for John to wake up alone, with her down by the pool. In her present mindset, she wasn't sure what might happen. She was high and horny, Jennifer might fuck anyone she met.

When John awoke, Jenn was sleeping near to him on the sofa. He got up to shower, still feeling the effects of the **** and ****. He was still very aroused and didn't know what to do with the images in his mind.

He loved his wife, he wanted to grow old next to her. But his mind was full of images of her with other men. Rows of men putting their cocks in his amazing girlfriend. Filling her pussy and mouth with hot cum, covering her face and hair with cum. He had watched bukkake porn in the past but never imagined any personal involvement.

He worried that if he even considered this, that he might lose her to perversion, as he nearly had. That Jennifer might get lost in it, that he might lose her to promiscuity, to a lifestyle or swinging he had never really fantasized about much till recently. What did she want? What could they survive as a couple?

John jerked off in the shower as he thought about it.

The vacation continues…

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