Week 1

And So, It Begins

Wednesday morning at work came quickly the next week. As uncomfortable as Allison was with the whole idea of the Assisted Wellness Initiative – or more accurately, assisted masturbation – she was willing to give the whole concept a try. But only just barely... Still, her level of uncomfortableness was hard to understate, and she was not really looking forward to it.

The fifteen-minute reminder for her 10:30 appointment popped up on her monitor, and Allison’s gut turned to cement. Sure, she’d seen most of the women she worked with naked, masturbating and/or having sex in the bathroom multiple times; and some of them had seen her as well when her stall door randomly popped open, as they tended to do all too often. But there was something wholly more disconcerting about the whole Assisted Wellness Initiative that her company was piloting. Allison breathed deeply, locked her desktop, and began moving towards the bathroom for the preparatory enema she was required to receive before her session began; and tried not to think about the whole thing too much.

She had done as instructed though. Allision hadn’t masturbated at all so far today. Normally by 10:00 in the morning, she would have gotten herself off with her hands or toys at least three times; sometimes four. Keith had woken her up as he normally did on weekdays. She had slowly woken up moaning as his thick cock gently slid in and out of her ass. Seeing that she was finally awake, he had rolled her over onto her back, placed her ankles on his shoulders, and given her a proper butt fucking while kissing her deeply until he finally dumped his load down her talented throat. Thankfully, that was allowed! If the conditions of the pilot included abstinence, most of the employees would have quit already!

After her morning fuck session, Allison normally fingered or dildoed her holes to a few more orgasms during her morning shower, or maybe even fisted herself if she was really horny. But that was an almost uncomfortable stretch for her. A penetration of that size normally took some working up towards. And that was time she didn’t have most mornings. She would then usually plow her ass with her favorite dildo first thing after getting to work and getting a cup of coffee. Around midmorning, she would head to the bathroom again for another masturbation session. But she hadn’t done any of that today, and she was fucking horny. So! Fucking! Horny! She could almost feel her pussy juices leaking out of her sopping panties and dripping down her inner thighs.

Upon entering the bathroom, Allison was greeted with the incredibly odd sight of a dozen or so fully dressed women waiting patiently for their enemas. She hadn’t seen this much unruffled clothing or this little skin in a bathroom for almost a decade! A few more women came in after her. Everyone was engaging in polite, yet obviously uncomfortable small talk. It was apparent that everyone had some deep reservations about this whole thing.

“G’morning, ladies,” announced a cute brunette woman with a noticeable Southern drawl. The young woman looked to be in her mid-20s and was dressed in comfortable looking medical scrubs. The slightly baggy clothing made it hard to discern her exact body shape, but she looked to be fit, sturdy, with medium breasts; maybe a C-cup. “M’name is Jessi. I’ll be y’all’s first therapist this morning for your enemas. Then I’ll turn y’all over to my coworkers four your first Assisted Wellness Sessions,” she announced enthusiastically in her cute, singsong Southern accent. “I’m sure y’all are just giddy to get started! So, if you will pass these around,” she said without pausing and began handing out objects from a plastic bin she carried. “Please pass these to the back.”

A few seconds later, the short, buxom Filipina woman in front of Allison – whom she recognized as Malaya, one of her best account managers – turned around and placed a medium-sized enema dildo nozzle in Allison’s hands. The attractive Filipina woman blushed deeply before turning back around to receive another enema tool. Allison looked at the object as she turned to pass it to the equally embarrassed looking skinny blonde woman behind her; she was Amy from IT. The whole thing looked to be modeled after a relatively small 6” penis; maybe 1.5” wide. That would have been an average size before the anti-aging therapies changed everything but was pretty small by modern comparison. The tool was covered in small holes and felt hollow. Towards the bottom, it had a thicker raised ring before a tapered section just above a flared base. A woman’s sphincter was obviously designed to be comfortably locked in place. On the base were two ports: an inlet to connect to a hose, and an outlet to drain into a toilet. The tool was designed for quick, efficient bowel flushing.

Turning back around, the Filipina handed her another tool, which she passed backwards again; and then another; and another. After four dildo nozzles, the blonde woman kept one in her hand, and Allison held hers up to Malaya as she turned around again. She saw that Allison already had one, smiled, and turned back to the front; clutching the smallish enema dildo that was now hers nervously.

A few moments later, “Alright,” Jessi said to the dead silent room. “Now that everyone has a small-sized nozzle, y’all can find an empty stall and do your business. I’m sure by now everyone has noticed the enema attachments that were installed in every stall over the weekend. I’m sure you know how they work,” she added while waving a dildo in front of her, “But feel free to ask me any questions if y’all have ‘em!” she added.

All the women wordlessly shuffled into the stalls. Once inside, Allison unzipped and removed her conservative knee length business skirt, removed her panties, and hung both on the back of the stall door. Sitting down, she easily found the rubber enema hose and connected it to the attachment. She squeezed a handful of lubricant from the dispenser located next to the toilet paper, smeared the entire dildo with it, and leaned backwards. Allison breathed deeply, placed her feet on either side of the stall door and reached underneath her bottom and lined up the enema nozzle with her nether hole. Although, as soaking wet as her cunt was, she probably hadn’t even needed lubrication. She probably could have thrust the tool into her dripping snatch a few times and then effortlessly buried it into her asshole if she’d wanted to. Despite herself, she moaned slightly as the smallish nozzle slipped past her neglected sphincter until the confused ring of muscle settled into the tapered section above the dildo’s base. She felt embarrassed for a second. But only long enough to hear soft moans and louder gasps echoed throughout the bathroom from other stalls.

Reaching behind her she turned on the flow of water, and immediately gasped out loud as cold tap water filled her bowels. Now the reason for the loud gasps Allison had been hearing made more sense. She resisted the urge to turn the tap off until she acclimated more. The cold water was making her already excitedly nipples rock hard. Heavily padded bras were out of fashion at the moment, so her stiff nubs became easily noticeable against her thin silk shirt.

Slowly, she felt her colon fill with cold water before the preset pressure regulator in the nozzle started allowing water to escape into the toilet. The loud noise of a stream of water spraying into the toilet was almost like a gunshot in the mostly quiet bathroom. But Allison could hear multiple streams now and knew that all the women were going through the embarrassing enemas just as she was. This helped her embarrassment, but only slightly. Absent-mindedly, she began softly pinching her nipples through her shirt and bra.

After maybe five minutes of gentle but shockingly cold flushing, Jessi announced, “Y’all did great for your first time! Y’all can turn off the water, unplug yourselves, and finish draining. Then, I’ll take you over to the Assisted Wellness Area.”

Allison did so. After wiping down the dildo nozzle with toilet paper, she stood up, flushed, redressed herself, and exited the stall. Embarrassingly, Jessi was waiting with an empty bin to collect all the used nozzles. Each woman blushed as she deposited the hunk of latex that had been in each’s most intimate hole in front of everyone. Allison briefly noticed that all the women had completely redressed themselves before having exited their stalls too. Also, every woman who wasn’t wearing a jacket had rock-hard nipples that were clearly visible.

“Excellent,” Jessi said at last. “Now, if y’all will follow me,” she added as she turned and walked out the back door to the bathroom with twenty or so businesswomen silently trailing behind her. They walked through a cordoned off section of hallway and into what used to be half a dozen connected conference rooms. All the configurable walls had been retracted to make one large, long room. Along the left side were curtained off individual areas like a makeshift hospital. The curtains were white and thick enough that you couldn’t see anything through except for shadows if the lighting was just right. They extended from sliding tracks in the ceiling to about 6” off the floor. Each area was numbered 1 through 20. Along the other side, the chairs that had been in the conference rooms were lined up against the wall. The room was filled with lots of moaning and wet squishing sounds. Every few seconds, an unseen woman would cry out in orgasm, or scream out, “Fuck!” or “More! More! More!” or “Fuck me!” or “Oh, God! Harder!” or something similar. Mostly not as loudly as what would normally be expected, but a few were at the top of their lungs.

“The previous group is just now finishing up,” Jessi continued. Picking up a tablet from a nearby empty seat, “I’ll read off your assigned Assisted Wellness Therapist number. Just head over to the numbered section, take a seat, and wait your turn. You’ll keep the same Assisted Wellness Therapist assignment for all your future Assisted Wellness Session from now on. This will allow your therapist to tailor your sessions to you individually over time,” explained the cute brunette therapist.

“Amber Therman, #1. Miko Goldstein, #2. Susie Baldwin, #3.”

“Oh, Susie is out sick today,” a blonde woman said. “Her anniversary was last night. She and her husband wanted to try that new Ever Hard Extra, and he’s… he’s a little big…” she added unnecessarily before quieting down in embarrassment.

“Ah. Well, that’s okay. We call that, ‘Anal Fever’ in medical terminology,” Jessi replied, and made a note on her tablet before continuing. “Morgan Smith, #4. Krissie James, #5” and on she went. As each woman’s name was called off, they moved to an empty chair across from their assigned section and sat down patiently. Everyone’s uncomfortableness was palatable, and no one spoke. “Malaya Ramos, #19. And finally, Allison O’Connor, #20,” Jessi said at last. Allison obediently moved to her assignment and nervously sat down to wait patiently.

Some of the curtained off sections were starting to open up. Out of each one a disheveled woman – most of whom Allison recognized – exited and gingerly walked towards the exit. Each seemed to be in a slight, post-orgasmic daze. Afterwards, Assisted Wellness Therapists were introducing themselves to Allison’s colleagues, shaking their hands before politely leading them back behind the curtains before closing them.

Behind section #20, Allison heard a soft female voice, “Your time is almost up, but I know you’re close. Would you like one more before you go? I’m pretty sure you have another good one in there.”

“Oui...” came a barely audible response after a noticeable pause. Even without the French word and the very noticeable accent, Allison knew Yvonne when she heard her.

“Okay, let me know if I get a little rough, but we’re almost out of time,” came a reply from a woman Allison assumed was Yvonne’s – and soon to be her – Assisted Wellness Therapist. The wet squishing sounds that were obviously coming from behind the curtain increased in speed noticeably.

After a minute or so of relative quietness, Allison heard a no longer so quiet, “Oui... Mon dieu oui! Oui... Oui!”

“There we go. You’re so close. Can you give me one more good one? A nice and hard cum for me?” encouraged the unknown therapist.

Glancing around her, most of the women waiting in chairs had already disappeared behind reclosed curtains. By now, it was just Allison and Malaya sitting next to each other. The only other person was Jessi. She was down at the other end of the room filling out paperwork on her tablet and talking to the therapist from curtain 3; who now had nothing better to do for the next half hour.

“Oui... Oui... Ooooooooui!” came an almost normally volumed cry from behind curtain #20.

“There we go! This sounds like a good one! Let’s see how long we can keep this going, shall we?” said the unseen therapist excitedly as Yvonne’s moans and cries of pleasure only got louder, and the wet squishing sounds became even more pronounced.

“Oui! Oui!”

“That’s a good girl! Just let it keep going!”

Beside Allison, section #19 had opened and Bridgette from outside sales exited slowly, her high heels held in her right hand and her blonde hair completely messed up. When she saw Malaya and Allison watching her. Embarrassed, she looked at the floor and made her way to the exit. “I’m thankful you enjoyed yourself, Bridgette. I’m glad we had a chance to meet, and I’ll see you next week,” her therapist said.

Turning towards the Filipina, “Malaya, is it?” the Assisted Wellness Therapist asked, holding out her hand to the buxom, brown-skinned woman. “I’m Bernadette. I’ll be your therapist,” she said introducing herself. The muscular raven-haired therapist had to have been nearly 6’1” and towered over the curvy yet diminutive 5’2” islander. She looked to be maybe in her mid-30s and radiated an aura of stern no-nonsense. She was obviously Caucasian, but with a darker skin and facial features that indicated mixed ancestry; probably Middle Eastern. The therapist’s medium-sized, maybe 36C-cup breasts were dwarfed by her patient’s 32F breasts, which were proudly and prominently displayed by the front-laced, black leather bustier corset top she wore under her unbuttoned gray jacket. The garment pushed her already considerable assets high up on her chest, causing them to swell out provocatively – like they were mere seconds away from busting out. The sides of the bustier didn’t quite meet at the top and an inch or so of mouthwatering cleavage – both top and bottom – was clearly visible. Her look was completed by matching grey skirt that came down to her mid-thighs, black stockings and matching high heels. Allison couldn’t help but notice the glint in Bernadette’s eyes as they scanned her new patient up and down. It almost looked like... hunger? Malaya was dressed a little more provocatively than Allison herself. Which made sense because the younger woman was in her late 20’s, single, and needed to ‘display the goods’. But her clothing was still well within company guidelines.

Allison was dressed in a semi-translucent cream-colored blouse with deep red bra underneath. The bra was quite thin – as was the current style – and her semi-hard nipples were easy to see. The bra molded her 34DD mammaries perfectly into some slightly visible cleavage. Below, she wore a matching deep red skirt that came down to just above her knees, cream stockings to match her blouse, and red high heels to match her skirt and bra.

“Please, come on in and let’s get you set up,” Bernadette continued as she ushered her charge inside and closed the curtain. “Let me help you out of your skirt and panties. We’ll just hang those up. Why don’t we hang up your jacket too? There we go.”

Allison could hear Malay’s soft voice, but her words were indiscernible.

“No, you can keep your stocking and heels on, if you’d like. Now if you’ll just hop up on the treatment table. There we go. Feet and knees in the stirrups. Perfect! Now, let’s get your bottom lubed up a little before I get to work on it. Would you like just basic lubricant, self-warming, or any particular flavor?”

“Just normal lube, please,” Allison heard Malaya respond uncomfortably, audibly this time.

Behind curtain #20, Allison could hear the therapist speaking to Yvonne, “That was very good for your first session. Do you need help with your clothes? You look a little wobbly. Here, let me assist.”

Allison breathed deeply and tried to calm the butterflies in her stomach. It would be her turn any second now. Glancing down towards the other end of the room, the unoccupied #3 therapist was standing very close to Jessi and speaking to her softly and gesturing towards her open curtain. Jessi occasionally shook her head ‘no’ as she continued to work on her tablet. After several seconds, she finally shook her head ‘yes’, tossed her tablet into an open chair, and turned towards the open curtain. As the pair turned and disappeared behind the curtain, Allison saw that the #3 therapist’s left hand was down the back of Jessi’s scrub pants and moving in a very distinct manner. Allison recognized immediately that the therapist was fisting Jessi nether hole, and probably had been for some time while she had been filling out paperwork.

A soft moan from behind the curtain of section #19 caught Allison’s attention. Bernadette commented, “You’re opening up quickly. I can tell you get a lot of traffic back here!”

“I… I do,” Malaya replied barely loud enough to hear, and let out another soft moan.

“Alright, Malaya. Push out a little while I tuck my thumb and… whoops! That went in really easily! All the way to the wrist this early in the session? I’ll have to start you off with something appropriately sized. Doesn’t that sound like fun?” continued the hidden therapist.

The buxom Filipina made no audible reply, nor any protest to the suggestion. Seconds later, soft squishing noises that Allison could easily identify as a loosening asshole being expertly fisted began coming out from behind the curtain. This lasted a few seconds before a slightly louder squishing noise of a hand being yanked out of a protesting sphincter came out from behind the curtain. This was followed by Malaya’s somewhat louder groan. That process then began to repeat. “That’s a good girl! My open hand seems almost too easy for you,” Bernadette commented. “Let’s try a closed fist?” The squishing sounds were joined by a soft popping sound that Allison recognized as a closed fist exiting a still tight sphincter. Malaya’s moans got a loader still as the frequency of the pops increased. She had no time to think about this as the #20 curtain opened at last. A very disheveled, shaken and quite satisfied looking Yvonne stumbled out.

“Thank you, Georgina,” the sexy ebony woman said breathlessly. “Next week then?”

“Until next week, yes. Have a glorious rest of the day!” the therapist replied.

Noticing that Allison was next in line, Yvonne added, “She’s good, Allison. She’s very good,” before turning and slowly, carefully walking away.

Turning her attention to the redhead, the therapist extended her hand to Allison. “Hi! I’m Georgina! I’ll be your Assisted Wellness Therapist!” the bubbly blond woman said excitedly as she took Allison’s hand and shook it energetically. She looked to be in her early 30’s. Despite her baggy scrubs, it was obvious that the therapist had impressive breasts – somewhere in the G-cup or maybe even H-cup range – and killer curves in all the right places. Her scrub top was stretched slightly across her bosom just tight enough for Allison to see the outline of what looked to be thick barbell piercings through what were likely equally thick nipples by the outlines the large nubs made against her scrubs. Despite her trim waist, her scrub bottoms struggled to contain her wide hips. “Sorry for going over time, but I knew Yvonne had one more good orgasm in her that just needed to be let out; and Momma didn’t raise me to leave a job half done!” she added with an infectious smile. Her full face, bright blue eyes, and wide smile were warm and inviting.

Allison found herself warming to the young blonde immediately. “No problem! She has a stressful job and probably deserved a little special treatment,” she replied, smiling unconsciously. She could feel her discomfort lessening noticeable at the blonde’s friendly demeanor.

“Oh! Most definitely!” Georgina replied. “Now, let’s get you inside and give you some special treatment of your own!” she said, nearly pulling Allison behind the curtain and closing it tightly. “Please disrobe below the waist and hop up on the table. You can take off your blouse and bra if you’d like. But that’s optional. The nipples are an amazing erogenous zone after all and I’ll be paying some attention to them,” she said politely, and she moved around and arranged some supplies in several bins and totes along a metal table at the back wall of the section. She placed a comfortable looking fluffy towel on the therapy table along the right side of the section and patted it invitingly as Allison quickly disrobed. The pair of bins the therapist was working around read, “SIZE SET 1 (NORMAL)” and “SIZE SET 2 (NORMAL)”. There were more unopened bins under the table. Allison couldn’t see most of their labels, but one that was on topo she could read said, “SIZE SET 5 (MEDIUM)”. Ominous…

The therapy table looked like a kind of massage table mixed with a gynecological chair that she was familiar with from her regular visits to her family doctor’s office. Dr. Kerri Schmidt had been her family doctor for over a decade. She was a resident physician at Central City Women’s Clinic specializing in genecology and proctology. As each of Allison’s daughters had turned 18, they had become Dr. Kerri’s patients as well. Normally, most women had a gynecological and proctological checkup every six months. But with Courtney still at the age where young women started having significant anal sex, Dr. Kerri wanted to see her every other month. And since Allison was going to be there with her daughter anyway, the good doctor went ahead and scheduled appointments for her too at the same time.

Allison was to lay face up on the table and place her lower legs in comfortable looking stirrups. The stirrups were set up to only spread her legs maybe 30-degrees and lift them about a foot or so up from the plane of her torso, keeping her knees comfortably bent. Basically, just enough for the therapist to have unfettered access to her lower holes. The headrest was raised up just enough for her to be able to comfortably look down between her breasts to see what was going on. Allison gingerly laid down and got comfortable as Georgina finished up her prep work. She wasn’t quite comfortable enough with the whole situation to get completely undressed, so she just unbuttoned her blouse enough to give the blonde therapist easier access to her breasts as requested.

All in all, the massage table was considerably more comfortable and less invasive than the gynecological chairs she was used to at the clinic. Dr. Kerri’s chairs kept her patients immobile with multiple thick straps and their legs were opened significantly wider. Allison was glad her Assisted Wellness Session was only half an hour instead of the normal two-hour appointments at the clinic. There were several handholds on the sides and bottom of the table that looked like pullouts. Probably for extra equipment storage or something. To be honest, the table didn’t look all that intimidating. In fact, it looked considerably over-engineered and unnecessarily sturdy for such a simple position Allison was being asked to assume.

On the other side of the curtain dividing section #19 from section #20, Allison heard Malaya emit a soft moan of discomfort. Her raven-haired therapist softly asked, “Is it too big to start out with? I felt like it went in pretty easily. I saw in your file that you are currently single and assumed your sphincter was a little looser than most women whore are in a relationship; and my closed fist slipped in easily enough before.”

“No,” replied the busty Filipina softly, “It’s fine. It just caught me off guard. The guy I’ve been dating recently still enjoys fisting my ass a few times a week. I think he just likes watching me squirm, I guess.”

“Oh, well this won’t do at all then,” the therapist replied. “Let’s get you something more appropriately sized. And let’s loosen your top a bit so I can access more of you erogenous zones.”

Glancing sideways, Allison could see the outline of the Bernadette and Malaya against the curtain from the overhead light that was positioned somewhat behind them over section #18 or so. Being basically in the corner up against the conference room’s wall, it was kind of dark in section #20. So, the shadows in the adjacent section were fairly distinct. A shadowy Bernadette stood next to a Malaya, who was reclining on the massage table. The therapist was helping Malaya unlace her bustier with her left hand, while her right hand looked to be between the Filipina’s legs, moving what was likely a dildo up the Filipina’s asshole back and forth. No sooner did the leather garment loosen up, gravity quickly pulled the now freed tits downwards from where they had been pushed high up on her chest by the bustier corset. The therapist then grabbed ahold of a freed nipple with her left hand and pulled it upwards, turning the shadow of Malaya’s nearest tit into a cone shape, and causing another soft moan to escape the woman’s mouth.

“We’ll just skip this one then,” the raven-haired therapist said. Allison could see her right hand move backwards, and the shadow of a sizable dildo quickly emerged as she set it aside. A few seconds later, “How about this one?” she asked, holding up a slightly thicker dildo from a nearby tray.

Malaya’s shadow shook her head negatively.

“Hold on a second. I’ll need to get a larger set from the table,” Bernadette stated as she rolled her tray to the back wall and started rummaging around in her bins. She returned a few seconds later and held up an even larger one, “This one about the size of your boyfriend’s hand?”

The shadow nodded affirmatively after a few seconds.

“Okay then!” Bernadette remarked as she set it down and picked up a still larger dildo. It was hard to determine size accurately by shadow alone, but Allison guessed the dildo was nearly 3” wide and possibly 12” or 14” long. “This should be a little larger than you’re used to, but you’ll really enjoy the results,” the therapist instructed as the dildo was moved downwards and began to be pressed into the reclining Filipina; her ass was obviously its target.

Malaya moaned in obvious discomfort.

“Push out. Breath. Breath,” Bernadette instructed. A few seconds later, Malaya jumped on the table and gasped. “There we go! The head slipped in,” she narrated as Allison watched inch after inch of shadowy dildo disappear into Malaya’s butt, as the Filipina moaned louder. “Yup! The 3.1” wide one will be perfect to start off with! I can feel that it has a good level of resistance.”

“Start off with?” Malaya repeated with an obvious note of trepidation in her voice. “This might already be the largest thing I’ve ever had up my butt! Well, maybe not as big as the fist of my boyfriend’s that I had last year. But this is already uncomfortable!” she complained.

“Now, now, you just lay back and relax. I know what I’m doing. I am a professional Assisted Wellness Therapist, after all,” Bernadette said to reassure her curvy charge.

“Now then,” Georgina interrupted, speaking softly. She stepped in front of Allison’s reclining body and partially blocked her view of the next section. “Let’s get you started and leave Bernadette to attend to your coworker in peace,” she said pleasantly. Her right hand found Allison’s dripping cunt and began to run her fingers through her engorged labia and circle around her clit, while her left hand pulled Allison’s silk blouse aside and unbuttoned it completely. Reaching inside to fish around in her bra, the smiling blonde quickly found her stiff nipples and began twisting and pulling on the sensitive nubs.

Allison moaned softly in pleasure, but then caught herself and quieted down.

Georgina smiled knowingly but did not admonish her. She knew that the first few Assisted Wellness Sessions were always the most uncomfortable until women became accustomed to them. She expertly worked the redhead’s erogenous zones for a minute or so until the older woman closed her eyes and began moaning softly and writhing on the table; her hands gripping and pulling at the soft towel.

“Alright, let’s get you lubed up,” the bubbly blonde said finally. “Most women just want normal lubricant for their first session, but I have a wide range of options if you’d like to experiment.”

“Normal lube is fine,” Allison replied.

Georgina smiled warmly as she coated the fingers of her right hand with lube from nearby squirt bottle, and then continued spreading the lube around her hand and up her wrist. The bottle was on a tray with half a dozen others. Allison could only see the labels of a few bottles. One was, “Self-Warming”, while another was, “Heavy Grit #3”, and another was labeled, “Fast Drying”. She couldn’t see the names of the others, but the image of a jalapeno pepper on the last one made her gulp.

“Okay, now push out a little bit,” she coached as two, then three, then four fingers quickly and easily disappeared up the redhead’s shapely backside. The buxom therapist made a knife fist and began rotating her hand 180-degrees back and forth inside Allison’s nether hole to loosen it up the session, while the fingers of her other hand went from one nipple to the other. This caused the older woman to moan uncomfortably. Her own fist, or Yvonne’s infrequently found their way inside her back hole, but certainly not on a daily basis; and Georgina’s inline fingers were stretching her asshole a little wider than Keith’s dick did several times a day.

Georgina could feel a decent resistance in her patient’s sphincter and knew that this was a good place to start. She took another minute or so to make sure that a sufficient amount of lube was transferred from her fingers to inside Allison soon to be sore hole. The redhead closed her eyes and moaned softly. Finally, she pulled out her fingers, wiped the unused lube on her hands across Allison’s slightly gaping sphincter, and then wiped off her hand on a white towel.

Not giving the older women much time to relax, Georgina quietly asked, “Allison? Honey?” breaking the busty manager out of her aroused stupor. “Can you do me a favor? I read in your file that you’re married. Which dildo is closest to your husband’s size?” she asked, motioning down to a small metal tray on rollers next to her hip and giving the readhead’s left nipple and extra hard pinch.

Allison glanced to her side. There was half a dozen flesh colored dildos on the table ranging in size from 1.6” thick and 12” long to 1.9” thick and 13” long. Each was covered in exaggerated veins and had a sturdy handle built into its base. She bit her lip softly as her therapist twisted her nipple extra hard, and breathlessly replied, “About the size of... of the largest one. Maybe a little bit bigger, to be honest.”

“Ooh! He’s a big boy!” commented the busty blonde. “He’s about the size of my boyfriend. I wonder if they’re related,” she added as she teased Allison’s fun bits and rolled the small tray away and moved to the back of the room.

Momentarily unoccupied, Allison focused on the shadows from the adjacent section. Bernadette’s left hand looked to be working over Malaya’s clit while her right was thrusting the large dildo in and out of her bottom. Malaya herself was roughly twisting and pulling her own nipples as she moaned softly.

“Can you give me a good one?” asked Bernadette nicely. “You look so close.”

And with that, the busty Filipina went rigid and cried out in a hard cum. Likely her first of many. It lasted for maybe ten seconds before she collapsed breathlessly back onto the table.

“Good girl!” the large raven-haired therapist congratulated her. “Let’s try a different dildo, shall we?” she said as the shadow of the large dildo was freed and quickly replaced by a still larger one.

Malaya groaned as this new dildo was pressed into her backside.

“I know this one is a bit larger than you’re used to. So, I’m going to need you to push out with your bottom and help me get it in. Just a little more… A little more… There we go!” the therapist said as Malaya cried out briefly. “That’s not too bad now, is it? Now, let’s see how hard your next orgasm is!”

While all this was going on, two women farther down the room cried out in orgasm almost back-to-back. Their screams of ecstasy were quickly joined by a third. The Assisted Wellness Area was becoming very loud.

Perfectly timed, Georgina came back with a tray now filled with a half a dozen new, larger, already lubricated dildos. The smallest of which was about 2.1” in diameter, slightly smaller than Keith’s sizable cock. The largest was a shocking 2.6” in diameter and 14” long! Allison had had male fist in her holes that were considerably larger while she was dating between her marriages, but nothing like that recently. Thankfully, after about a yeah of marriage, Keith eventually grew tired of fisting her asshole every night after he’d deposited his last load of the evening, and her asshole had tightened up considerably because of it.

But female fists? Sure. Yvonne’s and her fists worked out their nether holes somewhat infrequently. But women’s fists were generally smaller than men’s fists – maybe around 2.5” on average. However, a dildo of the same diameter was harder to take than a fist as the entire length was that girth! A woman’s asshole could relax a little around a person’s wrist, but there was no relaxing around a girthy dildo! You just had to take it and accept it!

Seeing her patient’s trepidation at the sizes of the dildos on her tray, Georgina returned to the redhead’s clit and nipples and commented, “Don’t worry. We’re not going to use all of these,” she lied. _In fact, I’ll need another set here in twenty minutes or so, _she added silently. Probably...

After another minute, Allison was relaxed and excited again. “Let’s start with this one,” the blonde suggested as she moved her left hand to her charge’s pussy and her right hand grabbed the smallest dildo and moved it towards Allison’s obviously well used asshole. She briefly admired the orifice. It was a slight vertical slit of a hole that knew regular cocks, dildos and fists. The lips of her sphincter were puffy and a little red from what was most likely a morning fuck session. Just at the mention of being penetrated, the muscular hole looked to be opening up slightly in anticipation.

Lining up the 2.1” wide dildo, Georgina softly whispered, “Now push out.” Allison groaned hungerly as her sphincter quickly opened up and swallowed the dildo with minimal effort. Georgina slowly bottomed the dildo out in Allison’s spacious ass while the fingers of her other hand worked the redhead’s bald cunt. After thrusting it deeply a few times, she removed it without comment, grabbed the pre-lubricated 2.2” thick dildo and began feeding it into Allison’s hungry ass. This one too was swallowed with only a soft groan of discomfort from the reclining woman. After bottoming out and thrusting a dozen times or so, Georgina again replaced this dildo with the pre-lubricated 2.3” wide dildo. This one, Allison finally struggled with. “Push,” Georgina encouraged softly.

Allison groaned as she felt the big toy fill her bottom at last. “That... That’s a little bigger than Keith,” she commented as her therapist worked the dildo deeper and deeper.

“Is it?” Georgina asked.

“But not by much,” Allison replied.

“Well, it’s what your greedy little hole needs this morning. You’ve obviously been neglecting it. I’ll fix it for you,” the bubbly blonde said sweetly, staring down into the older woman’s eyes.

In the adjacent section, Malaya cried out in orgasm yet again. Although, by this point in time, there was almost a continuous drone of at least one or two women cumming violently in the converted conference room. It was getting hard to pick out one woman from another.

Georgina pulled the thick dildo from Allison’s needy ass about halfway out before she thrust it back into the base forcefully. Allison closed her eyes and grunted softly, but then bit her lip to quiet herself as the dildo was extracted and thrust inwards again and again; each thrust harder than the last. After a few dozen thrusts, the dildo in Allison’s ass was starting to make the same wet squishing sound that had filled the room when she had first entered. Things were starting to come into place, Allison thought... before a firestorm exploded in her pussy and she came so hard that she saw stars.

The rest of the room faded away as she was engulfed into her orgasm. This was way more powerful than her normal cums from masturbation. Maybe not as good as her cums from when Keith was plowing her asshole raw, but it was close. She wasn’t sure how long it lasted, or how loudly – and embarrassingly – she had cried out. But when she finally regained her composure, Georgina was beaming down at her with the 2.4” wide dildo already in her hand.

“Welcome back!” she said happily. “That was a good one! You should really enjoy your next one!” she added. “Now, push out again, please.”

“Can’t we just use the other once again,” Allison complained, but did as she was told. “This one kind of hurts...” she added as the bulbous head of the thick tool pressed into her abused rosebud.

“Nonsense! Your bottom has already gotten used to that one. You’ll like this one much better! Trust me,” she commented as the dildo’s head slipped past the busty redhead’s protesting sphincter. “Why don’t you go ahead and play with your nipples a little bit while I get this seated?”

“Okay,” Allison replied meekly. She reached up, fished her tits out of her bra, and began twisting her painfully hard nubs; softly at first, but more aggressively as the dildo sank into her farther and farther. “Ouch...” she said softly once there was only an inch or two left.

Still more women were crying out in ecstasy throughout the room. Few if any of them seemed to be trying to keep their voices down anymore. In the adjacent section, Malaya came again, violently this time. Her orgasm lasted nearly a minute before it finally subsided.

Bernadette’s soft voice could be heard saying, “That was a really good one, Malaya! Your bottom is opening up nicely! It feels like there’s lots of extra room in here now. I think we can skip the next dildo and go straight to the 3.3” wide one. He’s a really big boy! Doesn’t he look fun?”

Malaya didn’t respond with anything more than a whimper.

Allison felt sorry for her underling in the next section. 3.3” was about the largest thing she’d personally ever had up her backside before! And that was Jamal’s fist back when they had briefly dated. Even back in college when it was her turn in her sorority to get passed around their brother fraternity for a weekend, her asshole got stretched out by a lot of fists and dildos, but never quite that wide! Poor Malaya must be really suffering…

Georgina began thrusting the larger dildo back and forth inside Allison’s stretched asshole, distracting her from the other woman’s treatment. “Alright, now just relax and listen to your body,” the blonde therapist advised as she picked up the speed and power of her thrusts, until the usual wet slapping sound was coming from between the redhead’s buttocks once again. Georgina admired the sight of a struggling asshole wrapped around the girth of an almost too thick tool. It was always a thrilling sight! Not for the first time, she smiled to herself knowing that she had chosen the right occupation!

Allison was moaning and twisting her nipples violently as her asshole was brutalized. The pain and pleasure were merging together somewhere between the back of her pussy and the depths of her bowels. She could really get used to this! Between her hearty moans, she looked down between her heaving breasts and watched the busty blond thrust the dildo into her depths again and again and again. Her large tits bounced back and forth underneath her scrub top. She had to have been wearing a very heavy-duty bra for breasts that size to not have been violently flopping back and forth considering the effort the younger woman was putting into **** her charge’s bottom hole.

After several minutes of rough, continuous pounding, Allison came to her next Earth-shattering orgasm. She cried out at the top of her lungs, no longer caring who heard her. Impressively, Georgina kept the brutal pace up all the way through the redhead’s orgasm. She only stopped after Allison finally gave out a last, ecstatic cry and collapsed back down onto the table. The older woman was nearly delirious from pleasure.

Georgina smiled and extracted the dildo. “We’ll just skip the 2.5” toy and go straight to the 2.6” wide one,” she said happily, reaching for the largest toy on the tray. “You should really enjoy this one!”

Allison didn’t even protest. She just groaned weakly as her therapist began working the sizable toy into her already sore bottom. But her rosebud was providing some unexpected resistance. She didn’t even need to be reminded to push out. Her now ravenous anus pushed out on its own accord; practically sucking at the dildo that was just a little too wide to fit in. This was getting to the limits of what she was used to with her and Yvonne’s fists. Despite the unaccustomed size of the 2.5” dildo, the bulbous head of the thick tool eventually slipped past Allison’s protesting sphincter. Allison groaned pitifully as her therapist pushed the dildo deeper and deeper into her toned body.

“Wow! Greedy this morning!” Georgina complimented and began to thrust the dildo back and forth slowly, eliciting yet more groans of discomfort and moans of pleasure for her redheaded charge. The tool’s 14” length was reaching almost uncomfortably deep into her guts now. “You’ll be cumming again in no time!” she added. Sure enough, after several minutes or so of gradually more forceful thrusting, Allison cried out as an orgasm washed over her.

In the adjacent section, Malaya cried out in yet another violent orgasm as well. Allison overheard Bernadette say, “See. I told you that you would enjoy that one. Now you just relax for a minute while I get some larger dildos. Your hole needs something bigger,” she said as she got up and moved to the back wall and started rummaging around through her bins. Allison could see the shadow of the 3.3” wide dildo still lodged half inside Malaya’s bottom.

Allison whined at that. She knew what was in store for her as well.

Georgina overheard her fellow therapist’s comments. Looking up from her work at Allison’s still resisting sphincter. “Don’t you worry none, Allison. Bernadette will take good care of Malaya. After this one, I’ll get you a larger set too. Your bottom is in good hands. Trust me,” she said, smiling sweetly.

For some reason, Allison did trust the busty younger woman. But she still stiffened and cried out loudly when the dildo finally bottomed out in her guts and Georgina started pounding it in and out harder than before.

“I think you need one good cum with this dildo,” the blonde commented as she worked the dildo back and forth. “Ready?”

Allison nodded and managed a weak, “Yes...” between her grunts and moans.

“Good!” Georgina replied happily. “Because we’re only about ten minutes into your half hour Assisted Wellness Session!”

Allison whined softly. Whether it was from trepidation or anticipation, she wasn’t entirely sure.

* * *

It was close to the end of the 10:30 time slot and most of the Assisted Wellness Sessions were over as women swapped out and therapists prepared for the 11:00 group. Really, only two sessions were still ongoing.

“You’re almost there, Allison! Just a little more. Concentrate on your body. Listen to what it needs!” Georgina quietly coached her sweaty and moaning charge. While the blonde therapist sat on a small stool to the side of the therapy table, her left hand was underneath the redhead’s bottom, jackhammering a 2.7” wide, heavily veined dildo into the poor woman’s protesting asshole. Her right had was alternating between deeply fisting the other woman’s absolutely gushing cunt and extracting her fist halfway to thumb her swollen clit. Both the woman’s labia and anus were red and swollen from the unanticipated ****. “And don’t forget the twist those nipples! You obviously get off on that!” she added a little louder.

Allison heard Georgina’s instructions and tried. But the blinding pain in her stretched asshole, and the almost pleasant pain from her abused pussy had her body deeply confused. Glancing between her naked 34DD tits and her hands that were treating her poor nipples rougher than she ever imagined, she could see the outline of the thick dildo underneath her toned abdomen clearly. She was mesmerized by the sight. It was deep inside her bowels. Deep! And despite the pain, she couldn’t get enough of it! “Fuck! I’m want to cum! Please make me cum!” she begged as she looked up and into Georgina’s blue eyes.

The blonde therapist stared back at her without breaking eye contact.

In section #19, Malaya cried out, “Fuck me! Fuck my asshole. Fist my pussy! Fuuuuuuuck…” as she came hard. Really hard!

That was it. Allison came hard! Nearly as hard as Malaya was obviously doing just a few feet away. She cried out in ecstasy. Peering deeply into Georgina’s eyes, Allison orgasm went on and on. She could have laid there for a minute or an eternity. She wasn’t sure. Nor did she really care. This was a good and truly deeply satisfying cum! And the entire while, the busty blonde therapist continued pounding her asshole with brutal **** while she fisted her sopping wet cunt. And finally, Allison’s cum subsided and she relaxed into the comfortable towel on the table.

“I’m a little envious of you there,” Georgina said quietly after a minute or so. She slowly slipped her fist from Allison’s spent cunt and wiped it off on a nearby towel. “That looked amazing!”

“Holy fuck, it was!” Allison confirmed breathlessly. “Thank you, so much!”

“It was my pleasure,” she replied.

A soft moan of what might have been disappointment from the adjacent section caused Allison to glance at the shadows. She was just in time to see the shadow of a dildo slipping out of Malaya’s backside. “You did very well for your first time, Malaya,” Bernadette praised. “A 3.4” wide dildo in your first session is very good for a single woman! I hope you’re not too disappointed that you couldn’t take the 3.5” dildo, but it’s only your first session. We’ll probably work up to that one next week. Your sessions will get much more pleasurable in the future as I open you up, I’m sure.”

“And you did very well for your first time too, Allison,” Georgina said, smiling down towards the older redhead; knowing that they were eavesdropping. She slowly pulled the thick dildo from her backside as she did so.

Allison moaned in what was certainly disappointment as she felt the dildo’s head pop free from her sore anus. “But did you have to use such a large dildo?” she asked earnestly. “2.7” wide is getting into the realm of male fisting, and I don’t do that very much these days to stay tight for Keith.”

“Don’t worry, Allison. Our anuses are actually quite resilient. That’s why we schedule all the Assisted Wellness Sessions in the morning. Your bottom hole will be nice and tight for your husband tonight,” she said as she placed the used dildo back on the tray next to the slightly smaller used dildo, and the three other larger unused ones. Well, mostly… she added silently. “And just think about how much work you’ll get done this afternoon with your appetite sated for the time being, and without being a constant state of arousal!” she added aloud. Moving to the back table, she began cleaning off the used dildos and placing them back in their slots in the “SIZE SET 1 (NORMAL)” and “SIZE SET 2 (NORMAL)” bins. “When you feel able, I can help you get dressed.”

“I guess that is the point of this whole thing,” Allison agreed. Taking a breath, she sat up; and her head immediately started spinning. Hormone overload did that to her sometimes. After a minute or two, she was finally able to stand, clean herself off with the towel, and dress herself. “Thank you for all that,” she said at last. “I was a bit hesitant at these Assisted Wellness Sessions at first. I’ve never had anyone masturbate me quite like that before,” she admitted. “It was… It was good.”

“Thank you! And that’s understandable,” Georgina said with a pleasant smile. “Most of us don’t get to experience that pleasure. Think of assisted masturbation like a massage: rubbing your own face, or neck, or shoulders is okay, but having someone else rub them is amazing! And we’ll know exactly where to start you out next week, so we can get right into the good orgasms straight off!” She added mischievously.

Despite herself, Allison nodded, “You mean, we’ll start off with the 2.7” dildo?” she asked with obvious concern on her face.

“Well probably the 2.5” one to warm you up. And then work up from there,” Georgina said as she laid out clean dildos and towels for her next patient. She had put away the two bins that had produced the dildos which had violated Allison and was pulling dildos out of two new bins labeled “SIZE SET 2 (LIGHT)” and “SIZE SET 3 (LIGHT)”.

“How big do you plan on getting?” Allison asked with no small amount of trepidation, and a bit of curiosity as to what had come out of the bins. The new smallest dildo on the tray was 3.3”. Unlike normal latex dildos which had a noticeably smooth texture, these looked rougher. The blonde therapist’s next patient was in for a workout!

“As big as that hungry little bottom of yours requires,” replied the blonde with a wink, as she went to pull the curtain back.

“Hopefully not as big as Malaya got this morning!” Allison complained. “I know she’s single and all and is used to it, but I’m married, and I don’t think Keith would appreciate a loose bottom at night!”

Georgina smiled reassuringly. She’d had this exact discussion dozens of times over the past couple years that she’d been working as a therapist with Inner Peace Wellness Providers. “Well, I assumed Keith fisted your asshole while you were dating, didn’t he? I know my boyfriend loves to fist mine every night!” she added in fond memory; grinding her hips slightly at the thought. “And you tightened up just fine by the next day that he didn’t complain, right?”

“I mean, I guess so,” Allison admitted as she buttoned up her blouse. “It’s just not what I was expecting!”

“Don’t worry about it too much, Allison,” the busty therapist said even more reassuringly, finally pulling the curtain aside. “I’ve been doing this for years for dozens of women. You’re in good hands. Just leave you bottom’s needs to me.”

Allison gulped hard. Very ominous… she thought.

As she went to leave the curtained off section, she came face to face a cute young petite brunette; maybe in her early-20s. Allison didn’t recognize her at all. She was likely an intern or new hire. She was all of 5’ tall with smallish 32B breasts, long brunette hair that nearly reached her waist, and she had some slight sexy curves to her hips despite her thin build. She wore a short-sleeved, single piece, form fitting, light blue dress. The garment had a high neckline that went around her throat and came down to her knees. It would have been an oddly conservative dress for a young woman to wear, except she obviously had no bra on; and her barbell pierced – and very hard – nipples were threatening to cut through the thin material. She stood next to the waiting chair outside with a frightened, curious, aroused look on her face. Perfectly understandable. “It’s not all that bad,” Allison said to the young woman.

“Not at all!” Georgina replied coming out to meet her next patient. “Natalie, is it?” The young woman nodded. “Well come on in. I do apologize for the delay but I’m running a little behind this morning. Do you need help with your dress?” she said just as warmly to the young brunette as she’d been with Allison.

Allison turned to the side to let the young woman pass, and to admire her apple-shaped bottom, which was perfectly displayed by the woman’s tight dress.

“Thank you, but no. It slips right off,” Natalie replied pulling it over her head in one swift motion, causing her long brown hair to go flying. She turned around to face Georgina, and unexpectedly Allison. The young woman was now naked except for thigh high gray stockings, black high heels, and a thin black leather collar that had been concealed beneath her dress. Her hands were pinching and rolling her puffy nipples as she did so. Allison quickly looked down and was treated to the sight of the brunette’s prominent and obviously damp labia. Each lip was pierced numerous times, and her nether lips were connected with tiny padlocks, barring any entry to her front hole. After a second of terrified embarrassment, Natalie quickly covered her smallish breasts and pierced cunt. “Sorry!” she squeaked out. “I thought the curtains were already closed.”

“It’s quite all right, Natalie” Georgina consoled the young woman. “No harm done,” she continued as she slowly closed the curtains, giving Allison a sly wink as she did so. “Now, why don’t you go ahead and hop up on the table, and I’ll get you lubed up?” The sound of the young woman getting onto the table followed. “I saw in your records that you just recently hired on here at McQueen & Dobbs. You came from… Simpson Investing Inc., correct? I love your jewelry, by the way!”

“Yes, ma’am. And thank you,” replied the young brunette.

“Excellent! They’ve been a client of ours for what? Five months now?” Georgina asked, as unexpected metallic clicking noises came from behind the curtain.

“Six, by now,” Natalie replied.

“That sounds about right. I read the notes from your old therapist, Heidi. You were one of her favorite patients! Let’s see if we can pick up where you left off, shall we?” Georgian asked sweetly.

“I can’t wait!” Natalie replied with obvious excitement.

“I would have thought so. Open wide please,” Georgina continued. Seconds later there were sounds of air being pumped, and then, “I’ve got your favorite lube here. Push out please.” There was a soft moan and then the squishing sound of a fist being pumped in and out of an experienced asshole began to drift out of section #20. “Heidi trained you well!”

Only a soft murmur of agreement came out from behind the curtain.

_Very ominous indeed… _she said to herself again.

Allison turned to leave but saw Penelope – one of her senior account managers – sitting in the chair outside section #19 with a pale and uncertain expression on her face. The voluptuous, long, dark haired, light skinned Hispanic woman wore a thin white, button-down blouse. The top was unbuttoned down to the bottom of her mouthwatering cleavage, but the buttons below that were straining under the stress of her heavy 38G tits. Underneath, she wore a necessarily heavy-duty black bra. Below that, she wore a tight leather skirt that came down to her mid-thighs and accentuated her wide hips and thick buttocks. Underneath, she wore fishnet stockings and black high heels.

Glancing down the hallway, she could see that almost all the curtains had already been closed as the 11:00 session had already begun. Although, she could see Stacey – another of her account managers – just being led into section #1. _Late as always, _Allison thought to herself of the curvy blonde woman.

Allison was about to say something to console the nervous, but still sexy as fuck Latina just as the Bernadette’s curtain flew open. “Sorry for taking so long to get dressed,” apologized Malaya. “This laced bustier isn’t exactly quick to get into!”

“It’s fine, Malaya,” replied the muscular, raven-haired therapist. “But do try to wear something that’s quicker to get in and out of next week. Or just undress before your session starts and redress afterwards. That works fine too,” she added. “Since this is your first session, we’re a little more lenient on sticking to our schedule than we will be in following sessions.”

“Understood,” the buxom Filipina replied. “Oh! Hi, boss!” she said in surprise. “I… I didn’t think you were still here.”

“Georgina got finished with me about the same time as Bernadette finished with you,” Allison replied.

“I heard,” Malaya said, and then blushed deeply. “I mean, I wasn’t listening, but you can’t help but hear,” she added in embarrassment.

“You’re fine,” Allison replied. She thought about mentioning that she could see the shadowy outline of everything the Amazonian therapist did to the short, busty Filipina, but didn’t want to embarrass her any further.

“Penelope, is it?” interrupted Bernadette impatiently. “Sorry for the wait. I was behind before my 10:30 session, but now I’m _really _running behind. Please come in,” she said. “You just need to take your skirt off, but I recommend stripping your top off too if you’re comfortable with that.”

“I am,” Penelope replied. “My sister’s company has had their own Assisted Wellness Initiative for over a year now, so I know all about it. Although, they call it something different. We’re roommates and she’s helped me get ready.”

“She has now? Well, that’s great!” Bernadette replied as the thick Latina came into her section and she slid the curtain closed behind her without a second look. “I’ll have to get out a larger set of toys. And I read in your file that you’re single too?”

“I am,” Penelope replied.

“Single women are always my favorite!” she added. “Have a seat when you’re ready.”

A loud groan emanating from section #20 interrupted the soft conversation between Bernadette and Penelope. “Just relax, Natalie,” came Georgina’s soothing voice. “Your bottom is obviously a little out of practice, but it took the 3.3” dildo with only moderate resistance. But I think it’s ready to skip up to the 3.5” dildo before I work a few orgasms out of you.” After a few seconds, soft groans could be heard. “Push out, Natalie. Push… Just like Heidi trained you. Good. A little harder, and… There!” which was followed by an even louder groan. “Good girl! Now let’s get this bad boy bottomed out and then we can give you some good cums!”

Farther down the room, a woman cried out in an obviously muffled orgasm. That shocked Allison and Malaya out of their voyeuristic inaction. Now that they were paying attention, the room was starting to fill with the sounds of wet slapping as dildo bases smacked into wet buttocks, soft moaning, and the mumbled encouragement of the therapists. Seconds later, another woman came; quickly followed by another slightly louder.

“We should probably go, boss,” Malaya whispered.

Bernadette’s softly commanding voice came out from behind section #19’s curtain, “We’ll start you out with some self-warming lubricant, Penelope. Now push out a little bit. There we go! Well, all the way to the wrist in one push? Your sister has prepared you well!”

“We take turns… Oooo… masturbating each other every night. It… Oooo… really is relaxing! Oooo… Mama” Penelope replied.

“We probably should indeed,” Allison agreed, as the wet squishing noises of Bernadette prepping Penelope’s nether hole with her fist began to get more noticeable.

Very, very ominous… with just a hint of… excitement? Allison thought. _So, this is the new normal? This is going to be… interesting! _she added silently as she and Malaya made their way back to their offices. What a crazy world in which we live…

“I’m not sure if I’m looking forward to next week’s session or dreading it!” Malaya commented as they walked.

“Me either,” Allison agreed. But secretly, she already knew the answer.

As they made their way down the length of the Assisted Wellness Area, they continued to hear the telltale sounds of dildos working assholes and moaning women. By the time they reached the end of the hallway and section #1, at least half a dozen women were orgasming and trying to be quiet about it. They paused as they heard the therapist inside the first section talking to Stacey, “That was fast! You’re bottom evidently needed some good treatment this morning! Since it sucked up this dildo so easily, let’s just skip to the 2.7” dildo and see how hard you cum. Sound good?”

“That should be about the size of my roommate’s fist; she has large hands for a woman. So, it should fit,” Allison overheard Stacey respond.

“Well, you should have told me that to start off with and I would have started with this one!” the unseen therapist said with a hint of displeasure.

“Sorry…” came Stacey’s meek reply.

“So, the 2.9” dildo it is then.

“That’s a bit larger than I’m used to… Ahhh…” Stacey said. “It might be too… too big!”

“Hush now. Just push out for me. If it doesn’t go in, I’ll try the 2.8” one. Push out…” the therapist encouraged.

“Ahhh! Shit!”

“See! I knew it would fit. That actually went in pretty easy. I’ll work an orgasm or two out of you and they we’ll try the 3.0”. Sound like fun?”

Stacey groaned a few times before replying, “Maybe… It hurts a lot but it’s starting to feel good.”

“You need to relax and trust me. Now, let me just slip my other hand in here, your vagina looks empty… Well, that slipped in easily enough. Now just lay back and enjoy.”

Allison and Malaya paused for another minute or so outside of section #1 and listened to her their blonde coworker get masturbated. Once they heard Stacey’s soft moans and the rhythmic wet slapping of a dildo repeatedly bottoming out in a woman’s tight nether hole, they finally slipped back out of the Assisted Wellness Area. They looked at each other mischievously as they made their way back to their offices.

* * *

For the rest of the morning and afternoon, Allison had never been so productive. The hours flew by as her inbox emptied at a surprising pace. The first time she even thought about sex was when Keith texted her a little after 3:00 and asked her which hole she’d like him to cum in first when she got home. Shockingly, she wasn’t really even in the mood yet. She simply replied, “Let me think about it,” and returned to her work.

Keith responded, “uhhh you ok”

Allison replied, “Long story. I’ll tell you tonight,” before returning to her accounts payable spreadsheet. It was almost 4:00 by the time she started feeling any arousal building up in her drained pussy. By 4:30, she was actually starting to feel horny again. Not being constantly aroused was indeed a novel sensation. At 4:50, she finally texted back, “Mouth,” and began to clean up to go home.

Keith immediately replied, “cool im hard as fuk see you in 20”

Allison replied, “My butt may be a little sore tonight, so you’ll have to go easy on me.”

“well thats a thing that aint happenin” was his response.

Night Loads

“So, how was your first Assisted Wellness Session?” Keith finally asked inquisitively as they laid naked in bed together later that night. He was absent mindedly stroking his mostly hard cock as he watched the local news. The three anchors were each more buxom than the last and their tight, low-cut outfits were professional, but left as little to the imagination as possible. The tops of each woman’s areola and maybe just a hint of nipple was visible outside the hemlines of their clothing. Depending on the cut of their dresses, ample top or bottom cleavage was on display as well. It was 10:07 in the evening, and television got noticeably racier after prime time’s more general audience. After all, sex still sold…

“Really good, actually!” Allison replied as she tapped away on her phone, playing a game. “I didn’t think I’d like it, but it was actually really, _really _good! I didn’t think about sex until you texted me.”

“Fucking really? Dude, that’s fucking impressive! You normally can’t go, what? Five minutes without thinking about a cock up your ass?”

“More like three minutes,” confirmed Allison. “It was the oddest sensation.”

Onscreen, the news broadcast cut to a commercial break. The screen came back with soft music as two women worked next to each other in a gleaming, spotless kitchen set. Both were very attractive brunettes dressed in light sweaters and tight jeans. One had long hair while the other’s was only down to her shoulders. It was obvious that both had ample chests, trim waists, and shapely buttocks. “Mom?” asked the slightly shorter short-haired woman to the woman with longer height and hair. Although, both women could have passed as sisters.

“Yes, honey?” she replied as she continued to work.

“Have you ever felt, not… moist… you know… back here?” the daughter asked with well-acted embarrassment, as she patted her well-formed butt.

The mother stopped what she was doing before replying, “Sometimes, baby. Are you not using enough lube in the bedroom? I heard you and your boyfriend last night and you seemed to be having fun.”

The daughter shook her head and closed her eyes as her acted embarrassment turned deeper. “I was. But sometimes we’re too… in the moment.”

“Ah… I understand. Your father and I used to have the same problem sometimes, but then I started using Ever Wet brand anal lubricant,” the mom explained as the screen changed to a stylized X-ray graphic of a woman’s midsection from the side. “When used in conjunction with deep cleaning morning enemas, one 1-ounce squirt in the morning keeps my bottom wet almost all day,” she explained as a small blue-capped bottle of Ever Wet came onscreen and its contents were injected into the graphic’s rectum. A blue haze radiated out from the graphic’s sphincter. “Ever Wet’s patented formula quickly absorbs into my sphincter and rectum and slowly releases incredibly slick lubricant for the next eight hours. It’s almost like having Bartholin glands in your rectum! Your father glides right in!” the mom said happily.

“Really mom? Thanks!” the daughter replied as the mother handed her a small bottle of Ever Wet with the label gratuitously facing the camera.

As they were handing the bottle off, a large muscular man walked into the room behind them. He wore a comfortable t-shirt and overly tight sweatpants. It was obvious the guy was sporting a massive, half erect cock. “That’s right, baby,” he added. “Your mother’s back hole is now almost as wet as her front hole,” he said as he reached around his wife’s shoulders to pull her in close and kiss her neck.

“Wetter…” the mother added.

The daughter stepped forward around the counter they had been standing at and began reading through the normal small print legalese about the various side effects, recommending speaking to your doctor, warning about if wetness lasts for more than ten hours, etc.

In the slightly out of focus background, her parents still stood behind the counter. The husband’s arm dropped from her shoulders to her breasts and began mauling the ample tits over her thin sweater. His other hand reached around, unbuttoned her pants, and sunk into her panties to start playing with the actresses’ pussy. The mother reached back behind her and slipped her hand down her husband’s pants and began jerking him to fullness. As the daughter continued to drone on, the father pulled his and the mother’s pants down. The counter was just high enough that the mother’s nude and obviously bald pubic mound was hidden from view, and nothing of the husband’s nakedness was visible except his muscular thighs. The mother put her hands on the counter as the husband lined up his cock and bottomed it out in a single thrust, causing her to throw her head back and moan loudly. The daughter just kept on talking as if nothing was happening behind her.

After several more seconds, the daughter finished up her spiel and stepped back behind the counter, and next to her parents. By now, her father had both hands up underneath his wife’s sweater and had a firm grip on her large tits. The wife was reaching back to spread her cheeks as her husband pounded away at her asshole. This made the mother’s entire torso from her mound pubis to just underneath her tits visible to the camera. But nothing explicit was visible: no penetration and no genitalia. The only proof that there was actual intercourse going on was the outline of his massive cock pressing against her toned stomach just above her pubic bone each time he bottomed out.

Breathlessly, the mother looked at the camera to finished off the commercial, “So, look for Ever Wet brand lubricant in the Intimacy Isle of your local store. And look for our weekly adds online,” she said as her husband pushed her forward across the counter, releasing her tits to grab ahold of her hips.

The father added, “And don’t forget Never Wet,” he said, holding up a small red-capped squirt bottle to the camera. “One squirt of Never Wet chemically negates Ever Wet almost instantly. You’re left with only the body’s natural lubricant afterwards, which for a woman’s bottom, isn’t much,” he said with a smile. He half pulled out of his wife’s backside, squirted his cock three times, and buried himself back into his wife in one powerful thrust.

“Oh… Oh! Oh my!” the mother half cried out and closed her eyes tightly as her previously well lubricated asshole dried up. “Oh, fu…” she added biting her lip and looking back over her shoulder. But to her credit, she did not move her hands from spreading her shapely buttocks.

The camera focused on the two small red and blue-capped bottles sitting on the counter in the foreground. The three people became slightly out of focus in the background. The father grabbed a handful of the mother’s hair and pulled her head backwards as his other hand holding her hips firm against the counter. Both bottles visibly vibrated at the **** of his powerful thrusts as the screen went black and the next commercial came up.

Allison’s interest waned as the next commercial was significantly less interesting. Ever Wet’s commercials were commonplace on late evening television. They were a bit too risqué for primetime. Although, some channels were more age restricted and the shows and commercials were significantly more explicit than the nightly newscast. She had several bottles of Ever Wet in the bathroom; and a bottle of Never Wet in her nightstand. They both got regular use.

Turning to her side to put her phone down on the nightstand to charge. As she was turned, Keith slid up to his wife and wrapped his arm around her chest, capturing a nipple between his strong fingers and beginning to roll the hardening nub firmly but gently. “And now?” he asked, kissing her neck.

“And now, I’m thinking about another cock in my ass again,” she cooed, turning back to kiss him. “And can you be a little rougher with my nipples tonight? I evidently really like that!”

“Oh, you do, do you?” he replied, greatly increasing the pressure on his wife’s now rock-hard nipples.

“Yeees…”

Keith paused briefly to line up his now fully erect cock with Allison’s still slightly open asshole. He’s already deposited two loads of cum up there and another down her throat. Of course, the two anal loads had eventually found their way into her stomach; all three of which were resting comfortable next to her dinner.

“Baby? Some lube?” Allison gasped as Keith’s head slipped inside and his mostly dry shaft pressed deeper.

“You should still have some up there from an hour ago in the shower, babe,” he replied, not slowing his advance. He returned his attention to her nipples as he pushed harder.

“Some, but I’m actually kind of sore back there after our last fuck… Ouch! Oooooh…” she gasped as Keith really started pinching and rolling her nipples much harder than he normally did.

“I mean, I can if you want. But you generally like a drier shafting right before bed,” he said as he rolled her over onto her back and scooped up her legs; all without exiting her ass.

Allison’s fingers found her sore and sensitive nubs and ground them firmly between her thumb and finger. After a few seconds, she replied, “No. I should be fine.”

With that, Keith smiled, set his wife’s long shapely legs on his shoulders, and leaned down to kiss her deeply; and to bottom out his newly raging erection inside Allison’s pert bottom. This caused her feet to end up on either side of her shoulders, where they arguably belonged.

Allison cried out between Keith’s kisses as she felt him pull out and press back in. But it was too late now. Keith was already building up to the slow, powerful thrusting that she loved. He could feel her insufficiently lubricated sphincter struggling with the renewed ****. But it was a struggle that it couldn’t hope to win.

Nearly an hour later, Allison had a third load of cum injected deeply inside her sore and abused butt. Keith was already laid back on his side of the bed, fast falling asleep. His softening cock still glistening with her saliva after she’d sucked it clean. She briefly considered asking him to feed his last load to her. He usually got a kick out of that. But she was too exhausted. Allison O’Connor closed her eyes and almost immediately fell into a deep, satisfied sleep; with cum slowly dripping out of her slightly gaping asshole.

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