Mature

My Moms Best Friend

This story is pure fantasy, I made it up as I went along. Enjoy! My moms friends name is Kate and she is one beautiful woman. She was 42 (younger then my mom) and had the nicest set of tits I could imagine of. Big, round, a handful. Her ass was amazing too (I’d only be able to see it when she wore tight clothes). I fantasized about her all the time.. I’d take her bra’s & panties and jerk off into them… I’d even take her dirty panties out of the laundry and sniff them… I loved her scent. She was single and moved in with my mom after my dad passed away to help her out. I had recently came back from Afghanistan, and come back home to stay with my mom. One …

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The Best Christmas Ever

This was my entry for the recent CAW, so since its nearly over, I decided to post this on the story site. Hope you all enjoy.~ Comments and feedback are appreciated. – – – – – – Molly hated the holidays. To her, it always seemed the same. All the shops alike would divest themselves from the spooky to the lively overnight. Shelves, once decorated with grotesque faces, pumpkins, and a myriad of costumes would suddenly be sparkling with wreaths, plastic evergreen trees and that unmistakable jolly old geezer that young and old identified with alike, even though they all knew he wasn’t even real. As it started getting closer to the holidays, people would immediately rid themselves of their former gloomy selves and become more energetic, more cheerful, wishing someone a “Merry Christmas”, or …

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Quarantining with Cheryl

“Hey are sure she’s cool with this? You said that she’s become so anxious she won’t even leave the home, you think she’ll be ok with me living in her house?” Rob was talking with his mom about his new living arrangement. He’d recently gotten the news that moving forward his employer was implementing work from home for all staff. He’d been looking for a reason to break his lease and move out of his crowded apartment for some time and this gave him the motivation he needed. His drive was quickly tempered though, there honestly weren’t that many better places out there. This is when his mom suggested he rent out the basement of her sister Cheryl’s house. Cheryl lived in a pretty great location and from what Rob understood had a big house …

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Upsetting the apple cart Part 5

Steve drove home and collapsed on his large leather sofa. He was absolutely knackered, his cock and balls aching from all the amazing fucking he’d done. He had known he would get to fuck Jane’s mum without her putting up more than a token resistance, she was so sexually frustrated he could smell her cunt as soon as she opened the front door. She was desperate to be fucked good and hard, even if she couldn’t admit it to herself. It was hard to believe she had got to thirty nine years of age without anyone pressing the right sexual buttons that released the Lyndi Loo hidden inside her. Sandra turning up was just too good an opportunity to let slip. It was a calculated guess that she would share the same traits as Lynn …

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LIFE IN THE ENGLISH COUNTRYSIDE

LIFE IN THE ENGLISH COUNTRYSIDE Just because it’s a quiet village, it doesn’t mean that nothing underhanded ever happens. …….. Frank and Vera bought a thatched-roof cottage on the edge a small English village, surrounded by miles of green fields. Their next door neighbours were Tom and Alice who’d lived in the village for years. Frank had reached senior management, and their two fully grown children had flown the coop long ago. Vera was lonely sometimes, especially with Frank’s long days at work and the occasional night away, but over the 18 months since they’d bought the house, she’d diverted her unused energy to the large back garden, transforming it into a botanical rainbow. Tom and Alice were almost twenty five years older, and after a few years in retirement, had settled into a home-based …

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My friend’s 43y/o kinky Mother part 2

This is the second part in what I hope will be a trilogy of stories about an old friend’s 43y/o kinky mother. If you have not already read part one please read it, in order to have some background on story and characters. It is set in the winter of 1996 when I was 19 years old. Only certain aspects of this part are true, mostly this part is fictional. – enjoy. I awoke lying next to my friend’s Mother sometime after 5am. Her head was resting serenely on my chest, as her arms were wrapped around my 19 year old body. She had a nice content smile on her face as she slept. ‘Jesus,’ I thought. Mike would absolutely freak if he found out I had an intense fuck session with his mother last …

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Sheer Envy part 2 & 3

It had taken me hours to fall asleep after what I had seen that night. My mind was reeling, a swirling storm of emotions. I had watched my friends father – a man I had secretly admired for years – come into our room at night during our weekly sleep over and molest our other unconscious friend as she slept. I had seen my first real cock. I had witnessed my first sexual assault. I had seen cum for the first time, watching as his thick cock had spurted it on my friends unconscious face. I spent the next few hours going over it in my head. Why had Claire and Tara not woken up? I realised it must have been the cheesecake that Theo, Taras handsome and apparently sexually deviant father, had made for …

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My Neighbor Michele – Part 6

About fourteen years had passed since I last saw Michele. I knew she and Tony divorced about a year after he left, but didn’t have any other knowledge of her whereabouts. She and my wife were friends and I also had a marital split about the same time. My ex-wife had moved out of state. I moved into a townhouse about ten miles from my previous home. Michele had hardly crossed my mind until one day I saw her across the aisle in a grocery store. I seriously thought about hiding. After seeing me, Michele smiled, waved and walked toward me. I was hoping she didn’t slap me across the face again. That would have been embarrassing in the middle of the produce section. However, she wrapped her arms around me in a big embrace …

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Visionary

Visionary Some call me a visionary, others a nerd, but most call me perverted. That’s why I’m in this institution, undergoing mundane group therapies, watching headcases substantiate their titles, and secretly flushing the medicinal concoctions I’m given daily. At first, I was angry; but have learned to become a passive drone, partially in self-preservation, and partially because the staff remains blissfully unaware that I continue my “disgusting” research with my true friend and co-conspirator at the lab. Cheryl is a true poster child for Walmart, disguised in a lab coat and coke bottle lenses that create a most annoying asthmatic nasal wheeze. Through clandestine weekly data transfer on the back blank pages of the novels she brings me during visiting hours, we are perfecting the libido serum I spent the better part of post graduate …

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Mrs Dot

Chapter 1 I guess this is England not empire bay. England, 1964, I was an 18 year old apprentice living at home with my parents, as pretty much all teenagers did back then. Although technically a virgin, my girlfriend and I fooled around a bit, I played with her tits and pussy and she wanked me off frequently but that’s as far as it went. Like all teenagers I lusted after lots of women but there was one woman who occupied my thoughts when I jerked off. Dorothy, or Dot, as everyone called her. She lived two houses away and I would guess she was in her late thirties, married to Billy and had three kids. She was not obese but rather voluptuous, what one would call thick today, with large breasts, a nice waist …

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A Walk With A Happy Ending

I was having a day to myself, a long walk and had stopped to take some pictures when I noticed people coming my way. I moved to the side so they could pass and get back to taking pics. It was a couple, a guy and, I assumed, his wife. They seemed, to me, to be tourists – she was dark haired, stern looking, 50’s and as she passed said “Thank you” in a German accent. I thought nothing of it, but turned as they passed to take another look and was rewarded by seeing that she wearing a pair of extremely tight running leggings which hugged and contoured the most fine looking rear, shapely and firm with a hint of softness. The swing of those cheeks and the lack of VPL, seemed to point …

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Stepmom Godaughter from Portugal. Pt7

Mark let me walk you to the door if I can…lol Is your ass sore? Yes, but it was worth it and my pussy lips are tingling still. Ok. I put my clothes back on as she waddled to the door nude. Mark I can promise you will get the contract and I would love to see you when you have sometime for me. Maybe…I will take that as a yes Mark. I don’t think I will every walk normal again and want my husband dick again. As she laughs. Ok, bye Heather..Bye Mark and Thank you. As I got in my truck I looked at the clock as I started it up. O Shit it’s 4:15PM I have been here for 3 hrs fucking Heather. I was thinking to myself Fuck, Fuck, why did …

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Granny Dee and her Younger Lover

This is a true story that just happened this week. I’ve changed the names of myself and sexy granny I had the pleasure of getting naked with. The story starts with me trawling on a well known paid sex site for a mature older woman. Call me a freak or whatever, but I love having sex with older woman, the older the better. So I message about a dozen ladies and as usual get little to no response. Logged in a few days later and found one response from a lady that was in her late 60’s. Perfect I thought. So to cut a long story short we emailed back and forth for about a week, then exchanged some naked pictures. Her pictures really turned me on. Let me try and paint a picture of …

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Mr Peacock

Mr Peacock This is a true story about myself and a lady called ‘H’, we were friends that became lovers although we were still married to other people. Her husband was away frequently giving the opportunity for us to play. ‘He said what ?’ I asked staring at her in partial disbelief. ‘That I had a sexy bum’ she replied, a mischievous glint in her eye and her mouth twitched trying not to break into a huge grin. ‘Roger Peacock said that ?’ ‘Yes’ she smirked ‘So he wants to fuck you then ?’ I replied. ‘Oh god no .. I hope not.. He’s too old, that’s an awful thing to say’ she retorted but the glint in her eye remained and the corners of her mouth still twitched doing their best to remain unemotional …

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The Secret Game Part 3

**DISCLAIMER: The plot, characters, and settings are a work of fiction and pure fantasy. >>>>>>>>>>>>>>>>>>>>>>>>>>>>> CHAPTER 7: The Bukkake Finale >>>>>>>>>>>>>>>>>>>>>>>>>>>>> -Ladies and Gentlemen! The time has come for our men and myself to cum! K says. Everyone applauds. It’s time for us to wrap up the game with Cutie’s Bukkake finale. -Ok Everyone! Let’s all get on stage. Cutie, you’ll make yourself comfortable on the big tarp set up for you. Let’s go! K says. All the participants follow K onto the stage and gather around the tarp. Cutie gets on her knees in the center of the tarp as Bob, Ted, and I stand around her. -Ok ladies and gentlemen! Here’s how we’re going to go about doing this. I’ll have Cutie suck and jerk off our men until they’re ready to cum. …

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Luke & Violet 3

We landed in Cancun. Me and Violet walk through the airport and get through customs and all that TSA bullshit. When we get to the resort, we are greeted by Jacob. He’s my best friend and the reason I’m even on this trip. “Hey Luke!” He approaches me with and we hug each other. “How are you my friend?” We catch up quickly and then I introduce him to Mrs. Taylor. “This is Violet. She’s a close friend of mine. My neighbor actually. I invited her to come along and relax with us.” Jacob was surprisingly cool with that. I did send a group text to my friends that came along on this trip and and gave them a heads up I was bringing a friend last minute. I could tell by the smirk and …

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Closet MILF

Shelly Wright always threw the best women-only house parties the weekend before the Superbowl as a kind of special reward to all the women that would have so much work to do for each of their own big football parties the following week. The night was still pretty young, but Heidi decided her early morning plans would probably be harder to keep if she continued socializing and drinking with her colleagues from work. Leaving her coworkers house early would also alleviate the amount of grief she would receive from her husband, Jason, for the next week or so for staying out late and partying without him. Shelly was a gracious hostess and tried feverishly to get her friend and guest to stay for the real fun, but did not argue too strongly against the early …

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Charlotte and Alice; Part I

For as long as I can remember, I was obsessed with the bodies of older women. It didn’t matter if it was a teacher at school, or a friend’s mom, I always had a love for thick, mature bodies. I met Charlotte when I had just turned twenty and she was in her early fifties. I had started dating her daughter, Alice, but I’d be lying if I said Charlotte didn’t have my full attention from the jump. Charlotte was a heavy-set woman, red hair that flowed down to her shoulders, with round DD breasts that hung down over her belly, thick thighs, wide hips, and a fat ass. Despite being a redhead, her skin was a light tan complexion from her Italian heritage. Her face was nicely aged, light lines on her forehead and …

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Topless Tuesday

Fbailey story number 253 Topless Tuesday My interview was on a Friday. I had always been advised to avoid Monday and Friday interviews because on Monday everything was hectic following the weekend off and that Friday was bad too because everyone wanted the week to end and the weekend to start. In this case I did not have a choice. I arrived in my best three-piece suit. I know that vests are not in but I like them. When I was greeted down in the receptionist’s area by my escort, I was surprised. The woman was very attractive but she was dressed in a pair of Daisy Duke cut off jeans and a top that tied just under her breasts. All I could think of were those old reruns of ‘The Dukes of Hazard’ television …

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Broken Bliss CH 4

Thank you for all the comments to date. I truly appreciate them all (Yes, even the negative ones). Broken Bliss Chapter 4 +++++++++++++++++++++++++++++++ I was rather disappointed to wake up this morning, and realize Mom hadn’t come in to see me last night. Had I done something to offend her? If so I needed to make amends. But first things, first; I had to pee. I walked out to the kitchen, hoping to catch Lisa before she left for school, but heard her driving off instead. Mom’s bedroom door was closed, so I knocked with me knee, but got no answer. I checked the garage, and saw that her car was still there, so went back to try her door again. Before I knocked, however, I heard an odd sound coming from her room. I …

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