Brian Meets His Busty Match Ch. 01

A quick note: My stories aren't for everyone. If you don't like very petite women with really huge breasts, mother-son incest (or the use of the word "mommy" in a sexual context), totally unrealistic scenarios, they might not be for you. If you like those things, great! Vote and leave a comment if you want. But I can't stress this enough: These scenarios are meant to be entirely unrealistic. If that, or anything else I've mentioned, is not your thing, go elsewhere. Thanks. (All characters are over 18 years old.)

***

As he had each Saturday for the last few months, Brian walked into the doctor's office, following behind his mother. He had known to wear just a T-shirt, shorts and flip-flops, as instructed. His mother, however, was wearing a skin-tight yoga outfit, the pants hugging every luscious curve of her large buttocks and thick, muscular thighs. More notably, from behind, he could see her enormous, wobbling breasts -- they poked out from either side of her slim torso. Her lustrous dark brown hair was bunched into a ponytail that swung as she walked in front of him toward the receptionist.

She turned around, her massive rack swaying right in front of his face, and put one hand gently on his cheek. "Come along, Brian," she said. "I know you still think these sessions are awkward, but the doctor says it's important we continue them to keep you healthy." She towered over her son -- 5'10" to his 5'6" -- and tended to speak to him like a child despite the fact that he had turned 18 six months before. He looked up at her stunningly beautiful face and managed to eke out a smile. "Yes, Mommy, I know." He had accidentally referred to her as Mommy one day recently when she had woken him up for one of his sessions, and it turned him on so much -- and, he got a vague sense, her as well -- that it stuck.

The truth was that Brian was always horny. There were two reasons why, at least according to the doctor, a specialist in what she called hypersexuality that his mother had found through a friend dealing with a similar problem with her son. He masturbated almost constantly, sometimes up to seven or eight times a day, his large penis never really softening. Erotic thoughts constantly raced through his head, spurred on by girls and teachers at school he had a crush on, and more recently, voluptuous lifeguards at the pool in their tight red one-piece bathing suits. (He had stopped going because it had become impossible to hide his nonstop erection.)

But the other cause of his problem was obvious: his stunningly beautiful, shockingly voluptuous mother.

Brian had never had a girlfriend. He wanted to, desperately, and he was a decent-looking young man with a sizable penis -- but his condition made him extremely self-conscious. Once he turned 18, his mother, sensing that awkwardness, had sat him down. As he stared directly at her massive tits, which bulged out of her too-tight sweater with a plunging neckline -- as usual, he simply couldn't help himself -- she asked him if something was wrong. After trying and failing to change the subject, he told her everything. She was clearly taken aback, but found the doctor through her friend -- it turned out his problem wasn't as rare as she initially assumed -- and made him an appointment.

At their first visit, to his utter embarrassment, the doctor asked him just a few questions, then had him take his clothes off and masturbate, right in front of his mother. "Go ahead, Brian, cum for me. You can ogle your mother's body if that helps," the doctor had said, as the mother gasped, causing her giant rack to shimmy under her tight shirt, the buttons straining to contain her breasts. The doctor poured a bit of lotion on his cock. He wrapped both hands around his rock-hard prick -- his preferred method, since it was so thick that one hand couldn't make it all the way around. It didn't take long before he orgasmed. "I'm sorry, Mommy!" he cried, as he sprayed thick rope after rope all over the room -- including on his mother's face and body.

After a closer examination -- including having his voluptuous mother massage his penis until is was hard again and then jerk him off, spraying more cum all over her office -- Dr. Romano diagnosed the teen with hypersexuality, a condition clearly exacerbated by proximity to such a gloriously statuesque, top-heavy mother. She prescribed three sessions a day: His mother was to help him masturbate, both by teasing him with her tall, super-top-heavy body and stroking his thick teenage cock.

They had their "practices" everywhere: In bed, when he first woke up. When he got home, she would greet him at the door wearing nothing but panties, a too-small bra, and heels. At bedtime, she would caress his penis with her huge bra-clad tits, bringing him to the edge, then simply rub her face all over it until he came, spraying on her face, neck and cleavage. (She never seemed to mind. "I just want to help my sweet boy," she would say as she cleaned her off with a towel.)

A few months later, they were back at the doctor's office for a check-up. His mother smiled at him, then turned to the receptionist, Becky, a young woman with delicate features and a full bust under her tight sweater. (It seemed that everywhere Brian went, he encountered busty women.)

"Hello, Ms. Pepper. Hi, Brian," she said, smiling. "Brian, you can disrobe and sit over in the waiting area."

He knew the drill -- though he was always a bit embarrassed to be nude in front of both his mother and Becky. But he did as he was told, pulling off his T-shirt and shorts -- he knew enough not to bother wearing underwear. His thick, rigid cock sprang out of his shorts.

"It's OK, Brian, we know you almost always have an erection. That's why you're here," Becky said with a sweet, almost maternal smile. Brian blushed.

"Come, Brian," his mother said, her insanely curvy body wobbling as she walked over to the waiting area. Brian's cock swayed back and forth as he followed her. They sat down on two plush chairs in the back of the waiting room. Brian noticed that the room was just slightly warmer than normal, presumably for naked patients like him.

"I know this is always a bit odd, Brian, but the doctor knows what she's doing," the mother said. "We're doing this because I love you and I want you to be comfortable and happy. I'm sure you'd do the same for your Mommy." She gently stroked his face. "You can have a condition. Mommy and the doctor both want to help... alleviate some of your discomfort." She paused and looked down at his cock, then reached up and plumped her breasts, clad in a tight, baby-blue yoga top, presenting them to him; she knew that turned him on almost more than anything. He gulped.

"Would you like me to jerk you off now? The doctor said to help you whenever you needed it. It seems like you do. Are you super horny right now? Do you want me to play with your penis?"

"Yes please, Mommy," he said bashfully.

There was a bottle of lotion on the side table to her right, and she pumped a bit into her left hand, then, casually, if it were the most normal thing in the world, began to jerk off her own son. "You can look at Mommy's big breasts if you'd like," she said.

He did just that, and moaned with lust.

Just then, he heard a noise from the front of the room. Two women entered: One, a stunning middle-aged woman, about his mother's height and almost as busty. Whereas his mother wore a yoga outfit, this woman was wearing a business suit, though one that clung tightly to her curves. Her red hair was up in a bun.

Behind her, staring down at the floor, was a teen girl that Brian guessed was about his age. She wore a baggy T-shirt and shorts and looked like she wanted to be anywhere else but the doctor's office. The girl was extremely petite, her mother probably almost a foot taller than her. She definitely looked familiar.

"Hello Ms. Stockton. Hi Rachel," Becky said, clearly taken aback. "Goodness, it appears that we've double-booked this afternoon. Hm. Well, Rachel, why don't you undress and take a seat while I check with the doctor."

Rachel's gaze darted up and she saw Brian, his mother slowly caressing his visibly throbbing cock. Brian didn't know what to do, so he simply averted his gaze, but could still see Rachel out of the corner of his eye. He suddenly realized that he knew her from school -- they had both graduated just a few months before.

Brian flashed-back to the end of their senior year. He had had a crush on Rachel for years, without even knowing her name. She was extremely pretty, with a delicate, sweet face; bright blue eyes, light brown hair that she generally wore in a ponytail, but occasionally wore down, the wavy strands cascading past her shoulders. She was shy, but would every now and then flash him a smile in the hallway as they passed. In math class, he couldn't help but stare at her; she had caught him looking a few times, blushed and looked away.

But he had to admit that it was her body that he was obsessed with. She almost always wore oversized clothing, but also played on the soccer team, which meant that every now and then he would see her in her short-shorts and tight top. Even with her breasts strapped down by what he presumed was an industrial-strength sports bra, her figure was truly shocking: she was extremely petite; he doubted she was taller than 5 feet, and had a slim torso, arms and neck. After years of soccer, her legs were a bit thick and muscular and her ass cheeks had an impressive roundness to them. And, most notably, she had absolutely massive breasts, which appeared even larger in contrast to her diminutive frame.

Brian had stayed late one school day to help tutor a freshman. As he was leaving, the soccer team had just finished practice and was filing past him on their way to the locker room. He caught sight of her and couldn't help but stare at her tits; even under the sports bra and a school jersey -- the name of the team (the Cougars) distended so much that the word was barely legible -- they were obviously huge. He looked up at her face as she passed, and she was looking him in the eyes. Embarrassed, he was about to look away, but she smiled and mouthed the word, "hi." He smiled back. The rest of the year, he had tried to catch her in her soccer outfit, but she only wore oversized flannel shirts that covered everything -- though, even so, her top-heaviness was evident.

She soon became, along with his own statuesque, obscenely top-heavy mother, the most common subject of his masturbatory fantasies.

The truth is that Rachel was just as horny as Brian. She masturbated constantly, and was, just like Brian, obsessed with her own mother's tall, obscenely busty body. She, too, had started seeing Dr. Romano a few months prior. And she, too, had begun sessions with her mother. They turned her on so much that she masturbated after coming to orgasm by her own mother's hand and mouth. Every time. They had also gotten into the habit of Rachel suckling her mother's breasts as she laid on her lap, the voluptuous mother massaging her daughter's vagina until she burst with an orgasm.

Back in the doctor's waiting room, Ms. Stockton spoke sternly to her daughter. "Rachel, she said it's time to undress."

"Yes, ma'am," Rachel said. She slowly striped off her T-shirt and let her shorts drop to the ground. Though he had pictured her naked many times, Brian was stunned: Rachel was, by far, the bustiest teen he had ever seen. Her huge, round, forward-projecting tits overwhelmed her tiny body; her little, erect nipples topping them. The rest of her body was just as sexy -- lithe arms, a tummy with just the hint of baby fat, a big, bulbous ass, and slightly thick legs that tapered down to her tiny feet. Like her mother, she had light brown hair, though hers, thick and lustrous, cascaded down around her delicate neck and shoulders. She briefly turned around and he realized that, like his own mother, he could see her massive breasts from behind -- the swell of them peeking out from either side of her slim torso.

She turned back around and he locked eyes with her briefly; she blushed intensely and looked back down at the floor.

Ms. Stockton and Rachel walked over to the waiting area, Rachel's massive tits wobbling and swaying as they did. There were only two additional seats: the ones right next to Brian and his mother. Rachel reluctantly sat next to Brian.

There was an awkward pause, and then Ms. Stockton whispered to her daughter -- though loud enough for Brian to hear: "Do you want me to play with your little vagina, sweetie?"

Rachel put her hands over her face, but nodded. "Yes, please, Mommy."

Brian was dumbstruck, both by the request and the fact that Rachel, like him, called her mother "Mommy."

Rachel's mother took off her jacket and unbuttoned her shirt -- revealing her massive breasts encased in a frilly, push-up bra that emphasized the full effect of their swollen, pillowy fullness. She reached down and began to diddle her daughter's little pussy. Rachel immediately began to moan with pleasure. "And let me know if you want to suckle on Mommy's big breasts, OK baby?"

Brian looked up at his mother, who was still jerking him off. She smiled down at him and said "I guess you both have similar... issues, huh?" She glanced up at Ms. Stockton.

The two gorgeous mothers smiled at each other. "What we do for our kids," Ms. Pepper said with a laugh.

****

"Well," Becky said after hanging up the phone, "this double-booking is my fault, I'm afraid, but the doctor would like to use the opportunity and see you both."

"At... at the same time?" Brian mumbled.

"Yes, that's the idea."

"That'll be interesting, huh sweetie?" Rachel's shapely mother said.

"I, uh, guess," Rachel said as she squirmed more and more in her seat.

A few minutes later, both teens were groaning audibly as their super-busty mothers masturbated them. Brian leaned over and whispered, "Mommy, she's so pretty. And her breasts are so big," he added, furtively glancing at the gorgeous teen's massive tits.

"Don't tell me, silly!" the mother responded with a giggle.

Brian turned to Rachel. "Hi," he said with a gulp.

"Hi," she responded bashfully. It was all so surreal: Two naked teenagers exchanging awkward greetings as their ultra-sexy mothers played with their genitals. They were both wildly horny.

"Can I... um... can I feel your breasts?"

Rachel looked up at her mother.

"It's up to you, baby," Ms. Stockton said. "It might help you get to an orgasm faster."

"Uh... OK. You don't think they're too big?"

"God, no, they're beautiful. You're beautiful. I've had a crush on you for a long time."

"Awww," the mothers said in unison.

Rachel smiled and fidgeted in her chair. "Thanks. Do you want to know how big they are?"

Brian could only nod.

"Can I tell him, Mommy?" the teenage girl asked her mother.

"Of course, sweetheart. It's your body."

She turned back to Brian, his mother still slowly running her hand up and down his big penis, purple and swollen.

"32GG."

Brian gulped.

"You can feel them if you want."

Brian reached out and cupped one huge teat. He gently squeezed it, marveling at how pillowy it was, just the right balance of pliant and firm -- and just how far it jutted out from her tiny teenage body.

"Uhhhhh," Rachel moaned. "That feels really good. Would you... would you pinch my nipple a little?"

Brian of course obliged, lightly tweaking one of her small, crinkled nipples. Again she moaned, louder this time. "Squeeze them harder," she said, her eyes fluttering closed; she was getting visibly hornier and hornier.

Brian grabbed both massive, GG-cup breasts and squeezed them. God, they were perfect, he thought.

Rachel was now wriggling in her seat, as her mother worked on her little swollen clit.

"Mommy! Mommy, I think I'm going to cum!"

"That's OK, baby. You cum if you need to. Cum all over Mommy's hand."

"UHHHHH! FUUUUCK!"

"Mommy!" Brian yelled. "I'm going to cum too! I can't hold it in! I'm going to spray!"

"OK, my sweet baby boy. Cum for Mommy. Squirt your cum."

The two teenagers were now pumping their crotches up into their mothers' hands. Rachel thrust her huge tits out, pressing them into Brian's hands.

"UHHHHHH!" The two super-horny teens were quickly approaching orgasm. "FUCK, MOMMY, I'M CUMMING!!!" Rachel screamed, her body thrashing around in her seat as her mother massaged her clit. "Cum, sweetheart!" Ms. Stockton said. "Cum for your mother!"

"I'M CUMMING TOO, MOMMY!" yelled Brian, pumping his thick, engorged penis into his mother's hand -- his hands still squeezing Rachel's massive, round, GG-cup tits. "Good boy, sweetie! Cum for Mommy!"

Soon, the orgasms overtook them both: Rachel continued to scream as girl-cum squirted out of her little pussy, soaking her mother's hand and the carpet in front of her. Brian groaned as rope after rope of cum pumped out of his cock, arcing in the air before splattering onto the floor as well. The orgasms went on for at least a minute, as the two teen's bodies shook and jiggled.

As they both came down from their orgasms, panting, their mothers both looked over at the receptionist, who had been watching the entire time. "Don't worry, ladies, it's a specially treated carpet -- easy to clean," she said with a smile. "And you'll find towels on the tables next to you for you to clean up."

In the almost violent process of cumming, Brian had released Rachel's gigantic tits. The two teens slumped in their seats. But they weren't spent. Brian's cock was still rock-hard." The two mothers cleaned up their children's swollen genitals.

"Mommy?" Rachel asked her mother, who was beaming with pride. "I really want him to fuck me."

"You should ask him, baby. Looking at his cock, I bet he's just as horny as you are."

The 18-year-old turned to Brian, her huge chest heaving. Ms. Stockton looked at Brian's mother, whose chest was heaving with horniness, just as the teen girl's were, only under a tight yoga outfit and sports bra. "Ms. Pepper, can you stop stroking your son? And don't worry, she's on the pill."

"Oh, of course," the top-heavy mother said, and reluctantly released her son's prick.

Rachel turned to Brian. "Um, this is pretty weird, huh? Both of us naked? I guess we have the same... condition." She took a deep breath, building up courage -- and causing her big, round teenage tits to thrust out even more than usual. "Will you fuck me? Please? I really want your big, thick penis inside me."

Before Brian could even respond, Rachel got up, girl-cum dripping from her pussy, and straddled Brian. She began to rub his thick, swollen penis against the lips of her vagina.

He went back to molesting her massive GG-cup tits; teen breast-meat oozed from between his fingers. He could feel her rock-hard nipples on his palm. He only had to release them when she leaned into, pressing her huge rack into his chest. He instinctively wrapped his arm around her tiny waist and pulled her into him even more. Both of their bashfulness seemed to have disappeared, overridden by their intense horniness.

Still rubbing her cunt up and down his throbbing prick, she caressed the back of his head and looked into his eyes. "Please fuck me? I need it so badly."

"OK," Brian said as he gratuitously grabbed her bulbous ass with his free hand. "By the way, my name is Brian."

"I'm Rachel," the teen girl said with a smile. She positioned herself so she could lower her pussy around his cock and did just that, slowly, groaning as his rock-hard cock slid effortlessly into her little, dripping wet vagina. "UHHHHHH! God that feels so good. Will you kiss me while you fuck me, Brian?"

Brian angled his head up and kissed Rachel on the lips gently, then again more firmly. Soon they were making out like... well, like two horny teenagers. She began to move up and down on his cock and they both groaned in pleasure.