Older Male / Female

I Watched My Wife With An Older Man

/ Categories: Cheating, Cuckold, Older Male / Female, Reluctance, True Story, Wife / Cheating, Cuckold, Older Male / Female, Reluctance, True Story, Wife / By

I watched My Wife With an Older Man My wife and I have been married for about ten years, after meeting in college. I considered myself quite the stud back then, but was still surprised and flattered when I landed someone like Anna. Our love life has been fabulous, and I know she has never cheated on me. I had a minor office fling in our third year together, but it only lasted for a few times. Anna is a Texas gal, grew up on a small ranch outside Dallas. If there is such a thing as a “typical” cowgirl, it’s Anna. She’s nearly as tall as me, slender, long legs and dark hair nearly to her waist. At twenty nine, she’s a beauty and I know it. After a stint in the Air Force, …

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L.I.S.S.A. C. CH5 R and D (Research and Development)

/ Categories: Coercion, Dark fiction, Fiction, Mind Control, Older Male / Female / Coercion, Dark fiction, Fiction, Mind Control, Older Male / Female / By

L.I.S.S.A. C. CH5 R and D (Research and Development) Dr. Daniels walked briskly up the hallway toward his office. His white lab coat swirled back and forth behind him as he had no time to waste. It was not every day that the chairman of his project division came for a visit, but then again this was not a big surprise. It had been more than 18 months since his last visit, and the program had been only in its infancy. As he seated himself behind his desk, Jack new he was going to be in the hot seat for a while. It never was any fun having to meet with the representative from the ‘company’. As far as Jack was concerned his superior was an asshole, a throwback to a more Neanderthal state of …

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Goblins

/ Categories: Blowjob, Cheating, Cuckold, Fantasm, Gothic, Horror, Job/Place-of-work, Mature, Monster, Older Male / Female, Oral Sex, Romance / Blowjob, Cheating, Cuckold, Fantasm, Gothic, Horror, Job/Place-of-work, Mature, Monster, Older Male / Female, Oral Sex, Romance / By

“Up the airy mountain, down the rushing glen, We daren’t go a-hunting, for fear of little men.” -William Allingham, “The Fairies” *** “I want to dance with the hill people at night,” Flora said, standing on a chair and looking out the window. Megan looked with her. The summer sun was slipping behind the yew trees on the hill beside the big old house, but no one was there that Megan could see. She frowned. “What do you mean?” Flora looked up at her. “Every night the people dance and sing all over that hill, and the lights are very pretty.” “They bring lights?” “They ARE lights.” Megan tsked. “No nonsense,” she said. “Get ready for bed.” Flora climbed off the chair and trotted up the stairs, skirting past her brother on the floor. Megan …

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Trapped, Trained and Twisted Pt. 03

/ Categories: Anal, Asian, Authoritarian, BDSM, Bondage and restriction, Coercion, Dark fiction, Discipline, Domination/submission, Erotica, Exhibitionism, Extreme, Fiction, Hardcore, Horror, Humiliation, Male Domination, Male/Female, Male/Teen Female, Masturbation, Mind Control, Older Male / Female, Sado-Masochism, Slavery, Stockholm Syndrome, Water Sports/Pissing, Written by women / Anal, Asian, Authoritarian, BDSM, Bondage and restriction, Coercion, Dark fiction, Discipline, Domination/submission, Erotica, Exhibitionism, Extreme, Fiction, Hardcore, Horror, Humiliation, Male Domination, Male/Female, Male/Teen Female, Masturbation, Mind Control, Older Male / Female, Sado-Masochism, Slavery, Stockholm Syndrome, Water Sports/Pissing, Written by women / By

Chapter Four: Further Training. I felt like I was being stabbed in the head over and over again. My puffy eyes popped open and for a brief moment I forgot where I was. As if the events of the past couple days were terrible nightmares that I was finally waking up from. Much to my chagrin however, the worn lime green shag carpet remained beneath my naked and chained body and I was still a prisoner to a sick pervert. Ten seconds passed and another painful jolt found its way directly into my brain. I quickly moved my little body up and got on my knees, spread my thighs wide, arched my back and cupped my firm little breasts. I stayed in that position for what seemed like forever, once again feeling my thighs go …

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Nubile Bliss 1

/ Categories: Anal, Consensual Sex, Fantasy, Older Male / Female, Virginity, Young / Anal, Consensual Sex, Fantasy, Older Male / Female, Virginity, Young / By

Nubile Bliss 1 By Will Buster This is a story of an insatiable pre teen’s discovery of carnal wonders. If you don’t like young stories, please go to another category. Tom enjoyed working for “Pools Are Us”. He was both a sales rep and a back up maintenance man when things got slow. So for that reason, the company built him a very nice, Olympic sized pool in his back two acre yard. The new home was picturesquely situated in a well preserved woodland area. The next house was literally a hundred yards away and Tom Williams sure liked the peace, quiet and privacy. Of course there were a number of reasons why he preferred this private, upscale location. First of all, it was a much more relaxing situation to show prospective clients how great …

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School is Out and Dark Secerts Follow

/ Categories: Blowjob, Job/Place-of-work, Male/Female, Older Male / Female, Romance, True Story, Written by women / Blowjob, Job/Place-of-work, Male/Female, Older Male / Female, Romance, True Story, Written by women / By

The final months of being in High School soon was here. John and I pretty much kept to ourselves the next few months as I was about to finish High School and he was just finishing his first year of college. We also did not see much of his aunt DeRonda as she was away for two months on business. Graduation day came in June but to be honest it was just another day as I felt something was missing. That was Kim, her and I had stayed in touch with phone calls and writing letters, but I missed her just the same. We had gone through all of school together except for on this final day. I had noticed that Kim had done some growing up of her own being away. I could tell …

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Black Neighbor Ba

/ Categories: Fantasy, Interracial, Males / Female, Older Male / Female / Fantasy, Interracial, Males / Female, Older Male / Female / By

Black Neighbor Baby Sitter Part Three She started by licking the tip taking in the pre cum on her tongue that was leaking out and then sucking it down. Then she sucked the hole in an effort to draw out all the pre cum she could. She moaned in satisfaction as she did so and he was doing a little moaning of his own as she did what he wanted. “Now take in the head,” he said as he watch her. She had her eyes closed as she did his bedding. This was heaven and he hoped that it would never end. With the head of his pecker now in her mouth he tolled her to start pressing more of it in and suck as she did so. She followed his command and sucked as …

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Generations

/ Categories: Anal, Blowjob, Consensual Sex, Cum Swallowing, Dark fiction, Fiction, First Time, Male/Teen Female, Older Male / Female, Oral Sex, Virginity / Anal, Blowjob, Consensual Sex, Cum Swallowing, Dark fiction, Fiction, First Time, Male/Teen Female, Older Male / Female, Oral Sex, Virginity / By

Generations As I watched my fourteen year old great granddaughter lounging in the sun I couldn’t help but think back to that day I found her grandmother, my daughter, messing around with a man in my bedroom. I was supposed to be at work but had decided it was too nice a day to be at work. So I told John my assistant manager that as company boss I deemed it my responsibility to get as much sunshine as possible to keep me healthy. “Yes sir Mr Thomas,“ He smiled. It’s not like I hadn’t done this before. The business was running well and I really didn’t need to be there all the time anymore. It had taken the death of my beloved wife two years ago to bring that home to me. It had …

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A TALENTED OLDER MAN FOR MY LADY AND ME

/ Categories: Bi-sexual, Blowjob, Consensual Sex, Cuckold, Erotica, Exhibitionism, Group Sex, Hardcore, Males / Females, Older Male / Female, Oral Sex, True Story, Voyeurism / Bi-sexual, Blowjob, Consensual Sex, Cuckold, Erotica, Exhibitionism, Group Sex, Hardcore, Males / Females, Older Male / Female, Oral Sex, True Story, Voyeurism / By

“Carlos is sixty-years old, Latin American, he has worked as a male model for all his life, hard to believe his age, so handsome, so dapper, so sophisticated with his patrician style and manner with his short cropped blond hair and matching small beard. “That’s him with his thirty-five year old girlfriend / personal assistant on his arm, both of them in skimpy bikinis, look at his tanned body, powerfully built, barrel chested, attractive man boobs, strong arms, flat stomach, footballer’s legs and what an ass for any man. Both of them with collagen lips. Can you see the outline of his cock? Fabulous body for a man that age. Did I tell you he is bi?,” my buddy asked teasing me, hinting that both he and his lady had sex with him. I could …

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Lake Cabin – Final

/ Categories: Blowjob, Consensual Sex, Diary, Group Sex, Male / Females, Older Male / Female / Blowjob, Consensual Sex, Diary, Group Sex, Male / Females, Older Male / Female / By

This is the last part of the series at the Lake Cabin. Read parts 1 – 4 for context if you wish. However, I will give a short synopsis below. INTRODUCTION/SYNOPSIS My wife had gone on vacation at a lake cabin in the northern part of the state for about 20 years. Starting 5 years ago I started doing some basketball training for Sarah and her younger sister Sammy. They had gone on to be starters on their high school team. Their team went to the state tournament twice. They now play on their college team. Also 5 years ago I started helping Maggie with her mathematics. She had gotten sick near the end of the school year and was working to complete it during summer vacation. Only after our vacation was nearly over she …

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A Man of the Modern Era

/ Categories: Blowjob, Consensual Sex, Fiction, Older Male / Female, Oral Sex, Young / Blowjob, Consensual Sex, Fiction, Older Male / Female, Oral Sex, Young / By

A Man of the Modern Era I am become, without choice, a modern kind of guy though I’m over fifty. I recall the heady days of JFK and his Camelot, when all seemed right with the world. As a kid back then, I had a head full of pie-in-the-sky ideals; everything seemed magical. I later watched men walk on the moon live-as-it-happened, with Walter Cronkite on TV gushing about the greatness of another uniquely-American achievement. That’s when there was a world to speak of. Not quite such a thing any more. We grew up expecting Soviet nuclear devastation at any minute. Then the Sovs crashed, and we had peace in our time. Well, that’s what we thought but, as usual, we lied to ourselves and to each other. Sad, really, how Man always finds it …

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The Challenge 4: Origins and Revelations

/ Categories: Cheating, Dark fiction, Female solo, Fiction, Hardcore, Interracial, Male / Females, Older Male / Female, Pregnant, Prostitution, Reluctance, Threesome / Cheating, Dark fiction, Female solo, Fiction, Hardcore, Interracial, Male / Females, Older Male / Female, Pregnant, Prostitution, Reluctance, Threesome / By

Author’s Note: This is a prequel of sorts. It covers Bob’s history and background. After the first few chapters, time starts whizzing by, as decades were covered. I recommend reading the first three Challenge stories as there are Easter Eggs, character cameos, and call backs to them in this story. The characters of Tiffanie and Diane will each have two stories — they’ll be under the Former Playboy Playmates series on my story listings page. Editing thanks go to Todger65. The Challenge 4: Origins and Revelations Chapter 1 He was going to take her. After weeks of watching her, studying her, memorizing her daily routine, Robby was going to hunt her down and take her. He didn’t want to do it, deep down, but his animal urges of being stranded with her, had become too …

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ROAD CANDI

/ Categories: Older Male / Female, True Story / Older Male / Female, True Story / By

Driving through Pennsylvania, I took a seldom used state highway to see the countryside, as I had extra time to kill before my delivery. As I rounded a bend, I saw a woman on the roadside, her car was parked off the side, hood up and steam pouring from the engine. I pulled over asked her if she needed help, with a smile she said, “I’m trying to leave this area but the car died on me, can I have a ride?” How could I turn down those piercing blue eyes and her perfect dark brown hair? As she climbed in the cab, I could see her perfect tits outlined under her pale blue shirt, so round and perky. I couldn’t believe it as they were large and firm. As I helped her into the …

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Abduction – Taking Care of Our Need Chapter 5

/ Categories: Dark fiction, Fiction, Older Male / Female / Dark fiction, Fiction, Older Male / Female / By

(Kelsey) I woke before Tom at 8AM and watched him sleep and thought that he certainly is a good looking man and man does he ever know his way around my body. I got up sometime in the middle of the night to go to the bathroom when I saw that he shot another load on my tits and face. I lost track of how many times he got off but it had to have been at least a half a dozen and then he came on me again while I was sleeping. God knows what he did to me besides fuck my tits. Now I’m more confused than ever. We had so much fun last night and when I got a glimpse of his house I started imagining myself as his wife. I could …

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Locked Up

/ Categories: Anal, Authoritarian, Bondage and restriction, Cock & ball torture, Discipline, Domination/submission, Fantasy, Female Domination, Humiliation, Male/Female, Older Male / Female, Oral Sex, Spanking / Anal, Authoritarian, Bondage and restriction, Cock & ball torture, Discipline, Domination/submission, Fantasy, Female Domination, Humiliation, Male/Female, Older Male / Female, Oral Sex, Spanking / By

Chapter 74: LOCKED UP In total darkness, before the sun had shown her smiling face, my eyes crept open. My hardness was evident, it throbbed between my legs. I lay quietly, enjoying the gentle rocking of the boat, listening to the waves lapping against the hull. I was being hypnotized back into the land of dreams when Dani, lying next to me, stirred. I felt the warmth of her body against mine, making my wood twitch and quiver. Instinctively, my hand surrounded her breast, squeezing gently. Her moan gave me permission to roll on top. Her legs parted, giving me permission to enter her and relieve the pressure now raging in my nether regions. After getting Dani to shore and into a taxi headed to the bus station, I readied the Love Boat for the …

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A Lesson For Liz (Revised)

/ Categories: Dark fiction, Fiction, Older Male / Female / Dark fiction, Fiction, Older Male / Female / By

Chapter 1 Sam and his younger sister Liz met for coffee one afternoon this summer. Sam and Liz had never been very close, mainly because Sam was 11 years older than his younger sister Elizabeth or Liz as she liked to be called. They hadn’t seen each other for a couple months yet they lived in the same city. Sam was the type that let his career run his life and never had gotten married or really settled down. He would have the occasional girlfriend but nothing ever really came of it and he was fine with that. Sam had his 40th birthday this past summer and by looking at him, you’d never know it. He stood 6’4” tall and had a dark complexion from all those days working out in the sun. His brown …

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Nobody Knows What Goes On Behind Closed Doors (Intro)

/ Categories: Blowjob, Cum Swallowing, Fantasy, Job/Place-of-work, Male/Female, Older Male / Female, Oral Sex / Blowjob, Cum Swallowing, Fantasy, Job/Place-of-work, Male/Female, Older Male / Female, Oral Sex / By

35. Nobody Knows What Goes On Behind Closed Doors (Intro) It was Saturday morning and we were still in the mega-yacht marina in Miami. Still working my plan to offload my stowaway. We had a lunch date on a different behemoth, Stardust. I wanted Vista to be horny when we visited. You know, like a shopkeeper dusting his wares. So I quietly slipped out of bed trying not to wake her. I was purposely trying to avoid her vow of sex first thing every morning. Much to my chagrin, my rattling around with the coffee pot roused my sleeping beauty. She crawled out of bed and disappeared into the bathroom. When she emerged, she came up behind me, wrapping herself around me. Her hand felt my crotch. “This is not acceptable. Where’s your morning wood, …

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