The making of Rosie Chapter 4
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The Making Of Rosie. Chapter One “Tara Discovers T free porn video
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 first instalment documenting his journey to becoming a shemale whore. (Fb, M+F, prost, whore, size, tv, toys, creampie, strap-on, ws)
Chapter One “Tara discovers Timmy’s secret”
The sound of Salt-N-Pepper let’s talk about sex broke the mornings silence, as Tara’s mobile phone came to life, it was just coming up to seven thirty on a sunny Saturday morning in August 1999.
Silencing the phone, she answered it with a husky but still sexy voice, “hello this is Tara” The man on the other end apologised for it being so early and asked if she was working and available.
“Yes baby I’m working and available do you know how to find me?”
“Yes my names Rob and I’ve seen you before, I’m parked in the allotments,” the man answered chirpily.
Tara lived with her son Tim in a little more than modest Victorian detached house just on the outskirts of London. It was the last house on the street, and it backed onto a main line out of Waterloo Station. So privacy from the rear of the house was guarantied. Adjacent to the house, allotments and a small car park for its patrons blocked the end of the street. It was a perfect location for the high number of punters she saw each day to come and go discreetly.
Now fully awake Tara paused for a few seconds and looked around taking in the mess she and the bedroom was in. Her Friday night boys had fucked her rotten for more than two hours solid the night before, taking turns on her over and over again until the last man pumped his third load into her pulling out of her abused ass just after half past one.
“Look honey I’ve just woke up and I need to clean up, I’m a mess. Can you give me half an hour?”
“Um, I really don’t mind if you’re in a bit of mess Tara”
“I’m in more than a bit of mess honey and the bed sheets are filthy”
Tara waited for the response and after a short pause he replied “That’s ok, it kind of turns me on” his chirpy tone now a little in hesitant.
Tara smiled “Ok I’ll come down and let you in”
Getting out of bed in just her black cum soaked panties she grabbed her sexy see-through chiffon and lace robe that hid nothing, slipped into a pair of stilettos, and went down stairs to let the man in.
Rob was already at the door as Tara got to it, and as soon as she opened the door, he quickly crossed the threshold and entered the house.
She flashed him a welcoming smile and took his hand leading him up the stairs.
“So you have seen me before then?” Tara had not recognised him but as she usually got fucked by more than ten punters a day, every day, she didn’t really expect to.
“Yes I’ve been to see you a few times”
Once in her bedroom he pulled out three, twenty-pound notes from his wallet and handed them to Tara, before starting to undress. Tara put the cash in her bedside draw and remover her robe. She and sat on the edge of her cum stained and dishevelled bed, wearing just the panties that she had slept in and her stilettos.
“If you have seen me before then you know what you are going to get, I told you I was a mess” she parted her thighs wide and patted the soggy crotch of her panties while studying this half-decent looking punter wondering what buttons to press.
I work nightshift and don’t normally finish until ten he volunteered; every time I’ve seen you it’s been straight after I’ve finish work. I’m pretty sure I’ve always been your first of the day.
Now naked he walked silently over to her, his raging hard-on leading the way. Kneeling down between her spread thighs his head level with her massive tits and fat protruding nipples, he took hold of one with both hands as he studied her pierced nipples with two and a half inch diameter areolas inked a bright fuck me red framed with rim of rose thorns.
What a fucking dirty slag he thought as he took the large nipple in his mouth and sucked it hard. Tara gave out a low moan and caressed the back of his head pulling him into her more than generous breast. She knew that this man, knew exactly what he was going to get and that he was turned on by it, so she thought she would tease him a little.
“That’s it baby such on my big nipple. I’m sorry I’m in such a mess; I would normally clean up before I go to sleep, but I got a really good fucking in every hole by a lot of guys last night. When the last man pulled out of my arse I was so tired I just pulled on these panties and crashed out”
The man’s breathing was getting a little ragged as he pulled away from her now fully erect nipple, and started to stimulate it’s twin.
With both nipples erect he knelt up and kissed her on the lips pressing his cock head into her damp crotch.
“Your mouth felt so good and hot sucking on my big nipples, do you want to go down on my skanky cunt or my arse before or after you fuck me, I’d really like that and I think you would to?”
He pushed her back onto the bed and she shuffled back so he could join her. He was disgusted with himself that his fantasy was so transparent to her, reaching for her panties she went to pull them off.
“No leave the knickers on”
Getting between her thighs his cock rested on the damp material as his hands caressed her breasts and he pulled slightly twisting her hard nipples while he took in every detail of the dirty slag. From her dishevelled blond locks, smeared and streaked makeup, the choker tattoo round her neck with the word “Slut” worked into the design like delicate lace embroidery.
Pulling her panties to one side he rubbed his engorged cock head against her sticky cunt lips, he sighed as if deciding whether or not he wanted to put his manhood into her filthy overused and possibly diseased sex.
He did want to, he needed to, and he plunged forward burying his good-sized seven inch cock in her slop bucket, he entered easily as her big cunt had long since given up providing any substantial resistance.
“O yes that’s it fuck me, fuck my dirty cunt”
The man carried on silently fucking her at a good steady pace as his hands caressed her torso; he ran his finger down to her belly tattoo of a blond girl with big tits, the image of Tara. The legs bent up, knees either side of the exaggerated breasts and nipples with her navel incorporated into the design to look like a massively gaping cunt, filled with a pool of sperm.
He started slamming into her harder and faster turned on by the filth this beautiful woman had decorated her body with, and knowing what a dirty slag she was.
“Fuck your one dirty slag, I want your arse”
“Yes you got that right, I’m the dirtiest whore you will ever go with” Tara pulled her knees up as Rob pulled out of her cunt and pulled her panties away from her back door and plunged in balls deep with one thrust.
“Tell me what a slag you are, tell me what a nasty whore you are”
“You fucking know, your fucking my whore arse and it’s not exactly tight is it. The last punters cock pulled out of that ravaged hole five hours ago. Just minutes before that another bloke pulled out of my cunt. That was a fucking good DP and I was well fucked by then. That’s why I just pulled on those panties that your dicks sliding up against and crashed out with their cum inside me, oozing out of my cunt and ass”
The sloshing and slapping noises were getting louder as Rob quickened his pace getting near to coming.
“I’m a cum dump and it says so right there” she said pointing to the tattoo just above her clit with a no condom sign either side of it that had was partly obscured by the panties.
He had seen the tattoo before and also her completely inked pussy with its incredibly realistic imitation of blond pubes. Her engorged fat cunt lips had also seen the tattoo artists needle and every inch and fold coloured with different shades of red fading into each other. Her arsehole was also tattooed up like a bulls eye with the inscription above it saying “Go Balls deep”.
Tara thought he was going blow his load in her arse but he pulled out. He knew what he wanted to do and if he came his lust would be gone and he wouldn’t have the balls to do it.
He looked down at Tara and she knew that she had pegged him right from the start; he wanted to feast on her filthy gash.
“You can do anything you want honey, don’t be shy with Tara”
And then he said it “I want to lick you out, I want to stick my tongue up your dirty cunt and arse”
“Now you’re talking, fucking do it” Tara beamed “pull my panties off so you can get a good go at my skanky fuck holes properly.”
He pulled her panties off and before sanity could prevail, he buried his face between her thighs, his tongue lashing at her meat curtains and probing her loose vaginal entrance. He worked his mouth up and down her pussy as Tara raised and rotated her hips gently thrusting her filthy gash into his face, This was one of her favourite things, and one of the few ways she could really get off with a punter, and it was a shame that very few men would do it. But then it took a special type of pervert to want to go down on her massively over used sex.
The man licked down past her vaginal opening as she pulled her knees up giving full access to both holes.
“Go on give my ass hole a lick you know you want to, and I want you to”
He licked along her arse crack first, then fixed his lips over her anal ring and whirled his tongue around before probing into her back passage.
“O god yes I love it, get that tongue up my shitter, clean it out good”
He probed and sucked away but as she a dollop of slop ran out of her arse into his mouth, it was all too much. Pulling his face away holding the slime in his mouth he quickly thrust his cock back into her cunt, and after giving it just a few good thrust he came hard spewing his seed into her willing sex while swallowing the goo in his mouth at the same time.
He kept his cock in her for a few moments before pulling out and Tara scooted round to give his cock a tongue bath, working it to try and keep him hard and ready to go again but the punter had lost his lust now with his balls drained. He felt pangs of regret and disgusted for what he’d just done and shakily he got of the bed and moved towards his cloths.
“Thanks Tara, that was, well wow”
“You’re welcome sir” she said cheekily, she had seen this so many times before. As soon as their balls got emptied and erection died they wanted out, and quickly. But she thought she would try and entice this man back for another go.
“By the way having some guy going down on me, especially when I’m dirty is something that really turns me on. If you ever fancy doing it again or if you want me freshly fucked just let me know first. Last night was unusual I almost always clean and shower before I turn in”
“Thanks Tara I will keep that in mind”
Enough said Tara put her robe back on and showed him to the front door watching him depart up the path towards the allotment car park, now with a little spring in his step.
Tara thought to herself that she hoped Rob would be back and go down on her properly; another five minutes or so more and she would have got off on his face.
Going back upstairs she busily cleaned up, giving herself her ritual morning enema and her cunt a good douche out.
Her bedroom all tidy, clean sheets on the bed she went down to get a light breakfast poking her head into her little boy’s bedroom on the way. He was still in bed and didn’t stir so she left him. It was only nine thirty and it was a Saturday morning so she would let him get up when he was ready.
It was getting on for two thirty in the afternoon when she showed two young men out of the house. The day was going well and another five guy’s had fucked her since the early morning encounter with Rob.
She had time to get ready for an out call and quickly look in on Tim before she went out.
Tim was Tara’s only c***d and just coming up to fifteen he was becoming more aware of just how different he was from other boys.
He was obsessed with his mum and he thought that she was the sexiest woman alive standing bare foot at five foot five; with long blonde teased out hair, green eyes and a wonderful set of firm natural thirty-two E tits that looked decedent on her slim well-toned body. She had a very tight twenty-two inch waist that flared out to her thirty-four inch hips.
Her fat nipples protruded from her breasts like big cigar buts that would poke through almost anything she wore, and impossible to hide especially if she had her nipple rings or bar bells in. At twenty-nine, she was a stunning piece of shag meat. With an uncontrollable libido, and a sex drive that could hardly ever be sedated.
Tara had Tim when she was f******n, and growing up he never knew who his farther was, and neither did she.
One thing for certain was that his farther was dark skinned and most probably had a very big cock. Tim inherited from him an overly large cock and his light brown skin that was like a deep golden brown Mediterranean tan.
Tim knew he was different from other boys because of his obsession with the sexy clothes his mother wore. And the desires and feelings he had stirring within him for her and for cock.
Tim had always liked the feel of female clothing against his skin; it was so much nicer than the rough coarse material boys had to wear.
He had no shortage of opportunity to indulge his sissy boy fantasies and urges. As Tim’s mum had a very extensive collection of sexy slutty underwear and clothing, more than any panty boy could dream of getting access to. Not to mention a vast assortment of sex toys.
When Tara was entertaining at home Tim was always sent to his room and told to make himself inconspicuous. Tim didn’t mind and he could entertain himself on his play station, watch TV or listen to some music as long as he used his headphones.
It was just coming up to three o’clock as Tara popped her head round the bedroom door and told him that she was off out for a couple of hours. Her long coat was unbuttoned and hung open to reveal what she had on underneath. A shiny hot pink skin tight pair of back laced thigh high boots with 6” shiny metal heals, white lycra micro mini skirt, a pink fishnet tank top that did nothing to hide the white bra struggling to encase her breasts and thumb sized nipples boring their way to freedom. Tim could easily make out the chunky barbells in her nipples. With her large hoop earrings, makeup plastered on heavy and very slutty her appearance shouted out loud and clear that this was one dirty skank whore, ready to get fucked.
Tim quickly replied “ok mum see you later” and she was gone before Tim’s erection swelled in his pants.
When he was a small c***d growing up he never gave the way she dressed a second thought. Even when she would slip into his bed at night after her last client had left to give him a cuddle and a goodnight kiss, dressed in just a baby doll nightie. He could smell the sex on her breath and on her body mixed with her perfume, as she would snuggle up to him.
Now with his body changing into that of a young man and the constant talk of sex at school with the other boys, he was confused about his feelings.
He knew he shouldn’t have such a strong sexual fixation on his mum, but then he also knew he should not be going down her used laundry, wearing her slut gear and jerking off into her soiled damp and cum stained panties. However, he could not stop himself.
With the sound of the front door closing, he was up and of his bed like a shot, jeans T-shirt socks and pants discarded in a flash.
When Tara went out on business in the afternoon she would always be away for at the very least an hour and a half and sometimes as long as five or six hours.
So Tim always had a guarantied window of opportunity of an hour and a half. He moved quickly to the spare bedroom Tara used as a walk in wardrobe and opened the treasure chest of soiled clothes. As Monday was Tara’s wash day the weekend always provided him with a good deal of choice and the horney little boy was not disappointed.
On the top was a pair of red fishnets hold ups and matching waist clincher, bra and panties that she had worn for her two punters not an hour earlier.
Tara often did more than one man at a time, and it was normal for him to spend Friday and Saturday nights in his bedroom with five or more men at a time taking turns fucking his mum. Like last night he thought to himself.
Tim wasted no time in rolling the stockings in his thumb and fingers and expertly pulling them up his smooth flawless legs, he took a quick look in the full-length mirror and admired how the red contrasted against his light golden brown skin. Next on was the waist clincher, it was an easy fit on his small frame, he knew he had some more growing to do, but coming up to f******n he was small for his age and stood an inch shorter than his mum at only five foot four, he also had a very light bone structure.
He stood posing in front of the mirror while tightening the laces at the back.
After a quick twirl in front of the mirror he picked up the bra, putting it on backwards fastened it then span it round and put his arms through the straps. The massive empty cups hung loosely on his chest.
Going back to the laundry basket he took out some more stockings and used panties and started the fill the empty recesses. This completed and another look in the mirror admiring the transformation he reached down for his cock, now at full erection protruding from his sparse downy pubes a good seven and a half inches in length and a good one and a half inches thick, and it seemed to be getting bigger by the day.
A few gentle strokes were all he dared do, as Tim wanted to pace himself and build up for a really big cum in his mum’s panties.
He picked up his mum’s cum stained and still damp panties stepping into them and pulling them up his legs. The felling of the cold damp gusset against his balls, and arse sent shivers down his spine.
The young men earlier must have pulled her panties aside and fucked both her cunt and arse leaving good deposits of cum in both holes to ooze out he thought.
Tim had been taught at school all about safe sex; in fact, you couldn’t turn on the telly without being warned about the dangers of unprotected sex, HIV and AIDS. But he knew safe sex was one thing his mum was not into.
Tim had heard her on the phone telling potential punters that she was strictly bareback only, a condom free zone with all holes available for them to cum in as many times as they can manage it.
Kneeling in front of the mirror Tim rubbed the spunk stained panties into his ball sack and the crack of his arse, god it was heaven. Reaching up his hands pawed and played with the stocking filled bra, loving the felling of silk and lace. He thought to himself how wonderful it would be to have real tits like his mum’s filing this bra with real tit flesh.
Tim’s right hand continued to cares his silk and lace clad body from the moist damp panties over his stomach encased in the waist clincher and bra as his left hand sort out his tight love hole.
As Tim’s finger entered the tight anal ring, he imagined that he was a whore and a real man was behind him, groping his tits calling him a filthy fucking slag as he pushed his bare hot throbbing cock up into his hungry hole. Just like, they did with his mum.
Pulling his finger out of his boy pussy he reached for his mum’s toy box! He had been slowly working his arse up to bigger and better things and today he wanted to push the limits.
He reached out and took hold of a finger vibrator, dipped its head in his mum’s industrial size pot of anal lube and slipped it buzzing into his boy pussy. He repeated the exercise three or four times to ensure that he had enough lube in there for Tara’s seven inch vibrator that he hadn’t managed to get all the way in yet. And today he was determined that it was going all the way home.
With a black pair of incredible soggy and soiled pair of panties in one hand at the ready he kneeled in front of the full length mirror. He positioned the lubed up and already buzzing vibrator against the entrance to his now itching fuck hole and slowly started to descend allowing just the first two inches into his anal tunnel before stopping. With the vibrator wedged in his arse the hand that was guiding it was free and he used both hands to rub the cum socked panties over his face as he sniffed the pungent odder of sex fluids while licking and sucking the gusset. Returning the panties to his cock he started to work it as he descended into heaven.
At this moment his heart stopped, from the corner of his eye he saw his mom.
How can this be? It had only been twenty minutes maybe thirty tops. He could hardly force himself to turn his head, but something inside him forced him to.
She was leaning against the doorway, her long leather coat hanging open with one hand on her hip.
Tim could not read any anger on her face, hard to read anything at all but possibly confusion, bewilderment. He did not recognise the desire and lust burning behind Tara’s gaze. The silence was unbearable, with just the sound of the vibrator buzzing between the checks of his arse almost fully inserted.
All Tim could do was bow his head as his cheeks burned with shame, and the vibrator buzzed away deep inside him. He looked down at his fishnet covered thighs and wilting cock with a tear of pre cum dripping from its tip.
Tara was frozen momentarily unable to move. Seeing what he had done with the panties she had slept in and watching him impale himself on the vibrator, made her cunt pulse, and sent her heart racing. What she wanted to do right then was **** him, get out one of her strapon’s and fuck him good, the depths of depravity she felt were dark and lustful almost consuming her. Taking stock of herself only at the moment she realized that he knew that she was there, she spoke as calmly as she could in a low concerned voice.
“Timmy, I think we need to talk, if you want to talk I will be in the kitchen”
“And even if you don’t fell like talking I think you should listen to what I have to say.
With that she left before she did something she would regret, leaving poor Tim to gather his thoughts and recover from the shock of his life.
As Tara left to go down to the kitchen her baggy cunt was leaking like a sieve, and she felt flushed. It frightened her to think what would have happened if Tim had not noticed her for another few minutes. She doubted that she could have controlled herself.
Tim removed the vibrator from his arse turning it off, and stood up slowly and started to take of the underwear. Having cleaned up, he put his jeans and t-shirt back on and gathered up the courage to go down stairs and face the music.
Tara was sitting at the kitchen table and a half empty glass of white whine in front of her. She leant back exhaling a cloud of smoke from a newly lit cigarette. Tim could not help but look at those perfect tits jutting out and her hard thick nipples straining the fabric of the bra and fishnet tank top.
Tim pulled up a chair and slowly sitting down beside her, he gazed at her bare right arm and the obscene tattoo running from the top almost all the way down to her elbow. There was no mistaking it. It was his mum dressed as a sexy dominatrix, she was holding up spiked handcuffs that dangled from one hand, and she had the other hand between her legs gripping an impossibly large strap-on dildo. Her left arm was adorned with a very erotic and again obscene depiction of Tara dressed as a trashy street prostitute displaying her wears.
A packet of cigarettes lay opened on the table with the bottle of wine and an empty glass. Tim had been caught by his mum on a number of occasions smoking and felt her wroth because of it. He was totally taken back when she flicked the packet towards him “go on I think you might need one”
As his trembling hand took one from the packet, Tara poured him half a glass of wine. This was not unusual, he was brought up with alcohol, having it on special occasions as well as with most evening meals.
Tara took another drag on her cigarette as Tim lit his. As she exhaled again she looked directly at Tim, now composed and desperately trying to be a mother and not a lusty whore. “Please Timmy answer me truthfully, how long have you been dressing up in my underwear and playing with my toys?”
Tim shuffled uneasily on his chair looking down unable to make eye contact and took a deep breath “About a year, maybe longer” he answered truthfully with his face a picture of embarrassment and shame.
“That must have been soon after you started tugging away at your cock then. It’s ok baby you can’t hide anything from me when it comes to sex, well maybe just the transvestite tendencies” She said with a cheeky grin trying to lighten the mood and also trying to ignore the desire and itch deep inside her pussy.
“Some men are born gay or bi and some just develop that way” She reached over to him tacking his hand as her lips formed a little smile. “I’m your mum, and I’ll love you no matter what”
Tara left that thought hanging for a few seconds before continuing.
“You may not be gay or bi, I have met many men in my time who like to cross dress and have a little anal stimulation. I don’t mind you dressing up and using”
Her sentence was cut short as her mobile phone bust into life; they both had a chuckle at the timing even though Tim’s was a little nervous and forced.
Picking up the phone she answered it with a very sexy “Hi Paul”
“Yes I can fit you in tonight what time would you like to come round?”
“Oh I already have a booking from 6:30 to 7:30 sorry, can you make 8:00 to 9:00”
“You can! oh that’s great, any special request on how you want me?”
“No problem I will be waiting for you” With that she said bye for now big boy and blew a kiss down the phone.
Returning her attention back to Tim she started talking again.
“As I was saying I don’t mind you experimenting a little with the dressing up and that. In fact I would love to help you, but you must keep it a secret”
The words just came out of her mouth and she had a pang of guilt, she hadn’t meant to say that, but she told herself it was ok, no harm in it.
“Others wouldn’t understand like me. I know you are almost fifteen but as far as school and the outside world is concerned you must appear just like a normal and healthy teenage boy”
“You may grow out of this by the time you are sixteen” The devil inside her said not if I can help it.
“You don’t want to be labelled a sissy and a fagot if you’re not one. It will be hard enough to deal with if you are, but I will help you, and support you”
She paused to put out her cigarette and refilled her glass. She needed another drink as her prepared little prep talk was not going the way she had wanted it. Or was it? That was her little boy sat down in front of her. And she shouldn’t be thinking of doing all the nasty things to him that whirled around inside her depraved mind.
“Think of me as a sex ther****t, I don’t think anyone could be more qualified. I have done everything and when it comes too wired I have heard it all seen it all and done it all. So I want you to talk to me, let me understand your desires and fantasies”
“What were you thinking of when I caught you in my dressing room Timmy”
Casting his mind back to just a half an hour ago and thinking of the vibrator buzzing away in his arse wishing it was real man meat sliding bareback into his boy pussy made his cock stir, and he shifted awkwardly in his chair.
Tim bowed his head slightly and said that he was thinking about having a real cock in the vibrators place and that he was a whore.
Tara’s cunt positively throbbed, but she kept her composure “Good, you are being honest with me, and that erection in your pants proves it. Don’t be ashamed or embarrassed. I have had a lot of clients over the years and a few regulars now that like me to dress them up as prostitutes or little girls and fuck them in the arse”
“They all like to be told what sexy sluts they are, and that they are good whores as I give them a good seeing to with one of my starp-on’s”
“Most of them are normal straight men with wives and families, they are just living out their fantasies”
“So you are not alone, in fact you are in good company. I have degraded and fucked the arses of the best of them, MP’s, councillors, high-powered business men, even the man who runs the video shop”
This made Tim lighten up and they both giggled.
“Tell me, is it just men you fantasize about or are you turned on by girls as well? Most boys your age and especially the good-looking ones like you, with lets just say your unnaturally large equipment would have a string of girlfriends”
“I like girls too, I like you mum” Tim paused for a few seconds and blurted out “I fantasize about you a lot”
Tara’s pussy was heating up good, creaming and throbbing as she lit another cigarette and took another sip of wine. She had to control herself she was his mum and had to put a stop to her wicked thoughts.
“I guess that is my fault, and I shouldn’t be surprised. After all, I do spend all my time dressed like a slut, always getting changed out of one sexy outfit into another. And I have never hidden my lifestyle from you. Maybe that was wrong of me”
“I know I have not been the best of mothers, just look at me now I’m dressed like the cheap whore I am. At the request of a client who had to cancel. But I’m glad he did. I wouldn’t have caught you in the act”
“But fantasies are just that, fantasise, some should stay that way and some should be lived out”
“I would love to help with the dressing up and that but! Well I will see what I can work out” Tara’s mind was in a spin, she wanted to do such nasty things with her baby boy, and she knew now that she could if she wanted to. But it was wrong, only if she could find him a girlfriend. Yes she could be happy if he was with a nice girl. And she could bury her feelings.
The time just seamed to disappear and Tara checking the kitchen clock realised she would have to start getting ready for her next punter.
“I am sorry Tim but we will have to continue this conversation later, I have got quite a busy night.”
Smiling she got up taking Tim’s hand pulling him up saying come here and give your mummy a hug.
Before he knew it she had pulled him into her embrace, her hard thick nipples and the heaving flesh of he breasts pushed into his chest.
Tim nestled his head in her neck as she pulled him a little tighter. Tim was trying his best to hold his crouch away from her, so not to push his steel hard cock into her thigh.
But Tara pushed her thigh into him, and the sensation made his cock jerk. Tara felt it too and she wanted to grind her thigh into his throbbing cock. The moment was over and coming to her senses, she released him from the embrace.
It was 5:15 and she said had just enough time to get ready for her double up at 5:30.
God she needed to get fucked, and get fucked hard she thought turning away from Tim she was off up to her bedroom for her pre flight checks as she called them.
This was also Tim’s queue to make himself scarce.
Tim went to his room and shut the door taking of his jeans to relive the pressure on his cock as he lay back on his bed.
His hand went automatically went to his cock, he wanted to hold out and wank to the sounds of his mother getting fucked.
Tim had listed to her many times and jerked off. Sometimes he fantasised that he was his mum and it was him taking cock after cock in his arse. But tonight he wanted to fantasise about being one of her punters doing just what he liked in all her holes.
He didn’t have to wait long, just before 5:30 the doorbell rang and he could hear footsteps coming up the stairs.
Tara chatted with the men asking if they had any particular fantasy, telling them not to be shy and that she had done it all and could not be shocked.
Arriving at her room and hearing the door close the voices became a little muffled.
But within a minute or two it didn’t matter. The familiar sound of the bed creaking got underway and as always, the volume rose as soon they got started.
“Yes that’s it lick my cunt out, get it ready for some hard cock”
“Oh yes feed me that cock let me suck it, while your mate gets my cunt ready”
“John is getting that cunt of yours warmed up for himself. This cock ain’t going in your cunt slut, not at least first time round. I’m getting first crack on that arse hole of yours. And you’re going to clean my cock up when I’m done coming in your shit hole?”
“Fuck yes please, I love sucking cock after its been buried deep in my dirty slutty arse”
With that Tim’s cock exploded, oh how he would have loved it to be his cock right now shooting rope after rope of hot spunk into his mum’s arse.
Having just cum Tim temporarily lost interest in listening to his mum getting fucked, and worked on spooning up the pool of cum from his belly sucking it off his fingers. He had just started doing this and he was really getting to like the taste of cum. Tim finished cleaning the last of his cum up with his underpants, he wish he had thought of getting a pair of his mums panties for the job.
He laid his head down and dozed off for what seemed like five minutes when he heard his mum’s door open. Looking at the clock it was just gone 6:30. Tara was doing a back to back as she called them and Tim knew what was in store for the next punter.
It didn’t take long for his suspicions to be confirmed.
He heard Tara on the phone telling the guy on the other end that she was ready and fully loaded.
The man was waiting outside in his car for Tara’s call and was pressing the doorbell within seconds.
Cumming up the stairs the man asked if her pussy was well fucked and sloppy like he had asked for it to be.
“You bet, I have got a full house for you today baby. Cunt and arse freshly fucked and 2 hot loads in each hole”
Tim’s cock was quickly back in business and twitching with excitement as he stated to manipulate it.
The way Tara was talking to this punter he must have been a regular, as Tara didn’t even ask him what he wanted.
“Get your clothes of and get on the bed” Tara instructed the man in a no nonsense tone. Within seconds the guy was naked on the bed as Tara pulled down her sopping panties.
Tim was straining to listen as he stroked his cock. Her bed creaked as Tara positioned herself above her punters face as he gazed up at her delicious looking snatch.
“That’s it take a good look at my creamy cunt bitch, you are going to eat this sloppy mess up. I want my cunt and arse clean and spunk free for my next punter. And you better do a good job or you won’t be getting your cock sucked”
“You hear me?”
“Yes Mistress Tara”
“Then stop your dithering and get to work on my filthy cunt”
Tim took his time jacking off listening to the filth coming from her dirty mouth, degrading and taunting the punter who was worshiping her cum filled pussy and arse.
After about fifteen minutes his cock jerked and he sent another blast of spunk onto his belly.
He turned on the TV put on his headphones and stated to flick through the channels waiting for the 8 o’clock movie to start.
Even with the headphones on he could still hear the opening and closing of Tara’s bedroom door and the footsteps coming up and down the stairs so he knew her regular Paul had been and gone. The old war film was just getting to the end when he heard a lot of footsteps on the stairs, looking at the clock it was a ten thirty.
With the footsteps on the stairs he could hear the banter, this was almost certainly going to be her last engagement of the night and it sounded like she would be taking on at least seven or eight guys.
Tim had fallen asleep and woke up around midnight when he heard the sound of the guys leaving to calls of what a slut and I will see you next week Tara.
Then Tim heard the familiar sound of the shower running and he closed his eyes and snuggled naked under the duvet.
Tara washed herself under the shower her mind unable to shake off the day’s revelations.
Subconsciously she took a little extra care over her appearance, even applied a little makeup that she would never normally do before going to bed. Sorting through her nighties she selected a real sexy one, not that all her nighties weren’t sexy but she liked this one especially. Due to her thirty-two E tits she had many underwired bras and garments made to measure and this one held her tits up and displayed her assets very nicely, revealing her rock hard fat nipples.
The hem of the nightie came just up to her hips and her pussy lips would have been visible if she was not wearing a thong.
She thought about taking it off for a second, and then reality checked in. What was she doing, she was on auto pilot out to seduce her son.
Tara felt guilt and was torn between what was right and wrong. Just a cuddle and kiss him goodnight would be ok, she did that all the time. There was nothing wrong with that.
Tara went to Tim’s bedroom and opened the door, silhouetted against the landing light, framed in the doorway Tara looked all woman and sexy as hell in her almost transparent nightie.
She held her pose for a few seconds as Tim looked at her before gonging across to his bed. “Got a cuddle for your mummy?”
She didn’t wait for a reply but slipped into his bed and pulled him to her. Tim made no attempt to hide his growing erection and pushed it into her thigh.
Tara pushed back slightly and gave him a light kiss, and asked him if he would like to do some dressing up with her help.
“It’s Sunday and I have no bookings until four, and I won’t take any, I promise, and I will even switch my phone off”
“Yes I would love that mum” he replied, and with that she forced herself to slip back out of his bed and leave him there, now with another full erection.
To be continued
Chapter One “Tara discovers Timmy’s secret”
The sound of Salt-N-Pepper let’s talk about sex broke the mornings silence, as Tara’s mobile phone came to life, it was just coming up to seven thirty on a sunny Saturday morning in August 1999.
Silencing the phone, she answered it with a husky but still sexy voice, “hello this is Tara” The man on the other end apologised for it being so early and asked if she was working and available.
“Yes baby I’m working and available do you know how to find me?”
“Yes my names Rob and I’ve seen you before, I’m parked in the allotments,” the man answered chirpily.
Tara lived with her son Tim in a little more than modest Victorian detached house just on the outskirts of London. It was the last house on the street, and it backed onto a main line out of Waterloo Station. So privacy from the rear of the house was guarantied. Adjacent to the house, allotments and a small car park for its patrons blocked the end of the street. It was a perfect location for the high number of punters she saw each day to come and go discreetly.
Now fully awake Tara paused for a few seconds and looked around taking in the mess she and the bedroom was in. Her Friday night boys had fucked her rotten for more than two hours solid the night before, taking turns on her over and over again until the last man pumped his third load into her pulling out of her abused ass just after half past one.
“Look honey I’ve just woke up and I need to clean up, I’m a mess. Can you give me half an hour?”
“Um, I really don’t mind if you’re in a bit of mess Tara”
“I’m in more than a bit of mess honey and the bed sheets are filthy”
Tara waited for the response and after a short pause he replied “That’s ok, it kind of turns me on” his chirpy tone now a little in hesitant.
Tara smiled “Ok I’ll come down and let you in”
Getting out of bed in just her black cum soaked panties she grabbed her sexy see-through chiffon and lace robe that hid nothing, slipped into a pair of stilettos, and went down stairs to let the man in.
Rob was already at the door as Tara got to it, and as soon as she opened the door, he quickly crossed the threshold and entered the house.
She flashed him a welcoming smile and took his hand leading him up the stairs.
“So you have seen me before then?” Tara had not recognised him but as she usually got fucked by more than ten punters a day, every day, she didn’t really expect to.
“Yes I’ve been to see you a few times”
Once in her bedroom he pulled out three, twenty-pound notes from his wallet and handed them to Tara, before starting to undress. Tara put the cash in her bedside draw and remover her robe. She and sat on the edge of her cum stained and dishevelled bed, wearing just the panties that she had slept in and her stilettos.
“If you have seen me before then you know what you are going to get, I told you I was a mess” she parted her thighs wide and patted the soggy crotch of her panties while studying this half-decent looking punter wondering what buttons to press.
I work nightshift and don’t normally finish until ten he volunteered; every time I’ve seen you it’s been straight after I’ve finish work. I’m pretty sure I’ve always been your first of the day.
Now naked he walked silently over to her, his raging hard-on leading the way. Kneeling down between her spread thighs his head level with her massive tits and fat protruding nipples, he took hold of one with both hands as he studied her pierced nipples with two and a half inch diameter areolas inked a bright fuck me red framed with rim of rose thorns.
What a fucking dirty slag he thought as he took the large nipple in his mouth and sucked it hard. Tara gave out a low moan and caressed the back of his head pulling him into her more than generous breast. She knew that this man, knew exactly what he was going to get and that he was turned on by it, so she thought she would tease him a little.
“That’s it baby such on my big nipple. I’m sorry I’m in such a mess; I would normally clean up before I go to sleep, but I got a really good fucking in every hole by a lot of guys last night. When the last man pulled out of my arse I was so tired I just pulled on these panties and crashed out”
The man’s breathing was getting a little ragged as he pulled away from her now fully erect nipple, and started to stimulate it’s twin.
With both nipples erect he knelt up and kissed her on the lips pressing his cock head into her damp crotch.
“Your mouth felt so good and hot sucking on my big nipples, do you want to go down on my skanky cunt or my arse before or after you fuck me, I’d really like that and I think you would to?”
He pushed her back onto the bed and she shuffled back so he could join her. He was disgusted with himself that his fantasy was so transparent to her, reaching for her panties she went to pull them off.
“No leave the knickers on”
Getting between her thighs his cock rested on the damp material as his hands caressed her breasts and he pulled slightly twisting her hard nipples while he took in every detail of the dirty slag. From her dishevelled blond locks, smeared and streaked makeup, the choker tattoo round her neck with the word “Slut” worked into the design like delicate lace embroidery.
Pulling her panties to one side he rubbed his engorged cock head against her sticky cunt lips, he sighed as if deciding whether or not he wanted to put his manhood into her filthy overused and possibly diseased sex.
He did want to, he needed to, and he plunged forward burying his good-sized seven inch cock in her slop bucket, he entered easily as her big cunt had long since given up providing any substantial resistance.
“O yes that’s it fuck me, fuck my dirty cunt”
The man carried on silently fucking her at a good steady pace as his hands caressed her torso; he ran his finger down to her belly tattoo of a blond girl with big tits, the image of Tara. The legs bent up, knees either side of the exaggerated breasts and nipples with her navel incorporated into the design to look like a massively gaping cunt, filled with a pool of sperm.
He started slamming into her harder and faster turned on by the filth this beautiful woman had decorated her body with, and knowing what a dirty slag she was.
“Fuck your one dirty slag, I want your arse”
“Yes you got that right, I’m the dirtiest whore you will ever go with” Tara pulled her knees up as Rob pulled out of her cunt and pulled her panties away from her back door and plunged in balls deep with one thrust.
“Tell me what a slag you are, tell me what a nasty whore you are”
“You fucking know, your fucking my whore arse and it’s not exactly tight is it. The last punters cock pulled out of that ravaged hole five hours ago. Just minutes before that another bloke pulled out of my cunt. That was a fucking good DP and I was well fucked by then. That’s why I just pulled on those panties that your dicks sliding up against and crashed out with their cum inside me, oozing out of my cunt and ass”
The sloshing and slapping noises were getting louder as Rob quickened his pace getting near to coming.
“I’m a cum dump and it says so right there” she said pointing to the tattoo just above her clit with a no condom sign either side of it that had was partly obscured by the panties.
He had seen the tattoo before and also her completely inked pussy with its incredibly realistic imitation of blond pubes. Her engorged fat cunt lips had also seen the tattoo artists needle and every inch and fold coloured with different shades of red fading into each other. Her arsehole was also tattooed up like a bulls eye with the inscription above it saying “Go Balls deep”.
Tara thought he was going blow his load in her arse but he pulled out. He knew what he wanted to do and if he came his lust would be gone and he wouldn’t have the balls to do it.
He looked down at Tara and she knew that she had pegged him right from the start; he wanted to feast on her filthy gash.
“You can do anything you want honey, don’t be shy with Tara”
And then he said it “I want to lick you out, I want to stick my tongue up your dirty cunt and arse”
“Now you’re talking, fucking do it” Tara beamed “pull my panties off so you can get a good go at my skanky fuck holes properly.”
He pulled her panties off and before sanity could prevail, he buried his face between her thighs, his tongue lashing at her meat curtains and probing her loose vaginal entrance. He worked his mouth up and down her pussy as Tara raised and rotated her hips gently thrusting her filthy gash into his face, This was one of her favourite things, and one of the few ways she could really get off with a punter, and it was a shame that very few men would do it. But then it took a special type of pervert to want to go down on her massively over used sex.
The man licked down past her vaginal opening as she pulled her knees up giving full access to both holes.
“Go on give my ass hole a lick you know you want to, and I want you to”
He licked along her arse crack first, then fixed his lips over her anal ring and whirled his tongue around before probing into her back passage.
“O god yes I love it, get that tongue up my shitter, clean it out good”
He probed and sucked away but as she a dollop of slop ran out of her arse into his mouth, it was all too much. Pulling his face away holding the slime in his mouth he quickly thrust his cock back into her cunt, and after giving it just a few good thrust he came hard spewing his seed into her willing sex while swallowing the goo in his mouth at the same time.
He kept his cock in her for a few moments before pulling out and Tara scooted round to give his cock a tongue bath, working it to try and keep him hard and ready to go again but the punter had lost his lust now with his balls drained. He felt pangs of regret and disgusted for what he’d just done and shakily he got of the bed and moved towards his cloths.
“Thanks Tara, that was, well wow”
“You’re welcome sir” she said cheekily, she had seen this so many times before. As soon as their balls got emptied and erection died they wanted out, and quickly. But she thought she would try and entice this man back for another go.
“By the way having some guy going down on me, especially when I’m dirty is something that really turns me on. If you ever fancy doing it again or if you want me freshly fucked just let me know first. Last night was unusual I almost always clean and shower before I turn in”
“Thanks Tara I will keep that in mind”
Enough said Tara put her robe back on and showed him to the front door watching him depart up the path towards the allotment car park, now with a little spring in his step.
Tara thought to herself that she hoped Rob would be back and go down on her properly; another five minutes or so more and she would have got off on his face.
Going back upstairs she busily cleaned up, giving herself her ritual morning enema and her cunt a good douche out.
Her bedroom all tidy, clean sheets on the bed she went down to get a light breakfast poking her head into her little boy’s bedroom on the way. He was still in bed and didn’t stir so she left him. It was only nine thirty and it was a Saturday morning so she would let him get up when he was ready.
It was getting on for two thirty in the afternoon when she showed two young men out of the house. The day was going well and another five guy’s had fucked her since the early morning encounter with Rob.
She had time to get ready for an out call and quickly look in on Tim before she went out.
Tim was Tara’s only c***d and just coming up to fifteen he was becoming more aware of just how different he was from other boys.
He was obsessed with his mum and he thought that she was the sexiest woman alive standing bare foot at five foot five; with long blonde teased out hair, green eyes and a wonderful set of firm natural thirty-two E tits that looked decedent on her slim well-toned body. She had a very tight twenty-two inch waist that flared out to her thirty-four inch hips.
Her fat nipples protruded from her breasts like big cigar buts that would poke through almost anything she wore, and impossible to hide especially if she had her nipple rings or bar bells in. At twenty-nine, she was a stunning piece of shag meat. With an uncontrollable libido, and a sex drive that could hardly ever be sedated.
Tara had Tim when she was f******n, and growing up he never knew who his farther was, and neither did she.
One thing for certain was that his farther was dark skinned and most probably had a very big cock. Tim inherited from him an overly large cock and his light brown skin that was like a deep golden brown Mediterranean tan.
Tim knew he was different from other boys because of his obsession with the sexy clothes his mother wore. And the desires and feelings he had stirring within him for her and for cock.
Tim had always liked the feel of female clothing against his skin; it was so much nicer than the rough coarse material boys had to wear.
He had no shortage of opportunity to indulge his sissy boy fantasies and urges. As Tim’s mum had a very extensive collection of sexy slutty underwear and clothing, more than any panty boy could dream of getting access to. Not to mention a vast assortment of sex toys.
When Tara was entertaining at home Tim was always sent to his room and told to make himself inconspicuous. Tim didn’t mind and he could entertain himself on his play station, watch TV or listen to some music as long as he used his headphones.
It was just coming up to three o’clock as Tara popped her head round the bedroom door and told him that she was off out for a couple of hours. Her long coat was unbuttoned and hung open to reveal what she had on underneath. A shiny hot pink skin tight pair of back laced thigh high boots with 6” shiny metal heals, white lycra micro mini skirt, a pink fishnet tank top that did nothing to hide the white bra struggling to encase her breasts and thumb sized nipples boring their way to freedom. Tim could easily make out the chunky barbells in her nipples. With her large hoop earrings, makeup plastered on heavy and very slutty her appearance shouted out loud and clear that this was one dirty skank whore, ready to get fucked.
Tim quickly replied “ok mum see you later” and she was gone before Tim’s erection swelled in his pants.
When he was a small c***d growing up he never gave the way she dressed a second thought. Even when she would slip into his bed at night after her last client had left to give him a cuddle and a goodnight kiss, dressed in just a baby doll nightie. He could smell the sex on her breath and on her body mixed with her perfume, as she would snuggle up to him.
Now with his body changing into that of a young man and the constant talk of sex at school with the other boys, he was confused about his feelings.
He knew he shouldn’t have such a strong sexual fixation on his mum, but then he also knew he should not be going down her used laundry, wearing her slut gear and jerking off into her soiled damp and cum stained panties. However, he could not stop himself.
With the sound of the front door closing, he was up and of his bed like a shot, jeans T-shirt socks and pants discarded in a flash.
When Tara went out on business in the afternoon she would always be away for at the very least an hour and a half and sometimes as long as five or six hours.
So Tim always had a guarantied window of opportunity of an hour and a half. He moved quickly to the spare bedroom Tara used as a walk in wardrobe and opened the treasure chest of soiled clothes. As Monday was Tara’s wash day the weekend always provided him with a good deal of choice and the horney little boy was not disappointed.
On the top was a pair of red fishnets hold ups and matching waist clincher, bra and panties that she had worn for her two punters not an hour earlier.
Tara often did more than one man at a time, and it was normal for him to spend Friday and Saturday nights in his bedroom with five or more men at a time taking turns fucking his mum. Like last night he thought to himself.
Tim wasted no time in rolling the stockings in his thumb and fingers and expertly pulling them up his smooth flawless legs, he took a quick look in the full-length mirror and admired how the red contrasted against his light golden brown skin. Next on was the waist clincher, it was an easy fit on his small frame, he knew he had some more growing to do, but coming up to f******n he was small for his age and stood an inch shorter than his mum at only five foot four, he also had a very light bone structure.
He stood posing in front of the mirror while tightening the laces at the back.
After a quick twirl in front of the mirror he picked up the bra, putting it on backwards fastened it then span it round and put his arms through the straps. The massive empty cups hung loosely on his chest.
Going back to the laundry basket he took out some more stockings and used panties and started the fill the empty recesses. This completed and another look in the mirror admiring the transformation he reached down for his cock, now at full erection protruding from his sparse downy pubes a good seven and a half inches in length and a good one and a half inches thick, and it seemed to be getting bigger by the day.
A few gentle strokes were all he dared do, as Tim wanted to pace himself and build up for a really big cum in his mum’s panties.
He picked up his mum’s cum stained and still damp panties stepping into them and pulling them up his legs. The felling of the cold damp gusset against his balls, and arse sent shivers down his spine.
The young men earlier must have pulled her panties aside and fucked both her cunt and arse leaving good deposits of cum in both holes to ooze out he thought.
Tim had been taught at school all about safe sex; in fact, you couldn’t turn on the telly without being warned about the dangers of unprotected sex, HIV and AIDS. But he knew safe sex was one thing his mum was not into.
Tim had heard her on the phone telling potential punters that she was strictly bareback only, a condom free zone with all holes available for them to cum in as many times as they can manage it.
Kneeling in front of the mirror Tim rubbed the spunk stained panties into his ball sack and the crack of his arse, god it was heaven. Reaching up his hands pawed and played with the stocking filled bra, loving the felling of silk and lace. He thought to himself how wonderful it would be to have real tits like his mum’s filing this bra with real tit flesh.
Tim’s right hand continued to cares his silk and lace clad body from the moist damp panties over his stomach encased in the waist clincher and bra as his left hand sort out his tight love hole.
As Tim’s finger entered the tight anal ring, he imagined that he was a whore and a real man was behind him, groping his tits calling him a filthy fucking slag as he pushed his bare hot throbbing cock up into his hungry hole. Just like, they did with his mum.
Pulling his finger out of his boy pussy he reached for his mum’s toy box! He had been slowly working his arse up to bigger and better things and today he wanted to push the limits.
He reached out and took hold of a finger vibrator, dipped its head in his mum’s industrial size pot of anal lube and slipped it buzzing into his boy pussy. He repeated the exercise three or four times to ensure that he had enough lube in there for Tara’s seven inch vibrator that he hadn’t managed to get all the way in yet. And today he was determined that it was going all the way home.
With a black pair of incredible soggy and soiled pair of panties in one hand at the ready he kneeled in front of the full length mirror. He positioned the lubed up and already buzzing vibrator against the entrance to his now itching fuck hole and slowly started to descend allowing just the first two inches into his anal tunnel before stopping. With the vibrator wedged in his arse the hand that was guiding it was free and he used both hands to rub the cum socked panties over his face as he sniffed the pungent odder of sex fluids while licking and sucking the gusset. Returning the panties to his cock he started to work it as he descended into heaven.
At this moment his heart stopped, from the corner of his eye he saw his mom.
How can this be? It had only been twenty minutes maybe thirty tops. He could hardly force himself to turn his head, but something inside him forced him to.
She was leaning against the doorway, her long leather coat hanging open with one hand on her hip.
Tim could not read any anger on her face, hard to read anything at all but possibly confusion, bewilderment. He did not recognise the desire and lust burning behind Tara’s gaze. The silence was unbearable, with just the sound of the vibrator buzzing between the checks of his arse almost fully inserted.
All Tim could do was bow his head as his cheeks burned with shame, and the vibrator buzzed away deep inside him. He looked down at his fishnet covered thighs and wilting cock with a tear of pre cum dripping from its tip.
Tara was frozen momentarily unable to move. Seeing what he had done with the panties she had slept in and watching him impale himself on the vibrator, made her cunt pulse, and sent her heart racing. What she wanted to do right then was **** him, get out one of her strapon’s and fuck him good, the depths of depravity she felt were dark and lustful almost consuming her. Taking stock of herself only at the moment she realized that he knew that she was there, she spoke as calmly as she could in a low concerned voice.
“Timmy, I think we need to talk, if you want to talk I will be in the kitchen”
“And even if you don’t fell like talking I think you should listen to what I have to say.
With that she left before she did something she would regret, leaving poor Tim to gather his thoughts and recover from the shock of his life.
As Tara left to go down to the kitchen her baggy cunt was leaking like a sieve, and she felt flushed. It frightened her to think what would have happened if Tim had not noticed her for another few minutes. She doubted that she could have controlled herself.
Tim removed the vibrator from his arse turning it off, and stood up slowly and started to take of the underwear. Having cleaned up, he put his jeans and t-shirt back on and gathered up the courage to go down stairs and face the music.
Tara was sitting at the kitchen table and a half empty glass of white whine in front of her. She leant back exhaling a cloud of smoke from a newly lit cigarette. Tim could not help but look at those perfect tits jutting out and her hard thick nipples straining the fabric of the bra and fishnet tank top.
Tim pulled up a chair and slowly sitting down beside her, he gazed at her bare right arm and the obscene tattoo running from the top almost all the way down to her elbow. There was no mistaking it. It was his mum dressed as a sexy dominatrix, she was holding up spiked handcuffs that dangled from one hand, and she had the other hand between her legs gripping an impossibly large strap-on dildo. Her left arm was adorned with a very erotic and again obscene depiction of Tara dressed as a trashy street prostitute displaying her wears.
A packet of cigarettes lay opened on the table with the bottle of wine and an empty glass. Tim had been caught by his mum on a number of occasions smoking and felt her wroth because of it. He was totally taken back when she flicked the packet towards him “go on I think you might need one”
As his trembling hand took one from the packet, Tara poured him half a glass of wine. This was not unusual, he was brought up with alcohol, having it on special occasions as well as with most evening meals.
Tara took another drag on her cigarette as Tim lit his. As she exhaled again she looked directly at Tim, now composed and desperately trying to be a mother and not a lusty whore. “Please Timmy answer me truthfully, how long have you been dressing up in my underwear and playing with my toys?”
Tim shuffled uneasily on his chair looking down unable to make eye contact and took a deep breath “About a year, maybe longer” he answered truthfully with his face a picture of embarrassment and shame.
“That must have been soon after you started tugging away at your cock then. It’s ok baby you can’t hide anything from me when it comes to sex, well maybe just the transvestite tendencies” She said with a cheeky grin trying to lighten the mood and also trying to ignore the desire and itch deep inside her pussy.
“Some men are born gay or bi and some just develop that way” She reached over to him tacking his hand as her lips formed a little smile. “I’m your mum, and I’ll love you no matter what”
Tara left that thought hanging for a few seconds before continuing.
“You may not be gay or bi, I have met many men in my time who like to cross dress and have a little anal stimulation. I don’t mind you dressing up and using”
Her sentence was cut short as her mobile phone bust into life; they both had a chuckle at the timing even though Tim’s was a little nervous and forced.
Picking up the phone she answered it with a very sexy “Hi Paul”
“Yes I can fit you in tonight what time would you like to come round?”
“Oh I already have a booking from 6:30 to 7:30 sorry, can you make 8:00 to 9:00”
“You can! oh that’s great, any special request on how you want me?”
“No problem I will be waiting for you” With that she said bye for now big boy and blew a kiss down the phone.
Returning her attention back to Tim she started talking again.
“As I was saying I don’t mind you experimenting a little with the dressing up and that. In fact I would love to help you, but you must keep it a secret”
The words just came out of her mouth and she had a pang of guilt, she hadn’t meant to say that, but she told herself it was ok, no harm in it.
“Others wouldn’t understand like me. I know you are almost fifteen but as far as school and the outside world is concerned you must appear just like a normal and healthy teenage boy”
“You may grow out of this by the time you are sixteen” The devil inside her said not if I can help it.
“You don’t want to be labelled a sissy and a fagot if you’re not one. It will be hard enough to deal with if you are, but I will help you, and support you”
She paused to put out her cigarette and refilled her glass. She needed another drink as her prepared little prep talk was not going the way she had wanted it. Or was it? That was her little boy sat down in front of her. And she shouldn’t be thinking of doing all the nasty things to him that whirled around inside her depraved mind.
“Think of me as a sex ther****t, I don’t think anyone could be more qualified. I have done everything and when it comes too wired I have heard it all seen it all and done it all. So I want you to talk to me, let me understand your desires and fantasies”
“What were you thinking of when I caught you in my dressing room Timmy”
Casting his mind back to just a half an hour ago and thinking of the vibrator buzzing away in his arse wishing it was real man meat sliding bareback into his boy pussy made his cock stir, and he shifted awkwardly in his chair.
Tim bowed his head slightly and said that he was thinking about having a real cock in the vibrators place and that he was a whore.
Tara’s cunt positively throbbed, but she kept her composure “Good, you are being honest with me, and that erection in your pants proves it. Don’t be ashamed or embarrassed. I have had a lot of clients over the years and a few regulars now that like me to dress them up as prostitutes or little girls and fuck them in the arse”
“They all like to be told what sexy sluts they are, and that they are good whores as I give them a good seeing to with one of my starp-on’s”
“Most of them are normal straight men with wives and families, they are just living out their fantasies”
“So you are not alone, in fact you are in good company. I have degraded and fucked the arses of the best of them, MP’s, councillors, high-powered business men, even the man who runs the video shop”
This made Tim lighten up and they both giggled.
“Tell me, is it just men you fantasize about or are you turned on by girls as well? Most boys your age and especially the good-looking ones like you, with lets just say your unnaturally large equipment would have a string of girlfriends”
“I like girls too, I like you mum” Tim paused for a few seconds and blurted out “I fantasize about you a lot”
Tara’s pussy was heating up good, creaming and throbbing as she lit another cigarette and took another sip of wine. She had to control herself she was his mum and had to put a stop to her wicked thoughts.
“I guess that is my fault, and I shouldn’t be surprised. After all, I do spend all my time dressed like a slut, always getting changed out of one sexy outfit into another. And I have never hidden my lifestyle from you. Maybe that was wrong of me”
“I know I have not been the best of mothers, just look at me now I’m dressed like the cheap whore I am. At the request of a client who had to cancel. But I’m glad he did. I wouldn’t have caught you in the act”
“But fantasies are just that, fantasise, some should stay that way and some should be lived out”
“I would love to help with the dressing up and that but! Well I will see what I can work out” Tara’s mind was in a spin, she wanted to do such nasty things with her baby boy, and she knew now that she could if she wanted to. But it was wrong, only if she could find him a girlfriend. Yes she could be happy if he was with a nice girl. And she could bury her feelings.
The time just seamed to disappear and Tara checking the kitchen clock realised she would have to start getting ready for her next punter.
“I am sorry Tim but we will have to continue this conversation later, I have got quite a busy night.”
Smiling she got up taking Tim’s hand pulling him up saying come here and give your mummy a hug.
Before he knew it she had pulled him into her embrace, her hard thick nipples and the heaving flesh of he breasts pushed into his chest.
Tim nestled his head in her neck as she pulled him a little tighter. Tim was trying his best to hold his crouch away from her, so not to push his steel hard cock into her thigh.
But Tara pushed her thigh into him, and the sensation made his cock jerk. Tara felt it too and she wanted to grind her thigh into his throbbing cock. The moment was over and coming to her senses, she released him from the embrace.
It was 5:15 and she said had just enough time to get ready for her double up at 5:30.
God she needed to get fucked, and get fucked hard she thought turning away from Tim she was off up to her bedroom for her pre flight checks as she called them.
This was also Tim’s queue to make himself scarce.
Tim went to his room and shut the door taking of his jeans to relive the pressure on his cock as he lay back on his bed.
His hand went automatically went to his cock, he wanted to hold out and wank to the sounds of his mother getting fucked.
Tim had listed to her many times and jerked off. Sometimes he fantasised that he was his mum and it was him taking cock after cock in his arse. But tonight he wanted to fantasise about being one of her punters doing just what he liked in all her holes.
He didn’t have to wait long, just before 5:30 the doorbell rang and he could hear footsteps coming up the stairs.
Tara chatted with the men asking if they had any particular fantasy, telling them not to be shy and that she had done it all and could not be shocked.
Arriving at her room and hearing the door close the voices became a little muffled.
But within a minute or two it didn’t matter. The familiar sound of the bed creaking got underway and as always, the volume rose as soon they got started.
“Yes that’s it lick my cunt out, get it ready for some hard cock”
“Oh yes feed me that cock let me suck it, while your mate gets my cunt ready”
“John is getting that cunt of yours warmed up for himself. This cock ain’t going in your cunt slut, not at least first time round. I’m getting first crack on that arse hole of yours. And you’re going to clean my cock up when I’m done coming in your shit hole?”
“Fuck yes please, I love sucking cock after its been buried deep in my dirty slutty arse”
With that Tim’s cock exploded, oh how he would have loved it to be his cock right now shooting rope after rope of hot spunk into his mum’s arse.
Having just cum Tim temporarily lost interest in listening to his mum getting fucked, and worked on spooning up the pool of cum from his belly sucking it off his fingers. He had just started doing this and he was really getting to like the taste of cum. Tim finished cleaning the last of his cum up with his underpants, he wish he had thought of getting a pair of his mums panties for the job.
He laid his head down and dozed off for what seemed like five minutes when he heard his mum’s door open. Looking at the clock it was just gone 6:30. Tara was doing a back to back as she called them and Tim knew what was in store for the next punter.
It didn’t take long for his suspicions to be confirmed.
He heard Tara on the phone telling the guy on the other end that she was ready and fully loaded.
The man was waiting outside in his car for Tara’s call and was pressing the doorbell within seconds.
Cumming up the stairs the man asked if her pussy was well fucked and sloppy like he had asked for it to be.
“You bet, I have got a full house for you today baby. Cunt and arse freshly fucked and 2 hot loads in each hole”
Tim’s cock was quickly back in business and twitching with excitement as he stated to manipulate it.
The way Tara was talking to this punter he must have been a regular, as Tara didn’t even ask him what he wanted.
“Get your clothes of and get on the bed” Tara instructed the man in a no nonsense tone. Within seconds the guy was naked on the bed as Tara pulled down her sopping panties.
Tim was straining to listen as he stroked his cock. Her bed creaked as Tara positioned herself above her punters face as he gazed up at her delicious looking snatch.
“That’s it take a good look at my creamy cunt bitch, you are going to eat this sloppy mess up. I want my cunt and arse clean and spunk free for my next punter. And you better do a good job or you won’t be getting your cock sucked”
“You hear me?”
“Yes Mistress Tara”
“Then stop your dithering and get to work on my filthy cunt”
Tim took his time jacking off listening to the filth coming from her dirty mouth, degrading and taunting the punter who was worshiping her cum filled pussy and arse.
After about fifteen minutes his cock jerked and he sent another blast of spunk onto his belly.
He turned on the TV put on his headphones and stated to flick through the channels waiting for the 8 o’clock movie to start.
Even with the headphones on he could still hear the opening and closing of Tara’s bedroom door and the footsteps coming up and down the stairs so he knew her regular Paul had been and gone. The old war film was just getting to the end when he heard a lot of footsteps on the stairs, looking at the clock it was a ten thirty.
With the footsteps on the stairs he could hear the banter, this was almost certainly going to be her last engagement of the night and it sounded like she would be taking on at least seven or eight guys.
Tim had fallen asleep and woke up around midnight when he heard the sound of the guys leaving to calls of what a slut and I will see you next week Tara.
Then Tim heard the familiar sound of the shower running and he closed his eyes and snuggled naked under the duvet.
Tara washed herself under the shower her mind unable to shake off the day’s revelations.
Subconsciously she took a little extra care over her appearance, even applied a little makeup that she would never normally do before going to bed. Sorting through her nighties she selected a real sexy one, not that all her nighties weren’t sexy but she liked this one especially. Due to her thirty-two E tits she had many underwired bras and garments made to measure and this one held her tits up and displayed her assets very nicely, revealing her rock hard fat nipples.
The hem of the nightie came just up to her hips and her pussy lips would have been visible if she was not wearing a thong.
She thought about taking it off for a second, and then reality checked in. What was she doing, she was on auto pilot out to seduce her son.
Tara felt guilt and was torn between what was right and wrong. Just a cuddle and kiss him goodnight would be ok, she did that all the time. There was nothing wrong with that.
Tara went to Tim’s bedroom and opened the door, silhouetted against the landing light, framed in the doorway Tara looked all woman and sexy as hell in her almost transparent nightie.
She held her pose for a few seconds as Tim looked at her before gonging across to his bed. “Got a cuddle for your mummy?”
She didn’t wait for a reply but slipped into his bed and pulled him to her. Tim made no attempt to hide his growing erection and pushed it into her thigh.
Tara pushed back slightly and gave him a light kiss, and asked him if he would like to do some dressing up with her help.
“It’s Sunday and I have no bookings until four, and I won’t take any, I promise, and I will even switch my phone off”
“Yes I would love that mum” he replied, and with that she forced herself to slip back out of his bed and leave him there, now with another full erection.
To be continued
Virginia
- 12.01.2022
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