WhoreBnB

ADVISORY: This novella includes an awful lot of sex: one on one, threesomes, and foursomes. About half of the encounters are lesbian, some scenes include anal sex, and one features - admittedly very light - bondage and impact play. If those are not your things, then please find a different story to read (or skip over those bits and enjoy the rest).

WhoreBnB

by Emily Miller

— Chapter One : The Site —

Scott was browsing through photos. Photos of women, in various states of undress. Checking their bios, reading about what they liked to do, or rather, the services they offered. He realized he had been spending a lot of his spare time doing just this. Then he wanted to make the right choices.

The right choices? Hmm... what would his wife, Jackie, think about his choices? Well, Scott told himself, he hadn't volunteered to book their Summer vacation. Instead, Jackie had berated him for always leaving such matters to her. She'd said that it was definitely going to be Scott's turn this year. He was only doing as she had asked after all.

And he knew the other women wouldn't be a problem. Jackie was keen on other women, enjoying them herself, getting off on watching Scott with them, and - her favorite - threesomes. This had always been a part of their sex life, as far back as college, when Jackie and her best friend had made Scott's twentieth birthday super memorable.

But... this was different. Money would be involved. Would that be a bridge too far for Jackie?

Scott rehearsed his argument again. Neither of them were getting any younger. In their earlier years, their looks had been such that finding a willing partner to bring home was no big deal for either of them.

Then Jackie got pregnant. Both she and Scott were delighted, and they decided to pause their extramarital adventures. Instead they poured their souls into raising their beloved son. But he had left for college more than eight years ago, and was now well into his Ph.D.

They didn't talk so very much with him anymore. He had always been an intense person, and maybe a little different from other kids. Grad school and his project appeared to occupy every moment. Scott and Jackie told each other that, so long as he was happy, they were happy too. Parents can become accomplished at self-delusion in matters relating to their kids.

While both missed their son, his absence had given Scott and Jackie more time, and more opportunity. And, at least at first, they had come close to reliving old glories. But, with the unforgiving passing of years, the less than frequent stream had become an occasional trickle. And this year it had dried up altogether.

All this was true. Jackie couldn't argue with it. And Scott knew that her fires still burned. He burned a little himself sometimes. But the next step, paying a woman for her company? It might be a logical solution to their problems, but would Jackie agree?

Which was where Scott thought this site might come in. He'd seen an advertisement for it on PornHub. Scott and Jackie both used porn; sometimes together, sometimes individually. It wasn't a big deal. Anyway, the ad seemed intriguing. The web page which it led to even more so.

'What was the saying?' Scott thought. 'Kill two birds with one stone.' This was perfect. Select not just your dream vacation home, but also your dream vacation companion, or even companions.

Sure it wasn't cheap, but Scott and Jackie were wealthy. He still ran the successful software company that he had founded after college. Indeed, two of the largest tech companies had approached him in the last year, inquiring about a potential sale.

Meanwhile, Jackie had finally made partner at a prestigious law firm, the first woman to do so.

They could afford the good things in life. And looking at the photos on the site, there were some very good things available.

And then there was the site's name. It had made Scott laugh. He'd wondered briefly whether it was all a complicated parody. But no, it was real, and some genius had come up with the perfect domain.

WhoreBnB.com

Scott clicked through some more photos, very aware of the urgent pressure in the front of his pants.

⛱️ ⛱️ ⛱️

Having found the perfect place, a house facing The Atlantic in a more remote part of Cape Cod, Scott felt bold enough to broach the subject with his wife. He made sure that the address bar was hidden, and that the section displaying the women who could attend the property was offscreen. He needed to handle this in stages.

"Hey, Jackie! Want to see our vacation home? You can thank me later."

He heard Jackie's feet on the stairs. She entered the room that Scott used as a home office. As it was the weekend, she was dressed casually, wearing only a baggy white T-shirt. The weight of her breasts and the shape of her nipples were both obvious through the thin material as she moved. So was her naked ass, which peeped out as she leaned down to look at the screen.

Scott could seldom resist her, and today was no exception. He playfully slapped a butt cheek, still firm and rubbery despite Jackie's less than youthful years.

She didn't miss a beat, though. "I can't believe you actually booked something. It seems great. Can I take a closer look?"

Jackie went to take the mouse, but Scott picked it up, waving the index finger of his other hand in admonition. "In a minute, honey. But first, I want to make a suggestion, OK?"

Jackie widened her eyes, and put on a look of false horror. "OK, tell me the worst."

"Well, it's been a while. A while since we found a playmate..."

Jackie raised an eyebrow.

"Don't look like that, honey," said Scott. "You know I love you, it's just..."

"... just that fooling around with another person is a lot of fun," she interrupted. "Never said it wasn't."

"It's just, maybe we are both... well getting to the age where we maybe need to take a... different approach to finding playmates."

"Go on," said Jackie, a look of doubt on her face, with disapproval lurking just behind.

Scott took a breath before scrolling down. "Well this lovely property comes complete with one or more of these lovely women."

"They're hookers, right?" Jackie asked with a frown.

Scott knew that look, and what it could lead to. Still, he persisted. "Sit down, take a look. I'm... I'm sure you'll like what you see."

Jackie took his place in the leather chair. She perused several photos, then paused, looking at a relatively demure image of a young woman. She was wearing a cocktail dress - admittedly a very short cocktail dress - and her name was supposedly Candy. The caption said that she was twenty.

Jackie clicked on the photo and a gallery appeared. These new photos were anything but demure. In the final one, Candy looked smilingly into the camera, her legs spread and her labia parted, revealing an attractive inner pinkness.

Jackie maximized the last photo and stared at it for a while. Scott knew his wife and understood some of the thoughts that were most likely running through her head. Jackie shifted her position. She swallowed once, then again. Her breathing was more noticeable than normal.

'This is going to work,' thought Scott.

And then she stood up. "I don't know, I don't know at all. Let me... let me think about it. OK?"

"Sure, honey," Scott agreed soothingly. "Whatever you want, and nothing you are uncomfortable with."

A thought crossed Jackie's mind. "Wait. What you said earlier... Have you booked it already?"

"Relax," Scott assured her. "Only the house. Everything else is optional. Want me to send you the link, just to help your deliberations?"

When Jackie nodded, Scott was pretty sure that he knew what her eventual answer would be.

Jackie kissed the top of her husband's head. "I'm going to have a think... maybe lying down."

Scott sent the link. A few seconds later, Jackie replied to his email. "The site name, that's just hilarious."

Scott smiled. He'd give Jackie maybe twenty minutes, then go see if she wanted to talk more. He had a fine sense of smell, and - with his wife not wearing panties - her aroma had been very... distinctive. Distinctive enough that the pressure in his pants was back.

There was also a second girl who Scott quite liked. Her name was Charity. He clicked back and selected her gallery. As he flicked through the images, Scott massaged his increasing hardness. The final photo featured both Charity and Candy. The former was on her back, her mouth open wide as if in shock, her legs open even wider. The latter was on all fours above her. Candy was blatantly miming her intent to go down on Charity, while also wantonly displaying her waxed genitalia.

Checking his watch, Scott thought that it might be time to rejoin his wife.

⛱️ ⛱️ ⛱️

Entering their bedroom, Scott was greeted by the sight of Jackie's ass. She had discarded her shirt and was lying on her stomach, her head facing away from him. Her iPad sat precariously on a pillow, and she had one hand under her body.

"You masturbating, honey?" asked Scott, knowing full well the answer.

"What do you think?" came her breathless reply.

Looking more closely at the screen, Scott could see the very same photo of Candy and Charity that he had just been enjoying. "You have such great taste in women, honey," he laughed.

"Never mind that." Jackie lifted her hind quarters up onto her knees. Her ass wobbled invitingly as she continued to frantically rub her pussy. "You gonna fuck me, or what?" she asked with some exasperation.

Scott had already pulled off his polo shirt and dragged down his sweatpants, when his wife purred, "I want that big black cock, honey, and I want it now."

Scott grinned. It was their joke. While he was indeed above average in that department, it wasn't by much. Not that either Jackie, or any other woman, had ever complained. His half Somali heritage meant he looked every inch the 5,000m runner he had been at Brown; tall, and skinny as a rake.

But if black cock was what his wife wanted, that's what she would have. He knelt behind her, steadying himself with one hand on her jiggling butt. With the other, he rubbed his engorged tip up and down Jackie's dripping opening, lubricating himself before thrusting forward.

"Oh my fucking God!" exclaimed his wife.

Scott wondered - as always - if she was simply flattering him. But what guy doesn't like to hear those words during penetration?

Jackie's manual stimulation meant that she was as slick as if she'd squeezed a whole tube of lube inside, and Scott knew just how she liked it. Long, deep strokes, with the tempo increasing in line with her mounting pleasure.

"So, honey," he panted, still plowing his wife hard. "Which one you wanna fuck first?"

"Both!" Jackie screamed as her orgasm took her.

Scott could not contain his grin. This was going to be the best vacation ever.

⛱️ ⛱️ ⛱️

As he had told Jackie, Scott had already made a reservation, two weeks in July. But now he had to add their companions.

Jackie and he had spent some time looking at the available options. They had also determined that they definitely wanted two women. That gave them the flexibility to play separately, and also would allow Jackie to finally realize her lesbian threesome fantasy.

There were many beautiful choices, several of whom offered a very wide range of services. But the couple eventually came back to their initial idea of Candy and Charity.

Candy was a blonde. Her bio described her as bubbly. Mid-height, athletic-looking, but still with curves in all the right places. She cited blow jobs as her speciality.

Charity was apparently a year older, if you placed much store in such claims. She had red hair, and her pale skin was covered in light brown freckles. While still looking fit and toned, her breasts and ass were both more prominent than Candy's. It was not lost on either husband or wife that Charity somewhat resembled a younger Jackie.

As suggested by their joint photo, Candy and Charity could be booked as a pair, and were happy to provide lesbian shows for patrons. Both women's services were comparably comprehensive, and extended far beyond Scott and Jackie's usual kinks. Then, thought Scott, maybe he and Jackie could learn some new tricks.

There was a final, intriguing, option. The default, as one would expect, was the use of condoms for all sexual acts. But, for a considerable extra fee, guests could provide screening tests - the site mandated which clinics - and opt for their sessions to be bareback.

Jackie and Scott talked about it. While they had serious concerns, the redacted sample medical reports that the site provided were reassuring. It all seemed very professional. They decided to take the plunge, and Scott ticked the relevant boxes.

After Scott pressed 'submit' he got a message stating that while Candy and Charity were provisionally booked, their actual availability would be confirmed within a day. There was also an added disclaimer stating that there were sometimes unforeseen events, and that selecting backup options was advisable.

Jackie and Scott had already done this - there was a cute Latina called Angel, and a delicately pretty American Japanese woman called Kitty. Both were in their mid-twenties, and either would be fun to spend time with. Still, they both hoped that they would get their original selections.

Their confirmation had also unlocked a private gallery, providing links for each girl.

Jackie had been sitting next to Scott as they made their booking. Now she extended her arm to between his legs and was utterly unsurprised to find a pleasant hardness. "So, honey, you were pretty fucking obvious when you were checking the bios. You have ass-play on your mind, right?"

Scott grinned; his wife knew him well. "That OK with you, honey?"

"Yeah," she replied. "But maybe I need to remind you that it's on offer right here too. It's been a while, right?"

Scott opened his desk drawer and rummaged around until he found a bottle of lube. "Shall we go upstairs?"

"No, honey, you can fuck me right here over the desk. I want to look at the new photos."

Jackie stood and leaned forward, her forearms on the desk. Taking the mouse, she clicked on Charity's link, purring at what she saw. While there were no images of the young woman actually fucking, the uses she put her dildo to left little to the imagination.

As Jackie viewed photos of Charity sucking her toy or fucking herself, Scott pulled down his wife's PJ pants, then her panties. She shuffled her legs apart more, giving her husband better access.

Running his fingers across Jackie's smooth vulva, he felt moisture. A lot of moisture.

"No need for foreplay, honey. I'm ready," said his wife. "But don't forget my clit, OK?"

Scott pulled down his pants and boxers. Parting Jackie's butt cheeks, he dripped lube onto her asshole, rubbed it around her tight sphincter, then pushed a little inside her with a finger-tip.

"More, honey, please," Jackie encouraged.

Scott did as instructed, then drizzled fluid over his own length. Christ he was hard; this vacation idea was doing wonders for his blood flow.

"Not too deep too soon, honey," Jackie cautioned.

Scott was momentarily distracted by a photo of Charity pushing the toy into her ass. Then he did the same thing to his wife's tight hole, making sure to take it easy as she had asked. His hand found Jackie's pussy and started massaging her in a way he knew she loved. His efforts were rewarded by soft moans.

Scott was maybe half way in, rocking gently as he worked deeper, when an email pop-up appeared.

Your bareback request for Candy and Charity is confirmed. They are both dying to meet you!

"Give me all of it, right now!" Jackie demanded.

Scott was more than happy to comply.

⛱️ ⛱️ ⛱️

The day after the confirmation email, a second WhoreBnB message appeared in Scott's inbox. It provided information about the tests he and Jackie needed to take. Further down, there was also a link to a questionnaire that they were invited to complete. While neither mandatory nor binding, the intent was to give their hostesses some idea about clients' preferences, in order to better meet them.

Jackie happened to be working from home that day, so Scott called for her to join him. The web-page was comprehensive, listing pretty much any sexual act, or combination of acts, you might think of. There were also text boxes, where prospective visitors could provide additional information. Scott and Jackie agreed to put some effort into their responses.

Each page had an image of Candy or Charity, totally nude, their arms stretched out as if they were holding up the questionnaire for completion. It was a nice touch.

Half way through their joint work, Scott and Jackie decided they really needed a break. This consisted of Scott sitting on his office couch, while his wife bounced up and down on his lap until both had climaxed noisily.

Jackie didn't bother to clean up, and she helped herself to Scott's cum dripping out of her as the couple finished their 'homework assignment.'

⛱️ ⛱️ ⛱️

Scott sat on the type of uncomfortable chair that lab test centers seemed to specialize in. He'd never thought that providing blood samples could be arousing. Indeed, he had a needle phobia. But today he couldn't keep the purpose of their visit - Jackie was in an adjoining cubicle - out of his thoughts. When it came to taking penile swabs, he had to apologize to the technician.

Even behind her mask, the young woman was clearly smiling. "It's OK, Sir. It happens all the time."

Based on his current heightened state, a brief fantasy of the woman using her latex-clad hands to jerk him off crossed Scott's mind, making him throb.

When it was time for a urethral swab, his feelings were more of excitement than trepidation. He even wondered what sounding might be like for a few seconds.

Scott was brought back to reality by the technician's voice. "You OK, Sir? I'm all done."

"Sure," said Scott, feeling embarrassed.

As the woman left, tray and vials in hand, she looked back briefly. "Is that your wife, next door?"

Scott nodded.

"Maybe get her to help you with that," she suggested. "It would be a pity to waste it."

And then she was gone. Again a fantasy filled Scott's brain; Jackie going down on him in the clinic.

'Pull yourself together dude,' he thought, readjusting his pants.

Jackie was still in her cubicle when Scott emerged from his, so he went to the waiting room. She seemed to be taking a long time. When his wife finally appeared, fifteen minutes later, her face was flushed in a way that Scott knew could mean only one thing.

He stared at her, wide-eyed. "You... you didn't?"

She grinned and spoke in a hushed voice. "Who knew happy endings were one of the procedures here? Maybe we should head home and deal with that." Jackie looked pointedly at the bulge in Scott's chinos.

As Scott drove them home, Jackie gave him a very detailed account of just what she and her technician had got up to. As the garage door descended behind them, she said, "I have a client meeting scheduled, but maybe I could send my apologies."

The pair didn't even make it upstairs; instead fucking frantically like two lovesick teens on their living room floor.

After, Jackie rubbed some cream into Scott's rather abraded knees. "This vacation idea of yours seems like the best thing ever."

There was still a month to go, but Jackie was right. She and Scott had a good sex-life, but - as can happen with even the most compatible of couples - the spark had dwindled a little. Not now. Now the idea of their impending Cape Cod break had both so aroused that their love making was a daily thing, often twice daily.