Anal

A Proper Young Man's Guide to Anal Etiquette Ch. 06

Deleted Scene: The Communal Pool.

Spankmasters
Jul 3, 2024
13 min read
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A Proper Young Man's Guide to Anal Etiquette Ch. 06
A Proper Young Man's Guide to Anal Etiquette Ch. 06

A Proper Young Man's Guide to Anal Etiquette Ch. 06

A Proper Young Man's Guide to Anal Etiquette - Chapter 6

By: Lord Odie

The Obligatory Disclaimer

The following is a work of pure sexual fiction and is intended for adult audiences ONLY. If you are under the age of 18, please stop reading NOW and go tell your parent and/or guardian that you need stricter internet supervision. Any physical resemblance to a real person that any fictional character herein may bear is probably intentional and is meant as a compliment. Furthermore, all fictional characters in the following fantasy are consenting adults over the age of 18. They are also BDSM professionals and good at what they do. So please, don't try anything that you're about to read at home, if such things were even physically possible. If you still insist on trying things at home, please send all pictures and feedback to me about the experience. If I can't stop you, I can at least make sure you're doing it right. Consider yourself disclaimed.

6. Deleted Scene: The Communal Pool

Author's note: one of the previous versions of this story had a completely different opening scene. After some feedback from FantasyWriter, I scrapped it in its entirety. There's just too much going on here for a reader to keep things straight, and it ended up not going in the direction that I wanted for this story. But it's still a fun free-use sex scene. So, I saved it from the cutting room floor.

With that being said, this is obviously not a part of the ongoing story! I've included it purely for your reading enjoyment. So, enjoy!

By all outward appearances, 24-year-old Matt Downey was an average, All American young man. He was just starting his last semester at a local university majoring in Developing Economic Theory. Basically, his degree focused on implementing the best ways to milk smaller national economies for everything they had for a moderate percentage of the profits that went to international conglomerates. He was really excelling at his studies and already had a few lucrative job offers lined up for after graduation. Matt was a reasonably attractive young man with thick curly dark brown hair that he kept pulled back. He wasn't all that tall at 5' 11", but he'd played American Football through middle school, all six years of high school - which was normal these days - and his first few years of college before a bad leg injury ended that career possibility. He was fully healed but insurance liability prevented him from playing on organized teams ever again. But he was still built like the linebacker position he once played. He had incredibly thick forearms and biceps, muscular legs to match, along with a hairy barrel chest, and a thick neck. His full bearded face only added to his general burly image. Overall, his large, bear-like physique presented an intimidating appearance despite his lack of extra height.

Matt had grown up in a solid middleclass neighborhood to two loving middleclass parents: Mina and Samantha. Mina was of Filipino and Japanese descent, 51 years old, and stood at barely 5' 1" tall. She was a strict disciplinarian and more than a little domineering. Samantha was a 49-year-old 5' 7" blonde. She was the motherly "good parent" and was more than willing to let Matt get away with anything and everything up to - and possibly including - actual murder. Their home since he was a little kid was an upstairs unit in a two-story quadplex. It was nothing overly special. But it did share a nice private pool with three other quadplexes. This was how most of the residential buildings were built in quasi-suburban neighborhoods for his parents' income bracket. Lower middleclass families were confined to massive apartment buildings, while upper middleclass and upper-class families could actually afford their own single-unit homes in the true suburbs and out in the country.

Quadplexes in Matt's neighborhood were in blocks of four houses. The backs of each house faced a shared backyard. Each house in the block was maybe 20' apart from each other, and packed 10' apart from neighboring buildings. Between each house was a 10' height privacy fence, giving each shared backyard a good degree of privacy. Exterior windows from each house were positioned so that only their own backyard, adjacent buildings, and the streets out front could be seen. Between each house facing the street was just car parking and a useless small front yard. The neighborhood was 35 or so years old, and hand plenty of mature trees, which made it fairly desirable real estate. All in all, it was a pleasant place to grow up.

The other families in Matt's block had roughly the same aged kids as each other, which was how families were normally organized. Although Matt was one of the youngest kids. Only Jessi Stevenson, a 24-year-old brunette was his age, but three months younger. The Morrison triplets: Kathy, Mandy, and Betty were all 25, along with Zahra Amir. Her sister Zainab was 26, and so were Robert Barr and Jones twins: Becca and Bella. The ages went up from there. Of the 16 families in Matt's block, there were 27 kids between the ages of 24 and 32: four males and 23 females. All but four of whom still lived at home, which was normal. But Jessi and Matt being the youngest of the kids had always been the closest, and they'd been the best of friends since elementary school.

But truth be told, Matt was bored. He woke up in the morning, got sucked off by one of his mothers, ate breakfast, got sucked off by his other mother, went to school, fucked a few coeds, came home, ate dinner, fucked a neighborhood girl or two, maybe fucked one of their mothers, played video games, got sucked off by one of his mothers again, and went to bed to the sound of Mina violating Samantha for an hour or more with one of the massive, horrific punishment dildos that she loved so much. Make no mistake, Matt loved every minute of it. The overwhelming 5-1 disparity between men and women made the female competition for male attention ruthless for women, and incredibly trivial for men. All Matt had to do was walk up to a cute coed and idly ask for a blowjob or a fuck and he'd be balls deep in her orifices within minutes. It was awesome! But at the same time, there was zero challenge in it, and Matt found it unfulfilling. The endless line of eager pussy and mouths was mind numbing! Matt's life was in a rut. He was only 24. He was too young to be this nihilistic and jaded. Matt just felt like there was something missing in his life.

Some kind of purpose...

Some kind of structure...

Some kind of... something...

* * *

It was a warm early evening as Matt exited the back door of his 2nd story quadplex unit onto its private deck, bounded down the stairs four at a time, and strolled across his housing block's shared backyard and its centrally located private pool. The space was well maintained and manicured by the housing association. A decade ago, when all the block's kids were still in their teens and early 20's, the pool would have been filled with screaming children playing and splashing water at each other, and their annoyed but accepting parents lounging in the waning sun and relaxing after the day's grueling four to 6-hour workday. The pool saw less play these days with all the kids quickly growing up. Unlike their parent' generation where having kids young was in vogue, Matt's generation had swung the other way and hardly anyone had kids until they were in their 30's. In all likelihood, the next generation would probably swing back again, but who could tell the future like that.

Regardless, there weren't any young kids around. Just young adults and their parents. Which meant that activities in the private backyard could get a little... risqué by the social standards of current day American culture. Admittedly, it was nowhere near the total disregard for proper behavior like the widespread public nudity and casual public sex that occurred in Europe, but still way beyond what you'd see on a public beach or public park in the United States. The backyard's high privacy fence ensured that no one from the outside could see in and call the police on any 'scandalous activity'. Obviously, activities inside individual houses would always be considerably more explicit.

There were several people relaxing by the pool. The closest to Matt were Mehemet and Sareh Amir. The Iranian couple were in their early 50's. Mehemet was sharing a lounge chair with Becca Jones. He was sitting upright while the young busty blonde straddled him. There was a large beach towel wrapped around their hips to at least give the appearance of discreteness as Mehemet slowly and obviously stroked his cock in and out of her cunt. His right hand was hidden by the towel by her ass; likely playing with whatever thick toy was stretching the younger woman's nether hole. Less discreet was the way Becca had the triangles of her too small her bikini top bulled to either side exposing her 32DD breasts. She fed one pierced rock-hard nipple and then the other into Mehemet's bearded mouth and moaned as the older Iranian's bit and suckled at her teats and his cock hit her G-spot with nearly every deliberate stroke.

His wife, Sareh was less discreet. The older woman wore a modern black burqa over her matching black bikini and a light waist wrap. Unlike more traditional burqas though, this one didn't hide her face, it just covered her head and came down over her shoulders. Her bikini top had been discarded though and her smallish 34C cup tits and their tiny brown nipples were exposed. Bella lay on her back on a pool chair with her butt scooted forward while Sareh knelt on her knees before her on a small towel. Matt saw a large beach towel that had probably at one time covered the pair's rutting but had been pushed aside at some point, and now half lay on the ground. The busty blonde's shapely legs rested on Sareh's shoulders as the older Iranian drove what Matt estimated to be a 4.5" wide lightly veined strap-on dildo in and out of the blonde's asshole with bone rattling force. Each time their hips slammed together Bella's gushing pussy would audibly slap against Sareh's toned lower abdomen. He wasn't sure how far the faux cock reached into the young woman's bowels, but he could clearly see the outline of the latex toy moving beneath the blonde's stomach muscles. Each woman was roughly pinching and pulling at the other's exposed nipples, trying to out abuse the other's poor buds. As Matt passed, he also noticed that wrap Sareh wore around her waist had been moved to the side. The bikini bottoms she wore were actually gapers, which gave Matt a decent view of the first couple inches of the older Iranian woman's pink rectal walls through the wide-open 6" gape of her ruined sphincter.

In the water, one of the 30-year-old boys, Mike, was with Monica Jones - Bella and Becca's mother - in the shallow end. The curvaceous 50-somehting MILF had massive 36H tits that were disappointing hidden behind a reinforced red bikini top. Although, her thick nipples threatened to rip through the fabric at any point. Matt could see through the waist deep water that neither Monica nor Mike wore bottoms. Their discarded suits were laying on the pool edge nearby. Her legs were wrapped around the young man's hips as she calmly sipped on a wine cooler and talked to her husband, George. Mike's hips rocked back and forth as he concentrated on holding the older woman upright while pounding her cunt as hard as the water would allow him to. George relaxed on a nearby lounge chair nursing a beer. A young woman Matt thought was 27-year-old Beatrice Murdock - but wasn't sure for certain - was concealed underneath a beach towel around George's hips. It was obvious by the up and down bobbing what was going on though.

Beyond them, Alexis and Erica Floyd relaxed in loungers, soaking up the last of the day's sun. The couple were one of the older parents in the block and were in their early 60's although, with the modern anti-aging treatments, they looked like what in shape women in their late 30's would have looked like a century ago. The pair gave zero shits and had discarded their tops to sunbath faceup, leaving them in just their bottoms. Matt's gaze lingered briefly on the redhead's 36D tits, and her wife's much larger 38G knockers. While not as perk as they probably had been in their younger days, they were still quite suck-able; as Matt could personally attest to. Matt could also see the thick anal plugs stretching their rear holes between their slightly spread legs. Their daughters Alice and Alicia was absent.

None of the activities would have been the least bit out of place within the privacy of a home. But out here in semi-public, it was questionable at best. But all the families had been around each other long enough, and all the kids had basically grown up together. They were all practically cousins at this point. So, blind eyes were turned.

All in all, it was all unextraordinary and an average Tuesday evening. Despite his cock twitching slightly at the multiple ongoing sex act around him, Matt was almost disinterested.

As Matt passed by George, the older man broke off his conversation with his wife as Mike gave her a particularly hard thrust, causing her to moan almost lose her drink. "Matt! Want a beer?" he asked pleasantly. The drinking age was technically 25, but no one really cared if it was on private property.

"No thanks, Mr. Jones," Matt replied, stopping to be polite. "Is that Beatrice under there?"

"Why yes," replied the older man.

Beatrice's hand reached out from underneath the towel to wave at Matt, before retreating again. Her head continued to bob up and down, but its pace was increasing noticeable.

"I thought so. I'd recognize her ass almost anywhere," Matt replied. Beatrice had decent 32D tits, but her pleasantly wide and shapely bottom was almost out of proportion. Now that he was close enough, Matt could see the base of the sizable plug buried up the young woman's asshole. Her green thong bottom not even trying to cover its base. "I'm just headed over to Jessi to see why she's not online yet. We have a rated match in 10 minutes, and I don't want to forfeit," Matt explained.

"Ah! How's your rankings these days?" George asked and moaned. He finished off the rest of his beer and opened another.

"Almost to Gold Tier! We're getting pretty good," Matt replied proudly.

"Great! Any e-sport leagues offering you guys a slot yet?"

Matt was slightly annoyed at the question. Everyone knew Gold Tier was still well below professional e-sport level! But he just assumed George was making pleasant conversation and trying to be hip and cool to the young man. "Nope. Not yet," he replied with a forced smile.

"Well, maybe next... next year... Fuck!" he groaned softly. Beatrice's head bottomed out and only bounced an inch or two as she let George drain his balls straight down her throat and directly into her stomach like a good girl. It took the older man several seconds to shoot half a dozen ropes of cum down the young woman's gullet before he continued, "Maybe next year you guys will have better luck," he finished.

"We'll see," Matt replied. He had no illusions to going pro though.

Beatrice, having finished Mr. Jones off, started to reemerge from underneath the towel. "Not so fast, young lady," George corrected the young woman. Quickly she resumed her position. Matt could tell that she was softly sucking at the head of the older man's cock. "You sure you don't want a beer?"

"No thanks. Competitive match coming up and all," Matt replied as an excuse.

"Good point!" George conceded, drained his almost full beer, and opened another. "Well, good luck!" he replied enthusiastically, and then groaned quietly. His dick had softened enough to finally piss, and he unleashed a torrent of recycled beer straight into Beatrice's waiting mouth. Matt could hear the young woman struggling to swallow it all underneath the towel. Matt knew this was nothing surprising for the young woman. George and Monica's love of watersports was well known in the block. Beatrice's growing infatuation with the practice was equally well known. It took almost a full minute for George to drain his bladder, while Matt just stood there and watched with mild interest. Eventually, Beatrice managed to get it all down and finally emerged from beneath the towel.

"Hi, Matt!" she said sheepishly, wiping her mouth dry on the back of her hand. "Want a blowjob?"

"Not right now, Beatrice," Matt said. Although he was tempted. The slightly older brunette could suck the paint off a bumper if she tried to. And so could her mothers.

The trio were interrupted as Monica sat down next to her husband in an empty lounger. She was still bottomless, and her hand was between her legs, cupping her recently fucked pussy. Matt had a fleeting glimpse of a massive plug lodged up her thick backside as she got situated. "Beatrice, honey," she asked as she thew a towel across her lap with her free hand and made herself comfortable. "Mike left a pretty big cream pie inside me, and I don't want to make a mess. Would you be a dear and..." she continued, lifting the side of her towel.

Beatrice gave Matt a weak smile before replying, "Of course, Mrs. Jones," before rolling onto the older woman's lounger and disappearing under another blanket.

Monica groaned and extracted her hand. She opened another wine cooler and took a few gulps. "That's it, baby. Suck it all out like a good girl," she encouraged, and then bent to the side to kiss her husband deeply.

"Mike as good as always, baby?" he asked when she finally broke off, and then taking another pull on him beer.

"Always!" she replied. "He'll make some lucky girl a great husband someday!"

Glancing downwards, "All done already?" she asked as Beatrice sucked the last of Mike cum out of Monica's cunt. "While you're down there, why don't you show me what all you mothers have taught you, baby?" she said as she spread her legs to get more comfortable and took another drink from her cooler. She then went slightly rigid and added with a degree of uncomfortableness, "Easy baby! That hole just got a good pounding! Your whole hand isn't just going to slip right... Shit! ...in! Oh, fuck... I stand corrected. Just be gentle... Fuck!"

Matt could see the shape of Beatrice's arm underneath the towel that it was picking up speed. She was being anything but gentle!

"Oh, baby..." continued Monica as her arousal started to peak. "Don't push up into my bladder like that, Beatrice! I've been... drinking. Ahh..." she said and relaxed and the young brunette forcefully drained the older woman's bladder.

Matt just smiled and used the opportunity to slip away.

In the world of "A Proper Young Man's Guide to Anal Etiquette Ch. 06", Matt Downey, the main character, discovers a hidden passion for exploring extreme forms of anal play with toys, including fisting. This revelation sparked his interest in the diverse sexual practices within his community, as he observes lesbian couples like Jessi Stevenson and Mehemet Amir using anal toys during their intimate moments by the communal pool.

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