The Making Of Rosie Chapter 4 free porn video

The making of Rosie

By Mad Jack69

Synopsis: This is a fictional story of a young boy and his whore mother. The young boy has sexual desires for his slut of a mother and also longs to be like her. This is the third instalment documenting his journey to becoming a shemale whore. (Fb, M+F, prost, whore, size, tv, toys, creampie, strap-on, ws)

Chapter 4 “Rosie Gets Her Christmas Wish”


The Christmas and festive rush had come early with talk of the Y2K bug and that all computers and even microwave ovens would stop working, not to mention a plethora of other gadgets including toasters. It almost seemed like the modern world was facing Armageddon and partying like there was no tomorrow. Restaurants and clubs had been fully booked since early summer, some even the year before and at exorbitant prices for New Years Eve parties. Rosie didn’t care, all he had asked his mum for was a mobile phone, and hoped if he got it, it would still work on New Years day.

School had just broken up for Christmas and Rosie was in high spirits as he let himself in the front door after finishing school with Georgy who had spent the afternoon pulling a train for the sixth form lads, with him watching and going last. Tara was on her mobile in the kitchen and she waved to them as she carried on still talking on the phone, and looking very happy.

They paused wanting to go straight up to Rosie’s bedroom so he could get her off properly with his tongue. But Tara waved them over and they reluctantly went to the kitchen to see what she wanted.

“You know I don’t mind a bit of extra cock John, and I’m giving all my regulars a bit of a Christmas treat. So you can all keep going on me just as long as you can get it up.”

Saying goodbye to John she turned to Rosie and Georgy, telling them that was one of her Friday night boys. And by the sounds of it she’s going to get a good ten-man gang fucking later that night.

“But I have a very busy evening first, I’m fully booked, some going back to back. So please stay out of the way and get a start on your homework the pair of you. You can use my computer in the office, if you like.”

Tara had been taking a keener interest in Rosie’s homework and his school work in general since Georgy had told her how well he was doing, and Rosie was not overly happy about the intrusion.

With a sigh he just said Ok mum, but I’m getting changed first. Georgy was surprisingly a little more enthusiastic saying thanks, and adding that they didn’t have a computer round her house, not even a mobile phone.

In Rosie’s bedroom as was getting striped of he asked Georgy why she looked so excited.

“Apart from the fact that you are about to go down on my cummy pussy, and your mum’s letting us have a go on her computer. I think tonight’s the night Rosie.”

“Tonight’s the night for what, and what’s so good about using my mum’s computer?”

“Think about it Rosie, your mums cunt and arse are going to be dripping cum and fucked raw by the end of the night. She won’t be able to say no, I know I wouldn’t. I’m telling you Rosie she will be gagging for it. Just tell her you want to go down on her, like you go down on me and Steph.

You’ve got to go for it, trust me, and as for the computer. I’ve never been on a computer apart from the ones at school. Steph never lets me on hers, she’s told me about your mum’s web site. I’m dying to have a look at it, aren’t you?”

Rosie was taking it all in, and knew deep down she was right about his mum. He had noticed that she had changed a little since he had introduced her to Georgy. She was more seductive, like the way she would casually rub her pussy through her panties when he was watching. And a lot more open about what she did with the men who paid her for sex. A rush of anticipation came over Rosie and his heart raced with excitement as he looked down at Georgy with her legs spread wide offering up her pussy for his affections.

Rosie didn’t need and to be told he was hot for her messy hole and went to work. As he got Georgy off his thoughts were of his mum. He pictured in his minds eye her loose and over used whore holes. Wondering what it would be like to make her come. He hoped she would, it would be his Christmas wish come true.


With Tara entertaining a client Rosie and Georgy went down to the room Tara called her office that was, or would have been the dining room. They had never used it as dining room it didn’t even have a dining table, and for quite a large room it was quite sparse.

Rosie took his books out of his duffle bag and placed them next to the PC as Georgy pulled up a chair and sat next to him.

“Go on then Rosie start it up and lets get on the Internet”

The computer was on standby and flicked into life, displaying the two users who could log in. He logged himself on whishing he knew what his mum’s password was.

Opening up the search engine, he looked at Georgy and hesitated. “I don’t think we should be doing this, I don’t think my mum would like it.” Georgy told him not to be silly and type in Tara bareback slag Rose and hit search.

Rosie did and a load of link’s came up, and he opened the first one. It was a discussion forum and as he read down the list it was all about who had fucked his mum who hasn’t who wood and who would not.

Some saying how disgusting she was and that she shouldn’t be allowed to advertise her services. One entry was from a man claiming to have caught syphilis after fucking her and another claiming to have contracted the clap.

Some of them had other links posted relating to her. One was from another prostitute. Saying if you fuck this diseased slag stay away from me, take a look at her website and you tell me if you would let your dog fuck her. And by all accounts she will.

Rosie took this last comment with a pinch of salt; his mum wouldn’t let a dog fuck her, even if the tattoos on her hips said otherwise.

Go on Rosie click on that pointing to a link. He clicked on it and it took him to the official Tara Rose website, making him wonder how many unofficial ones were out there.

The page opened up with a picture of Tara in her workroom wearing a micro mini skirt, fishnet holdups, stiletto shoes, under bust corset and a bra that held her tits out like they were on a plate, she looked really hot and Rosie’s dick was trying to harden in his rubber pants Georgy had made him put on. She wanted him to stay horny, and hadn’t let him fuck her after he’d licked her out. Telling him it was for his own good, Georgy had learned that he did his best work on full balls and was almost as desperate to get Rosie to go down on Tara as he was.

The banner heading was simply “Welcome to Tara’s world Porn Star and Escort”.
Beneath the picture was a button sayings continue to Tara’s navigation page. Warning over eighteen’s only, explicit sexual content. Rosie clicked on this and it opened another window. The banner for this page was Tara No Condoms Rose.

It had a banner below it saying Members Entrance and a list of buttons and headings on the left of the screen and some text on the right but the picture in the middle made his jaw drop, it was his mum propped up on her bed naked with a huge grin on her face and her knees bent up with her legs spread wide revealing a huge blob of cum dripping out of her big juicy pussy.

On top of the picture the text read “Another satisfying day at work and it’s only ten in the morning”.

The text to the side read. Hi I’m Tara Rose, and the first thing you need to know about me is that I do not under any circumstances use condoms. I’m a full on bareback slag, and love cum in all my holes. A little picture next to it showed her cunt with a tattoo just above it saying CUM DUMP with red no condom signs either side.

“Christ” Rosie said out loud to nobody in general, as he studied the little picture.

Georgy had a hand between her thighs and was diddling her pussy, and started to read the text out load. Hearing the words made them all the more real.

I have sex for my own enjoyment and being a cum bucket and a slag is something I am proud of.

Yes I do charge for my services but as you will see the prices are very low for the level of service I provide. I could charge a lot more but then I would not get the high volume of men between my legs that I need daily.

I regularly get fucked by ten to fifteen plus men a day, every day and love it. My services are very extensive. Please look around my site and if you feel like shooting you’re cum in a bareback slag’s cunt, arse or mouth, or maybe having me fuck your arse with one of my strap-ons please get in touch. Or if you want to see me in action join my member’s section for explicit videos and picture sets.

Rosie clicked back to the main page with the list of buttons. Looking down he saw a free picture gallery button, and clicked on it.

His jaw dropped with what her saw, it was a picture of his mum taken from behind bending over pulling her arse cheeks apart looking back over her shoulder grinning. Her rectum was open with cum dribbling out, but what really shocked Rosie was the sight of her tattooed arse.

As he looked at the pictures he fantasising about going down on her cunt and arse, burying his face between he thighs and arse cheeks licking the cum out of them.
Rosie now was rubbing his cock trapped in his rubber pants needing relief and looked at Georgy.

Georgy stopped playing with herself and gently took hold of the hand Rosie was rubbing his groin with pulling it away.

“You want her more then ever don’t you Rosie, you are going to do it tonight aren’t you”

Rosie just nodded at Georgy who had a devilish grin on her face.

“Good, now you must stay horny for her, no playing with your cock until you have. It would be a good if you told her that you want to be her sissy bitch and start taking hormones. You want a girly figure with big tits; you’d make a gorgeous girly boy Rosie. Now turn that off, your mum will be finished with her punter soon and is sure to look in on us, we better look like we are doing some homework”

As Tara showed her punter out she did look in on them and smiled as they turned to look at her. Georgy had a cheeky look on her face as she made eye contact with Tara. Rosie’s gaze was firmly fixed on her crotch and Tara teased him a little by running her finger up and down the slit of her pussy through her panties. Saying my next punter will be here any second, he likes me sloppy, and he’s in for a treat.

As she spoke the doorbell rang. Tara said goodbye to Georgy as she had already said she would be of early as she had a date of her own that evening. And told Rosie that she would pop in and see him later to check on his homework.


With Tara now entertaining her client Georgy kissed Rosie goodbye wished him luck, and told him that she would be thinking of him as her step dad and his poker mates take turns fucking her.

“Make yourself look really slutty for your mum Rosie, and I’m going to want to hear all the details tomorrow round Steph’s.”


It was ten thirty when Tara let the Friday night boys in; there were seven of them who stopped by regular as clockwork on the way home to their wives after a few pints down the Coach and Horses pub on a Friday night. She enjoyed seeing them and the dirty bastards always gave her a good seeing to. But tonight they had three extra friends with them and she hoped they would be as filthy with her as the regulars were.

All the men followed Tara upstairs to her bedroom talking as she went, I don’t normally allow more the seven men in my room at the same time. But as I’m gagging for a good and filthy fucking I thought I’d make an exception. Talking directly to Harold who was one step behind her she asked him if he had told the newcomers the rules.

“Yes, they know you’re a slag and they can’t use condoms, don’t worry that’s why there here.”

“Good, I really want filling up tonight boy’s, so keep on fucking me till you drain your balls dry.”

Rosie followed them up shorty after and could hear the laughter and loud banter coming from his mum’s room. They were already in full swing giving his mum a right good fucking in all her holes.

He took his time getting ready, almost in slow motion. He and Georgy had gone through his things and a few that Georgy and Steph had given him before deciding on what he should wear. Eventually settling on a pair of skin-tight metallic pink booty shorts that Georgy had given him. Her hips and arse had long since filled out way too much for her to wear it and even he had to wriggle into them. He struggled tucking his cock and balls between his legs as he pulled them on.

The tightness of the booty shorts cut into the crack of his arse and his genitals making the wearing of them uncomfortable to say the least, but as he looked in the mirror he liked the look. He rubbed and caressed himself between his legs and felt his arse cheeks running his fingers down the deep grove between them.

Finishing his ensemble, he put on his pink bra filed with his breast forms, and a short white lace halter-top Steph had given him that came down just below his bra that was plainly visible through the sheer material.

Rosie worked on his makeup as he listed to his mum getting fucked over and over again. He did the works and went heavy with it, finishing of with electric pink gloss lipstick and matching nail varnish, even doing his toes.

With his own hair now growing out a bit he didn’t put his wig on, instead he brushed his into a short bob using hair spray to keep it in place. Stepping into his bright pink patent court shoes he took another look in the mirror. As he made different poses and pouted his lips he looked at himself from all different angles while going over in his mind what he would say and do. He had run this fantasy through his mind many thousands of times before, and the realisation that it might, would become realty both frightened and excited him at the same time. Whatever happened he knew things would never be the same again.

It was a quarter to one when the last man pulled out of Tara after taking almost twenty minutes of fucking and sucking to get him off. She had fucked them all out, and none of them had any more to give. As the last man in got dressed Tara pulled on her already cum drenched and stained black panties and grabbed her crotch and thrust her hips out. “Thanks boys this is one very satisfied and happy cunt, and my arse is also very grateful for all the attention.”

The guys came back at her with some jovial banter and loud comments about her being a top-notch whore and filthy as fuck. The banter carried on as she showed them to the front door where Tara asked them to leave quietly as she didn’t want to upset the neighbours.

As she came back up the stairs she paused outside Rosie’s bedroom knowing that he must be awake by the light emanating from the foot of the door.

Rosie heard her come back up the stairs and held his breath thinking she might come in, but she didn’t and he heard her move off and go back to her bedroom and close the door.

Rosie knew that after a really good fucking she would usually relax a bit before going to the bathroom to clean up. And on some nights like tonight she might not clean up at all.

Standing again in front of the mirror he told himself to count to ten and go. Don’t hesitate just go he told himself. He started to count and on seven he was opening his bedroom door and taking the four paces it took to get to his mums bedroom door and quietly opened it.

Tara was lying back on the cum splashed and stained red satin bed sheet naked apart from her saturated panties. Her head turned at the sound of the door opening and her heart skipped a beat as she studded Rosie coming slowly towards her by the light of her bedside table lamp. She held herself in check, resisting the desire to spread her legs and offer the slut her whore holes to worship.

“Can I have a kiss and a cuddle mum?” Rosie asked as he got on her bed with her. Tara made no reply or movement to prevent him as he kicked of his high heels and just cuddled up to her side with his head gently resting on her naked breast, her body glistening and clammy with sweat.

Rosie moved his right hand up to her left breasts and started to gently caress and fondle it, as he studied her half inch fat pierced and erect nipples that stood a good three quarters of an inch tall with her two and a half inch diameter areolas all inked a bright fuck me red framed with a rim of rose thorns up close. He sucked a nipple into his mouth as Tara sighed.

Yes she thought, the time has come to give into her needs. Her sissy boy was going to be hers tonight. Another small sigh escaped from Tara’s lips as she stroked the back of his head gently pushing his lips tighter into her bosom.

Tara wanted to push his head off her tit and down to her pulsing over used cunt and arse, and tell him to make love to her holes with his mouth. But she wanted, needed to have him beg for her sloppy holes.

“You didn’t come in here just for a cuddle and a kiss did you Rosie, tell me what you want, and mummy might let you have it.”

“I think you already know mum, I love to go down on Georgy after she has been with other guys, and that I’ve been cleaning Steph out. I want to do the same for you mum, I want to go down on you more than anything, please let me.

Tara was silent just gazing at the ceiling smiling at their reflection in the mirror.
Rosie was pleased that she hadn’t pushed him away and was waiting for a response.
She did not answer but her face was lit up with a smile and a small tear was rolling down her cheek.

Rosie placed his lips on hers and her mouth opened as they had their first passionate kiss. Rosie could taste cum and cock as his tongue explored her whore mouth, and he liked it. As their lips parted Rosie decided to go all out and put his cards on the table as Georgy and Steph had told him to do.

“I don’t just want to go down on you mum, I want to be a proper girly boy with tits. I want you to feminize me and put me on hormones. Please make me your bitch mum, I want to suck cock and get fucked in the arse. But what I want more that anything is to pleasure your pussy and arse, Georgy and Steph say I’m the best.”

Tara just smiled warmly back at him and put her hand on his head, now giving in to her needs pushing him down her body as she parted her legs. Feeling his soft skin rub against hers as he went down, his lips gently brushing against her torso.

“I have always needed a lot of cock Rosie, but just recently I have not been able to get enough. I’ve been fucking as many punters as possible to keep my filthy mind of all the deviant things I want to do with you, and now will be doing to you. Show me some skills baby, feast on my cunt and arse and I’ll make you my bitch, give you tits and a lot more.”

Rosie was now between his mother’s thighs, his pulse racing, his trapped cock and balls ached to be set free, but his mind was focused on the job at hand. He ran his tongue up the soggy crotch of her panties hooking his fingers into the waistband to pull them down. As he did Tara moved her body to aid their removal before leaning back and pulling her knees up to her bosom.

Her anus was now accessible and Rosie went for it first starting below her red and slightly gaping hole, as low as he could get and gently worked his way up the crack of her arse to her sphincter. Tara was cooing as his tongue and lips reached and fixed onto her anal ring.

“God that feels good Rosie, that’s it lick my ass out baby, and show your whore mistress how much you love it.”

Rosie pulled her arse cheeks apart as he swirled his tongue around her not so tight sphincter, dipping in and out of her well fucked and cum filed arse as Tara rocked her hips gently pushing her arse up into his eager mouth spilling, pushing out the contents from the men who had generously deposited their seed into her bowels mixed with her own arse juice.

Coming up for air briefly Rosie licked his lips.

“I love your arsehole mum, when I’ve gone down on Georgy’s and Steph’s freshly fucked holes they’ve never been this well used, or tasted this good. Please transform me into the hot girly boy, and let me do this for you again.”

Tara’s arse muscles flexed, contracted and relaxed as her pussy pulsed and throbbed with excitement. Rosie went back to work rimming his mother out a little more before starting to make his way up to her cum covered cunt lips.

Rosie kissed; licked and gently nibbled the lower folds of her messy gash, as Tara luxuriated in the decedent pleasure of having her whore holes that had been repeatedly fucked and filled with the spunk of ten men get a really good licking out.

Lying back relaxed she toyed with her nipples and felt up her heavy breasts. Rosie was good and she was getting close to orgasm as he repeatedly abandoned her dripping cunt to kiss her inner thighs and suckle on her erect clit before dipping back into her honey pot.

Rosie wanted to get his mum off but also wanted to prolong her pleasure and ensure that when she came, she came hard.
With ragged breath Tara told him that Steph and Georgy have trained her sissy bitch boy up good, and that from now on he would be spending a lot of time with his face between her arse checks and thighs.

It was music to his ears and he worked her pussy with a passion until Tara couldn’t take any more. Her whole body shook and twitched as a jet of fuck juice squirted out of her. With his open mouth he struggled to catch what he could but it was impossible as his mistress bucked her hips and sprayed his face.

It took Tara a few minutes to recover as Rosie continued to gently lick and suckle on her cunt lips.

“My god Rosie, you mad me squirt. Fuck I need to take a piss.”

Rosie got his lips over her pee hole just in time for Tara to let out a small stream of her fine wine into his mouth quickly followed by another and another. He worked hard to keep pace and managed to drink every drop of his mums piss.

As Tara recovered and her breathing became more sedated he again worked on her pussy.

“Tell me Rosie does Steph let you fuck her?”

Rosie paused his oral administrations and looked up at his mum making eye contact before answering.

“No mum, she only let’s me clean her out and drink from her, like I just did with you. More often than not she will give me a fucking with her strap-on letting me take my cock out and wank myself off into a pair of her used panties. Your not going to let me fuck you, are you?”

Tara chuckled to herself, thinking about how delicious it would be to have his big cock up her after she’d been gang fucked and fisted. Even better let him fuck her when she knew she had the clap.

“I’ll think about it, but I’m not promising anything and you will have to prove yourself worthy. Now I don’t mind you cleaning Steph out, in fact I want you to keep doing it and Georgy’s lovely, I couldn’t of picked a nicer girlfriend for you. But I’m your whore mistress now, and you’re my sissy bitch to do with as I see fit. Do you understand?”

Rosie replied yes, thanks mum and got a stinging slap on his left check. He was shocked but Tara was smiling down at his puzzled expression.

“From now on when you’re in my bed or serving me in any way, I’m your whore mistress. You can address me as Mistress or Mistress Tara, never mum or mummy unless I tell you to. I’ve got many instruments of pleasure and pain and I’m going to introduce you to them all. I’m going to turn you into a total bimbo fuck toy for my pleasure. That’s what you want isn’t it?”

“Yes, I want to be a sexy sissy fuck toy with big tits and arse more than anything Mistress.”

Tara got off the bed and instructed Rosie to remake it with fresh bedding, before she took his hand and led him to the bathroom and told him to strip.

As Rosie striped off what little he was wearing, and wriggled out of his booty shorts Tara stood at the sink removing her makeup, telling him not to play with his cock that was now free of its confinement rock hard and throbbing.

“You won’t be coming with your mistress bitch, I want you to keep your balls full. You can pleasure yourself when I’ve finished with you for the night. Now get on your knees in the shower, you’re going to learn how to clean my arse out properly.”

Rosie did as he was asked and Tara joined him telling him to rim her arse out and get it ready for her enemas. Satisfied she filled her bowels and clamped her arse closed holding in the contents.

“It’s going to be brown showers before bedtime for you every night from now on so you better get used to it. After I empty my bowels over you rim me and lick the shit out of your mistress arse. Then we will do it at leased twice more or until I’m totally clean”

As Tara was holding in the contents of her enema she felt Rosie’s face against her arse checks as he started to work his tongue into her anal ring pushing against the clenched tight muscle. Tara hadn’t expected or asked for this but it made her give out a sigh of pleasure and it didn’t take long before she relaxed enough to spray Rosie with the contents of her bowels.

Rosie chocked with the powerful burst of filth but as the flow subsided his hungry mouth was back sucking and probing the entrance to her back passage.

“Fuck yes; that’s it baby lick the shit out of my arse. You’re one dirty fucker Rosie.”

After the third enema Tara turned on the shower pointing it at the top of Rosie’s head who was still kneeling. The water ran cold making him shiver, as the water got to a nice temperature and the filth that was covering Rosie was washed away she directed it at herself and handed Rosie a sponge to help soap up every inch of her body.

With both of them cleaned up inside and out Tara sent Rosie to his bedroom telling him not to play with his cock, and that she would in to say goodnight. As he left the bathroom she gave him a playful slap on his arse and she giggled as it made him jump.

Tara was very pleased with the way things had gone and put on her special sexy nightie that was underwired and displayed her thirty-two E tits to perfection, exposing her fat nipples through cutaway holes in the cups. The hem of the nightie came just up to her hips and her pussy lips were clearly visible as she went into Rosie’s bedroom.

Rosie was wearing his nightie and lying on his back still sporting a formidable erection when she entered and got on the bed with him.

“You did really well Rosie, Steph and Georgy were right you are the best baby. And I should know, I’ve never been licked out as good as that before. I’m going to give you a treat, mummy’s going to show you how good she is at sucking cock. You would like that wouldn’t you?”

Tara’s hand was wandering over his scantily clad body slowly dragging up the hem of his nighty up until his cock was exposed. She was gagging for a taste, and licked her lips as she took hold of his cock and not waiting for his reply Tara moved her head over his cock that oozing pre-cum and lowered her lips to the bulbous helmet; gently kissed it then devoured half of it in one go. It was now Tara’s time to be greedy, and she gobbled his cock up into her throat. As she was moaning on his cock as he came, following hours of pent up frustration he blasted thick jets of hot cum into her throat and mouth. Tara sucked and swallowed not letting up and moved her pussy over Rosie’s face for him to reciprocate for the pleasure she was giving him.

Rosie needed no invitation craning his neck up to meet her fresh and clean pussy coming down to meet his lips, as Tara worked his cock. It didn’t take long for Rosie to cum again and Tara swallowed the generous load not letting a drop escape her greedy mouth.

Tara gave Rosie a kiss laced with his own cum and said goodnight, leaving Rosie to contemplate his new position in life, having gotten his Christmas wish and a lot more besides.


As Rosie arrived at Steph’s he was bursting with excitement and hoped Georgy was already there. He couldn’t wait to tell them both what happened the night before, and he wasn’t disappointed as Steph’s front door opened. Both Georgy and Steph dragged him in demanding details excitedly.

Rosie gave them chapter and verse of his exploits from the previous nights sexual activity with his mum, as Georgy jumped for joy waving her arms about like a demented four year old getting a birthday party with clowns and cake for the first time.

Steph brought them back to earth telling Rosie that her cunt needed licking out and she had a punter due to arrive in twenty minutes.

“O yes, lick Steph out Rosie then you can fuck me.”

As Rosie went to work on Steph, Georgy recounted how her mum had come home an hour early that morning after doing a double shift at the hospital and almost caught her step dad fucking her.

“Just five minutes earlier and she would have caught him balls deep in me, and half an hour earlier and two of his poker buddies who stayed over were taking turns on me.”

“One of these days Georgy your mum is going to catch you at it and she will through you out, with that looser Terence you call your step dad. And when she does you’re not moving in here with me.”

“Well, I wasn’t planning on moving in with you. I can move in with Rosie, can’t I Rosie?”

Rosie lifted his head up from between Steph’s thighs, smiling he told her she could. Georgy had a smug grin and Steph new better than to argue the reasons why this would difficult if not impossible.

Steph’s phone buzzed and she sighed, can’t a whore get her cunt licked out in peace for once, to no one in general and picked up the phone. She recognised the number at once, and a little shiver ran down her spine, it was Tara.

“Hi Tara, I was half expecting to hear from you. Everything is ok, isn’t it?”

Rosie again looked up at the sound of her mum’s name, and Georgy shouted out excitedly as usual “hello Tara it’s Georgy I’m here too.”

Steph pushed Rosie’s head back between her thighs and waved her hand at Georgy to shut up.

They could all hear Tara laughing on the other end of the phone, and Steph looked visibly relieved.

“Have you got Rosie’s tongue busy?”
The speech from Tara coming through Steph’s mobile was audible by all three of them, and Rosie again popped his head up and said yes she has mum before Steph could respond.

“Give the bitch a slap Steph, I’d give him more than that if he took his tongue out of my cunt or arse without permission.”

“I’ll let him off this once, everyone is a little excitable today. What is it I can do for you Tara?”

“I was just wondering if Georgy would like to come round and spend Christmas Eve with me and Rosie. My last booking is at seven, and I’ll be finished by nine o’clock at the very latest. I thought with her mum and step dad out of the way, and if it’s ok with you she could stay over.”

Georgy went into her excited hopping mode waving arms about, adding a chant of O yes, O yes, O yes over and over.

“You hear that Tara, I haven’t got any say in it.”

Tara chuckled and said “No I guess not, and if you get a chance pop in for a drink with us.” before they said their goodbyes Steph said she would and looked forward to it.



The last few days before Christmas Eve past quickly for Rosie and he was really excited that his mum was letting Georgy stay over, and Steph were coming round to join them for a drink straight after she had been gangbanged by a bunch of lads from a builders merchants in Hammersmith. It was twenty minutes past seven in the evening and Tara was entertaining five very merry black men in her bedroom.

Tara always really looking forward to seeing her gang of five as she called them. The five men were regulars and come round once a month to see her, usually on a Saturday night. Rosie could always tell when they were coming round because his mum goes a bit dizzy in the head.

All then men were good looking and she once said not one of them had a cock less than eight inches. On the occasions that they come round Tara never took a booking after them, and she always gave them extra time if they want it free of charge to drain their balls completely, and they always did.

Georgy was pulling a train for the Indian waiters at the back of the Star of Bengal Curry house. As it was Christmas eve and a Friday night they wanted an early start on her so they could all have a good go before they got too busy, and she expected to be finished just after seven. It was only a ten minutes bus ride away and Rosie was expecting her round any time now.

The clock ticked on and at half past seven on the dot the doorbell went and Rosie rushed to the door to let Georgy in.

She came through the door like a little tornado wrapping her arms around Rosie giving him a deep passionate kiss that left them both a little breathless.

“I got a really good fucking, and I took almost as much cock up my arse as I did in my cunt. I know how much you like having me after I’ve been butt fucked; I just wish you were there to watch. Please Rosie I need your cock in me, take me upstairs and fuck me.”

Rosie didn’t need asking twice and together they hurried up to his room.
Georgy quickly discarded her coat and shoes on the floor followed by her boob tube letting her tits bounce free revealing a hickey on her left breast.
Flopping backwards onto his bed she hooked her thumbs into the waistband of her panties and pulled them of. Left with just her micro mini skirt and stockings on, she spread her legs.

Rosie joined her after he took off his girly pink nickers and removed his pumps. Kneeling between her legs he looked down at her filthy cunt and holding his cock he rubbed the head up and down her gash. He knew what she wanted and Rosie was going to give it to her. Settling his cock head at the entrance to her pussy he applied a little pressure knowing Georgy would push back, and push back she did impatient for her greedy pussy to be filled.

None of the Indian waiters were much more than average between their legs. Georgy had received quantity making her feel cheep, dirty and used. She now needed the length and girth of Rosie’s cock to punish her filthy cunt.

With a powerful thrust he sheathed his cock in her sloppy hole making her gasp. Pulling out he smashed back into her. Georgy’s hole was deliciously tight on his cock and awash with sexual fluids. Rosie continued to power fuck her as she moaned and groaned beneath him rapidly reaching her climax.

Before she could come, he pulled out of her and grabbing her ankles pushing them up and back, exposing her arse, his cock was between her cheeks and pocking at her rectum. Gregory was almost breathless as she looked up at him, knowing that he was contemplating taking her anally.

“Go on Rosie, fuck me in the shitter, please baby get in there before my step dad takes it and opens up.”

Georgy had been fucked anally many times but never had anything close to what Rosie or her step dad Terence had between their legs up her back passage. He could see her hole was tight shut and the evidence of the men who had already been there made her little brown star glisten with their sperm inviting him in. He had already made his mind up and his alter ego pushed into her trying to force his way in as Georgy squirmed trying to relax her sphincter and welcome his cock into her rectum.

Georgy reached between her legs and took hold of his cock pulling it into her butt hole as Rosie increased the pressure. His cock head disappeared past her anal ring and clamped tight on his shaft as Georgy squealed like a pig gritting her teeth.

As Tara was getting sodomized and throat fucked, with her reggae music playing and her gang of five chatting loudly, drinking and smoking weed Georgy’s squeals were audible for all to hear.

Fuck me, we must be doing you wrong whore, one of the gang called out laughing. The slag next door is getting it good. “That your boy Tara, roughing up some sluts holes?”

All the guy’s laughed as they listened to the pitiful cries of Georgy begging for Rosie not to go any deeper in her arse.

Rosie was almost all in, just an inch and a little bit more to go when he paused. He had been a little lost in his own lust. Her cunt took all he could give and for the first time he was fucking a hole that was struggling to accommodate him.

Georgy had tears running down her checks and snot running out of her nose and sniffed back a whimper.

“Please Rosie, don’t stop. I want you to get all up in my arse, and use me as your anal whore. But please go a bit slower.”

Rosie pulled his cock out of her arse slowly. He smiled down at her, Georgy was his and he loved his filthy slag of a girlfriend. All he wanted to do now was make her happy, and take her over the edge.

“Don’t worry Georgy I’ll get my cock balls deep in your arse, I’m just going to beat up your dirty cunt a little bit more first. You’d like that wouldn’t you?”

Georgy grinned, “O yes, my pussy needs to be punished for being so greedy, take me doggy and teach it a good lesson.”

She quickly moved onto all fours telling Rosie he had good access to both her holes like this, and wiggled her behind at him inviting him to take a shot.

Rosie grabbed her hips to steady the target and stabbed at her dripping pussy finding his mark. Georgy let out a little sigh and buried her head in Rosie’s pillows hugging them in anticipation of what was to come. He worked his cock in he juicy hole steadily increasing the depth and force until he was fucking her full on. Georgy was already sexed up and ready for it, urging him on to fill her dirty cunt and make her come.

It wasn’t long before Georgy was in the throws of orgasmic bliss, her pussy clamping down on Rosie’s cock begging for his seed. She was not disappointed as he soon came inside her ravenous fuck hole. Pausing with his cock still throbbing in her pussy he looked down at her anal star that was looking a little red and saw. Panting Rosie told Georgy that her arse could wait a little wile longer for his cock, but not for his tongue.

“I’m going to lick the shit out of it, and when I’m done with your arse I’ll do your greedy cunt.”

After Rosie had finished his administrations they lay together giggling, playfully tickling and caressing each other, as Tara continued to get fucked in all her holes. Georgy was telling Rosie how much she wanted him not to just watch her getting fucked but to join her and to start taking cock in his arse.

“I want my girly boyfriend to go on proper sex dates with me, and share cock. You do want to be a slag like me don’t you Rosie.”

“I really want to be a sissy whore, and I want my mistress Tara to sell my arse. But I also want to be a slut for you. If you can find some men that would want to go with both of us, I’m more than up for it.”

The noise from Tara’s room was dying down and the guys were getting ready to leave. Rosie told Georgy that his mistress would be wanting him to clean her out, and asked if she could listen out for Steph and let her in.

Georgy watched as he put on his booty shorts and checked himself in the mirror.

“You’re going to make a great whore Rosie, but you do need to get some experience in first. I’m going to see that you get it, and I’ve go a few guys in mind who swing both ways.”

Rosie smiled back at Georgy as the sound of footsteps and the chatter of Tara and her gang of five could be heard going down the stairs.


Rosie was waiting for his mistress to come back up and stood by her bedroom door. Tara was pleased to see him and smiled.

“By the sound of it my bitch has been having a good time with his slag of a girlfriend. I’ve told you about making too much noise when I’m working, under different circumstances I would be busting my bitches balls.”

Rosie hung his head down and said sorry to his mistress, but Tara was in high spirits and couldn’t hide the fact. Taking him by the hand she lead him over to her dishevelled bed.

“Steph will be here soon and it’s getting on so just get your greedy mouth on my holes and that tongue of yours in me. Give me a good speed clean, and then you can do the bed and tidy while I shower and douche myself out.”

Wile Tara was in the shower, and Rosie was busy doing his maid duties the front doorbell rang and Georgy rushed down the stairs to let Steph in.

Steph had Georgy’s little suitcase and a plastic bag with a change of clothes for herself. As they went up to Rosie’s bedroom Tara was coming out of the shower wrapped in a towel.

“Hi Steph I’m so glad you could stop by, I bet you could do with using Rosie right now.”

Steph giggled and replied “Yes you could say that, do you mind?”

“Don’t be silly of course not, I’ll send the slut in to clean you out.”

Looking at Georgy with her little suitcase she asked her if she wanted to change in her room.

Georgy and Tara were sat at the kitchen table both dressed quite casually in tight jeans and sweaters, each with a full glass of wine and two empty glasses on the table ready for Steph and Rosie.

Steph joined them saying Rosie will be down shortly, after he had taken a shower.

Taking the glass of wine that Tara had just poured for her she sat down and took a swig.

”What are you teaching Rosie, Tara. He asked me if I wanted a speed clean. I had to ask him what exactly he meant by speed clean. The cheeky fucker grinned and said that he would get real greedy with me, and do me quick. Well I took him up on the offer and boy was it good, I’m going to use that approach more often from now on when I’m not looking for finesse.”

Georgy and Tara laughed loudly and Steph joined them.

Rosie could hear the laughter coming up from downstairs and rushed to get ready wanting to look good. He didn’t have anything apart from slutty clothes and automatically dressed himself up like a cheep slag.

He was happy with his look and went down to meet his harem of whores. As he entered the kitchen all eyes turned to him.

“Here she is at last, we’ve been talking about you. Come and sit next to your mum. You look lovely Rosie but we think you should have a more extensive wardrobe with girly clothes you can go out in. After all you’re going to have the body of a girl sooner rather than later.”

Tara got up and poured Rosie a glass of water and handed it to him with a little pill.

Happy Christmas Rosie baby, I was going to wait till tomorrow but as we are all here now I thought you would like to take the first of your hormone pills.

Rosie didn’t think twice and popped the pill in his mouth and swallowed it with a sip of water. All the girls cheered and clapped, with Georgy almost knocking her chair over as she jumped to her feet doing her thing.

Overjoyed Rosie gave his mum a hug and thanked her, as Steph and Georgy came round the table for a group hug. After the celebrations died down and they had all got seated again Georgy excitedly told Tara to tell Rosie about what she had planned for his schooling.

“I suppose I have to now” Tara gave Georgy a little frown, as she had wanted to surprise him.

“One of my clients Gerald is a tutor and covers maths and science, I’ve had a chat with his wife Fiona, who is head of the English faculty at a posh private girls school. She is going to help with having you tutored at home and taken out of school. I’ve told her how well you are doing and she’s certain that you will do even better under her guidance. But this wont happen until half term in February, the hormone treatment should be kicking by then.”

Rosie was speechless at the news and a little overwhelmed. It was a lot to take in and all he could do was lean over a plant his lips on hers and kiss her deeply, to more applause and shouts from Steph and Georgy.

Tara went to the fridge and took out a bottle of champagne saying she was saving this for tomorrow to have before Christmas Dinner but she thought this was a good time to open it. Popping the cork she through away what was left of Rosie’s water down the sink and filled his wine glass with the bubbly. Georgy and Steph downed what was left in their glasses and held them up for Tara to fill. With all the glasses charged Tara stood up holing court, as Steph shouted out speech, speech followed by Georgy O yes, a speech Tara.

Tara made a wave of her hand and cleared her throat dramatically.

“Here’s to the hungriest and most talented mouth I’ve ever had between my thighs and arse cheeks. The sexiest, most well hung sissy a slag could wish for in a boyfriend, and soon to be a full on ladyboy sex kitten. To Rosie”

They all drank to Rosie over and over again and chatted loudly into the night, until Steph looked at the kitchen clock and checked her watch.

O my God is that the time I’m going to struggle getting a cab I daren’t drive after all I’ve had to drink.”

Then stay the night; you will be coming round in the morning anyway. You can sleep in my bed with me, Rosie has put clean sheets on it.”

Steph looked at Tara as Rosie and Georgy looked at her, waiting for her response. There was more going on than was evident on the surface and they all felt it. A chemistry of sorts between Tara and Steph had been brewing.

“And what if I can’t keep my hands of you?”

“You wont get any complaints form me, I’d be disappointed if did.”

Turning to Rosie Tara told him to take Georgy up to bed, that she and Steph would clear up. After the pair had given Tara and Steph a goodnight kiss the scouted up the stairs giggling like schoolgirls.


To be continued..............