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Active Sissy Stories / Re: The Mother-Daughter Easter Brunch
« Last post by sissyboy1212 on Yesterday at 03:42:59 PM »
EASTER BRUNCH DELIGHT
The brunch itself was a delight. The boys ate carefully, one might even say prissily, as they delicately held their forks and spoons and made sure not to spill anything on their frothy dresses. Their movements were occasionally awkward, betraying their nerves and unfamiliarity with all the ribbons and frills. Still, they got their fill of small bunny-shaped pancakes, little sausages, quiches, and fruit cups. The twins also sampled tiny fruit tarts, delicate pastries, and tasty slices of lemon cake. Around them, laughter bubbled, and the clatter of cutlery was punctuated by soft music and the happy chatter of the crowd. Between bites, they whispered a few nervous jokes and laughed quietly, gradually getting used to all the stares.
Throughout the meal, Caitlin and Stephanie beamed at the adorably frocked boys and couldn’t resist constantly fussing over every detail of their outfits. The older girls were delighted with the results of their efforts to turn them into perfect Easter darlings, and they enjoyed watching them try to be ladylike as they ate. In one moment, Caitlin’s eyes would sparkle as she gently straightened Jack’s hair bow. In the next, Stephanie would be smoothing Justin’s pink skirt and admonishing him to keep his knees together.
Caitlin gushed, “You two are just the daintiest little things! I never imagined you’d look so adorable.”
Stephanie piled on with a mischievous grin, “We should have signed you up for an Easter pageant!”
Caitlin giggled, “That’s a great idea for next time!”
“Next time?” the twins thought to themselves with a tingle of worry. They both blushed brightly, squirming under all the smothering attention. They really felt like pretty little dolls now, but Caitlin and Stephanie continued their mollycoddling, treating them with protective tenderness. Claire watched it all, enjoying the sight of her new “daughters” being attended to with such relentless but loving care by the older girls. Other guests at surrounding tables watched with amused looks and approving smiles.
Yet, amid all the playful fussing, the two sissified lads sensed genuine affection, which softened their embarrassment and brought a bit of comfort. Despite their excruciating self-consciousness, Jack and Justin traded shy glances. At least a part of them still seemed to be enjoying all this girlish pampering and doting.
Then, somewhat to their chagrin, a couple of girls from their class at school found them, drawn by curiosity and sparkling mischief. Their eyes went wide as they took in the twins’ feminine transformations. They stifled giggles, but their smiles were more kind than mocking.
Their classmate Sabrina grinned and spoke first, “You two look like you stepped out of a princess storybook!” She teased, “Jack, I love your nails!”
Anna chimed in, “I can’t believe you wore those dresses!” She added, “Justin, you look so pretty in pink!”
Jack’s cheeks burned, and Justin glanced shyly at the girls, but there was a bit of warmth in their teasing.
Sabrina softened a bit, “I heard what you did at Christmas too. You know, it’s sweet you went this far to do something nice for your mother again!”
Anna added, “I hope you decide to dress up for school sometime… it would be fun to take you shopping!”
The twins managed hesitant smiles, feeling a sense of acceptance. The girls’ gentle teasing faded into affectionate chatter as they appreciated the boy’s willingness to be good sports.
When their classmates walked away, the creeping realization hit them that this would definitely be the talk at school come Monday. Jack grimaced, whispering, “They’re going to have a field day with this.”
Justin shrugged with an attempt at bravado, a nervous smile tugging at his lips. “Well, too late to worry about it now… we might as well own it!”
Jack rolled his eyes but chuckled, “Monday ought to be interesting.”
As the meal wound down, one of the event hosts approached Claire, her eyes twinkling. “Would your ‘daughters’ mind helping us out in handing out treats to the children?” she asked, “it seems several of the younger girls are just fascinated by them.” The lady held out two white wicker baskets lined with pastel ribbons and heaped with foil-wrapped chocolate eggs. Jack and Justin hesitated, exchanging a look of wide-eyed uncertainty.
Before Claire could answer, Caitlin chimed in, “They’d love to! Wouldn’t you?”
Grimacing slightly, but never ones to back down, the sissified boys blushed but nodded gamely.
Soon enough, they were gently nudged to their feet and handed their baskets. As they began delivering the treats, the warm approval of the ladies and older girls in the crowd made Jack’s nerves dissolve into a smile. The twins made their rounds in their over-the-top Easter frocks, distributing chocolate eggs to the little girls. Jack and Justin decided to go all in, and they did some playful twirls to show off their dresses to the delight of the younger guests. Little hands eagerly reached for treats as Jack and Justin sweetly leaned into their roles, and Claire watched approvingly.
As the Easter Brunch began to wrap up, Jack and Justin had almost forgotten their initial embarrassment. When it was time to go, Jack glanced at Justin, and both boys grinned. They were at the same time relieved it was over and somewhat amused to be part of such a unique day. It turned out, however, there was one last thing left to do.
The brunch itself was a delight. The boys ate carefully, one might even say prissily, as they delicately held their forks and spoons and made sure not to spill anything on their frothy dresses. Their movements were occasionally awkward, betraying their nerves and unfamiliarity with all the ribbons and frills. Still, they got their fill of small bunny-shaped pancakes, little sausages, quiches, and fruit cups. The twins also sampled tiny fruit tarts, delicate pastries, and tasty slices of lemon cake. Around them, laughter bubbled, and the clatter of cutlery was punctuated by soft music and the happy chatter of the crowd. Between bites, they whispered a few nervous jokes and laughed quietly, gradually getting used to all the stares.
Throughout the meal, Caitlin and Stephanie beamed at the adorably frocked boys and couldn’t resist constantly fussing over every detail of their outfits. The older girls were delighted with the results of their efforts to turn them into perfect Easter darlings, and they enjoyed watching them try to be ladylike as they ate. In one moment, Caitlin’s eyes would sparkle as she gently straightened Jack’s hair bow. In the next, Stephanie would be smoothing Justin’s pink skirt and admonishing him to keep his knees together.
Caitlin gushed, “You two are just the daintiest little things! I never imagined you’d look so adorable.”
Stephanie piled on with a mischievous grin, “We should have signed you up for an Easter pageant!”
Caitlin giggled, “That’s a great idea for next time!”
“Next time?” the twins thought to themselves with a tingle of worry. They both blushed brightly, squirming under all the smothering attention. They really felt like pretty little dolls now, but Caitlin and Stephanie continued their mollycoddling, treating them with protective tenderness. Claire watched it all, enjoying the sight of her new “daughters” being attended to with such relentless but loving care by the older girls. Other guests at surrounding tables watched with amused looks and approving smiles.
Yet, amid all the playful fussing, the two sissified lads sensed genuine affection, which softened their embarrassment and brought a bit of comfort. Despite their excruciating self-consciousness, Jack and Justin traded shy glances. At least a part of them still seemed to be enjoying all this girlish pampering and doting.
Then, somewhat to their chagrin, a couple of girls from their class at school found them, drawn by curiosity and sparkling mischief. Their eyes went wide as they took in the twins’ feminine transformations. They stifled giggles, but their smiles were more kind than mocking.
Their classmate Sabrina grinned and spoke first, “You two look like you stepped out of a princess storybook!” She teased, “Jack, I love your nails!”
Anna chimed in, “I can’t believe you wore those dresses!” She added, “Justin, you look so pretty in pink!”
Jack’s cheeks burned, and Justin glanced shyly at the girls, but there was a bit of warmth in their teasing.
Sabrina softened a bit, “I heard what you did at Christmas too. You know, it’s sweet you went this far to do something nice for your mother again!”
Anna added, “I hope you decide to dress up for school sometime… it would be fun to take you shopping!”
The twins managed hesitant smiles, feeling a sense of acceptance. The girls’ gentle teasing faded into affectionate chatter as they appreciated the boy’s willingness to be good sports.
When their classmates walked away, the creeping realization hit them that this would definitely be the talk at school come Monday. Jack grimaced, whispering, “They’re going to have a field day with this.”
Justin shrugged with an attempt at bravado, a nervous smile tugging at his lips. “Well, too late to worry about it now… we might as well own it!”
Jack rolled his eyes but chuckled, “Monday ought to be interesting.”
As the meal wound down, one of the event hosts approached Claire, her eyes twinkling. “Would your ‘daughters’ mind helping us out in handing out treats to the children?” she asked, “it seems several of the younger girls are just fascinated by them.” The lady held out two white wicker baskets lined with pastel ribbons and heaped with foil-wrapped chocolate eggs. Jack and Justin hesitated, exchanging a look of wide-eyed uncertainty.
Before Claire could answer, Caitlin chimed in, “They’d love to! Wouldn’t you?”
Grimacing slightly, but never ones to back down, the sissified boys blushed but nodded gamely.
Soon enough, they were gently nudged to their feet and handed their baskets. As they began delivering the treats, the warm approval of the ladies and older girls in the crowd made Jack’s nerves dissolve into a smile. The twins made their rounds in their over-the-top Easter frocks, distributing chocolate eggs to the little girls. Jack and Justin decided to go all in, and they did some playful twirls to show off their dresses to the delight of the younger guests. Little hands eagerly reached for treats as Jack and Justin sweetly leaned into their roles, and Claire watched approvingly.
As the Easter Brunch began to wrap up, Jack and Justin had almost forgotten their initial embarrassment. When it was time to go, Jack glanced at Justin, and both boys grinned. They were at the same time relieved it was over and somewhat amused to be part of such a unique day. It turned out, however, there was one last thing left to do.
2
Active Sissy Stories / Re: The Mother-Daughter Easter Brunch
« Last post by sissyboy1212 on Yesterday at 01:16:19 PM »
"at" Babycakes. Those are cute! I actually have created some images which I plan to include in the story toward the end, but I'm flattered you thought enough of the story to give it a go. Always enjoy getting fun feedback and comments.
3
Active Sissy Stories / Re: The Mother-Daughter Easter Brunch
« Last post by BabyJay on Yesterday at 09:40:42 AM »
Babycakes, WOW!!! what delightful Photos.
how adorable the 'Daughters' look, they will have to be careful of any Boys they meet. Who knows they may be asked for a date. :)
how adorable the 'Daughters' look, they will have to be careful of any Boys they meet. Who knows they may be asked for a date. :)
4
Active Sissy Stories / Re: The Mother-Daughter Easter Brunch
« Last post by babycakes on Yesterday at 03:52:45 AM »
Jack and Justin in their Easter brunch best:
5
Active Sissy Stories / Re: The Mother-Daughter Easter Brunch
« Last post by sissyboy1212 on April 02, 2026, 06:06:46 PM »
SATURDAY - EASTER BRUNCH BEGINS
In no time, it seemed, it was time to leave as a family for the brunch!
After the excitement in the kitchen as the twins revealed their darling dresses, Claire and Caitlin had gone upstairs to their rooms to get into their own Easter outfits. Stephanie had gone back home to change as well, and when she returned, she had their Aunt Patty with her.
Aunt Patty’s eyes widened as she caught sight of her nephews in their frilly Easter dresses. She paused for a moment, then exclaimed with a beaming smile. “Oh, my! Aren’t you two just the sweetest?” She chuckled warmly as she took in their appearance. “Stephanie told me how precious you two ‘girls’ looked in your dresses,” she said, her eyes twinkling, “but seeing is believing!”
Jack’s cheeks flushed pink while Justin nervously smoothed the folds of his skirt. Unsure of themselves again, they exchanged a quick, uncertain glance. Jack managed a shy “thank you,” and Justin offered a tentative grin.
Soon, their mother and Caitlin also reappeared. As Claire looked lovingly once again at her “girls,” she was again enamored with how sweet and delicate they looked this way.
Meanwhile, as Justin and Jack took note of how elegantly everyone was dressed, they realized that their own Easter outfits were distinctly childish by comparison. With their oversized bows and layers of airy tulle, they began to feel much more like little porcelain dolls surrounded by grownups than teenage boys. In fact, they didn’t feel boyish at all now.
Before they left, however, Aunt Patty revealed one more surprise. She opened a white box lined with pink tissue, and the boys saw she had gotten matching floral wrist corsages for all six of them. Each corsage was crafted from tiny daisies, blush roses pastel ribbons and baby’s breath. As the delicate corsages were fastened around their dainty wrists with elastic bands, Jack and Justin felt themselves drawn even deeper into the feminine spirit of the day. With their pretty pink nails and darling new corsages, they felt even more subdued and dainty.
Following a short car ride, they arrived at the Smithton Country Club. The dining hall was decked out gaily in the vibrant pastel flowers of spring. The chandeliers twinkled above a sea of white tablecloths, and the air was sweet with the scent of lilies and fresh tulips. Every table was decorated with carefully arranged flower bouquets: tulips, lilies, and roses in lovely shades of pink, yellow, and lavender. Delicate paper egg decorations dangled from budding branches in tall vases. Large sunny windows bathed the room in golden light, making the silverware sparkle and the glassware gleam. The gentle clinking of dishes and the sound of laughter blended with music playing softly from the speakers above. The entire hall had a buoyant, distinctly feminine energy befitting the Mother-Daughter Easter Brunch.
As the ladies and girls in the hall noted the latest arrivals, the conversations seemed to fade a bit. While Claire, Patty, Stephanie, and Caitlin blended seamlessly with the other mothers and older daughters, Jack and Justin stood out in their extravagantly girlish ensembles. A wave of self-consciousness washed over them. The rustle of their petticoats and the gentle swish of their skirts seemed impossibly loud as they felt the curious eyes on them. Heads turned as the guests took in the sight of the feminized brothers, side by side in their perfectly coordinated Easter dresses.
Despite knowing in advance what they were walking into, it still felt intimidating in the moment of truth. The twins felt their faces warming under the gaze of mothers and daughters alike. Their yellow and pink frocks, lace-trimmed socks, and cascading pastel bows created a look that was unmistakably precious and youthful. There were also a few knowing glances as those who remembered the Mother-Daughter Christmas Tea back in December knew at once what was going on.
“Aren’t they darling?” whispered a grandmother to her neighbor.
“Those dresses are just precious!” called a family friend who recognized them instantly, her voice cheerful but warm, “and I love your corsages!”
Claire couldn't hide that she was somewhat pleased at all the attention, and she proudly led her “daughters” inside as a ripple of smiles swept through the tables. The boys' hearts fluttered as they minced along after their mother, skirts swaying gently with each careful step.
The boys flushed again as they faced all this new attention, and the butterflies returned in force to their little tummies! Their delicate fabrics brushed against their skin, eliciting tingles with each movement. Every detail of their elaborately girlish Easter outfits, from their frilly boy shorts to their dainty corsages to their charming hair bows, reminded them of their transformations. The softness and prettiness of their attire made the world around them feel more vivid and intensified every glance, whisper and stare.
Pink-faced, Justin leaned closer to his feminized sibling. “Everyone’s looking,” he said, stating the obvious.
Jack nodded tentatively, “Just like the last time.”
A younger woman giggled to Caitlin and Stephanie, “They look even cuter than they did at the Christmas Tea!”
As the family reached the table and took their seats, the boys smoothed their skirts self-consciously with deliberate care. While they tried to get settled, Claire introduced them to a couple of the nearby ladies as “my daughters for the day.”
One of the women responded teasingly but kindly to the boys, “Isn’t that sweet! Then, she added with a grin, “Well, which one of you picked out those pretty bows?”
Something about the way she said it just seemed funny. Although they both cringed a bit more, they also giggled. They exchanged helplessly amused shrugs of solidarity, and that seemed to cut the tension. Over the next few minutes, despite some more gentle teasing and lots more attention, their embarrassment began to ebb. It was slowly replaced by a sort of quietly cheerful resignation. Rather than resisting, Jack and Justin seemed to remember that the lesson from Christmas was that it was best to just embrace the ridiculous situation that they had willingly stepped into… again!
The chatter of lively conversation gradually returned to normal levels, and soon it was time to eat!
In no time, it seemed, it was time to leave as a family for the brunch!
After the excitement in the kitchen as the twins revealed their darling dresses, Claire and Caitlin had gone upstairs to their rooms to get into their own Easter outfits. Stephanie had gone back home to change as well, and when she returned, she had their Aunt Patty with her.
Aunt Patty’s eyes widened as she caught sight of her nephews in their frilly Easter dresses. She paused for a moment, then exclaimed with a beaming smile. “Oh, my! Aren’t you two just the sweetest?” She chuckled warmly as she took in their appearance. “Stephanie told me how precious you two ‘girls’ looked in your dresses,” she said, her eyes twinkling, “but seeing is believing!”
Jack’s cheeks flushed pink while Justin nervously smoothed the folds of his skirt. Unsure of themselves again, they exchanged a quick, uncertain glance. Jack managed a shy “thank you,” and Justin offered a tentative grin.
Soon, their mother and Caitlin also reappeared. As Claire looked lovingly once again at her “girls,” she was again enamored with how sweet and delicate they looked this way.
Meanwhile, as Justin and Jack took note of how elegantly everyone was dressed, they realized that their own Easter outfits were distinctly childish by comparison. With their oversized bows and layers of airy tulle, they began to feel much more like little porcelain dolls surrounded by grownups than teenage boys. In fact, they didn’t feel boyish at all now.
Before they left, however, Aunt Patty revealed one more surprise. She opened a white box lined with pink tissue, and the boys saw she had gotten matching floral wrist corsages for all six of them. Each corsage was crafted from tiny daisies, blush roses pastel ribbons and baby’s breath. As the delicate corsages were fastened around their dainty wrists with elastic bands, Jack and Justin felt themselves drawn even deeper into the feminine spirit of the day. With their pretty pink nails and darling new corsages, they felt even more subdued and dainty.
Following a short car ride, they arrived at the Smithton Country Club. The dining hall was decked out gaily in the vibrant pastel flowers of spring. The chandeliers twinkled above a sea of white tablecloths, and the air was sweet with the scent of lilies and fresh tulips. Every table was decorated with carefully arranged flower bouquets: tulips, lilies, and roses in lovely shades of pink, yellow, and lavender. Delicate paper egg decorations dangled from budding branches in tall vases. Large sunny windows bathed the room in golden light, making the silverware sparkle and the glassware gleam. The gentle clinking of dishes and the sound of laughter blended with music playing softly from the speakers above. The entire hall had a buoyant, distinctly feminine energy befitting the Mother-Daughter Easter Brunch.
As the ladies and girls in the hall noted the latest arrivals, the conversations seemed to fade a bit. While Claire, Patty, Stephanie, and Caitlin blended seamlessly with the other mothers and older daughters, Jack and Justin stood out in their extravagantly girlish ensembles. A wave of self-consciousness washed over them. The rustle of their petticoats and the gentle swish of their skirts seemed impossibly loud as they felt the curious eyes on them. Heads turned as the guests took in the sight of the feminized brothers, side by side in their perfectly coordinated Easter dresses.
Despite knowing in advance what they were walking into, it still felt intimidating in the moment of truth. The twins felt their faces warming under the gaze of mothers and daughters alike. Their yellow and pink frocks, lace-trimmed socks, and cascading pastel bows created a look that was unmistakably precious and youthful. There were also a few knowing glances as those who remembered the Mother-Daughter Christmas Tea back in December knew at once what was going on.
“Aren’t they darling?” whispered a grandmother to her neighbor.
“Those dresses are just precious!” called a family friend who recognized them instantly, her voice cheerful but warm, “and I love your corsages!”
Claire couldn't hide that she was somewhat pleased at all the attention, and she proudly led her “daughters” inside as a ripple of smiles swept through the tables. The boys' hearts fluttered as they minced along after their mother, skirts swaying gently with each careful step.
The boys flushed again as they faced all this new attention, and the butterflies returned in force to their little tummies! Their delicate fabrics brushed against their skin, eliciting tingles with each movement. Every detail of their elaborately girlish Easter outfits, from their frilly boy shorts to their dainty corsages to their charming hair bows, reminded them of their transformations. The softness and prettiness of their attire made the world around them feel more vivid and intensified every glance, whisper and stare.
Pink-faced, Justin leaned closer to his feminized sibling. “Everyone’s looking,” he said, stating the obvious.
Jack nodded tentatively, “Just like the last time.”
A younger woman giggled to Caitlin and Stephanie, “They look even cuter than they did at the Christmas Tea!”
As the family reached the table and took their seats, the boys smoothed their skirts self-consciously with deliberate care. While they tried to get settled, Claire introduced them to a couple of the nearby ladies as “my daughters for the day.”
One of the women responded teasingly but kindly to the boys, “Isn’t that sweet! Then, she added with a grin, “Well, which one of you picked out those pretty bows?”
Something about the way she said it just seemed funny. Although they both cringed a bit more, they also giggled. They exchanged helplessly amused shrugs of solidarity, and that seemed to cut the tension. Over the next few minutes, despite some more gentle teasing and lots more attention, their embarrassment began to ebb. It was slowly replaced by a sort of quietly cheerful resignation. Rather than resisting, Jack and Justin seemed to remember that the lesson from Christmas was that it was best to just embrace the ridiculous situation that they had willingly stepped into… again!
The chatter of lively conversation gradually returned to normal levels, and soon it was time to eat!
6
Active Sissy Stories / Re: The Mother-Daughter Easter Brunch
« Last post by BabyJay on April 01, 2026, 08:40:30 AM »
I think the 'little Daughters' are now really into the dressing up scene judging by their comments to each other regarding their appearance and make up. I suspect that in future they may be dropping subtle hints for any future occasion that takes their fancy. :)
7
Active Sissy Stories / Re: The Mother-Daughter Easter Brunch
« Last post by sweet baby katie on April 01, 2026, 08:11:52 AM »
I want to echo Babycakes comment. The description of both the physical sensations and the emotional feelings triggered by each transforming element is well done. It is often neglected and lost in stories that get caught up in describing the clothing, hair styling details. While those “trappings” are certainly important and must be well done, the description of the subjective experience is the ultimate point of it all. Well done and thank you.
8
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on April 01, 2026, 04:56:32 AM »
Chapter 332.
Tim could hardly believe what had just happened to him. In fact, the more he thought about it, the less he believed it. Maybe they had touched him without realising. Yes, they must have done. Did they not feel him responding? If it was accidental, what must they have thought of him? Were they disgusted? That would explain why they left so suddenly. Why did he have to be so sensitive? It wasn’t his fault, it was the latex. It made him hyper-responsive. Damn! He would have to call Yvette… If she didn’t reject his call.
“Are you coming in or what?”
“Miss! Lend me my phone. Quick!”
“Here…”
He dialled Yvette’s number.
“Hi. It’s me.”
“Hi! What’s up?”
“What happened just now…”
“What happened?”
“You know… When we were saying goodbye…”
“Yeah… And?”
“Didn’t you…notice anything?”
“Like what? Oh, you suddenly wanted to leave while we were having our cuddle. Why was that? Did you just remember something?”
Tim thought fast. They didn’t notice, then! They actually didn't!
“Oh… Oh, yeah, I just wanted to apologise. Yeah, I just remembered I’d promised to ring someone, and I didn’t have my phone. I know it was a bit rude.”
“Gosh Tim, it was nothing. Forget it. We can’t wait to see you next week. I’m gonna arrange it with your aunt tomorrow. It’ll be great!”
“Oh…yeah. It will be. I can’t wait either.”
“Well, gotta go…”
“Me too…”
“Bye then…”
“Bye Yvette…”
Relief flooded over him. They hadn't even noticed! He felt so stupid. Serena was right. He shouldn’t be so self-conscious.
“So, are you coming?”
“Sure…”
“I suppose you won’t wear your gloves…”
“No… Wait… Yes! Yes, why not?”
“Oh, good. They’ll look so nice. They match your hat and your tie and your shoes. Here, put them on.”
She fished them out of her bag.
“Cool…”
He pulled them on. It felt sexy wearing his gloves.
“Shall we go to our table?”
“Miss, I’m just going to the toilet… And then do you mind if I say hello to my friends?”
“Take your time. You know where I am.”
Serena walked away, smiling. She knew what he was up to. There were lots of new guests in the dining room, and he was eager to let everyone see his outfit, especially now he had decided to wear the gloves as well. Little show-off! She made her way to their table, which they were sharing with Imogen and Joshua, on the far side of the ballroom. From there they’d have a good view of developments.
Tim hurried to the bathroom. It was empty. All he wanted to do was check himself in the mirror. After a couple of poses he was satisfied.
“I should have worn my gloves from the beginning,” he murmured. “They look super-smart with this white shirt. Never mind. I look cool, all right. Okay. Let’s go.”
And with a smug grin he pushed open the door and headed for the entrance to the dining-room.
Tim could hardly believe what had just happened to him. In fact, the more he thought about it, the less he believed it. Maybe they had touched him without realising. Yes, they must have done. Did they not feel him responding? If it was accidental, what must they have thought of him? Were they disgusted? That would explain why they left so suddenly. Why did he have to be so sensitive? It wasn’t his fault, it was the latex. It made him hyper-responsive. Damn! He would have to call Yvette… If she didn’t reject his call.
“Are you coming in or what?”
“Miss! Lend me my phone. Quick!”
“Here…”
He dialled Yvette’s number.
“Hi. It’s me.”
“Hi! What’s up?”
“What happened just now…”
“What happened?”
“You know… When we were saying goodbye…”
“Yeah… And?”
“Didn’t you…notice anything?”
“Like what? Oh, you suddenly wanted to leave while we were having our cuddle. Why was that? Did you just remember something?”
Tim thought fast. They didn’t notice, then! They actually didn't!
“Oh… Oh, yeah, I just wanted to apologise. Yeah, I just remembered I’d promised to ring someone, and I didn’t have my phone. I know it was a bit rude.”
“Gosh Tim, it was nothing. Forget it. We can’t wait to see you next week. I’m gonna arrange it with your aunt tomorrow. It’ll be great!”
“Oh…yeah. It will be. I can’t wait either.”
“Well, gotta go…”
“Me too…”
“Bye then…”
“Bye Yvette…”
Relief flooded over him. They hadn't even noticed! He felt so stupid. Serena was right. He shouldn’t be so self-conscious.
“So, are you coming?”
“Sure…”
“I suppose you won’t wear your gloves…”
“No… Wait… Yes! Yes, why not?”
“Oh, good. They’ll look so nice. They match your hat and your tie and your shoes. Here, put them on.”
She fished them out of her bag.
“Cool…”
He pulled them on. It felt sexy wearing his gloves.
“Shall we go to our table?”
“Miss, I’m just going to the toilet… And then do you mind if I say hello to my friends?”
“Take your time. You know where I am.”
Serena walked away, smiling. She knew what he was up to. There were lots of new guests in the dining room, and he was eager to let everyone see his outfit, especially now he had decided to wear the gloves as well. Little show-off! She made her way to their table, which they were sharing with Imogen and Joshua, on the far side of the ballroom. From there they’d have a good view of developments.
Tim hurried to the bathroom. It was empty. All he wanted to do was check himself in the mirror. After a couple of poses he was satisfied.
“I should have worn my gloves from the beginning,” he murmured. “They look super-smart with this white shirt. Never mind. I look cool, all right. Okay. Let’s go.”
And with a smug grin he pushed open the door and headed for the entrance to the dining-room.
9
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on March 31, 2026, 02:09:53 PM »
Chapter 331.
Yvette took out her phone.
“Let’s exchange numbers.”
“Oh…yes… Just a minute. My aunt keeps my phone cos I’ve got nowhere to put it in this outfit.”
He looked for her in the crowd. But Serena had been keeping an eye on him, and seeing him looking for her she made her way over.
“Looking for me, Tim?”
“Oh, aunt, yes. Could I have my phone for a minute?”
“Here…”
“Thanks.”
“Hi girls. Having fun?”
“Only cos we met Tim,” laughed Tess. “We’re not really into weddings.”
Tim and Yvette exchanged numbers. Tim returned his phone to Serena.
“I’m going to ask Cynthia to find you a belt purse,” she said. “You shouldn’t have to be without your phone.”
“That would be great. Thanks, aunt.”
“Why don’t you ask your aunt about…you know…” suggested Yvette.
“Ask me what, Tim?”
“Oh…well…”
“He was thinking he would like us to come to ESDS one day – to see his outfits,” said Yvette, in her politest tone. “We understand you must be very busy, though, and it may not be possible.”
Serena was a little surprised – but secretly delighted.
“Oh, is that right, Tim?” He nodded sheepishly. “Well, I don’t see why not, though I’ll have to clear it with my mum. He’ll have some new stuff by the end of next week. Actually it would be quite useful to get your thoughts. Most of the staff are rather older. Considering we’re dealing with teenagers, I think we should welcome the opinions of the younger generation. Let me check. I’ll try to give you an answer today if I can speak to mum.”
“Oh, thank you so much, miss! We’d be so well-behaved.”
“I’m sure you would. Let me see what I can do.”
“Oh, Miss Serena – I’m sorry I don’t know your surname…” began Tess.
“Egerton. I’m Serena Egerton. My mother, Cassandra, runs ESDS.”
“I think I’ve seen you – at Pitt’s Wood…”
“Oh, you probably have. You look familiar too.”
“Would you mind taking a photo of all of us before you go?”
“Not at all. Give me your phone.”
The girls gathered round and Serena took a quick picture. She only had time for one, as Imogen was calling her to come and find their table. It was a nice piccy, except that Yvette seemed more interested in Tim’s shorts than in smiling for the camera. The girls had little interest in finding their table, and hung about with Tim for some minutes. Then Yvette’s phone rang.
“Hello?”
“Hi Yvette. It’s Serena. I’m using Tim’s phone. Next week is a go. We can make the arrangements tomorrow. Call me.”
“Great! Thank you so much!”
“No probs. Enjoy the rest of the wedding. Look after Tim, won’t you?”
“You bet! Thanks again.” She turned to the others. “Were on for ESDS!”
“Yay!”
“Great!”
“We’d better go in. Look, Josephine, your mum’s beckoning to us.”
“Okay. Let’s have a quick cuddle, yeah? Your aunt’s so cool, Tim!”
“She is…”
They gathered round. The visit was sorted and confirmed. There was no longer a need for discretion. Frankie kissed his neck. Josephine patted his bottom. Tess and Yvette, as if by prearranged agreement, took advantage of his temporary confinement to widen the scope of their explorations. Their hands strayed further down the front of his shorts. He froze. He hadn’t expected anything like this from such well-mannered girls. He whispered a weak protest, which was ignored.
“N-no… Girls, please… I should g-go too…”
A little gentle kneading, and to their delight the response was almost immediate, and better than they might have hoped.
“Goodness…” murmured Tess.
“Good boy…” whispered Yvette.
“Ahh,” gasped Tim, “please…don’t…”
They stopped.
“Don’t worry. We have to go. We’ll see you next week, then.”
With sweet smiles, and blown kisses, they departed, leaving him standing there, weak at the knees.
“Wow. It didn’t take much,” said Josephine to Yvette.
“What didn’t take much?”
“Oh, hi mum. Nothing… Persuading the pageboy to show us his outfit.”
“Huh. I’m surprised he needed to, the way he’s been parading about…”
.
Yvette took out her phone.
“Let’s exchange numbers.”
“Oh…yes… Just a minute. My aunt keeps my phone cos I’ve got nowhere to put it in this outfit.”
He looked for her in the crowd. But Serena had been keeping an eye on him, and seeing him looking for her she made her way over.
“Looking for me, Tim?”
“Oh, aunt, yes. Could I have my phone for a minute?”
“Here…”
“Thanks.”
“Hi girls. Having fun?”
“Only cos we met Tim,” laughed Tess. “We’re not really into weddings.”
Tim and Yvette exchanged numbers. Tim returned his phone to Serena.
“I’m going to ask Cynthia to find you a belt purse,” she said. “You shouldn’t have to be without your phone.”
“That would be great. Thanks, aunt.”
“Why don’t you ask your aunt about…you know…” suggested Yvette.
“Ask me what, Tim?”
“Oh…well…”
“He was thinking he would like us to come to ESDS one day – to see his outfits,” said Yvette, in her politest tone. “We understand you must be very busy, though, and it may not be possible.”
Serena was a little surprised – but secretly delighted.
“Oh, is that right, Tim?” He nodded sheepishly. “Well, I don’t see why not, though I’ll have to clear it with my mum. He’ll have some new stuff by the end of next week. Actually it would be quite useful to get your thoughts. Most of the staff are rather older. Considering we’re dealing with teenagers, I think we should welcome the opinions of the younger generation. Let me check. I’ll try to give you an answer today if I can speak to mum.”
“Oh, thank you so much, miss! We’d be so well-behaved.”
“I’m sure you would. Let me see what I can do.”
“Oh, Miss Serena – I’m sorry I don’t know your surname…” began Tess.
“Egerton. I’m Serena Egerton. My mother, Cassandra, runs ESDS.”
“I think I’ve seen you – at Pitt’s Wood…”
“Oh, you probably have. You look familiar too.”
“Would you mind taking a photo of all of us before you go?”
“Not at all. Give me your phone.”
The girls gathered round and Serena took a quick picture. She only had time for one, as Imogen was calling her to come and find their table. It was a nice piccy, except that Yvette seemed more interested in Tim’s shorts than in smiling for the camera. The girls had little interest in finding their table, and hung about with Tim for some minutes. Then Yvette’s phone rang.
“Hello?”
“Hi Yvette. It’s Serena. I’m using Tim’s phone. Next week is a go. We can make the arrangements tomorrow. Call me.”
“Great! Thank you so much!”
“No probs. Enjoy the rest of the wedding. Look after Tim, won’t you?”
“You bet! Thanks again.” She turned to the others. “Were on for ESDS!”
“Yay!”
“Great!”
“We’d better go in. Look, Josephine, your mum’s beckoning to us.”
“Okay. Let’s have a quick cuddle, yeah? Your aunt’s so cool, Tim!”
“She is…”
They gathered round. The visit was sorted and confirmed. There was no longer a need for discretion. Frankie kissed his neck. Josephine patted his bottom. Tess and Yvette, as if by prearranged agreement, took advantage of his temporary confinement to widen the scope of their explorations. Their hands strayed further down the front of his shorts. He froze. He hadn’t expected anything like this from such well-mannered girls. He whispered a weak protest, which was ignored.
“N-no… Girls, please… I should g-go too…”
A little gentle kneading, and to their delight the response was almost immediate, and better than they might have hoped.
“Goodness…” murmured Tess.
“Good boy…” whispered Yvette.
“Ahh,” gasped Tim, “please…don’t…”
They stopped.
“Don’t worry. We have to go. We’ll see you next week, then.”
With sweet smiles, and blown kisses, they departed, leaving him standing there, weak at the knees.
“Wow. It didn’t take much,” said Josephine to Yvette.
“What didn’t take much?”
“Oh, hi mum. Nothing… Persuading the pageboy to show us his outfit.”
“Huh. I’m surprised he needed to, the way he’s been parading about…”
.
10
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on March 31, 2026, 01:24:14 PM »
Chapter 330.
They parked and made their way to the hotel entrance, following the signs for wedding guests. They ran into Imogen and Joshua in reception, and the four walked together to the ballroom. There was a big light ante-room where the guests could gather, and through double doors they could see a dancefloor surrounded by dining tables, which waiters and waitresses were laying for lunch. Tim was attracting lots of attention as usual, and they had been there less than a minute when he found himself surrounded by four girls of about his own age. A girl in an orange dress introduced herself.
“Hi! I’m Yvette. You’re Tim, aren’t you? Pleased to meet you.”
She held out her hand. Tim took it and smiled. She was rather pretty.
“These are my friends. This is Josephine, this is Frankie, and this is Tess. We just wanted to say what a great job you did at the church. Weddings are so boring. I’m not ever getting married.”
“Unless you agree to be her pageboy,” quipped in the girl in the green dress, Frankie, with a grin.
“Oh, well, if you would… That would be different, of course...”
“How did you come to be a pageboy?” asked blue dress – that was Josephine. “When we heard we expected some snotty little kid – not a cool, handsome guy…”
Tim blushed, and demurred, but felt inwardly pleased and proud. Serena was right. Why had he doubted it for a minute? In this outfit he was definitely a babe magnet. The girls moved closer, smiling at him invitingly. Any initial shyness evaporated.
“Well, it was pure chance, really. See, I work at Pitt’s Wood Equestrian the other side of the town…”
“Oh. I know it well,” said Tess. “I’ve even ridden there.” She suddenly had a thought. “Wait a minute… Are you one of the boot boys by any chance?”
“That’s right. Me and Bobby.”
“Wow! I’ve seen you about…now I recognise you.”
“What’s a boot boy?” asked Josephine. “Does he…?”
“Clean boots? Yes. But it’s a bit more complicated than that, I believe… Isn’t it, Tim?” asked Tess, innocently.
“Oh…yeah, I guess… Anyway, as to the pageboy thing, once Miss Poole – that’s the principal – asked me to be a pageboy for a party she was having. And it just sort of developed from there… Then Deborah heard about me through her daughter’s friend, and she asked if I would… And of course I agreed…”
“We’re so happy you did, Tim. Otherwise we wouldn’t have got to meet you…”
Serena, seeing Tim making some new friends, decided they might cramp his style if they hung around.
“Imogen, shall we go congratulate the happy couple? They’ve just arrived…”
And the three of them moved off, leaving Tim with the girls.
The girls quickly understood how vulnerable Tim was to flattery, and decided to exploit his weakness to the full.
“I just love your outfit!” cried Frankie. “Your shorts are really neat!”
“Yeah, cool…” added Josephine, putting her hands on his shoulders.
Frankie was checking out his belt. “That’s really good quality leather. And the pink looks really good next to the purple… It is latex, isn’t it?”
Tim nodded. The girls’ touch was as light as a butterfly – and all the more thrilling for it.
“Actually these colours…”
“That’s cool. I wish I had some latex gear. If I had my way, I’d wear latex and leather all the time. I hate these stupid filmy dresses we had to wear today. You won’t believe it, but our mums got together and chose our outfits specially so we’d each wear a similar dresses but in different colours!”
“True,” added Tess. “Personally I’m not used to it. I feel most comfortable in my riding gear. And powerful. Guys don’t take the piss when you’re wearing tight breeches, high boots, and carrying a whip!” She laughed. “And they don’t try to patronise you, either.”
“We want to leave home as soon as possible,” said Yvette. “We’re gonna rent a big house together.” She had an idea. “You should join us, Tim.”
Tim smiled. “That’s very nice of you,” he said, casually.
“No. We’re serious,” said Josephine. “Let’s keep in touch, and maybe that can really happen. If you were interested, that is…”
Tim was flattered. “Honestly, I would. I’d love to. But it’s complicated… Thing is, see, my contract…”
“Contract?” asked Frankie.
“Yeah, see, I have a contract with Pitt’s Wood, and I have an apartment there, and then there’s ESDS…”
“ESDS?” Josephine looked puzzled. “What’s that? What does that stand for?”
He realised he’d said too much. “Oh, it’s nothing…just…”
But Yvette was already typing on her phone. “Egerton’s Special Domestic Services? What’s this? Boy maids? What the…? I can’t see the menu unless I’m a member. But yeah, that’s it, isn’t it? It says “affiliated with Pitt’s Wood Equestrian Centre! Tim? Are you involved in this? Are you…really a boy maid?”
Tim clammed up, but his face was a confession in itself.
“I’m still in training…”
“Tell us everything, darling,” said Frankie, “come on… Don’t be shy…”
But Yvette gave her an almost imperceptible shake of the head, which warned her against being too pushy. She was more concerned in gaining his trust, and playing the long game. It wasn’t every day you came across a guy with such possibilities…
She gave Tim an look which expressed both admiration and interest.
“Tim? That latex looks amazing quality… Would you mind if I…” She reached towards him, tentatively.
“Please…”
“Thank you…” Her fingers caressed the smooth latex. “Oh, gosh… Yes… It’s so fine. Your shorts must have been wildly expensive…”
“I think so too… But all my outfits are paid for… It’s part of the contract, see.”
Her hand lingered, stroking the glossy surface. “You’re a lucky guy… I wish I could see your other outfits sometime… And you must tell us where you get them…”
Tim has taken an immediate fancy to Yvette. He jumped at the idea.
“I’d really like to show you. Maybe we could meet up? I’m getting some new pageboy gear next week, and then I could also show you… Er…”
“Your maid’s uniform?” cried Yvette, excitedly.
“Er…well, er…”
In his eagerness to renew their relationship Tim had been about to suggest it, but now was having second thoughts. Yvette knew exactly how to handle him, however.
“Oh, no pressure. I quite understand if you wouldn’t want to. It’s a professional matter, after all. Sorry - forget I mentioned it.”
“No, really… I’d be glad to. Maybe you could come to ESDS one day. I could ask my mist… I mean my aunt.”
“Do you mean all of us?”
He could hardly say no.
“Er…sure…”
“Wow! Thank you, Tim. You’re such a great guy!” And she threw her arms around him and kissed him.
They parked and made their way to the hotel entrance, following the signs for wedding guests. They ran into Imogen and Joshua in reception, and the four walked together to the ballroom. There was a big light ante-room where the guests could gather, and through double doors they could see a dancefloor surrounded by dining tables, which waiters and waitresses were laying for lunch. Tim was attracting lots of attention as usual, and they had been there less than a minute when he found himself surrounded by four girls of about his own age. A girl in an orange dress introduced herself.
“Hi! I’m Yvette. You’re Tim, aren’t you? Pleased to meet you.”
She held out her hand. Tim took it and smiled. She was rather pretty.
“These are my friends. This is Josephine, this is Frankie, and this is Tess. We just wanted to say what a great job you did at the church. Weddings are so boring. I’m not ever getting married.”
“Unless you agree to be her pageboy,” quipped in the girl in the green dress, Frankie, with a grin.
“Oh, well, if you would… That would be different, of course...”
“How did you come to be a pageboy?” asked blue dress – that was Josephine. “When we heard we expected some snotty little kid – not a cool, handsome guy…”
Tim blushed, and demurred, but felt inwardly pleased and proud. Serena was right. Why had he doubted it for a minute? In this outfit he was definitely a babe magnet. The girls moved closer, smiling at him invitingly. Any initial shyness evaporated.
“Well, it was pure chance, really. See, I work at Pitt’s Wood Equestrian the other side of the town…”
“Oh. I know it well,” said Tess. “I’ve even ridden there.” She suddenly had a thought. “Wait a minute… Are you one of the boot boys by any chance?”
“That’s right. Me and Bobby.”
“Wow! I’ve seen you about…now I recognise you.”
“What’s a boot boy?” asked Josephine. “Does he…?”
“Clean boots? Yes. But it’s a bit more complicated than that, I believe… Isn’t it, Tim?” asked Tess, innocently.
“Oh…yeah, I guess… Anyway, as to the pageboy thing, once Miss Poole – that’s the principal – asked me to be a pageboy for a party she was having. And it just sort of developed from there… Then Deborah heard about me through her daughter’s friend, and she asked if I would… And of course I agreed…”
“We’re so happy you did, Tim. Otherwise we wouldn’t have got to meet you…”
Serena, seeing Tim making some new friends, decided they might cramp his style if they hung around.
“Imogen, shall we go congratulate the happy couple? They’ve just arrived…”
And the three of them moved off, leaving Tim with the girls.
The girls quickly understood how vulnerable Tim was to flattery, and decided to exploit his weakness to the full.
“I just love your outfit!” cried Frankie. “Your shorts are really neat!”
“Yeah, cool…” added Josephine, putting her hands on his shoulders.
Frankie was checking out his belt. “That’s really good quality leather. And the pink looks really good next to the purple… It is latex, isn’t it?”
Tim nodded. The girls’ touch was as light as a butterfly – and all the more thrilling for it.
“Actually these colours…”
“That’s cool. I wish I had some latex gear. If I had my way, I’d wear latex and leather all the time. I hate these stupid filmy dresses we had to wear today. You won’t believe it, but our mums got together and chose our outfits specially so we’d each wear a similar dresses but in different colours!”
“True,” added Tess. “Personally I’m not used to it. I feel most comfortable in my riding gear. And powerful. Guys don’t take the piss when you’re wearing tight breeches, high boots, and carrying a whip!” She laughed. “And they don’t try to patronise you, either.”
“We want to leave home as soon as possible,” said Yvette. “We’re gonna rent a big house together.” She had an idea. “You should join us, Tim.”
Tim smiled. “That’s very nice of you,” he said, casually.
“No. We’re serious,” said Josephine. “Let’s keep in touch, and maybe that can really happen. If you were interested, that is…”
Tim was flattered. “Honestly, I would. I’d love to. But it’s complicated… Thing is, see, my contract…”
“Contract?” asked Frankie.
“Yeah, see, I have a contract with Pitt’s Wood, and I have an apartment there, and then there’s ESDS…”
“ESDS?” Josephine looked puzzled. “What’s that? What does that stand for?”
He realised he’d said too much. “Oh, it’s nothing…just…”
But Yvette was already typing on her phone. “Egerton’s Special Domestic Services? What’s this? Boy maids? What the…? I can’t see the menu unless I’m a member. But yeah, that’s it, isn’t it? It says “affiliated with Pitt’s Wood Equestrian Centre! Tim? Are you involved in this? Are you…really a boy maid?”
Tim clammed up, but his face was a confession in itself.
“I’m still in training…”
“Tell us everything, darling,” said Frankie, “come on… Don’t be shy…”
But Yvette gave her an almost imperceptible shake of the head, which warned her against being too pushy. She was more concerned in gaining his trust, and playing the long game. It wasn’t every day you came across a guy with such possibilities…
She gave Tim an look which expressed both admiration and interest.
“Tim? That latex looks amazing quality… Would you mind if I…” She reached towards him, tentatively.
“Please…”
“Thank you…” Her fingers caressed the smooth latex. “Oh, gosh… Yes… It’s so fine. Your shorts must have been wildly expensive…”
“I think so too… But all my outfits are paid for… It’s part of the contract, see.”
Her hand lingered, stroking the glossy surface. “You’re a lucky guy… I wish I could see your other outfits sometime… And you must tell us where you get them…”
Tim has taken an immediate fancy to Yvette. He jumped at the idea.
“I’d really like to show you. Maybe we could meet up? I’m getting some new pageboy gear next week, and then I could also show you… Er…”
“Your maid’s uniform?” cried Yvette, excitedly.
“Er…well, er…”
In his eagerness to renew their relationship Tim had been about to suggest it, but now was having second thoughts. Yvette knew exactly how to handle him, however.
“Oh, no pressure. I quite understand if you wouldn’t want to. It’s a professional matter, after all. Sorry - forget I mentioned it.”
“No, really… I’d be glad to. Maybe you could come to ESDS one day. I could ask my mist… I mean my aunt.”
“Do you mean all of us?”
He could hardly say no.
“Er…sure…”
“Wow! Thank you, Tim. You’re such a great guy!” And she threw her arms around him and kissed him.
The more you give, the more I can give back.
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