Putting a Sissy in his Place

[Baby Bobby]

"Stand up straight--quit slouching," Mrs. Campbell snapped, as she carefully adjusted the wide, silky pink sash from behind Ethan.

They were facing a full length mirror and he was cringing with shame as he beheld his humiliating, girlish reflection. Mrs. Melissa Campbell, his domineering mother-in-law, was fitting him for a new dress that she had just finished, and to his chagrin, it was even shorter than her usual ones. That is to say, it barely came down past his waist and when she tied the big satin sash in the back, it only pulled the frilly hem even higher.

He stared down at the glossy pink Mary Janes that were his normal footwear now, and his knee-high schoolgirl socks, which left his baby smooth, hairless thighs completely exposed.

But to be sure, the worst and most shameful part of his outfit was the fat, bulky diaper swaddled around his hips and the infantile shiny white nursery print plastic panties surrounding them. Ethan knew from his years of constant bedwetting just how necessary they were, but he bitterly resented having to wear them during the daytime, like an incontinent toddler.

Ethan's hair, which tended to be on the long side, had been combed out into two little girl-style pigtails, with flouncy pink bows that matched his babyish dress.

They were standing in his nursery, a room that only four months previously had been a spare room used just for storage. Now, with the help of some contractors that his wife Megan had hired, it had been converted into a full-blown nursery for a baby girl, albeit, a rather large one.
Everywhere one looked, it shouted out precocious toddler femininity--from the gauzy pink curtains, to the white and pink walls with their nursery print design of giraffes, diaper pins, and building blocks. A large pink dresser stood in the corner, it's top lined with dolls and baby toys. Next to it, was a crib with high sided rails and a mobile above it that played childish nursery rhymes whenever Ethan was put to bed.

A low but sturdy changing table was next to it, and the stacks of thick, fluffy diapers alongside attested to the only underwear the big sissy boy was allowed anymore.

Between his mother-in-law and his wife, the two of them had filled the closet with a vast assortment of cute dresses, onesies, and romper suits, all in soft, babyish pastel colors.

Hanging from a couple of pegs next to the door were two menacing Spencer paddles, one in solid oak and the other in clear lexan--instruments of punishment Ethan was all too familiar with, and they were used without hesitation to make sure he toed the line. His mother-in-law was particularly strict with him, and when she babysat, she ruled the nursery with an iron hand. Defying her was out of the question, and with either paddle, she could bring Ethan to tears in mere moments. He lived in constant fear of being bent over her lap to receive another humiliating and painful lesson at her hands.

Behind him, Mrs. Campbell was taking her time, fussing with the wide satin sash and tying it into a pretty, fancy bow.  It was obvious that she had spent a great deal of time and effort in making this dress, what with the lacy accents and little bows in profusion. It looked like something a little girl would wear to Sunday school and it had a built in petticoat underneath that flared out the hem.
Ethan squirmed in place and shuffled his feet, wanting this mortifying experience to end as soon as possible.

Melissa hadn't liked Ethan from the day they first met, nor had she made any attempt to hide her disdain for him ever since. When she first took in his petite, almost feminine stature, and his soft-spoken nature, Mrs. Campbell was certain he was nothing but a big sissy. But it was when she learned of his chronic bedwetting habit, that her worst suspicions were confirmed.

She still remembered the tearful call she had gotten one day from her daughter, in which Megan had let out all her frustrations and dissatisfactions regarding Ethan. It had been the second time that week that she had woken up to wet sheets and she was at her wit's end.

"Sounds to me like he needs diapers," her mother had quipped caustically.

At first, Megan was taken aback by such a radical solution but after encouraging her to make a call to Ethan's mother, she began getting a much clearer picture of the man she had married. To her horror, she learned that Ethan had been wetting his bed all through his teens and his mother had taken what she thought was a very sensible solution of putting him in diapers every night.
In fact, it was not until he had moved out of the house that diapers and plastic panties stopped being a regular part of his nightly routine.

That afternoon, Ethan's mother paid her a visit, bringing over several boxes of his diapers and supplies. Megan was amazed as she unloaded stacks and stacks of thick cloth diapers, plastic panties in every color and style, baby powder, diaper rash cream, safety pins, and a waterproof changing sheet--everything a baby still in diapers would be in need of.

That night, Ethan was in for a huge surprise as his gorgeous wife laid out a trio of diapers and yellow translucent plastic panties, telling him it was either that or he could sleep on the floor. Needless to say, Ethan was quick to cave in and for the first night in several years, he slept soundly, knowing he was once again safe and protected.

The next morning revealed the wisdom of her plan, for his diapers were soaking wet, as they were to be every following morning thereafter.

While this had solved the problem of wet sheets at night, the room soon began to take on the smell of a baby's nursery; the pungent, sour smell of pee-soaked diapers permeating the air despite the large rubber bin supplied by Ethan's mom. This was something Megan had no intention of tolerating, and she immediately moved Ethan into the spare room, although not before putting a waterproof mattress cover on the bed he would be sleeping on.

[Baby Bobby]

Megan's 27th birthday was later that month, and her mother gave her a wooden paddle as a gift, saying that she was sure she could find a use for it. At the time, Megan had laughed it off, thinking of it as no more than a gag gift, but as time went on, she began to think of it in a more serious light.

There had been numerous times when she had walked in on Ethan, only to discover him playing with himself as he looked at pictures of big breasted women on the computer. In the past, this has resulted in some very vocal arguments and a contrite, shame-faced Ethan.
But later on at work, as Megan pictured her husband wearing his nightly diapers and babyish plastic panties, the idea of a childish punishment seemed all too appropriate for him.

Two weeks later, she came in one afternoon to find Ethan masturbating again. Snatching up the paddle, Megan grabbed Ethan by the ear and threw him over her lap, giving him the spanking of a lifetime. Fueled by anger and determination, she paddled him until the tears were streaming down his face and he was bawling like a baby. After that, she put him in his diapers and forced him to wear them the rest of the day as an additional shaming punishment.

It was not long after that, that their sex life--such as it was, was severely curtailed by Megan. She had become tired of this pathetic, ineffectual attempts to satisfy her, and between his minuscule pen-is, and his tendency to prematurely ejaculate, the amount of orgasms she had experienced with him was exactly zero. While this had become a source of irritation and frustration for her, Megan was hardly the type of person to take it lying down.

After spending several hours online doing some research, she soon found what she was looking for. A company called Sissies-R-Us sold a variety of male chastity devices and she carefully selected the one that had the highest rating for security.
If her bedwetting husband couldn't satisfy her--she was going to make damn sure that he went high and dry as well.

When the device arrived two days later via FedEx, Megan excitedly opened the package and spent some time getting a thorough understanding of how it worked. That evening, as she was preparing Ethan for bedtime, she took out the device and began installing it on his prepubescent-sized genitals, explaining that his inability to satisfy her meant that enforced chastity was going to be a part of his life from now on.

Ethan had been weak-willed all his life, and he was not unaccustomed to being bullied around by those around him. Nevertheless, this was a line in the sand he felt compelled to draw. There was simply no way that he could imagine a life without having orgasms at his whim, and this alarming device spelled an abrupt end to all that.
He argued loudly and vehemently but soon found himself in the familiar position over Megan's firm lap, getting a blistering spanking with her paddle.
He was still crying uncontrollably as she secured the device around him and snapped the lock shut.

"Your first period of lock up will be three months," she explained flatly to the whimpering sissy, "that will break up your cycle of masturbating and get you used to a life without erections or orgasms."

Her words brought on a fresh torrent of tears from Ethan who had begun pulling and tugging at the device, desperately hoping to extract his tiny little pen-is from it.

"And now," she told him firmly as she looked him square in the eye, "it's time for your diapers and plastic panties, you big sissy,"

That had been the turning point for the couple, and the balance of power had shifted irrevocably and forever into the hands of Megan. In the subsequent days, she became bossy and more authoritative with him, dictating how everything in his life would be, from how much computer time he could have, to when his bedtime would be. Arguments were quickly resolved with Ethan being bent over Megan's lap for a well deserved spanking. In fact, the paddle had become so useful, that Megan soon added another one made of lexan to her collection.

One day, Ethan was foolish enough to be disrespectful towards his mother-in-law, who was visiting for the day. He soon found himself across her knee, his pants around his ankles as she used the new lexan paddle to teach him a painful and humiliating lesson in manners. It was a sorry, sobbing, pantywaist that made his apologies to Melissa as he tearfully rubbed his blazing bottom.

As humiliating as this was, it was even worse when her friends were around and Megan made no effort to hide their unequal relationship. She frequently dressed him down in front of them, ordering him around like a servant, and showing everyone who it was that wore the pants in the house.
Ethan had always had a submissive streak through him and he seemed completely unable to stand up to his controlling wife. What little respect her friends had had for him, quickly vanished.

Nor was his bedwetting kept a secret, and soon all of Megan's friends knew about his humiliating nightwear of diapers and plastic panties. Frequently, she would lead him back out of his room after being changed, to be paraded before her guests like a toddler fresh out of his nursery.
To be sure, they felt absolutely no sympathy for the weak pansy.

Often, if he hadn't been changed yet, they would tease him beforehand, asking him, 'where are your diapers, sissy?' or, 'looks like someone isn't wearing his protection yet'. The snide comments were always accompanied by giggles and smirks from her brazen, mocking friends.

The endless humiliations were difficult for Ethan to bear, but perhaps even worse, was his inability to satiate the gnawing sexual desires he felt. He was constantly horny now and desperate for satisfaction. The first two weeks of his chastity were maddening for him, but it only got worse as time went on. Being married to a woman as sexy as Megan meant he was constantly being aroused by her presence; every time he saw a flash of her big, pillowy breasts or her long silky legs, he was beside himself with desire.

He had tried everything he could to extricate his little member but the device had proved to be infallible.
Bed times were another source of frustration for him, as he used to take advantage of his soft, fluffy diapers every night to play with himself. He recalled with longing, splashing his little load into the waiting folds of the absorbent Birdseye cloth and then drifting off to blissful sleep. And since they were always completely soaked by morning, there was never any chance that Megan was going to catch him.
But now--all that was impossible.
His diapers seem to mock him, teasing him with their multiple cushiony layers while he rubbed himself furiously to no avail.

Often, he would have dreams of Megan, sauntering around the house in her sexy lingerie and heels and he would wake up in a state of frenzy, beads of sweat upon his forehead. He would reach down into his diapers, and for the millionth time, yank and tug at his chastity device in futility.

He had tried making promises to Megan, that he would redouble his efforts to please her, but she merely laughed at him and told him to get used to it. She wore the key to his chastity device on a delicate necklace around her neck, deliberately teasing him with it. Every time Ethan gazed at his wife's deep cleavage, he was forced to look at the key that could free him from his implacable pen-is prison.

[Baby Bobby]

And all this time, it was Megan's mother-in-law who kept pushing her to take the next major step with her sissified hubby.

"Megan, there's absolutely no reason why a woman of your looks should have to live a sexless life," she had explained, "Go out and find yourself a real man--start dating again. With your body, it would be like shooting fish in a barrel."

Megan had listened in silence every time she and her mother had this conversation.

"How about your doctor--isn't his name Frank? He's incredibly handsome and so tall--he would be a perfect match for you. You know you could have him in an instant if you just sent him the right message."

Megan nodded her head slowly, considering her mom's words while in her heart she knew the older woman was correct. And how she had longed for the embrace of a big strong man, one that could sweep her off her feet and fulfill all of her considerable sexual needs.
When she thought of her regular doctor, it always sent a flutter of excitement through her being. He was gorgeous, and the idea of getting him in her bed made her wet with desire. She had never felt that kind of attraction for anyone.
Her marriage to her diaper-wetting husband had been so unsatisfying and here was finally the chance to make things right.

It didn't take long to achieve. Flashing her pretty auburn eyes and dropping several seductive hints, it only took a routine visit before the masculine doctor asked her out on a date.

Megan was a beautiful woman by any standard but that night, she took special care to make herself look as ravishing as possible. Wearing a plunging, low-cut coc-ktail dress that showed off her generous bosom and long, shapely legs, she chose a strappy pair of tall high heels to complete the outfit. She styled her long, luxuriant chestnut hair in an elegant style, with pretty tendrils hanging down to frame her high cheekbones.

Before she left, she pinned Ethan into his nighttime diapers and sent him to bed early with strict instructions that he was not to get up or there would be serious trouble. He was fussy and he peppered her with anxious questions about where she was going but she remained coy, telling him only that she was meeting with a friend. Seething with jealousy, Ethan pouted petulantly but put up little else in the way of resistance--he didn't want to be sent to bed with a sore bottom.

Closing his bedroom door behind her, she placed a small piece of clear tape on the door so she would know if it had been opened during the night. If that tape wasn't still in place the following morning, Ethan could count on taking a trip over her lap for a long, painful session with the paddle.

Megan's date with Frank, as expected, went fabulously, and she followed it up with others, until she started spending the night at his house. Frank was a complete gentleman and the polar opposite of Ethan as a lover. To her surprise and delight, his coc-k was everything she could hope for--8 inches of thick, heavenly glory. He showed Megan how fantastic sex could be and she would always leave his place completely exhausted but satisfied.

She knew it was inevitable that she would have to tell Ethan of her romantic liaisons, and she debated how best to do it until one day she got an idea. Once again, the Internet proved invaluable, and as soon as she found what she was looking for, she placed an overnight order for a particular item.
When it arrived, Megan led Ethan into his room and told him to undress. At the same time, she removed her blouse and slacks to reveal a sexy push-up bra and satin panties. Putting her high heels back on, she told Ethan to bend over his bed, which by now, had begun to smell strongly of stale pee. As he assumed the position, wondering what his exciting wife had in mind, his nostrils were assailed once again with the shameful smell of his childish incontinence.

While his back was turned to her, Megan slipped into the sturdy harness of the large strap-on dil-do she had ordered, cinching up the straps around her shapely hips to make it secure. She had purposely bought one who's length and girth matched Frank's impressive coc-k.
When Ethan looked over his shoulder to see what his wife was doing, he gulped hard.

"Wha-what are you d-doing?" he quaked nervously.

"Don't worry baby," she told him, "I'll be gentle with you."

Taking a dollop of Vaseline, she eased her finger into his back passage, working it around until she could fit two more fingers in. Then she dipped the blunt head of the dil-do into the lubricant and pressed it against his puckering hole.

"No-no-no," he whimpered as he tried to squirm away.

Megan slapped his ass hard and threatened to use the paddle if he didn't quit struggling. That threat was sufficient to make him settle down as she firmly began applying pressure to his back hole. Whining like a little girl, Ethan fidgeted nervously but he squealed loudly when Megan finally pushed the fat head of the dil-do past his defeated sphincter.
However, true to her word, she allowed him to get accustomed to the tremendous girth of the phallus before pushing it further in. Ethan moaned helplessly as he gripped the sheets of his bed, struggling to contend with the big, fat rubbery invader stretching his virgin hole to the limit.

In and out, Megan began slowing pumping her chaste, sissy husband. He was gasping and whimpering, his eyes half shut as Megan initiated a tortuously slow rhythm with the leviathan dil-do. To be sure, he felt emasculated and filled to capacity by the monster inside of him--he had never experienced anything like it in his entire life!

Conversely, the huge shaft reminded Megan of Frank's enormous coc-k, slipping in and out of her own juicy hole. The thought aroused her tremendously and she began plunging the dil-do in with greater enthusiasm.

"You feel this coc-k, Ethan? This is what every woman needs," she told her helpless hubby, "this is the kind of coc-k that I need, and you are totally unable to give it to me."
Her excitement level was increasing and her breathing was becoming more rapid. The thought of finally telling Ethan about her wonderful lover was really turning her on.
"That's why I've decided to get it from someone else."

Ethan's eyes opened wide as he listened to what she was saying. He felt like his wife had just poured a bucket of ice water over his head.

"I've been dating my doctor, Frank..." she paused for effect, "and for the first time since I met you--I've finally been satisfied. He has a big, thick coc-k like this, and he's reached places you never have."

She emphasized her remark by plunging the massive rubbery phallus all the way in until it bottomed out, making Ethan squeal helplessly. His legs kicked and he tugged desperately against the sheets but with Megan's 120 pound frame against him, it was impossible to escape.

"He has such a fabulous, huge coc-k, and he definitely knows how to use it," she growled as she ground the dil-do hard against Ethan.

"He's not a bedwetting sissy who wears diapers like a toddler," she added, gripping his narrow hips firmly with her long-nailed hands. He was forced to endure the full length of her shaft, stretching his aching hole with the mighty coc-k.

With that, she began a much more aggressive rhythm, pumping Ethan forcefully with the strap-on and bucking him physically against the bed. He slapped the mattress and groaned but he could do nothing to prevent her mercilessly pounding his ass.

Meanwhile, Ethan's prostate was being vigorously massaged with the big, slippery shaft and even while he struggled to contend with his wife's shocking announcement, a number of complex feelings were surfacing that were somehow feeding into his arousal. The physical stimulation was hard to ignore and for some reason, the submissive streak inside of him was starting to combine in an unexpected way.

By now, Ethan was two months into his three month chastity sentence, and every day had been an agony of horniness and sexual deprivation for him. The fact was, he was desperate beyond belief all the time now, and totally unable to satisfy his need. Now, as he looked up at the full length mirror in front of him, he could see the look of firm determination on his gorgeous wife's face. She had never looked so strong, confident, and beautiful. As she pumped him ever harder, he felt to his shock, the beginnings of an orgasm bubbling up and he moaned again helplessly like a little girl.

Megan partially pulled out her monstrous dil-do, only to forcefully ram it back in even harder.
With that, Ethan shrieked out, as he came explosively in his chastity device. He gasped and gulped as he groaned in humiliated orgasm, realizing his own lack of self control had shamefully betrayed him yet again.
Megan collapsed on top of him, burying the dil-do to the hilt inside Ethan who was still panting for air.
As he slowly began recovering from his eye crossing climax, Megan eased out the dil-do, quickly replacing it with a soft, but fat buttplug. It was specially designed to fill him up totally, yet its narrow neck made it impossible to expel.

"Okay," she said with a smug grin, clapping her hands together for emphasis, "It's diaper time!"

Deep down, Ethan knew he was utterly incapable of satisfying his wife. For that matter, as a woman, she was clearly out of his league anyway. He had always wondered how he had been so lucky to get her as a wife and now he was realizing the false economy of that relationship. She was beautiful and sexy and still young enough to turn heads everywhere she went--it was absurd that she should do without sex indefinitely.

Nevertheless, as she powdered and pinned him into his thick, bunny soft diapers, he felt ashamed and humiliated at his inadequacy, to say nothing of the emotional turmoil that had left his head spinning. As she pulled his pink plastic panties up his slim, hairless thighs, it only made him feel more pathetic and childish.

[Baby Bobby]

From that day on, Megan no longer made any attempt to disguise her dates with Frank. Ethan knew without being told what was happening as he watched his wife carefully putting on her makeup and doing her hair, preparing for a long evening of sex and multiple orgasms with her hunky man. His chastity device guaranteed that he would never be a part of that again. He wanted to put his foot down, and tell her that she was his wife and not someone else's but the paddle was never far away. More often than not, when she told him to pull his pants down and get across her lap, he simply didn't have the backbone to stand up to her.
Nevertheless, there had been several evenings before a date when she had been required to re-assert her authority, spanking him to tears before pinning him into his diapers for an early bedtime.

That had been three months ago, and perhaps the strangest thing of all, was the subtle change that had evolved in Megan's attitude towards Ethan. As he gradually began to accept his subservient role, becoming less of an obstacle and an impediment to her sexual pleasure, she began looking at him again with warmth and affection. This was all welcome from Ethan's perspective, who had thought he had lost his wife irrevocably.

And then, once again, his mother-in-law interceded in their lives, encouraging Megan to make yet further changes. One night, after Megan had put Ethan to bed, the two of them were sipping wine in the living room.

"Do I understand correctly that he hasn't had a dry night in months?" Melissa asked her daughter.

Megan nodded her head with resignation. "He's no different than a two year-old infant. He wets his diapers every night without fail."

"I think it's time you started treating him like the big baby he acts like," her mother replied.

Megan sat up straight and faced her mother.
"What do you mean?"

"If he's going to act like a baby, you should start dressing him like one. Let's get him some outfits for the big toddler he really is. You should dress him in rompers, diaper shirts, onesies, and hey--why not little girl dresses?"

Megan giggled to herself.
 
"And now that you've got a real man in your life, it's time to convert his room into a proper nursery fit for a big baby."

Megan was clearly intrigued by the idea and her mind raced as she considered the possibilities. She could easily picture her weak, simpering sissy of a husband, toddling about in a nursery complete with a crib and a playpen. And he could be contained, controlled, and restricted in the same way a real baby had to live. It was the perfect solution.

In addition, there was a part of Megan that actually liked the idea of caring for a baby, albeit an adult one. Due to medical reasons, Megan knew she would have difficulty trying to conceive and it occurred to her that this might, in some small part, satisfy her maternal instincts.

"I love it!" she said at last, her voice filled with enthusiasm, "A bedwetter like Ethan needs a crib to sleep in, so that will be the very first thing I get for him."

"I can easily make outfits for him on my sewing machine that will fit, but I also think they should be made purposely to humiliate him," her mother added, "I'll make them in a prissy, feminine style to emphasize what a big sissy he is."

"Ha ha!" Megan laughed, "Mother! You're outrageous!"

Together, they conspired and planned, mapping out the future of her diapered husband who was contentedly sleeping just down the hall.

The next day, Megan placed a call to a contractor with instructions to make a crib, playpen, and a stout changing table, large enough to accommodate an adult, albeit, a petite one. Over the course of the next three weeks, these items were gradually added to Ethan's evolving room. He watched with concern and consternation as the room began to take on a distinctly infantile character, with nursery print wallpaper going up and a pink dresser installed. Over time, it acc-umulated a large collection of rompers, diaper shirts, and a large assortment of panties, all cut generously to accommodate his ever present, big, thirsty diapers.

One day, Megan and her mother came into his nursery with a pair of scissors. With great ceremony, they cut up his remaining pairs of underwear and threw them in the garbage, putting a final and permanent end to his adulthood.

[Baby Bobby]

Melissa finally finished tying the bow in the back of Ethan's baby dress and she stood behind him, looking critically at the finished product. Making the adjustments to the frilly hem and the short, puffy shoulder sleeves, she smiled down on the diapered sissy.

"I think it's adorable," she exclaimed proudly, a big smile appearing on her face.

Just then, Megan stepped into the room, looking stunning in an expensive, dangerously low cut evening dress. Her big, beautiful breasts were practically spilling out of the top and in her high heels, Ethan was forced to look up into her pretty face. As usual, the act made him feel weak and inferior to his fabulous wife, particularly so, since by comparison, he was wearing a frilly short dress and his fat, embarrassing diapers. The vast difference only reinforced his childish status to her.

"Well--you look spectacular!" her mother gushed in admiration, "Frank is going to love that dress."
"I think so too," she replied giddily, "I just got this bra in today--look at how much support it gives me."

Peeling away the spaghetti straps, she modeled in front of them, beaming her gorgeous, infectious smile.
Ethan gaped at the blatant sexual display before him, his tiny little pen-is quickly stiffening within his tube. He gulped hard, and his mouth went dry as his breathing quickened.

"And how is my little diapered sissy boy this evening?" she asked cheerfully.

Ethan swallowed hard again as he stared first at the two massive globes within her lacy push-up bra, then to the key to his chastity device dangling between them, and finally up at his wife's ravishing face. Her eyes glittered with excitement and it was painfully obvious she couldn't wait to see her boyfriend for tonight's date. Ethan had never seen her so enthusiastic and he was consumed with equal parts jealousy and desire--right now, he wanted Megan more than anything. His tight chastity tube was feeling horribly restrictive and he craved release like never before.

"I've just finished this cute little ensemble for him," her mother explained, "What do you think?"

"I think it's absolutely darling," Megan said appreciatively, "My baby has a pretty dress of her own to wear tonight."
She gave him a playful wink and reached down to pat him on his thickly diapered bottom.

Ethan's heart was beating wildly as he gazed lustfully at his sexy, unattainable wife. His impotent pen-is was throbbing painfully, fighting in futility against the restraining tube it was imprisoned in as he took in her flawless body.
Seeing the focus of his attentions, Melissa slapped his diapered bottom harshly and pushed his pink rubber pacifier into his gaping mouth.

"Silly sissy--that's not for you. She's going out on a date with a real man, not a bedwetting pansy that wears diapers and dresses.
"Look at you," she scolded him, her voice taking on a cutting edge.

With her hand, she forced his head to turn and look back at his humiliating reflection in the mirror. It had the effect of destroying what little confidence he had remaining. There he was, wearing a dainty baby dress with lace and ribbons galore, a Peter Pan collar and puffy sleeves, thick diapers and waterproof panties, his sissy knee socks and glossy pink Mary Janes.

"You're not a real man--you're a sissy!" his mother-in-law added, giving his fat bottom another condescending slap.
Her firm hand landed with a dull thud.

Ethan hung his head in shame, as he often did when Melissa berated him but Megan was smiling with satisfaction. She loved how strict and controlling her mother was with Ethan--the perfect babysitter for the diapered sissy.

"If you're a good boy for grandma, maybe I'll give you a session with the strap-on tomorrow," Megan promised with a flirtatious wink.

Under the circ-umstances, that was as much as Ethan could hope for anymore, but although his opportunities for an orgasm were few and far between these days, being pumped with a big dil-do while still locked in his chastity cage seemed like small consolation. This seemed all the more so as his eyes wandered over the breathtaking form of his smoldering wife--the same wife that would soon be wrapping her legs around another man's waist as he thrust his coc-k into her eager, wet pussy.

"Come on, Sissy, it's your dinnertime," Melissa said, interrupting his daydreaming as she took hold of his wrist and led the dispirited pantywaist out of the nursery.

[Baby Bobby]

Taking him into the dining room, she helped him into the oversize highchair and secured the strap around his waist, locking the buckle that was purposely behind him and out of his reach. Then she slid the large plastic tray in front where it clicked shut against the sides, further imprisoning him. If that were not enough, two strong velcro straps were soon wrapped around his wrists, completely immobilizing his hands and arms.

Thus fully secured, his mother-in-law busied herself in the kitchen, preparing his dinner.
There was little Ethan could do, other than to swing his Mary Janes and look around the room bored.

Before long, Megan came out and grabbed her keys, striding over to look at her babified hubby, now trapped in his highchair. Melissa had tied a large plastic bib around his neck and the playful character of Barney adorned the front.

"Where are you going for dinner tonight, Megan?" her mother asked solicitously.

"Frank's taking me to this really expensive place uptown--I hear it's really something," she replied excitedly, "But to tell you the truth--I can't wait for dinner to be over so we can head back to his place and I can have fantastic sex with him again."

"Megan!" her mother chided her with mock anger.

Her daughter giggled and bent down to kiss Ethan on the cheek who was pouting in silence.

"Don't worry baby, that's nothing you need to concern yourself with anymore. You just try to keep your diapers dry."

Feeling extremely frustrated, Ethan's lower lip puffed out as he sulked and his gaze once more dropped down to the long line of tantalizing cleavage disappearing into Megan's elegant evening dress.

"And looks like grandma has prepared a yummy dinner for you tonight of Chef Boyardee," she enthused as she shared her mother's grin.

Bringing over a bowl of the steaming canned pasta, Melissa set it down on the pink tray in front of Ethan.

"Well, be a good boy for grandma tonight, sissy," Megan instructed him again before sauntering out the door, her sexy high heels clicking loudly on the parquet floor.

Ethan sighed heavily, his disappointment plain on his face.

"Din-din time!" his mother-in-law announced, bringing his attention back to the present situation.

She scooped up a big spoonful of food and quickly shoveled it into his mouth.

"I'm so glad Megan has finally found a real man that can satisfy her--aren't you?" she asked in a tone of voice deliberately intended to goad him.

Ethan could hardly respond as his mouth was full of Chef Boyardee noodles but he shook his head in disagreement.

"You should know that it was me that encouraged her to cuckold you--in fact, I'm the one who told her to start flirting with Frank," she told him, twisting the knife even further in the wound, "He's so much more of a man than you'll ever be. And now he's satisfying Megan every chance he gets."

Although his mother-in-law was 15 years his senior, the years had done little to detract from her obvious beauty. And while she was no longer as slim as Megan, one could certainly see where her daughter got her impressive bosom. Melissa had known from early on that Ethan had a weakness for big breasts and she purposely made a point of wearing snug, low cut tops to tease him with. Today was no different, and she was wearing a plunging, scoop neck, fitted top, that clung temptingly to her full bosom, an effect that was not lost on Ethan.

Unlike many older women, Melissa had chosen to keep her hair long, and while it had a few grey streaks in it now, it still looked lustrous and full. Today, however, it was tied behind in a look of stern severity.

She still resented Ethan for trapping her daughter in marriage and as a consequence, she took every opportunity to punish and humiliate the chaste sissy, every chance she got.

Ethan swallowed the food in his mouth and glared back at his mother-in-law, the anger rising in him. He was tired of being pushed around by her and he couldn't stand her constant, demeaning attitude.

Taking another heaping spoonful of noodles, Melissa shoved it into his mouth before he could utter a reply.

"AWGFF!" he squealed, twisting his face away. Some of the messy noodles didn't make it and they spilled down his chin to plop onto his baby bib.

Ignoring the mess on his face, his mother-in-law continued taunting him.

"Did you see that sexy outfit she was wearing? Wow! What man could resist that?
"By the way--she told me the other day that she stopped taking her birth control. And I know Frank doesn't wear a condom either when he makes love to her."

Ethan's temper finally snapped. He spit out the food in his mouth and flailed his arms furiously with all his might. Unfortunately, the velcro straps were made for just such a display of infantile fury and it achieved him nothing.
At the same time, his rage manifested itself in another, completely unexpected way, and the floodgates of his bladder suddenly opened up, inundating his diapers with a strong surge of hot, insistent pee.

"You're a bitch!" he shrieked, "I hate you!"
His glossy pink Mary Janes kicked impotently beneath him.

Melissa set down the spoon with calm deliberation as she looked down at her captive, diapered sissy struggling against his bonds.

"You've just earned yourself a nice, hard spanking," she informed him matter-of-factly.

Ethan twisted and tried to escape, thrashing against the straps around his wrists with all his strength as he continued kicking but it got him nowhere.
Turning on her heel, his mother-in-law strode down the hall towards his nursery where the paddles were kept.

Knowing exactly what was coming, Ethan redoubled his efforts, wriggling and fighting against his bonds but it was no use. By the time Melissa returned, he was resigned to his punishment and his head sagged in defeat.

He grew nervous now as he watched her reverse the routine by which she'd originally put him into his highchair. First, she undid the velcro straps and removed the tray table before going behind him to undo the lap buckle.
He always found her calm, cool demeanor the scariest of all her moods--instead of yelling at him, she kept her emotions in check and barely raised her voice. Ethan knew from experience he was really in trouble.

"I-I'm sorry," he apologized contritely, "I didn't mean what I said."

"Ethan, that little tantrum just earned you a trip over my knee and an early bedtime," she told him firmly as she led him over to an armless chair in the kitchen.

The effeminate sissy whimpered and whined, pleading with her in a desperate, but futile attempt to dissuade her.

"Please--I really didn't mean what I said," he blabbered, "I think it's good that Mommy has a man that can satisfy her."

At this point, he was willing to say anything to avoid the painful spanking he knew with absolute certainty was only moments away. His mother-in-law had gotten the lexan paddle and he knew it produced much more of a sting than the wooden version.

"That's good, because you'll have the opportunity to tell her yourself," she replied cryptically as she took a seat and set the paddle down next to her.

Ethan stamped his feet in frustration. It was all so unfair!!

Reaching her fingers inside the elastic waistband of his plastic panties, Melissa tugged them down past his trembling knees, only to discover the pee-soaked cloth in the front of his diapers.

"Ethan--did you wet your diapers?!?" she demanded angrily.

With all his stress and anxiety, Ethan had been totally unaware of having wet himself but now that it had been called to his attention, he looked down with shock and shame, realizing he had indeed peed his diapers without even knowing it.
His face blushed a bright red and he looked away as he bit his lip in angst. This was a totally new loss of control for him and as bad as his nightly bedwetting was, this was a much worse development.

"I asked you a question, sissy boy," Melissa snapped at him.

Turning to face her dark features, his cheeks burned with humiliation as he slowly nodded his head.

"What is the matter with you?" she rebuked him, "You really are a big baby, aren't you?"

His eyes brimmed with tears as he struggled to think of something to say.

"You never cease to amaze me. Just when I think you can't get any more pathetic--you go and prove me wrong.
"Wetting your pampers during your dinner like a little toddler--you should be ashamed of yourself!"
She scolded him like a naughty little boy.

With that, she yanked him over her firm lap and swiftly unpinned his soggy diapers. Ethan let out a sob of despair and he bunched his fists as he suddenly felt the cold air upon his soft, bare bottom. Waves of fear and panic made him shiver as she carefully set his diaper pins aside--he knew just how hard his mother-in-law spanked and he fought back the tears filling his eyes.

Picking up the light but very strong paddle, Melissa swung it upwards and brought it down as hard as possible across both his exposed sissy cheeks. The sting was shockingly, painfully intense and it took Ethan's breath away. His eyes went wide and his mouth opened as he gasped for air, unable even to cry out. However, by the second blistering swat, Ethan found his voice.

He bellowed out at the top of his lungs, kicking wildly as the third and fourth swat landed in quick, scalding succession. Desperate, frantic tears spilled down his face now, as he pounded the floor with the palms of his hands. His soft, curvy cheeks danced merrily under the hard, angry swats of the Spencer paddle while his mother-in-law continued her punishing assault.
Distinctively different from the wooden one, the lexan paddle seared his tender flesh cruelly, producing bright red patterns across his defenseless bottom. The sting was unlike anything he had ever experienced and he sobbed bitter tears of pain and indignation.

For Melissa, who deeply resented her pansy son-in-law, she saw this as nothing more than what he deserved for his many inadequacies, although his tantrum during dinnertime had provided a welcome excuse to put him over her lap. Now he was getting a humiliating and childish punishment, fit for a bedwetting pantywaist in diapers.

Suddenly, she stopped the spanking, and laid the paddle upon his burning, inflamed bottom. Ethan lay sobbing in his vulnerable position, his bright red bottom fully exposed and his plastic panties tangled around his ankles.
Taking out her cell phone, Melissa quickly dialed her daughter's number and let it ring.

"Hey mom--what's up?" Megan answered brightly.

"I'm putting you on speakerphone," she told her daughter, "Ethan threw a temper tantrum during dinnertime and he earned himself a trip over my lap.
"Say hi to mommy, Ethan."

She held the phone lower and the spanked sissy could barely utter a word that was intelligible, such was the intensity of his sobbing.

"Now Ethan, I thought I told you to be a good boy for grandma tonight," Megan said with mock gravity.

Before he could reply, the paddle swooped up and came smashing down again across both his singed cheeks, making him howl out in agony.

"WAH-HAH-HAH!!!"

"Tell her what else you did during dinnertime, you little bedwetter," his mother-in-law snarled.

Trying to reign in his crying, Ethan sobbed and swallowed hard.
"I-I-I w-wet my diapers, Mommy!" he wailed piteously.
He felt utterly ashamed at his announcement.

"Wait--What??" Megan asked incredulously.

"That's right, the little sissy wet his diapers without even knowing it during dinnertime," Melissa said for him, "Looks like he can't even control his wetting during the day now."

Ethan's wet cheeks burned with humiliation.

There was a pause and they heard Megan giggling in the background.

"Okay," she said, "you guys are on speakerphone too, now.
"Tell me what you just said, Ethan," Megan giggled again.

Ethan wasn't sure what was going on and he hesitated, suspecting she was trapping him in some way.

The paddle came down and left another stinging, angry rectangular pattern across his soft bottom, causing him to shriek loudly and kick frantically.

"Answer her," Melissa prompted him.

"I-I wet my d-diapers during dinnertime," he wailed tearfully.

This time he heard two voices laughing, one female and the other, male.

"Ethan, meet Frank, my boyfriend and lover," she said with a proud but smug tone.

Ethan's face flushed as he realized his humiliating punishment was being witnessed by his wife's bedmate. Not only that, he had just admitted one of the most shameful things he had ever done to both of them. His cheeks and chest, already a bright red, only blushed a deeper crimson.

"Hey, sissy boy," a baritone, manly voice said.

Ethan sobbed deeply with shame--this was the most mortifying experience of his entire life!

"He has five more swats to go--would you two like to listen?" Melissa asked them.

"Absolutely!" Megan replied as her boyfriend laughed deeply again in the background.

Five more times, the paddle slapped the sissy's bright red bottom harshly, producing more tears and sobbing along with his helpless kicking.
He was crying uncontrollably when his mother-in-law finally lifted him up.

"Well, I have to go now. I need to change his wet diapers and then I'm putting him down in his crib for an early bedtime," Melissa explained.

Megan giggled and said her goodbyes, ending the call.

[Baby Bobby]

As Ethan stood on wobbly feet, bawling his eyes out, Melissa looked her sissy son-in-law up and down with disdain.

"You're nothing but a big baby," she said, shaking her head, "It's diaper time for you, followed by beddie-bye time."

Stopping in the kitchen to retrieve a bottle of warmed milk, she led the sniveling pantywaist back to his nursery. Once there, she sat him down on his changing table, gave him his bottle, and then reached into her purse for something.

"I think it's time we upgraded your chastity device, sissy boy," she said as she brought forth a small pink cage-like device made of steel.

Ethan wiped his arm across his wet face and stared anxiously at the diminutive object, certain the change wouldn't bode well for him.

"This one is different because it has a small, stainless steel shaft down the center that goes up inside your pee hole. It's even more secure than the one you're wearing which is just what a little masturbator like you needs."

Reaching in her purse for a spare key, she bent down and unlocked Ethan's chastity device, removing the pieces and cleaning his tiny, shriveled pen-is with a baby wipe. Despite himself, he started getting hard as he began gazing at his mother-in-law's full cups, stretching her top in an arousing display before the deprived sissy. Even though he bitterly resented her pushing him around all the time, he couldn't help but be turned on by her big, sexy breasts.

As soon as she noticed his little nub growing, she stopped what she was doing and shook her head.

"That is absolutely pathetic! Just look at this silly little thing," she said, pinching his short, thin shaft between her fingers, "You look more like a four year-old than a man down there. But then, I guess it kind of suits your prissy personality.
"Did you know that Megan never had even one orgasm with you?"
His mother-in-law never passed up an opportunity to make him feel inadequate.

She shook her head in disgust as his under-sized pen-is wilted under her belittling comments.

"Nope. This little thing needs to be kept locked up and deprived of erections," she said as she began fitting the snug cuff ring of the new pink device behind his sack.
"See this inner shaft?" she said as she offered him a view down the inside of the chastity tube, "Every time you try to get hard in the tube, it will become increasingly painful until you go soft again. It was especially designed for sissies like you who don't deserve sexual pleasure. Now, no matter how hard your mommy pounds you with her strap-on, you still won't be able to c-um."

Ethan choked back a sob of anguish. To think even that last avenue of pleasure was to be taken away, however small and infrequent it was.

Placing some lube on the tiny stainless ball tip of the shaft, she positioned it before his quivering pen-is.

"Okay baby, this will go inside you easier if you are just a little bit erect. Can you help momma to make sure you won't be able to have any more orgasms? Go ahead sissy boy, stare at my breasts and fantasize about them while I insert this into you."

Ethan could have and should have resisted something that clearly wasn't in his best interests but he was so weak-willed and submissive, he willingly did as he was told, staring hungrily at her big bosom in the stretchy top. Besides, with her warm hand around his little pen-is, he was completely helpless to his desires. Softly squeezing his shaft, it started to grow again and she rewarded it by carefully working the ball tip into his urethra and down inside him.

"There...that's a good boy...just what a little sissy needs," she commended him.
"Oh!" Ethan squealed, unaccustomed to the strange feeling as the cool steel slipped into him.

"Say hello to your new best friend," his stern mother-in-law said with satisfaction as she watched the stainless shaft slowly disappear into his pen-is. At the same time, the head of his wiener gradually grew closer to the end of the short chastity tube until it couldn't go any further. Mating the pins on the cuff ring with the matching holes in the tube, Melissa closed the device, trapping his pen-is within and compressing it even further. Now the poor sissy's pee-wee was trapped tighter than ever!
Slipping a small titanium lock through the front, she clicked it shut with a crisp and audible snap.

"There," she said again, "that's much better. See how it's even shorter than your old one? It looks like a little pink thimble on you."

She giggled with amusement.

Ethan gazed down in dismay at his diminutive caged pen-is, still trying to get used to the strange feeling of having something inserted into his shaft.

"Wha-what about when I hafta go pee?" he asked anxiously.

"Oh, don't worry about that--you'll wet your diapers just like you always do--in fact, you may find its a little harder to hold back now. Although after seeing you wet yourself today during dinner, I think you've already gone past that stage."

Ethan didn't like this development at all but all he could do was to bunch his fists in frustration as she firmly grasped his ankles and swung them over his head, slathering his bright red bottom with Desitin. He whimpered weakly and nursed from the warm milk in his bottle as she laid his legs back down and powdered him thoroughly with the Johnson's.

"That's mommy's little bedwetter," she praised him as she pinned his fat cotton diapers snugly around his hips, "How does it feel to know that while you're being put into your diapers and sent to bed in your crib, another man is having wild, passionate sex with your wife, hm?"

Ethan blushed with shame and suc-ked feverishly on his baby bottle. He always tried hard not to think about what Megan was actually doing when she was gone but his mother-in-law insisted on reminding him of it all the time. But now, with his little pen-is compressed in this cruel new chastity device, he felt even more powerless and inadequate.

"It must make you sad," she said unsympathetically as she shook out some yellow translucent baby panties, "But then--this is really where you belong; pinned into some nice, thick diapers and plastic panties like a baby so you can sleep uninterrupted in your crib. You must be very happy that you don't wake up in a pool of pee anymore."

Much as Ethan hated it when his mother-in-law derided him like this, he had to admit she was right, even though it crushed him to accept it. And though he could barely admit it even to himself, a small, secret part of himself drew comfort from being safely swaddled in the bunny soft, bulky diapers every night. He no longer gave his nightly bedwetting a second thought.

Ethan winced as she worked the plastic panties around the bulky Birdseye cloth--his bottom still stung terribly from the after effects of the lexan paddle and the snug elastic leg bands cut into his throbbing, punished cheeks. Not only that, he was certain the lingering pain was going to force him to sleep on his stomach in the crib tonight.

Powdering between his thighs, Melissa put away his diapering supplies and went over to his dresser to retrieve a night top for him. Quickly selecting a lemon yellow fleece one, she brought it over and after removing his fancy dress, dropped the baby soft top over his outstretched arms. This one had a cute motif of a teddy bear in diapers across the chest and some script she had personally sewn on it saying "Diapers--a bedwetter's best friend".

"This is certainly true, isn't it, Ethan?" she said as she showed him the front briefly.

He had been so humiliated when she had first presented it to him months ago, so she had begun making a habit of putting similar phrases on the rest of his jammies.

"Beddie-bye-time!" she announced unnecessarily as she helped him into his crib, pulled his fuzzy pink blankets up and starting the mobile above his head. A nursery rhyme began to play softly as she put his pacifier in, raised the side rail of his crib and clicked it closed.
Ethan clutched his favorite teddy bear in his arms and tried to ignore the painful stinging of his cheeks within his diapers. It didn't help that his snug plastic panties trapped the scorching heat inside, making his humiliating punishment impossible to ignore.

Walking out the door, his mother-in-law turned off the light switch and tuned to face him.

"Nightey-nite, baby Ethan," she said pleasantly before closing the door behind her.