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51
Active Sissy Stories / Re: The Second Floor (#17)
« Last post by petticoated on May 24, 2025, 02:43:49 AM »
Leighton was dumbfounded by what he had just witnessed. As Allen mimicked another pitiful curtsy to Dorian, in an effeminate voice, he responded after his curtsy with, "Y...y...yesss, Mistress." Leighton could see that the redfaced humiliated man would offer no resistance at all. Dorian's mention of "Cinderella" did not go unnoticed, either. And She threatened to "Petticoat" Allen, too. As Leighton contemplated leaving, he noticed a sterling silver and diamond necklace around Dorian's neck. He also saw a small pale baby pink key hanging from the chain. Oh no! It couldn't be. It just couldn't. Had Dorian caged Allen, Leighton wondered. "Emily will be out shortly, Leighton. She and I both had to work later than we expected." Dorian moved closer to Leighton. She opened her white wool jacket just enough to allow Leighton a closer look at the white silk blouse she was wearing. The hint of an ultralacy white bra underneath her blouse further increased her control over Leighton. Fingering the pink key, she invited Leighton into the living room. The penthouse had an incredible view of the Manhattan skyline. The predominate color was white, with gold fixtures, crystal chandeliers, and feminine splashes of pale pink. It was beautiful. This penthouse was by far the largest, most expensive, and most luxurious of any unit in this magnificent building. The main floor had a white marble surface. There were two "Mistress Bedrooms," both with attached offices and luxuriously ultrafeminine en suite bathrooms. A small library and a spacious open kitchen completed the main floor. White sofas, several of them, and several chairs, all in soft pinks and white, were tastefully arranged. On the white walls were at least three paintings that immediately caught Leighton's full attention: Two original Roy Lichtensteins and a Degas ballerina original. As Dorian pointed to a spiral staircase, she stated that additional guest bedrooms and a maid's quarter were upstairs. "Perhaps we can show them to you later, Leighton. One of the guest bedrooms is specifically themed..."
52
Active Sissy Stories / Re: SFI
« Last post by sissyboy1212 on May 23, 2025, 07:00:18 PM »
Part 6
Carl’s legs were spread apart and strapped down on the padded leg rests of the chair. He was wriggling helplessly against his restraints, and he was protesting greatly and demanding to be let go. Beth couldn’t help but notice how he was dressed. Carl was wearing a very frilly and ruffled set of pink panties as well as what looked like a satiny pink corset that came almost all the way up to his collarbones! His hands were also enclosed in what looked like thickly padded pink leather mitts!
Helen began to narrate, “Ellen, I know you can see Carl is agitated, but remember we talked about this. It’s to be expected. He’s perfectly safe and unharmed. After we picked him up from your home this morning, he was processed though the IIR and given a basic medical examination in our clinic. Next, he was taken to one of our staging rooms to be checked for contraband and then vigorously scrubbed clean, head to toe, by our matrons. You can see his hair is still damp from all the washing, and I can promise you they’ve made sure that Carl’s every nook and cranny is squeaky clean!”
Beth looked over at the Baxter sisters. Ellen had a look of motherly concern on her face, but her sister Janice seemed to be reveling in the spectacle. If anything, her expression was one of immense satisfaction.
The matrons wheeled Carl’s chair into place and then locked a series of clamps to hold it down. Although Carl was completely strapped down, it was obvious he had begun to take in his surroundings. He ogled at the posters of reluctant boys just like him being dressed in the girliest outfits imaginable and being given sissy hairdos, makeovers, manicures and the like.
Fully comprehending his situation, he began voicing his objections loudly. He wiggled desperately in his restraints. It was obvious now he saw his mother and the other ladies watching him, and he cried out even more loudly but somewhat unintelligibly: “Mom, you can’t leth them do thith! Theeth bi%$&s want to turn me into a th-ithy! Pleath make them FU&%$*ing TH-TOP! Thith ith cra-thee, Mom! No Fu$&%*ing way I’m leth-ing them do that! I know Aunt Jan-ith ith behind thith! Don’th li-then to her!”
At this point, Helen spoke loudly in an attempt to speak over Carl’s protestations. Almost yelling, she said, “As you can see, our boys often start out rather petulant, but we are quite adept at dealing with this type of behavior!”
As Helen spoke, Beth was practically transfixed as one of the matrons picked up a bulbous rubber implement with a small tube attached. With practiced ease, one matron grabbed Carl from behind and pulled his head back against the pad of his salon chair. The other matron swiftly inserted the phallic pink gag in the boy’s open mouth. Without missing a beat, she inflated it inside his mouth until the boy’s shouts were reduced to a series of heavily muffled grunts and groans. Carl’s eyes bulged in surprise and anger as his mouth was completely engorged with the foreign intruder. It seemed to have a thin rubber flange that fitted between his lips and his front teeth. Next, the matron skillfully disconnected the air tube from Carl’s inflatable gag leaving him frustrated and helpless. The flange on the gag caused his lips to jut out in a somewhat pouty and conspicuous way.
Helen resumed speaking in a more normal tone of voice, “That’s much better. As you can see, young Master Carl is now all ready for his Initial Sissification. And despite all his unseemly yelling, you may have detected that he was lisping. During the medical exam, the nurse applied a semi-permanent numbing agent to his tongue. This will help him develop an adorable sissy lisp, and he will begin working with our speech therapists. By the time the numbing agent wears off in about a month, his lisp should be second nature!”
Helen continued, “I hope you can appreciate that we at SFI are more than ready to deal with the ‘Squirmers’ and the ‘Screamers’ as we call them in the business. Our teen-size inflatable pacifiers, or Sissy Soothers, are a wonderful innovation for boys who resist the path that has been laid out for them. As you can see, it calms the Sissy right down! In years past, we had to put a strap behind the Sissy’s head to hold his Soother in, but now these inflatable versions don’t interfere with their Punishment Perms in the same way. So nice to have the straps out of the way when we start on their hair! And you can see that once a boy’s Sissy Soother is inflated, it’s quite impossible to spit out. Here at SFI, we are constantly focused on process improvement!”
Ellen looked down at her son sympathetically. She seemed ready to speak, but then Janice exclaimed, “it’s perfect! I can’t wait to see the rest! Isn’t that right Ellen?” she asked her sister pointedly.
Ellen opened her mouth as if to say something, and then she closed it silently without uttering a word. Finally, she spoke to her sister, “Yes Janice… I know you’re right and it’s all for the best.”
Carl’s legs were spread apart and strapped down on the padded leg rests of the chair. He was wriggling helplessly against his restraints, and he was protesting greatly and demanding to be let go. Beth couldn’t help but notice how he was dressed. Carl was wearing a very frilly and ruffled set of pink panties as well as what looked like a satiny pink corset that came almost all the way up to his collarbones! His hands were also enclosed in what looked like thickly padded pink leather mitts!
Helen began to narrate, “Ellen, I know you can see Carl is agitated, but remember we talked about this. It’s to be expected. He’s perfectly safe and unharmed. After we picked him up from your home this morning, he was processed though the IIR and given a basic medical examination in our clinic. Next, he was taken to one of our staging rooms to be checked for contraband and then vigorously scrubbed clean, head to toe, by our matrons. You can see his hair is still damp from all the washing, and I can promise you they’ve made sure that Carl’s every nook and cranny is squeaky clean!”
Beth looked over at the Baxter sisters. Ellen had a look of motherly concern on her face, but her sister Janice seemed to be reveling in the spectacle. If anything, her expression was one of immense satisfaction.
The matrons wheeled Carl’s chair into place and then locked a series of clamps to hold it down. Although Carl was completely strapped down, it was obvious he had begun to take in his surroundings. He ogled at the posters of reluctant boys just like him being dressed in the girliest outfits imaginable and being given sissy hairdos, makeovers, manicures and the like.
Fully comprehending his situation, he began voicing his objections loudly. He wiggled desperately in his restraints. It was obvious now he saw his mother and the other ladies watching him, and he cried out even more loudly but somewhat unintelligibly: “Mom, you can’t leth them do thith! Theeth bi%$&s want to turn me into a th-ithy! Pleath make them FU&%$*ing TH-TOP! Thith ith cra-thee, Mom! No Fu$&%*ing way I’m leth-ing them do that! I know Aunt Jan-ith ith behind thith! Don’th li-then to her!”
At this point, Helen spoke loudly in an attempt to speak over Carl’s protestations. Almost yelling, she said, “As you can see, our boys often start out rather petulant, but we are quite adept at dealing with this type of behavior!”
As Helen spoke, Beth was practically transfixed as one of the matrons picked up a bulbous rubber implement with a small tube attached. With practiced ease, one matron grabbed Carl from behind and pulled his head back against the pad of his salon chair. The other matron swiftly inserted the phallic pink gag in the boy’s open mouth. Without missing a beat, she inflated it inside his mouth until the boy’s shouts were reduced to a series of heavily muffled grunts and groans. Carl’s eyes bulged in surprise and anger as his mouth was completely engorged with the foreign intruder. It seemed to have a thin rubber flange that fitted between his lips and his front teeth. Next, the matron skillfully disconnected the air tube from Carl’s inflatable gag leaving him frustrated and helpless. The flange on the gag caused his lips to jut out in a somewhat pouty and conspicuous way.
Helen resumed speaking in a more normal tone of voice, “That’s much better. As you can see, young Master Carl is now all ready for his Initial Sissification. And despite all his unseemly yelling, you may have detected that he was lisping. During the medical exam, the nurse applied a semi-permanent numbing agent to his tongue. This will help him develop an adorable sissy lisp, and he will begin working with our speech therapists. By the time the numbing agent wears off in about a month, his lisp should be second nature!”
Helen continued, “I hope you can appreciate that we at SFI are more than ready to deal with the ‘Squirmers’ and the ‘Screamers’ as we call them in the business. Our teen-size inflatable pacifiers, or Sissy Soothers, are a wonderful innovation for boys who resist the path that has been laid out for them. As you can see, it calms the Sissy right down! In years past, we had to put a strap behind the Sissy’s head to hold his Soother in, but now these inflatable versions don’t interfere with their Punishment Perms in the same way. So nice to have the straps out of the way when we start on their hair! And you can see that once a boy’s Sissy Soother is inflated, it’s quite impossible to spit out. Here at SFI, we are constantly focused on process improvement!”
Ellen looked down at her son sympathetically. She seemed ready to speak, but then Janice exclaimed, “it’s perfect! I can’t wait to see the rest! Isn’t that right Ellen?” she asked her sister pointedly.
Ellen opened her mouth as if to say something, and then she closed it silently without uttering a word. Finally, she spoke to her sister, “Yes Janice… I know you’re right and it’s all for the best.”
53
Active Sissy Stories / Re: The Second Floor (#16)
« Last post by petticoated on May 23, 2025, 03:10:57 PM »
Allen's eyes widened with fear. He swallowed hard. Surely this Blonde Goddess, dressed to the nines in her Feminine white wool miniskirted skirt suit, would not humiliate him in front of another male. "Well, 'Allison,' do you need to be Petticoated for the evening?" Quickly curtsying in his black silk women's pants, fully aware another male was watching him, he whispered almost in a lisping frightened voice, "I promise to improve my curtsy, Mistress Dorian." Dorian wasn't satisfied. "Go ahead. Continue." He desperately looked to Dorian for any kind of respite, his eyes pleading. Dorian put her hands on her hips, glaring at Her cowering "personal assistant." Now she started to tap her right foot impatiently on the glistening white marble floor. Leighton was captivated. A blonde Goddess, standing almost six feet tall in her heels, hands on her hips, in her white wool miniskirt power
suit, in complete Feminine control. Finally, Allen broke the silence. "And if I am unable to improve my curtsy, I need to be...I need to be...Petticoated." Smiling satisfactorily, and
before addressing Allen, Dorian gave a distinctly prolonged glance at Leighton. She looked at Allen, "Good gurl...Allison. I'm happy you see it My way. I agree with you. Now, get two scotch on rocks...and a Shirley Temple...for Leighton. Ask Em to help you into your full-skirted serving pinafore...the black satin one with the frilly white lace trim and the three attached layers...stiff layers...
of white tulle. While you're at it, go ahead and remove your long pants and pantaloons. You won't be needing them any more tonight. Replace them with the new black ruffled double satin rhumba panties. The ones with five rows of ruffled white lace on the back...and reads "Petticoated Sissy" in that pretty feminine white script on the front. While you are serving us and our little guest tonight," she smiled at Leighton, "You'll already be prepared should I need to Petticoat you." She paused thoughtfully, before adding, "As a matter of fact, a Special ~Intensive Sissification~ Petticoat that I ordered especially for you arrived from Cinderella this morning." Have it available on your mannequin and display it prominently while you are serving us our drinks...and while we are critiquing your curtsy. Hopefully, a sweet little bouffant petticoat...especially one from Cinderella...can serve as a gentle reminder for you to perfect your curtsy as you are serving us tonight." "Oh,she added, "Replace that pink satin bow in your hair with a larger one. One with frilly ruffled white lace. You are dismissed, Allison..."
suit, in complete Feminine control. Finally, Allen broke the silence. "And if I am unable to improve my curtsy, I need to be...I need to be...Petticoated." Smiling satisfactorily, and
before addressing Allen, Dorian gave a distinctly prolonged glance at Leighton. She looked at Allen, "Good gurl...Allison. I'm happy you see it My way. I agree with you. Now, get two scotch on rocks...and a Shirley Temple...for Leighton. Ask Em to help you into your full-skirted serving pinafore...the black satin one with the frilly white lace trim and the three attached layers...stiff layers...
of white tulle. While you're at it, go ahead and remove your long pants and pantaloons. You won't be needing them any more tonight. Replace them with the new black ruffled double satin rhumba panties. The ones with five rows of ruffled white lace on the back...and reads "Petticoated Sissy" in that pretty feminine white script on the front. While you are serving us and our little guest tonight," she smiled at Leighton, "You'll already be prepared should I need to Petticoat you." She paused thoughtfully, before adding, "As a matter of fact, a Special ~Intensive Sissification~ Petticoat that I ordered especially for you arrived from Cinderella this morning." Have it available on your mannequin and display it prominently while you are serving us our drinks...and while we are critiquing your curtsy. Hopefully, a sweet little bouffant petticoat...especially one from Cinderella...can serve as a gentle reminder for you to perfect your curtsy as you are serving us tonight." "Oh,she added, "Replace that pink satin bow in your hair with a larger one. One with frilly ruffled white lace. You are dismissed, Allison..."
54
Active Sissy Stories / Re: The Second Floor (#15)
« Last post by petticoated on May 23, 2025, 11:16:56 AM »
With the bouquet of red roses in his left hand, Leighton reached out with his right to awkwardly shake hands. And when Allen limp-wristed his right hand before taking Leighton's hand, Leighton was taken aback by this effeminate boy's exaggerated attempt at Feminine deportment. Allen then extended his rather dainty right hand, his perfectly manicured baby pink frosted fingernails prominently displayed for Leighton to see. Allen's handshake was weak. Dainty. Girly. Leighton's eyes suddenly focused on the lacy camisole Allen was wearing under his transparent blouse. It was undeniably feminizing. And unquestionably emasculating. "You must be Mr. Leighton," the high-pitched voice asked.Then Allen took his little fingers, daintily took the sides of his feminizing trousers, and mimicked what Leighton believed to be an awkward curtsy. Allen's voice squeaky high, too. Like a girl's. "Please come in, sir. The Mistresses have been expecting you." Before they could take only a few steps, Dorian came to meet Leighton. OMG! This stunning blonde, almost six feet tall in her 5-inch creme-colored leather stilettos, was attired in a beautiful Feminine white wool mini-length skirt suit. A power suit, to be sure. Before acknowledging Leighton, She directed her attention to Allen. "Did you properly curtsy for our little guest?" Shamefully, he swallowed hard, stammered, and mimicked another awkward curtsy in his silk trousers before responding".Y...y...yesss, Mistress Dorian." Dorian, in front of a stunned Leighton, started playing with Her long thick blonde hair. She started laughing at Allen mockingly. "Well, if it was as disgraceful as the curtsy you just attempted for your Mistress, perhaps I can put you in a nice stiff white poufy crinoline lace Petticoat to help you improve your performance...?"
55
Active Sissy Stories / Re: SFI
« Last post by mikeh1993 on May 23, 2025, 10:21:29 AM »
This is good, very good! The author is always in charge but this errant boy would make a lovely toddler! …… albeit a pink sissy.
One can only hope. :)
The author did say they have to start over, well we start out life needing diapers
56
Active Sissy Stories / Re: SFI
« Last post by BabyJay on May 23, 2025, 08:44:29 AM »
Delightful. Steven certainly won't like his impending induction. Looking forward to hearing his reaction and how he finishes up. As Antonia said, a toddler in a pink sissy dress?
57
Active Sissy Stories / Re: The Second Floor
« Last post by BabyJay on May 23, 2025, 08:15:17 AM »
Delightful. sounds like Leighton is in for a very interesting evening. Looks like Dorian and Emily have planned an evening that will forever change Leighton with the help of Allen
58
Active Sissy Stories / Re: SFI
« Last post by antonia on May 23, 2025, 01:25:40 AM »
This is good, very good! The author is always in charge but this errant boy would make a lovely toddler! …… albeit a pink sissy.
59
Active Sissy Stories / Re: SFI
« Last post by sissyboy1212 on May 22, 2025, 05:55:03 PM »
Part 5
“Beth, let me introduce you to Janice and Ellen Baxter. Ladies, this is Beth Winslow.” All the ladies greeted each other politely.
Helen continued, speaking to Beth, “Ellen’s son Carl has also been a handful, not unlike your Steven.”
Hesitant, Ellen looked like she wanted to speak, but Janice cut her off, “That’s right. My young nephew Carl has been quite the problem child. Unfortunately, his no-good father was always a weak little man of no consequence. When I finally convinced my sister she’d be better off without him, I was happy to step in with a firmer hand to help get my nephew under control. He’s gotten into so many difficulties at school… I’m certain it was only a matter of time before he got into more serious problems!” She looked pointedly at her obviously younger sibling for an affirmation, “Isn’t that right Ellen?”
Ellen finally spoke, “well yes, I certainly want the best for Carl, and his behavior has definitely worsened a bit after his father was out of the picture.” Looking at her sister nervously, she added, “but Janice was so kind to help us out financially… I’m sure this will be the best for Carl in the end.”
Janice jumped back in, “I happen to know the superintendent of Carl’s school district very well. Fortunately, I was able to gain her support and endorsement to place Carl in the SFI program. Strictly speaking, he didn’t meet all the criteria at first… they said his record was ‘borderline.’ Still, I could see more trouble coming and I worked closely with the school district and Helen here to get him enrolled in SFI!” She added triumphantly, “an ounce of prevention is worth a pound of cure!”
Helen explained, “the courts don’t always have to get involved before we take a young man into our program. Although it’s less common, if the family feels strongly enough, we can enroll a boy into SFI just by working with the family and the school. Of course, the family must be able to support the expense.” Helen then gave Beth a knowing look, “and there is a premium enrollment fee when we accept boys into SFI outside of the juvenile justice system.” Helen concluded, but we go by the mantra that ‘Families Know Best!’”
Beth was an astute woman, and she immediately sensed the power disparity in the two Baxter sisters. Despite herself, she nodded in approval. She saw the business potential here, and clearly Janice had the means and the leeway to call the shots. Janice’s nephew Carl may not have been an obvious candidate for SFI, but his aunt’s money and influence clearly put him over the hump!
An electronic chime sounded, and all the ladies turned their attention down to the salon stations below.
Fascinated, Beth watched as a sliding door opened below. Moments later, three burly matrons entered the room along with a teenaged boy Beth assumed was Janice’s nephew Carl! The boy was securely strapped down into what looked like a motorized salon chair on wheels. Beth watched with keen interest as they wheeled the squirming teenager over to the middle salon station.
“Beth, let me introduce you to Janice and Ellen Baxter. Ladies, this is Beth Winslow.” All the ladies greeted each other politely.
Helen continued, speaking to Beth, “Ellen’s son Carl has also been a handful, not unlike your Steven.”
Hesitant, Ellen looked like she wanted to speak, but Janice cut her off, “That’s right. My young nephew Carl has been quite the problem child. Unfortunately, his no-good father was always a weak little man of no consequence. When I finally convinced my sister she’d be better off without him, I was happy to step in with a firmer hand to help get my nephew under control. He’s gotten into so many difficulties at school… I’m certain it was only a matter of time before he got into more serious problems!” She looked pointedly at her obviously younger sibling for an affirmation, “Isn’t that right Ellen?”
Ellen finally spoke, “well yes, I certainly want the best for Carl, and his behavior has definitely worsened a bit after his father was out of the picture.” Looking at her sister nervously, she added, “but Janice was so kind to help us out financially… I’m sure this will be the best for Carl in the end.”
Janice jumped back in, “I happen to know the superintendent of Carl’s school district very well. Fortunately, I was able to gain her support and endorsement to place Carl in the SFI program. Strictly speaking, he didn’t meet all the criteria at first… they said his record was ‘borderline.’ Still, I could see more trouble coming and I worked closely with the school district and Helen here to get him enrolled in SFI!” She added triumphantly, “an ounce of prevention is worth a pound of cure!”
Helen explained, “the courts don’t always have to get involved before we take a young man into our program. Although it’s less common, if the family feels strongly enough, we can enroll a boy into SFI just by working with the family and the school. Of course, the family must be able to support the expense.” Helen then gave Beth a knowing look, “and there is a premium enrollment fee when we accept boys into SFI outside of the juvenile justice system.” Helen concluded, but we go by the mantra that ‘Families Know Best!’”
Beth was an astute woman, and she immediately sensed the power disparity in the two Baxter sisters. Despite herself, she nodded in approval. She saw the business potential here, and clearly Janice had the means and the leeway to call the shots. Janice’s nephew Carl may not have been an obvious candidate for SFI, but his aunt’s money and influence clearly put him over the hump!
An electronic chime sounded, and all the ladies turned their attention down to the salon stations below.
Fascinated, Beth watched as a sliding door opened below. Moments later, three burly matrons entered the room along with a teenaged boy Beth assumed was Janice’s nephew Carl! The boy was securely strapped down into what looked like a motorized salon chair on wheels. Beth watched with keen interest as they wheeled the squirming teenager over to the middle salon station.
60
Active Sissy Stories / Re: The Second Floor (#14)
« Last post by petticoated on May 22, 2025, 04:46:13 PM »
Leighton was stunned. While he had never met Allen before, he knew a sissified boy when he saw one. Those late-night internet searches had yielded hundreds of images of sissy boys. And sissified bois, too. The look on Allen's face, light makeup and all, was one of dread, embarrassment, humiliation, and shame. Very short almost bleach blonde hair perfectly coiffed...and definitely s boy's. But other than his short boyish hair, albeit styled femininely, there was nothing else masculine about him...at least not from his (forcibly) feminized appearance. It was only his short hair that defined him as a sissy, and not a male. But definitely not a girl, either. Whoever did this to him had even attached a small baby girl pink satin hairbow atop his sissy hairstyle. He was wearing makeup, for sure. Makeup that definitely was intended to be seen, but tastefully and skillfully applied by someone(?). Soft pale shimmering pink lipstick. Just enough blush to know it was there. A very pale blue frosted eyeshadow. He looked as much ~effeminate~ as he did feminine. He was wearing a sheer white chiffon blouse with a pale pink satin bow tie. The front of his blouse had a row of wide ruffled french lace...stiff lace...where buttons would have been. The cuffs of each long sleeve ended with an abundance of more white lace. And the sheer white chiffon blouse did nothing to conceal Allen's satin and lace-trimmed white camisole he was wearing underneath. The matching ruffled white lace of his pantaloons prominently displayed beneath the legs of his black satin womens' pants. Two-inch black patent leather heels over black stockings completed the poor boy's outfit. And now Leighton's little feet were stuck as if they were in cement....
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