Charlie's Hole

Part 1

"Oh, I don't know!" Sherry, blurted in frustration, setting the smart-watch back down on the display.

"Did you change your mind… again?" Barb asked as she stood next to her best friend in the store.

"He didn't really ask for a smart watch, so why should I spend all that money on one."

"What DID he ask for?" Barb questioned her friend as they began walking together. Their dainty designer heels clicked delicately on the department store floor. Arched inside them were beautiful tan feet with freshly painted toenails. Short pleated skirts were draped over their strong, freshly-shaved mommy-legs and light turtlenecks shrouded the swell of their huge MILF tits.

"You know what he asked for… video games. What else would he want?" Sherry replied, brushing her platinum-blonde hair off her face.

"Then buy him a video game and be done."

"And enable a bad habit that he already spends WAY to much time doing? I don't think so. I really wanna buy him something out of the box this year. Something different."

"Well, you can always do like a lot of moms are doing and buy Charlie a glory hole," Barb suggested.

"Very funny!"

"I'm not kidding. My sister bought one for her son and from what I've heard, he loves it!"

"I'm confused…are we talking about an actual hole in the wall that a guy sticks their dick through?"

"Yes, a hole in the wall, with a women on the other side, waiting to give him sexual pleasure, that's exactly what we're talking about," Barb answered.

"OK, hold on," Sherry blurted, stopping suddenly. "First of all…how do you even buy something like that, and second…if your sister bought her son a glory hole, who's the woman on the other side?"

"Apparently, there's a glory hole kit you can buy and you just have it professionally installed wherever you want it. In answer to your second question…who do you think's on the other side…my sister!"

"Your sister?! Wait, though…isn't the woman on the other side of the hole suppose to be doing sexual things?"

"Uh-huh!" Barb nodded with a big smile.

"Your sister is blowing her son's cock?!"

"Among other things, yes!" Barb answered.

"Among other things?! She's fucking him too?"

"Oh, come on, Sherry, don't act so shocked. You and I know at least a half-dozen moms who are giving their sons pussy, while their husbands are at work."

"Ok, but we're not talking about your sister or those half-dozen moms. We're talking about ME and my son, remember?"

"Yes, your son, Charlie, who, need I remind you, has been stealing your panties to jerk off with since he reached puberty," Barb stated.

"So you think I should reward such perverted behavior by just putting a hole in the wall that he can get his jollies through?"

"There doesn't even have to be sex involved," Barb pointed out. "The hole could simply be used so that Charlie could watch you get undressed now and again."

"I'm not running a strip club in my own house."

"The point is, it's a very untraditional gift idea…and you WERE looking for something different to get him, am I right?"

"Well, that definitely belongs in the 'different' category, for sure," Sherry uttered. "You said this thing comes in a kit?"

"That's what my sister said. These glory holes are more that just a simple hole cut out of the wall now."

"I don't imagine a 'glory hole kit' is something you find at the local Home Depot? And who would you even get to install something like that?"

"Apparently, there's a website that sells them…and they contract out to trusted local handymen for installation," Barb explained, then she got a Cheshire cat grin. "Why, is Mrs. Prim and proper actually considering my idea now?"

"Are you kidding? Dave would kill me if he ever found something like that in our house."

"Well, it's not like it's some obvious gaping hole in the wall. I saw the one they installed for my sister's son and it's REALLY well concealed. They put a cap over the top of it that blends in with the wall, so you can hardly even tell it's there."

"Even so…what if my husband did find it. How the fuck would I explain that?"

"Who says you'd have to explain anything?" Barb asked. "If he finds it, just play stupid. He'll think it was put there by the previous owners of the house."

"Alright, get that website from your sister," Sherry said. "I'm not saying I'm buying one, but I'll at least take a look at them."

Charlie, Sherry's son, was kind of a pervert. He was obsessed with moms who had heavy-breasts and big meaty asses. Usually, three times a day, he would beat his meat to MILF porn that he found on the internet. The irony of this was he had the hottest MILF in town living under the same roof. She was his mom, Sherry. He constantly fantasized about beating his young cock through her pussy or the ring of her asshole. He imagined what her huge tits must look like naked, especially leaping up and down her chest while he fucked her.

"Charlie…dinners ready!" Her pretty voice called from the kitchen.

The teen had a younger brother and sister who always seemed to be squawking about something insignificant.

"Guys…inside voices, please!" Charlie's mother requested as she came to the table with dinner.

"Looks great, babe," Charlie's dad, Dave, complimented, as his wife began to serve each of them a portion.

"Thanks. I tried this new recipe that Barb told me about."

Sherry was used to her son's eyes being glued to her at dinner. She was pretty sure that he lusted after her sexually, but before purchasing something like a glory hole for him to peep through, she wanted to know for certain that he'd actually use it. The mother decided to test the waters, so to speak, just to be certain her son was fixated on her sexually.

"Did you wash your hands, sweetie?" she asked as she stood next to him, scooping food onto his plate.

"Yes, ma'am," Charlie answered, glancing up at her. It was then he notice how far down her blouse was unbuttoned and the tremendous amount of tit-cleavage that was spilling out. His mom made eye contact with him knowingly, causing him to look away with a blush.

During dinner, Sherry couldn't count the number of times she'd peeked over and caught her son gawking at her tits. "Well, at least I know for certain now that a peep hole would definitely get used," she thought. "I wonder if it's just my boobs though or if there are other parts of me that fascinate him?"

"Charlie, would you mind helping me do some dishes, sweetheart?" she asked her son after dinner was over and everyone else had disappeared.

"No, not at all," he answered.

Sherry began putting some dried dishes away, she purposely dropped a few pieces of silverware onto the floor. "Oh, damn…I'm such a klutz. Would you mind picking those up for me, sweetie?" she asked.

Charlie got down on his knees to pick up the silverware. Being the pervert he was, he couldn't help but notice his mom's sexy legs while he was down there. They looked so strong, tan and silky smooth. Also, he noticed how short her skirt was. He slid over just enough to get a peek right up between his Sherry's creamy thighs. His eyes widened at the sight of her skimpy panties stretched across her pubis. Her outer lips were puffy beneath the fabric, allowing him to see the indentation of her cuntal slit. He could also see lots of ass-flesh oozing out from the edges of the fabric.

"You better not let your father see you doing that, Charlie," his mom warned.

The boy quickly stood up with a guily look. "Doing what?" he asked, playing stupid.

His mom gave him a knowing grin. "You know what," she said.

The boy went back to drying dishes for her and after a minute his mom spoke up again.

"Do you peek under girl's skirts at school too…trying to catch a glimpse of their vaginas?" Sherry asked candidly.

Charlie was a bit shocked by his mom's question. "No, ma'am," he muttered.

"You don't have to lie to me, sweetie," Sherry stated empathetically. "I know how fascinated you are with girl's sexual parts."

"I wouldn't lie to you," Charlie lied.

"Have you ever seen a girl naked?" Sherry asked. "A REAL girl…not one of those bimbos on the internet."

"No…I've never seen a girl naked, in person."

"Well, what if you did?" his mom asked, looking over at him. "Would you jerk off to her?"

"Mom, that's kinda personal," Charlie blushed.

"So is what's going on beneath my skirt, but that didn't stop YOU, did it?" Sherry giggled.

"No."

"Then answer my question then. If you saw a girl naked, would you jerk off, while you watch her?" the mother persisted.

"Probably," Charlie admitted.

"While your beating off…would you imagine that you're having hot, nasty sex with her?" the mother asked.

"Mom!" Charlie blushed.

"Charlie, you're gonna be eighteen in two days. Technically, you'll be an adult," Sherry reminded him. "Do you wanna have an ADULT conversation, or should I keep treating you like a boy?"

Charlie was proud of the fact that he was nearly eighteen. He certainly didn't wanna be treated like a little kid anymore. "I can have an adult conversation," he answered.

"Good…and I can use adult language with you and you won't be embarrassed?"

"No, I can handle it," he responded.

"I'm glad to hear it," his mom smiled. "So back to my question then. If you saw a girl naked, would you imagine that you're engaging her in a hot, nasty fuck?"

Charlie's heart skipped a beat. He had only heard his mom say "fuck" once before and it certainly wasn't in this context.

"Well…would you?" his mom asked impatiently.

"Yes, if she was hot," he timidly replied.

"Define 'hot' for me," his mom said. "What color would her hair be?"

"Blonde."

"Blonde…like mine?"

"Yes."

"Hmn. What else? Would she have big tits…a thick ass maybe?" Sherry asked candidly.

"Yes, both of those," Charlie answered blushingly, glancing at his mom's huge melons.

"Would she tease you with her big tits, sweetie? Is that something you fantasize about?"

Charlie was still in awe that he was even having this conversation with his sexy mom. He could hardly answer his heart was beating so fast.

"Charlie?" his mom asked, peeking over at him.

"Sorry, um…yes, she would be teasing me with them."

"How so? The same way those big tit porn stars tease on the internet?"

"Yeah."

"And what do they do, sweetheart? What do those online sluts do with their heavy tits that you like so much?" Sherry asked.

"Swing them back and forth."

"Oh, I see. You like that, huh?" his mom asked, smiling over at him.

"Yes, ma'am."

"Does it make your penis get big and stiff when you watch that?" she asked, her brilliant blue eyes peeking over at him through the parted curtain of her platinum-blond hair.

"Uh-huh!" Charlie nodded.

"How old are those girls that swing their tits for you online, sweetie?"

A lot older than I am," Charlie answered.

"A lot older, huh? Are they my age?" Sherry asked with a curious smile.

"Most of them, yes."

Sherry turned towards her boy and leaned back against the counter. She rubbed his arm tenderly. "And what do you call a woman my age that you desire sexually, Charlie?" she asked.

"A MILF."

"And what's that stand for?" Sherry asked with a naughty grin. "Come on, Charlie…you can say it. We're having an adult conversation, remember? Tell me what MILF stands for."

Charlie took a nervous gulp, then spit it out. "Mom I'd like to fuck," he muttered.

Sherry thrust her huge tits out, closing the distance between them. Charlie could see the fat nubs of her nipples pushing out from beneath the fabric. "Do you know lots of moms you'd like to fuck, sweetie?" she asked in sexy tone. "Moms who aren't showing their tits on the internet?"

"Yeah, um…some."

"Do you like to imagine that they're cheating on their husbands with you?" Sherry asked, curling her leg behind him and running her sexy bare foot up the back his leg. "That they're letting you pound your hard penis inside them and make them scream out in pleasure?"

"That would be…um…amazing!" the boy gulped.

"What if it were an older woman you were close to…someone who you saw a lot…would you wanna see her naked and fuck her hard too?"

"Yes, if she'd let me."

Charlie's dad suddenly walked in, causing him and his mother to quickly separate and begin working on dishes again. "Anything I can do to help?" Dave asked.

"Nope. We just about have it finished, honey," his wife answered.

The morning of Charlie's birthday a local handyman arrived at Sherry's house, while her husband was at work and her three kids were at school.

"Come on in," Sherry said nervously.

The nerdy-looking handyman was old enough to be her Grandfather. He let his creepy eyes roam the blonde, busty housewife's voluptuous body as he stepped inside the foyer. "My name's Levi, ma'am. I'll be installing the glory hole you ordered," he said in his old crackling voice.

"Great, yes, um…it'll be going in upstairs. I'll show you the spot," Sherry awkwardly said.

Levi followed the mother up the stairway, staring at her thick, rounded ass and the way it swayed beneath her shorts as she walked. "So, you, um…put in a lot of these, do you?" Sherry asked, glancing back at him.

"Yes, ma'am. It seems to be all I've been installing here lately."

Sherry led him into her son's bedroom, then opened Charlie's closet door. There was a pair of her pink panties on the floor inside, so she quickly went over and snatched them up. "Sorry," she blushed. "The hole will be going on that wall," she instructed, pointing to the rear of the closet. With the panties wadded up in her hand she could feel her son's fresh spunk seeping through her fingers. "Oh my God, are you kidding? He came inside them too?!" she thought.

"The closet is always a smart place. What's on the other side?" Levi asked.

"The walk-in closet in MY bedroom. I figured it would the most inconspicuous location to do this."

"Good thinking," the old man agreed. "A lot of mothers want the glory hole on the wall across from their beds. It's an exciting location, but certainly not the most discreet."

"Yes…it's of the upmost importance that my husband never find this," Sherry stated worriedly.

"Don't you worry about a thing, ma'am. When the glory hole is closed up, the unsuspecting eye will never even know it's there."

"Excellent! Thank you," Sherry smiled.

The handyman got to work and Sherry went into the bathroom to clean her sperm-slimed hand off. She couldn't resist the urge to bring some goo to her mouth for a little taste. "Not bad!" she muttered out loud, knowing it probably wouldn't be the last time she tasted her boy's ball-nectar.

After nearly two hours, Levi had the job completed.

"My goodness, you're right. I can hardly even see the seams," Sherry stated, staring at the place where the glory hole was installed inside her closet.

"You simply push and depress the cutouts, then remove them on both sides to expose the hole," Levi explained, then removed the cutout on her end.

"Oh…that's a MUCH bigger hole than I thought it would be," the mother stated.

"It's designed to allow your son to get his penis AND testicles through, and has a padded, cleanable inner-lining for comfort. You paid for the deluxe model glory hole, so it includes the phone app and all the other special features," Levi explained, then demonstrated by using the app on his own devise.

"Heat and vibration," Levi pointed out. Sherry could hear a light HUMMING emanating from inside the hole. "You each have a personal feature you can access from your own side of the hole," Levi continued.

"A personal feature?"

"Yes, a tiny light…on your side, since it's considered the 'working end' of the glory hole." A faint LED light shone from the brim of the hole.

"And my son's feature?" Sherry inquired.

"A zoom lens, that can be rotated in and out of the hole, to provide him with a closer, more detailed view of what's going on over on your side."

"I see," the mother muttered, even though she knew about this feature already when she ordered.

"And, the newest feature on your end, and you may wanna hold out your hand for this one," Levi suggested.

Sherry held her hand out near the hole and a gob of clear liquid squirted from a tiny tube situated at the top brim. "Heated lubrication, which I can show you how to keep topped off before I leave."

"That's amazing!" the mother beamed.

"Yes, the company has certainly taken the whole glory hole concept and ran with it."

"So, my son and I will be able to communicate through this app too, correct?" Sherry asked.

"That's right. Most of the time you won't even need to type things out, since the device includes simply pre-programmed requests that can be made with one tap of the screen."

"This is really something," the mother stated eagerly. "Thank you so much for installing it."

"The important part is to remember to close the hole up after each use. That greatly decreases the chances of it being discovered by a third party."

"Got it!" the mother nodded. "I'll check my son's end each day too…just to make sure he hasn't forgotten. You know how scatter brained 18-year-olds can be."

"Yes I do," Levi chuckled. "So, before I leave you should know that I do accept tips for my work."

"Oh, of course. Let me grab my purse," Sherry replied, starting away.

"Not that kind of tip, ma'am."

Sherry fed him a confused stare. "What…um, kind of tip did you mean?"

Levi's eyes drifted down to the mother's huge fat tits that stretched her cami top. "If I could just squeeze on those…that'll be the best tip you can give a horny old man," he suggested.

"Squeeze my breasts?" she asked, not seeming to happy about the idea. "That's not very professional."

Levi smiled, showing the wrinkles on his face. "I do a lot of jobs I shouldn't ma'am and always turn a blind eye. So, how about you just indulge an old man and let him take a quick squeeze, alright?"

Sherry knew he was right. Besides herself, the old handyman was the only one who knew about the location of the glory hole and who would be using it. "Fine…a quick squeeze and then be on your way," she offered.

She turned her head to the side as the old man stepped up and squeezed her giant tits outside her top and bra. "Damn, that's one lucky boy you got," he stated, letting his fingers sink into the squishy meat of her tits.

Sherry cleared her throat, letting the handyman know his time was up.

"Thanks for the tip," Levi expressed, grabbing his work bag and starting towards the door. "Enjoy your glory hole, ma'am."

Later that evening the family was celebrating Charlie's 18th birthday. Even though she was busy preparing food and visiting with family, Sherry couldn't stop thinking about the unique gift she had bought for her son. "My God, did I really actually buy him a glory hole?!" she thought, surprised at herself for doing something so naughty and bold. She knew that the hole itself was only part of the gift. The other part was whatever she chose to provide her son on the other end. "Only peeping for now!" she thought. "Nothing physical."

"Thanks for the video game, mom!" Charlie stated, after unwrapping it.

"That gift was actually from your brother and sisters, sweetie. I haven't given you my gift yet," she told him.

"Oh…well there's no more presents over there," her son pointed out. "Where's your gift at?"

"My gift isn't wrapped," she said awkwardly. "Can I um…see your phone?"

"My phone?"

"Don't worry…I'm not snooping. I just wanna download an app that's part of your gift from me."

"An app?" Charlie asked, handing his mom his cell phone, curious as hell about what she was downloading. "Is it a game?"

"No, sweetie," his mom giggled, "it's not a game. It's better than a game."

After a few minutes, his mom handed it back to him. "I installed an app on your phone," she told him in a hushed tone, "but PLEASE don't open it until you're alone in your room later."

"Um…ok," her boy muttered, confused by what it could be. After his mom walked away, he took a peek to see what the app was called. The picture was a dark circle, with a shiny gold outline around it. It was entitled "CHARLIE'S HOLE."

After all the family had left, the teen went up to his bedroom to investigate the mysterious app.

"WELCOME, CHARLIE! TREMENDOUS FUN AND PLEASURE AWAITS YOU! WE HOPE YOU ENJOY YOUR CUSTOM GLORY HOLE."

"Glory hole?!" the teen said out loud. He remembered seeing a couple glory hole videos while surfing through porn online. He always thought it would be cool to stick his dick through a hole and have a hot MILF on the other side suck it for him. Another message popped up on his phone.

"THE LOCATION OF YOU HOLE ISYOUR CLOSET," the screen read.

Charlie peered over at his closet door for a moment in disbelief. "Is this for real?" he asked himself, then got up and opened his closet door. On the back wall, at waist level, he could see a faint ring of yellow light. It looked a lot like the graphic on the app. The application was using Sherry's LED light on the other side of the wall to reveal the location of the glory hole to the boy.

"Holy shit!" Charlie muttered, kneeling down in his closet. He depressed the round panel and it popped out, revealing his glory hole. However, the other end was dark, so he looked back at his app.

"NOW THAT YOU'VE FOUND YOUR GLORY HOLE, YOU'RE READY TO USE IT FOR THE FIRST TIME," the application read, then a bar appeared with the words "

"NOTIFY THE SECOND PARTY."

He clicked on it.

"THE SECOND PARTY HAS BEEN NOTIFIED. PLEASE WAIT…" the screen read.

Downstairs, in the kitchen, Sherry was doing some dishes, with the help of her husband, Dave. She suddenly noticed her phone lighting up with a notification, so she picked it up, while her husband's back was turned.

"YOUR PRESENCE IS BEING REQUESTED AT CHARLIE'S HOLE," it read. She smiled nervously. She'd been wondering, ever since her son had disappeared upstairs, when this moment would come.

"Honey, do you think that you could finish up the dishes?" Sherry asked her husband. "I'm suddenly feeling a little nauseous."

"No problem at all, babe. You need anything?" Dave asked.

"No…I think I just need to lie down for just a bit," she answered.

The mother hurried upstairs, but was stopped in the hallway by her five-year-old daughter. "Mommy, can I have a snack before bed?" she asked.

"Your father's down in the kitchen, honey. Ask him to get you a snack, ok?" Sherry answered, hurrying to her bedroom.

The busty mother's heart was beating a mile a minute as she stepped into her walk-in closet, then closed the door and locked it behind her. She knelt down and depressed the round hole-cap on her side, then removed it. "Here goes nothing," she nervously thought.

On her app, she pushed the bar that read, "SECOND PARTY READY."

On the other side of the wall, Charlie's phone lit up with the words, "SECOND PARTY READY. ENJOY YOUR HOLE!"

The boy peered into his glory hole and only a couple inches away was one of his mom's beautiful blue eyes, staring back at him. They gazed for a magical moment, then Sherry winked at him and stood up.

Charlie watched his mom back away from the hole and begin to unbutton her blouse. "HOLY FUCKING HELL, I DON'T BELIEVE THIS!" he thought, watching her peel it away, revealing a beautifully embroidered white bra, stuffed with overflowing tit-meat.

Charlie's hand instinctively went to his crotch, fishing his hardening cock out of his shorts. Next, his mom removed her skirt, exposing her panty-covered crotch. The boy heard his cellphone chime, so he looked down at it.

"WOULD YOU LIKE TO TRY THE ZOOM LENS FEATURE?" the glory hole app asked.

"Zoom lens feature?" Charlie repeated in his head, then clicked on it.

A lens rotated into the hole and Charlie used the buttons on the app to zoom right in on his mother's crotch, just as her panties were being peeled away. "Holy fuck!" the boy hissed, a little louder than he should have, while staring at Sherry's shaved pubis up close. The mother had protruding inner lips that hung outside the puffy folds of her outer labium. With this type of vulva, it allowed her son to zoom in on her fleshy prepuce. "Oh my God…I can't believe I'm looking at mom's pussy!" he thought, his body trembling from the thrill of it.

On the other side of the wall, Sherry reached back to unclasp her bra. "I wonder if he's beating off yet?" she thought, pulling at the big straps along her back to release the four tiny hooks.

Charlie's heart was beating so fast he could hardly breathe. He suddenly noticed his mom's bra-cup swing past his view. "HER TITS ARE OUT!!" his brained exclaimed, then he quickly zoomed back out. It was the view he'd been dreaming about since he reached puberty. His mom's melons were absolutely enormous. They were capped with the widest areola he'd ever seen and her nipples protruded out like big, pink marshmallow tips.

He saw his blonde-haired mom glance at the hole, then look away, smiling blushingly. "My God, she's beautiful!" the boy thought, letting his eyes travel down her smooth luscious legs, down to her dainty bare feet with their freshly painted toenails.

Inside her closet, Sherry remained motionless a moment. She couldn't believe how wonderfully wicked she felt standing there letting her boy gawk at her naked body through his new hole. She knew she was just like one of the MILF's online that he fantasized about fucking.

"Oh, he probably wants to see my ass too," the mother thought, then turned around, placing her hands on her lush hips and cocking the meaty, rounded cheeks of her lovely ass back for her boy to look at.

"Oh, my God, what an ass!" the teen thought, rubbing his cock as he zoomed in on it.

Sherry bent over shamelessly, making her buns spread apart, so her boy could see the pink elastic ring of her butthole. Charlie's cock flexed excitedly in his hand, his pre-jizz lubricating his feverish strokes as his eyes drifted down to her cuntal clamshell. He imagined the hot slippery pink tube that was just beyond that labial gate and how incredibly good that skilled mommy-pussy would feel squeezing around his young, stiff peter.

"Holy hell!" his mind exclaimed , his tongue hanging out lustfully as he watched his mom's meaty ass wag back and forth teasingly. He had zoomed out enough to see his mom peek back over her shoulder, staring right at the hole and smiling lasciviously.

"I know something that'll really get him worked up," Sherry thought, turning around and rocking her shoulders, making her oversized milkers swing back and forth.

"Yes! I love it!" Charlie mind sang out, while he beat his boner vigorously. "I wonder if mom would suck my cock? IT IS a glory hole after all," he thought. "Only one way to find out!"

While swinging her heavy tits, Sherry looked at the hole. Her eyes suddenly widened by the sight of her son's big jutting penis slithering through. "Oh..um, ok!" she muttered out loud, resisting the initial urge to end their glory hole time for tonight. She heard her phone chime and looking at the app.

"SUCK MY DICK!" the request on the phone read.

"It was just suppose to be peeping only today," the mother reminded herself, staring at her boy's huge cock, "but WOW is that thing beautiful!"

Ignoring her previous plan, the mother slowly knelt at her son's phallus and clicked on the LED light to see it in greater detail. Bulging veins crisscrossed down the lengthy shaft and her son's expanded penile muscles made his cock look as though it was carved in stone. The knob was fat and pinkish-purple in color. The blonde-haired mother instinctively licked her lips, while watching a bead of pre-cum drip from his piss-slit, forming a gooey string that lowered to her closet floor.

"Levi said that he could get his balls through too," the mother told herself, remembering what the handyman had told her.

She lifted her phone and messaged her son through the app. "Put your balls through too, sweetie," she typed.

A half-a-minute later she saw her son's big, nut-filled scrotum squeezed through the glory hole also and flop out on her side. Sherry examined her son's cock and balls close up, marveling at their immense size. She inhaled sharply, taking in the manly scent of his engorged genitals. "Oh my God!" her mind gasped, her eyes nearly rolling back in their sockets from his powerful young aroma.

On the other side of the wall, Charlie shuddered excitedly. His mom was so close he could feel her hot breath on the head of his penis. "Holy fuck, she's gonna suck me! Mom's really gonna suck my dick!" his mind gasped.

He suddenly got a message from his mom. "Really nice dick, kiddo! " it read.

"Thanks!" he responded.

Sherry blew softly on the knob of her boy's penis, watching it twitch and throb excitedly. She swooped her head under, looking down the bulge of his corpus spongiosum, to his huge, dangling nuts. Her wonder-filled eyes followed the swollen tissue up to the band of his frenulum and blood-engorged neck of his glans. She blew on them teasingly, watching her boy's dick react by mushrooming out even bigger.

"COCK-TEASE!" Her son messaged her, making the mother giggle.

"Hey, give me some credit for going this far, young man, " she messaged back.

"Will you suck on me?" he boldly replied.

"Well…I certainly didn't buy you a glory hole just so we could look at each other ," his mom responded.

"Sweet! " her boy messaged back.

"So you really want this big titted MILF to suck your dick, huh?" his mom messaged.

"Yes please!!!" he replied.

"Does my baby want a hot birthday blowjob?!" Her message read.

" "

"Ahhh!" Charlie gasped, feeling his mom's long tongue begin flutter wonderfully all over his sensitive bell tip. After she did this for a full minute, he felt her licker drag wetly down his thick shaft and onto his cum-filled nuts. "Holy shit, is this really happening?!" his mind buzzed as he stood there hugging his closet wall.

Sherry pushed her lovely lips against her boy's scrotum, looping her tongue around the swollen meat of both his nuts. She slurped one of his testicles into her mouth and sucked lustfully on it's oval-shaped surface. "His balls are so big and full!" her mind wondrously exclaimed.

Charlie shuddered in delight. The suction of his mom's mouth around his entire testicle made his whole body tingle. He felt his mom's mouth travel from one nut to the other, sucking it into her warm mouth and scrubbing it with her tongue. "Oh, shit, yeah!" he sighed, feeling her tug on his testicle with exquisite suction, pulling on the stretchy cord of his vas deferens. "Oh, my, God, mom!" he gasped.

Sherry was wholly consumed with slurping on her son's big nuts. Charlie's balls were SO much larger than her husband's and that fact fascinated her immensely. She imagined the hundreds of millions of sperm they contained. Her cunt tingled at the thought of having all that creamy ball-juice splashing through her mouth and down her throat. She paused for a moment, with one of Charlie's nuts still stuffed in her mouth and messaged her boy.

"Like it? " the message read.

"Heck yes!" he boy replied.

"You think this feels good…wait until I get to your dick."

"I can't wait!" Charlie messaged.

"Have you ever had a girl cram both your balls into her mouth at once?"

"Never!" he messaged back.

Sherry's lovely lips stretched obscenely as she squeezed his entire nut-filled scrotum into her mouth. The boy groaned as he felt her tongue move from one ball to the next, wetly massaging their tender meat.

For several intense minutes, Charlie felt his mom gorging herself on his nut-sack. She wildly rolled her licker around and across his tingling balls, while applying intense suction.

Sherry felt a dollop of pre-jizz strike her on the cheek and peeked up at her boy's huge juicy bell-shaped crown.

"I need to suck his dick!" the mother's mind blurted, knowing her husband would be along soon. Her son's red, distended nuts popped lewdly from her mommy-mouth one at a time. She circled her hand around his cock-root, so both his dick and balls pointed out towards her. Then, she lunged forward, making his boner spear through her mouth and into her throat.

"Mmmnggff!" she gagged, then began bobbing her head up and back, vigorously sucking her son's prick.

Charlie gasped in pleasure, feeling his mom suck wonderfully on the meat of his cock, while beating the base of it at the same time. He knew he wouldn't last long with her sucking him this way.

Sherry's long blonde mane whipped all around and her huge, stiff-nippled knockers bobbled heavily on her chest to the rhythm of her cock-sucking. The tangy sweetness of the pre-spunk drooling from her boy's fat knob made her shaved pussy become dripping wet.

Up and back her head bobbed tirelessly…like a skilled cock-sucking mother. While plunging it in a steady skull-fuck, she rolled her overactive tongue all over his tender pink peter, feeling it throb and flex in her mouth and throat. It had been since her college days that Sherry had sucked a cock this long and fat. She had given her husband's average-sized dick oral-sex for so long that she had forgotten what a size-queen she really was. She wanted to cram her son's meat all the way down her throat without gagging on it. She wanted to show him what a skilled oral slut she was. She thrust her mouth forward, making her boy's cock disappear and mashed the ring of her lips against his hairless hilt.

"OHHH!" she heard her boy groan through the wall and felt his fat knob swell up even bigger inside her throat. Sherry gasped as she came up for air. She wrapped her fist around his cock-base again and rapidly beat the length of his stiff rod up and down a half-dozen times, making his weeping pre-cum splatter everywhere. She continued jerking his stiff prick, but made enough room for her mouth to suck him at the same time. "Wow, I'm really liking this! I'M REALLY LIKING THIS A LOT!" the mother's mind screamed.

"Sherry, are you in here?" she heard her husband call from out in the bedroom.

"No…fuck off!" she wickedly answered in her mind as she continued sucking and beating her son's prick. She curled her tongue, dragging the tip of her licker against Charlie's sensitive frenulum on every cock-sucking plunge.

"Sherry?" her husband called as he knocked and tried the closet door, but found it locked. "Are you in there?"

Her boy's wet knob popped from her mouth like a cork. "Yes…I'm, um….getting my nightgown on. I'll be out in a minute," she answered breathlessly, then went back to sucking cock.

On the other side of the wall, Charlie clenched his toes from the ball-tingling pleasure his mom was giving him. It felt like the warm, wet tube of a pink pussy was working the length of his dick. The exquisite oral friction around his glans was sending signals through his nervous system, that was about to result in a mind-boggling orgasm. His mom's blowjob skills began to work his cock into emission, pulling his semen up the tube of his urethra.

With a guttural grunt, Charlie began ejaculating. With strong contractions of his penile muscles, he propelled a long, fat cord of cum straight down his mom's throat. More followed in rapid succession, causing Sherry to gulp as quickly as she could to keep up with it all.

"OH MY GOD, I FUCKING LOVE !!" the busty mother's mind screamed, sucking his big cum-spurting boner like her life depended on it.

Even though her husband was just outside the door in the bedroom, the mother took her time milking her boy's dong. It was his birthday after all, so she wanted to make it a cock-sucking he'd never forget. She tugged on her boy's peter, whipping her tongue all over his cum-spurting crown. She wasn't satisfied until she knew she had milked ever ounce of jizz that his load would provide.

After licking his cock clean thoroughly, she planted a tender kiss on his knob, then quickly messaged him. "Happy birthday, sweetheart! " it read.

Part 2

"Well, how was your first time using Charlie's Glory hole?" Barb asked as we sat in the mall food court having lunch.

"I stripped naked for Charlie, and sucked his cock, but it was rushed, unfortunately, because Dave was home," Sherry replied. She wished her husband would have been out of the house, so she could have given her boy's cock a royal work-over.

"That IS unfortunate, but at least Charlie got to use his special gift on his birthday."

"True, I anticipate we'll be using it again this afternoon," Sherry remarked. "This time undisturbed, since Dave will still be at work, and the other kids will be busy with after-school activities."

"Well, you'd better be prepared to fuck. If Charlie's anything like other boys his age, I'm sure he's gonna wanna experience a juicy cunt on the other side of his glory hole today."

"I don't know about that. I'll happily provide him oral pleasure, but that's probably about as far as we should take it."

"Sherry! You spent all that money on a custom glory hole and you're only gonna use it for blowjobs?"

"And handjobs, yes! Do you realize how miserable my husband would make my life if he knew I was letting our son fuck me up the pussy through a hole in the wall?" Sherry emphatically asked.

Barb giggled. "Like he'd be any less upset if he found out you were blowing Charlie's boy-cock! You're already being naughty enough to justify Dave divorcing you. You might as well go all the way," she urged. "Besides, how disappointed do you think Charlie's gonna be if he can't even use his gift how it was made to he used?"

Sherry sighed, knowing her friend was right. If she didn't plan on letting her son enjoy the full benefits of being a glory hole owner than she shouldn't have purchased it for him in the first place. "You should be a debate coach, you know that?" Sherry asked.

"Why's that?"

"Because you're always so fucking good at making sense and being right."

"Ha! Try telling my husband that," Barb replied. "Look, all I'm saying is you can't let the fear of being caught stop you from using something you paid all that money for, and disappointing your son in the process."

After lunch, the two friends did some clothes shopping. Sherry knew that one thing she had no problem letting her son use his Glory hole for was gawking at her voluptuous body. Therefore, she decided to purchase a piece of naughty negligee. Something that she was sure would harden Charlie's cock.

"Do you think he'll like it?" the mother asked, holding the skimpy get-up next to her busty body.

"If you wear that thing, you may not have to fuck him at all," Barb noted.

"Why's that?"

"Charlie will get so worked-up that he'll probably spill his hot cum all over his closet wall, even before he has a chance to stick his cock through the hole," Barb answered, making them both laugh.

When Charlie got home from school, he wasted no time rushing up to his bedroom. Watching Mrs. Garret, his heavy-titted Geometry teacher, sashay around the classroom in high heels had gotten him all horny and worked up. Normally, he'd lock his door and plop down on his bed for a good cock-wanking. However, thanks to his mom, he now had a much better way of getting off.

"YOUR PRESENCE IS BEING REQUESTED AT CHARLIE'S HOLE," Sherry's phone alerted her as she washed up some dishes in the kitchen.

The mother dried her hands, then headed upstairs to answer the call. "On my way, honey! " she texted her son through the app.

Charlie replied with an eager "thumbs up" emoji. Naked from the waist down, the boy knelt at his glory hole, opened his end of it, and stared inside, waiting for the wonderful image of his beautiful mother to appear. "I hope I get another strip show!" he thought, anticipating that his mom would be willing to tease him with her busty body again.

It was the longest ten minutes of Charlie's life, wondering what was taking his mom so long. He was soon rewarded for his patience, when Sherry uncapped her side of the hole. Charlie quickly grasped his cock and watched as his mom strode from her closet, towards his parent's bed. "HOLY FUCK!" his mind exclaimed as he saw what she was wearing. Sherry's curvy body was adorned in a pale pink babydoll. The silk gown had spaghetti straps and fluffy feathered trim at the hem. The part that Charlie liked the most, however, was that the nightie was completely sheer. He could clearly see the luscious cheeks of her rounded bare buttocks swaying beneath the fabric as she moved. Her gorgeous freshly-shaved legs tapered down to slender ankles and dainty bare feet, with pink painted toenails. Her feet were arched in six-inch clear platform mules, accentuating the feminine muscle-tone in her legs.

Charlie stroked his stiff, tender cock, while watching his mom twirl around gracefully, making her beautiful blonde trusses whisk across her shoulders as faced him. Her rapid turning motion caused her meaty udders to wobble back and forth beneath the nightie. Sherry's turgid nipples poked against the fabric as they protruded from the wide, rose-colored rings of her areola. She gazed over at the hole in a salacious manner, striking a breathtaking pose for her teen, with one leg cocked out at the knee. Her hands rested on her wide, childbearing hips, her enormous tits jutting out from her chest proudly.

While beating his leaky cock, Charlie's eyes traveled down his mom's narrowing torso, sweeping past her cute navel to the mound of her pubis, which he could clearly see through the sheer fabric. He used the zoom feature of his glory hole to narrow in on the cleft of her pudenda. Just as he had been yesterday, Charlie was fascinated by the way her fleshy domed-shaped prepuce bulged out from her puffy outer flanges.

Sherry stood there and smiled for several minutes, knowing her boy was enjoying the sight of her posed there in her naughty negligee. She slipped her dainty feet from their heels and crawled onto the bed, pointing her meaty mommy-derriere back at her boy. Now, Charlie was seeing her pussy at a whole new and exciting angle. Her cunt-lips bulged out at the base of her rounded ass, forming a meaty camel toe. Charlie hoped he'd get to pierce it with the bulbous knob of his cock and plunge his blue-veined boner into the heated pit of her cunt.

Sherry gracefully rolled onto her back, then propped herself up on her elbows. She brought her knees back and splayed open her thighs, like all moms do when they fuck or give birth. Charlie was quick to zoom in on her parted legs, his tongue hanging lustfully from his mouth as he watched his mom peel her cuntal crevice open with two fingers. This revealed the coral slit of her fuck hole, and also caused her hood to retract, exposing the marble-sized bulb of her clitoris. Below her cunt, her meaty buns were spread against the mattress, with the crinkled ring of her pink butthole peeking out. "Goddamn, what a sight!" the teen thought, stroking his erection vigorously.

He saw his mom lifted her cellphone and text him. Soon after, the app on his phone chimed as her message arrived. "I sure hope you're watching, and I'm not just wasting my time over here, lol " it read.

"Oh trust me…I'm watching alright! " Charlie texted back.

"Are you pulling on your prick, Charlie?"

"Yes, ma'am!" he replied.

"It's YOUR glory hole. You're the one in charge of this show. Let me know what you'd like me to do next."

Charlie's fingers were shaking from excitement so much that he could hardly text his request. "Spread your legs further and rub your pussy, like you do when you masturbate," his message read.

Sherry extended her luscious legs in a wide V, showing her boy just how far she could spread herself during sex. Her sumptuous limbs were scissored so far apart that her bare feet pointed towards opposite sides of her bedroom. She began to rub her pussy for Charlie, stroking her engorged clitoris. He loved the way her gigantic tit melons jiggled deliciously to the rhythm of her hand masturbating her pussy. "Squeeze one of your tits too!" he texted her.

His mother complied, reaching up with a free hand and squeezing one of her giant jugs through the silky nightie.

"Are you enjoying this, kiddo? Is mommy arousing you?" Sherry texted.

"You sure are!" Charlie replied, squeezing his fist up and down the length of his cock.

His mom's next text surprised him a bit. "Stick your boner through the hole for a minute. I wanna see how hard it is."

Sherry's eyes lit up as she watched her boy's super-charged erection slide through the glory hole. Charlie's long, vein-encrusted stalk pointed stiffly at an upward angle. It looked as hard as a granite slab, it's knob mushrooming, like a fat pinkish-purple gourd. She wanted his balls through the hole also, so she could see his entire cock stretching out from it's root.

"Put your ball through too, sweetheart! " she texted, her oversized boobs bobbling as she climbed from the bed and rushed into her closet to take a closer look.

Charlie fed his dangling scrotum through his glory hole, then thrust his whole package out and flexed it proudly. He knew he was well endowed. In the locker room at school his flaccid dick dangled nearly twice the length of those of the other boys. The one girl he had fucked was unable to take his entire cock and tapped out early from the pain of having it squeezed inside her young, inexperienced cunt. Charlie yearned to fuck a pussy that could not only take his entire dick, but one that could squeeze and chew at his penile meat, showing him the pleasures of a furious fuck.

"It's beautiful, sweetheart! " Sherry texted, kneeling there staring at his meat-cannon in lustful adoration. She leaned forward and began planting tender kisses all up and down his throbbing erection, loud enough for her boy to hear her.

"Ahhh!" Charlie sighed, feeling his mom's wet lips bathe his boner with affection.

He heard his phone chime and looked at a message from his mom, which read: "Would you like mommy to suck on you knob, like she did yesterday, baby?"

"Yes, please! " he replied.

Sherry leaned forward shrouding her lovely, bee-stung lips over Charlie's penile glans. Her mouth formed a tight seal around his coronal ridge. Her tongue darted over the slit of his meatus, soaking up the dollop of pre-cum that had formed there. "Mmmm!" she hummed, savoring her boy's young virile ball-nectar on her taste-buds. She brought her phone up, so she could text while she sucked him.

"I love the taste of your pre-cummies! " her message stated.

"I love your mouth around me like that!" her son replied.

"Would you like mommy to scrub your peter-tip, sweetie. Would you like my tongue to wrestle with your glans?"

"YES!!" her boy enthusiastically texted back.

Sherry went to work on him, whipping her long, experienced licker all over the crown of his cock. She scrubbed the shiny contour of it's spongy underside, then found the elastic band connecting Charlie's foreskin to his penis glans. The experienced cock-sucking mother used the tip of her tongue to strum at her boy's frenulum like a guitar string, making him shudder in delight.

"Mommy's gonna suck on your head AND your shaft now, baby," Sherry texted. Then, she removed the collar of her lips from around the neck of his penis and plunged him deeper into her wet, warm mouth.

Charlie gasped as he felt the sensitive meat of his cock encapsulated by his mother's mouth and throat. His erection began to glide through her oral cavity as if it were a pussy. Each time his pecker would rear back, remaining just inside her lips, Sherry would loop her tongue around his knob. Then, she would spear his cock deep into her throat again. This wonderful process caused her pretty blonde head to bob up and back in a perfect blowjob rhythm.

As amazing as this felt, Charlie REALLY wanted to fuck his mom through the glory hole today. He was almost to afraid to request it using his own words, so he used the ones that were pre-programed

"FUCK MY COCK!" the message on Sherry's phone read.

It was amazing that the mother could text her reply and suck her boy's dick at the same time. She could tell by how much pre-ejaculate was leaking from her baby's tip that he wouldn't last five seconds in her hot, snug pussy. "I'll drink one load now, that way he'll really be able to fuck vigorously and enjoy himself, while building up to a second ejaculation," she thought.

"Sweetie, if your feeling good, just cum in my mouth. That way you can take your time after and build a fresh cum-load for my pussy," Sherry texted him.

Charlie had never cum twice back to back before, but this was certainly a time that he wouldn't mind trying it. Through the wall he could hear his mom gurgling shamelessly as she sucked even more of his prick down her clasping throat.

Sucking and slurping noisily, Sherry wrapped her hand around the thick, muscled root of her boy's hardon. She beat his dick into her mouth, tugging on the loose skin, while continuing to gorge herself on it's upper-half. She rolled her tongue all over the glistening crown of his cock, increasing his excitement level.

Charlie gasped hornily over and over, humping his cock-base against his side of the hole. His mom was sucking and tugging like crazy, making his big nut-filled scrotum swing around wildly. "AHHHH!!" he snarled, feeling his knob tingle and mushroom inside his mom's pummeling mouth and throat. He began to experience powerful contractions in his prostate that sent a raging torrent of hot ball-juice up the tube of his urethra.

"OHH, GOD, MOM!!" the boy grunted, hosing out gooey spunk straight down her throat.

Sherry didn't think it was possible to drink down a load bigger that the one she had yesterday. However, her son's orgasm today really put her cum-guzzling skills to the test. "OH FUCK! SO FUCKING YUMMY-GOOD!" her brain screamed as she savored the taste and feel of her boy's sperm-blasts skimming through her mouth.

Sherry knew her son was anxious to fuck, but this didn't stop her from taking her time and nursing every gooey drop from his big dreamy cock. She wasn't at all surprised to see how rock-hard it still was when it slipped from her mouth.

"That was insanely good! " her boy texted.

"I'm glad you enjoyed it, sweetie," Sherry replied.

"Can we fuck now?"

It seemed like such a surreal question. Sherry had only fucked one man in the past twenty years and that was her husband. Surprisingly, what scared her the most about fucking Charlie WASN'T that he was her son, OR that she'd technically be cheating on her spouse. What she feared the most was that she'd love Charlie's cock WAY too fucking much! Her husband's penis was above average in size, but it certainly wasn't as long and meaty as Charlie's prick. Comparing their dicks was like putting a pickle up next to cucumber, and Sherry had only taken a cucumber-sized dong in her pussy a few times, when she was Charlie's age. Despite her concern, she wanted to make this glory hole gift extra special for her boy and this was just part of that deal.

"Yes, sweetheart…let's fuck," she simply answered.

Sherry had never gotten dick through a glory hole before, so this was a new experience for her. She knew that the best way for penetration was through bending over and taking Charlie's cock in the standing doggy position. She thought a moment about using some lube from the dispenser that was part of the custom glory hole, but then realized that she didn't need it. Her pussy was already dripping wet, from getting aroused while sucking Charlie's cock. Due to Sherry's sexual excitement, her cervix was drawn higher into her pelvis. This allowed the tube of her vagina to tent, preparing itself for the enormous length of her son's cock.

Sherry certainly didn't expect his next text message. "Do I need to wear a condom or something?" he asked. Birth control was something she hadn't really considered. Luckily, she was in tune with her menstrual cycle and knew she wasn't ovulating.

"That's considerate of you, sweetie, but don't worry…it's not that time of month for me. Mommy can't get pregnant right now. "

"OK! " he replied, then waited anxiously, his heart beating a mile a minute. He felt his mom's fingers gently grasp his stiff cock, then felt his knob nudge against something slick, fleshy and wonderful. "Ahhh!" Charlie gasped, as his flaring crown split Sherry's twat, sinking past the remnants of her hymen and into the heat of her vaginal pit.

"OOOOHHHH!" the busty mother moaned, plunging her pussy back on her boy's steely cock. Charlie's meat was met with incredible resistance and it paused for a moment, half-way down the tube of his mother's vagina. Even as slick as they were, Sherry's pleated cuntal walls had to expand to accommodate the thickness of her son's cock. She backed out a few inches, allowing the lubricating oil that had secreted from her lining to smear on Charlie's cock. Then, she pumped her rounded ass back again. This time her boy's prick squeezed through the remainder of her vaginal cavity, finally hitting bottom.

Charlie's eyes rolled back as he felt his cum-leaking knob crush the spongy ring of his mom's cervical entrance. He was delighted at the fact that she could take all of his cock. It was the first time his prick was fully sheathed in hot pussy and it felt divine.

Sherry was also surprised to feel her labial lips push against her son's balls. She had been determined to take the better part of her boy's erection, but certainly wasn't expecting to feel her thick ass pressed against the wall in full penetration. "Holy shit! The perfect fit!" she thought. "It's like we were made for each other."

She began to pump her cunt on the rigid teenage slab, eager to get a satisfying rhythm going. As arousal surged through her beautiful body, the head and shaft of her clitoris began to swell and stiffen. Her fatty ass-cheeks rippled each time they reared back and struck the wall. Bent forward and humping back like this made the mother's huge tits dangle from her chest and swing to the motion of her enthusiastic thrusts.

All Charlie could do on his side was stand there, hugging the wall, while feeling his mom's tight pleated walls plunge up and down his tender pink dick. He couldn't believe she was fucking him; that his own horny cock was inside the most wonderfully wicked part of his own loving mom's body. "Holy shit, this feels amazing!" he wondrously thought.

Sherry humped on her boy's rod in a steady tempo, her meaty mommy-ass bobbing up and back. Charlie's fully-erect prick was being hugged on all sides by rows of thick vaginal pleats. His mom flexed her pelvic floor muscles over and over, compressing her pink ribbed sleeve even tighter around his penis, gnawing at the plunging slab as it pummeled through her.

"Do you like it, baby?" his mom texted.

"LOVE IT!" he messaged back.

"Do you want mommy to fuck your cock even faster? "

"Sure!" he excitedly replied.

Sherry threw her lovely ass back as fast as she could, making her fleshy cheeks beat against the wall. This caused her boy's super-sized cock to pound through the tube of her cunt relentlessly. Going at it this heatedly, she wasn't at all surprised to feel an orgasm quickly build inside her.

"I'M GONNA CUM, BABY!" she texted. Then, the lucky teen could hear his mom crying out in a body-trembling climax through the wall.

Getting fucked through a wall allowed Charlie to be hyper-focused on just the feel of his mom's pussy cumming on his tender cock. Every quivering contraction that her cuntal walls gave off made the boy's erection flex excitedly. The way the knob of his prick began to mushroom made the broad ridge of Charlie's glans squeeze even more delightfully along the slippery, corrugated tube of Sherry's vagina.

"WOW!!" the teen gasped, humping against the wall. He wanted to hammer his horny baby maker into his mother so fucking bad! It killed him that she was doing all the work, but he knew the way she was furiously fucking his cock was about as good as he could ask for. It wasn't long before he shuddered in orgasmic delight.

"OHHH, SHIT!" the boy grunted, as big gooey cords of hot ball-jizz began to erupt from his piss-slit.

The feel of her boy's boner pulsing and flexing inside her as he shot off only extended Sherry's own tit-quivering climax. She slowed her thrusts, letting her boy enjoy slow, heavenly strokes of her cunt. Her vagina clenched up with wonderful contractions and their genital flesh grappled in the liquid heat of their ejaculate.

Just when Charlie thought it was over, he felt his boner slip from his mom's pussy and get replaced by her mouth. "Oh, damn, mom!" he moaned, feeling her nurse on his sensitive knob, while milking any remaining sperm from his shaft with her circled fist.

Over the next few days, Sherry gladly catered to her son's sexual requests.

"YOUR PRESENCE IS BEING REQUESTED AT CHARLIE'S GLORY HOLE," the message on her phone would read, often times, right while she was cuddling up next to her husband. The mother would excuse herself to shower, or tend to the kids, but instead would always head straight upstairs to her bedroom closet. Once there, she would either stroke Charlie off, give him sloppy, deep-throat head, or fuck his rigid cock through the glory hole.

"Can I fuck your tits?" Charlie texted her on one such occasion.

"Oh, you wanna try something different, huh, naughty boy? " his mom messaged back.

"Yeah, I wish you could get one of your boobs through the hole. I'd love to suck on it too!"

"Well, maybe we could make the hole bigger, so that could be possible, " she replied.

"You think? Can they do that?"

"I can ask and see, but how about for now mommy just gives you that juicy tit-wanking you asked for."

Charlie stuck his dick and balls through the hole. Sherry used the lube dispenser to get her giants tits nice and slick, then wrapped their ballooning flesh around her boy's throbbing cock. For nearly thirty minutes, she worked his horny erection through the slick, smothering pocket of her cleavage. She pushed on the sides of her boobs with her hands, creating wonderful friction on Charlie's dong that had him cumming in no time. She felt so wicked with her husband sitting downstairs, while she was getting cum-ropes blasted up around her neck.

At Charlie's request, she decided to do some research, to find out if they could make his glory hole any larger. She was surprised to discover that the company that she bought the custom hole from offered a variety of different sizes. One hole in particular would allow her to squeeze the entire bottom-half of her body into Charlie's side of the wall. This would allow him to fuck her in various sexual positions, as well as stick his own head through to her side and suck her tits, like he wanted. "Why don't I just save myself some money, go join him in his closet and let him do what he wants to me," Sherry giggled to herself. It WOULD certainly be easier, however, the thrill of being naughty and pleasing her son through a hole in the wall seemed so much more exciting.

"What are you reading?" Dave asked his wife as they sat in bed together one evening. Sherry was reading up on a few other ways of having glory hole sex, but she couldn't very well tell him that.

"Oh…um, just some beauty tips is all, honey," she lied.

"You don't need beauty tips. You're already as beautiful as you can be."

"Awww, thank you, honey," his wife gushed, then went back to reading. She had pounded her cunt back on Charlie's erection each day since he first asked for it. Sherry did it the same way each time, bent over in the standing doggy position. What she hadn't realize until reading the article was that there were other wonderful ways to position her body for sex through a glory hole. Now that she knew, the busty mother simply couldn't wait to try them out.

"Charlie, are you awake, sweetheart?" his mom texted in the middle of the night. The teen was still up, watching some big tit MILF porn on the internet.

"Yeah, I'm up," he replied.

"Are you horny? "

"I'm ALWAYS horny, mom!" he texted back.

"Would you like to fuck me, through your glory hole?" his mom brazenly asked.

"What about dad?"

"He's out like a log. We'd still have to be REALLY careful, but I'd like to give you some sexual relief…if you feel you need it? "

"SURE!" Charlie eagerly replied.

Sherry laid there on her bed for a moment, gazing over at her lightly-snoring husband hesitantly. "What the FUCK am I doing?" she asked herself. "Did I really just ask my son if he wanted to fuck me?! I'm suppose to be there when HE NEEDS ME, not throwing myself on him, just because I'M horny and found a new position for us to try out."

Despite her reservations, the heavy-titted mother snuck out of bed and crept into her bedroom closet. She closed the door behind her and locked it.

Charlie was peering through his hole. He grasped his cock and squeezed it when he saw that his mom was wearing a sexy lavender-colored teddy. It was made of beautiful floral lace embroidery and slightly sheer, allowing him to see her areolar rings. Sherry wasted no time stripping it off, and Charlie's heart raced as he watched her meaty breasts bobble around as she got naked.

Sherry glanced at the glory hole and giggled. Since Charlie's cock wasn't poking through, she knew he must be watching her. Standing there naked for him, she lifted her phone and texted.

"Anything naughty you wanna see, baby?" her message read.

"Will you shake your boobs for me?" he replied.

Sherry rocked her shoulders, making her giant jugs swing back and forth in unison. She bent over slightly, letting them hang down heavily, while doing the same back and forth motion.

"DAMN, Mom, that's crazy sexy! " the boy texted, watching her flop her fatty tits around for him.

"Who knows…maybe you'll get to suck on these fat nipples someday soon, while you feel all this squishy tit-flesh around your face," she messaged.

"That would be dope!" the boy replied.

"Ready for mommy to fuck that purple-knobbed cock, sweetheart?"

Charlie pushed his erection through his glory hole. He had primed it pretty good with his hand, so it was fully engorged and ready for pussy. Sherry stared at it wondrously, biting her bottom lip. While reading about this 'new glory hole position' online, the mother realized that she had something in her closet that would make it possible. It was a four-foot, waist-high console table that they had stored in her closet, until they could find something decorative to place on it for their bedroom. She slid it over, so the end of it met the wall, just below Charlie's jutting cock. "Perfect!" she thought, then carefully climbed onto the table and sprawled out on her back.

The position was called "the mermaid." Sherry occasionally performed it with her husband during their marital sex. It was perfectly suited for a glory hole fuck. The mother scooted her cunt to Charlie's cock, resting her sexy, shaved legs up the wall. Before she slipped him in, Sherry sent him a quick text. "Keep your ball on your side this time, sweetie, so you can thrust into me."

Her son pulled just his scrotum back to his side of the wall. Sherry grasped his erection and fed it inside her love-grotto, getting her thick ass as close to the wall on her side as she could. "Fuck my pussy, Charlie!" she texted him.

The teen was delighted to be in a position where he could beat his cock through the tube of his mom's pussy at his own pace. "Oh yes! Feels so fucking good!" his brain cried out as he began to thrust his boner through the glory hole and into his mom's vagina. Juices had already secreted from her cuntal walls, lubricating their union.

Sherry legs hugged the wall, pointing upward. She held the outside edges of the table with both hands for leverage, pumping her horny twat right back at her boy as she rocked the table beneath her.

Charlie wasn't sure how his mom was positioned this time, but damn did it feel good on his dick! It was that same wonderful pussy that he'd been fucking the past three days, but situated in a different way. This created all new sensations on his penile meat, as it was met with the different vaginal textures and squeezes. The best part about this time around was that he could thrust as hard and fast as he wanted. The teen gazed down in wide-eyed wonder, watching his shaft piston through the hole. He marveled at the way his muscled cock-meat was glistening with his mom's cuntal secretions. "Damn, look at all that pussy juice! Mom's REALLY fucking wet!" he thought.

Sherry's naked bubble butt slapped repeatedly against the wall, trying to draw in as much dick as she could. The huge pillowy mounds of tit-flesh that jutted from her frame rolled wildly up and down her chest. She squeezed a squishy tits with one hand, while reaching down and rubbing her engorged clitoris with the other. She felt no shame, especially since her son couldn't see her. Yes, she was doing this for him, but she might as well cum like a fucking whore while she was doing it.

Charlie increased his tempo, with the overwhelming urge to fuck his mom as hard as he could. He pummeled his cock through the glory hole, making his ass a blur as he savagely fucked her. His ravaging boy-meat thundered through his mom's birthing tube, beating against the womb that once held him, on every thrust. He felt his mom tighten her fuck-muscles, causing him to flex his long cock, forcing her to feel every jutting vein bulge out against her inner lining. "Ahhhh!" he snarled, feeling her return more juicy squeezes. "Ahhh, fuck!"

Sherry knew that part of what her boy was feeling on his penis was the spongy corrugated texture of her G-spot as it scraped along the top of his erection. The fact that he was plowing against it so exquisitely was about to make her go out of her fucking mind. She wished she could just flop around and scream, like a shameless slut, while she gushed all over Charlie's fat cock. However, she knew if she woke her husband that it would be her worst fear come true. The mother realized that she had to make a decision quickly, before she erupted in orgasm. Screaming and jerking about wasn't an option, but neither was stopping. Her boy's cock simply felt too amazing jabbing through her. She wanted to cum so fucking bad that, in that moment, it was worth the risk of losing her marriage.

Pumping his hips as fast as he could, Charlie suddenly gasped as he felt his mom's pussy begin to contract around his cock. It was a wonderful series of vaginal squeezing and releasing and squeezing and releasing that caused the boy to involuntarily shudder and groan. Charlie's ejaculation occurred in a series of rapid-fire contractions of his penile muscles and anus. Powerful blasts of hot semen began to hose from his pisser, splattering through his mom's quivering vagina.

Sherry threw her lovely hair around, straining as she arched her back and neck from the table. Her giant tits, with their stiff, protuberant nipples, trembled and heaved as she was struck with a powerful climax. She crossed her upper arm over her mouth, attempting to muffle her orgasmic cries.

At the bed, Sherry's husband's eyes popped open as he heard a strange noise coming from the closet. He looked over to see that his wife missing, so he curiously got up. "Sherry?" he called, but got no answer.

He went to the closet door, but found it locked. Then, he heard his wife's muffled cry from inside. Panicked, Dave pounded at the door. He barely gave his wife time to answer before he kicked it in.

"DAVE!!" his wife shouted in surprised. Sherry was still in the mermaid position with her son's cum-drenched cock buried inside her. Lucky for her, her legs were closed together, extending up the wall and hiding her indiscretion.

"Sherry, are you ok? What the hell are you doing?" the confused husband asked, studying the way his wife was laying on table with her legs pointed towards the ceiling.

"I'm just…um…stretching," she awkwardly answered, her face still flush from an orgasm.

"Stretching?"

"Yes, this was um…one of the positions I was reading about…that was, uh…good to use for a stretching exercise."

"While you're naked?" Dave asked.

"Well, yes, honey…um, the article recommended doing them naked, so you're not hindered by clothing." She could feel the pulse of Charlie's excited heartbeat through his cunt-smothered knob, which was crushed against the head of her cervix.

"So what was all the squealing going on in here? That's why I kicked the damn door in…to make sure you were ok."

"Sorry, I was just in some pain. That's kind of why I was in here stretching in the first place," Sherry lied, feeling the thick slab Charlie's erection slip out of her cunt.

The boy could faintly hear his parents speaking to each other and hoped to hell his mother hadn't got caught. He looked down at his still-hard prick and smiled. His big dong was dripping with female ejaculate. It was even trickling from his dangling scrotum, from his mom squirting her girl-cum straight through the hole. "Damn, that was some fucking good pussy!" he whispered to himself.

Meanwhile, Sherry was staying put on the table. She didn't dare move and expose Charlie's Glory hole to her husband. "Sorry to wake you, honey. I'll just finish up here with my stretching real quick and come back to bed," she nervously stated.

"Ok, hon," Dave muttered, then looked at the damage he'd done to the closet door. "I guess I'll try to fix this door when I get home tomorrow."

Sherry quickly texted her son. "Damn, that was a close call. Your father nearly caught us fucking," she wrote.

"Oops, good thing he didn't! " Charlie texted back. "Will you look into having a bigger glory hole put in for me?"

"I'll get more information on them tomorrow, sweetheart, but I can't promise anything," Sherry replied.

"Cool, thanks, mom!"

"Goodnight, Charlie! " she messaged "And oh…by the way…that was one amazing fuck you just gave me, kiddo! Just sayin' ."

Part 3

"A bigger hole!"

"That's right…Charlie wants a bigger Glory Hole. I'm having one installed today," Sherry said as she sat with Barb having coffee.

"Why go with a bigger hole? At this point, why not just invite him in on your marital bed and fuck the shit out of him?!"

"I thought about going that route, but to be honest…I think Charlie really gets a thrill out of fucking or getting his cock sucked though a hole."

"Ok, I'm confused," Barb stated. "What can you do through a bigger Glory hole that you can't through a small one?"

"Lots of stuff. With a hole big enough to slide the lower half of our bodies through, Charlie can eat my pussy, I can tit-fuck him. Not to mention all the wild sex-positions we can engage in."

"Why do I get the feeling that you're getting as much enjoyment out of a glory hole as he is?"

"Because I am!" Sherry giggled.

"It must make the sex with Dave incredibly boring at this point."

"Well, yeah…not just from the thrill of fucking our son, behind Dave's back, but Charlie's just so much fucking bigger and harder than his father is. I can't wait to see what he can do through a bigger hole."

"Mm, that teenage dick must feel amazing?!" Barb cooed.