A Proper Young Man's Guide to Anal Etiquette

A Proper Young Man's Guide to Anal Etiquette

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.

9. Coffee with Friends

A week or so passed since Jessi had begun riding to and from school with Matt. While it was quite common for women to be restrained and anally accosted while riding in any modern car, the novelty of it being just the two of them wore off fairly quickly to become just a normal part of their everyday routine. Jessi would show up early so she could be strapped in, have her asshole ravaged all the way to school, get her cunt filled with Matt's cum, and then have it fed to her afterwards. The two would then part on their ways to their different classes. There was nothing overly romantic about it. After all, Matt had his eyes firmly set on Ingrid. He and Jessi were just good friends. And maintaining a needy woman's anal wellbeing was just something good men did! Some days they didn't meet up again until they were headed back home. Other days when their schedules lined up, they'd have lunch together. But on most days, they tried to meet up with Kyle for coffee at some point.

And so, like on most days, Matt, Jessi, and Kyle sat in one of the campus's many coffee shops. But today, Ingrid had joined them for the first time! After Matt had finally introduced his best friends to Ingrid, they were all getting acquainted. They sat discussing differences in their upbringings. The contrasts between modern, secular notions of sex and relationships, and Bensonite dogma were quite drastic.

"So, really? No sex before marriage? That's... Wow!" Jessi replied, shocked. "I'm not sure I could do that."

"Nope. Vaginal intercourse is strictly off limits," Ingrid replied, sipping her coffee.

"Told you," Matt interjected. As if that was some kind of good thing.

"How about oral?" Kyle asked, hoping for something interesting in response. He couldn't quite see what Matt saw in her. Sure, Ingrid looked like she had a really nice rack under that dress but so did the scantily clad barista who kept winking at him. He could see mouthwatering amounts of under boob and the bottoms of her areolas as they peaked out from underneath her tube top from where he sat.

"Nope. No oral either. The Church actually frowns on oral completely. Oral sex is sodomy, and sodomy is a sin," replied the conservatively dressed young woman.

"Well, I guess that rules out anal then," Jessi giggled as she blew steam off her latte.

"Very much so!" Ingrid agreed with a soft blush, which Matt found quite cute. "Anal is also sodomy."

"Wait!" Kyle interrupted. "Anal is an option with you guys where you're married? I mean, I got to fuck our neighbor's daughter's asshole for a bit after she became of age, and it was pretty tight! She's all stretched out now like most women, but it was nice while it lasted," he said in fond remembrance. Then a though crossed his mind and he blurted out a question before he thought better of it, "Wait... You're not plugged?

"Ow!" he cried out as Jessi kicked him under the table quite hard. "What was that for?"

"Dude! What the fuck?" Jessi asked, scowling at her old friend. "Manners! That's not a proper thing to ask a girl you just met in a public place! What would your mother say if I told her you're asking some nice young woman about her anal wellbeing out in front of everyone? She'd be aghast! Your father would tan your dumbass hide!"

Kyle went deep red in embarrassment at his social faux pa. "Shit! Sorry, Ingrid. You don't have to answer that. That's not a topic for polite conversation."

"No. No, it's okay," Ingrid replied after a few seconds. Her own blush of embarrassment was evident. "Of course, I'm... plugged!" she replied softly but emphatically, leaning closer to the table. "What kind of heathenistic, improper people do you think we are in the Bensonite Church?" she inquired, only partially joking. "And no, anal is not an option either. Anal sex is sodomy, and sodomy is wrong," she added.

"Jesus! That sounds boring," Jessi commented.

"Well, there are... loopholes..." Ingrid replied trailing off. "Every set of rules has loopholes. And there are a lot of rules in The Church!"

Kyle leaned forward, intrigued. "Loopholes? What kind of loopholes?" he asked.

Ingrid blushed again. She pulled an errant strand of hair back from her cute face to its proper place underneath her bonnet before responding, "Well, oral for example," she started quietly. "If the woman is wearing a full leather hood and her body is covered by a latex sheet or something, God can't tell what's going on. Saint Simon Benson taught us that God can't see through leather or latex. So, oral is acceptable then. Basically, if God can't see it, it's not a sin."

The three old friends sat looking at Ingrid for several seconds before they all burst out laughing. Jessi was the first to reply, "Fucking really? If there actually is a god - which I'm pretty sure there isn't! - I'm certain it wouldn't work that way!"

"That... That makes no sense!" Matt replied, shaking his head.

"That's just fucking dumb!" was Kyle's response. "I think she's pulling our legs, guys!" he concluded, laughing harder. "You got us good, Ingrid!"

Jessi and Matt joined in a second later. "That's a good one!" Jessi said.

"I told you guys she was funny!" Matt added as his large, barrel chest shook with laughter.

"Got ya!" Ingrid replied with a slight smile and laughed with them. What she didn't tell the trio was that she and her 23-year-old sister, Elissa, slept in thick leather gimp hoods explicitly for when Brother James felt like using their mouths during the night. Brother James wasn't actually their brother. He was just a young man from The Church who was staying with them to learn his proper role in the community from her father. She had actually been quite serious. The sisters slept side by side in a small bed, heavily bound underneath latex sheets. Thick cock gags filling their mouths while all three of their lower holes were filled with pleasantly thick dildos. Each of their catheters was connected to the other sister's gag so that there was no need to go to the bathroom during the night.

"Well, at least Bensonites have a good sense of humor," Kyle concluded.

"And The Church doesn't consider girl-on-girl sex to be real 'sex' since there's no penetration with a penis. So, I have a lot of... 'sex' with my sister and sister-mothers," she admitted, blushing more deeply. She had used her fingers to make air quotes around the word 'sex'. "Although, that's still not considered a proper topic for polite conversation," she added with more than a little embarrassment.

"Well, thank God for that!" Jessi exclaimed. "I think I would have exploded from frustration years ago if I couldn't even fuck my mom!"

"Yeah. Probably me too," Ingrid admitted.

"You're all right in my book. You have my permission to date Matt," Kyle added after a few seconds of consideration, extending his hand to Ingrid.

"Thank you," Ingrid replied, shaking the offered hand politely. "But it's not your permission that's necessary. Matt will have to ask my father for his permission if he gets serious about pursuing me."

Jessi looked back and forth between Matt and Ingrid before bursting into laughter again at the ridiculous notion. "Nope! Not falling for it this time!" she laughed before calming down. "Ingrid, I need to pee and have an enema. Since we already know you're plugged, care to join me in the bathroom? I'd like to ask you a few questions these two ingrates aren't mature enough to hear," Jessi continued, standing up.

"That actually sounds like a good idea. I can feel the pressure building up at the top of my lower GI tract too," Ingrid replied, standing up as well. "We'll be back, guys."

"Try not to fuck too many girls while we're gone," Jessi said. "Although, I think you should get the barista's number, Kyle. She can't keep her eyes off you!"

"I noticed that. And I already on it," Kyle said, standing up as well.

And just like that, Matt was alone at the table. "Well, that went quite well," he said quietly to himself, sipping his mocha latte.

It didn't take more than thirty seconds until a cute, shy Oriental girl who looked to be about 20-years-old or so approached him as he sat alone. "Hello, I'm Aiko," she replied with only a slight shake in her voice. Matt looked at the newcomer up and down. Her thin, loose white blouse didn't hide her black 3/4 cup pushup bra and the 32E tits it held very well. Matt could clearly make out the outline of a sizable dildo lodged in her rectum underneath the skin of her trim midriff. The blouse was tucked into a blue, pleated skirt that came down to her upper thighs. Below that, the tops of her white, knee-length stockings and black high heels could be seen. She actually looked quite cute with her short hair, tanned skin and attractive face. "We were watching you guys," she said, motioning behind her to the table of giggling Japanese girls in the corner. "And I was wondering if either one of those girls was your girlfriend and if you'd want to go out sometime? Or if they were, if you'd just like to fuck?"

Matt felt his dick twitch. "Well, technically... not yet," he replied honestly.

Aiko beamed, "Cool! Here's my number!" she replied, handing Matt a small piece of paper. There were several hearts and what looked to be a dick pointed at a smiley face making an 'O' face. "Call me!"

"I will," Matt replied, shoving the paper into his pocket. Today was turning out quite well!

* * *

Ingrid and Jessi made their way to the women's bathroom alone, leaving the boys to their own devices. They only exchanged small talk as they walked and ignored the occasional odd looks from the coffee shop's other patrons. While Jessi looked like any other young female coed on campus with her attire, Ingrid stuck out like a sore thumb. The stacked ultra-conservatively dressed young blonde woman walked with confidence and ignored the questioning looks of those around her. Despite herself, Jessi almost felt underdressed beside the other woman. The petite brunette wore a lightweight white T-shirt with no bra underneath, leaving only the thin material to cover her perky 30C breasts. Her semi-hard nipples stood out noticeably, although the shirt was just thick enough that the outline of her breasts and nipples weren't quite easily visible. So, she wasn't in violation of the school's dress code; or more importantly, the state's strict indecency laws. She also wore a waist cincher underneath her shirt to hide the unsightly bulge of the thick daily dilator plug locked inside her asshole. Her tight jeans showed off her lithe legs and pert meaty ass perfectly. Her plug strap was a model that contoured to her ass cheeks. So, even though her perpetually sore sphincter was widely dilated to 4.20" and her buttocks were spread wide apart by the thick latex base of her plug, her cute bubble butt looked perfectly sculpted from outside the tight denim. Her sneakers were more for comfort than anything else.

In stark contrast, Ingrid's full body covering light blue dress which extended down past her ankles, matching bonnet, and uncomfortable looking black boots made Jessi feel half-naked. Even though all the other women around them were dressed closer to Jessi than her buxom companion.

The small group of female Japanese exchange students that had been eyeing them had not gone unnoticed by either Jessi or Ingrid. Glancing back over her shoulder, Jessi was not surprised to see one of them make her move on Matt. While Jessi really didn't give a fuck who the muscular young man stuck his thick cock into - just so long as he stuck it into her too - Ingrid seemed to stiffen as she saw the young woman approach Matt out of the corner of her eye. But she regained her composure and kept walking as if nothing had happened. She had no claim on him anyway. And even if she did, it would be silly to think he would be fucking other women on the side! That wasn't how the modern concept of 'monogamy' worked!

Jealous much?

Jessi asked Ingrid silently to herself as she observed the blonde's almost unnoticeable reaction. Despite her attempt to keep her internal question rhetorical, the slight smirk that crossed her face was not unnoticed by Ingrid. The taller and thicker young blonde's cheeks again flushed slightly in embarrassment. After all, no matter how jealous or overbearing a girlfriend or wife might be, to expect her boyfriend or husband to

not

empty his balls into as many women as he pleased during the day was just not a thought that crossed many women's minds. The opposite wasn't always true though. Women in serious relationships only engaged in sex with other men if their partner was okay with it. Although, lesbian sex was barely considered "real" sex anymore by anyone. So, an attached woman was still free to engage in carnal shenanigans with other women to her heart's content!

Entering the women's bathroom, they were greeted by a normal sight. While not as wide open and privacy deprived as a women's locker room, there were some things that just couldn't be hidden when extreme anal dilation was practiced by basically the entire female population. On the right side of the first part of the bathroom was a bank of sinks and a long mirror. Opposite that was a recessed alcove. Inside were three daughter changing stations out in the open and mounted to the nearest wall. On the far wall were several dozen clothing hooks and a pair of fast plug washing machines. Most of the hooks had jeans, shorts, or skirts hanging from them. A few even had blouses, waist cinchers, or dresses.

The fast plug washers looked like swimsuit driers that you would find in locker rooms by pools. To use one, you'd stick your plug or dildo on the cover's magnetized hardpoint and push it down. The machine would go through a fast-cleaning cycle in 15 seconds or so. It wouldn't sanitize a latex tool to medical-grade clean like a normal plug washer you'd find in most home's bathroom would, but it would get it mostly clean. It would then make a mechanical "ding" and the cover would rise up.

One middle-aged woman was in the middle of washing her plug, while the other machine stood empty and waiting. She wore only a blue silk blouse, black stockings, and heels. Her skirt was likely on a hook somewhere. Jessi could just barely see her ruined and slightly gaping sphincter peeking out from between her toned cheeks.

Daughter changing stations resembled baby changing stations that had been around for centuries. Although, they were larger and considerably sturdier. The design was intended to facilitate one woman assisting another in the insertion of her daily plug or dildo after she had been cleaned out from an enema. Next to each station were towel and lubricant dispensers, and a bin for soiled towels. A woman used a station by laying back on a bench mounted to a wall at roughly waist height. Her ankles were then lifted up and placed in a pair of overhead stirrups to secure them. The assisting woman would then pump lubricant into her hand and lubricate the other's anus. Usually, deep fisting was involved to make sure that the entire colon was liberally lubricated. But it was considered impolite to occupy a station long enough to bring a woman to an actual orgasm. That would just be rude considering there was normally a long line! Although, it did happen from time to time. Once properly lubricated, the daily plug or dildo would be reinserted and secured with a plug strap. Afterwards, the women would clean themselves up. If the women were a pair, they would then exchange positions to lube and fill the other. But usually, the filled woman would just move to the sinks to clean herself before redressing while the woman who had been doing the lubricating and inserting would take her place on the bench and the next woman in line would step up to assist. While the woman receiving a plug insertion didn't have to be the daughter of the woman doing the inserting - and normally wasn't - they were still called "daughter" changing stations for reasons that had been lost over the decades since they'd first been introduced.

All three daughter changing stations were currently occupied by a pair of women. Another half dozen women of various ages and ethnicities stood behind them waiting for their turns, holding the dildos and plugs that would soon be secured inside their rectums and chatting idly. All of them were bottomless. Jessi was able to see most of their ruined nether holes between their buttocks as she and Ingrid moved deeper into the bathroom.

The woman standing at the closest changing stationed gave the reclining woman's naked ass a firm slap, which reverberated throughout the bathroom, before announcing, "There we go! All plugged up, Stacey!"

The woman began climbing off the bench and replied, "Thanks, Professor McNally," and groaned as her the slab of latex filling her back hole adjusted uncomfortably. She then moved towards the sinks to clean up.

Noticing Jessi and Ingrid, Professor McNally addressed them as she climbed up on the bench, "Oh, hello girls! Ingrid and... Jessi. Right? You had my Human Biology 102 class last semester?" the buxom redheaded teacher's delicious 34I tits swayed back and forth as she moved. The black 3/4 cup bra she wore underneath her mostly transparent white blouse was barely able to hold her massive breasts in place.

"Yup," Jessi confirmed. Ingrid only nodded. Both were mesmerized by the older woman's movements.

McNally lifted her legs up to the stirrups overhead as a tall athletic black woman who was next in line stepped up to assist. This gave Jessi and Ingrid a close-up view of the older redheads ruined and massively gaping nether hole. Even empty, her sphincter hung open well over 5" in diameter. They could easily see well more than a foot into the yawning chasm that was her guts. Obviously, Professor McNally's anal wellbeing was very closely looked after!

The newcomer placed her own 6.85" wide, 8" long plug on a nearby shelf next to the massive 7.5" wide, 20" dilation dildo that would soon be buried up the professor's backside. She pumped several loads of lubricant into her large hand, smeared it around her hand and arm up to her elbow before dipping down to start spreading lubricant on the redhead's now squeaky-clean hole.

"How's this semester treating you, Jessi?" the redhead asked as she unbuttoned her blouse just enough to fish out her massive tits so that she could play with her thick thumb-sized nipples. As she did so, the ebony woman's lubed hand easily slipped past her ruined sphincter and started pushing deep, while her other hand reached around to run the professor's aroused clit to keep her relaxed. "Oh... Right there! Fuuuck..." moaned the redhead before continuing. "You were one of my favorite students last semester," she added before raising her left nipple to her mouth so she could suck and bite at the sensitive nub.