Chapter 1

To many, Jennifer was a curious woman in that she was the epitome of the sassy girl next door, cute but not glamourous, natural but not made up, curvy but petite. She was the type of woman who maybe wouldn’t make a splash on the European runway-model circuit, yet she turned heads everywhere she went due to her natural beauty and petite athletic physique. She was a natural cutie who preferred to sleep-in rather than take time to apply make-up and do her nails and hair. Today was no different than any other day: cute was the order of day rather than glamorous.

Saturdays were always a conundrum in that Jennifer was not required to work at her day job yet in many ways the backlog of household chores made her almost wish it was a workday. In reality, Sunday was Jennifer’s only true day of rest and relaxation in a given week. By 1 pm, the laundry had been started, the dinner was stewing and the grass had been cut, but one more weekly chose remained: dealing with the cat. Jennifer dreaded this with all her soul, but knew it was time to tackle the grooming and medication and this week she would be handling these duties alone as her husband of 20 years had picked today for his monthly golf game.

After successfully combing the cat and dealing with burrs, she now had to focus on administering the weekly medication keeping the cat healthy. Jennifer tried in vain to corral the cat but, as always, the cat could not be contained as it scurried around the house knowing full-well what Jennifer had in mind. Jennifer, now losing her patience, attempted once, then twice, then three times until finally pinning down the cat to the couch’s back cushion. The struggle continued for many minutes without success as Jennifer’s arms became a pin cushion for the cat’s dagger like claws.

“Jason, Jason, JASON!!!!! come help Mommy now please!!!, are you there Jason, can you please help me”? Jennifer screamed as she tried frantically to hold down the cat and administer the pill. “Ugh this goddamn cat is driving me mental, he won’t stop wriggling and moving around!!” Jennifer gasped to herself, trying to get Jason’s attention as she literally wrestled with a slightly overweight, 12 year old cantankerous feline.

“Jason, I could really use some help, are you on the main level of the house Jason?” Jennifer once again screamed, trying to get the attention of anyone who was within earshot. Finally, mercifully, Jason came running around the corner, fearing his mother was in some kind of immediate medical danger.

“Mom, Mommy what’s wrong???” Jason asked in a panicked tone, skidding around the corner into the well-appointed family room, only to see his very petite, 5 ft 1 inch, 110 lb mother literally pinning the cat down to the couch with a 1980’s style wrestling move that would have impressed Hulk Hogan himself. Jason could not hold back his laughter, seeing his poor mother placing the cat in a headlock, its paws and claws moving around frantically in mid-air, trying to break free.

“Jason, I can’t get the pill into the damn cat’s mouth, can you help me please?” Jennifer gasped, not understanding how such a tiny beast could be so obviously winning this head-to-head match. Jason smiled and quickly sat down on the couch beside his mother and leaned in to hold the cat. Without even attempting to touch his mother, the cat’s gyrations and movements brought the two humans together as they attempted to pin down the beast.

“OK, you hold him like that” Jennifer stated and watched as Jason pinned the cat against his own midsection. Jennifer then moved in closer to Jason and tried to pop the pill in the cat’s mouth, only to have the cat move around again. Jennifer then moved much closer to Jason, pressing her body against his shoulder, pushing against him to try and pin down the unwilling patient.

“Ohh this wild beast is out of control!” Jennifer stated, pushing into Jason ever harder in an attempt to win the battle.

Suddenly, and without warning, Jason felt that unmistakable feeling of a woman’s breast pushing into him. Out of the corner of his eye he watched as his mother leaned in harder and closer against his shoulder, in an attempt to lock down the cat.

“OK don’t move Jason!” his mother gasped as she leaned in further to pin down the frantic cat. Jason held his own, bracing himself against the couch as his petite mother pushed even harder against him, pushing her hoodie-covered chest into her young son’s shoulder. “Don’t move??, ha, why would I move now?” Jason thought to himself completely torn between his wholesome duty to his mother versus enjoying the feeling of his mother’s surprisingly generous chest pressed against him.

Not wanting to be too obvious, Jason pushed ever so slightly back against his mom, testing the waters and feeling her chest squish against him even more than ever, even if heavily covered by thick cotton, and presumably some kind of bra. Jennifer was so consumed with the cat, she did not even feel, or notice, Jason pushing ever so gently back against his own mother to get a better feel.

“What the hell? I thought mom was flat as a board but they feel really big!!” Jason thought to himself, feeling two enormous melons pushing against him like a big soft pillow. Over the years, Jennifer had developed into a bit of a bustline-Houdini, making her very generous 32D chest completely disappear by wearing very compressing bras, and baggy ill-fitting clothing to hide her generous assets. At 5 ft 1 and 110 lbs and a 26 inch waist, her full, bigger than grapefruit sized breasts were certainly an anomaly that most women only dreamed of. In her entire life she had not so much as even shown a hint of cleavage in public, let alone flashed another man. Jennifer was known by many to have a tiny, tight curvy athletic body but literally fewer than five people in the galaxy knew about her heavy D cup boobs, which she hid relentlessly out of pure modesty and fear of reprisal from catty women. Over the years she had gone to extreme lengths to hide her assets from her two impressionable teenage sons, until today, as Jason’s curiosity was now being piqued.

As the fight with the family pet progressed, Jennifer became more and more engrossed with her position relative to the cat and even less aware that she was now firmly pressing her entire chest into her son’s right shoulder. Even though Jason had never actively thought about his mother in a sexual manner, he was now beginning to feel those telltale tingles and aches between his legs, feeling the most heavenly pillow of womanly chest mass pressing harder and harder into him. For Jason, it was not only the sensations he was feeling but also the pure shock of suddenly realizing just how busty his mother seemed to be, and how she had hid it from the kids for so long.

“Ohh this little shit is driving me crazy” Jennifer screamed, again trying to pin the cat down, completely oblivious to what she was doing to Jason.

“Here, can you hold him maybe?” and with that Jennifer tried to pass the cat to Jason, all the while seeing the cat wriggle and scream back at them. Jennifer held on to the cat for dear life as Jason reached under the cat to grab him. Before today, Jason would have tactfully avoided contacting his dear mother and simply grabbed the cat from the outside, but now ever curious about his mother’s bust line, Jason reached fully under and behind the cat until his hands were pinned between the cat and his mother’s breasts, which were now heaving back and forth with her heavy breathing from the struggle.

Jason’s hands paused for a moment, and then pushed against his mother’s chest, making his prick start to tingle and grow ever so slightly. Jennifer, mostly unaware of anything that was going on in Jason’s head, pushed back and tried to hand him the cat while Jason’s hands grabbed at the cat, slightly feeling up his unsuspecting mother as the pair attempted to gain control of the beast.

“Holy shit, what the heck is going on, I just felt up my mother’s tits and she didn’t even care!’ Jason thought as his hands were now fully embedded in his mother’s boobs, feeling them and pushing back into them with the backs of his hands. Jason could not understand how his mother was seemingly unaware of the fact that is right hand was now completely engaged with her left breast, literally cupping it as they fought for control of the cat, yet she did not recoil or move back in any way. “Is she unaware or does she like it?” Jason thought to himself.

“Why don’t you wrap your hoodie around him like a straight-jacket, Mom” Jason suggested. “Good idea!!!” Jennifer replied back, winking at him.

With that, Jennifer reached back and pulled the hoodie over her head, revealing the scoop neck T shirt that lay within. Jennifer took her hoodie and attempted to wrap it around the cat like a tourniquet and pin the beast to the couch. With each motion, Jason could see the flimsy t shirt material moving around as her chest jiggled and bounced around with the struggle. Jason casually stood up slightly so he could peek down his mother’s top and do what he had never even contemplated. As Jennifer leaned in to hold the cat Jason could plainly see more than four inches of heavenly cleavage and huge amounts of round breast mass pushing up out of Jennifer’s Victoria’s Secret push up bra with each breath that Jennifer took.

“Holy shit Mom’s tits really are huge!!, WTF!” Jason thought to himself, in complete disbelief at what he was seeing. Jason, like the rest of the world, had always assumed his mother was proportionally tiny all over, and today’s revelation was becoming more than just a passing interest.

“OK hold him down like that Jason” Jennifer gasped.

“OK mom, I will hold the cat, and you can deliver the dose” Jason replied.

With that, Jason put his elbow out at an odd, and highly unnecessary angle, and held down the cat while Jennifer leaned in to push the pill in the cat’s mouth. With that, her left breast pushed in again against Jason’s left arm, giving him more aching feeling below, more than ever, Jason could literally feel his cock rising and throbbing as his sexy, yet unaware, mother pushed hard into him, with her flimsy t-shirt being the only barrier between her bra and Jason’s young arm. Jason furtively looked back to his mom, his eyes flitting down a little at the exact moment she leaned in again, with her t shirt gaping very loosely below her, giving him the most unbelievable view of his mother’s endless cleavage and her breast mass precariously spilling out the top of her cranberry coloured bra.

Jennifer pushed the pill into the cat’s mouth and Jason was frozen in time, watching his mother’s jiggling boobs with desire as she bent over more and more every second, completely consumed with the cat’s wellbeing.

As soon as the show had begun, it was over, as Jennifer leaned back and arranged her shirt and put her hoodie back on, all but ending Jason’s fun.

“Thank you so much Jason!” Jennifer stated, smiling from ear to ear with their success for that day and patting her young son on the back as if he had just scored a touchdown in high school football.

Jason, barely able to stand up, smiled at his curvy mom and immediately slumped down on the couch in an attempt to cover up his raging hard on. Jennifer exited the room and headed for the basement to check on her load of laundry, completely unaware of what had just happened, and leaving Jason alone with his inappropriate thoughts and a very throbbing young member to deal with.

Seven days later...

It was another Saturday morning and Jennifer was busily cleaning up the house like she had done the previous week. Passing to the right of Jason’s room she did a double take, suddenly catching a glimpse, out of the corner of her eye, of what looked, for all the world, like a cranberry bra strap just peeking out from below Jason’s baby blue sheets.

Jennifer, not entirely clear on what she had just seen, did an about-face and briskly walked into Jason’s room, making a bee-line for the bed, and attempted to quickly pull back the sheets to see her bra, much to Jason’s horror.

“Mommy!! What the heck!!” Jason shrieked while trying to pull back the sheets to cover up the evidence. “Jason, what are you doing?” why do you have my bra in there young man? I’ve been looking for that all week!!!! what are you doing? How long have you had that, and more importantly, why do you have that?” Jennifer asked naively, with very strong emphasis on the word ‘why’ and still unclear about Jason’s motives.

“Nothing, nothing, it was just caught in the sheets, the clasp was caught and I didn’t know what to do so I left it there” Jason stammered and stuttered defensively, not really making sense. “But, what are you doing with it? I don’t understand, why didn’t you just give it back to me, it’s been a week” Jennifer asked sweetly, still somewhat confused as she tugged on the sheets to try and retrieve her goods.

“Mom, please just give me some time, gimme 5 minutes and I’ll give it back to you, I’m busy right now” Jason stammered, highlighting the word ‘busy’, yanking back and pulling on the sheets even more to cover up his athletic 17 year old body.

“Busy, what do you mean busy, you’re lying in bed, how can you be busy?, you literally could not be less busy if you tried” Jennifer once again asked naively, not always understanding the needs and activities of a 17 year old male. Although Jennifer had always been one to enjoy consensual sex once or twice a month, she was not the type to masturbate or spend time fantasizing about her next encounter and was never one to laze around in bed naked. For Jennifer, sex was a guilty pleasure that she enjoyed, but did not obsess over when she was otherwise occupied around the house.

Jennifer tugged again at the sheets, only to feel Jason pulling back defensively, until finally Jennifer clued in.

“Ohhhh ohhh ohhh, I get it ... ohh sorry Jason, do you need some alone time for your busy time” Jennifer stated, finally getting what was going on.

“Umm, umm, no Mom, I don’t need alone time ... I, I, don’t know ... well maybe” Jason stammered. “Well what were you doing, you don’t need a bra do you, did you suddenly develop a chest? Why were you touching it?” Jennifer grilled her son.

Jason sighed out loud, “I’m sorry Mommy, it’s... ‘

“it’s what?”

“It’s just so big!, I was so surprised to see how big it is Mom, and I was curious ... I was doing laundry the other day and I saw it hanging on the rack and I was so interested by it so I kinda took it, please don’t be mad at me’ Jason replied shyly, trying to cover up the fact that he had in fact first noticed her bust line during the cat wrestling match.

“You were curious about what? The colour? The make, the shape? the size??”

“Yes, I was doing laundry, and um,,, I saw it, and it was so big, I had to check it out so I brought it up here ... to umm, look at it” Jason stuttered. “I saw it hanging there and the cups looks so huge ... it’s not really yours is it?” Jason asked, playing dumb and desperately trying to engage in some information-gathering about his mother’s secret curves.

“But what were you doing just now, were you practicing with the clasps, were you rubbing it against you?, do I need to wash it now? Jennifer asked.

“I’m sorry mommy, I was looking at it, it is so big and I liked looking at it and I’m well, curious I guess, don’t be mad at me mommy please’ Jason begged.

Jennifer could plainly see Jason’s eyes flicking between her eyes and her well concealed breasts as he apologized and slowly pushed the cranberry coloured bra out of the sheets. Jennifer grabbed the bra and inspected it and could plainly see the slightest white streak on the cups and the side bands causing tingles between her legs, now knowing full well her son had masturbated all over her best, and most expensive, push up bra. Jennifer held her bra up for closer inspection and folded it up slightly to cover up the stains as she contemplated her next move.

“Jason, do you have any questions, you seem very surprised by all this, all women wear bras and it’s normal for boys to like them, and the boobs, but I don’t understand why you hid mine for a week, I was looking for this for days and you didn’t tell me you had it”. “Surely you can get your girlfriend to show you her bra”. “Well, maybe, I kept looking at it and you’re so small but your bras are so big, do they really fit you, I am confused, this isn’t really yours is it, it seems so big and you’re not that large, unless you had some kind of recent boob job?” Jason replied, still awkwardly staring at his mother, despite what he had seen on the previous Saturday.

Jennifer began blushing uncontrollably and looked down to see her assets proudly displayed in a similar D push up and slightly padded bra behind her button up western style shirt.

Jennifer laughed slightly, ‘well, yes, it’s true, that’s my size, and NO I have not had a BOOB job young man!, I’ve always been this way and I guess I hide them from the world so I don’t draw attention to myself. I have always been shy about my body so I keep things all wrapped up’. “I am sorry if your father and I have never really been very open about discussing these issues and now you are old enough to be super curious, I understand, and I am sorry I have been secretive about my body”.

“I had no idea Mom, are you sure this would really fit you?” Jason said quizzically, pointing to the balled up bra in Jennifer’s right hand.

“Yes, I promise you this one fits me very nicely, in fact, I have the exact same model on now in black, can’t you see that it fits me?” “Well, you would see it if this shirt wasn’t so baggy” Jennifer replied with simultaneous pride and embarrassment.

Jason stared at his mom’s chest and nodded his head up and down. “I guess, but I can’t really tell today” Jason stated, realizing the word ‘today’ may be caught by his mother.

“But, ummm, umm, does that one fit you, it’s so big!” Jason replied, pointing to the bra.

“Yes, it’s mine, I’ll make you a deal, the next time I wear it I’ll give you a super quick flash so you can see it on me ok? When I was a kid my parents walked around the house naked so it’s no big deal if you see your mother in a bra someday. Would that be ok, it’s really no different than a bikini I guess?

“Yes, I want that Mom” Jason replied with excitement.

“I will leave you alone now J” Jennifer stated sweetly.

Jennifer, feeling the discussion had ended naturally, turned briskly and took five paces walking back to the door but then felt a pull back to her son’s bed like a 300 Megajoule electromagnet, based not only on her own intrigue but also at how excited Jason seemed to be with his last answer. Jennifer could not take her eyes off the sheets and wondered if that slight motion in the bed was merely Jason getting comfortable or if he was still rubbing his young prick without the bra for assistance.

Jason lay in bed, his eyes again fixated on his mother’s chest as his hand furtively squeezed and rubbed under the sheets.

Jennifer stood closer than ever to the bed, frozen in time and space, knowing she should leave but incapable of movement, shocked at what was transpiring but also fascinated by the turn of events. “I will leave you alone if you need to be alone, I came back to ask you if you want my bra back for one more time? If you promise to clean it all up I can let you have it for one more time, but never again ok mister horny boy!” Jennifer said with a smile as she pitched the bra back on the bed for her son.

“Well ok, but...”

“But what?” Jennifer replied sweetly.

“Did you say you had the same one on now?” Jason replied.

“Yes, the same one, in black, but it’s identical to that one, Victoria’s Secret, balconette’ Jennifer replied while pointing to the cranberry bra.

“I would love that one but umm umm if you are wearing the same one, can you ummm, ummm, can you show it to me now Mom and prove how good it looks? Please?” Jason stammered, still staring at his mother for approval. “What!!!!, what do you mean show you?”

“Can you show me what it looks like on now, I am so curious, and my girlfriend is so small, I have never seen big ones so close ... can you show me your bra please” Jason stammered.

“Young man, this is getting too weird for words” Jennifer replied, yet still incapable of leaving the room. Jennifer could feel herself losing control inside, knowing this was highly unethical yet somehow wildly exciting.

“Mom, please, can you just undo all your buttons and show me quickly, I’m so curious; please just quickly flash me that bra, I’m begging you”

“But you already had my bra for a week, why do you want to see the black one, they are the same I think” Jennifer argued.

“No, I ... ugh, I ... well, I want to see it on you, is that ok Mom?” Jason replied, all the while imagining how good his mother would look today, based on the quick view he had last week.

Jennifer once again did an about face and began walking to the bedroom door, partially in disgust and partially in an attempt to extricate herself from a situation that was becoming more exciting by the moment. Once again, for reasons that are not easily explained, Jennifer paused and turned around and walked back to the bed.

“Jason, this is very odd ... you want your own mother to model a bra for you and ... what are you going to do? You want to just look? Or you want to touch yourself too? Jennifer asked, almost choking on the words. “Can you just show me how big they are ... that it fits, that they are real, and I want to see the colour on you” Jason asked while slowly rubbing himself as he watched his mother stammer on the spot. Jennifer looked around nervously, knowing they were alone but also worried that somehow they would get interrupted by family members.

“Jason, can this not wait until pool season and I promise you can see me in my bikini, I have a new one that is quite nice in the bust and I won’t be shy to show you, I promise’. “I know you are very curious about my body and I know I have always hidden them from you, which maybe was a big mistake, but can we just wait until pool season?’ she argued again. “Your father and I could never agree on how to educate you boys in these topics so I now realise I have made mistakes and I don’t mind helping you out during pool season, and maybe I can talk to your father about it too” Jennifer explained. “I know this seems odd but I don’t mind showing you certain things if it makes you less confused about women but not today, ok dear?” Jennifer stated, hoping to diffuse the situation.

“No Mom, don’t bring Dad into this please, I want to just talk to you, and bikinis are boring ... I love your bras ... they are so exciting to me ... please can you show me quickly ... and you just said bras are like bikinis so why can’t you show me now? It’s the same...” trying to use counter logic to soothe his aching penis. “Jason, just tell me honestly, are you touching yourself now, this seems very bizarre to me, what do you want with me, what do you want to do right now, is this about curiosity, or learning, or are you playing with it now?” Jennifer asked sweetly.