"The Traveling Companion"

[BellaMiles]

"The Traveling Companion"​

Bella Miles sat in the airport lounge watching the travelers moving to and from the gates on Concourse B. She arrived early, but not because she had a flight to catch. She was meeting someone coming off a flight, a person who had no idea at all she was there to greet him.

Through the writhing crowd, she caught sight of him finally. Tossing a fifty on the bar to cover her two drinks, snacks, and very generous tip, she snatched up the over-the-shoulder bag that was both her computer case and carry-all and headed out into the crowd.

He was moving rather quickly, obviously concerned with the time, when she stepped directly before him. He stopped short and turned a bit to go around her when she said with a firm voice, "Mister Parker."

He hesitated, and as she smiled wider, she stuck out her right hand and announced, "I'm Bella Miles. I'm your new Executive Assistant."

She could see the confusion in his face. Bella chuckled, clarifying, "Mister Trent assigned me to help you from here out. I'll be your traveling companion for a while."

 

[saedo]

Simon hefted his leather satchel to his left shoulder as he made his way up the jetway. It'd been a decent flight, but the usual travails of long distance travel had him eager to find a hotel. A spot of dinner followed by a hot soak and perhaps a cool scotch would be a welcome end to his day.

Truth be told, he'd rather have skipped the trip altogether. But his business partner had bowed out earlier in the week and asked Simon to go instead. The perhaps three hours of work he'd have to do over the weekend wasn't exactly a major price to pay, particularly when it was at a beach resort.

Besides, Mark was just one of a chorus of voices from his friends and family -- not least of which, his daughter Tasha -- who kept urging Simon to stop being such a homebody. Simon reflexively fingered the empty spot on his left hand where his wedding band had formerly resided. His wife had died almost six years ago and he'd basically thrown himself into single parenthood ever since. But with Tasha now 18 and headed off to college in the fall, they were all probably right: he needed to get out more. So he'd accepted the trip without objection.

~~~~
An unfamiliar voice calling his name shook him out of his reverie. He turned to see a young woman approaching him. His brow furrowed as he tried to place her without success. For one thing, she looked barely older than Tasha, but she didn't look like any of his daughter's friends. She also didn't dress like a teenager; a dark blazer covered a bright silk blouse above one of those tight skirts that ended just above her knees.

Moreover, she had an appearance that even he at his most oblivious would find hard not to notice. A thick mass of dark hair had been tied back in a long ponytail, exposing a slender neck. The face looking at him was absolutely gorgeous, not the least of which was the broad smile that seemed warmly delighted to see him. Despite her demure professional attire, the hinted swell of bosom beneath her blouse suggested a bustline of traffic-stopping dimensions and the snugly tailored skirt outlined a backside one could bounce quarters off. Simon was a widower likely twice her age, but he could still appreciate such a paragon of feminine beauty.

"I'm Bella Miles, your new Executive Assistant." she declared forthrightly, extending her hand. Simon took it mutely, trying to puzzle out this strange sentence while mentally noting that she had a soft warm hand, but a firm grip. Apparently she was perceptive, too, because she immediately added, "Mister Trent assigned me to help you from here out. I'll be your traveling companion for a while.

Realization dawned. Yes, Mark had mentioned something about sending someone else along to help out. "Don't want you having no time to relax, Simon," he'd said a few days ago. "We can send one of the interns with you to carry your briefcase, fetch coffee, help with the presentation, that sorta thing. That way you have more time for golf or the beach or whatever."

Simon had told him it wasn't necessary, but apparently Mark had thought better of it. Just like him to do stuff like this. Ah well. Nothing to do about it now.

"Oh, okay. Mark may have said something about that," Simon replied. "Pleased to meet you, Bella." He shook her hand and nodded. "Guess we'd better get through customs and then get our baggage. I don't know about you, but I really want to get to the hotel so I can change out of this suit. It's been quite a long day."

~~~~
It took the better part of an hour to get finished at the airport. Thusfar, Mark had proven a bit right; having an extra pair of hands did ease things for him. She also did most of the chatting with the cab driver on the ride to the hotel; he was quietly grateful that he didn't have to make small talk.

Simon was almost to the point of thinking this traveling companion might prove to be a good idea when things hit a snag at the hotel's front desk. "Ah, Mr. Parker. Welcome to the Royale. We have you and Miss Miles booked for the next four nights. Per the request, we did upgrade your accommodations to one of the luxury suites with in-room jacuzzi and a beachfront view."

A quick conversation soon confirmed the details: the company had only booked the one room back when it was supposed to be just Mark and his wife making the trip. No one had thought to book a separate room for Simon's new assistant. Unfortunately, it was too late to correct the oversight; the hotel had no other rooms available due to the conference.

Simon glanced towards his traveling companion. "Looks like someone didn't think this through back at the office," he suggested. "I guess we'll be roommates for a few days. I hope that's okay."

 

[BellaMiles]

"Oh, okay. Mark may have said something about that," Simon replied, taking her hand. "Pleased to meet you, Bella."

"Likewise," Bella said as they made first contact. She held Simon's hand with a touch and strength that was meant to simultaneously seem professional while also reminding him that she was also still a woman. "I'm looking forward to working for you."

Bella had been tempted to say Working UNDER you to plant the seeds of what was ahead. But she resisted. Mark Trent, Simon's business partner and long time friend, wanted Simon to fully and truthfully believe that Bella was nothing more than a professional Executive Assistant, here to arrange his meetings, make his calls, carry his bag, and other such tasks. Simon wasn't to know what Bella's true occupation was, nor that her ultimate task was to get Simon out of his funk by getting him out of his clothes and into her.

"Guess we'd better get through customs and then get our baggage."

"Of course, Mister Parker," Bella said, using Simon's surname. She would continue to do so until and unless he told her to do otherwise. Even then, when they were with other business associates and particularly with paying clients, Bella would continue to call him by his last name for professional appearances and to avoid any speculations about their working relationship. She gestured off one direction, saying, "Customs has been moved this way because of some renovation, sir."

~~~~

Bella hadn't known exactly what to expect from the taxi ride. Would there be a rash of questions about his unexpectedly having a companion on his trip? Would Simon complain that this was all very unnecessary? Would he grill her about her qualifications or the possibility that she wasn't familiar with the job at hand? Or would the widow of some years, who reportedly hadn't gotten his cock wet by anything other than hand lotion in far too long, spend the entire ride ogling Bella's body while trying to hide a fierce erection?

Bella was prepared for what ever followed; she was very much a professional, even if she'd only been in this profession for just shy of two years. Becoming a professional escort hadn't been the life Bella thought she'd discover, of course. No little girl grew up declaring I want to be a whore when I'm a big girl. It just happens sometimes.

Though, to be more accurate, Bella didn't consider herself a prostitute. She was never hired with the firm expectations of providing sexual service, and if she was to guess-timate the percentage of assignments that had included sex, the number of sex on one day/night assignments would have been less than 30%. To be honest, that was lower a percentage of fuck-on-the-first-date dates Bella had had in recent years.

Of course, the longer the assignment ran, the greater the chances Bella would end up with her assignment's cock inside her mouth, pussy, or both. She'd been booked with Simon for 5 days, 4 nights, so odds very good that they'd be lovers by the end of their time together.

Of course, that assumed that Simon would take an interest. Bella was pretty sure he had, though. Whether he realized it or not, Simon was frequently glancing to her bountiful bosom and the deep cleavage created by a lacy, pushup bra, or to the long, luscious, athletic legs well revealed by the combination of her short dress and the way she sat cross legged in the back of the taxi.

At the cab stand, the first driver up was male; he was, of course, Latino as would have been expected with their location south of the border, and Bella spoke to him in near perfect Spanish, which seemed to surprise him a bit. Bella had taken note of a sexy, petite young female driver at the second car back, and after tipping the male cabbie ten US dollars for the inconvenience of being skipped over, Bella and Simon were quickly loading into the next car back.

The woman was very tickled to be chosen and eagerly showed the Americans her hospitality. She greeted her patrons with heavily accented, broken English, but again Bella responded in the woman's own native tongue. This resulted in an almost nonstop conversation between the two on the way to the hotel.

At one lull in the conversation, Bella looked to Simon and thought she detected either awe, amusement, or confusion. She explained, "I came from a household that was one part Indian -- as in the country India -- one part Mexican, one part everything else mixed together. I grew up learning Spanish, Hindi, Tamil, Italian. My father was military and moved around a lot, and my mother believed that language was the most important thing any person could ever learn. So, I'm fluent or can at least muddle my way through all of those plus some , Swedish, Afrikaans -- which means I can speak Dutch, too, and a bit of German, which is and at the same time isn't close -- and recently I've been working on Russian. I tried both Mandarin and Cantonese, starting with ordering food, but that's about all the farther I got."

When the arrived at the hotel, Bella and Juanita talked some more and exchanged phone numbers. The former told Simon about the latter, "She's going to try to make herself available to us 24/7. I told her that your boss would make it worth her while."

Bella flashed the credit card Mark had given her when she'd hired on. She clarified, "Company card for company expenses. Mark wanted me to take care of as much of the business costs as possible on this one. Something about air miles."

So far, things were going as planned. When the two of them were informed that their room for the next 4 nights had only one bed, Simon looked as if he was going to have a heart attack. Bella feigned deep concern as well, even though she had known that this was going to happen for the past two days.

"I'm sure we can make it work, Mister Parker," she said as the bell hop headed off with their bags. "Once, when I was in college, me and three classmates had a similar situation. Four people, two beds, none of us what you would call partners. We solved it by putting extra pillows between us in the bed, sort of a neutral zone. That'll work, won't it?"

The room was everything the desk clerk had described, and if she hadn't known the true reason for them being here, Bella might have thought she'd been whisked away for a romantic vacation with a new lover. She pulled open the drapes and said with excitement, "Oh, Mister Parker, come look. It's beautiful. I can't believe I'm being paid to be here."

Just then, a powerful wave slammed into the rocky shore and sent water high into the sky just fifty feet away. Bella practically squealed, bouncing on her tippy toes; the effect higher up was that her bountiful breasts bounced a bit as well. She looked to Simon, asking, "Isn't it marvelous?"

Turning to the bell hop with a more concerned expression, Bella asked a question, then became giddy again. "He says there's a sandy beach at the other end of the hotel for sun bathing. I could use some sun."

Looking out the sliding glass door again, Bella noted the lounge chairs on the patio and the walls that blocked the view from the adjacent rooms but not of the beach. She said, "But there's more privacy here, so ... no tan lines."

She didn't look to Simon as she implicated that she wanted to catch some rays with little or no clothes on. Let him wonder what I meant, she thought as she turned to tip the bell hop before ordering some room service.

"I could use a shower, Mister Parker," she said, stepping out of her three inch heels and kicking them aside. With a respectful tone, she added, "But if you want to go first..."

~~~~

(OOC: For anyone who's interested, this is Bella. Obviously, she's wearing professional attire now, but I wanted you to know what she looked like.)

 

[saedo]

The room situation proved even more problematic than Simon had expected. He'd hoped that anything labeled as a "suite" would include a couple bedrooms. While the spacious accommodations almost mirrored a small apartment rather than a hotel room, it did not even contain two separate beds. While a king size mattress made sense when it was Mark and his wife, it seemed highly problematic for Simon and this 20-something intern.

Bella, however, seemed entirely unfazed by the prospect. "I'm sure we can make it work, Mister Parker," she declared cheerily. She quickly outlined a plan to line the center of the bed with the multiple extra pillows to create a padded wall between the two sides. "That'll work, won't it?"

Simon uneasily considered the proposal. He hadn't shared a bed with anyone in the years since losing his wife. Even with the makeshift barrier, it was a strange idea to contemplate.

But glancing around the room, he didn't see much other option. The sitting area near the flatscreen TV included a couch, but it was unlikely its cushions were as comfortable for sleeping on as an actual mattress. He'd slept on enough pull-out mattresses in the lean years of his twenties. Now in his 50s, the prospect of spending multiple nights on one was most unappealing.

Mark would have told him to make her sleep on the couch, but then Mark treated all the interns as little more than cogs in a machine: interchangeable and easily replaceable. Perhaps if it'd been a male intern, Simon would have. But Bella was undeniably female and Simon's parents had been rather old school about how a gentleman behaves towards a lady.

Torn between these two poles, Bella's solution seemed the least bad option. "I suppose you're right. No need to be prudish about such things. We are both adults, after all."

Simon hesitated slightly at that last statement. While he'd started getting used to most of the world looking younger than he did, Bella was definitely a bit further below the crop of 30-somethings he normally interacted with at the company. Moreover, as she doffed her heels, she got shorter and developed a bit of a bounce in her step; the combination made her seem more like a high school cheerleader than a 20-something professional.

He busied himself with unpacking his luggage while she explored the room. Since they were going to be here a few days, he preferred not to live out of a suitcase. As he was hanging up his suits, Bella returned from the beachfront balcony. "I could use a shower, Mister Parker," she offered. "But if you want to go first . . . ."

Simon's gentleman instinct kicked in immediately. "No, no, ladies first," he responded. Did that make him sound old-fashioned, he wondered. Did people her age even say things like that?

Bella merely smiled and bobbed her head in reply. She gathered up some things and headed towards the bathroom. Like the rest of the room, it was nicely furnished with a marble countertops and gleaming fixtures. In addition to a tub, it also featured a standalone shower surrounded on three sides by frosted glass. He soon heard the a faint roar of falling water behind the closed door.

Several minutes passed as he continued to stow his clothes in the dresser. He had almost finished when he heard the bathroom door open. Simon almost immediately regretted that instinct.

Bella stepped into the bedroom wearing nothing but a towel. Her long, dark hair clung damply down her skin and trailed far down her back. With her skin slightly flushed from the warmth of the shower and glistening with water, her coffee complexion gleamed slightly as she moved.

There was also a considerable amount of skin on display. Bella had wrapped herself in a towel emblazoned with the Hotel Royale logo, so she was technically covered. But even fully covered by the thick terrycloth, the outward swell of her immense bosom was still quite apparent. Moreover, the bottom edge of the towel didn't quite reach the midpoint of her thighs; that left a considerable amount of smooth leg open to view.

Bella nodded towards the bed. Apparently she'd laid out her clothes there rather than taking them into the bathroom to dress. Noting a frilly pair of underwear atop the dress, Simon promptly turned his back. "Ah . . . let me give you some privacy, so you can change," he declared. "I'll go take a shower while you dress. Then maybe we can look at getting something to eat, if you'd like."

He gathered up his own toiletries and made sure to bring his change of clothes with him as he hurried to the bathroom. Only after the door was closed did he heave a sigh of relief. He'd have to watch himself around her; just because Bella was attractive didn't mean he should stare.

Simon set the water temperature to something slightly chilly and stepped into the cascade. A cold shower to calm him down would definitely help right now.

 

[BellaMiles]

"No, no, ladies first," Simon responded regarding who would get the shower first.

Ironically, coinciding with what he was thinking, Bella gave Simon a big smile and with a bit of flirtation and a subsequent giggle, said, "Well, my, what a gentlemen."

As he began unpacking his suits to the closet and other items to the dresser, Bella opened her one bag -- a 4 wheeled, handled, travel case -- on the bed. She looked to him, saying, "Mister Trent hired me as your Executive Assistant in the hopes that I might be able to make not just the job itself for you easier but the travel as well."

She crossed to stand close to Simon as he unpacked into a drawer. Out of her heels, she was nearly a full head shorter than him. That left his eyes at just the height that, this near to her, his gaze would easily peer down into her deep cleavage. Whether he looked or not, Bella couldn't know but wouldn't mind; whether he ogled her bosom or not ... well, same thing.

"You have too much," she said with a polite tone. She lifted the corners of several of his clothing items to just take a peek. "Did you ever see that George Clooney, Anna Kendrick movie? The one where he was on the road 300 and some odd days a year and loved it. He traveled with one suit case, like mine, that he could put in the overhead."

Bella giggled, pulled out one of his ties, held it up to the base of her neck, and asked with a wide smile and twinkle in her eye, "Really?"

She playfully patted Simon on the upper arm and turned, telling him, "I'm going to show you how to travel the world without ever asking the TSA 'Where's baggage claim', Mister Parker."

Back at the bed, Bella took out a stack of clothing packed to be easily unpacked. She set them next to the case, took out her bath bag -- much smaller than the average woman's was -- and headed for the bathroom.

"We'll talk about this more later," she promised, giving Simon a playful wink as she passed, intentionally leaving her fresh clothes behind her. "You're profession is selling big yachts to rich people by being at your best. My professional is helping people like you be their best. You and I, we're gonna be great together, Mister Parker."

Bella gave Simon one last smile before she closed the door between them. She turned on the water, stripped, and moved to the sink to strip her very light layer of makeup. She'd been very fortunate in the beautiful skin department, with Mother Nature -- aka her father and mother's genes -- giving her a smooth and nearly flawless complexion. Add that to what most people called her very fortunate figure, and Bella considered herself to be one fucking lucky chick -- her father's word for cute girls, not her own.

The water had been splashing unimpeded against the shower walls for over ten minutes before she ever entered the stream; she wanted Simon to begin wondering whether or not he should call Search and Rescue to save the missing Miss Miles. Once under the spray of the three shower heads, though, she wasn't there long; she completed the removal of her makeup, shampooed her hair, and lathered what her mother had always called her pits.

Running soapy fingers over the sensitive folds between her thighs made Bella want to do more to herself down there than she should. But despite her desire to enjoy the deep pleasure of sexual euphoria, this was neither the time nor the place. She was on the job, and her boss was just on the other side of the bathroom door.

The woman who had lured her into her current profession had told Bella that she'd soon tire of sex. People who work at pizza parlors don't eat pizza, she'd been told. Ironically, just the opposite had happened. Bella's sex life before becoming an escort had been less than satisfying. Her lovers had more often than not been obsessed with her tits but not so much with her need for sexual satisfaction. Before reaching legal drinking age, she'd only ever orgasmed of her own accord, save for the two climaxes she'd received at the service of other women.

Bella would have considered going lesbian if it hadn't been that she yearned for the All American Dream of her parents: marriage to a person not of your own gender, home, kids, yard with a puppy, grandkids, retirement, death. Well, death wasn't so much something Bella dreamed about, but, the other stuff.

Until all of that happened, she was going to do what she did best to put away some money, just in case happily ever after never arrived. She was in no hurry to jump at the wrong Prince Charming, though. She was, after all, only 24 years old.

When she emerged from the shower, Bella cracked the door a bit and called out, "Mister Parker, you're gonna love this shower! It's got three shower heads! And one's on a hose. I've never seen anything like it. And the water pressure! Heavenly!"

She closed the door again without waiting for a response, her lips spreading wide. Bella wondered what Simon was wondering: the shower had been running for over 15 minutes (although she'd only been in it for less than 5), there was a shower head on a hose, the pressure was heavenly, and Bella was now all cheery. Hmmm, could that mean that she...?

A minute later, Bella emerged from the still steamed up room with the terry cloth towel pressing her generous bosom up and in while also clinging tightly around her hour glass figure because of the extra care she'd put into stepped into wrapping it around her shape.

"Sorry," she said with a feigned tone of apology. "I forgot my clothes."

"Ah . . . let me give you some privacy, so you can change," Simon responded.

"Thank you, Mister Parker," Bella said, tugging at the towel as if trying to cover more of her body. All it did, though, was emphasize her bosom even more. "Again, sorry. I know this is kinda inappropriate. I wasn't thinking."

"I'll go take a shower while you dress. Then maybe we can look at getting something to eat, if you'd like."

"I'm starved!" she said, smiling broadly. "I know they don't call it Mexican around her, 'cause we're in Mexico, but do you think we could find a place with authentic tamales?"

They chatted just a few seconds more about dinner, and as they did, Bella picked up the pair of lacy, baby blue, semi-sheer boy shorts she'd packed so that upon packing they would be right on top. As she did, she exposed a second pair of panties, these a tiny, almost-not-there black thong. She tossed them back into her case, but not before she was sure that Simon had gotten a gander of them.

Bella turned her back to Simon as he hurried for the bathroom. Out of the corner of her eye, in the mirror over the dresser, she could see him enter the bathroom and turn to close the door ... but just before he did, Bella let the towel drop to the floor about her ankles. She'd looked away from the mirror, so she couldn't know whether or not he'd gotten a peek at her firm, athletic, pear shaped ass.

She'd wanted him to have something a bit more defined in his mind's eye than just her delicious cleavage in case he decided to use the pulsating shower head on himself.

Bella donned the panties and a matching, wireless pushup bra, then considered the outfits in the suitcase. They were going to dinner, which meant wearing something between nice casual and elegant dinner wear. That wasn't what she picked out of her case, though. She picked out and donned a top and a pair of ass hugging jeans, then slipped back into the same black, 3 inch heels. Looking at herself in the mirror, Bella smiled, thinking, He may object, but ... not TOO much, I think.

She set to brushing out her still wet hair and applying another light layer of makeup. The shower had stopped, and Bella anticipated Simon's return in moments. From her case, she retrieved a gift from one of her previous clients, what the man had called a diamond dangling thing for lack of better description. It was a white-gold, belly button decoration sporting a dozen, quarter carat, high quality diamonds.

Bella inserted the curved post but then waited, with her eyes on her smooth belly, for Simon to emerge from the bathroom to set his eyes upon her. Only then did she look up to him, gesturing to the jewelry as she asked, "Is it too much for a casual dinner, Mister Parker?"

(OOC: Imagine she's not striking such a dramatic pose.)

Bella gave Simon a moment to eye her before turning a bit this way and that, then asking, "Is this okay? I was thinking, we are in Cabo, and it is kinda warm out, and this is kinda comfortable. Everyone else is dressed kinda, you know, not in a lot. And we're just going for tamales, right?"

She turned to face the mirror to feign looking herself over, while her real intention was for Simon to see just how well her ass and legs filled out the tight fitting, stretchable jeans. Looking at him in the mirror, she said, "But if you think it's inappropriate for dinner or you want to go somewhere more fancy, I can put on a dress."

Bella flashed Simon a wide smile, wondering just what was going through his head.

 

[saedo]

Simon hung his change of clothes on a hook in the bathroom. He then proceeded to disrobe. A glance in the large mirror made him frown a little. Given his age, he was still in pretty decent shape. He still had a full head of hair, though the sandy blond had paled near the temples. The skin near his eyes now crinkled a bit when he smiled broadly.

Still, he had put on some weight in recent years. While not exactly fat, he did have a bit of a belly now. Too little exercise, of course. He'd been a pretty regular swimmer ever since he competed in high school and college, but he'd fallen out his routine after Maddie died. Should have picked it back up, but somehow he never did.

At least everything below the waist still functioned. His doctor had told him it wasn't unusual for men his age to need a "little help", but Simon had never had a problem. Granted, it didn't rocket to hardness in seconds like when he was a horny teenager, but it would still get there.

Besides, with something that big, a little slowness wasn't a bad thing. He'd scared more than a few girls back in his youth when his monstrous erection surged towards them. It'd also taken years of practice to learn how to mentally restrain his libido lest he sport an impossibly large bulge along his inner thigh whenever a pretty girl walked by.

Simon smirked at the closed door. Case in point. Gentleman though he might be, no red-blooded male could fail to notice the luscious little package Miss Miles presented. Particularly since she seemed to be one of those young women who flirted with everybody. He'd noticed how she liked to sway her hips just so and lower her chin when she looked up at him with half-lidded eyes.

No doubt she mixed a little seduction into her mannerisms just to make herself more appealing. It wasn't a bad strategy, particularly in a business like theirs. When selling millions of dollars of marine hardware, charm was as important as intellect. This "traveling companion" could do quite well if she possessed both.

Simon stepped into the chilly water, which sapped the lingering life from his warmed-up libido. Sharing quarters with Bella was going to require some adjustments, but he would manage. If that meant a few cold showers, so be it.

After a quick shower, he toweled off and dressed in the bathroom. After Bella's towel-covered parade through the room, he'd brought everything but his socks and shoes inside. When he left the bathroom, he was fully dressed save for his footwear.

He found Bella standing in the hotel room facing one of the mirrors. She wore a top that was cropped near the lower half of her rib cage. Mercifully, it provided full coverage for her enormous breasts, so at least he wouldn't be distracted by her cleavage. Instead, he'd be trying not to notice her slender torso and the considerable amount of toned abdomen on display.

Of course, Bella clearly knew of her physical appeal. As she stood in front of the mirror, she lodged what a bit of gold jewelry into her navel. The resulting sparkle naturally attracted the eye to her bare midsection; no doubt that was her intent.

Fortunately, having a teenage daughter had somewhat prepare him for such things. Being a single dad hadn't been the easiest thing and one of the perennial conflicts during Tasha's mid-teens had been over her sartorial choices. Even with the understanding that kids always rebelled against their parents, Simon had little love for the countless arguments he'd had with his daughter about "dressing too sexy". Bella's outfit would have been just the kind of thing that Tasha would have loved.

But Bella wasn't his daughter nor was she -- he hoped -- a teenager. How she dressed -- at least after hours -- was none of his business. So when Bella inquired his opinion, Simon just shrugged. "I gave up trying to understand the intricacies of women's fashion after trying to buy my daughter a prom dress. I wasn't planning on anything fancy, so wear whatever you feel like.

"Besides, I expect that you're looking to do more than have dinner. After all, were I your age and in a beach resort town in a foreign country, I'd probably be inclined to try out the local night life. You know, hit up the bars or clubs or wherever it is that young people hang out these days. That's fine; I'll come back to the hotel room and you can go have fun. Just make sure you can be ready for our first meeting at 10 AM."

 

[BellaMiles]

Bella gave Simon a pleased smile when he said her current outfit was fine. With her gaze on the mirror, she turned this way and that, checking her reflection, as if verifying that all was fine and dandy. In reality, of course, she was simply giving her boss an opportunity to fully check out her curves.

"Besides, I expect that you're looking to do more than have dinner," Simon went on.

Bella hadn't been looking Simon's way -- giving him the freedom to ogle if he wished -- but now she did, and with a bit of a surprise in her face. She'd misunderstood his comment, thinking that perhaps he meant she was wanting to do more than dinner with him tonight.

But then he added the part about her going out on the town without him. Bella turned to face Simon and said with a firm, almost demanding tone, "Oh, no you don't, Mister Parker. Yes! I do want to go out tonight. I've been reading online about some of Cabo's dance clubs, and I'm definitely gonna hit some of them."

Bella began nearing Simon with that sway he'd noticed earlier, saying with a devilish smirk, "But you're going with me, for three very good reasons. First! Mister Trent says you're going."

Her smiled widened as she explained, "Your partner hired me to be your Assistant, to help you in anyway necessary to get out of what he himself called a funk! Honestly, I'd never heard that word before, and Mister Trent had to explain it to me. He says I'm to take you out on the town and get some drinks in you and take you to the beach tomorrow so you can walk in the sand barefoot and watch the sunset at night and the sunrise in the morning and tell you that life is good and that you are a good man and that you need to get your shit straight."

Bella giggled, adding quickly, "His words, Mister Parker, not mine, really! I would never say that to you. You're my boss."

She turned away to collect and don a wrap that would help keep her comfortable if the ocean breezes kicked up. It was just sheer enough to ensure that her uppermost womanly features were still easily ogled. She reached into the back pocket of her body hugging jeans and withdrew the Company credit card she'd flashed at Simon earlier. She turned and moved back his way as she continued, "Second! I have a no limit credit card that Mister Trent has ordered me to use to help with the first reason. He warned me that he'd be monitoring it every day -- morning, noon, and night -- and he says that if he doesn't see me spending gobs of his money on fun things that will make you smile and laugh and relax a bit, he'll fire me. Now, no man has ever handed me a credit card and told me, 'Go have fun, baby, the sky's the limit' ... so if you think I'm not gonna flash this thing all over Cabo, you're crazier than the man who handed this to me!"

Bella reached out with both hands to straighten Simon's shirt and jacket before adding with a softer, more personal, sincere tone, "And three ... if you don't go out with me, I'm gonna have guys hitting on me all night long. And just FYI, I don't date while I'm working. I mean, when I'm at a working location like you and I are now ... I don't ... you know ... let guys pick me up. It's just ... well ... I just don't."

She smiled to Simon again, chuckled softly, and said, "So there! You're stuck with me. I'm all your for 5 days and 4 nights, whether you want me around or not. So, fill your pockets with whatever you need to spend the night out, 'cause we're gonna get tamales and we're gonna walk on the beach, and then I'm taking you dancing!"

Bella turned to get her other pocket items, then looked back to Simon with that devilish smirk he'd get used to seeing over the days to come. With a suggestive tone, she clarified, "You know ... just because I'm not looking to hook up tonight ... that doesn't mean you can't."

She hesitated to see Simon's reaction, then finished, "You're a good looking man with style, class, and money. If you just relaxed a little and let me act as your wingman, I bet we could get you laid tonight."

Bella's face filled with a legitimate flush as she hadn't planned on using that particular word. She lowered her gaze, then lifted her eyes as she said, "Sorry, I didn't mean to say that, Mister Parker."

 

[saedo]

Simon listened with a growing smile as Bella waxed aspirational as to their post-dinner plans. It took a few minutes for her to wind down; afterwards, her cheeks were slightly flushed and she had a cheerful expression. In some respects, she reminded him of Tasha. But then his daughter had nearly two decades of practice at trying to get him to do what she wanted. *

"You seem to be under the impression that anything Mark says, goes," Simon responded as he put on his sock. "I'll grant you that he is more often the face of the company, but that reflects his skill set. The behind-the-scenes is my bailiwick for much the same reasons. But don't mistake that for some power disparity.

"Truth be told, Mark probably assigned this task to you because he thought you more likely to persuade me than he would. He knows where I'd tell him to go if he tried ordering me around."

Simon nodded towards her small clutch. "As for that company credit card you are so fond of, it may sound like free money to you, but it's money out of the budget of a company I own. You're essentially suggesting that you treat me using money out my own wallet."

A smile crossed his face as he slipped on his shoes. "But the part that really amuses me was that in the space of a few breaths, you went from telling me that you are going to escort me around for my own good to telling me I had to escort you around for your own good. So just which is it? Are you chaperoning me or am I chaperoning you?"

Simon stood up stepped within arm's reach. Given their height disparity, Bella was forced to look up at him to meet his gaze. A couple decades of fatherhood had taught him a few things.

"I applaud your enthusiasm for both this trip and your job, Miss Miles," he declared softly. "But I assure you, I do not intend to be babysat by anyone, nor vice versa. So let's see about dinner."

Even as he spoke, he could almost hear the whir of gears in her head. Just like Tasha, really; his daughter rarely accepted "no" the first time around, either. Of course, this one also likely thought her job was on the line; Mark had a way of inspiring fear in the interns. Bella wasn't done trying to get him to have fun; of that Simon was sure.

 

[BellaMiles]

"You seem to be under the impression that anything Mark says, goes," Simon responded to Bella's list of must be dones.

She smiled wide with joy as Simon made his own argument, happy to see him opening up. When he spoke of the company credit card, she quickly stuck it back into the pocket over one of her firm butt cheeks as if afraid Simon might try to confiscate it.

"You're essentially suggesting that you treat me using money out my own wallet."

"Well, it'll all balance out in the end, won't it?" she asked, "after you loosen up and start hitting those sales goals Mister Trent told me about. He says you are one of the best salesmen he's ever known. I want to see that, I really do."

When Simon spoke about who was chaperoning whom, Bella giggled softly. "Sorta fifty-fifty, isn't it?"

"I applaud your enthusiasm..." Simon went on, before turning to a topic that suddenly had Bella's tummy turning over, "So let's see about dinner."

With excitement, she told him, "I know the perfect place. Not one of those from online, but one my girlfriend told me about."

Bella thought maybe she caught a questioning expression on Simon's face at the word girlfriend, but perhaps she'd only imagined it. Either way, she clarified, "My friend who is a girl. Not my, you know what."

Laughing again, she headed for the door with Simon following behind. As they headed down the hall and through the lobby, Bella pulled out her phone and pressed her new #5 speed dial. A moment later, she was speaking in Spanish with that same youthful excitement before ending the call and pointing to the glass doors that led to the street.

"Juanita's right out front, right there," Bella explained. She reached out to take Simon's arm at the elbow to pull him a bit her direction, saying, "She knows exactly where we're going, and she said she'll stay with us for the evening if we need her."

She released her boss's arm, and a moment later they were off. Less than four minutes later -- after the local cabbie took the long route to show the pair the sea -- they were exiting the car to head into the small café recommended by Bella's girlfriend, who to be honest occasionally was Bella's you know what. The Executive Assistant asked some questions in the local language, to which the hostess pointed.

"There's a table that looks out over the marina," she told Simon. She walked out before him, reaching back to take his hand to lead him. But, thinking better, Bella let go as a shy smile spread her lips. She said softly, "C'mon."

At their table, Bella scanned the view and gave out a shocked gasp. Pointing and reaching out to pull Simon toward her again, she said with awe, "Look at that fish! What is it? I've never seen those 'cept in movies."

They sat, and Bella ordered a Margarita. She waited for Simon to order his drink, told the waitress they'd have the best tamale meals recommended, then simply stared at her boss for a long moment with a pleasant smile. Suddenly she asked boldly, "Why are you alone, Mister Parker? Please, believe me when I say I mean no disrespect regarding the tragic loss of your wife. I lost my favorite uncle last year and my grandmother the year before that, so I understand loss. But ... I mean, you're a handsome man with a good life, good job, and obviously good money, seeing how you haven't confiscated my -- your! -- credit card yet."

Bella giggled again, her age of just 24 coming out as it often would through this night and the days and nights to come. She continued, "There must be a million women out there in the world who'd love to date you ... and ... and more."

She blushed again, realizing she was getting a bit too personal again. It was an irony that while she was a professional escort and sometimes prostitute, Bella could still very easily experience spells of shyness and embarrassment. That part of her had not been destroyed by her choice of what to do for money. It was probably that genuine part of her that made her popular with the men who'd been her regulars over time.

"You don't have to answer that, Mister Parker, really," she said softly, looking up as their drinks arrived. Once the waitress was gone, Bella said, "I can sometimes get too personal. If I do, I hope you will tell me."

(OOC: In case the link above didn't work for you, it was of one of those sailfish fish. I don't honestly know what they're called, but I don't think it's sailfish.)

 

[saedo]

Why are you alone, Mister Parker? Please, believe me when I say I mean no disrespect regarding the tragic loss of your wife. I lost my favorite uncle last year and my grandmother the year before that, so I understand loss.

Simon smiled grimly. "With all sympathy to you and your family, I assure you don't understand. Not truly. Nor can you; you're still so young, Miss Miles. There's simply a perspective one that can only be acquired with time and experience. You have so much living yet to do."

Simon took a sip of his drink, then forced something closer to warmth into his expression. "Apologies, Bella. I don't mean to get maudlin. But perhaps it's better we keep to more casual topics?"

The waitress returned to check on them, so they placed their order. Simon trotted out his modest amount of Spanish. While clearly not as fluent as the young Miss Miles, he was able to navigate this interaction well enough.

"Why don't you tell me about you instead?" he suggested. "Clearly know a bit about me already, but I know almost nothing about you. How did you come to work at P&T Marine Enterprises?"

 

[BellaMiles]

Simon was absolutely correct about loss. Bella hadn't lost a spouse as he had; her grandmother had been important to her, but her boss had lost his wife and his daughter had lost a mother, and at such a young age as well.

But then he came back with, "Apologies, Bella. I don't mean to get maudlin. But perhaps it's better we keep to more casual topics?"

She put a comforting smile on her face, agreeing, "Yes, let's."

"Why don't you tell me about you instead?" he suggested.

Bella laughed. "Oh, where do I start?"

He asked about how his partner had found and hired her. Bella couldn't very well tell Simon the truth, of course. Mark Trent had been invited to a private party held on one the yachts they'd just sold to a Saudi Royal family member. Bella had been one of two dozen escorts paid to mingle with the 100+ mostly male and mostly well-to-do guests; she'd been told to look pretty, wear little, and -- if she chose -- to do other things that would earn her substantially more money when the affair broke up before dawn.

Simon had been pointed out as one of the two partners responsible for the sale and told that showing him a good time would net her an extra $10,000. She chatted him up and informed him that there was a room available should he want some privacy. He passed. Bella had, of course, been disappointed, but before she could politely excuse herself to tell the man who was paying the tab that Mark was a no-go, Simon's partner made a proposal to her, one worth far more ... the one that had her sitting in a cafe in Cabo San Lucas with Simon Parker.

"I saw an ad online, responded to it, and got the job," she said simply, lying but doing it so well that no one would question her. She continued the fib, "Mister Trent hired me off my resume and references, without an in-person interview, in case you were wondering. Most guy employers, when they see me before they hire me ... well, let's just say that sometimes I don't know whether they're more impressed with my resume..."

Bella looked around as if fearing eavesdroppers, leaned in, and finished, "...or my tits."

She giggled as her face exploded red again. "I'm sorry, oh god! I shouldn't have said that. Forget it."

Bella sipped at her drink, then explained, "I wouldn't have said that, but I'm ... I just feel comfortable with you, Simon."

She donned an expression meant to imply that using his given name had been a slip, adding quickly, "I mean, Mister Parker."

The waitress returned with a plate of local treats, then departed. Bella popped a little cracker thingy into her mouth, chewed, made a sound of obvious delight, and after she swallowed, continued, "I grew up in Portland, Oregon ... went to school at the University of Oregon in Eugene, go Ducks!"

She chuckled again. "I have a Bachelor's Degree in Business Administration and a Master's in Business Finance."

This was actually one hundred percent true, so Bella didn't have to sell it at all. This is my third similar position as an Executive Assistant. I contemplated opening my own business, but the economy can be tough and scary, and I just thought I might be happier helping other people -- like you! -- with their own work. Besides--"

She giggled again, "--this way I get to go to distant and exotic locations. My last job was in Greece, and the one before that in the UK, specifically London."

Their dinner arrived, as well as did a pair of fresh drinks. They chatted more about this, that, and the other things, so much so that Bella only got a third of the way through her tamale before it was settling in her stomach and telling her she was full.

"Let's go for a walk," she suggested, and after talking to the waitress some more, they were out the door with two plastic take out glasses filled with Margaritas and straws. When a small group of rowdy Americans surged by, cluttering the marina's walkway, Bella moved closer to Simon and slipped an arm inside the crook of his elbow. She looked up to him, asking meekly, "Is this okay, or ... to personal?"

Bella would release her hold if Simon objected, but if he didn't, she'd continue to hold onto his arm in that way for a few minutes more. They descended to one of the docks where Simon said a boat he'd sold was located, and for over an hour she peppered him will all sorts of questions about water craft. Being the professional she was, Bella did all she could to make Simon feel like he was the man of the hour, the main attraction, the center of all attention.

As the day was ending, Bella asked if they could find a place to watch the sunset. Again, she took Simon's elbow into one of her hands as she expressed her awe. "I've never lived on the coast, so, this is special to me. Thank you, Simon."

They eventually ended up in Juanita's taxi again, and Bella practically begged her boss, "Come dancing with me, please. It'll be fun, and maybe you'll meet someone nice. Tell you what, you come with me and I'll find you someone nice. And if you get lucky, you can have the room tonight and I'll go spend the night at Juanita's."

Bella giggled again, asking the cabbie, "You'll put me up tonight, won't you, Juanita?"

"Sí, sí!" the Latina said, laughing as well before speaking in Spanish to Bella. The two of them laughed again, after which the pretty, petite Mexican turned to look into Simon's eyes, saying, "I go dancing with Señor Parker."

Whatever Simon decided, would be done, of course. Bella wasn't going to push the man into something he didn't want to do, nor was she going to do anything that might make him think she was anything more than just his Executive Assistant.

 

[saedo]

"Mister Trent hired me off my resume and references, without an in-person interview, in case you were wondering."

That caught Simon's attention, but he let it pass unremarked. Mark was almost by definition the "hands-on" guy. The reason why he attended so many of these conferences and conventions -- aside from a fondness for posh hotels and drinks with umbrellas in them -- was because of his sincere belief that he could do things in person that he couldn't do over the phone. He placed great stock in his ability to read a potential buyer by the look in their eyes, the firmness of their handshake, the way they crossed their legs, etc. Admittedly the evidence bore that out somewhat; Mark was good in the room. And since Simon was more the nuts and bolts of why their products were worthy of purchase, the partnership worked.

Consequently, it bordered on impossibility that Mark would have made a hiring decision sight unseen. Maybe if it was for a post he cared nothing about, but then he would have delegated the hiring decision to someone else. But Mark had clearly been directly involved in hiring Bella, so there was no way he hadn't met this girl first.

So why was Bella suggesting he hadn't met her first? Was she afraid Simon would presume she'd been hired solely for her appearance rather than her abilities? After all, she had indicated she'd been judged based on her figure before.

"I have a Bachelor's Degree in Business Administration and a Master's in Business Finance. This is my third similar position as an Executive Assistant.

"You're older than you look," Simon noted. "I'd have thought you barely of age to drink legally. Even so, three positions in how many years? Seems like a lot of moving around."

This Bella was an odd one. He didn't doubt her story about moving around. The way she'd so easily befriended the locals suggested that she'd had more than a little experience at adapting to new situations. But her choice of role -- assistant to more powerful people -- on multiple occasions seemed odd. She didn't lack for confidence or people skills, so why take a role that put her behind others? She seemed capable of so much more.

The topic of conversation shifted over dinner, so he wound up telling her about how he and Mark first got together to start the company and built it into the thriving concern it was today. Bella seemed quite attentive. He'd have to add "good listener" to her list of virtues.

After dinner, they parted ways despite her offer to come dancing with her. "You have indulged me enough, Miss Miles," he replied. "I don't know what your instructions you have, but I assure you that monitoring me 24-7 is not required. Enjoy some time to yourself. I insist."

~~~~~~~~~
Back in the room, Simon phoned his daughter. Tasha was old enough to go a weekend home alone. Plus, she knew Mrs. Perkins across the street was nosy enough to report if a truckload of teens showed up for a party while Simon was away.

Tasha was all too curious about the mysterious assistant that Simon had discovered on arrival. He could hear the amusement in her voice when he mentioned they had to share a room together due to the booking error. "Tasha, don't go making up immature stories in your head. We're two work colleagues sharing a room, nothing more."

Still, Simon decided not to be too accurate when his daughter pressed for details. If Tasha knew her father was cohabitating with a 20-something beauty, her imagination might run wild. Like Mark, Tasha had also been encouraging him the last six months to develop a social life and he didn't want to stoke her imagination.

"I'm going to head to bed, Tasha," he said, bringing the conversation to a close. "Remember to do your homework. And please eat something more than pizza and Diet Coke while I'm away."

"Yes, Daddy. I know," Tasha said with a slight sigh. "And you have a little fun down there, at least. Get some sun. Go for a swim." She wanted to add something about maybe fooling around with a cute girl, but thought better of teasing her father too much. "Love you, Daddy."

"Love you, too, sweetie. Goodnight."

~~~~~~~~~~
Simon decided to bed down after watching the news. Taking Bella's suggestion, he lay a line of pillows down the middle of the bed. It wasn't much of a wall, but at least it was something. He shrugged and lay down along the left side, wearing his T-shirt and some cotton gym shorts as his makeshift pajamas.

 

[BellaMiles]

Bella had learned early in life that truths were easier to remember than lies. When Simon mentioned that she she was older than she looked, she told him the truth.

"Yeah, the whole age thing really messes with people sometimes," she told him. "I was home schooled through 7th grade because we moved around a lot and my mother didn't want me leaving and entering schools in the middle of the years. When my dad -- I told you he was military, right? -- when he got what they knew was going to be a long term posting during the summer when I was 12, mom finally put me in public school.

"But when they tested me, they found out I was doing 10th and 11th grade work, so they put me into the local high school. I blew through the courses and graduated at 16. I finished my Bachelor's at 19, took a year off to go abroad -- Europe -- and finished my Master's before I could legally drink, in the US at least."

Bella sipped at her Margarita again and reached across the table to snatch up one of Robert's little treats that he seemed to be ignoring. After giggling and downing it, she finished with what was now more lie than truth, "My daddy fixed me up with some people he knew overseas -- Greece and the UK -- but I wanted to come home to work. And now I'm here, in Cabo with my new boss, Mister Simon Parker."

~~~~~~~~

"I don't know what your instructions you have," Simon said from his side of the taxi when Bella begged him to go dancing with her, "but I assure you that monitoring me 24-7 is not required. Enjoy some time to yourself. I insist."

Bella pleaded some more, then ordered Juanita to make sure Robert got back to the hotel safely. A moment later, she was waving to the vehicle's backside as it rushed away into the night. She just stood there for the longest time before finally crossing the street toward the nearest nightclub. Bella got the typical hard ogles as she entered; she offered out the cover charge indicated on a small sign on the wall, but the wide eyed and widely smiling bouncer just waved her inside, telling her in Spanish, "I get off at two, in case you need someone to escort you safely to my home."

"You mean my home, yes?" she asked, getting a laugh and another ogle of her hefty bosom.

She made her way to the bar, bought a drink, sipped at it, and left after having three men -- Amercans all -- hit on her. A block away at the second club, she went through similar motions before leaving that establishment, too. A third club and a fourth played their part in Bella's plan for the night: she was collecting ink stamps on the back of her hands and match books with various club names.

Her fifth destination was the only one at which she actually enjoyed herself. It was a lesbian lounge called Curvas -- Curves, as in the ones found on shapely, womanly figures. It was intentionally difficult to find unless you already knew where it was, which Bella had. Here, she hit the dance floor and got in some grinding and caressing of delicious female forms. She even spent a few minutes in a dark alcove in the back of the club making out with a Frenchie name Chloe who pleaded with Bella to return with her to her hotel room.

"Can't, I'm working," Bella said before pulling up the front of the woman's dress and sinking her finger down the front of the woman's thong. Very skillfully, she drove Chloe to orgasm, then gave her a final kiss before licking her fingers clean. Before leaving the woman in the dark, still panting, Bella told her with a wink, "Enjoy Cabo."

Just before midnight, Bella was back in the Royale, slipping into the room as quietly as she could. Or, so she made it appear; Bella actually wanted Simon to know she'd returned and to smell on her the alcohol, cigarettes, and -- depending upon his olfactory abilities -- the pussy.

She pulled out a fresh pair of boy shorts and a long tee, made her way to the bathroom, and took another shower, this one shorter. She emerged with her hair in a towel and the shirt draping before her belly, extended outward by her massive mounds. She giggled at the sight of the pillows, as if she hadn't actually expected to see them.

If Simon awoke and tried to speak with her about her night, she'd tell him she had a blast dancing, her words and movements a bit more exaggerated than what the two drinks she'd actually had would cause. If he didn't wake, so be it.

Bella slipped into the blankets, tugging them just a bit as she wrapped herself. She lay there for a long moment, staring at the drapes and listening to the waves crashing upon the rocky shore. And then she was out.

~~~~~~~~~

Bella had never slept soundly in bed with others, whether it be a client or a true lover, so four or five times through the night she awoke for just an instant before drifting off again. She didn't mind this, of course, because she had a plan for how the two of them would awake after the sun was rising or risen.

About 4am, Bella awoke once again and found Simon obviously deep in sleep. Carefully, she used her feet to push the lower of the two pillows down the bed a bit. Then waiting to ensure her boss was still slumbering, she pushed the second one down to the middle of the bed. Finally, knowing Robert was still dead to the world, she slipped over close to him ever so slowly, laying close to him.

He stirred a bit, but Bella didn't think he woke. Her final step was to roll on her side until she was laying head and chest upon his torso. She performed the move carefully, again causing Robert only to stir a bit ... and, unconsciously, wrap his arm around her neck and shoulders.

Then, pleased with herself, Bella closed her eyes and finally managed to drift off into her own, sound slumber.

 

[saedo]

Simon awoke a short while after a dawn. As his eyes blinked, he could see the faintest splash of golden sunlight on the ceiling as it eked past the edges of the curtains. But as his sleep-addled mind was shifting towards full consciousness, an unexpected -- yet oddly familiar -- sensation on his chest. He glanced down and froze in mid-breath. A mass of wavy dark hair was resting atop his sternum.

Consciousness followed swiftly with this discovery, so he was soon able to comprehend his situation. The upper half of the pillow wall had been pushed aside during the night and Bella had then flopped atop him. Perhaps she'd done it while asleep? At any rate, her head now rested just below his chin. That would make that warm, softer pressure on his abdomen one of her immense tits. And that lighter pressure just below his groin was one of her hands.

From a purely sensual perspective, this was quite comforting. Awaking to find a beautiful woman snuggling him would ordinarily be a pleasant start to his day. But unfortunately, his mind wasn't the only thing awakening. Mere inches from her little hand, his libido was stirring as well.

Simon tried to rein himself in, but to no avail. The sights and smells and warmth of Bella against him were too much for his libido to resist. The left leg of his boxers bulged ominously as his expanding cock crept along his thigh. Within a dozen seconds, the blunt tip nosed past the bottom hem. The massive head -- nearly as big as his fist and still swelling -- followed and crept towards his knee.

This was a nightmare waiting to happen. If Bella awoke to find his enormous horse cock throbbing along his thigh, the poor girl would probably be scared out of her wits. Even if she didn't scream, Simon's literal inability to keep it in his pants would make him rude at best, if not just a creepy lech twice her age. And if she complained to HR because she worked for him . . . . Yeah, this could be bad.

Fortunately, Bella appeared to be entirely lost to the world. The pressure of her glorious breast against his abdomen rose and fell slowly. Such a breathing pattern suggested she was still in a deep sleep. Simon crossed his fingers that she was not a light sleeper.

It took him three agonizingly slow minutes to extricate himself from beneath her. He moved only at a snail's pace to avoid disturbing her. She remained blissfully unaware, but Simon was sweating bullets by the time he finally slipped away. Simon tiptoed to the bathroom and closed the door as softly as he could. Only then did he let out the breath he'd been holding.

His libido, of course, apparently thought this was great sport. His impossibly large erection looked ready to split the inseam of his boxers as it strained towards his left knee. A bit of precum glistened at the tip of his huge knob. Veins distended the girthy pillar, pulsing slightly with every heartbeat.

No cold shower was going to cure this. Simon found a bottle of lotion amongst the hotel toiletries and stripped naked. He turned the water up to a warm blast as he stepped into the glass-walled shower. He then began lubricating up his massive cock.

 

[BellaMiles]

Bella awoke to the blissful smell of well made, high quality espresso filling the room. She didn't immediately open her eyes, instead taking a moment to recollect the final hours of the previous evening: she recalled showering and slipping into a tee that would show off the entirety of her legs and hint at the under-curves of her firm, full, pear shaped ass; she recalled the many times she'd awoken to such things as Simon stirring on the far side of the bed or early morning workers out in the city making distant noises; she recalled carefully dispensing of the pillow wall that had, of course, been her own recommendation; and she recalled ever so gently slipping across the bed, under Simon's arm, and up against his chest -- just as he had to get out of that position -- before finally falling into a much needed and extremely blissful sleep from which she was just now waking.

As she finally opened her eyes and took note of the little alarm clock on the lamp table at her boss's side of the big bed, Bella was shocked to realize that that blissful sleep had lasted so long. Falling so soundly asleep with a new client just wasn't something Bella did, whether she'd had a couple of strong drinks, had been up for too many hours, had exhausted herself with dancing or energetic sex, or a combination of the three ... which, of course, last night she had.

Realizing that Simon was moving about the room, Bella sat up slowly in the middle of the bed; in a move she performed often, she inconspicuously let her hands accidentally catch the hemline of her tee such that it pulled tightly against her bosom, emphasizing it.

"What happened?" she asked when Simon made eye contact with her. She looked for the pillows, giggled, blushed -- something she accomplished by imagining what her boss would say if he knew she'd fingered another woman to orgasm last night -- and said with humor, "Well, if the Berlin Wall collapsed, I guess our Wall of Pillows didn't have much of a chance. Sorry about that, Mister Parker. I thought it was a good idea. I didn't push you out of bed or steal all the blankets, did I?"

As he was responding, Bella tossed the blankets from her body and moved to sit up on her knees; for just an instant, her black lacy thong was on display, revealing at separate times the whole of an otherwise bared ass cheek and then the tiny triangular patch of cloth at the front.

"You ordered breakfast!" she said with excitement at the sight of the room service tray on the suite's dining room table. She bounded out of the bed, heading straight for the coffee as she asked, "Can I pour you a cup, Mister Parker?
My first true service to my new boss. I didn't do much yesterday but find us a perma-cabbie and a great tamale."

She turned her back to Simon to pick at some of the food offerings; leaning over the table a bit more than was necessary, the back of her tee exposed two inches or so of her ass cheeks for a moment before she returned to height and turned to face Simon, chewing on a piece of toast.

"So, you look like you're getting ready for the day," she said, looking him over. Smiling wickedly, Bella said "I'm presuming you want me to go along today ... or, would I be a distraction ... to either you or your client?"

She laughed, saying as she headed for the bathroom, "I'm kidding, Mister Parker. Let me get showered and and painted and dressed, and we'll get out of here."

 

[saedo]

I'm presuming you want me to go along today ... or, would I be a distraction ... to either you or your client?"

Simon frowned at the girl. Clad in her own form of casual sleepwear, he could see how her presence might be distracting. "Preferably neither," he replied tartly. "You'll be of little use as an assistant if you cannot be unobtrusive when needed."

Bella laughed like a girl half her age. Even Simon felt his frown soften in the presence of such warm joy. " I'm kidding, Mister Parker. Let me get showered and and painted and dressed, and we'll get out of here." "

~~~~~~~~
True to her word, Bella managed an impressive disappearing act. In the space of 45 minutes, the casually flirty, half-dressed teenager became a professional 20-something in a muted business ensemble. With her hair pulled up in a serious bun and modest makeup, she looked attractive but without smoldering hotness. Her skirt fell well past her knees, hiding her luscious legs. Somehow she even managed to downplay her curves into something appealing, but not jaw-dropping.

"You look . . . nice," Simon settled on. And that described it rather succinctly. Bella was still attractive, but somehow she'd turned down her sex appeal to a soft glow.

Her efforts worked, too. In the series of client meetings and presentations over the next four hours, she became a useful part of the background. As soon as he started talking, she was quick to show deference. Whenever he needed anything, she appeared at his elbow, ready to do his bidding. Perhaps having an assistant wasn't a waste of money after all.

At the conclusion of his last meeting, they returned to the room. "You did well, Bella," he acknowledged. "I'm glad I had someone with your language skills, particularly with the Mumbai clients. Thanks."

Simon tugged off his shoes. "I've got a golf outing scheduled with Shinzo now, so I'll change clothes and go. Do me a favor and schedule me for a massage in three hours. Shinzo will want to walk the course, so I expect my legs could use a good rubdown afterwards. Text me the details of the appointment."

" After that, you're free for the day. Do whatever you like. Next meeting isn't till tomorrow, so I leave you to your own devices. I'll be fine on my own till tomorrow, so go enjoy the resort or the city. Just be safe and have a good time. I expect I'll be asleep when you get back, like yesterday. "

 

[BellaMiles]

Bella emerged from the bathroom fully dressed. Her suit was very professional looking and, to be truthful, boring. But that was what was needed for the job she was pretending to fill. After catching Simon's eye, she did a slow twirl with her arms out. She asked with a smile, "Suitable?"

"You look . . . nice," Simon settled on.

"Well, let's not be overly enthusiastic, Mister Parker," Bella teased. "At least the clients will be focusing on your presentation and not on my ... well ... you know."

And they did, too. Oh, sure, Bella got some hard ogles with her entry into each of the meetings and presentations, but once she'd stepped back out of the way and Simon began his pitch, very few eyes ever found themselves on her again for more than the expected, brief glance.

A few times Bella actually participated, particularly when the clients from Mumbai got confused about some numbers and began conversing with each other in Hindi. Bella stepped casually forward, asked in the pair's given language if she could explain the figures more clearly, and -- after setting them straight -- stepped back again, once again fading into the wall paper.

"I've got a golf outing scheduled with Shinzo now," Simon said once they'd returned to the hotel, "so I'll change clothes and go."

He asked Bella to schedule a massage, which she did as he completed preparing for his golf outing. When Simon told her she was free for the day, she asked with almost the tone of a child feeling neglected, "Are you sure, Mister Parker? I mean, I don't know anyone here, you don't know anyone here. Maybe we could rent one of those catamarans and catch some wind out in the bay...?"

Simon stuck with his insistence that Bella's free time was here free time, but before he got out the door, she thought that maybe her playful whining might have punch just a little hole in the wall that separated her work and play times.

After her boss was gone, Bella took a walk to visit a few small shops, as well as to pick up a bottle of Tequila and a variety of mixes and garnishes for drinks made from that particular alcohol. Returning to the room, she opened the bottle, made herself Tequila Sunrise, and donned a bikini that was more absent than present.

Checking the time on her phone, Bella smiled devilishly. If Simon was returning as planned, he should be arriving in anywhere between half an hour and right now. She made her way to the patio just beyond the sliding glass doors, which -- with the drapes -- she left wide open. She inserted her Bluetooth ear buds, tapped her way to some relaxing music, removed her bikini top, and laid back in a lounger such that when Simon returned, he would have an unobstructed view of her bountiful bosom, as well as her scantily and scandalously dressed figure.

Then, she laid back to catch some rays.

 

[saedo]

Simon returned from the golf course smelling of grass and sweat. The afternoon heat wasn't too oppressive, but walking the course had left his shirt sticking to his back.

Bella hadn't texted about the massage appointment, so he swung past the room to see if she'd left word for him there. He'd need to shower and change, anywise.

Upon entry, he spotted the red light atop room phone; someone had left a message. He picked up the handset and dialed; moments later, he heard a woman's voice asking him to contact the hotel spa. Another few numbers later, a different woman's voice answered.

"Ah, Mr. Trent in room 142. I have you down for a massage at 3:30," she confirmed. "I see by your last visits, you usually requested the aromatherapy oil; should I put you down for that again?"

Simon rolled his eyes. Apparently the hotel still had him in the system as Mark despite the change in booking. Modern technology. But that was probably a mistake to be corrected at the front desk, not the hotel spa. Easier to just play along. "Yeah, sure," he replied. Simon had only a dim idea what hot oil was, but if Mark liked it, it was probably okay.

"Very good, Mr. Trent. I also see you are at the hotel with Mrs. Trent. Would you like to book a massage for her as well? I see she usually requested a Swedish massage."

Simon rolled his eyes again. Stupid computers.

Simon glanced towards the sliding glass door to the balcony. He could see a pair of bare feet on one of the lounge chairs; probably Bella getting some sun. He pondered a moment. She had worked hard this morning, so a little reward might be in order. "Yes, let's do that," he replied. "I'm sure she would like a massage as well."

"Excellent, Mr. Trent. I have you scheduled with Maria and Mrs. Trent with Zoe, both at 3:30 PM. See you soon."

Simon strode to the glass door and slid it open. "Hey, Bella, I . . ." His words stopped in mid sentence. Simon had expected to see Bella in a swimsuit, but she was currently face down with her bare back fully exposed. The dangling cords of her untied bikini draped across the lounge chair beside her. Apparently his assistant did not want tan lines.

For a brief moment, their eyes locked. There was an immediate, unspoken understanding that she was essentially topless and that any movement on her part was likely to fully expose her gorgeous breasts. He could see embarrassment flush her cheeks. Yet his gaze lingered a few moments too long.

Finally he managed to turn around. "Sorry, didn't realize you'd be . . . . ' He trailed off, not wanting to finish that thought. " I just wanted to tell you that the spa said it had an opening, so I booked one for you, too. If you want, of course. Up to you. "

He felt himself start to ramble. "I'm going to take a quick shower before I go. You can decide what you want to do." He stepped back inside, eager to end this awkwardness.

 

[BellaMiles]

Bella had had every intention of having Simon find her tits up when he returned. But at the last moment, after considering how politely he'd treated her thus far, she thought maybe doing so was just a bit too forward. She was supposed to be his Executive Assistant, not his whore; she was pushing too hard, too fast to get him to decide he needed to be between her thighs.

She retrieved her discarded bikini top, pressed the tiny triangles of cloth to her breasts, returned to the chaise lounge -- this time face down -- and released the strings of the top. Despite having ear buds in and music playing softly, Bella heard Simon when he spoke to someone into the phone, "Yeah, sure ... Yes, let's do that, I'm sure she would like a massage as well."

A moment later, he was much closer as he said, "Hey, Bella, I . . ."

He went silent, obviously at the sight of Bella; the only thing obscuring an otherwise fully nude view of her delicious body were the thong crossing her small of her back and the second one that reached from it down between her firm cheeks.

She feigned a startled flinch, lifting her head and upper body; her chest rose from the lounger just enough to give definition to her bountiful bosom but not enough to reveal the nipple garnishes still pressed to the chair's fabric.

"Oh! Mister Parker, I'm so sorry," she said, lowering herself back downward and pulling the buds from her ears, first one, then the other. As she snatched up her phone to pretend to look for the time she asked, "What time is it? Did I fall asleep? I fell asleep!"

"Sorry, didn't realize you'd be . . . . '" he began but trailed off. "I just wanted to tell you that the spa said it had an opening, so I booked one for you, too. If you want, of course. Up to you."

She was struggling to retie her bikini top as she spoke, and once she'd managed it, she rose to sit before him. He'd diverted his eyes by now, but as Bella manipulated her massive orbs to better fit them within the tiny top, she was pretty sure Simon could see the movements out of the corners of his eyes.

"That would be wonderful, Mister Parker, thank you," she answered about the massages. "I've only ever had one once. I enjoyed it immensely. Immensely, I like that word."

She giggled lightly, asked if he needed her to do anything for him, and when he headed back inside to shower, Bella smiled with a bit of joy in how that encounter had gone.



"I ordered some room service," Bella told Simon when he'd exited from the bathroom. She had donned one of the hotel's long robes by now, hiding but still emphasizing her curves in front and back. A moment later, there was a knock at the door. "Must be them."

Bella let the two masseuses inside, giving them her name and Simons; they seemed a bit confused, which she couldn't understand because she didn't realize they were expecting Mister and Missus Trent. She led them into the room and showed them where to set up, learning that Maria had been assigned to service Mister Trent and Zoe Mrs. Trent.

"That'll be fine," Bella said with a smile to her masseuse that had just a hint more delight in it than one might have expected. Zoe was a tall, shapely, long legged, fair skinned redhead with deep green eyes, just the kind of woman Bella would seek out for sexual gratification if she herself wasn't on the clock toward causing the same in the man standing just feet away. She looked to Simon and asked about Maria, "Is that fine with you, Mister Parker."

That last reference resulted in an explanation of the misunderstanding about names and the relationship between Bella and Simon. During that, the two masseuses were lighting aromatherapy candles and preparing warm towels and other such tools of the trade. Finally, the two women were prepared and they asked their patrons to lay face down on the tables.

Bella had had a plan in mind since the moment Simon had first talked about massages here in the room. She walked in between the two tables, turned her back to Simon, dropped her robe to reveal her now fully nude body to him from the backside, and laid down onto the table, placing her face into the donut hole.

The two masseuses looked at one another with a bit of surprise, wondering about the relationship between the business associates. But neither said a word; it wasn't their place to make assumptions, let alone speak of them. Instead, Zoe went immediately to work on Bella's beautiful body, causing the Executive Assistant to purr in delight, murmuring, "Isn't this wonderful, Mister Parker?"

 

[saedo]

After narrowly avoiding a full frontal encounter with his topless assistant, Simon was feeling all the more need for some stress relief. Bella seemed to think it was all a big joke. Kids these days.

Simon showered off the smell of three hours in the afternoon heat. He dressed in a loose polo and shorts. No point in getting dressed up when he'd be taking half of the it off for the massage.

Bella appeared to have the same idea. She'd wrapped herself up in one the hotel robes when he exited the bathroom. He had a suspicion that she hadn't bothered changing out of her swimsuit. But by his logic, what would be the point of putting on more clothes only to take them off again.

"Time for a little pampering and stress relief," Simon declared.

~~~~~
Unfortunately, his pronouncement proved less than accurate. At least, for Simon. Bella seemed to find the situation amusing. Or at least his reaction to it.

Things started off well enough. Upon entering the spa, they were greeted and offered some cool herbal concoction that tasted faintly of cucumber. Flute music floated down from the background speakers. All very soothing.

But when the receptionist took them back for their appointment, she opened a door. It was lightly adorned with an East Asian theme and included some scented candles for ambience. The temperature was substantially warmer than the hallway. But what grabbed his attention was the presence of two massage tables. Only then did he realize what they'd been booked for: a couple's massage.

In retrospect, it made sense. They had them in the computer system as Mr. and Mrs. Trent. Mark had bringing his wife to this conference for several years. Apparently he and his wife got massages together, so the hotel spa thought this was just the usual treatment for the Trents.

But now felt a little bit late in the process to start explaining "actually, I'm not Mr. Trent". Moreover, the receptionist struck him as a bit of ditz; throwing a complication into the works might just jam her mental gears. He didn't really want to cause a disruption. Was it really that big a deal to get a back rub in the same room as somebody else getting a back rub?

Then the receptionist threw him for another loop. "Just take off all your clothes. You can cover yourself with those towels and then use . Your masseuses will be in shortly."

Simon gaped a moment. "All our clothes?" he repeated.

"Yes, for the full body massage," the receptionist replied. She seemed completely oblivious to the note of concern in Simon's response, further confirming his appraisal of her dizziness.

Simon hadn't realized it'd be a full body massage. He was expecting just a professional back rub. But once again, he'd apparently mistaken what he was in for. That would explain the warmth of the room, for example.

Perhaps in that moment, he could have raised an objection. But having already yielded on the "Mr. Trent" issue, he felt a little hesitant to make waves now.

Any hope that Bella might save him the trouble we're quickly dashed. She slipped off the robe, revealing a somewhat revealing bikini. She turned her back to him and reached to unfasten the upper half. Apparently the prospect of disrobing in front of him did not faze her in the slightest.

Simon was momentarily distracted as he realized that even from behind, he could see a bit of Bella's side boob. By the time prudence averted his gaze, he realized that the receptionist had departed the room. So now his choice was either to go with the flow, or run after the the receptionist. The latter seemed unmanly and embarrassing, so he did his best to disrobe while awkwardly shielding the process from his assistant.

Fortunately, the masseuses arrived before he had to meet Bella's gaze. (He had a hunch she was enjoying his discomfort.) Maria was a blonde with a faint tan and a faint accent that she subsequently revealed as being Brazilian. Zoe was a tall redhead with milk-white skin. Both moved with trained professionalism and soon had them both face down on their respective tables.

After that point, Simon just swallowed his discomfort and did as Maria wanted. She proved to be stronger than she looked. When she dug her fingers into his flesh, she reached muscles he didn't know he had.

He did his best to ignore the grunts and moans from Bella as she hit worked over a few feet away. Still, he was not beyond temptation. He glanced over a few times to see her upper body glistening with oil and her gorgeous boobs pillowing out beneath her. Later in the process, he saw her upper body draped in a towel, leaving her naked buttocks free and clear, along with the rest of her spectacular legs. But he forced his gaze away before she could spot him looking each time.

But things really went off the rails at the end. Maria started at his head and worked her way down, flipping him over midway through to do his front. (He closed his eyes at that point lest he look over and see Bella's magnificent mounds in a similar posture.) The blonde then shifted his towel to just barely cover his groin and began to work his legs starting from the feet.

Simon mostly enjoyed the process, but found himself enjoying it too much as she moved above the knee. The feel of oil-slick fingers midway up his inner thigh proved too much for him. He felt his cock begin to stir despite his best mental efforts.

"Meu Deus!" whispered Maria sharply a few moments later.

"Sorry," Simon murmured sheepishly.

The masseuse recovered her professional poise. "No, no, senhor. It is quite natural reaction. Happen all the time. It just surprise me." She paused, a blush creeping onto her cheeks. "É muito grande, senhor," she whispered.

Then, as if things couldn't get more awkward for Simon, his masseuse then asked more clearly. "Would you like me to give special finish?"

Simon cringed. Not only was he covered in warm oil and naked but for a towel. Not only was his beautiful, half-his-age assistant lying within arm's reach also covered in war oil and naked. Not only was his thick cock swelling into massive erection the entire room would soon his assistant would be able to see. But now his massuese was obliquely offering to jack him off in front of his assistant.

Simon opened his eyes to face Maria. But then things got even worse. Maria wasn't looking at him. She was looking at Bella. Because she wasn't asking Simon if he wanted a "special massage". She was asking "Mrs. Trent" whether she should give that to "Mr. Trent".

 

[BellaMiles]

(OOC: For our readers, we have changed the location to the hotel's spa, as opposed to Simon's room, and I made one slight change in who was explaining the massage to Simon. I don't think ya'll will mind.)

Bella didn't have to fake enjoying the massage as Zoe was very good at what she was doing. She could have tamped down on her vocal verifications of the massage's pleasure, but then she'd told Simon that this was her first time enjoying one; it made sense that she would be amazed and, therefore, verbally appreciative of the professional's skills.

What delighted her the most, though, was when Simon -- whose table hadn't been ready, delaying the start of his own massage -- responded to Maria's request to undress with a gasped, "All our clothes?"

"Yes, for the full body massage," Maria answered.

Bella wanted to see her boss's reaction to the instructions. She dropped her arm farthest from him over edge of the table and lifted up, then adjusted the dinner plate sized mirror mounted on an adjustable arm. Now, with a bit of further adjustment, Bella got a good, albeit awkwardly positioned look at Simon through her donut hole face opening just as he reluctantly dropped both his rob and underwear.

Simon Parker looked good. Bella had seen her share of men his age naked, of course; two years of serving mostly older patrons, added to the fact that most of her recreational lovers had been at least 15 years her senior, had resulted in her laying eyes on the naked forms of many a men who had passed their prime, physically.

Ironically, considered how much work she put into preserving her own physical state and considering that her job relied on her doing so, Bella had never been the type of woman who decided who she was going to find interesting or find in her bed simply by their body. Oh, she loved a well sculpted man just as much as men loved her dramatic, top heavy, hour glass figure. But a lover with body builder's shape but no heart and soul did not happiness make.

Simon could use some time in the gym Bella could see, presuming he had any interest in such things. In her lengthy conversations with his partner in preparation for this assignment, Bella had learned that Simon had once been in top physical shape; Mark Trent had expressed his belief that Simon's slip from the top of his game was, in part, due to the ravages that age took on a person, whether male or female.

With the love and concern of a long time friend, Mark had quipped that Simon's slow decline in his career had come in direct proportion to his proportions. Mark hadn't meant it to sound mean, of course; he wouldn't have hired Bella for the price she charged if all he'd wanted was for Simon to lose weight. Mark would have hired a nutritionist instead.

Still, as the man quickly ascended the massage table and laid face down to hide his rather impressive penis, Bella was already contemplating a new phase in her position as Simon Parker's Executive Assistant. She'd been hired on for an indefinite period, something about which she and Simon had talked during their dinner the night before. When they were done here and he returned to the home office, Bella would be taking a week off to take care of some personal business at home -- in truth, she had a German client who was taking her to Switzerland to ski and fuck -- after which she would fly with him to his next sales and presentation assignment in the Mediterranean, though that could change at a moment's notice, Mark had said.

Bella had already considered and now -- after seeing him naked and carrying a few extra pounds -- that in addition to using intimacy and sex to bring Simon out of his shell, she would encourage him to improve his mental state by improving his physical one as well. Nothing made a man like Simon Parker feel better about himself than looking at his naked body in a full length mirror, thinking to himself I'm looking good, better, solid, a manly man, and then strolling out into the bedroom to fuck all night long with a beautiful woman who told him those very same things about him.

Bella tilted the mirror back down, not wanting Simon to know she'd been checking him out, and returned to verbally enjoying her massage. She didn't know whether or not he was checking her out, and she resisted looking for some time. But twice she did lift her head to peek his direction, and each time it seemed as though he was returning his head to an I'm not ogling! position in the donut hole. Bella only returned her face to the round mat and smiled.

Things began to get seriously interesting, though, when Maria turned Simon over to his back. Bella was well aware of the intense sexual pleasure such a deep, comforting, and intimate massage like this caused. And while she herself could hide her physical reaction to such pleasures, a man rarely could.

By now, Bella was on her back, with a small towel over her bosom and another over her groin as Zoe worked intensely on her toes, ankles, and calves. She had her eyes closed, but after giving Simon a moment to get comfortable on his own back, she tilted her head slightly and peeked his way.

Oh my dear Lord, she thought to herself as she caught sight of the tent being erected over her boss's groin. Bella knew that Simon was very well endowed down yonder, of course; he'd tented like this on two occasions during those first sleepless hours of them being in bed last night, possibly while having some interesting dreams about his new EA maybe?

But to see him so clearly lifting the towel up over his groin under the soft lighting of the spa was, well, somewhat of a joy for Bella. She added his cock size to the pluses column of how she was going to complete her job: getting Simon in physical shape and showing him that he was in fact attractive to women -- to her and to others -- was only made easier if he wasn't self conscious about having a three inch long dick.

Maria's whispered appreciation of Oh My God in her native tongue as Simon's cock swelled slowly toward full stiffness very nearly made Bella giggle. She was conflicted as to whether her boss would find that funny or humiliating, so she simply held it in.

When the masseuse followed up by remarking that Simon's manhood was too big, though, Bella responded, again, using one of her many known languages, "Não é o tamanho do barco que é importante, Maria. É se você sabe ou não como velejá-lo nas águas escolhidas."

Bella saw Simon lean his head her way to meet her eyes. She smiled and because she knew her boss spoke little Portuguese if any at all, she explained, "Maria thinks your penis is too big. I think she said too. She might have said so. My Portuguese is European based, not Brazilian."

She glanced to the masseuse, whose eyes were moving between Bella's face, Simon's face, and Simon's groin. Bella continued, "I told her it is not the size of the boat that is important, but whether or not you know how to sail it in the chosen waters."

The Brazilian miracle worker asked, "Would you like me to give special finish?"

Bella knew what Maria meant, of course. And -- after realizing that her earlier explanation that she and Simon weren't Mister and Missus Trent had not sunk in -- it didn't take a genius to see that the woman was asking Missus Trent if she wanted her husband to get the full, satisfying, relaxing treatment; it would have been inappropriate and unprofessional to offer such a thing to a husband without first clearing it with his wife.

Bella saw Simon visibly cringed as he looked up at Maria, only to realize as Bella had that the question had not been meant for him. Without hesitation, Bella answered, "Yes, my husband desperately needs the special finish. He's so tense, and I think this would be good for him ... and for us ... right, honey?"

She'd directed that last at Simon, of course, but before he could react in anyway, Bella quickly said in a soft voice, "Mister Parker, this will be good for you, I promise, but ... if you would like, I can leave the room."

 

[saedo]

Maria glanced across at Zoe and they shared a look. Couple's massages were always unpredictable. Some couples were rather chaste. Some couples, though, really got off on the mutual massage. It could all get a bit cringe-inducing, but then such couples tended to tip heavily. Maria was prepared to overlook a lot of misbehavior if there was a good tip.

But she'd never found herself facing a pair like this. For one thing, the woman was insanely hot. Maria and Zoe ordinarily didn't have many rivals in the bust department, but Mrs. Trent had more than the both of them combined. She also looked to be in excellent shape, like a swimsuit model or actress or something.

Mr. Trent wasn't too bad himself. A little extra weight around the middle, but she'd had clients of both sexes that couldn't see their feet over their fat bellies. A bit older, mind you, but a handsome face and kind eyes. Maria liked kind eyes.

But then there was his cock. She'd seen hundreds of barely covered genitals in her job, so she was mostly inured to the sight. And more often than not, they got a bit hard during the massage. Hell, she often went a bit higher up on the thigh just to provoke it. Guys with an erection always tipped well, even if they declined the special finish.

But Mr. Trent . . . . The pillar of flesh was mind boggling in size and it was still growing. Could Mrs. Trent even fit this inside? Maybe if it rammed all the way into her womb. That was even assuming that enormous head could fit into her pussy to begin with. So perhaps it wasn't too surprising when Mrs. Trent gave Maria the go-ahead to give Mr. Trent the special finish; maybe the poor wife needed a break.

Maria nodded and moved the towel away. Her heart beat faster as she reached to touch it. It was terrifying to behold. Yet why was her pussy so damp?

Good Lord, her hand didn't even come close to encircling it; the man must be part horse to be so thick. Maria added her left to give her some semblance of control. She began to stroke its incredible length.

~~~~~~
The look of delight in Bella's eyes as she agreed to Maria's offer surprised Simon. Hadn't there been a dozen guys slammed by the #MeToo movement for jacking off in front of young women? Yet Bella was actively inviting such a display?

Should he refuse? Or would that make him look worse? Prudish and a pervert?

Unable to decide, Bella essentially decided for him. The masseuse put both hands around his towering girth and began sliding her oiled grip up and down.

As hand jobs went, it was rather utilitarian. She didn't add any flourishes or vary the pace. Just the same long strokes, over and over. Three pairs of eyes staring at him didn't help, either.

Still, it felt okay enough. There was something inherently arousing about being fondled by someone else. And at least his audience was all young and female. He closed his eyes as the internal pressure built.

~~~~~~
"Almost . . . there," Mr. Trent groaned finally.

Maria almost sighed with relief. Most guys came within seconds of her touching them, but Mr. Trent had serious stamina. God, a massive cock and he could stay hard this long? He must wear his wife out in bed. Maria felt herself both envy and pity Mrs. Trent in the same moment.

With the warning, Maria snatched up one of the small towels. She very nearly caught the first blast, but some of the explosive torrent surged past her. She covered the enormous cockhead as more pulses of cum followed. And more. And more. Apparently Mr. Trent had bottomless balls, too. The towel was half-sodden with cum before he finally groaned and the stiffness in the huge cock started to fade.

 

[BellaMiles]

"Almost . . . there."

After several long and exciting minutes in which his only reaction to the very skilled, very professional hand job had been the increasing rate and sound of his breathing, Simon groaned acknowledgment of just what Maria was doing to him. The masseuse and Missus Trent had been eyeballing each other during that time, the latter looking to ensure that Simon's wife was still okay with what she was doing and the former giving her winks, smiles, and encouraging gestures to ensure she knew all was well.

In the midst of this erotic display, Zoe gave Bella a knowing look, then glanced to the towel covering the true prostitute's own groin, then looked back to Bella's eyes and licked her lips. Bella knew what the second masseuse was suggesting, and while she would have loved to have her pussy eaten, she thought it was better that that not happen here and now. She mouthed to Zoe Maybe another day, to which the masseuse pulled a business card out of her smock and slipped it into Bella's folded clothing.

Suddenly, a change in Maria's previously consistent movements caught Bella's attention, and a couple of seconds later Simon grunted out at the powerful launch of a great glob of cum high into the air. As the masseuse rushed to cover the still twitching cock and reduce the mess it would have otherwise caused, Bella looked to her boss's face for his reaction. The ecstatic pleasure was undeniably obvious in Simon's expression, as as the eruptions in his groin slowed and then stopped, Bella could see the entirety of his body trembling just a bit.

The two Masseuses began speaking to one another rapidly in a mix of Brazilian Portuguese and New World Spanish; each understood the other's native tongue but often spoke in their own because it was simply easier that way. Bella, of course, spoke the latter language fluently and the former well enough, and the general consensus was that their client had impressed the absolute hell out of them.

Zoe had ceased her massage of Bella per the latter's request as they all three watched the display, and now Bella instructed the second masseuse to get a wet cloth and help Maria clean up the incredible mess all about Simon's groin. When Zoe returned from the nearby sink with a wrung out, warm, wet cloth, though, Bella slipped out from under the towels and stood next to her boss.

"Let me do that, Zoe," Bella said, taking the cloth and looking down to Simon, whose eyes were now open and looking up at the bountiful mounds of bared flesh above him. She winked to Simon and -- as she wiped up the trail of cum from his belly to his upper shoulder -- said to Zoe, "I'm used to cleaning up my husband's little fire hose mishaps."

Then, as she ran the cloth up and down in a somewhat intimate fashion, Bella corrected, "Well, little was meant to describe the mishap, not the ... well, you know."

She smiled broadly again, handed the dirty towel off to Zoe, and said with a joyous tone, "I'm in the mood for a soak in the Jacuzzi. What about you ... hubby?"

 

[saedo]

Simon lay on his back, panting quietly. God, how much had he needed that? How long had it been since he'd cum like that? Months?

No, years. But then it'd been that long since someone had touched him like that. Not that it'd been a particularly good hand job; clearly the masseuse was just doing the basics. But even that was enough to release his pent-up need.

He felt a little foolish now. His family and friends had been telling him for a while now that he should think about getting back out there. Tasha had been telling him even longer than that. But he'd waved them all off. "I'm fine on my own. I don't mind being alone."

Simon glanced around the room. He was lying naked on his back, his skin slick and gleaming with massage oils. His fat, flaccid cock was draped halfway up his torso, oozing the last bit of cum. Three pairs of young female eyes were all staring at him with expressions that suggested various mixes of surprise, awe, and lust. Yeah, clearly he was not quite so good on his own if he'd let himself get in a situation like this.

The masseuses began to speak quietly. His conversational Spanish couldn't quite keep up with their rapid-fire interaction, but he gathered that they were both a bit unsettled. Apparently they'd each given the "special finish" to many male clients before, but never seen something like this. Simon got the impression they were impressed, but were of mixed opinion as to whether his "poste enorme" was a blessing or a burden. Not for him, though; rather, their concern was for "Senora Trent".

At that point, "Mrs. Trent" interjected herself into the conversation. Bella spoke in what seemed equally fluent Spanish. The redhead Zoe stepped over to the side of the room that featured a sink and cabinets. She reached into one and retrieved another towel. After soaking it in warm water, she returned.

Bella rose from her table in a smooth motion, swinging her legs down and standing. Simon found himself mesmerized by the sight. After trying to avoid any direct glances at her barely covered nudity, his assistant now stood on full display above him. Her tits were absolutely magnificent. From this vertical angle, he could only see part of her face beyond the incredible mounds.

His gaze tracked down her lean torso, the massage oil causing her skin to gleam and highlighting her abs. Those gave way to a slightly arched mound that was entirely smooth aside from a vertical strip of dense curls. This drew his eyes to her exposed pussy, just visible above the edge of the table. The flesh looked flushed and slightly puffy. The innermost folds looked a vibrant pink and glistened with fluid. Was Bella aroused as well?

His assistant thanked Zoe in Spanish and then reached for the towel. " "Let me do that, Zoe. I'm used to cleaning up my husband's little fire hose mishaps. "

Bella then leaned over and began to wash his cock and torso with the towel. Simon could only stare up at her. He shouldn't be letting her do this, should he? But could he refuse at this point? And what was that look on her face? Amusement? Attraction? This whole situation left him uncertain.

Unfortunately, his libido didn't traffic in such subtleties. The hows and whys didn't matter of the situation didn't matter. A very naked woman was currently touching his cock, so there could only be one response.

~~~
Maria gasped as she saw Mr. Trent's cock began to swell again. The man had just cum like a -- what had Mrs. Trent called it? ah, yes -- fire hose and minutes later he was getting stiff again? But Mrs. Trent merely smiled and kept washing her husband's growing erection. After a moment, she handed the soiled towel to Zoe. Mr. Trent's cock lay clean and gleaming against his belly.

Zoe took the towel and nodded towards the door. Marie shook herself out of her reverie. "Ah . . . yes, we leave you alone now. Give you privacy. No disturb on door." Maria glanced upwards to the clock mounted over the door. "Half hour, okay?" she suggested as she and Zoe backed quietly out of the room.

~~~
Simon watched the two masseuses leave, still stricken with doubt. On the one hand, having two less witnesses to his unrepentant lust was good. On the other hand, his naked assistant was standing over him with a strange smile on her face as she beheld his swelling cock.

"I'm in the mood for a soak in the Jacuzzi. What about you . . . hubby?"

The emphasis she put on that final word made him wince. He swallowed uncomfortably. "Uh, yeah . . . . Look, I'm sorry. I didn't realize it'd be like . . . . " He stopped, not knowing what words to use. " . . . like this," he concluded awkwardly.

He remembered she'd suggested they leave. "I guess we should go back to the room . . . . " Simon trailed off as he glanced down. His stiffening cock now projected from his groin at a mild angle, like a half-raised flagpole. The path back to the room was a four minute walk that included the main lobby. Even covered with a robe, he wasn't sure he could conceal this.

 

[BellaMiles]

As she headed for the door beyond which was the Jacuzzi, Bella looked back as Simon said, "Uh, yeah . . . . Look, I'm sorry. I didn't realize it'd be like . . . . like this."

She only smiled wider, glancing to Simon's cock, which had again swollen somewhat. "You have no reason to apologize, Mister Parker. I was hired, if you remember, to help you get out of what Mister Trent had called your funk. I think we're accomplishing that, and if even for a moment you think that you have offended me in any way, forget it. You haven't. I thought that was wonderful."

She stopped at the door as she opened it, donning a more serious expression as she said, "If there is anyone who should be apologizing, it should be me. It was me who told Maria to proceed, without asking your permission. It was me who ... handled you, again without your permission. I'm hoping that you won't consider that inappropriate ... that possibly I sexually assaulted you. It wasn't meant to be that way. I only thought you would be more comfortable with what happened if I showed you that I was okay with it. Which I am."

"I guess we should go back to the room . . . . " said after Bella had finished.

She laughed, short but loud, then hurried back toward Simon. She clasped his hand in hers and pulled him toward the Jacuzzi Room door. "No way, you can't go down the halls like that!"

Bella peeked downward at the half-hardened erection swinging back and forth before Simon's groin. She released her hold of him as she entered the room, saying, "C'm'on, a good soak will do you good. And I read they have a soft, cleansing moisturizer in the water that will sooth your skin and also remove most of the oil. We'll still have to shower off, but you'll love it."

Whether or not Simon followed her into the room, Bella entered and carefully stepped down into the Jacuzzi, giving out an ahhh as the water begin to envelope her.

She was, of course, still naked, and after she'd taken her seat, her breasts seemed to float upon the surface -- an illusion -- with their swollen nipples and large, round areolas visible despite the roiling water.