blog alive.
Mother and Daughter: A Prologue
Chapter Two
By
Mistress Leather Beth
Kelly finally caught up with her Mother the following afternoon. But if she’d expected to be congratulated when she gave her the news that she thought she’d identified a potential sissy to train, she was mistaken. Madam Cropper was still solely interested in the subject of Jane and Andy; of their misdeeds; of Jane’s indiscipline and her repeated violations of Sisterhood rules, regulations and policy; of Andy’s failure to meet ‘normal’ sissy standards; of what she’d like to do to certain members of the Central Council, and which implements she would use. Eventually, Kelly gave up the unequal struggle to get a word in edgeways, and left.
A few weeks later
Chris began groaning as his movements became more energetic, more pronounced. Liam, meanwhile, seemed to be alternately growling and meowing, a tiny tear trickling down his cheek. Then, suddenly, they combined in a kind of feral howl. It was some thirty seconds before they’d both come to some sort of standstill, allowing Chris to uncouple himself. Liam seemed to need about three attempts to stand up straight, then Chris wrapped him in his arms from behind and whispered in his ear, “And that, girlfriend, is what it’s like to get fucked three times in one morning.” Liam just smiled, and whispered, “Thank you.”
A pause, then Chris said, “You’re not too upset about me moving away, are you? Like I explained, it’s too good an opportunity to miss out on. But you know I wouldn’t do anything to upset you if I could avoid it.”
Liam turned round, put his arms round Chris’ neck, and said, “You really think you’re something special, don’t you? Anyone would think I’m head over heels in love with you, and you were about to break my heart. But I’m not. And you’re not. You’ve used me for sex. But I’ve used you, too. And it’s been great. But don’t worry. We’ll survive without each other. Just tell me one thing, though. What’s with all this ‘girlfriend’ talk?” Chris, stunned at Liam’s unemotional response, was silent for several seconds before replying. “Isn’t it obvious? Like I’ve said before, I reckon you’d make a cracking girl.”
“You mean you reckon I’m trans?”
“No way. But I reckon you should Google ‘sissy’, or something like that, after I’ve gone, see if you don’t recognise any characteristics.” With a quick kiss on Liam’s cheek, Chris was on his way out of the front door. With a slight frown, Liam picked up his tablet.
It was about fifteen minutes later that he came across a feminisation blog. The more he read, the more fascinated he became. And so, for the next hour or more, he immersed himself in SmoothSlick’n’Shiny. The Kinky dreams of Andy.Latex.
A couple of days later
It wasn’t easy to work out Steph and Charlie’s relative positions. Certainly 69 was involved, with Steph below. Her shoulders were pinned down by Charlie’s shins, and her clit was being sucked and nibbled, as Charlie frotted herself to climax on Steph’s face, the entire operation culminating with Charlie squirting voluminously, to the extent that Steph began to fear that she would drown. But, eventually, they also uncoupled, untangled, unwound and finally relaxed in each other’s arms.
“I had an interesting chat with Liam this morning,” said Steph, as she picked a couple of Charlie’s pubes from between her teeth. “Apparently, he’s had a boyfriend for a couple of months now, though they’re not together anymore.”
“Has he indeed? And how has that gone?” asked Charlie.
“Great, apparently,” said Steph. “But there’s something that has me a little confused.”
“Which is?” enquired Charlie.
“Well,” said Steph, “I asked Liam if he’d been practising safe sex, and he said, ‘Of course, Mum. What sort of girl do you take me for?’”
“Really? He referred to himself as a girl?”
“Yes. He was on his way out of the front door at the time, so I haven’t been able to bring up the subject since.”
“You reckon he’s trans?”
“I don’t think so. Just an effeminate gay boy.”
“But you want to know for sure?”
“Of course. What mother wouldn’t? Anyway,” she said, hoping the change of subject wasn’t too obvious, “have you heard from Chris this last couple of days?”
“Just a quick Whats App. He seems to be settling in pretty well.”
“Even so,” said Steph, “it’s quite a distance. Let’s hope it’s as worth it as he thinks.”
Steph didn’t normally ‘entertain’ at home, but today there were reasons why the Di Angelo twins needed to invite themselves to hers. So, as a result of the irregular circumstances, she’d quite forgotten that Liam didn’t have to be out until lunchtime, and was still in his room when Greg and Paolo arrived, bringing a friend with them.
Some twenty minutes later, she was on her bed, sitting, impaled, astride Paolo, whilst leaning forward and deep-throating the standing Greg. They were making enough noise not to notice as Liam’s bedroom door opened, and he gazed across the landing towards his mother’s room. Just at that moment an unfamiliar figure came into view from behind the open door, naked except for a well-lubed condom, and made his way to Steph’s rear. Greg adjusted his stance to bring her forward, raising her arse more into view, and the newcomer made her airtight with a few hard thrusts before glancing around, catching Liam’s eye, and winking. Liam smiled slightly, then silently made his way downstairs, and left the house.
A couple of hours later, Steph waved farewell to the twins, then returned to the kitchen, where the other member of the session was helping himself to a second cup of coffee. He was an interesting looking guy. Not classically handsome, but quite attractive, in an intellectual sort of way. The kind who could make nerdy glasses look hot. She asked him how he knew the twins, then proceeded with personal questions. From these, she learned that he was called Anton. Anton Cropper. And that he had a half-sister, called Kelly.
Around this time, Liam was back in Boots, casually strolling the length of the cosmetics counter. Kelly spotted him and immediately began to think, “O, yes, sweetheart, I can quite see you as my trained sissy.”
“Hi,” she said, “if you’re looking for your mum, I haven’t seen her today.”
“No,” said Liam, “I’m just browsing.”
“In cosmetics?” asked Kelly.
“Yes,” replied Liam. “Did you say you had an offer on nail polish?”
“This is as a present for your mum?” asked Kelly, “or for a girlfriend?”
“No, don’t be silly,” said Liam. “I’m treating myself. What colours do you think would suit me? I’ve been told by a boyfriend that I’d make a pretty girl, and nails seems a good place to start. And I thought, ‘If there’s one person who would be cool with the idea, it would be Kelly.’”
Kelly was, to put it quite plainly, gobsmacked. It’s true that, from time to time, guys of all ages made purchases of cosmetics, and it was pretty obvious when it was for themselves, but they were never as brazen as Liam had just been.
But, more than that, it totally ruined Kelly’s plan to qualify as a Sisterhood Mistress by sissifying Liam. The rules (All Hail the Rules!) clearly stated that such a sissification must begin with a reluctant, unwilling young man. An enthusiast, like Liam, just would not fit the bill.
Now, you may be wondering about Jessica’s position. The fact is that Jessica had been brought to the Sisterhood by her mother, who had always wanted a daughter, and who had contracted with the Sisterhood to bring this about. Contract sissies, such as Jessica, could be as willing or unwilling as they wished; it didn’t matter, they would be sissified in accordance with the wishes of their Patron (be it a Mother, Aunt, Sister, girlfriend, whoever), and not by someone as unqualified as Kelly. It was only due to an ongoing dispute over certain ‘miscellaneous expenses’ (mainly toys and restraints, but also some latex lingerie) on Jessica’s final account that she was still at the Mansion; and, to be honest, she wouldn’t mind if the dispute were never resolved. Receptionist at the Mansion was far more preferrable to being concubine to any of the men that her mother had lined up for her.
Kelly picked up half a dozen bottles from the counter. She called out to a colleague “Family Emergency!” then led Liam out to the car park. Thirty seconds later they were following the route out of town towards the Mansion. Maybe her qualification would have to be delayed, but the prospect of putting to the test the skills that she had absorbed from her mother and others at the Mansion excited her greatly.
Liam was silent through all this. After all, it was obvious that he had Kelly’s full interest and co-operation, so he might as well just go along and see what happened.
Ten minutes later he was standing in the Mansion’s entrance hall, while Kelly negotiated with a very pretty girl on reception.
“OK, Jessica, have you got all that clear? I’m taking my friend here to the Fuchsia Room. I won’t be completing a Form 17/b/2, and you will have no recollection of having seen us.”
“Miss, this is very irregular. I hardly think..”
“Then you should have no trouble in going that extra step and not thinking at all, should you? It’s not the place of a sissy to make life difficult for a Mistress, qualified or not, is it? And you remember the little deal we spoke of? You wouldn’t like me to withdraw my offer, would you?”
“No, Miss.”
“Good girl. We understand each other.” With that she motioned to Liam to follow her, then led him through double doors and down a long corridor.
Ronan was the youngest and the most recent member of Steph’s ‘harem’. They’d met on the morning of his first shift at a new coffee shop which has opened locally. Steph liked the décor, but such was the competition locally that she was often the only customer. That first morning she’d been wearing a new biker jacket, paired with her favourite tiny black leather shorts and 5” black ankle boots, and she’d immediately noted the way that Ronan’s chin had dropped. While he was preparing her Flat White she’d unzipped the jacket and unbuttoned the top of her blouse, allowing her cleavage to spill forward. Then, when it came time to pay, she’d ‘accidentally’ dropped her debit card behind her. Rather than bend at the knees she’d turned and bent over from the waist, giving Ronan a full view of her tight black leather backside. And there, inside fifteen minutes, she knew she had an admirer.
Thereafter, it was just a matter of time. After a couple of days, he found himself avoiding eye contact with Steph. Then she took to sitting at a table after ordering, allowing Ronan to bring her coffee to her. And finally, that wonderful moment when he knelt at her feet whilst serving her. Steph had never previously experienced a particularly Domme emotion, but Ronan was different. A couple of weeks later, as she, the only customer, was being so graciously kind as to permit him to graze his tongue along her heels, she passed him an envelope. He opened it and found details of an affordable Queening stool. So now he spends a couple of hours on alternate Thursday evenings worshipping Steph from below, during which she voids her bladder at regular intervals. And he knows that he’s the happiest, luckiest barista in town.
“Mum! I’m back!”
“Where’ve you been? I was expecting you an hour ago.” Ignoring her question, he held out his hands, palms down, and asked, “What do you think?“
“Very striking. I really like that shade of blue on your left middle,” said Steph. “And whose idea was this?”
“Mine.”
“But you didn’t do all this without assistance?” she pointed out as she studied the subtly different shades and shapes.
“Of course not,” he said, “I got help from Kelly.”
“Kelly?” asked Steph, thinking, ‘where have I heard that name recently?’
“Cousin Chris’ ex.”
“You asked? She offered? How did that work?”
Taking a deep breath, Liam said, “Thing is, Mum, that my boyfriend, well, ex-boyfriend, had this thing about calling me ‘girlfriend’, and telling me I’d make a good girl, and it got me thinking about experimenting.”
“Mmm,” said Steph, “I thought it might be something like that when you let it slip earlier. So, do you just want to be femme for sex, or 24/7, or a sissy, or what?”
“Like I said, I’ve just started experimenting. Kelly has offered to help. We’ll see how it goes.”
“And doesn’t your mother get to help out?”
“Really? I reckoned you wouldn’t actually object, but you really want to help?”
“Sure, although I can’t honestly say that I know much at all about feminisation. I’d have to read up on the subject.”
“Ah, I can help you there,” said Liam, picking up his i-Pad from the table. Four or five quick taps and he handed it to Steph. “Read this. It’s a feminisation blog.”
“‘SmoothSlick’n’Shiny. The Kinky dreams of Andy.Latex.’ Kinky, eh? It sounds right up my street. Just think, maybe we could be kinky together.”
Recognising one of his mother’s big teases, Liam just smiled.
“One other thing,” said Steph, “what do I call you? Have you thought of a girly name?”
“Actually, yes. I was thinking of Leanne. What do you reckon?”
“Perfect!” said Steph, thinking to herself, as Liam turned to go upstairs, ‘my pretty, sexy, little Leanne.’ She said, “just wait there a minute. There’s something I want to try.” With that, she jogged upstairs and Liam heard the sound of a drawer being opened, then closed, and Steph came back downstairs carrying a small bag.
“OK, pretty, sexy little Leanne. Let’s see what we can do for you. Strip. Do as I say.”
Leanne frowned, but ten seconds later he was naked in front of his mother.
Steph emptied the bag onto a side table. “Do you have any preference?”
Leanne was stunned. There, spread out, were about a dozen butt plugs, of various sizes, materials and colours. After a few seconds he handed his mother an orange glass example. Steph pulled on a pair of latex gloves, picked up the tube of lube which had fallen on the floor, and began to prepare both the plug and Leanne’s anus. It was an odd feeling, but equally one that Leanne hoped to get used to. It occurred to her that most or all of these may have been worn by her mother while being fucked, and that thought added more than a centimetre to her growing erection. Steph noticed, and commented on the size of Leanne’s clit. Leanne would have said something but just at that moment her mother penetrated her. The resultant climax arrived about ninety seconds later.
Leanne spent the next half hour curled up on Steph’s lap, supremely happy.
The following week
“Mum!”
“Hang on, sweetheart. I’m just reading the latest post on SSnS.”
“Yeah, mum, I know what you mean,” said Leanne. “Andy is just so hot in those leathers.”
“It’s Jane I’m looking at,” admitted Steph.
“Mum, admit it. You have the hots for Lady Jane.”
“That I cannot deny,” she grinned. “Actually, I’ve had an idea.”
“What’s that?” asked Leanne.
“I thought we might contact Jane and Andy. You’d like to be as pretty as Andy, wouldn’t you? We could ask for their advice.”
“And you could try to get inside Jane’s Freddys,” grinned Leanne.
“I don’t suppose it would ever come to that,” Steph admitted, “but a girl can dream.”
“You’re serious about this?” enquired Leanne.
“Why not?” replied Steph. “It can’t do any harm, and I’m sure they’d be happy to help if they could.”
“Put that way,” said Leanne, “I can’t see any objection. You can make a start on the wording of the email while I’m out.”
“Anywhere interesting?” asked Steph.
“Another advice session with Kelly.”
“OK, well, enjoy yourself.” Steph was already working on a first draft of the email by the time Leanne was closing the front door behind her.
Kelly’s bright red MX-5 Miata pulled to a halt near the southwest corner of the Market Square, and Anton, in the passenger seat, turned to her and said, “Thanks for the lift, Kel. What’s planned for today?”
“A sissification session.”
“Official?”
“Hardly. An enthusiastic wannabe.”
“You’re all heart, sis.”
“Tell me about it. It’s my major weakness. In fact, here she comes, now.”
“Where?”
“Just crossing the square towards us.”
“Fair hair? Shit!”
“What’s the matter?”
“If I’m not mistaken, I’m doing the mother.”
“Doing? Such a way with words. Although, from what I’ve heard about her, I wouldn’t be surprised. Does Leanne know?”
“Leanne?”
“Yes,” said Kelly. “That is Leanne.”
“Erm, yeah. He, sorry, she saw us when she came out of her room.”
With that, Leanne had joined them.
“Hi, there, sweetheart. This is my brother, er, well, half-brother, Anton. I believe you two might have bumped into each other?”
“Erm, yes,” replied Leanne. “You’re a friend of the Di Angelo twins?”
“That’s right,” said Anton, hoping desperately that Kelly would rescue him. She, however, was just grinning widely. “Apparently, Anton’s very friendly with your mother,” was all she said.
“Yes,” agreed Leanne, “they seemed to be enjoying each other’s company when I saw them together.”
Anton made a rushed excuse, leapt out of the car, and strode off.
“Well,” said Kelly, “that’s a new one. You embarrassed Anton.”
“That’s a shame,” said Leanne.
“What? Why? You’re not saying you fancy my brother, who’s screwed your mother?”
“A girl can fancy whoever, can’t she?”
Kelly gave Leanne a good long look, then motioned her to take the seat so recently vacated by Anton. “Let’s see if we can make a start on this girl’s depilation, shall we?” she said, whilst thinking to herself, ‘You, sweetheart, are going to be either so much fun, or else I’m not going to know where I’m up to.’
Anton was almost running by the time he turned down the side of the Old Market Hall and into the Cat and Canary. Within a minute he’d knocked back a double brandy in one gulp and was nursing another at a corner table as he considered his position.
It wasn’t easy being the son of one of the founders (although his mother could pronounce the word as ‘Founders’) of the country’s pre-eminent feminisation establishment. The knowledge that, when he was still a toddler, his mother had acquiesced to his father’s request to be feminised, was something which had taken him some time to accept. Some guys would be more than a little bit upset to know that his father was now a lady-who-lunches in Bath, But Anton wasn’t one of them. Nowadays, having met so many Sisterhood clients (including having sex with several), it was no big deal.
Then there had been the shock of Kelly’s birth. Margaret Cropper’s relationship with Kelly’s father had been quite different from that with Anton’s, but, try as he might, he’d never been able to get her to discuss the subject. And while Kel took after their Mother in so many ways, she wasn’t actually the worst sister a guy could have.
No; what was rattling Anton’s cage was the realisation that he actually fancied Leanne, whose mother he had had the use of so recently. But what, if anything, was he going to do about it? Good grief. Was he going to have to descend to dating?
When Leanne arrived home that evening, Steph took a good look at her. She seemed to be glowing slightly, as if her upper body had had the pale, fair hair removed. However, Steph had a more immediate subject in mind.
“Leanne, I’ve drafted an email to Andy and Jane. Come and tell me what you think.”
Leanne took a good, long look at Steph’s effort, made a point of correcting a couple of items of punctuation and spelling, and then said, “Yeah, that should do the job.”
And So:-
From: steph.turner000@gmail.com
To: SweetAndyLatex
Dear Lady Jane and Andy
My name is Steph Turner, and I'm writing to request your assistance.
Your blog has been brought to my attention by my 17yo son, Liam, who has been aware for quite some time that he is gay, and has informed me that he would dearly love to become, if not a beautiful sissy, like Andy, then at least a very attractive effeminate gay boy.
I have no doubt that Liam (Leanne) would make a wonderful sissy, and I would certainly have no objection. I would, however, appreciate some assistance with the practicalities.
Tucking, for example. Whilst I wouldn't describe Leanne as hung, she is no pimpledick. What is the best, the easiest method of giving her that smooth frontage?
Then there is hair removal. Where should she go?
What is your opinion of tightlacing? Leanne, who is 5'8", would love a curvy figure, including breast forms.
The more advice you could provide, the better.
Can I say how excited Leanne is at the prospect of hearing from her heroine, the beautiful Andy?
For my part, I will happily admit to having developed a tremendous crush on you, Lady Jane (indeed, I'm in the process of remodelling myself in your style. Freddys, LouBous, William Wilde, etc). I only hope that I can be a fraction as successful with Leanne as you've been with Andy.
In admiration and anticipation,
Steph and Leanne.
To Be Continued
XXXX
Andy
