Bobby arrived at Mommy Francesca’s house to find her dressed in a 40s pinup outfit, her ample bosom popping out of the top of her outfit while just enough of her long and slender legs were exposed by the medium length skirt.

“Take my hand and come upstairs with me Bobby,” she gently requested as she extended her hand to the boy. “Mommy is going to take good care of you sweetie,” she assured as they made their way up the stairs to the bedroom.

Once inside the confines of the master suite, Bobby’s eyes grew as he saw what Mommy had carefully laid out for his afternoon. There on display for his curious eyes to see was a whole set up which included gloves, Vaseline, KY jelly, a glass rectal thermometer, a jar of Fleet glycerin suppositories, various “butt toys”, myriad diapers, and an IV stand with a big red enema bag hanging ominously from the apparatus.

“That isn’t all for me, is it Mommy?” Bobby sheepishly questioned, “I just want to play video games and have fun all day.”

“Now Bobby, I’m very much aware you’re not yourself lately,” Mommy Francesca answered, “so I am going to give you a series of treatments to make baby feel all better.” She added, “don’t worry Bobby, Mommy is going to be real slow and gentle and take excellent care of you. Now let’s get you out of those big kids clothes and into a nice clean nappy.”

With that, Mommy Francesca helped Bobby disrobe and guided him onto the bed where he laid on his back, ready and prepared for his imminent diapering.

“No no Bobby,” Mommy Francesca chided, “you know the rules- Mommy always checks your botty before a fresh diaper, now get up on all fours with your butt in the air so Mommy can examine your bottom”

Once naked on the bed, Bobby lifted his bottom high in the air as instructed, while Mommy Francesca began to stroke his naked ass cheeks gently, making sure to carefully brush up against Bobby’s hanging testicles in the process.

“Such a lovely bottom,” she opined while caressing Bobby’s rear end, diligently inspecting every inch and making sure to carefully cup and softly toy with his exposed balls.

Mommy Francesca then gloved up and grabbed the large container of Vaseline from her set up. Dipping her finger deep into the jelly, she scooped a liberal amount of thick lube and readied her finger daintily against Bobby’s waiting bottom hole.

“Take a deep breath for me Bobby,” she whispered in his ear. “Hold it in and then breathe out slowly” she commanded.

As Bobby exhaled, his anal ring relaxed allowing Francesca entry into his waiting botty. Slowly and gently she worked her finger deeper into Bobby’s poor asshole until the entirety of her finger was buried inside his rectum.

“And there we go, that’s it” she coached as her finger explored his bowels, “All the way in - now that’s a good little boy,” she beamed, “that wasn’t so bad was it?” “Such a tight botty hole you have- we will have to work on that,” Mommy Francesca added as her slow probing of Bobby’s bottom caused moans and groans of both pleasure and discomfort to emanate from her baby boy.

After determining Bobby’s bumhole was coated with a copious amount of lube, Mommy Francesca very slowly withdrew her finger and selected the largest glass thermometer from her lot and expertly slid it into Bobby’s prepped bottom.

“And there we go,” she repeated, “that’s a good boy. Let’s make sure baby doesn’t have a fever.”

As Bobby lay there, ass-up and exposed, Mommy Francesca causally rocked the thermometer back and forth, stopping to lazily twist the glass rod every so often, causing more moans of confused pleasure from her baby boy.

With an evil smirk developing in her face, Mommy Francesca observed the results of her efforts, and watched as Bobby’s turgid little member grew in size with every passing minute. She expertly grabbed the base of his cock, and softly squeezed at the bottom of Bobby’s shaft as she gradually withdrew the thermometer. She carefully read the result of the procedure, and her only words were, “just as I expected.”

Embarrassed by Mommy seeing his ever-growing erection, Bobby tried to roll over and hide his boner, but Mommy Francesca knew exactly what he was trying to conceal. She quickly pulled Bobby back into the diaper position and made sure to let the boy know she saw his sprouting hard-on.

“Look who showed up to play,” she joked as Bobby’s penis continued to fill with blood and gain both length and girth, “such a big boy with your naughty hard-on.” She continued, “we need to hide that naughty wee wee with a soft and crinkly nappy so you aren’t tempted to touch yourself, but first momma needs to give you some medicine to help break your fever.”

Bobby then heard the sound of the suppository jar being opened as Mommy Francesca withdrew two foil-covered bullets from the jar. Nonchalantly, she unsheathed the white waxy medicine from its packaging and placed them on the diaper next to Bobby.

“These two aren’t actually made of glycerin Bobby; they are two special Tylenol suppositories Mommy has saved for when baby has a fever,” she explained “the regular fleets help baby poop, but these ones are medicine to help you get better.” Mommy Francesca added, “besides, you won’t need help pooping because Mommy is going to take real good care of you and make sure you are nice and clean by the end of today.”

Slowly, but with purpose and conviction, Mommy Francesca embedded the first of the suppositories into Bobby’s bowels, his cock jumping and convulsing as she withdrew her gloved digit from his tight brown eye. Before Bobby could recover from his anal and penile spasms, Mommy Francesca inserted the second suppository into her baby boy with the utmost care and love.

“There we go baby,” she cooed, “Mommy going to make baby feel all better.” With her evil smirk returning, Mommy Francesca added, “I’m going to take REAL good care of you Bobby and make sure baby’s balls and bowels are completely empty.”

With both suppositories safe inside Bobby’s botty, Mommy Francesca finally diapered her boy, paying careful attention to his engorged cock and swollen balls as she closed up the nappy. Bobby groaned in torment as the diaper pinned his erection up against his belly, and placed soft pressure on the more sensitive parts of his penis. Now safely in his diaper, Mommy Francesca sat on the bed and made a motion for Bobby to come join her.

“Come over Mommy’s lap sweetie, time for baby to suckle,” she softly spoke, “don’t worry, Mommy will cuddle you too”

Bobby obediently went over Mommy’s lap while she liberated her left tit from her dress, revealing a lovely milky-white treat for her boy. Bobby happily began softly sucking and flicking his tongue on Mommy’s now rock-hard nipple. Tracing small circles around her areola, stopping to nibble her nipple. Her baby softly suckling her large breast caused Francesca to quietly moan.

“That’s a good boy,” she moaned, “suck Mommy’s titty dry.”

Clearly aroused by the boy’s oral efforts, Mommy Francesca took his free hand and guided it under her dress, and right to her dripping wet womanhood.

“You make Mommy so wet Bobby,” she exclaimed, “feel how wet you make me.”

Ever wanting to please Mommy, Bobby began juicing her pussy with one, then two of his digits. The combination of his digital stimulation and adept suckling caused further Mommy moans, as well as a growing wet spot on the bed.

“Don’t stop Bobby, don’t stop,” she pleaded as her baby boy continued the lovely combination of titty sucking and finger fucking on his caring Mommy. “Such a good boy, just don’t stop!” She demanded.

Bobby continued his feeding session while Mommy Francesca rode the waves of pleasure caused by the nipple stimulation paired with the steady fingering of her creamy cunt. Slowly, she worked towards orgasm until she could no longer contain her explosive climax.

“Right there Bobby,” she belted as she embraced the throws of ecstasy, “You make Mommy feel so good honey.”

After her climax, Mommy Francesca gained composure and found her way back on track as she had so much more planned for their afternoon to attend to. She sensually put her tit back into her lovely pin-up dress, and removed her panties, which were now sopping wet with her vaginal secretions.

“Why don’t you try and rest Bobby while Mommy goes in the watercloset to prepare your next treatment,” she suggested.

Mommy Francesca then proceeded to tuck Bobby into bed, his raging boner still trapped by his nappy, and his heart still beating fast after fingering her pussy into a creamy frenzy. There he lay, comfortable, relaxed, and content with two suppositories melting inside him, while Mommy Francesca retreated to the commode with the fountain syringe to prepare Bobby’s first enema.

Once in the bathroom, Mommy Francesca easily assembled the enema kit, complete with a flow meter, and phallic silicone nozzle she purchased online. She fired up the bathtub and made sure the enema solution was the perfect bath-water warm temp. Not too hot, but just right so her boy wouldn’t feel the solution until his intestines were already overfilled with liquid. After filling up the bag with the perfect temp water, Francesca purged the air from the hose by running the water over her wrist to check the final temp while also making sure no excess air was in the tubing- she wanted Bobby full and crampy from her large volume enema solution, not doubled over early in the treatment because she failed to expel the superfluous air from the enema kit.

After she was 100% certain everything was to her liking, Mommy Francesca returned to the bedroom, bulging 4 quart fountain syringe in tow, and carefully placed the rig back on the vintage IV stand. Once secured on the stand, she added the final touch: just a few small squirts of unscented Dr. Bronner’s pure castile soap to ensure the solution turned any of Bobby’s fecal blockages to mud during the first enema.

“Little Bobby,” she whispered, “time to wake up. Mommy is ready to give you your enema. Be a good boy and come out from under the sheets.”

Eager to please his Mommy and feel better, Bobby slowly emerged from his slumber and came out of bed. While he was continuing to wake up, Mommy Francesca delicately removed his nappy, and began positioning the boy for his enema. Once again, Bobby was on his hands and knees, bottom up in the air.

“Take a deep breath Bobby,” she commanded, “Mommy needs to stretch baby for this nozzle.”

Next thing Bobby felt was Francesca’s finger at his backdoor, eager to break the brown eye seal and enter his nether region once again. Just as Bobby let out a deep breath, she slipped the first digit into his naughty bottom.

“That’s a good boy,’ she purred, “take Mommy’s whole finger.”

After a few minutes of gentle poking and teasing, Mommy Francesca determined it was time to continue stretching her little subject, and she withdrew her finger. Following the exodus of her pointer finger, Mommy Francesca scooped a dollop of lube on both her index and middle finger and readied the digits to enter Bobby’s expanding anus.

“Are you going to be a good boy and take what Mommy gives you,” she probed. “Relax and bear down for me like you are having a BM,” she instructed.

“Yes Mommy,” Bobby whispered as he mimicked the act of expulsion, his anus opening for his horny Mommy and her two greased digits that slithered slowly inside his rectum. “Ummgh Mommy,” Bobby grunted from the pressure on his prostate mixed with the stretching from his Mommy’s probing fingers.

“Oh that’s a good boy, and there we go baby” Mommy Francesca assured him, “Such a lovely boy- taking all Mommy has to give.”

Francesca left her fingers firmly implanted in Bobby’s bottom until she was satisfied that his botty hole was relaxed and ready for the big nozzle of her choosing. She slowly and gently pulled her digits from Bobby’s ass at a snail’s speed so he could feel every inch, every bump, every ridge.

“Hhhmmmm” escaped from Bobby’s lips as he savored the exodus of his Mommy’s fingers.

“That’s a good boy,” she whispered back, “Let’s get that nozzle in you so we can start your enema.”

While gripping the base of Bobby’s boner once again, Francesca seated the phallic nozzle right at his opening. As Bobby exhaled deeply, she slid the nozzle head past his anal ring and began slowly threading the length of the nozzle shaft into his waiting ass. Once the nozzle was seated against the retention ball at the base of the nozzle, she released the clamp and started the flow of solution into Bobby’s bowels.

“And there we go sweetie,” She encouraged, “You’re going to feel so much better when Mommy is done with you. Let me know if you feel a cramp, and I can give you a break to puppy pant until it passes.”

As the solution steadily filled his insides, Mommy Francesca slowly fucked Bobby’s ass with the shaft of the nozzle, always stopping shy of the retention ball. About half way through the bag, Bobby began to feel full, and voiced his discomfort to Mommy Francesca.

“I think I am full Mommy, I need to go!” he alerted her.

“Let’s take a break while I rub you and see if the cramps pass sweetie,” she comforted while closing the clamp to stop the flow of soapy water that was flooding Bobby’s intestines. “Roll over on you back and Mommy will help you hold the solution,” she suggested as she helped Bobby from his hands and knees and onto his back.

Once on his back, Mommy Francesca began to stroke his mammoth cock while she slowly slid the retention ball past Bobby’s anal ring, and seated it firmly into his rectum so no solution would escape. The pressure of the retention ball teamed with Mommy’s strokes proved to be too much, and Bobby shot his load all over.

“Bobby, what are you doing young man?” Mommy Francesca questioned after seeing Bobby’s milky load shoot forth from his dick. “Such a dirty boy making creamies all over Mommy. You count to ten backwards while I release the clamp and let this water fill your naughty bottom young man. When you get to zero, then you can go make poops and clean up,” she continued, “when you’re all done on the potty, you come right back here and over Mommy’s laps because you’re getting a good spanking young man.”

“Yes Mommy,” Bobby cried as he clutched his cheeks and made a beeline for the abode.

“And Bobby,” she added from inside the bedroom. “Don’t you dare flush that young man, you know the rules: Mommy needs to check to make sure the enema did its job.”

“I understand Mommy,” Bobby sheepishly replied from his seat on the throne.

“You’re lucky this is a caring Mommy treatment, and not a punishment Bobby,” she scolded, “If this were a punishment enema, and you didn’t take the whole bag, I would make you use your diaper like a dirty baby boy, instead of the toilet like a big boy. In fact, I think I am going to use an inflatable double balloon nozzle for the next enema Bobby, to help your naughty ass hold the enema water.”

“Thank you Mommy,” Bobby dutifully replied as his bowels let loose another round of solution from deep inside.

Once finished expelling and cleaned up, Bobby respectfully returned to the room, and without complaint took place over Mommy Francesca’s lap.

“You know the rules Bobby: you made creamies without Mommy saying it was ok, you're a naughty boy getting big boners while Mommy is caring for you, and you need to learn to eat healthy so Mommy doesn’t need to do such regular treatments for baby Bobby,” she explained. “Now Mommy is going to give you a spanking so take your punishment like a good boy,” she finished.

Once over her lap, Mommy Francesca began a volley of smacks on Bobby’s poor bottom as a reminder that he was a naughty boy for making creamies all over Mommy during his treatment. Once convinced she had taught the boy a lesson for his premature ejaculation and general naughty thoughts during his treatment, she commanded baby Bobby to stand in the corner and display his crimson punishment bum while she prepared his next enema.

In the corner baby Bobby stood, with his ass exposed and rosy while Mommy Francesca once again made a trek to the bathroom to prepare a second enema. This round, she selected a german-made Rousch double inflatable nozzle to aid in retention and punish Bobby’s naughty ass for failing to take the whole contents of her last treatment, as well his penis making creamies without permission. Very clear in motivations and gameplan, Francesca wagered a three enema series was just what her baby needed; one soapy bagfull to clear the lane, and then another sudsy enema to knock the naughty loose, topped off with a green tea rise administered with a long and large silicone colon tube, which she was confident would wash any residual soap while also providing a high and thorough cleanse of Bobby’s filthy bowels.

After easily changing out the phallic silicone nozzle for the double-balloon inflatable german import, Mommy Francesca once again began her now-familiar routine of loading the enema bag with the perfect temp water, adding just the right amount of soap, and dutifully purging the tube and nozzle of any superfluous air to ensure a comfortable and effective high-volume enema for her boy. Convinced that the enema set up was exactly to her liking, Mommy Francesca returned to the room to find her well-behaved boy still standing in the corner as instructed.

“Hop up on the bed for me Bobby,” she directed, “time for your second enema.”

Obediently, Bobby once again positioned himself on his hands and knees with his bottom high in the air as Mommy Francesca used a copious amount of water based lube to coat every inch of the double balloon nozzle, as well as her gloved digits. Following her meticulous application of lubricant, both the nozzles and her hand were glistening with lube, at which time she began to prod Bobby asshole in a soft and slow manner as to prep his anus for the introduction of the large inflatable nozzle.

“That’s such a good boy,” she coached as his butthole easily accepted the first balloon of the Rousch nozzle. “Just relax for Mommy and then I will begin inflating the bladders so no water will leak from baby’s bottom.”

Firmly seated in Bobby’s rectum, the nozzle was in position and ready for Mommy Francesca to begin the inflation. With her hand resting on Bobby’s cock and balls, Francesca began squeezing the black inflator, causing Bobby’s penis to convulse as the ever-growing balloon put added pressure on his prostate.

“Uuuggh,” He moaned as the the balloons grew with every squeeze from Mommy Francesca until they formed a tight seal on either side of his anus, and expanded to fill every bit of open space within his lower bowel.

“And there we go baby,” Francesca assured, quite pleased with her skillful insertion and inflation of the yellow latex apparatus, “Just relax and take it all in baby”.

Francesca’s words of encouragement were followed shortly by the sound of the enema bag stopcock being opened. Followed quickly by the audio stimuli, the water began rushing into Bobby’s waiting bottom, causing his penis to once again twitch, spasm, and grow.

“Are baby’s balls still full of creamies,” Mommy Francesca questioned as her eyes caught a glimpse of Bobby’s growing meat, “we are going to have to take care of that naughty little cock and balls.”

With the water still flooding Bobby, Francesca grabbed a firm hold of his penis with her gloved hand and gave it a playful squeeze. She then collected a handful of KY jelly and applied it to Bobby’s throbbing hard-on. Once sufficiently lubed, she began to jerk her baby boy off while the enema solution continued to fill his intestines. Just shy of the 3 quart mark, Bobby could take no more, and once again succumbed to the pleasures of the enema, the constant pressure on his prostate, and the expert handiwork from Mommy Francesca.

“That’s a good baby,” Mommy Francesca breathed as she sensed Bobby building to an inevitable climax, “make creamies for Mommy like a good boy.”

Her words of encouragement were the catalyst needed, and Bobby let loose a shotgun blast of creamy baby batter on his belly, the bed, and and a spurt even in made it to Mommy Francesca’s hair. As soon as the waves of pleasure from his climax vanished, the overwhelming urge to defecate overtook Bobby, and he was soon begging for much needed relief.

“Please Mommy, may I use the potty?” he begged

“Yes sweety, though you didn’t finish it all, you took your treatment like a good boy and made creamies for Mommy,” she answered in a soft and sweet timbre, clearly pleased with her efforts. “Now off to the loo to release your enema, and don’t come out until you are all clean and ready for your last cleanout,” she further instructed.

After expelling the contents of his treatment, Bobby cleaned himself and returned to find Mommy Francesca preparing his final enema, a big bagfull of freshly brewed warm green tea, delivered nice and deep through a thick and comically long silicone colon tube she had purchased from the same vendor as her favorite phallic nozzle. Once postponed properly with his bum high in the air, Mommy Francesca began Bobby’s final enema.

“Relax like a good boy and it will all be over soon,” she encouraged as slid the first six inches of tubing inside Bobby’s well-lubed asshole, “there we go- that’s a good boy?”

Mommy Francesca continued to slowly inch the white silicone snake into Bobby’s colon until she felt the slightest bit of resistance, and reached for the stockcock to start the flow, ensuring she could safely ease the tubing higher into her boy as the water cleared the way for its journey. The soothing green tea solution relaxed his internals, and very soon his Mommy was able to continue working the nozzle higher up into his bowels. By the time the bag was only halfway empty, she had successfully implanted her long colon tube all the way into poor Bobby, allowing her to fill the boy higher up without putting too much pressure on his anus.

“Oh Mommy, I am so full,” Bobby pleaded as the bag delivered the 3 quart mark, “I need to go.”

“Let me help you hold your enema Bobby,” she suggested, “Mommy is going to take good care of you and make sure your balls and bowels are clean and empty.”

Following her maternal words, Mommy Francesca once again gloved up, applied KY lubricant, and began jerking her boy’s cock while slowly fucking his ass with the last few inches of silicone colon tube. It didn’t take much time or effort for her boy to produce yet another large load of spunk while the final contents of his treatment leaked into him.

“Aaarrgh” he groaned as his pleasure was quickly replaced by the urge to expel the large load of green tea contained within him.

“That’s a good boy,” she happily chirped, “You took the whole bag like a good boy- now lick Mommy’s wet pussy while I take this tubing out and then you can use the potty.”

With that, Francesca squatted on Bobby’s face so her boy could pleasure her clit while she deftly withdrew the many inches of tubing still inside her boy. Once the last few sections of the thick silicone tube were removed from Bobby’s ass, Mommy Francesca carefully stepped away from her perch atop Bobby’s face and pointed to the bathroom.

“You may now use the potty, but don’t make a mess on your way there” she commanded as the evil smirk returned to her face, “you may release your enema in the potty this time sweetie, and then baby can come back for Mommy cuddles.”

With the urge to let loose the green tea growing, Bobby squeezed his cheeks together, and made a beeline for the loo where he could finally produce a waterfall of relief. Once safely seated upon the white throne, Bobby relaxed his anus and let forth a thunderous roar of green tea. Upon hearing his sounds of release, Mommy Francesca smiled knowing she had expertly purged her boy’s balls and bowels to her satisfaction.

“Bobby!” she called out from the bedroom.

“Yes Mommy,” he sheepishly replied.

“I am thinking next time baby needs another treatment we can diaper you while you pleasure Mommy with your mouth,” she suggested, “then you can just soil your nappy and keep sucking Mommy’s clit until I am satisfied- how does that sound?”

“That sounds wonderful Mommy,” Bobby replied.

“Excellent,” she called back, “glad we are in agreement. Now hurry up and clean up so Mommy can cuddle you while you suckle.”

“Yes Mommy Francesca,” he agreed, “thank you for being such a good mommy.” “I am feeling so much better already,” he admitted as the last of the green tea exited his rectum giving him a renewed and relaxed feeling.

“That’s a good boy” she called out from the bedroom, “now hurry up and get clean because mommy is patiently waiting.”

“Yes mommy Francesca," he cooed, "I promise to get all clean come back right after."

"That's a good boy," she beamed, "so proud of my special baby."