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After a few months of working for Heather, the Fantasy Fuck Store owner, she approached me with a new offer.
“Ken I have received several phone calls from ladies who have got wind of your ‘personal services’ from their friends - you know how our clients like to show off - but the difference is that they admit to not being confident and would rather be encouraged rather than lead. They also mentioned that they had been told how much you cared, were polite and very imaginative, which I suspect the latter is foremost in their mind”. So, on the spur of the moment, I said that we are introducing a personal home service for girdle and lingerie fittings”.
This posed a dilemma for me. “Heather, as much as I am flattered, my concerns are - I fully understand that they want me help give them great orgasms but they actually do also need new lingerie and I don’t have the first clue as to measure for bras, girdles etc. Second, it can ages to find out what turns them on especially if they are passive to begin with. And third, I don’t want to lug a massive case of samples around.”
“Ok, Ken, I fully understand. What about when they call I ask a few questions before the fitting date is set up? Tell me what you want to know.”
“First, age, marital status, size, type of under ware, lingerie they wear now and what, if anything they would like to try, and lastly the tricky one. How can we ask them what turns them on or what they would like to try? Here’s a good answer. Why don’t you say that as this is a new service, you are going to produce a very limited and confidential catalogue for potential clients, to illustrate the products we provide? You know Heather; it has worked for me very well in the past. I find that every mature woman thinks them not lovely, beautiful. But I can capture the beauty and sex /fantasy desires in them encouraging them to talk.”
So it was agreed, and in three weeks Heather had bought me a high end 35mm digital camera, a simple light system and given me short course in measuring. I was all set.
First client.
Name – Cecily Rogers: Status – widow for 5 years; Age – 67; Size – 20/22 (not sure), Bust -34DD (but think she needs re-measuring)
Notes for phone call – says she is shy until knows people, goes to bingo, social club and drinks with girlfriends, misses her husband but feels guilty of meeting other men – although interested in exploring how best to improve confidence in doing so. Reluctantly agreed to participate in catalogue but stipulated she has final vetting.
Under ware current - All in one girdle - old fashioned. Willing to try newer type girdles – open to suggestions.

As my readers know, I have only ever been attracted to ladies who like showing off – or actively encouraging me to ‘help them sexually’. This was new – and a challenge.
One thing I do know is that every woman responds well to praise, flirting, and – and a helping hand.
Once in, of course Cecily made coffee and we sat down side by side on her well upholstered sofa. As she twittered on in a nervous way, I really looked at her. At 67 she was only seven years older than me. Her chubby round face had only a few wrinkles and it was what I call welcoming. She obviously cared about herself, proven by the makeup and hair style – a short cropped bob. And I noticed she wore a nice tight fitted dress, very flared and finished just below her knees.
“As I was saying, Ken” (bringing me out of my analysis) “this is all very new to me but I have heard a lot about you – all good you’ll be pleased to hear – and, I thought it was time to try something new before drying up and dying. I have never been measured by a man – is there any different or special way” you do it, Ken.
“Well Cecily unlike female fitters, my clients prefer my approach as I like things to fit that really enhances the female figure and that means rather than just looking to see if things are ok, I have intimately probe and feel they do as well. Is that ok with you”.
“Oh, that what’s what I call a very personal fitting? What’s next?”
“Heather told me that you wear a one-piece corselet which is these days rather old fashioned and inconvenient – even for ladies of your size”. Opening my case, I laid out a brand new see through gusset less spandex all in one body shaper.
“Wow, this are really different. But Ken, with my figure, it won’t keep everything in place. Look at me?
“Well, Cecily let me be best judge of that. First, if you’re not too embarrassed, take off your lovely dress and let me measure you, is that ok?
Standing up and turning round she revealed a really shapely bum, saying, “Ken, my friends told me I can trust you, so here goes – will you unzip me please?”
Just as I thought, a lovely BBW woman literally encased in a beige all in one, with old suspenders and stockings that looked like 50 denier. Boring, boring, and boring. Strange, that her under ware was so old fashioned compared to the lovely dress and make up on the outside. Mind you, the ancient hook and eye gusset did nothing to prevent her extremely hairy bush from sprouting out.
I then started to measure her. First her lovely tits – a generous 34 dd. Waist..... “Now Cecily, unlike other fitters, I like to measure a ladies thighs as it can affect the fit. Will you open your legs for me?”
Kneeling down, with my eyeballs a few inches from her bushy cunt, I ran the tape around nearest to her gusset, gently brushing her largish vulva and pubes. Then, with my hand on the gusset, I asked “surely Cecily this old fashioned gusset, must make things hard when you go to the toilet – and the staining – all that washing.”

“Yes, you are correct there Robert- and you’re right. Please don’t be embarrassed but look at how hard it is to undo them”.
Without a thought, she undid the four hook and eyes, leaving the gusset dangling and, with that I slid my hand right into her hairy crutch and casually said “Cecily, I knew it” and with hand still there said, “I think you should dispose this to history. Go, upstairs, take it off and come back with just yourself under a housecoat.”
She was beaming and from the feel of her mound, getting excited.
Ten minutes later, she was back. “Cecily, now I have to re-measure you to ensure everything is to your satisfaction”. With a slight hesitant look, she took off her housecoat and tried to hide her tits and fanny.
“Ken, this is really difficult for me”
“Ok Cecily, here’s what I see. You are a very pretty voluptuous woman, who would turn any man on. You have everything to be proud of. Look your boobs are a lovely size and, I must admit personally what is turning me on is your very hairy, and may I be as bold to say, fat protruding vagina. Look I can vouch for that”. Parting my legs, I fingered my hard cock.
Removing her hand from her fanny, “Oh Ken you’re just like my husband, he was a hair enthusiast too. He banned me from ever shaving down there. I am so happy”.
With that I could see all her inhibitions draining away. But before, the warm up measuring. With her standing stark naked, I started on her tits, drifting the tape around her nipples. “Cecily, look your nipples keep raising. Now why is that?” Then putting my hand on them, “I think these have grown too”. I estimated an increase to 36D.
Placing the enhancer in her hands, she looked shocked. “This is so light, it won’t hold me in”.
“It will, put it on”. Stepping into and rolling it up and over her tits, Cecily looked magnifcent.
“Who would think it, and look Ken, no more gusset. Now I can wear lovely knickers again.
She actually gave me twirl. “This makes me look and feel great. I am ready for the camera, Ken!
Cecily was a very accommodating model. After the shots for the catalogue, we had another coffee and reviewed the pics for her approval, which she gave willingly.
“Now Cecily, you said that your husband liked you hairy. Would you show me what turned him on about it.
“Ken this fitting has been really nice and, as you have felt, got me very excited, so I don’t see why not. But I must warn you, he was also a fan of talking dirty – filthy really – when he wanted to fuck me – and that’s the first word out of the way as we both know what we want, don’t we. So you sit where you are and I will sit over there. And tell me what you want me to do. I am happy for you to lead.”
Wearing just the see through body shaper, Cecily sat on chair just a few feet opposite me and demurely crossed her lovely fat thighs. “Well, you start”
“ Cecily, I hope you haven’t shaved that big fat cunt – let me see” Pulling her legs as wide as possible she pulled her labia lips apart saying “ Now I’ve got this lovely girdle you get a better look. You really love this hairy cunt, don’t you big boy and what about this – my fat clit.”
Sliding down the chair, she started fingering it, and boy it looked juicy. Taking off trousers and pants with my straining cock standing to attention I went over kneeled down and started tonguing her fat clit.
“That’s it lover boy, give my twat a good lick out”
I could feel more and more of her juice as I buried my head into her fat crotch. She orgasmed almost immediately and lifting my head up, buried her tongue passionately into my mouth.
“Ken, I have really missed this” pushing me to the floor and following on top, implanting herself on my engorged cock. “Now really fuck me, Ken”
It was over very quick, I was turned on so much, my cumming was very quick, but I was still hard.
Sliding off me, I said, “Cecily, as you are a really horny bitch, I want your arse. Is that hairy too?
“Take a look”, bending over on all fours, she puckered up her arse. “Go on, have a good feel of my shit hole”.
“Did hubby like it?”
“No, but secretly, I always used to stick a dildo up it, when fingering my twat. Now give me that cock”.
Her arse crack being well lubricated with cunt juice, made rubbing my knob end over it feel really good. Slowly, I pushed it in. “Don’t fuck around Ken, put it all the way in, ram it up. On that I shoved my fat 7 inches right in and continued to ride her until cumming buckets.
We needed a good rest but not before she asked me wash her as my sperm dribbled down her thighs. “Ken would you like to give me a good wash. Look at my lovely hairy cunt. It’s a mess”.
Holding my hand she led me upstairs to the bathroom and sat down on the bidet. With legs splayed wide I proceeded to soap and wash her hairy cunt and arse thoroughly. She returned the favour soaping and rinsing off my cock.
As I was leaving 3 hours later, Cecily remarked that the store had turned her sex life around and for the first time in many years, made her feel more confident and better about herself.
The end

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this is a true story. I am a plasterer (dryliner) and when this happened i was 29 years old and running my owe business.I went too the job and with my college john (dad who is a lot older 58) the job was i harrogate an expensive part of north yorkshire and when i pulled up outside the house was very old and very big there was a nice car on the drive and the place smelt of money.I went to the door and rang the bell the lady of the house answered the door she introduced herself as Caroline and...

3 years ago
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Notes to Young shemale with mature woman

NOTES for story; “Young shemale with Mature Woman” These are notes to the story entitled “Young shemale with mature woman”. Therefore, you’ll need to read said story to properly understand these enticing notes. Wife and young Ben have been enjoying each other’s company for three days now. Freely walking around naked at our cottage and pond. Ben is finally relaxing about the size of his privates as you’ll recall his penis is only 2.5 inches when erect and his ball sack is tiny. Fortunately, he...

1 year ago
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Chaturbate Mature

Chaturbate’s big-ass selection of Mature cams shouldn’t come as much of a surprise to anybody who ever spends their evenings, weekends or lunch breaks shaking their dicks at the site’s seemingly endless number of live camwhores. They’re one of the very biggest cam sites in the world, consistently drawing around 340 million visits a month. You’ll run into more than a MILF or two even if you’re just browsing the front-page hoes and never fucking with the filters.Today, I am fucking with those...

Live Mature Sex Cams
3 years ago
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Fucking married mature student cream pie

In 2005 both Julia and I started our Master degrees in Newcastle at the same time. We clicked instantly. My mates were always joking with me that I would get it on with her. However, I knew she was married and I took her flirtatious ways to be just part of the confidence that oozes from a mature sexy women. Julia was 41, 5 foot six, with a gorgeous brunette hair, nice sized boobs and a lovely shaped bubble butt bum! She used to wear brown leather boots that used to come up to just below her...

4 years ago
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Seduced And Fucked Mature Housewife

Dear friends, this is Yuva Raj, living in Chennai city. I am aged 25 now and average looking with slim athletic body of 6’2 in height and weighing 70kg. I am basically a software engineer and working in Chennai itself. I don’t know why, but I have great passion about sex. Right from the moment I became a big boy, I took interested in sex and explored the ways of intimacy between a man and woman. This is one of my successful attempts in seducing a mature house wife and fucked her. I was...

2 years ago
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Mature wife with young black lover

Wife’s “special” encounter with a prodigiously endowed black man!Wife walked back to our pond to relax. Loved the privacy with 500 acres, wore her one-piece bathing suit. Once at the pond off came her bathing suit so she could lie on some large beach towels, enjoy some fresh fruit, splash in the water and just enjoy the day. She had no idea just how much she’d enjoy her day or how it would impact on her life permanently, in a good way, going forward!She’s 55 years old, 45EE-36-45, still fertile...

1 year ago
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Cam4 Mature

I know I’m not the only one out here fucking MILFs and mature bitches here. Oh, fuck you, don’t turn your nose up at me. I bet most of you cucks haven’t had action since fucking Y2K, and you only got it then because some dumbass babe thought the world was going to end. Well, I, on the other hand, have been fucking bitches left, right, and center, including mature bitches. And let me tell you, mature sluts know how to fuck like it’s nobody’s business. Don’t get me wrong; I’ll take some sorority...

Live Mature Sex Cams
1 year ago
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StripChat Mature

Strip Chat Mature! I’ll be honest with you old cucks. You’re not always going to get the hot, young dime pieces. And, honestly, ditzy 20-something sorority pussy isn’t all that it’s cracked up to be. I swear half the young broads I plow don’t even know how to ride, suck cock, or any of that shit. It’s like fucking a sex doll, only with a bit of personality. Screw all of that bullshit; I want myself a slut that knows how to fuck, suck, and everything else in-between. For that, I look towards...

Live Mature Sex Cams
1 year ago
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Maturenl

Sure, sure, young dime pieces have their place, but there’s nothing quite like plowing the pussy of a seasoned MILF who knows her way around a cock. So many young and dumb bitches barely know what to do with a massive dick like mine, let alone take it with ease as a slut who has been around the block a few times would. I’m telling you sex-starved cucks that it may be the time to stop hunting young pussy and striking out when there are millions of horny cougars and MILFs just waiting to be...

Premium Mature Porn Sites
4 years ago
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Mature Donna Fucks Sons Friend Bareback

[Contains: M/Mature F, Hardcore, Impregnation & Babymaking]Donna was in her element. It was her son Pete's 18th Birthday, the house was full of his friends who were all about to embark on an evening of drinking in town -- she had made them all food and shown off her cooking and hosting skills. Things had all gone well and they all seemed happy.Donna loved acting like a proper mother -- it was a role she relished. It was all she had done for years -- look after her three c***dren, who were...

3 years ago
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2 Cock Loving Mature Grannies

I had met my best friends granny at a partiy at his house.(See 'My Best Frienda Granny').Having enjoyed some fantastic sex we arranged to meet up again.She asked me to come round one saturday and told me to let myself in through the garden door.As i went in i heard her call out for me to come upstairs.When i got upstairs i found her lying in bed.I also got a surprise,as in bed with her was another woman.This turned out to be one of her friends.She was also in her sixties and as i was to...

2 years ago
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Seduced My Friend8217s MIL A Mature Lady

Hey, friends, I am posting after a long time as I was a bit busy. Today I will narrate my experience with a mature lady that is my friend’s mil. The star of the story – Mrs. Raksha, 36d-34-36 of 5feet 11inches, aged -51 yrs., fair with long hair with blonde color stripes and sharp eyes. I was invited by my friend miten and his wife Neha at their new residence for dinner. He and his wife shifted to Pune as both had their office transfer to Pune, the city of calm people. I took and off from my...

Incest
3 years ago
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2 Mature Milf Bosses1 Hot Fucking Session

One of the bosses was a regular fuck of mine.I had gone to her place of work as usual and having seen me she had told her staff they could go home early and she would shut up the shop.She took told me to go to her office and she would be in shortly.I was feeling horny though so i grabbed her and led her straight to her office.She started to protest that she,"...Hadn't finished shutting up" but i grabbed her and lifted her onto her desk.I pushed her skirt up around her waist and grabbing her...

4 years ago
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Mature interracial breeding

As per the image with this story my mature, blonde, blue-eyed, gorgeous wife, 44EE-36-47 and her best friend who is 38DD-31-42, long brunette hair were walking through a park and noticed a number of nude people. One was like the black man in this image, he was short, good body and well endowed with an extra long veiny foreskin covering his penis as it hung down. Two very nice sized testicles hung below it. My wife and her best friend (let's call her Elaine) are both the same age, wife is 51 and...

1 year ago
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Mature Tube

Ready for mature tube porn and sex at MatureTube? Mature women and milfs know how to fuck and suck better than any of these fresh out of college, inexperienced teen girls do. Fuck going to sorority parties and coming back with some dumb bimbo who can’t even suck a cock, let alone carry a conversation. I want someone who knows what they’re doing with their pussy! These women are aching for action (and anal)!Trust me, you’ll be pounding them in the back seat of their minivan behind a Sear’s...

Mature Porn Sites
2 years ago
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RoadToGlory Paulette 60yr old mature lady part 1

Paulette is a 60yr old mature lady who recently became a grandmother. I first met Paulette at my previous job as business consultant. My first impression of Paulette was that she has an amazing motherly figure. She has a soft-aged fair skin with slight freckles on them. She has a very plum body, with large breast that sag slightly due to her age. Her big butt often jiggles through her clothes as she walks. Overall Paulette was a very well composed lady with a charming smile. Due to our work, we...

2 years ago
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Erotic Lesbian Sex With My Mature Lady Manager

Hi, this is Aparna, 28 years old. I have been reading the sex stories on ISS since 6 years. I have always wanted to share some experience of my own but it never happened until this one. This is a real lesbian incident with my mature Manager which happened 4 years back. Hope you all like this story. I am a fair and beautiful woman, having a good curvy figure of 36C-28-36. I am sexy and naughty and I keep my secrets with me. Well, I have fantasies about having lesbian sex with mature women. I...

Lesbian
1 year ago
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Sex With A Mature Society Lady

I am Vijay, 33 basically from Kerala, but employed in abroad. This is to narrate my experience with a telephonic friend, in fact a mature lady. She was a lady of 45+ age having a high reputation in the society. I am not revealing her real identity, because it may affect her reputation. Her name was Sheela and was a widow. She was very smart, educated and running an educational organization of her own and was having a lot of social activities. Her children were studying in faraway places and she...

2 years ago
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Mature Lesley Puts On A Show

[Contains: M/Mature F, Hardcore, Impregnation & Babymaking]“Mmmmm….Uhhhhhhh....fuck....yes, that feels fantastic,” Lesley's moan was low and throaty.There was also a collective gasp from the other five women watching Lesley as she lowered herself onto the hard cock.Lesley took the entire length of cock underneath her, and moaned in appreciation.“I told you she was a dirty slut,” one of the watching women whispered.“Fucking slut,” another watching woman said under her breath.There was a...

3 years ago
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A Mature Fantasy Comes to Life

I guess I am not your average 22-year-old man when it comes to women. From puberty I had the same fascination with the female form that my friend did, but my tastes always tended towards a maturer woman. While all my friends lusted after young pop stars such as Britney Speirs in her school uniform I was more attracted to Monica Bellucci who made the cinema uncomfortably hot for me in the 2nd and 3rd parts of the matrix trilogy. Similarly when my friends started getting interested in the other...

1 year ago
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iWantToFuckHer

When I think of hot sluts that I would love to fuck, it’s actually pretty difficult to think of what she might look like. I usually have to see her and that’s when I’ll figure it out. I’ll just be staring down a chick and in my mind, it hits me: “Damn, I would just love to slide my cock in that bitch!” Have you ever felt this way? If you have, then you should probably check out /r/iWantToFuckHer. This is a collection of photos where people spot cute babes and hot sluts that they would love to...

Reddit NSFW List
3 years ago
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MATURE THAT PASSION

MATURE THAT PASSIONI have a passion for mature ladies, better if married.I discovered my passion for white married women when I was 30.I had been invited by the head of a company with whom I had contacts for work reasons, at a party in his villa.When I received the invitation, I could not explain why. I had been the only one among several of his acquaintances and my acquaintances, among them also many more important than me, to have received it.The chief was 58, while his wife, who also worked...

4 years ago
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Male Model to Mature Pornstar

Male Model to Mature Pornstar by Kelly Newman Modelling had been a hard career and Craig had come to accept some harsh truths. One was that it was one of the few professions where women made more than men. Two and more importantly, it favoured the young and now in his late 20s his career was on a downward trajectory. Certainly, by all accounts he still had the body of a male god and some of his peers had moved on to the world of personal training, but it just didn't appeal to him. He'd...

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