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1
Active Sissy Stories / Re: PETTICOATED!
« Last post by billykins on Today at 11:01:37 AM »
It was "soon" four months ago. So "very soon" must be at least less than four months??
2
Active Sissy Stories / Re: PETTICOATED!
« Last post by petticoated on Today at 10:00:50 AM »
Soon. Very soon.
3
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on Today at 09:45:40 AM »
Chapter 355.
Tim had a weakness for chocolate sauce. He was about to put the bottle away in the cupboard when that weakness got the better of him. With a sideways glance at the kitchen door, he flipped open the cap, and had a quick suc-k at the nozzle. Yum! And his mistress was none the wiser. He put it back on the counter and tried to close the cap. It stuck. He daren’t hammer it closed, so he pressed down as hard as he could. In an instant, with a loud smack, the bottom slipped sideways on the polished counter, and chocolate sauce spurted out all over his clothes!
“Shit!”
Mrs Brookshaw was on the spot in a second.
“Oh, what have you done? You naughty boy!”
Apart from the sauce around his mouth, it was on the front of his shirt, all over his shorts and on his left glove. Mrs Brookshaw grabbed a cloth, dampened it with warm water, and first attended to his gloves, then the front of his shorts, which, because of the stickiness of the sauce, needed vigorous and repeated efforts, (and involved her in rubbing with her right hand whilst supporting his rear with her left), and lastly his face. Finally she ordered him to take off his shirt.
“Lucky for you I’m just about to do a wash,” she tutted. “I’ll put this in and maybe I can get it washed and dried before my friends arrive after lunch. I suppose I’d better find you something else to wear for the time being. Goodness, what a fuss. I could send you back right this minute if I didn’t have plans…”
She left him standing in the living room, trembling with anxiety. However, in wiping his shorts, Miss Brookshaw had inadvertently given his poor inoffensive boyhood quite a through kneading, to which it had responded with its customary enthusiasm. He looked down with trepidation. If she saw that, after the faux pas he had just committed, goodness knows what she would say. But she was already coming back down the stairs. Desperately, he took it in hand – which only made things worse – and turned towards the window. She strode into the room.
“This is all I could find…” She held up a woman’s pink top, obviously too small for him. “It’ll have to do. Come here! What are you doing…”
She put her hand on his shoulder and turned him to face her.
“What in heaven’s name…? What are you doing, boy? How dare you…?”
He dared not let go of it. He blushed scarlet, and looked at his feet.
“I’m sorry! I didn’t mean to. It was when you cleaned my shorts…”
She didn’t immediately respond. Then she reached down, took hold of his wrist, and gently removed his hand. He kept his head lowered, not knowing what was coming. He could see it clearly, straining at the fine, yellow latex. It was really quite impressive.
Another silence.
“Dear me. I can see it now. You’re completely untrained. Completely…undisciplined. Raw material. They told me you were new, but they also said you were very promising.” The anger had gone from her voice now. There was almost a note of satisfaction. “Well, I can see I’m going to have to train you myself. Stay right where you are.”
She left the room, and returned a moment later holding a black riding whip. Tim’s eyes widened.
“Miss… No, please…”
“Quiet. This is for your own good. Turn round. Right. Now you can hold onto…onto that thing, with both hands. Now, please.”
Six firm, stinging strokes was all it took. He whimpered, but made as little noise as he could. His erection wilted like a dying flower.
“Let me see. There, that’s better. Now, put this on. Go on. Yes, a little tight. Stand still…”
“What are you doing, miss?”
She had produced a pink leather collar. She strapped it around his neck and padlocked it with a tiny padlock.
“There. That’s to remind you that while you’re in my house, you belong to me. Don’t break my rules. Don’t worry, it’s only temporary. You haven’t made a good start, have you?”
Tim hung his head. “N-no, miss… I’m sorry…”
“Not only did you steal my chocolate sauce and make a mess in the kitchen, but I’ve just had a look in your room and I see you failed to follow my instructions to put away your clothes. Don’t think there will be no sanctions. You will be punished. Rely upon it.”
“Yes, miss…”
“Is that all you have to say?”
“I’m sorry miss…”
“Right. Go tidy your room, Unless…”
She picked up the whip. But he was already gone.
Tim had a weakness for chocolate sauce. He was about to put the bottle away in the cupboard when that weakness got the better of him. With a sideways glance at the kitchen door, he flipped open the cap, and had a quick suc-k at the nozzle. Yum! And his mistress was none the wiser. He put it back on the counter and tried to close the cap. It stuck. He daren’t hammer it closed, so he pressed down as hard as he could. In an instant, with a loud smack, the bottom slipped sideways on the polished counter, and chocolate sauce spurted out all over his clothes!
“Shit!”
Mrs Brookshaw was on the spot in a second.
“Oh, what have you done? You naughty boy!”
Apart from the sauce around his mouth, it was on the front of his shirt, all over his shorts and on his left glove. Mrs Brookshaw grabbed a cloth, dampened it with warm water, and first attended to his gloves, then the front of his shorts, which, because of the stickiness of the sauce, needed vigorous and repeated efforts, (and involved her in rubbing with her right hand whilst supporting his rear with her left), and lastly his face. Finally she ordered him to take off his shirt.
“Lucky for you I’m just about to do a wash,” she tutted. “I’ll put this in and maybe I can get it washed and dried before my friends arrive after lunch. I suppose I’d better find you something else to wear for the time being. Goodness, what a fuss. I could send you back right this minute if I didn’t have plans…”
She left him standing in the living room, trembling with anxiety. However, in wiping his shorts, Miss Brookshaw had inadvertently given his poor inoffensive boyhood quite a through kneading, to which it had responded with its customary enthusiasm. He looked down with trepidation. If she saw that, after the faux pas he had just committed, goodness knows what she would say. But she was already coming back down the stairs. Desperately, he took it in hand – which only made things worse – and turned towards the window. She strode into the room.
“This is all I could find…” She held up a woman’s pink top, obviously too small for him. “It’ll have to do. Come here! What are you doing…”
She put her hand on his shoulder and turned him to face her.
“What in heaven’s name…? What are you doing, boy? How dare you…?”
He dared not let go of it. He blushed scarlet, and looked at his feet.
“I’m sorry! I didn’t mean to. It was when you cleaned my shorts…”
She didn’t immediately respond. Then she reached down, took hold of his wrist, and gently removed his hand. He kept his head lowered, not knowing what was coming. He could see it clearly, straining at the fine, yellow latex. It was really quite impressive.
Another silence.
“Dear me. I can see it now. You’re completely untrained. Completely…undisciplined. Raw material. They told me you were new, but they also said you were very promising.” The anger had gone from her voice now. There was almost a note of satisfaction. “Well, I can see I’m going to have to train you myself. Stay right where you are.”
She left the room, and returned a moment later holding a black riding whip. Tim’s eyes widened.
“Miss… No, please…”
“Quiet. This is for your own good. Turn round. Right. Now you can hold onto…onto that thing, with both hands. Now, please.”
Six firm, stinging strokes was all it took. He whimpered, but made as little noise as he could. His erection wilted like a dying flower.
“Let me see. There, that’s better. Now, put this on. Go on. Yes, a little tight. Stand still…”
“What are you doing, miss?”
She had produced a pink leather collar. She strapped it around his neck and padlocked it with a tiny padlock.
“There. That’s to remind you that while you’re in my house, you belong to me. Don’t break my rules. Don’t worry, it’s only temporary. You haven’t made a good start, have you?”
Tim hung his head. “N-no, miss… I’m sorry…”
“Not only did you steal my chocolate sauce and make a mess in the kitchen, but I’ve just had a look in your room and I see you failed to follow my instructions to put away your clothes. Don’t think there will be no sanctions. You will be punished. Rely upon it.”
“Yes, miss…”
“Is that all you have to say?”
“I’m sorry miss…”
“Right. Go tidy your room, Unless…”
She picked up the whip. But he was already gone.
4
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on Today at 09:35:42 AM »
Chapter 354.
A woman in a green dress had opened the front door. Tim put on his cap and walked up the path. Half way up he stopped dead. The woman from the photo-shoot! He recovered himself and walked on.
“Mrs Brookshaw?” She nodded. “Good morning. I’m Tim. At your service, madam.”
“How smart you look! That’s one of your pageboy outfits, of course. Sadly I didn’t get to see any of those on Thursday. But it’s so cute on you! Come here and let me look at those pretty hotpants.”
This was one time Tim had no intention of correcting her. He presented himself for examination. She smoothed his flank and fussed with the frills.
“You must love wearing such beautiful outfits. I could see how happy you were in dresses. But these sweet little latex pants… They must feel so nice against your skin…”
“Yes, madam…” He gritted his teeth. “I like these better than anything…”
“I’m glad. I can’t wait to show you off to my friends. Serena, darling… Hi.”
“Good morning, Mrs Brookshaw. I hope you’re well?”
“Very well, thank you. Especially now that you’ve delivered my special package.” She bestowed a voracious smile on Tim. “Oh, and that’s his case.”
“Yes, I hope you’ll find everything you need. But you can always call if there’s anything else…”
“Thank you. So kind. Well, I can’t wait to find out more about my new pageboy. Come in, Tim. Let me show you around. Serena dear, would you care for a cup of tea?”
“Oh, that’s very kind, Mrs Brookshaw, but I have a lot to do today…”
Mrs Brookshaw didn’t seem to mind. “Well, have a swift trip back. Tim, in you go…”
The interior was surprisingly spare and modern. Mrs Brookshaw ushered him along a short corridor and into the living room, where she made him stand for another appraisal.
“Welcome to Woodbine Cottage, Tim…”
Some cottage, thought Tim.
“Now would you like a drink? Or something to eat? You’re a fine big boy, aren’t you? Don’t worry, you’ll never starve here!” She laughed. “Not unless you’re very badly behaved and I have to shut you up in one of the outhouses!”
There was something in her tone that made Tim look at her face. And when he did so there was something in her expression that was not reassuring.
He took a drink of water.
“Now, first things first. Let me show you around.”
The house had been modernised throughout. Upstairs there were multiple rooms, including no less than six bedrooms.
“I have friends to stay quite often. It’s perfect for entertaining. We’re quite isolated here…”
She showed him his own room, at one end of the house; small but pretty, with its own bathroom, the window overlooking the back garden, four other farm buildings, and countryside as far as the eye could see.
“What are the other buildings, miss?”
“That long one is a stable block. Our neighbour’s girl keeps her horse there, and occasionally we have another in livery. The nearest one is the garage. The others you needn’t bother about…”
Downstairs there was the living room, a dining room, two kitchens, a bathroom, a laundry room, and various box rooms. He was about to ask about his duties, when Mrs Brookshaw became brusque.
“Right. Take your case upstairs, unpack your clothes and things – there’s plenty of drawer and cupboard space – and then come down and you can wash up the glasses in the kitchen. We had some drinks last night. I hope your brought your rubber gloves?”
“In my belt-purse, miss.”
He unzipped it to show her.
“Is that a phone? Didn’t they tell you you’re not allowed phones here? Give it to me at once.”
“Yes, miss.” He handed it over.
“Right. Get on, then. When you’ve done that you can make me a coffee. Filter. Black. Got it?”
“Yes, miss.”
Eager to give a good impression, he dumped his clothes on the bed and hurried downstairs. “I can put all that stuff away later,” he thought. He went straight to the kitchen, put the kettle on for coffee, and put on his yellow latex gloves. He was unaware of his mistress peeping at him through the open door. He washed the few wine glasses on the counter, placing them upside down on the drying rack. He found the coffee, the cone and the filters, and made the coffee, which he carried out and placed on the coffee-table next to Mrs Brookshaw. Then he returned to wipe the counter. That was when he saw the bottle of chocolate sauce…
A woman in a green dress had opened the front door. Tim put on his cap and walked up the path. Half way up he stopped dead. The woman from the photo-shoot! He recovered himself and walked on.
“Mrs Brookshaw?” She nodded. “Good morning. I’m Tim. At your service, madam.”
“How smart you look! That’s one of your pageboy outfits, of course. Sadly I didn’t get to see any of those on Thursday. But it’s so cute on you! Come here and let me look at those pretty hotpants.”
This was one time Tim had no intention of correcting her. He presented himself for examination. She smoothed his flank and fussed with the frills.
“You must love wearing such beautiful outfits. I could see how happy you were in dresses. But these sweet little latex pants… They must feel so nice against your skin…”
“Yes, madam…” He gritted his teeth. “I like these better than anything…”
“I’m glad. I can’t wait to show you off to my friends. Serena, darling… Hi.”
“Good morning, Mrs Brookshaw. I hope you’re well?”
“Very well, thank you. Especially now that you’ve delivered my special package.” She bestowed a voracious smile on Tim. “Oh, and that’s his case.”
“Yes, I hope you’ll find everything you need. But you can always call if there’s anything else…”
“Thank you. So kind. Well, I can’t wait to find out more about my new pageboy. Come in, Tim. Let me show you around. Serena dear, would you care for a cup of tea?”
“Oh, that’s very kind, Mrs Brookshaw, but I have a lot to do today…”
Mrs Brookshaw didn’t seem to mind. “Well, have a swift trip back. Tim, in you go…”
The interior was surprisingly spare and modern. Mrs Brookshaw ushered him along a short corridor and into the living room, where she made him stand for another appraisal.
“Welcome to Woodbine Cottage, Tim…”
Some cottage, thought Tim.
“Now would you like a drink? Or something to eat? You’re a fine big boy, aren’t you? Don’t worry, you’ll never starve here!” She laughed. “Not unless you’re very badly behaved and I have to shut you up in one of the outhouses!”
There was something in her tone that made Tim look at her face. And when he did so there was something in her expression that was not reassuring.
He took a drink of water.
“Now, first things first. Let me show you around.”
The house had been modernised throughout. Upstairs there were multiple rooms, including no less than six bedrooms.
“I have friends to stay quite often. It’s perfect for entertaining. We’re quite isolated here…”
She showed him his own room, at one end of the house; small but pretty, with its own bathroom, the window overlooking the back garden, four other farm buildings, and countryside as far as the eye could see.
“What are the other buildings, miss?”
“That long one is a stable block. Our neighbour’s girl keeps her horse there, and occasionally we have another in livery. The nearest one is the garage. The others you needn’t bother about…”
Downstairs there was the living room, a dining room, two kitchens, a bathroom, a laundry room, and various box rooms. He was about to ask about his duties, when Mrs Brookshaw became brusque.
“Right. Take your case upstairs, unpack your clothes and things – there’s plenty of drawer and cupboard space – and then come down and you can wash up the glasses in the kitchen. We had some drinks last night. I hope your brought your rubber gloves?”
“In my belt-purse, miss.”
He unzipped it to show her.
“Is that a phone? Didn’t they tell you you’re not allowed phones here? Give it to me at once.”
“Yes, miss.” He handed it over.
“Right. Get on, then. When you’ve done that you can make me a coffee. Filter. Black. Got it?”
“Yes, miss.”
Eager to give a good impression, he dumped his clothes on the bed and hurried downstairs. “I can put all that stuff away later,” he thought. He went straight to the kitchen, put the kettle on for coffee, and put on his yellow latex gloves. He was unaware of his mistress peeping at him through the open door. He washed the few wine glasses on the counter, placing them upside down on the drying rack. He found the coffee, the cone and the filters, and made the coffee, which he carried out and placed on the coffee-table next to Mrs Brookshaw. Then he returned to wipe the counter. That was when he saw the bottle of chocolate sauce…
5
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on Today at 09:27:47 AM »
Chapter 353.
There was something about the way the staff of ESDS talked about Connie Brookshaw that made him nervous. When her name was mentioned, sometimes conversations stopped abruptly, or meaningful looks were exchanged. It didn’t inspire confidence. Nevertheless he was determined to put on a brave face. Doreen helped him dress, and he noticed she fussed and frowned more than usual - even more than when she was preparing him for the photo-shoot. While she was brushing his hair, more vigorously than usual, she offered an explanation.
“Remember, Tim, Mrs Brookshaw’s an absolute stickler for neatness and cleanliness. She doesn’t like even a hair out of place. You’re a very smart boy – in both senses – so I’m sure you’ll give her no cause for complaint. But be careful, all right?”
“Yes, Miss Doreen… Thanks… I mean, what’s she like…sort of in general…?”
“I suppose…she can be a bit fussy. Just keep your discipline training in mind, okay? Discipline, obedience, politeness. That’s the key…”
He asked Serena the same question as she drove him to her house. And got basically the same reply. Plus another piece of advice.
“Listen, Tim. She hates any sort of arrogance. Never be tempted to show off. Be meek and modest. She has no children of her own. Her only experience with kids is with Robyn, her sister’s daughter. As to boys, even though you’re grown up, she will want you to behave as if you’re about ten. Remember that. If you’re sweet and cute enough she may cut you a bit of slack. Can you do that? Act like a kid? You could even lisp a bit if you wanted.”
“I can do it, I guess. I won’t enjoy it…”
“Well, that’s my advice. I’ll be honest. We’ve learnt by experience that actually she doesn’t like boys much. That’s the truth. Don’t be misled by her fawning and flattery. If she can find an excuse to punish you, she will. Just be warned.”
“Now I’m not sure I want to go…”
“You have no choice, young man. As far as the directors are concerned, she’s a valued client. She pays well, and in recognition of your services you’ll be getting a twenty percent cut of the fee. Did you know that?”
“No! Really? That’s big money…”
“You’re provisionally booked in for up to two weeks. So if you want to earn that, I suggest you grit your teeth and do what’s necessary.”
Tim was silent. If he could earn that sort of money, he could take Jenny on holiday… Or buy a motorbike and drive them both around… He was missing her already. Never mind, as soon as he had a moment he’d text her.
“And another thing,” Serena was saying, “she’ll confiscate your phone…”
“What? No, she can’t…”
“That’s what she does. We’re nearly there…”
“Miss. Listen. Please. You must help me. Can you please, please contact Jenny and explain why I can’t call her… Otherwise….”
“Yes, I understand. I had been thinking about that. I’ll do something. But I’ll have to come up with an excuse. I can’t really tell her the truth, can I?”
The house was in the middle of nowhere. An isolated converted farmhouse, with outbuildings. Tim realised that once inside, escape would be impossible. Serena stopped in the roadway outside the main gate. It was just an overgrown track.
“I can say… Why don’t I tell her the person you’re working for is engaged in developing something… Say a commercially secret start-up or project or something… And you’ve signed a non-disclosure agreement, and aren’t allowed to communicate with anyone outside…”
“Wow! How did you think of that…? You sound like some secret agent or something…”
“Oh, believe me, Tim, working for my mum has involved coming up with all sorts of excuses, evasions, and lies. I’m an expert. Now look, we’d better drive in. Just leave it with me. I promise I’ll sort it. In fact, I’ll probably go see her and Grace. I took a fancy to Grace…”
“Yeah. She’s nice. Thank you so much, miss…”
“No probs, as you’d say. Here we are, I’ll get your case. Put on your cap and go knock at the door… Oh, there she is…”
There was something about the way the staff of ESDS talked about Connie Brookshaw that made him nervous. When her name was mentioned, sometimes conversations stopped abruptly, or meaningful looks were exchanged. It didn’t inspire confidence. Nevertheless he was determined to put on a brave face. Doreen helped him dress, and he noticed she fussed and frowned more than usual - even more than when she was preparing him for the photo-shoot. While she was brushing his hair, more vigorously than usual, she offered an explanation.
“Remember, Tim, Mrs Brookshaw’s an absolute stickler for neatness and cleanliness. She doesn’t like even a hair out of place. You’re a very smart boy – in both senses – so I’m sure you’ll give her no cause for complaint. But be careful, all right?”
“Yes, Miss Doreen… Thanks… I mean, what’s she like…sort of in general…?”
“I suppose…she can be a bit fussy. Just keep your discipline training in mind, okay? Discipline, obedience, politeness. That’s the key…”
He asked Serena the same question as she drove him to her house. And got basically the same reply. Plus another piece of advice.
“Listen, Tim. She hates any sort of arrogance. Never be tempted to show off. Be meek and modest. She has no children of her own. Her only experience with kids is with Robyn, her sister’s daughter. As to boys, even though you’re grown up, she will want you to behave as if you’re about ten. Remember that. If you’re sweet and cute enough she may cut you a bit of slack. Can you do that? Act like a kid? You could even lisp a bit if you wanted.”
“I can do it, I guess. I won’t enjoy it…”
“Well, that’s my advice. I’ll be honest. We’ve learnt by experience that actually she doesn’t like boys much. That’s the truth. Don’t be misled by her fawning and flattery. If she can find an excuse to punish you, she will. Just be warned.”
“Now I’m not sure I want to go…”
“You have no choice, young man. As far as the directors are concerned, she’s a valued client. She pays well, and in recognition of your services you’ll be getting a twenty percent cut of the fee. Did you know that?”
“No! Really? That’s big money…”
“You’re provisionally booked in for up to two weeks. So if you want to earn that, I suggest you grit your teeth and do what’s necessary.”
Tim was silent. If he could earn that sort of money, he could take Jenny on holiday… Or buy a motorbike and drive them both around… He was missing her already. Never mind, as soon as he had a moment he’d text her.
“And another thing,” Serena was saying, “she’ll confiscate your phone…”
“What? No, she can’t…”
“That’s what she does. We’re nearly there…”
“Miss. Listen. Please. You must help me. Can you please, please contact Jenny and explain why I can’t call her… Otherwise….”
“Yes, I understand. I had been thinking about that. I’ll do something. But I’ll have to come up with an excuse. I can’t really tell her the truth, can I?”
The house was in the middle of nowhere. An isolated converted farmhouse, with outbuildings. Tim realised that once inside, escape would be impossible. Serena stopped in the roadway outside the main gate. It was just an overgrown track.
“I can say… Why don’t I tell her the person you’re working for is engaged in developing something… Say a commercially secret start-up or project or something… And you’ve signed a non-disclosure agreement, and aren’t allowed to communicate with anyone outside…”
“Wow! How did you think of that…? You sound like some secret agent or something…”
“Oh, believe me, Tim, working for my mum has involved coming up with all sorts of excuses, evasions, and lies. I’m an expert. Now look, we’d better drive in. Just leave it with me. I promise I’ll sort it. In fact, I’ll probably go see her and Grace. I took a fancy to Grace…”
“Yeah. She’s nice. Thank you so much, miss…”
“No probs, as you’d say. Here we are, I’ll get your case. Put on your cap and go knock at the door… Oh, there she is…”
6
Active Sissy Stories / Re: His Aunt Nicole
« Last post by babycakes on Yesterday at 03:24:14 PM »
The introduction of Jenny Ellis as Tim's romantic interest is perfect. About time Tim has someone who is concerned about his welfare and likes him for himself. Hope she continues to be a worthy protector. Wonder if she'll be able to manage the ESDS crowd as well as the staff at Pitt's Wood?
7
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on Yesterday at 12:08:51 PM »
Chapter 352.
They met the other couple outside the cinema. A blonde girl with a pony tail, whose eyes were riveted on Tim as soon as she caught sight of them and even when she was hugging her friend. The guy – a lanky guy with lank brown hair - looked like an afterthought. He stood back a pace staring in disbelief.
The blonde cheekily hooked a finger around Tim’s hotpants strap.
“You must be Tim.”
Jenny unhooked it.
“Yes, Tina, this is Tim. So hands off.”
Tina gave a seductive giggle. “Where did you say you found him?”
“Stop it, Tina! Tim, this is my friend Tina. And this is…oh…”
She had forgotten his name.
“Dennis,” supplied Tina, without looking round.
“Oh, yes…of course. Dennis. Dennis, meet Tim.”
“Hi…”
“Hi…”
“Let’s go eat, shall we,” said Jenny. “Where’s that cool juice bar place…?”
They went and ate some pizza and ice cream. Tina flirted shamelessly with Tim the whole time, till Jenny took her to the restroom and lay down the law.
“I’m sorry, Jen… But he’s so cute! His outfit’s a bit unusual, though… What’s that about? Is he a bit kinky or sumfink?”
“Oh, I told you… He has to model loads of different stuff. It doesn’t mean anything…”
“I wouldn’t care anyway…”
“No. You don’t have to care. Cos he’s with me, right?”
“I guess so…”
“Well behave accordingly, then.”
Tina made a face. “Okay….”
They made their way to the cinema and took their seats. Jenny tried to engineer that Tina sat next to her and not to Tim, but somehow her wily friend thwarted her! Nevertheless she kept leaning across to ask him questions, or help herself to popcorn, and none of them took much notice of the film. Dennis demonstrated the fact that even in a group of two couples, there can still be a gooseberry…
They finally split up about a quarter to ten.
“We must do this again soon!” cried Tina. Dennis looked less enthusiastic.
“Sure, Tina. Look – there’s our bus. Come on Tim, run…”
Jenny’s house was just off the main road, so of course Tim insisted on walking her home. She lived with her mother and younger brother in a semi-detached at the end of a crescent. Brother, whose name was Ben, was already in bed, but Jenny introduced Tim to her mother, a sensible and personable woman of about forty. Jenny’s surname was Ellis, so Tim addressed her as Mrs Ellis.
“Nice to meet you, Mrs Ellis…”
“Please, Tim. Call me Grace. Lovely to meet you. I’ve heard a little bit about you, of course. I know you’re quite a celebrity at Pitt’s Wood. Anyway, have a seat and tell me what you’d like to drink. I have a few cakes I baked today as well… If you’re interested…”
Tim was interested, and provided ample evidence of the fact. Mrs Ellis was extremely attentive, and every now and then smiled at her daughter approvingly. So they all got on very well, until Tim remembered he had to get back to ESDS.
“Excuse me… I have to ring Miss Egerton…”
“Miss Egerton?”
“Oh… My…er, employer. I have to work tomorrow, you see, and she needs to pick me up.”
“You’re welcome to stay, Tim. We have a spare room…”
“I would love to, but I have to be up early in the morning.”
He made the call, and Serena arrived twenty minutes later. It appeared she wasn’t quite what Mrs Ellis was expecting, but they chatted in the living room while Tim and Jenny said goodbye in the hallway. Spying the orange Porsche through the window, Jenny suffered one quick irrational pang of jealousy, and was forced to reassure herself by offering and receiving quite a passionate kiss…
As Serena drove them back, he forced himself to think about the next day. Serena seemed to be reading his mind.
“You should be up by eight. Your clean clothes are already laid out on your chair. Doreen gave your yellow shorts a little polish. I think Mrs Brookshaw’s going to love you in them…”
They met the other couple outside the cinema. A blonde girl with a pony tail, whose eyes were riveted on Tim as soon as she caught sight of them and even when she was hugging her friend. The guy – a lanky guy with lank brown hair - looked like an afterthought. He stood back a pace staring in disbelief.
The blonde cheekily hooked a finger around Tim’s hotpants strap.
“You must be Tim.”
Jenny unhooked it.
“Yes, Tina, this is Tim. So hands off.”
Tina gave a seductive giggle. “Where did you say you found him?”
“Stop it, Tina! Tim, this is my friend Tina. And this is…oh…”
She had forgotten his name.
“Dennis,” supplied Tina, without looking round.
“Oh, yes…of course. Dennis. Dennis, meet Tim.”
“Hi…”
“Hi…”
“Let’s go eat, shall we,” said Jenny. “Where’s that cool juice bar place…?”
They went and ate some pizza and ice cream. Tina flirted shamelessly with Tim the whole time, till Jenny took her to the restroom and lay down the law.
“I’m sorry, Jen… But he’s so cute! His outfit’s a bit unusual, though… What’s that about? Is he a bit kinky or sumfink?”
“Oh, I told you… He has to model loads of different stuff. It doesn’t mean anything…”
“I wouldn’t care anyway…”
“No. You don’t have to care. Cos he’s with me, right?”
“I guess so…”
“Well behave accordingly, then.”
Tina made a face. “Okay….”
They made their way to the cinema and took their seats. Jenny tried to engineer that Tina sat next to her and not to Tim, but somehow her wily friend thwarted her! Nevertheless she kept leaning across to ask him questions, or help herself to popcorn, and none of them took much notice of the film. Dennis demonstrated the fact that even in a group of two couples, there can still be a gooseberry…
They finally split up about a quarter to ten.
“We must do this again soon!” cried Tina. Dennis looked less enthusiastic.
“Sure, Tina. Look – there’s our bus. Come on Tim, run…”
Jenny’s house was just off the main road, so of course Tim insisted on walking her home. She lived with her mother and younger brother in a semi-detached at the end of a crescent. Brother, whose name was Ben, was already in bed, but Jenny introduced Tim to her mother, a sensible and personable woman of about forty. Jenny’s surname was Ellis, so Tim addressed her as Mrs Ellis.
“Nice to meet you, Mrs Ellis…”
“Please, Tim. Call me Grace. Lovely to meet you. I’ve heard a little bit about you, of course. I know you’re quite a celebrity at Pitt’s Wood. Anyway, have a seat and tell me what you’d like to drink. I have a few cakes I baked today as well… If you’re interested…”
Tim was interested, and provided ample evidence of the fact. Mrs Ellis was extremely attentive, and every now and then smiled at her daughter approvingly. So they all got on very well, until Tim remembered he had to get back to ESDS.
“Excuse me… I have to ring Miss Egerton…”
“Miss Egerton?”
“Oh… My…er, employer. I have to work tomorrow, you see, and she needs to pick me up.”
“You’re welcome to stay, Tim. We have a spare room…”
“I would love to, but I have to be up early in the morning.”
He made the call, and Serena arrived twenty minutes later. It appeared she wasn’t quite what Mrs Ellis was expecting, but they chatted in the living room while Tim and Jenny said goodbye in the hallway. Spying the orange Porsche through the window, Jenny suffered one quick irrational pang of jealousy, and was forced to reassure herself by offering and receiving quite a passionate kiss…
As Serena drove them back, he forced himself to think about the next day. Serena seemed to be reading his mind.
“You should be up by eight. Your clean clothes are already laid out on your chair. Doreen gave your yellow shorts a little polish. I think Mrs Brookshaw’s going to love you in them…”
8
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on Yesterday at 11:51:23 AM »
Chapter 351.
On the way back his anger slowly faded, and he remembered his date the next day. He would never have had the nerve to ask a girl out. She had saved him the trouble. He was grateful for that. Also, she seemed interesting. There was something about her – her cheerfulness and directness – that appealed to him. Also, he fancied her, something he felt rarely about a girl. He wondered whether she was a kindred spirit, though one with more courage than he possessed himself. He turned to Serena.
“So, will I be able to wear my black shorts tomorrow?”
That outfit had been his favourite. In his eyes it was cooler even that his wedding suit.
“Of course. So where are you meeting her? What’s her name again?”
“Jenny. She’s a stable lass, by the way. I have to ring her.”
“Ring her now.”
“No thanks. I’ll do it later.” There was no way he was speaking to her in front of them.
As soon as they got back to ESDS he went to his room, closed the door, and called her. He had butterflies – he wasn’t sure why – it wasn’t a big deal, was it? But somehow it was. He hoped she hadn’t changed her mind. But no – she wasn’t one of those hard-to-get types.
“Hi Tim. Yeah, course. I’m glad you rang. I was wondering whether you would…”
“Course I would! I wanted to ask where we should meet.”
“Well, my friend and her boyfriend are going to the cinema in Kennett. Would you be up for that?”
“Sure. I’ll meet you.” He didn’t even ask what was showing. “When and where?”
“I’m working till four-thirty. Could we meet outside reception? It’ll be nearer five by the time I’m changed.”
“Sure. I’ll be there.”
“In your black and red outfit…?”
“Course! I’m glad you like it too!”
“Great, Tim. See you tomorrow. Can’t wait!”
“Nor me!”
On Friday he arrived at Pitt’s Wood at four-thirty. He was wearing his black pot pants, red spandex top, and a plain red baseball cap. Serena had given him a lift. He got out of the Porsche.
“Thanks, miss.”
“You look very smart, young man. Now, I’ll pick you up in this evening. It doesn’t matter where you are, but don’t be too late, will you? We need you to be at Connie’s by ten.”
“Okay, miss. No probs. See you later.”
Five minutes later he was waiting outside reception. He got a lot of smiles and waves. He was pretty famous in the Centre by now. Two of the girls he had seen the day before stopped to tease him. The blonde approached him.
“I know why you’re here, Tim,” she grinned, giving him a poke in the ribs. “You’ve got a date with Jenny, right? Lucky boy. She’s great. She wouldn’t date just anyone. So you’d better treat her well, or else…”
“Don’t worry. I know she’s special.”
“Well, don’t forget it!”
Tim and Bobby had been the butt of jokes ever since they started work as boot boys - and during the photo-shoot Tim had acquired even greater notoriety amongst the girls. But the ridicule had often served to disguise their recognition that he was one of the most attractive guys in the Centre - if not the most attractive. So whereas few of them would have had the courage to defy the general derision, Jenny, who naturally thought for herself, and who immediately appreciated Tim’s courage and innocence as well as his good looks, wasted no time in staking her claim. Now, plenty of others were ruing their inaction, and suffering severe pangs of jealousy!
Jenny appeared just before five, wearing a simple pink satin dress and carrying a leather jacket. For a brief moment they both felt a little awkward. Then they laughed at their own shyness.
“Shall we go, then?” said Jenny.
“Yes. I’ve checked the buses. Every twenty minutes at this time of day. We shouldn’t have to wait long.”
They stood chatting at the bus stop, telling each other about themselves. Jenny explained she’d left school that summer and had started working at Pitt’s wood for no better reason than that she loved horses. She had applied for a veterinary course starting the following year. Tim offered a slightly expurgated version of his time at ESDS – which he described vaguely as an “employment agency”.
“What are you doing this weekend?” asked Jenny.
“This weekend? Oh, I… Er, I have a job, staring tomorrow…”
“Oh. What sort of job?”
“I’m, er…not sure. It’s live-in, so…”
“Who are you working for? What will you have to do?”
“A woman… Never met her. A Mrs Brookshaw… I have to sort of…look after her house and stuff…”
“Oh. I see. Interesting.”
Jenny didn’t press it any farther. He’d tell her when he was ready.
Out of the corner of her eye she had noticed a couple of girls standing nearby, who had been watching them, smirking, and whispering. She knew them. Members. Privileged types with their own horses. She gave them a look which settled their hash, and made a mental note to prank them when she got the chance. Then the bus came, and they climbed in. The bus swayed a bout a lot, and they had to hold onto each other quite tightly…
On the way back his anger slowly faded, and he remembered his date the next day. He would never have had the nerve to ask a girl out. She had saved him the trouble. He was grateful for that. Also, she seemed interesting. There was something about her – her cheerfulness and directness – that appealed to him. Also, he fancied her, something he felt rarely about a girl. He wondered whether she was a kindred spirit, though one with more courage than he possessed himself. He turned to Serena.
“So, will I be able to wear my black shorts tomorrow?”
That outfit had been his favourite. In his eyes it was cooler even that his wedding suit.
“Of course. So where are you meeting her? What’s her name again?”
“Jenny. She’s a stable lass, by the way. I have to ring her.”
“Ring her now.”
“No thanks. I’ll do it later.” There was no way he was speaking to her in front of them.
As soon as they got back to ESDS he went to his room, closed the door, and called her. He had butterflies – he wasn’t sure why – it wasn’t a big deal, was it? But somehow it was. He hoped she hadn’t changed her mind. But no – she wasn’t one of those hard-to-get types.
“Hi Tim. Yeah, course. I’m glad you rang. I was wondering whether you would…”
“Course I would! I wanted to ask where we should meet.”
“Well, my friend and her boyfriend are going to the cinema in Kennett. Would you be up for that?”
“Sure. I’ll meet you.” He didn’t even ask what was showing. “When and where?”
“I’m working till four-thirty. Could we meet outside reception? It’ll be nearer five by the time I’m changed.”
“Sure. I’ll be there.”
“In your black and red outfit…?”
“Course! I’m glad you like it too!”
“Great, Tim. See you tomorrow. Can’t wait!”
“Nor me!”
On Friday he arrived at Pitt’s Wood at four-thirty. He was wearing his black pot pants, red spandex top, and a plain red baseball cap. Serena had given him a lift. He got out of the Porsche.
“Thanks, miss.”
“You look very smart, young man. Now, I’ll pick you up in this evening. It doesn’t matter where you are, but don’t be too late, will you? We need you to be at Connie’s by ten.”
“Okay, miss. No probs. See you later.”
Five minutes later he was waiting outside reception. He got a lot of smiles and waves. He was pretty famous in the Centre by now. Two of the girls he had seen the day before stopped to tease him. The blonde approached him.
“I know why you’re here, Tim,” she grinned, giving him a poke in the ribs. “You’ve got a date with Jenny, right? Lucky boy. She’s great. She wouldn’t date just anyone. So you’d better treat her well, or else…”
“Don’t worry. I know she’s special.”
“Well, don’t forget it!”
Tim and Bobby had been the butt of jokes ever since they started work as boot boys - and during the photo-shoot Tim had acquired even greater notoriety amongst the girls. But the ridicule had often served to disguise their recognition that he was one of the most attractive guys in the Centre - if not the most attractive. So whereas few of them would have had the courage to defy the general derision, Jenny, who naturally thought for herself, and who immediately appreciated Tim’s courage and innocence as well as his good looks, wasted no time in staking her claim. Now, plenty of others were ruing their inaction, and suffering severe pangs of jealousy!
Jenny appeared just before five, wearing a simple pink satin dress and carrying a leather jacket. For a brief moment they both felt a little awkward. Then they laughed at their own shyness.
“Shall we go, then?” said Jenny.
“Yes. I’ve checked the buses. Every twenty minutes at this time of day. We shouldn’t have to wait long.”
They stood chatting at the bus stop, telling each other about themselves. Jenny explained she’d left school that summer and had started working at Pitt’s wood for no better reason than that she loved horses. She had applied for a veterinary course starting the following year. Tim offered a slightly expurgated version of his time at ESDS – which he described vaguely as an “employment agency”.
“What are you doing this weekend?” asked Jenny.
“This weekend? Oh, I… Er, I have a job, staring tomorrow…”
“Oh. What sort of job?”
“I’m, er…not sure. It’s live-in, so…”
“Who are you working for? What will you have to do?”
“A woman… Never met her. A Mrs Brookshaw… I have to sort of…look after her house and stuff…”
“Oh. I see. Interesting.”
Jenny didn’t press it any farther. He’d tell her when he was ready.
Out of the corner of her eye she had noticed a couple of girls standing nearby, who had been watching them, smirking, and whispering. She knew them. Members. Privileged types with their own horses. She gave them a look which settled their hash, and made a mental note to prank them when she got the chance. Then the bus came, and they climbed in. The bus swayed a bout a lot, and they had to hold onto each other quite tightly…
9
Active Sissy Stories / Re: His Aunt Nicole
« Last post by Simonssister on Yesterday at 11:31:28 AM »
Chapter 350.
As he and the ladies returned to the changing stable, he was thinking about that woman. There was something about her he didn’t much like. There was a sort of predatory glint in her eye. And why was Serena so solicitous towards her? Was she someone important? Maybe someone on the Pitt’s Wood committee… Serena said nothing, and he guessed it would have been pointless asking her, so he waited until Doreen was helping him take off the last dress.
“Miss? You know that woman who was taking my photo?”
“Yes…”
“Is she someone from the Centre?”
“No idea, darling.”
“I mean, she’s been hanging around for a while…”
“Well, she’s probably got a child who works here or who’s riding here, and she’s waiting for them to finish.”
“Ah, yes… That would explain it. Anyway, I hope she’s gone by the time we go out again. What’s my next outfit? Another dress?”
“Yes, of course a dress. A beautiful one. Look at this!”
She held up a pink creation with a lace-up bodice and a tiered skirt. Tim’s face fell.
“Oh, don’t do that. It’s gorgeous. And you’ll look gorgeous in it.”
He had to grit his teeth and bear it. But worse, when they returned to the paddock for the shoot, there was that woman again, chatting away to a couple of girls. One of them saw Tim approaching, and pointed excitedly. The woman turned, saw him, and her face lit up.
“Shit!” muttered Tim. But there was nothing he could do. He climbed up onto his little podium. To his disgust, Lucille allowed the woman first bite of the cherry. He stood awkwardly, looking at the ground.
“Lift up your head, Tim,” said Lucille, sharply. “And smile, please.”
In the event, she took several bites before she was satisfied. Then, with a “thank you so much…he looks beautiful…” to the ladies, and a wink at Tim, she turned on her heel and walked briskly away.
“Is she gone at last?” asked Tim, surlily.
“I believe so, sweetie. What a nice lady.”
Tim snorted, and sulked for the rest of the session.
Eventually Lucille had enough material, and they headed back.
“Is that it?” asked Tim, hopefully. “Are we done?”
“Just about…” replied Lucille. “Oh, we have one more, don’t we Serena?”
“Oh, that? Shall we bother?” She said this with a mischievous smile on her face.
“Maybe… Yes, why not. Cassandra said if we had time… Actually it’s still early…”
Cynthia had slipped in one more outfit. She had attached a note to it:
“I found this in our old stock. It was put aside for disposal, but I noticed it’s just Tim’s size. It’s a scaled-up little girl’s summer party outfit. I thought I’d throw it in as a foil to the sophisticated stuff, or in case he starts getting too conceited…”
So it was that Tim’s finale found him wearing a cute little two-piece in shiny rubberised satin, with a choker and matching headdress. Lucille took a few snaps, then, saying they needed to look for a new memory card, and ordering him to stay just where he was, she and the others departed between the stable blocks. Tim was left isolated and conspicuous on his podium, like a statue on a plinth, and as such began to attract waves of puzzled and amused spectators. Three particularly persistent little riders were so fascinated they just stood around him staring. After five minutes of that, he began to get very agitated. Where were the ladies, for goodness’ sake?
“What do you want?” he wailed. “Don’t you have anything else to do?”
“No,” said one, innocently, “we don’t. We’ve stabled our ponies and we’re waiting for my mum to come and collect us…”
Her mum didn’t arrive for another twenty minutes, during which time the audience had grown considerably, and Tim, blushing and fidgeting – and also quite cold – had been recorded in countless photographs and videos. The ladies, who had simply gone for a coffee and a chat, now strolled casually back into the paddock. They stopped dead when they saw the crowd that had collected. Lucille laughed – quite heartlessly.
“Oh my god, he’s still there. Priscilla’s obedience training must have really hit home.”
“He’s seen us,” hissed Doreen. “Try not to laugh.”
They hurried over, pretending concern.
“Oh, Tim. Sorry we were so long. We couldn’t find another card, after all. So we’ll have to wrap it up here. I hope you’re not too disappointed…”
“How could it take so long?” he fumed, stepping down. “Do you have any idea…?”
But his protests were cut short by whistles and applause from the spectators. He turned and frowned at the grinning faces.
“Let’s just go, then…”
As he and the ladies returned to the changing stable, he was thinking about that woman. There was something about her he didn’t much like. There was a sort of predatory glint in her eye. And why was Serena so solicitous towards her? Was she someone important? Maybe someone on the Pitt’s Wood committee… Serena said nothing, and he guessed it would have been pointless asking her, so he waited until Doreen was helping him take off the last dress.
“Miss? You know that woman who was taking my photo?”
“Yes…”
“Is she someone from the Centre?”
“No idea, darling.”
“I mean, she’s been hanging around for a while…”
“Well, she’s probably got a child who works here or who’s riding here, and she’s waiting for them to finish.”
“Ah, yes… That would explain it. Anyway, I hope she’s gone by the time we go out again. What’s my next outfit? Another dress?”
“Yes, of course a dress. A beautiful one. Look at this!”
She held up a pink creation with a lace-up bodice and a tiered skirt. Tim’s face fell.
“Oh, don’t do that. It’s gorgeous. And you’ll look gorgeous in it.”
He had to grit his teeth and bear it. But worse, when they returned to the paddock for the shoot, there was that woman again, chatting away to a couple of girls. One of them saw Tim approaching, and pointed excitedly. The woman turned, saw him, and her face lit up.
“Shit!” muttered Tim. But there was nothing he could do. He climbed up onto his little podium. To his disgust, Lucille allowed the woman first bite of the cherry. He stood awkwardly, looking at the ground.
“Lift up your head, Tim,” said Lucille, sharply. “And smile, please.”
In the event, she took several bites before she was satisfied. Then, with a “thank you so much…he looks beautiful…” to the ladies, and a wink at Tim, she turned on her heel and walked briskly away.
“Is she gone at last?” asked Tim, surlily.
“I believe so, sweetie. What a nice lady.”
Tim snorted, and sulked for the rest of the session.
Eventually Lucille had enough material, and they headed back.
“Is that it?” asked Tim, hopefully. “Are we done?”
“Just about…” replied Lucille. “Oh, we have one more, don’t we Serena?”
“Oh, that? Shall we bother?” She said this with a mischievous smile on her face.
“Maybe… Yes, why not. Cassandra said if we had time… Actually it’s still early…”
Cynthia had slipped in one more outfit. She had attached a note to it:
“I found this in our old stock. It was put aside for disposal, but I noticed it’s just Tim’s size. It’s a scaled-up little girl’s summer party outfit. I thought I’d throw it in as a foil to the sophisticated stuff, or in case he starts getting too conceited…”
So it was that Tim’s finale found him wearing a cute little two-piece in shiny rubberised satin, with a choker and matching headdress. Lucille took a few snaps, then, saying they needed to look for a new memory card, and ordering him to stay just where he was, she and the others departed between the stable blocks. Tim was left isolated and conspicuous on his podium, like a statue on a plinth, and as such began to attract waves of puzzled and amused spectators. Three particularly persistent little riders were so fascinated they just stood around him staring. After five minutes of that, he began to get very agitated. Where were the ladies, for goodness’ sake?
“What do you want?” he wailed. “Don’t you have anything else to do?”
“No,” said one, innocently, “we don’t. We’ve stabled our ponies and we’re waiting for my mum to come and collect us…”
Her mum didn’t arrive for another twenty minutes, during which time the audience had grown considerably, and Tim, blushing and fidgeting – and also quite cold – had been recorded in countless photographs and videos. The ladies, who had simply gone for a coffee and a chat, now strolled casually back into the paddock. They stopped dead when they saw the crowd that had collected. Lucille laughed – quite heartlessly.
“Oh my god, he’s still there. Priscilla’s obedience training must have really hit home.”
“He’s seen us,” hissed Doreen. “Try not to laugh.”
They hurried over, pretending concern.
“Oh, Tim. Sorry we were so long. We couldn’t find another card, after all. So we’ll have to wrap it up here. I hope you’re not too disappointed…”
“How could it take so long?” he fumed, stepping down. “Do you have any idea…?”
But his protests were cut short by whistles and applause from the spectators. He turned and frowned at the grinning faces.
“Let’s just go, then…”
10
Active Sissy Stories / Re: Mr Macho's days are over.
« Last post by sissybaby34 on June 02, 2026, 04:58:42 AM »
Sissy Poopsie this is great story about Mr. Macho. Get him outside in pram, say a Big Silver Cross pram popular in UK. He can be in thick Terry Nappies, double Plastic Pants, rompers, adult Plastic Pants, dummy in mouth sitting up in the Pram. Let's push him towards the Rugby ground where he was club Captain. You can hear the comments from those who played Rugby with him. Other guys say nothing that's because they are hiding there own secret!!!!! Might that secret have something to do with thick Terry Nappies, Plastic Pants, AB Babygros??? Next chapter please. Steve UKIt looks like this story has been abandoned as it has not had an update for 3 years.
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