Sissy Awesomeness @sissybabybritnee - Tumblr Blog

The Leaky List

The mall’s Christmas village glowed under soft amber lights long after closing hours, the gates locked tight for tonight’s private adults-only “Naughty List” event. The air was thick with cinnamon and pine, and the only people left in line were grown-ups in frills, leather, or footed pajamas.

Emily—formerly known as Emmett—stood there in the most humiliating outfit Miranda had chosen: a baby-pink satin dress with extravagantly puffed sleeves and a ruffled bodice that cinched tight at the waist before flaring into a short, frilly skirt. The glossy fabric shimmered under the lights, and the skirt was so brief it barely skimmed the tops of her thighs, offering no cover at all for the thick, white disposable diaper beneath. The padding bulged obviously, forcing her thighs apart into an awkward waddle.

Miranda had made it very clear in the car: four big bottles of juice, no bathroom, and a bright, cheerful reminder in that syrupy voice she used when she was being extra cruel:

“No potty until after you sit on Santa’s lap and read your list. Be a good little girl and hold it, okay? We don’t want another accident in public again, do we?”

Emily’s thighs kept scissoring together, knees knocking, hands pressed between her legs as she tried to dance in place without being obvious. The pressure was unbearable. Her bladder felt like it was about to explode.

The elf—a six-foot domme in a candy-cane corset—smirked and waved her forward. “Next! Come on up, princess!”

Santa waited on his throne, all jolly red velvet and snowy white beard, belly laughing as Emily toddled up the steps.

“Ho ho ho! Well, who do we have here?” he boomed, voice warm and cheerful. “Come sit on Santa’s lap, sweetheart, and tell me if you’ve been naughty or nice!”

Emily climbed up, the satin skirt fluffing everywhere, diaper crinkling like a crunched-up shopping bag. The second her padded bottom settled, his big gloved hands locked around her waist and pulled her snug against him. That was when she felt it: the thick, hard ridge of his cock pressing up under the velvet. Santa’s jolly smile never wavered, but his eyes went dark and sharp, like he was waiting for her to make the right moves.

“H-hi… Santa…” Emily squeaked in a quivering voice, trying to break the awkwardness.

He gave an exaggerated, delighted chuckle for the audience, bouncing her once so the diaper crinkled loudly.

“Oh! Such good manners!” His hand slid to her hips, pressing her harder against his erection. “Now tell Santa: have you been a naughty little girl this year?”

Emily glanced to his wife Miranda, who narrowed her eyes and nodded back at him. Emily swallowed, cheeks burning, and managed a tiny nod.

“Y-yes, Santa… vewy naughty…”

The crowd laughed softly. Santa’s eyes flashed.

“Ohhh, I know you have, sweetheart,” he said, loud enough for everyone, then lowered his voice again to that filthy growl. “But guess what? Santa’s been naughty too.”

He leaned closer, lips brushing her ear.

“Santa’s been having a jolly ‘ole time… with your wife.”

Emily’s whole body went rigid. A broken whimper escaped.

“Last night, while you were locked in your crib with your mittens pinned and your paci popped in, I had your wife spread wide on the big grown-up bed you’re never allowed in anymore. I fucked her so hard she screamed my name into the pillow that you used to drool on. She came over and over. Soaked the sheets way worse than your little bedwetting accidents ever did. Then she rolled over, looked me in the eye, and begged me to come here tonight so we could finish turning her pathetic little sissy husband into a crying, leaking mess together!”

Emily’s stomach dropped straight through the floor. The man currently holding her on his lap, the man whose thick cock she could feel throbbing under her diaper, had spent last night balls-deep in Miranda.

She tried to wriggle away, a panicked little squeak escaping her throat, but his arms tightened like steel bands.

“Nuh-uh. Stay right here and be a good little sissy girl,” Santa boomed cheerfully for the crowd, then leaned in so only she could hear the steel underneath. “You’re not going anywhere until you read every single wobbly word of that baby scribble your Mommy made you write with your wrong hand. Out loud. Let everyone hear exactly what a silly, diapered sissy wants for Christmas.”

He shoved the glittery pink paper into her hands and forced her arms up so the whole room could see the shaky, left-handed scrawl and the messy hearts doodled in the corners.

Emily swallowed hard, cheeks burning, and tried to save whatever tiny scrap of dignity she had left. She opened her mouth and forced out the deepest, most adult voice she could manage:

“D-dear S-s-s-santa, I’ve been a very naughty sissy this year and I—”

Santa cut her off with a loud, disapproving tut-tut-tut, wagging one gloved finger in her face like she was a toddler who just said a swear word.

“No no no, princess. That won’t do at all.” He gave her a hard bounce that made the thick diaper rub against her cage and her bladder scream. “We don’t use big-boy voices here. Try again, baby girl. High and lispy, just like Mommy taught you, or Santa will spank that bottom right here in front of everyone.”

Emily’s thighs clamped together, knees knocking. She could feel the pressure building so fast it made her eyes water. She tried one more time, whispering, “Please, I—”

Another sharp tut. Another cruel bounce. A warning spurt leaked out; she felt the warmth bloom against her skin.

“Last chance, sweetheart,” he sing-songed, loud enough for the front row to hear. “Talk like the dumb little baby you are, or I’ll make you stand up and show everyone how close you are to flooding that diaper.”

Tears spilled over. Emily gave up.

Her voice cracked into the high, quivering, lispy mess Miranda had drilled into her for weeks:

“D-deaw Santa…” she hiccup-sobbed. “I-I’ve b-been a vewy n-naughty sissy dis yeaw an’… an’ I want…”

Her legs scissored frantically, thighs rubbing together, trying anything to hold it back. Santa started the slow, deliberate bouncing again, each movement grinding the thick padding against her caged clitty and pressing on her aching bladder.

“Go on, potty-pants,” he cooed. “Tell Santa before you have a big accident.”

Another hot spurt escaped, longer this time. Emily squeaked, high and panicked, and the words tumbled out in a desperate, lisping rush:

“I w-w-want p-pwetty pastel dwesses dat shine when I move… a b-big sissy dowwy to cuddwe when Mommy wocks me in my cwib… a w-wocking diwdo paci so I stop tawking back…”

Her whole body was shaking now. She was openly potty-dancing on his lap, knees bouncing, bottom lip wobbling, tears dripping onto the paper.

Santa just laughed and bounced her harder.

Another spurt and, finally, the dam broke.

A loud, shameful hiss filled the air as Emily completely lost control, flooding the diaper in one long, helpless torrent. The padding swelled hot and heavy, sagging between her thighs, leaking warm trickles down her bare legs while the entire room heard every second of it.

Santa clapped like she had just done a cute trick.

“Aww, there it is!” he boomed, jolly as ever. “Baby couldn’t even finish one little sentence without making a great big pee-pee in her princess diaper! Who’s the most pathetic potty-pants in the whole mall? You are! Yes you are!”

He booped the tip of her runny nose with one white-gloved finger, then leaned in so his beard scratched her tear-soaked cheek.

“Keep reading, pissy girl,” he growled, low and lethal. “Every single baby word. And don’t you dare stop grinding.”

Emily was sobbing too hard to breathe properly, but the words still spilled out in a cracked, lisping wail:

“T-twaining bwas fow my puffy nipples… w-wumba panties to go ovah my diapurrs… an’ an even tiny-err cage pwease Santa… da kind dat pinches all day so I nevew fowget I’m nuffin but a…”

Santa’s free hand slipped under the frilled shirt and found her swollen little breasts. He trapped one aching, hormone-puffed nipple between thumb and forefinger and twisted slowly, cruelly, with increasing pressure.

Emily shrieked a high, broken sound and her hips jerked forward on their own, mashing the sloppy padding harder against his thigh.

“Look at that,” he laughed to the crowd, twisting the other nipple now, rolling both until she was shaking. “Sissy’s titties are almost as leaky as her diaper!”

He switched to the other nipple, tugging and squeezing, sending sparks straight to her cage. The diaper was a hot, squelching mess; every grind rubbed the soaked padding over her trapped clitty in slick, relentless strokes.

Her voice dissolved into pathetic whimpers:

“P-pwease gif me a whole case of diapees wif baybee pwints… an’ wocking pwastic pants to keep me fwum getting out of dem… an’ an’ pwease Santa make me stay wike dis fowevew, a dumb wittle sissy who can’t even sit on your wap without wetting an’ makin’ stickies—”

The last word broke into a mortified wail because Emily felt it happen: her caged clitty spasmed hard, again and again, spurting useless ropes of cum into the already drenched diaper. The ruined orgasm rippled through her while she was still grinding, still being groped, still lisping her Christmas list like a broken doll.

Santa threw his head back and roared with laughter.

“Oh ho ho! Did someone just cream her pissy diaper on Santa’s lap? In front of everyone?” He gave her nipple one last vicious twist that made her sob. “What a dirty little dolly!”

He lifted a hand and beckoned with two fingers.

“Miranda! Come check your husband. I think she made a big sticky in her already-soaked diaper.”

Miranda sauntered over, phone up and recording, wicked smirk sharp as knives. Her smile was half amused, half disappointed, like she was looking at a puppy that had just piddled on the carpet again.

She stopped right in front of Emily, eyes flicking from the blotchy, tear-streaked face down to the sagging, yellowed bulge beneath the pink satin skirt.

“Again?” she sighed, shaking her head with mock sorrow. “You couldn’t even last five minutes on Santa’s lap without cumming your diaper like a desperate little sissy?”

Santa flipped the skirt of the satin dress up so that Miranda could slip two manicured fingers into the elastic of the diaper. Emily felt them push past the warm, swollen padding and slide right along her caged clitty.

Miranda’s eyebrows shot up. She let out a soft, pitying laugh.

“Oh honey… you really did it! All those sticky cummies floating in your pee-pee padding.” She swirled her fingers once more, just to make Emily whimper, then pulled them out glistening. “What a pathetic little mess.”

Only then, with the whole room watching, did Miranda grab the front of the diaper with both hands and yank the tapes open in one sharp RRRRIP!

The heavy, sodden padding flopped down between Emily’s spread thighs with a wet slap, exposing everything: the tiny pink cage still dripping, the yellowed inner lining streaked with thick white ropes.

Miranda left the ruined diaper open like a curtain so every phone in the room got a perfect shot.

“Look at that, everyone,” she announced, voice dripping with fond disappointment. “My big strong husband, reduced to a leaky, cum-stained sissy!”

She scooped up another glob of the mixed mess and smeared it slowly across Emily’s trembling lower lip.

“Say thank you to Santa, sweetheart,” she cooed. “Thank him for helping Mommy show the whole room exactly what a worthless little potty-pants you really are!”

Emily garbled out some broken babbles and garbles, face flushed crimson.

“Come on, sweetheart,” Miranda cooed, her voice dripping with syrupy sweetness loud enough for the entire crowd to savor every word. “Let’s go home.”

She glanced down at the sodden, sagging padding still dangling from Emily’s hips, the swollen inner gel a deep, shameful yellow, streaked with thick ropes of ruined sissy cum, and her wicked smile sharpened into something almost fond.

“Oh no, baby girl. We’re not wasting a perfectly good diaper.”

Miranda seized the dripping front panel and yanked it back up between Emily’s trembling thighs with a loud, wet, squelching slap. The hot, sloshy mess pressed instantly against Emily’s caged clitty and tender skin, forcing a high, broken whimper from her throat as she squirmed helplessly.

Miranda smoothed the soaked padding into place with slow, deliberate pats, savoring every flinch. Then, accepting a roll of tape from one of the grinning elves, she sealed the same ruined diaper back around Emily’s waist.

“There we go!!” she purred, delivering a sharp, resounding smack to the bulging, discolored seat. The impact forced a fresh, hiccuping sob from Emily. “You made this big sticky mess all by yourself, so you get to marinate in it all the way home! Maybe next year my little potty-pants will learn to hold her pee-pee and cummies a tiny bit longer.”

Santa chuckled deeply and gave Emily’s freshly re-taped bottom one final playful bounce before lifting her down. The re-sealed diaper squished warmly with every tiny movement, the sticky heat clinging relentlessly to her skin like a second, shameful layer.

Miranda clipped the short, jingling leash to the delicate heart-shaped ring on Emily’s collar and gave it a gentle, commanding tug.

“Come on… let’s go home, potty-pants.”

She turned to the crowd with a dazzling, triumphant smile. “Santa’s going to make sure every single wish on that precious little list comes true this year.”

Then she leaned in close, lips brushing Emily’s tear-damp ear, voice dropping to a velvet whisper meant only for her humiliated sissy.

“Starting tonight, baby girl… when he comes over to tuck you into your crib, after he’s finished fucking Mommy senseless again!!”

babybobbysstories

Putting a Sissy in His Place

“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. Helen 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 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, emasculating experience to end as soon as possible.

Helen 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 big 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 the waterproof mattress cover on the bed he would be sleeping on.

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 his pathetic, ineffectual attempts to satisfy her, and between his minuscule penis, 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 penis 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 Helen 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 had been a chronic masturbator all his life and having that taken away had left him 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 seemed 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 penis prison.

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 cocktail 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 cock 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 dildo 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 cock.

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 dildo 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 dildo 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 dildo. 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 cock, slipping in and out of her own juicy hole. The thought aroused her tremendously and she began plunging the dildo in with greater enthusiasm.

“You feel this cock, Ethan? This is what every woman needs,” she told her helpless hubby, “this is the kind of cock that I need, and you are totally unable to give it to me.”

As he moaned and squealed like a little girl, Ethan knew just how right she was.

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 cock 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 for the weak pantywaist to escape.

“He has such a fabulous, huge cock, and he definitely knows how to use it,” she growled as she ground the dildo 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 cock.

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 dildo, 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 dildo 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 dildo, quickly replacing it with a soft, but fat jelly 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.

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?” Helen 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 bedwetting 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 accumulated 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.

Helen 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 a few 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 penis 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 patronizingly on his thickly diapered bottom.

Ethan’s heart was beating wildly as he gazed lustfully at his sexy, unattainable wife. His impotent penis 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, Helen 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 Helen 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 circumstances, 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 dildo 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 cock into her eager, wet pussy.

“Come on, Sissy, it’s your dinnertime,” Helen said, interrupting his daydreaming as she took hold of his wrist and led the dispirited pantywaist out of the nursery.

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. Helen 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.”

To think that that one childish task was the only responsibility he had anymore!

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. To be sure, all he had to look forward to was a messy dinner of baby food, followed by an early bedtime in his crib.

“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, Helen 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. Helen 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, Helen 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, condescending and demeaning attitude.

Taking another heaping spoonful of noodles, Helen 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.

Helen set down the spoon with calm deliberation as she looked down at her captive, diapered sissy struggling against his bonds a mere foot away.

“All done? Because 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 Helen 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, Helen 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,” Helen 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, Helen 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 Helen, 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, Helen 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,” Helen 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,” Helen 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 bed mate. 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?” Helen 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,” Helen explained.

Megan giggled and said her goodbyes, ending the call.

As Ethan stood on wobbly feet, bawling his eyes out, Helen 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, flexible 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 penis 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 thumb and index finger, “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 penis 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 specially 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 cum. I wanted to make absolutely sure you wouldn’t be capable of having another orgasm again.”

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 penis

“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 penis, 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 flexible shaft slowly disappear into his penis. At the same time, the head of his wiener gradually grew closer to the end of the stubby, short chastity tube until it couldn’t go any further. Mating the pins on the cuff ring with the matching holes in the tube, Helen closed the device, trapping his penis 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 penis, 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 it’s 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 sucked 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 penis 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, Helen 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.

**********************************************************

Ethan was fast asleep in his crib, blissfully dreaming of Megan again…he was watching her on her big bed as she masturbated with her fingers and moaning in glorious ecstasy. His excitement level was rising steadily, like a kettle on a stove, and his eyes roamed over her beautiful, sexy body, drinking in her luscious curves. But just as he was really starting to enjoy the show, at the same time, he began feeling a corresponding pain growing with his penis.

Drifting into uncertain wakefulness, Ethan began to gradually become aware of his surroundings. For one, the moaning he had been listening to was not in his dream, but rather coming from his wife’s room next door. The pain he had felt was also real, and it emanated from the cruel new chastity device his mother-in-law had fitted him for earlier that evening.

He grimaced as he shifted in his crib, feeling now the soggy warm wetness of his diapers that were surrounding him. He took small consolation that there would be no danger of leaks, what with the triple layers of Birdseye cloth and two thick soaker pads in the middle. That, and his big plastic panties ensured his bedding would remain dry, except on nights when he really wet heavily. Feeling carefully all around him, he confirmed that every square inch of cotton was completely saturated and the childish smell of pee drifted up under the baby blankets.

He was distracted by the sound of Megan gasping with pleasure in the room next over. The walls in the house were somewhat thin and it seemed he could hear every little nuance of the sex taking place only several feet from his crib.

To be sure, Ethan had never heard his wife moan like this. She was crying out in ecstasy as her new boyfriend plunged his big cock repeatedly into her welcoming pussy.

Ethan felt his cheeks burning with shame and humiliation that she was brazenly having sex just next door to him and making no secret about it. Obviously, she knew full well that he would hear it, and it would excruciatingly drive home his place of subservience.

His rubber pacifier was still lodged firmly in his mouth and he began to suck on it desperately, clinging tightly to his teddy bear for comfort as he heard another man’s deep grunts in the other room. The headboard was banging rhythmically against the wall as Megan’s cries became more urgent–clearly, she was getting closer to climaxing.

Ethan felt his little penis throbbing within his chastity tube and it ached painfully. He tried to think of something else–taxes or sorting laundry, but Megan’s sex-filled voice kept intruding insistently. His member swelled against the inside of the tiny tube and he moaned in agony. Even the residual soreness of his bottom was forgotten as his pecker fought against the invading shaft inside of him.

At last, Megan cried out, her tremendous orgasm shaking the walls with its intensity. He pictured his beautiful wife, only a few feet away from him, breathlessly panting like an animal while he lay trapped in his crib, the soggy wet diapers embracing him only verifying his proper place in the house. Sucking his pacifier, he angrily slapped his mattress and kicked his feet, feeling more helpless and inadequate than ever.

He thought they were finished, but then ten minutes later, Megan began softly moaning again. Ethan was shocked by her boyfriend’s stamina–he seemed superhuman!

Sure enough, Megan’s sexy voice grew in volume as her lover began all over again. Were they in a different position now? He had no way of knowing. Probably.

He pictured her on her hands and knees, her shapely bottom in the air as her stud pounded her from behind. The vision caused his penis to swell against his chastity tube and he winced again. This was a whole new torture he hadn’t considered. He tried to plug his ears but the urgent banging of the headboard and Megan’s cries of joy slipped past his fingers. Oh, how his little penis ached!

Ethan had to endure another half hour of their lovemaking before the house finally quieted down. Nevertheless, he tossed and turned for quite a while before he finally fell into a fitful sleep.

Warm morning sun shone into the nursery, diffused by the gauzy pink curtains in the window. Ethan could hear birds outside and the others moving about elsewhere in the house but he knew better than to get up. He was only allowed out of his crib when either Megan or his mother-in-law chose to come get him. Until that time, he was required to lie quietly, experiencing the unpleasant feeling of his soaking wet diapers surrounding him and clinging to his skin.

As much as he wanted to be changed, he dreaded the inevitable humiliating meeting with Megan’s lover. He couldn’t imagine being in more shameful circumstances than he was this morning. Greeting his wife’s lover while laying in his baby crib wearing wet diapers was going to be utterly mortifying, that was for sure.

At last the door swung open and Megan came strolling in, followed by her boyfriend. He was much taller than Ethan had expected and his handsome, craggy features revealed how much better looking he was too. He was wearing a pair of boxers and his broad, muscular chest was lightly covered in hair.

Ethan cringed and whimpered against his pacifier as his wife came over and lowered the rail to his crib.

“Good morning, sissy,” she said brightly, “It’s time for you to meet your new daddy.”

Ethan drew his Disney Princess blankets around him protectively, trying to hide his embarrassing baby outfit and diapers from the masculine stranger. With one hand, Megan pulled away his blankets and with the other, tugged him out of the crib, sitting him on the floor of the nursery before them.

“Ethan, say hello to Frank–you are to refer to him as 'Daddy’ or 'Sir’, at all times,” she told him, her slim hands resting on her curvy hips.

Megan never went nude around Ethan anymore and this morning, she was wearing a sexy thong and her breathtaking push-up bra.

Ethan blushed hotly, squirming in his seat as the big man looked down on him with a smug smile.

“Well sissy boy, now I can see why Megan wasn’t getting satisfied–looks to me like the only thing you could handle is jerking yourself off,” he said in a mocking, deep voice filled with confidence.

Ethan gulped with shame as his cheeks and ears burned red.

“He’s a little embarrassed because you pegged him exactly right–instead of trying to satisfy me, he used to play with himself every day,” Megan explained.

“I see your mommy made the right decision–putting you back in diapers and chastity, you certainly don’t belong in a man’s world,” Frank observed dryly.

Megan giggled as she boldly looked down at her intimidated sissy husband.

“Ethan, why don’t you tell Frank here why you have to wear diapers and plastic panties.”

Sitting there with the soaking wet cloth surrounding him, he blushed furiously.

“Come on, baby boy,” she prompted him.

“It’s c-cause I’m a b-bedwetter, Sir,” he said, his shaking voice practically a whisper.

“Wow,” he said, shaking his head, “now I’ve seen everything.”

Megan began stroking her boyfriend’s big cock through his boxers and Ethan could tell it was enormous.

“And now it’s time for you to thank your daddy for making love to me and finally satisfying my needs,” Megan said with a smirk.

Ethan blushed deeper at her stinging words, swallowing hard nervously.

“Th-thank you, Sir…for…for pleasing my wife,” he stuttered haltingly. The words 'my wife’ sounded so incongruous in the present setting.

“That’s very good, but I think there’s a better way for you to show your appreciation,” Megan said as she continued stroking Frank’s growing erection. By now, it was tenting his underwear and Ethan feared Megan’s intentions.

Slowly peeling Frank’s boxers down, she revealed the biggest cock Ethan had ever laid eyes on. It was truly massive! Her hands looked small as she gripped the wide base of his shaft, unable to span the huge circumference

His fearful eyes darted from the big bulbous tip to Megan’s mischievously grinning face.

“M-Mommy–please–please don’t make me do it,” he pleaded desperately.

Frank had his hands on his hips, looking god-like, as he stood arrogantly before the weak sissy.

“You’ve got about five seconds before I pull those wet diapers down and put you over my knee,” Frank warned him menacingly.

Ethan gulped with fear–this guy looked like he could break him in two like a twig!

Hesitantly, Ethan leaned forward, unsure just how to proceed.

Without another word, Frank suddenly grabbed the back of his head and simply jammed his big cock into the sissy’s quivering mouth.

Ethan squealed loudly, his jaws barely able to open wide enough to take in the gigantic head of the man’s magnificent cock. His jaws were stretching and his lips made a tight seal around the big mushroom shaped head. It felt warm in his mouth and he felt it pulsing eagerly, throbbing with his need. Already, Ethan could taste the salty, pre-cum that was oozing out of the tip and onto the back of his waiting tongue.

He struggled to back away from the monster being thrust down his throat but Frank maintained a steely grip on his head.

“Use your tongue, sissy boy,” he barked sternly.

Scared to defy him, Ethan swirled his tongue under the throbbing underside of his manhood, slurping the sensitive gland that ran the along the front of his mighty sword-like shaft. Frank let out a sigh and he relaxed his grip ever so slightly but not enough to allow the sissy to escape.

Ethan’s cheeks were bulging wide and he marveled at the fat girth of this man’s member. Frank began pushing it in until it bottomed out against the back of the sissy’s throat and he heard Ethan beginning to choke. Then, he slowly eased it out before plunging it back in again.

Meanwhile, Megan was grinning ear to ear and she took out her cell phone, happily snapping close up pictures of Ethan’s mouth filled to capacity with hard man meat.

“This is right where you belong,” she purred, “On your knees, with a big cock shoved in your mouth.”

“Get ready Diaper boy,” Frank said in a husky voice, “cause I’m gonna cum in your mouth and you’re going to swallow every last drop.”

Ethan whimpered in anguish but his jaws were stretched to the limit trying to take in the massive shaft pistoning in and out of his warm, wet mouth.

Suddenly Frank held his breath and he backed his cock out just enough to keep the head in Ethan’s mouth. With a loud roar, he blew his manly load, filling the sissy’s mouth with warm, creamy semen. Ethan’s eyes went wide and he squealed as he waved his hands in helpless desperation. Forced to swallow the sticky goo that was overflowing his mouth, he tried to back off but Frank held his head firmly as he sprayed another big load down his throat.

Megan clapped her hands with glee as her sissy hubby struggled with what seemed like a gallon of semen. No sooner did he swallow one load than another erupted into his eager mouth.

“Good job, cocksucker,” Frank commended the distraught pansy in a condescending voice, “Just keep swallowing.”

Ethan was waving his hands in protest but there was little he could do.

The inside of his mouth was lined with a slick coating of cum and as the gargantuan cock finally popped out his mouth, his tongue unconsciously licked his sperm covered lips.

“Don’t worry–you’ll get plenty of chances to practice. I always wake up with a hard-on and every time I stay the night here, you can count on giving me a blow job,” Frank informed him.

Ethan was crushed with humiliation. It was bad enough that he had to tolerate his wife sleeping with another man (in his deluded mind, Ethan still thought he had some say in the matter), but now he had to get on his knees and suck this man’s cock every morning? How degraded could he get?

Six months later…

“Quite struggling sissy…” Helen sternly warned Ethan as she began firmly applying greater pressure to the big blunt dildo positioned between his trembling cheeks.

He was bent over her lap, with his thick diapers unpinned and pulled back between his smooth, girlish legs. His baby dress and petticoats were piled around his torso and a look of dire concern was on his face.

“Oh! No, Nana–its too big!” he squealed as he helplessly waved his hands in the air.

“I know its bigger than your usual nozzle, but a sissy like you can take it–spread your legs wider and relax, it will go in much easier for you if you just submit.”

The nozzle, which resembled a very large, lifelike rubber cock, was attached to a long white hose that ran upwards and ended at a glistening red rubber enema bag, hanging from a hook that was bursting with two quarts of hot, soapy water.

Ethan’s bottom was still showing some residual markings from a hard spanking he’d received the other day and he was reluctant to say or do anything in opposition to his strict, domineering mother-in-law.

“Come on sissy–be a good boy for momma,” she urged him in her usual kind but condescending tone.

Whimpering and bunching his fists, Ethan did as he was told, submissively spreading his legs wider and trying to relax enough to allow the rubber leviathan to get past his puckering, reluctant sphincter.

“Theeere you go,” she said with satisfaction as she finally pushed the big, bulbous head inside him, making him squeal loudly.

“OHHHH!!” Ethan cried as his eyes went wide.

“There you go,” she said again, twirling the slippery fat rubber nozzle around inside him before slowly pushing it in farther.

Ethan’s tight hole was stretched to the very limit as the huge nozzle was pushed in even further and he moaned weakly. While it was true that he had become somewhat used to being invaded like this, either from Megan’s strap-on dildo, or his mother-in-law’s usual enema nozzle, this one was much bigger.

Helen pushed it until it bottomed out, eliciting more girlish moans and squeals from her weak-willed, sissy son-in-law.

She smiled to herself when she thought of what Megan had in mind to announce to him later today and this emasculating enema seemed like the perfect prelude to that meeting. She had found that a good soapy enema always left Ethan feeling a little more subdued, compliant, and submissive, and willing to accept further humiliations more readily. She had in mind to make him wear his biggest, fattest butt plug during the meeting, which would only further embarrass him.

They were in Ethan’s nursery and Helen could see the look of angst on his face, reflected on the wall mirror across from them. She toyed with the nozzle a bit and then plunged it back in all the way before holding it there steady.

“Ready, baby Ethan?” she asked cheerfully.

The poor sissy found he was never ready to receive his enema but of course, it was truly a rhetorical question. He was going to get his purging whether he was ready or not.

Sure enough, without waiting for an answer, his mother-in-law released the clip on the hose and hot soapy water surged unhindered, deep into his bowels.

“Unnngg,” Ethan grimaced.

He clenched and unclenched his fists, gasping as he tried to deal with the feeling of fullness that was quickly developing inside him. Glancing up at the mirror, he saw his mother-in-law with her usual, smug, superior expression on her face. She was wearing a pretty white blouse that she had purposely unbuttoned to show off her deep cleavage but at the moment, that was the last thing on Ethan’s mind.

Open and closed, taking her time, she carefully manipulated the clip, watching him squirm and waiting until she thought he could take another dose of the warm, sudsy liquid before opening the clip again.

When she had first started administering enemas to him nine months ago, he had barely been able to take a quart, but since then, she had learned that by stretching out the process, and patiently making him take it over a longer period of time, a much greater quantity of the soapy water could be taken in. And she wanted to make sure he took in every possible drop for a nice, full, punishing enema.

Helen often used these sessions to scold him for his shortcomings or some failure on his part with the housework, which had become his primary task in the household. Bent over her lap and completely at her mercy, Ethan could do little more than squeal and moan helplessly as she scolded him like an errant child.

Today, however, she decided to use it to give him some rare praise.

“Frank tells me you’ve become quite the little cocksucker,” she remarked while she was waiting for the water to settle inside of him.

Ethan moaned and squirmed on her lap, trying in vain to get comfortable.

“Yes, he says you’re the best cocksucker he’s ever had and that you can make him cum in less than five minutes now…that’s quite an achievement,” she remarked sardonically.

Sensing that he could take some more, Helen undid the clip and another powerful surge of soapy water gushed into Ethan’s waiting bottom.

“He says he looks forward to his mornings here when he knows you’ll eagerly slurp and suck on his big cock, anxious to swallow his huge loads of creamy cum.”

Ethan blushed with bitter shame. He hated having to get on his knees for his wife’s lover and submit to giving him blowjobs like a cheap hooker, but he’d already suffered several blistering spankings over the larger man’s lap and didn’t want to experience another one again. To Ethan, five minutes of degradation (and the humiliating, demeaning comments that followed) were well worth avoiding the pain and suffering of one of Frank’s hard paddlings.

“Its good that a sissy bedwetter like you knows his place and has finally found something that you’re good at,” she said, sounding almost genuine in her flattery, “To be sure–your place in this house is on your knees, with his big fat cock, balls deep in your mouth.

"What’s it like when he blows his load down your throat? Do you have a hard time swallowing it all? He says you don’t gag anymore so you must have really mastered the skill.”

Ethan was moaning and squirming–most of the rubber enema bag was empty now and he could feel the volume of warm water distending his belly and giving him cramps.

“If you were more of a man, maybe you’d be in the other room, making love to my daughter. Instead, you’re in here, with your diapers pulled down, bent over my lap getting a long, soapy enema…I’d say you’re right where you belong, wouldn’t you?”

Ethan lay there and moaned weakly until his mother-in-law pushed the dildo in to prompt him.

“Wouldn’t you?” she asked again more forcefully.

“Y-yes ma'am,” he squeaked, “This-this is where I belong.”

Helen rewarded his submissive obedience with another surge of soapy water.

Ethan gritted his teeth and swallowed the groan escaping his lips as he reflected how true her words were. He had gone from being 'the man of the house’, to being the cocksucking, baby cuckold of the house, subject to daily humiliations and punishments at his cruel mother-in-law’s hands. She had become his primary caretaker, although it was questionable just how much caring she did. Since Megan had become more and more deeply involved in her affair with Frank, Helen had assumed the role of Ethan’s babysitter and guardian, changing his wet diapers and dressing him for the day, feeding him in his highchair and putting him down in his crib for his naptime.

Finally, the last soapy suds disappeared into Ethan’s pink bottom, but Helen held the nozzle firmly in place, just to make sure. Ethan whimpered weakly, praying silently that she would allow him up to release the churning liquid in his bowels.

At last, to his utter relief, he felt the wide, slippery nozzle easing out of his aching hole, along with his mother-in-law’s admonishment not to let any leak or he’d be right over her lap again for a blistering spanking.

Precariously, Ethan limped off to the bathroom where he spent the next ten minutes expelling the punishing liquid.

After he returned, he found his mother-in-law once again seated in the only chair in the room, a stool that served as Ethan’s spanking chair. Next to her on the changing table, was a tall, fluffy stack of diapers awaiting the emasculated sissy.

She beckoned him over impatiently, holding a large pink butt plug in her hand.

“Over here, Ethan,” she said as she took his hand and briskly guided him back over her lap.

He recognized it as his biggest one and he put up his other hand in protest.

“No Nana–please–not that one.”

Ignoring him as she always did, she firmly pulled him over her lap and forcefully spread his legs as Ethan whimpered miserably. Taking a big dollop of Vaseline, Helen pushed it up inside his hole and then positioned the imposing butt plug at his quivering anus. Fortunately, it had been stretched pretty thoroughly by his new enema nozzle so that when she began pushing the butt plug in, his sphincter was quickly defeated.

“OHHH!!” he cried as the fat plug slipped inside him, filling him completely.

“That’s my sissy boy,” she commended him as she patted his cheek and helped him over to the changing table.

Handing him his baby bottle of milk, she busied herself slathering his bottom with a sticky coating of diaper rash cream before powdering his hairless groin and tummy with baby powder. Looking down at the diminutive pink chastity cage imprisoning his little penis, she smiled again at her own resourcefulness. That tiny nub would never experience an orgasm again now that she was in charge of him, she thought with satisfaction.

Ethan studiously tried to ignore his mother-in-law’s big breasts swaying within her unbuttoned blouse as she reached past his head to get his diaper pins but he was unsuccessful. Nevertheless, he had discovered that so long as he didn’t actually stare at them for more than a few seconds, he wouldn’t suffer too greatly. It was those long periods of boring inactivity spent in his playpen, when his eyes would wander and fixate on her busty profile, that he would start to feel the pain in his tiny pee-wee.

And it was made worse by the fact that his diapers were so soft and fluffy–just brushing his hands against the slippery plastic front of them brought back pleasurable memories of his previously unrestrained masturbating habit, before chastity had been forcefully imposed upon him.

He certainty couldn’t complain that they were uncomfortable. The fact was–secretly–he loved wearing his bunny soft diapers. But putting aside the embarrassment of actually using them, he found them to be a double-edged sword. On one hand, they made him feel safe and secure, but on the other, they constantly teased him with their soft, spongy layers.

Helen selected a pretty yellow pair of Disney Princess-themed plastic panties and gathering the leg holes together, worked them over Ethan’s feet and ankles. These were a favorite of hers, since they had three cute white plastic rows of bouncy ruffles sewn across the top half of the seat. Working them over his fat, bulky diapers, she ran her fingers around the elastic waistband, making sure all the soft Birdseye cloth was contained inside.

“There–no need to worry about you wetting yourself and leaking now,” she said as she powdered between his legs, “Now you can play until naptime and I’ll change you then.”

Ethan bit his lip in embarrassment as he unconsciously glanced once more down his mother-in-law’s deep cleavage. It was becoming harder and harder to keep his diapers dry, even during the daytime. Often, he would have what he called 'accidents’, particularly if he were surprised suddenly, or scared in some way. It was always humiliating having to ask Helen for a diaper change during the day, and more often than not, she’d make him wear his wet diapers until naptime or bedtime, just to spite him.

Ethan was at a loss to explain his increasing loss of control during the day, but his mother-in-law seemed to expect little better from him.

“I think we’ll leave this top on you today,” Helen remarked as she began putting his glossy white Mary Janes over his feet. Made of soft, fuzzy fleece, the top matched his panties and had the humiliating script; ’Bedwetters wear diapers’ on the front.

It was all the same to Ethan these days, who obviously had no say in how he was dressed anyway, and he took Helen’s hand as she led him out of the nursery and into the kitchen where Megan was making coffee.

“Morning mom–would you like a cup?” she asked solicitously.

“That would be great, she said as she helped Ethan climb awkwardly up into his highchair. As soon as he’d settled into the seat, Helen moved the step stool away, leaving Ethan’s feet unsupported. The sissy shifted in his seat gingerly, the fat butt plug inside him making him feel invaded and serving as a constant reminder of his lowly position in the household. After securing his waist strap and his wrists, his mother-in-law busied herself feeding the captive sissy. Today, she was particularly haphazard with his feeding and his mouth and chin were soon caked with the slop of his breakfast.

Megan was fully dressed this morning and she wore a low cut sweater that clung deliciously to her mouthwatering bosom. Ethan presumed she was going somewhere, because she was wearing tall, high heeled pumps with a pair of silky slacks that were hugging her perfect figure. As usual, she looked very adult, while he looked like the epitome of a sloppy-faced, helpless toddler.

Suddenly, the front door opened and Frank came in, followed by a woman Ethan had never seen before. She was smartly dressed in a feminine pant suit and her expensive sunglasses lent her a very sophisticated air–in fact, everything about her exuded style and class.

Her hair was pulled back and arranged in an elegant manner, and she immediately strode across the room to get a better look at Ethan.

Even though by now, Ethan had become somewhat used to being exposed before others, each time it was someone new, he found it to be an excruciating experience. Removing her sunglasses, the woman came up to him and looked down on the squirming sissy, the disdain obvious on her pretty face. As the fat butt plug ground deeply into his back passage, Ethan helplessly felt his diapers suddenly growing wet and warm and he blushed furiously.

With his Mary Janes swinging uselessly, he struggled pathetically against his wrist straps and looked around the room, as if seeking help from Megan or his mother-in-law.

Reading the script on Ethan’s chest, the woman smirked condescendingly.

"So–this is your little bedwetter,” she remarked scornfully, “I can certainly see why you put him in diapers and found yourself a real man.”

Ethan whimpered as he felt another strong surge of hot pee flooding his diapers. This was SO humiliating!

He tried desperately to stop the flow as his fat, bulging diapers happily absorbed all his panic-induced pee.

“I have to confess that a part of me didn’t believe you, but now that I’ve actually seen him for myself, it all makes perfect sense,” the woman said as she turned to Frank and set a satchel she had been carrying down on the kitchen table.

Helen stepped forward and shook the woman’s hand.

“Ms. Milani, I’d like you to meet Ethan Grant–Megan’s sissy hubby,” she explained, “Yes, he is a chronic bedwetter and masturbator–or rather I should say–a former masturbator. Since he’s been in strict chastity for almost a year now, he’s been prevented from being able to play with himself like he used to.

"Needless to say, with his tiny, baby-sized penis, he was completely incapable of satisfying Megan–or any woman, for that matter.”

With the fat butt plug stuffed inside him, and his warm, wet diapers embracing him, Ethan felt vulnerable and inferior. He blushed with shame as Ms. Milani looked him over critically and shook her head, the disapproval written all over her pretty face.

“You smell like pee, powder, and pampers,” she remarked in a superior, patronizing tone.

Megan sauntered over to Frank and wrapped her lithe arms around him, reaching up to give him a passionate kiss of greeting. His big hands roamed all over her slim, curvy body as he kissed her back enthusiastically. Ethan blushed again and looked the other way, embarrassed to have his shameful cuckold status so blatantly demonstrated.

Finally, Megan released her embrace of Frank and turned to face Ethan.

“We have an announcement to make,” she said with a smile.

Rather than looking at her daughter, Helen turned to face Ethan, as if more interested to see what his reaction would be.

“Ethan, you are a pathetic excuse for a man. I have no idea why I ever agreed to marry you, but thankfully, Jordan here is going to take care of all that.

"I need a real man–not a sissy who can’t even keep his diapers dry.”

Walking over to look down at her cowering husband, Megan reached underneath the plastic tray and stuck a finger inside the elastic leg band of Ethan’s plastic panties.

“Oh my god–you’re wet again?? Can’t you even control your wetting during the day now?” she demanded.

Ethan blushed hotly as everyone in the room stared at him.

“It-it w-was…uh, an accident,” he stammered as he squirmed in his seat.

“You should paddle this little sissy when we’re done,” Megan said as she turned to face her mother.

“I’ll be happy to make him cry,” Helen said as she crossed her arms over her impressive chest and looked down at the sniveling sissy, “Jordan–if you’ve ever wanted to see a sissy bawling his eyes out like a baby, stick around.”

“I’ll do that,” she said as she began taking papers out of her satchel and arranging them on the table.

Mirroring her mother’s pose, Megan crossed her arms and looked down at Ethan.

“Well sissy, you don’t have many choices around here but today you have two. I can have our marriage annulled and have you tossed out in the street, or…”

Tears misted Ethan’s eyes and he held his breath…whatever else she was going to offer couldn’t possibly be worse than what she just suggested.

“Or…Frank has generously offered to let you move in with us, into a separate wing of his mansion. There, mom will be fully in charge of you–she has shown a real knack for how to handle bedwetters and sissies like you, so I know you’ll be in good hands. She’ll make sure you get all the diapers and discipline you so obviously need.

"Don’t worry–I’ll still come in and take you with my strap-on from time to time. Or maybe Frank will decide to pop your cherry…he’s mentioned your little sissy bottom might need a big hard cock on occasion.”

Ethan squirmed as he considered his choices, the intrusive fat butt plug only adding to his discomfort.

“And after our marriage is annulled, I will become your legal guardian–the inheritance you received last year will all go to me.”

Ethan swallowed hard as another strong surge of pee saturated his diapers.

“Well–what’s it going to be sissy boy?” she demanded.

“I-I…I wanna live with you,” he whimpered weakly, his cheeks burning with the shame of his capitulation.

“Very well,” Ms. Milani said, “I have everyone else’s signatures–I just need Ethan’s.”

Bringing over a sheath of papers, she placed one of them on the highchair’s pink plastic eating tray.

“This one recognizes that your marriage was brought about under false pretenses and should be annulled. Obviously, Megan thought she was getting a man out the arrangement but we both know that couldn’t be farther from the truth. Just sign here,” she said pointing to a place on the lengthy document.

Ethan sniffled and accepted the proffered pen, scribbling his signature on the line.

Placing another paper before him, she pointed at another line.

“And this one gives Megan complete rights over you as your legal guardian…I was able to find some ambiguous mental clauses that speak to your…immature behavior and childlike disposition.

"By signing this, you forfeit all your legal rights and won’t be able to do so much as get a library card anymore without Megan’s approval.”

Ethan cried softly as he submissively signed his name to the document, shamelessly handing over everything to his wife. Ms. Milani shook her head at his spineless display–it only confirmed in her mind that this is what he truly deserved.

Meanwhile, his mother-in-law had left the room to retrieve the paddle for his promised spanking.

“And lastly, this document relinquishes control over the inheritance you received last year. It now becomes the sole property of Megan.”

“Don’t worry baby–” Megan smirked, “I got you a piggy bank and your new allowance will be fifty cents a week.”

She watched eagerly as the defeated sissy signed away his rights to the staggering amount of money that he’d originally used to leverage his way into the marriage. Bitterly, he reflected how that deception had cost him!

His mother-in-law had returned, and was standing by his side now, the menacing long wooden Spencer paddle in her hand.

“And now, someone’s going to pay the piper for wetting his diapers,” she said as she began releasing him from the bonds of his highchair.

Ethan began crying openly now, his hands going up and waving in protest.

“No-no-no!” he wailed, stamping his feet in place. This was all so unfair!

First, he had just signed away every last bit of his rights and now he was going to be rewarded with a humiliating, painful spanking!

Taking a hold of his left wrist with her free hand, Helen jerked him forward and swatted him hard across his thickly padded, diapered seat. The sassy ruffles across the back of his plastic panties fluttered and then settled back down.

“OWW!!” he cried out, causing the others to laugh at his weak, pathetic display.

With her commanding presence, Ethan didn’t dare stand up to his intimidating mother-in-law. He was about to get his bottom paddled and he knew there was nothing he could do about it.

Calmly seating herself on the armless kitchen chair, Helen reached over and began peeling his clinging plastic panties down off his sopping wet diaper. Tears of shame tumbled down Ethan’s cheeks as the childish smell of pee once more surrounded them, proving to everyone how little control he had.

“Well…I think this seems like a very appropriate way to start your new life, with a trip over momma’s lap for a good, hard spanking,” she said as she took the sniveling sissy over her knee.

In no time, his big, soggy diapers were unpinned and pulled back between his legs, exposing his tender bare bottom for punishment.

Ethan’s damp cheeks twitched and flexed as his sphincter nervously gripped the big butt plug lodged inside him, unable to expel it.

Without warning, the hard wooden paddle came down with a tremendous impact, loudly slapping both his soft, damp cheeks and flattening them before swinging back up for another vicious swat.

Ethan howled out in pain and shook his fists in the air as the paddle rained down in rapid succession on his quickly reddening bottom. Kicking his Mary Janes wildly, he slapped the floor miserably as his mother-in-law gripped him tighter and smacked his blazing bottom repeatedly with even greater force. The tears streamed down Ethan’s face to spill on the floor below him as he howled out with each nasty bite of the unforgiving paddle on his tender, scalded rump. The numerous air holes in the face of the paddle provided extra sting, while the hard solid oak ensured that the poor sissy would have difficulty sitting for days afterwards.

Helen had a well deserved reputation for efficiency and she made sure every square inch of his backside received its proper share of the paddle. When at last she was done, his bottom was thoroughly punished, bright red and swollen.

Ethan was crying hard, his breathing coming in ragged gasps as she helped him up on his shaky feet and stood him before the others. Ms. Milani looked down unsympathetically at his now exposed, caged little penis before gathering her papers and putting them back into her satchel. With his plastic panties tangled around his ankles, Ethan stood and cried unashamedly like a baby before everyone, partly from the spanking but also due to having been legally reduced to the status of a toddler.

But to be sure, his humiliating display only confirmed to Megan, the wisdom of the choices she’d made.

“Come on sissy–its time for your diaper change,” Helen said authoritatively as she firmly took his hand and led him out of the kitchen.

Ethan rubbed his scorched bottom as the tears continued to stream down his cheeks.

Now that his status had been confirmed, Helen thought she would try and cheer him up a bit.

“Frank tells me he spared no expense and you can look forward to a totally fabulous baby nursery when we move in with them,” she said enthusiastically, “Lots of baby toys, dollies, new outfits–everything a diaper-wetting, pampered princess could desire. Won’t that be wonderful?”

Ethan shrugged helplessly. Now he was well and truly trapped.

“Of course, now that you’ll be in the same house with him, I think you can expect to start off each day with his big hard cock in your mouth,” she added.

Ethan sniffled miserably as he looked down at his own tiny little penis, locked away forever in its thimble-sized pink cage, never to be hard again.

“Oh, and I’ve found a babysitter to help me out when I have my own errands to run. I know you’ll just love her–she’s very pretty and well–let’s just say you won’t have any objection to her body,” she said with a conspiratorial wink.

“Her name is Tiffany Johnson.”

THE END

***************************************************************

EPILOGUE

…Six months later

Tiffany Johnson slowly stirred the cup of cappuccino on the table before her, admiring Helen’s crisp, businesslike efficiency. Since she’d met the older woman six months ago, she had been very impressed with her natural authority and strict, no-nonsense style. Tiffany was convinced that she was perfectly suited to be Ethan’s guardian.

“You’ve done a magnificent job here,” she praised Helen, “Rarely have I seen a sissy so completely and thoroughly controlled.”

Helen smiled proudly, “Well, you’ve been a big part of that, I don’t know what I would’ve done without your help,” she replied with humility.

“Oh no, you had it all taken care of by the time I came in. I just helped you to be able to take a break, from time to time.”

“And I’m very grateful for that,” Helen said, “Taking care of a big sissy baby is a lot of work. The laundry alone is a full-time job.”

They both laughed.

“Oh trust me–I know,” she said as they unconsciously turned their heads to gaze at the diapered ex-husband quietly playing with his toys in the playpen across the room.

Ethan was sitting on his bottom, his legs folded back on either side as he hummed to himself and stacked a set of large plastic blocks arranged inside the mesh walled enclosure. Today, he was wearing a short, babyish pink top, one his mother-in-law had picked out to make sure his diapers wouldn’t get wet when she put him down for his nap later on. As usual these days, he had his big rubber pacifier in his mouth, an object that had become something of a fixture for the diapered sissy. Indeed, he often became fussy if it was taken away, and it, along with his teddy bear, were never far from him at any given time.

Suddenly, and without any realization on his part, Ethan began steadily wetting his diapers. He rarely noticed it anymore, and his wetting had become as natural as his breathing. In fact, it had become so ordinary, he usually didn’t even notice it until several hours had passed and the layers of soft Birdseye cotton started getting cool and clammy inside his plastic panties. And since he wasn’t allowed to sit anywhere, except in his nursery or playpen, those places tended to smell like stale pee from the occasional leaks he experienced. Helen had grown immune to the smell, and she reasoned it was just the price to be paid in taking care of any incontinent toddler or in this case, an adult sissy baby.

Nevertheless, whenever Megan came into this wing of the mansion, she often remarked on the smell, making sure to humiliate Ethan while she was at it.

As the pee continued to flow uninterrupted, the thick seat of his diapers–which had only been changed not thirty minutes before–soon became soggy and saturated, and the warm cotton cloth hugged Ethan’s bottom closely. Eventually, it would work its way up around the sides and front of his diapers, until every square inch was completely soaked.

While wet diapers were an unfortunate reality for Ethan, at least he didn’t have to worry about messing himself–his mother-in-law’s daily enema regime prevented that.

Today, he was wearing a new pair of pink rubber panties over some cute nursery print diapers–Helen liked them for the snug, waterproof seal they made around his thighs without being too tight.

“How are the plans going for the wedding?” Tiffany asked, returning her attention back to her host.

“Excellent–Frank has made arrangements to throw a huge wedding and reception,” Helen said until a thought interrupted her own line of thinking, “–Which reminds me–before I forget–Can you babysit Ethan on that day? There won’t be any need for him to be there.”

“Sure thing, its such a special day, I would love to help in any way I can.”

Ethan was oblivious to their conversation about his former wife getting remarried as he carefully stacked more of the big plastic blocks in a row. In any case, he was used to being excluded in most discussions between adults so he generally didn’t notice anymore when they happened to be talking about him.

With his back to her, his former mother-in-law stood up and walked over to the playpen, reaching down to slip a finger into the back of Ethan’s diaper. He squealed with surprise and sat up, accidentally knocking his blocks over.

“I’m sorry, baby,” Helen chuckled, “I was just checking your diapers.”

Ethan relaxed as she pulled him up and had him step awkwardly out of the playpen. Leading him back to the table, she gently sat him in her lap and arranged him in such a way so that he was facing Tiffany.

“Did mommy’s wittle baby wet his diapers?” she asked solicitously, in her syrupy, sing-song voice for toddlers.

Pulling aside the elastic waistband of his pink rubber panties, she reached in tentatively, checking the cotton cloth on the sides and back carefully. Ethan whimpered through the pacifier filling his mouth, looking around and blushing as Tiffany gazed back at him.

“Oh baby–you are soaked!” Helen announced, “Absolutely soaked.”

Ethan squirmed on her lap, embarrassed that her statement was news to him as well as them.

“Mommy’s going to have to change you and then it will be naptime, Baby Bunnykins,” she told him, using her recent pet name for him.

The relationship between them had evolved considerably over the last twelve months. She now treated him with genuine affection, as if he really were her baby grandson.

Two years ago, when they’d first met, Helen had immediately disliked, then actively resented him, constantly plotting his eventual downfall. But once Megan had taken firm control of their relationship and began cuckolding him, those feelings slowly began to recede in the distance, to be replaced by maternal feelings of warmth and caring. She now looked at Ethan as if he were her own incontinent toddler, fussing over him like any doting mother would, while still keeping him under her strict, absolute authority.

Her captive sissy squirmed in her lap, uncomfortable being the object of their attentions.

“Tiff–would you get his bottle for me?–it’s in the warmer over there,” she said nodding at the counter.

“Sure thing,” she said as she went over to retrieve it.

Taking out Ethan’s pacifier, a string of saliva followed it and his mouth retained the 'O’ shape from having been sucking on the object all afternoon. He squealed and whimpered a bit but Helen promptly pushed the warm, wet nipple of his bottle between his lips, silencing his whining.

“There there, baby,” she said soothingly as she held the bottle in place, “drink your ba-ba.”

Ethan did as he was told, nevertheless humiliated at his childish treatment in front of Tiffany.

“Are those new baby panties?” Tiffany asked as she gently stroked the soft front of Ethan’s fat, bulging diapers.

“Yes–I decided to give rubber panties a try. They have some definite advantages over vinyl ones. I really like the watertight seal around his thighs with these–I can hold him on my lap and not have to worry about him leaking on my legs anymore.”

Tiffany looked down at Ethan’s pee-soaked diapers with newfound appreciation.

“No matter how much he wets—now it all stays contained inside the panties, which is where it belongs,” Helen explained as she gently patted the front of his diapers, “And my little baby bedwetter wets a lot, doesn’t he?”

Ethan blushed with shame but nodded his head submissively.

“That’s okay, sissykins…your mommy should have never let you out of your diapers, you know that?”

Ethan’s cheeks burned with humiliation and his eyes darted around anxiously, but he nodded again like the obedient pantywaist that he was.

“Oh well,” she said with a satisfied smile, “that’s all in the past. Your diapers are here to stay now–everyone knows you can’t go without them anymore.”

Gently, she helped him up to his feet, replacing her hand on the bottle with his so he could take over holding it.

“Come on baby, let’s go change your diapers and get you ready for your crib–it’s baby’s naptime.”

Ethan waddled after her sheepishly, totally resigned to his daily routines by now. Tiffany followed them both down the hall and into his nursery, which was much more elaborate than the one he had had at Megan’s house. Everywhere one looked, cute, babyish frills and touches abounded, from his girlish pink rocking horse, with the optional dildo fitting in the seat, to his fancy white and pink crib, layered with fluffy baby blankets.

Of course, despite the delicate, little-girl feel of the room, one could not help but notice the ever pungent, sour smell of his diaper pail that pervaded the room and reminded the visitor that a helplessly incontinent sissy and bedwetter lived here. It definitely gave the room a childish aura, distinctly separating it from every other room in the house.

Suddenly, they heard the doorbell ring, and Helen turned to face Tiffany.

“Would you be so kind as to see who that is? I have my hands full with little Miss Priss, here.”

Tiffany chuckled and nodded her head, leaving the room to go see who it was at the door.

“Don’t you worry, baby,” Helen said assured him, “Mommy’s going to get you changed out of those wet pampers right away, and then its beddie-bye time.”

Ethan nursed his bottle as Helen pulled his stretchy, clinging rubber panties down off his soggy diaper, setting them next to the large diaper pail to her right. Unpinning his diaper, they heard voices coming from down the hallway.

“…As a matter of fact, he’s getting his diapers changed as we speak…”

Ethan anxiously bit his lip in confusion. Who could it be that was paying him a visit?

Without missing a beat, Helen pulled his heavy wet diapers from under his bottom and placed them also next to the changing table, the strong smell of pee surrounding them. Ethan looked anxiously at the doorway, watching as Tiffany came back into the room, a big smile on her pretty face, followed by someone immediately behind her.

“Mrs. Grant–say hello to your sissy son,” she said by way of introduction.

At the moment, Helen was gripping Ethan’s ankles over his head as she smeared diaper rash cream across his baby soft cheeks, giving them a nice, sticky coating of protection against his naptime wetting. The moment he saw his mom, he began desperately kicking his feet, struggling to be free of Helen’s steel-like grasp. Nevertheless, she easily held him in place and used her free hand to slide a thick stack of fresh diapers under the squirming sissy. As she lowered his legs, Ethan looked up to see his mom shaking her head in disdain at him.

“You’re just in time…” Helen announced, “I happen to be in the middle of changing his wet diapers before putting him down for his nap.”

Ethan jerked the baby bottle out of his mouth as his cheeks flushed a bright red. Never had he felt so embarrassed and vulnerable! To have his own flesh-and-blood mother witnessing him being changed like a helpless toddler in his baby nursery was too much to bear.

“Well, Ethan…” his mom said, her voice heavy with scorn, “Looks like you’re right where you belong. I guess it was expecting too much that you’d ever grown up and become a man. This nursery certainly suits you.”

“Isn’t it wonderful?” Helen asked, the pride obvious in her voice, “I have everything I need to take care of a bedwetting sissy baby like Ethan here.”

Mrs. Grant looked around the room, marveling at how perfectly babyish everything looked. Besides the crib and rocking horse, a big pink dresser with a row of stuffed animals and dolls on top stood next to another playpen, and the walls surrounding them had a playful, Disney Princess theme. There was a wide assortment of toys to play with and childish coloring books were stacked neatly on a low bookshelf.

Looking down at her son, she noticed the soggy wet diaper lying next to him and then she stared at his tiny little package imprisoned within a small, restrictive pink cage.

“Finally…someone has taken steps to curb his disgusting masturbating habit,” she said sourly.

Tears of humiliation brimmed Ethan’s eyes. Although he had often wondered how his mom would react if she were ever to see him again, this was hardly proving to be a welcome meeting.

“Yes, this is the tiniest cage I could find. It has a nice, inch and a half flexible shaft that goes up deep inside his urethra. Believe me when I tell you he hasn’t been able to escape or get an erection since it’s been locked in place.

"I don’t tolerate masturbators in this house, especially sissy masturbators,” Helen told her, “I’m just glad we could find one small enough to fit his baby-sized pee-wee.”

Tiffany nodded in silent agreement.

“I’m sorry to say that Ethan never measured up in a lot of ways,” his mother stated, the disappointment obvious in her voice.

Ethan bit his lip in angst, squirming with shame as they spoke of him in such disparaging terms.

The fact was–as a man, he was a total failure. He could only take some small consolation that in the role of a sissy baby, he seemed eminently suited. Indeed, considering his lifelong issues with bedwetting–he seemed born for the role.

Helen began sprinkling fragrant baby powder over Ethan’s diaper area, the infantile scent quickly surrounding him. His cheeks blazed with humiliation at his mom seeing him treated in such an immature, baby-like fashion. Not only that–she seemed to fully approve of his treatment. Ethan had been sure that if she knew exactly what was going on over here that she’d storm in and put a stop to it. Given that he had no backbone of his own, he had been counting on his mother to come over and rescue him. But quite the contrary–she apparently knew all about his lifestyle, Helen’s methods, and was behind it 100%.

Helen pushed the wet rubber nipple of his baby bottle back into his trembling mouth and resumed his diapering.

“I put two thick soaker pads down the center of his diapers,” she patiently explained to his mother, “Ethan’s really a heavy wetter–as you can see, and the extra padding is necessary when those floodgates open.”

She reached down and beeped his nose playfully.

“Yes, he’s always been hopeless,” his mom lamented, her arms crossed over her chest, “He wet his bed every night all through his school years and sometimes, he’d come home having wet his pants too. I suppose I should have just put him in full time diapers a long time ago.”

“Well–better late than never, ” Helen smiled as she cheerfully pulled the thick, fluffy cotton up between his girlish legs and pinned each side snug and tight with a pink safety pin, “Needless to say, we won’t be wasting any time trying to potty train him.

"Nope. The only underwear you’ll ever wear is thick diapers and rubber panties from now on, Ethan.”

With that, she began working the damp pink rubber panties back up his smooth legs and over his big, bulging diapers. Ethan whimpered as she pulled them along his soft, hairless skin–the elasticized legs holes were cool and damp from his previous wetting but he knew it was futile to argue with Helen about it. One time, he had thrown a tantrum about it and all it got him was a blistering spanking, followed by the same wet panties.

At last, the rubber panties were in place, the buttery, smooth material stretched tightly over his diapers and Helen quickly dusted between his soft thighs with more baby powder.

“Looks like baby Ethan’s all ready for naptime now,” Helen announced brightly.

He felt deeply ashamed to be facing his mother like this but he also knew there wasn’t a thing he could do about it. He had to face the facts–all his life, he’d been nothing but a big sissy. And Helen was the first one to really recognize that–she had pegged him as a sissy from day one. He had never planned on losing such total control to a woman who was, after all, the mother of his former wife, but now that he had–he knew there was no turning back.

As he climbed into his crib, his soft but thick diapers forced his legs apart and the waterproof mattress sheet crinkled loudly beneath him.

It could be worse. It could always be worse.

As it stood now, he had someone who truly cared for him, there were no financial concerns anymore, and his wetting was no longer a source of stress that it used to be. Indeed, his only worries now, centered around avoiding his next spanking, what baby food Helen would feed him, how long he’d have to wear his wet diapers, and what sort of humiliating activity Frank and Megan had planned for him.

Helen took his empty baby bottle and pushed the big rubber pacifier back between his lips. Bending down, she kissed him softly on his forehead.

“Sweet dreams, Baby Bunnykins,” she said as she raised the side of his crib and clicked it closed.

“Bye Mommy,” he said to his former mother-in-law, although the fat, rubbery pacifier ensured it came out babyishly muffled and incoherent.

Helen turned the mobile on over his head and a pleasant nursery rhyme began playing soothing music to the submissive, diapered sissy. In no time, he would relax and nod off, dreaming innocent dreams of bunnies, teddy bears, and soft things, all while his diapers steadily grew soggy and wet all over again within his brave rubber panties.

FINIS

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