Simon Says – My Story

Part 1

This is a “spin off” story from “A FAMILY THAT PLAYS TOGETHER STAYS TOGETHER — or so they say” – of which I am the original author – which is about a family that discovers sex with each other or others outside the family. Simon is one of the characters featured from outside of the family. This story explores his sex life.

It can be read as a stand alone story or have a look at “A FAMILY THAT PLAYS TOGETHER STAYS TOGETHER — or so they say” to connect the two.

“A FAMILY THAT PLAYS TOGETHER STAYS TOGETHER — or so they say” is an Incest / Taboo story, “SIMON SAYS – MY STORY” is also an Incest / Taboo story but after the first chapter will develop into a Fetish story.

Please note that I am the original author of “A FAMILY THAT PLAYS TOGETHER STAYS TOGETHER” and the original author of “SIMON SAYS – MY STORY”

ENJOY

THE FAMILY BUSINESS

I’m a son, I’m a brother, I’m a sex worker, I’m an escort, I’m a whore, I’m a prostitute, I sell my body for a living, I sell my cock for money, I sell my arse to pay the bills, I’m a gardener, I’m a security guard and my names Simon.

I’m 20 years old, still live with my Mother, Jenny whose 51 years old and defiantly a MILF, and Sister, Jo whose 22 years old, people think that we’re twins as we look very similar but as I’m younger than her we’re obviously not twins, who are also sex workers, always been into sport and the gym so I’m fit, have a well muscled body with developed shoulder, pecs, of course a six pack and biceps. As I’m only 5′ 8″ tall the muscles make me look stocky and fit. I’ve got both of my nipples pierced with silver bars and, as all lads my age, my chest is shaved and I have a regular back, crack and sack wax so am hairless “down below”.

I’ve got a decent sized uncut cock, about 7 1/2″ when hard, I don’t have a big foreskin so it always shows off part of my cockhead and pisslit, but it easily skins back. Its not the biggest cock but I know how to use it, well I do now, wasn’t always like that but its my balls that are my “selling point”, they’re big and that’s why I wear a jockstrap most of the time as the jock gives them the support I need otherwise by the end of the day they ache. I have them pumped up on a regular basis, more about that later.

My arse is firm but pert and my pucker, when required by a client, can take a big dildo, butt plug or cock.

My Father did a runner from the family when I was about 10; I’ve never seen him since. He left a big mortgage, debts from the business and my Mother, Sister and I.

Money was always tight, Mother seemed to be holding down about three jobs and working all hours, but she was always at home when Sister and I came home from school and there was always food on the table. My Sister would look after me when Mum went off to work in the evening to her cleaning job.

Jo left school as soon as she was old enough, 18 years old, she had a decent list of qualifications to her name but said that she had to go to work to help Mum out and so with two of them Mum started her own cleaning company. Money seemed to start rolling in and things got a lot easier. It never crossed my mind that my Mum and Sis seemed to always look very smart when going off to work to clean, Mum and Sis seemed to being looking more and more like each other, same hair cut, even the same clothes, like sisters but with a big age difference.

As soon as I was 18 and finished college I left, I could have and wanted to go on to university but the money wasn’t really there, I didn’t want to ask Mum to support me or saddle myself with big debts, in the UK it was called the Student Grant. Maybe when I was older and had a bit of money behind me I would try for Uni. I needed to go and earn and be the man of the family.

Mum got me a job as a gardener with a bloke called Noel; he knew my Mother and sister. I was basically just hired muscle, Noel was a nice bloke, he had an adopted son, and I sort of looked up to him as the father figure I never had. To earn extra money I worked as a security guard in the evenings at a local industrial roofing firm and sometimes at a firm that provided medical testing facilities at an industrial estate near where I lived. They weren’t very exciting or brain taxing jobs but they provided an income.

I didn’t realise that both jobs would become far more exciting.

I had a few girlfriends as in friends that were girls. I really couldn’t be bothered with all the chat, taking them out, making arrangements with them when all I wanted, and this makes me sound terrible, was their hole. I soon lost interest and they soon lost interest in me. I wasn’t a virgin, I lost that when I was away on a rugby club trip, as soon as I was eighteen the lads paid for an escort for me to take my cherry, as soon as she realised that I was a virgin she gave me the full works, you name it and we probably did it, I appeared back at the hotel the next morning looking worse for wear and had to go straight to bed. That’s when I realised that I just wanted sex with no strings.

I’d even sucked a mans cock, well put it in my mouth anyway. It was a dare on another rugby club trip but what happens on a rugby club trip remains on the rugby club trip!!

I watched a lot or porn and I wanked a lot. As Mum and Sis were out working days and evenings if I was at home then I did the washing so Mum didn’t notice the state of my underwear or sheets, I could spunk up and then ten minutes later was hard and ready to spunk again.

Mum and Sis seemed to get through a lot of clothes, especially knickers and bras. The little pants, G-strings and half-cup bras that they wore must have been very uncomfortable when they were working hard cleaning. Typical lad I couldn’t resist looking at their underwear before throwing them in the washing machine, Mums knickers were a bigger size that my sisters, I had to smell them of course, they smelt of women, fanny juices and sometimes I could smell men’s cum as well, admit it we’ve all smelt our own spunk so we know the smell.

What were Mum and Sis getting up to? I really must have been thick or stupid not to have worked it out.

So my days consisted of working as a gardener with Noel during the day, then off to the gym and at least three times a week I’d be working evenings / nights as a security guard, and I had to fit in a lot of wanking as well.

Noel the gardener had some good contracts, there were some big houses on private estates with big gardens and he seemed to have the market sewn up. By the time we got to the houses to start work the husband had long gone off to “the city” and wouldn’t be back until late in the evening. The wife had been left on her own, most of them would have cleaners and get the shopping on line, so they seemed very bored and grateful for the company of the gardeners so we were always spoilt with tea and cakes throughout the job.

Noel, and if his son was with him, would quite often disappear off for a hour, nothing to do with me, I was paid to do a job which I just got on with, and come back with a grin on his face, doing up his work shorts, I assumed that he’d just had a piss. One day he came up behind me and stuck his fingers right under my nose, “smell these,” he said laughing. His fingers smelt of a women’s fanny.

“What have you been up to Noel?” I asked innocently.

“Oh come on mate, what do you think” he replied.

I turned around and he’d dropped his shorts and was waving his cock at me, it was still engorged and semi hard, his foreskin was skinned back and I could see a drip of cum dripping out of his piss slit.

“Been using this on the bored wife” he laughed, “you are innocent, we need to do something about that don’t we?”

I just shook my head and carried on with my job.

I finished a security shift early that evening so got back home about 10 o’clock. Noels smart Mercedes car was parked outside of the house. He’s known my Mum for years so didn’t think much about it. In the living room was Mum, Sis and Noel, it went quiet when I walked it.

“So what have I done now?” I asked.

“Nothing Simon” said Mum, “we just need to talk and tell you a few things, I hope that you’ll be sensible about it, sit and listen”

“When your father left we were short of money, really short. The cleaning jobs I took on were poorly paid and bloody hard work, just about earning enough to pay the bills and I was slipping behind on those. I made the decision to advertise and started selling my body to earn, I was a sexworker, an escort, a whore” Mum said.

She looked upset, “I had to do it but I soon realised that I enjoyed it, I was having some great sex and getting paid for it.”

“I was in the same boat” interrupted Noel. “My Misses had left me with an adopted son, huge credit card bills and the gardening business was hardly making any money for bloody hard work. One of the bored housewives made a move on me, I hadn’t had sex, apart from knocking one off when at home, so I went for it, it was great, and when I packed up to go home she gave me an envelope with a hefty tip in it. I’d become a sex worker and was selling my cock”

This was getting worse.

“That’s how your Mum and I met, I needed a women escort to work we me, contacted your Mum and we’ve worked together ever since. You’ve had a few loads of my spunk down your throat, in your fanny and up your arse over the years haven’t you Jenny” he laughed.

Mum looked at him and shook her head.

I should have been disgusted and walked out but I was fascinated by the revelations, in fact I could feel myself starting to get hard.

Mum looked at me and said “Noel keeps an eye on both of us”

“Both of us” I shouted, I already knew the answer.

My sister smiled at me and said “as soon as I was old enough I joined Mum on the game. We make a great duo, Mother and Daughter getting fucked by a man, women or a couple, we’re in demand. Surely you must have seen how much money is coming into the house, it certainly wasn’t through cleaning rich peoples houses, it’s coming through cleaning rich peoples cocks or fanny’s”

Oh fuck, what was I supposed to say or do? Storm out shocked? But I wasn’t.

“We both love our work,” said Mum, Jo nodded. “But its only work so whatever happens we both love you”

“So” said Mum.

I knew what the question was going to be before she even asked it.

“I’d like you to join the family firm and work with me and your sister and become a sex worker,” Mum asked.

I stood up and looked at all of them, shocked and excited.

“Noel has more than enough sex work and needs another cock to help him out, your sister and I need a cock occasionally to put on a show or fuck the wife when we’re taking care of the husband. It pays well and you’d soon have enough money to go to University without having to have a student loan and it would keep it all in the family, discreet and we wouldn’t be giving anybody a cut of the cash” Mum said.

“Come on mate, I can see that you’re interested and keen” Noel said quickly.

I looked at all of them and said “so you want me to fuck with all of you, fuck my sister and my Mother and anybody else that comes along?”

They all looked back at me and said, “yes, that’s right” almost in unison.

I knew what my answer was going to be and I knew that if I thought about it for too long I’d chicken out.

“Yes” I said “but I’m not very experienced” – in those days I was so sweet and innocent.

My sister ran across to me squealing and gave me a big hug and squeezed my cock bulge, Mum kissed me deeply and got her tongue into my mouth, Noel stood there and looked at me and said “don’t worry mate, I wont be kissing you but I will be teaching you so I hope that your willing to learn.”

“No time like the present so strip off Jake, lets have a look at the goods,” demanded Noel.

I’m not shy about my body, I put a lot of effort into keeping in good shape, Noel, Mum and my Sis had all seen the top half of it either at work or when I wandered around the house or garden topless but showing the lower half to them….well.

“Come on Simon, no time for being shy, you’ll be stripping off in front of women and men that you’ve never met before and be expected to perform on cue so don’t fall at the first hurdle mate” Noel told me.

I went for it, shirt off and showed off my pecs, biceps and nipples – unpierced at this stage in my career!

“And the rest mate” I heard Noel say. Mum and Sis were sitting on the couch looking and smiling. I dropped my trousers and stepped out of them, at least I had clean underwear on; no spunk or piss stains anyway.

Noel stood to one side of me and I felt his hand on my arse, I tensed. He then grabbed hold of my bulge; I pushed his hand away and said “no.”

“Lets get one thing straight, if you’re scared of another man touching you we’ll call it quits now. When you’re working with me you’ll be expected to help another man out when he’s struggling to get hard by giving him a wank, you’ll be expect to hold another mans cock to position it for the women to get fucked if that’s what she wants and lots of the husbands when their watching their wife getting fucked by us like to play with our arses or cocks so you better get used to it. Drop your underpants now” Noel instructed me.

I did as I was told, pants off and stood there in front of my Mum, Sis and Noel showing off my cock, balls and arse.

At that point my balls were still their normal size and shaved, my cock was just semi hard, my foreskin was showing off my piss slit and I still had pubic hair, trimmed to show off my package.

I heard Jo say, “my brothers got a lovely cock”

Mum said “bigger than his Fathers”

Noel felt my balls, “nice nuts, you should be a big cummer” he then ran his hand down the shaft of my cock and over the head of my cock, “feels good, we’ll see what its like when your fully hard won’t we. “Bend over mate, I need to see your arse.”

Oh fuck I thought, now what’s he going to do.

“Nice firm arse, good strong legs, pull your arse cheeks apart” Noel told me. I’d just about given up by now and just did everything that I was told to do.

I felt a finger on my arsehole and jumped. “Relax Simon, I’m not going to do anything to your pucker. Have you had anything up there before, looks and feels like a virgin hole to me” Noel asked. I shook my head, as at that point I hadn’t. Now with all the training I could just relax my hole and take whatever was on offer.

Lots of the women you’ll be pleasing like to eat out a nice arsehole like yours or finger it. You’ll need to make sure its always clean if you have a booking, sure that your Mum will show you what to do wont you Jenny” Noel asked looking across at Mum and Sis on the couch. Mum was looking and smiling and I could see that her legs were open showing off a little pair of knickers. My sister Jo was much more blatant about it and was rubbing her fanny, her knickers were pulled to one side and I could see my sisters gash.

“Time to get hard mate and for the rest of us to strip off. Jenny he’s your son so you can have the privilege of getting him hard so we can all have a look” Noel told me.

Mum walked across to be and without any hesitation kissed me and her hand went straight to my cock. I kissed her back and my hand went to her wet knickers that were still covering her fanny. Mum was slowly wanking me and, of course, I was soon rock hard and sticking straight up. “What do you think Noel, will my son and his cock do and be able to join the firm?”

Noel came to the other side of me, held my cock and pulled my foreskin right back, “that will do nicely, the clients are going to love a bit of lad cock,” he said and he leant across and kissed my Mother. I had to have a look at Noels cock, it a man thing that we have to compare cock sizes! Noel was hard, I didn’t have the world’s biggest cock but at least I could hold my own against Noels cock size. We were about the same length and girth, he had a bigger foreskin than me but my balls were bigger.

I went back to kissing Mum and feeling her up, I heard a squeal from my sister and saw that Noel had his head buried between her wide open thighs and was giving her fanny a serious licking.

Mum pulled me across to the sofa, sat down next to my sister, Mum pulled her soaking wet knickers off, opened her legs up wide showing off her big wet wide open fanny and pointed at it saying “eat your Mum out son, my fanny needs your mouth.”

I dived in and filled my boots, Mums fanny was beautiful, not that I had that much experience of eating cunt but I’d watched enough porn so had a good idea. Mums outer lips were big and open, her inner lips looked well used, I could see her clit and her fuckhole. I just went for it, licking, nibbling, probing with my tongue and finger, well two and then three fingers in her big used fuckhole. I found her clit, starting licking it gently, it was engorged and hanging. She pushed my mouth onto it “harder Simon, use your teeth on it” so I did, she squealed and her juices started to coat my face. I really needed to spunk but knew that I had to hold on. In front of me were my Mother and Sister both getting eaten out and both squealing in ectasy. Mum was tweaking her nipples and I could see my Sister’s hand frigging her clit.

Noel said “going to fuck your sister now, you can give me a hand. Hold my hard cock and position in the right place for her hole. Jo spread open your lips so your brother can see.”

I looked at him; he knew what I was thinking.

“Just do it, don’t chicken out on me now because you’ll be finished with us before you’ve even started. You’re going to have to do it in the real world, most of the husbands need a hand as they struggle to find their wife’s fuckhole” Noel told me.

“Get your fingers wet with your Mums fanny juices, go on push your fingers into your Mums cunt, get them nice and wet, good thing that your Mums pumps the liquid out” Noel continued.

My fingers were covered, I couldn’t resist sniffing them and licking them, Mum smiled as if to say, “that’s my boy.”

“Right, grab hold of my cock and get it nice and lubricated ready for your sisters fanny. Don’t worry mate, holding another mans cock wont turn you gay,” Noel laughed.

I did as I was told, I wanted to do it. I positioned his cock for him at the entrance to my sister’s fuckhole. His cock was hard and wet.

“Your sister doesn’t really need any extra lubrication, both your Mum and sister are always wet when it comes to cock or cunt, but lots of our female clients will need working on until their juiced up so remember that, don’t just go in hard as you’ll hurt them and probably rip your foreskin off!!” said Noel.

I was learning a lot.

“OK Jo, here comes cock” and Noel pushed his cock into my sister, her eyes almost rolled out of their sockets and she started to moan and Noel pushed further in till he was up to his balls in my sisters cunt.

“Go on mate, fuck your Mum, look at her gash, open and desperate for her sons cock” Noel demanded. God, he must have thought that I was stupid.

I positioned myself in front of my Mum, she held my cock and pulled me towards her hole and I pushed. Her fanny open and I was in my Mums fuckhole, I was fucking my Mum. It was warm and wet, not as tight as some of the girls I’d fucked before but Mum was older and had been well used…and given birth to Jo and I.

I started to fuck, hard, in and out, pulling back until my cock was out of her open hole and then slamming back in. Mum was breathing heavily and I could see her mouthing the word “yes”. Jo was squealing like a stuck pig, Mum was red and flushed as she took her sons cock.

I was getting into my rhythm, wouldn’t be long before I had to cum. I felt Noels hands on my arse and he pulled me out of my Mum, my cock was bloated and the tip was red and dripping. Mums fanny was wide open and her hand went straight down to it and I watched as she used four fingers to carry on penetrating herself. My sister was rubbing her clit hard and shouted “I want cock”

“Slow down big boy, you can’t spunk up within the first ten minutes unless your a multiple cummer but we’ll find that out wont we. You need to pace yourself, give the client their monies worth, they might have paid for a couple of hours so unless they want you to cum right at the beginning of the session you have to save it for the end” Noel instructed.

“Anal or arse fucking next, what ever you like to call it, turn over ladies, on your knees and present those arseholes to your son” Noel told them.

Mum and sister turned over and their arsehole puckers winked at me. Noel and I stood there with our hard cocks sticking out in front of us.

“You’ve got to remember that an arsehole has no natural lubrication so you either use lube or spit. Your Mum and sister love anal so their holes aren’t too tight and they know how to relax them so they can both take big cocks can’t you girls.” Mum and sister both nodded.

Noel carried on. “There’s nothing better than the look on a women’s face when she takes cock in her arse, the pain as the cockhead forces through the pucker and then the look of pleasure as they take the full length. You fucked arse before Simon”

I looked embarrassed and said “no.”

“So here’s your chance, your an anal virgin. Get on your knees and get your sisters arsehole nice and wet and open, use spit and your fingers,” I was told by Noel.

I was going to lick and finger my sister’s arsehole…what the fuck was going on?

Jo pulled her arse cheeks apart and I could see her little pink hole, it was beautiful. I leant forward and started to lick all around it and across it, she moaned as I started to push the tip of my tongue into her little hole, I ate it out like it was her cunt, I licked my fingers and pushed one into her arsehole and felt her sphincter relax and open, I followed it with another finger and then a third and forced her ringpiece open. Noel already had four fingers in Mums arsehole.

Noel grabbed a bottle of lube and lubed my cock up for me and positioned the tip of my cock just at the entrance to my sister’s arse.

“Right mate, fuck your sisters arse” Jake told me and he held onto my cock and he pushed my buttocks forward and my cock slid into my sisters arsehole till it was up to my balls. My sister waggled her arse to get comfortable and sighed.

I heard a muffled scream and a grunt, Noel had given Mum the full length of his cock in one thrust up her arsehole and was now banging away hard, Mums legs were twitching and I could see her tits flapping as Noel pounded. I took the hint and fucked my sister’s arse hard. Sis was breathing heavily, I realised that she was working on her clit.

“I need to come Noel” I shouted.

“Don’t you dare mate. Pull out” Noel told me, so I did. My cock was jerking to its self and I could feel the spunk rising, I gripped hold of the base of my cock and squeezed hard. My sister’s arsehole was open and I could see her pink insides, she moved her hand around and fours fingers went straight in.

Noel was still arse fucking Mum, not missing a beat he said, “the client decides where she wants your load not you. Some of them want it in their cunt or arsehole but most want to see you spray over their fanny, tits or face” Mum grunted as he thrust hard into her arse. He carried on saying, “if the clients husband or partner is there watching or joining in he’ll want to see you glaze her face, he thinks that he’s got his monies worth then.”

I nodded and thought hurry up Noel I want to come.

Noel continued “you can shoot from a distance or hold her head and unload over it, if she’s got her mouth open than that means its OK to fill her mouth with your jizz”

Well, you learn something new everyday!!

“OK then mate, over your sisters face and I’m going to fill your Mothers mouth” Noel told me.

The girls heard and flipped over, I heard the “plop” noise and Noels cock emerged from my Mums arsehole.

“Give me your spunk little brother” said Jo, so I did, I only needed a few strokes with my hand on the shaft of my cock and I fired off, I thought that I was never going to stop spunking, six good squirts followed by a few dribbles. Jo was covered in her brothers cum. She did her best to swallow and wipe it off of her face with her fingers but it still dripped all over her tits and fanny.

I heard Mum cough and watched Noel push his cock into my Mothers mouth and I could see it throbbing as he churned out his load into Mums mouth. He pulled out and flicked a few drops over her face.

“Show me” he demanded. Mum opened her mouth; I could see that it was full of white creamy cum. “Swallow” Noel told her. So she did. I was watching my Mother eat a mans spunk.

Noel gave me a high five, “you did well for your first time, its not like sex with a girlfriend is it Simon”

“Defiantly better” I said, “I need a shower” and started to walk away.

“Oh, where do you think you’re going you’ve got two women in front of you, you’ve spunked up but they haven’t cum yet have you girls” asked Noel.

Mum and Sis shook their heads.

“You’ve got to give the clients their monies worth and make them come at least once during the session so lets do it” Noel laughed.

“But I don’t think that my cock has got anything left in it Noel” I said as I looked down at my battered and red cock that was just hanging there.

“Well you’ve lost your tip then haven’t you” said Noel. “Lucky these two aren’t paying for your cock or they’d want a refund. You know what to do girls” Noel told Mum and Sis.

They sat on the sofa with their arses over the edge, flipped back and open their legs to expose their well-fucked cunts. Mums was big and open, Sis’s was red and bloated…. both needed finishing off. Noel and I sat down on the floor between their legs.

“Fist your Mothers cunt Simon, she loves it while I see how many fingers I can get in your sisters hole” Noel told me.

Fist? He wanted me to put my fist in my Mothers fanny. I knew what he meant, thank God for porn.

Mum held her fanny lips apart and said “finish me off, fist Mummy’s cunt son.”

I put all my fingers together, pointed them at her cunt hole and pushed. She groaned and I watched as her hole opened up and took all my fingers up to my knuckles, I pushed harder and my hand disappeared into her cunt up to my wrist, I stared to fuck her, pushing my fist in and out, her grunts changed to moans that changed to screams, “fist me, fist me” she screamed. Mums big swollen clit was getting stimmed as I pushed in and out.

Sister was panting, “I want to take it, push it in Noel” Jo said. Noel had his fingers in my sister’s fanny up to his knuckles and was fucking her. His thumb was rubbing on her clit.

Mum started to twitch, I felt her hole tighten on my wrist and her body convulsed. I pulled my hand out just in time as she convulsed and orgasmed. She squirted a load of fanny juice at my face and then pissed herself, I saw her little piss hole open, pissing all over me, I could taste it.

Sis came but Noel kept his fingers in her gash so the fanny juice leaked out around his hand. She didn’t wet herself.

It went quiet, apart from the sound of Mum and Sis panting.

“Sorry, I forgot to warn you that your Mums a great pisser when she’s fisted to a climax, think its an age thing. You OK with piss?” Noel asked.

I’d never had anybody piss on me, not even during the rugby club after match games but I realised that I loved the smell, the heat and the taste of piss.

Mum and Sis just lay there, at least they closed their legs with stupid grins on their faces…they looked well fucked.

“I’m off home” said Noel, “the boy will be waiting. I’ll see you at work in the morning and you can let me know your decision. If it’s a yes I’ll organise with the Doctor to give you a full sexual heath check before I let your cock anywhere near a client. You did well mate. Night” and Noel headed home.

I sat down between Mum and Sis. They both looked at me and said “well?”

“Yes, defiantly, more than anything that I’ve ever wanted to do” I answered.

“Great, I can tell that you want to, look at your cock,” laughed Mum.

My cock was hard again.

“We’re going to have to train you, hard work and homework every night” said Sis.

“Oh and Simon” said Mum.

“Yes Mum” I asked.

“Take your fingers out of my cunt, its had enough tonight” Mum laughed.

“Sorry Mum, I’m just getting in some practice!!” I answered.

The next day at work I told Noel that I wanted to go ahead with becoming a male sex worker and become one of his “studs in the stable” as he put it.

“I’m really pleased mate, your a hard worker and with a bit of training you’ll be great at your new job. I’ll organise a full medical with the Doctor for you. Now you carry on gardening, I’ve got a fanny to fuck” he told me as he wandered off into the house, kicking off his shorts as he walked. I noticed that he had a small lion tattoo on each buttock.

If I wasn’t working in the evening or during the day and my Mum or sister were at home they put me into training, it was like being back at school even to the point that if I got it wrong I was punished.

I liked it when Mum taught me about how to please women, as she said I was there for the client’s pleasure, not mine. Mum would teach me and then I was allowed to try everything that I learnt on my sister.

Mum showed me how to work on a women’s tits, not just grab, pinch and suck but how to hole, caress, tease with my fingers and mouth, how to suck and tweak, how to increase suction till she would moan. Mum was happy to sit on the sofa with her legs wide open exposing her fanny and to teach me about all the parts of it. The outer lips, the inner lips, the clit and its hood, her piss hole – I loved to see her piss out of it – and of course the vagina itself, or as I called it, her fuckhole. I loved to open it up and see the pink moist flesh, and to think that I came out of that hole all those years ago and now my fingers and cock were going back into it.

I loved a women’s arse, well to be correct I loved my Mums arsehole. The pink pucker, her starfish, her arsehole. I learnt to lick it, get the tip of my tongue into it, taste it, the taste of sweat and the taste of a woman. Work on it enough and it would relax and open and allow my finger into it. My Mum loved her arse played with and fucked, apparently she was known for what she could take up it and was in great demand. But that will be another story.

When she was ready I would be allowed to push my hard cock in there, I loved the tightness and the warmth of her arse.

In my keenness and lust, that’s when I got punished. I tried putting too many fingers in my Mums arsehole before she was fully relaxed, she pulled away and screamed, “you stupid boy, you could have hurt me, don’t you ever do that again to any women, always respect what a women wants, its not about you.”

“Yes Mum, sorry,” I answered.

“If you’re going to be a stupid boy then I’m going to have to punish you so you learn” Mum said.

“Bend over the chair and present your arse to me” She demanded.

I did as I was told; I knew that even at 20 years old it was better to do what my Mum told me to.

“See this” Mum showed me a riding crop; I knew what it was all about as the rugby coach had used one, just jokingly, on our arses when he thought that we weren’t training hard enough. “I use this on some of my naughty boy clients, didn’t think that I’d have to use it on my son. Pull your pants down so I can see your arse.”

I shrugged my tight boxers off, I was hard and my cock was leaking just at the thought of what was about to happen. Mum noticed the cum stains and the state of my cock and exclaimed “you dirty little boy, you wont be hard when I’ve finished with you.”

I heard the swish and my arse exploded as the crop made contact with my buttocks, I wanted to scream but wasn’t going to give Mum the pleasure of that. Mum wasn’t holding back, my arse was on fire, as she gave me another five strokes of the crop across my arse, I could feel that it was glowing red and that welts were starting to form. Six strokes in all.

She was right, my cock had gone soft and it looked like it was trying to hide in case it was on the receiving end of the crop.

“One more Simon. Pull your arse cheeks apart so I can see your pucker” Mum said.

She wasn’t going to hit that was she; before I had time to think she bought the leather piece on the end of the crop down across my arsehole…hard. I screamed and fell forward, I could feel the tears forming in my eyes….why had Mum done that to me? The problem was I was enjoying, in a strange way, getting punished by my Mother.

“Your holes going to sting for a few days so you’ll remember what happens when you get things wrong. Now come and sit on my lap, you can play with Mums fanny and suck on Mummy’s nipples.”

I did, I was Mummies little boy again.

The next day at work Noel asked what was wrong. Should I tell him?

“Mum punished me, it still hurts,” I told him.

He laughed and said “don’t worry, she did the same to me when I over stepped the mark, and I’m older that you. Punishment and taking things up her arse are her specialities. Drop you pants, lets have a look”

Noels son, the boy as he was known, wandered over to have a look as well. I’d long stopped being embarrassed by showing my bits off to other men, well, if I was going to work in the sex industry you can’t really be embarrassed can you?

“Nice, you’ve got six crop marks across each or your arsecheeks” said Noel, I felt Noels son touch my arsecheeks and whistle.

“Open up your cheeks and show me your hole” Noel said, so I did.

“Ouch, I bet that stings, I think you’ve got a bruise coming” Noel laughed.

“It bloody stings when I have a shit I know that” I said and we all laughed.

“By the way, your sexual health check with the Doctor is at the next week so I hope it all heals up by then, but then the Doctor has seen and done worse” Noel looked at me and smiled.

A few days later, my pucker and arse had returned to normal, I came in from work and only Jo; my sister was in the house.

“Mums out on a job but she’s left me instructions” she said.

That sounded ominous.

“Get your arse upstairs into Mums bathroom and strip off” she told me. Now what was going to happen?

I hadn’t been into Mums bedroom in years, as a family and the me being the only man in the house and spending all my time working or at the gym or at rugby during the season I kept out of the way of the women and what they got up to, although I now knew what they got up to, selling their bodies.

Our house, in its day, had been in a nice area although the area had slipped, and was a four bedroom house, two on suite bathrooms for the ladies and I had the family bathroom next to my bedroom so we could all have a bit of privacy and stay out of the way, looking back some evenings it could be total chaos in the house when Mum and sister were trying to get ready to go out whoring.

“Get undressed little brother” Jo said. Even stripping off for my sister didn’t bother me now. A few weeks ago I wouldn’t even have let her see me in my underwear and now look!!

I was soon naked.

“You stink, I can smell your cock from here” sister exclaimed.

It was bit ripe; even I could smell piss, sweat and smeg. “I’ve been grafting all day so I’m not going to smell of roses am I?” I told her.

She stood in front of me and pulled back my foreskin, it was sticky. “You’re lucky I don’t use a nailbrush on it, some of my clients would enjoy that” she laughed. I pulled away quickly just in case she did.

“Go into your own lads bathroom and have a shit and a shower as you rugby boys call it, come back here when your ready” Jo said and I picked up my clothes and scurried off, she slapped my arse as I went past her.

Ten minutes later I reported for duty with a towel around my waist and said “all clean, fresh and sparkly.”

She pulled my towel off, dropped to her knees, skinned me back and said “that will do” as she took my cock in her mouth. She didn’t suck it, just let it rest in her mouth, the warmth of her mouth soon meant that my cock was standing to attention.

“Mum and I take a lot of fingers, cocks and toys up our arseholes so we always have to be washed out and clean and if you want to sit on a women’s face and let her eat your hole out or want her to finger it then you’ve got to be clean and just washing your pucker is not enough. Who knows, eventually you might take toys or even cock up there” Sis said.

“No way, I’m straight, don’t mind touching cock but that’s it” I told my sister.

“We’ll see, I mind remind you of what you said in a few months time” she laughed.

“So I’m going to teach you how to wash your arse out, how to douche your hole” Jo said.

I wasn’t sure about this but I was intrigued.

“Mum and I do a deeper was out or enema, you only need to douche so you don’t need too much water in your arse, just a couple of pints a few times.” she unclipped a hose with a thin nozzle attachment that was in Mums shower. “I’m going to lube your arsehole then this is going in there, don’t worry its only a small one the size of a finger, you wait till you have to have an enema and see the size of that nozzle” she laughed.

I just went with the flow; whatever I did it was going to happen.

“Bend over brother” she told me and I felt her push a lubed up finger into my hole, it went in easily. “See that’s wasn’t hard was it” Jo said, that wasn’t hard but my cock was.

She turned the water on till it was running warn and was a trickle, I don’t know why but I expected it to be a water jet…that wasn’t going to happen until I worked at “The Club.” I felt my sister push the nozzle into my arsehole, it wasn’t painful, just it seemed strange something going into my hole rather than coming out!! I could feel the water running in, I could feel the pressure building up and I could see that my cock was jerking and leaking precum.

“That’s enough, you know what to do, push the water out Simon” said Jo and she pulled the plug out. I tried to hold the water in, I was embarrassed in front of my sister, “just do it, when you’re used to it you can do it in the privacy of your own bathroom, I bet your rugby boys do far worse than this on tour?” She was right, so I let it all go.

“Good lad, lets fill you up again,” Jo laughed.

Two more flushes and my sister was happy with the result even if I’m not sure I was, my arse felt sore. “Oh stop complaining, you’ll get used to it so here’s your own nozzle for your bathroom shower.”

“I’m not doing that again,” I said.

“It goes with the job Simon so get used to it, it looks like your cock enjoyed it anyway.”

My cock was rock hard and oozing fluid.

“Put it in your sisters cunt big boy” Jo demanded, so I did. I fucked my sister in my Mums bathroom, pounding her hard, she was squealing, especially when I pinched her clit a bit too hard. She pushed me away from her and my cock sprung out of her fanny, she checked out her clit and said “no permanent damage done, bend over and spread your legs” and I saw her pick up the lube bottle.

She pushed two fingers into my arsehole and found my prostate, she was an expert fingering it, she knew she was in the right spot as I let out a yelp, followed by a moan. Her other hand went between my legs and grabbed hold of my cock and wanked me, it didn’t take long, manual stimulation of my cock and prostate produced a huge stream of pent up spunk to fire out from my cock across Mums bathroom floor. “Well done brother,” Jo laughed as she pulled her fingers out of my arsehole. “See, that’s why you need a douched out hole. Drop to your knees, its my turn.”

I thought that she wanted finishing off and I was going to be allowed to finger her to an orgasm or eat her fanny out till she came. I was wrong. On my knees, looking up at her open fanny she let go a long stream of piss all over my face, the dirty bitch….but it was hot.