'older man' stories

Brick, Mortar, and Bruises

Volunteer worker suffers in the hands of her sadistic boss.

©2019 GlacialisFI Young, vulnerable volunteer worker on a twelve-week commission overseas is raped and abused repeatedly by her sadistic new crew boss. Dear Reader, _Please note that this is a rape fantasy story written for adult entertainment. Among other violent, extreme and possibly disturbing scenes, it contains graphic depictions of non-consensual sex. If you are...

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Cammie

Our heroine remembers her first time.

A friend suggested I write about anything interesting from my past. What else? He was a friend of my father, a middle-aged man. Based on the idea and techniques in a magazine article I'd read, I selected him as my first lover. I was eighteen, ready to graduate, headed to college. I thought I'd have a head start if I got sex out of the way before I started higher education. I hope...

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In a Stranger's Eyes

An aging hit man goes on the run with his boss's daughter.

This story is for the April Fools Day contest 2019. Please remember to vote at the end, and thanks for taking the time to read my work. ---------------------------------------------------------- The car doors of the big sedan slammed shut as the two men sprinted into the nearby diner to get out of the steady drizzle that was falling from the sky. It was a typical spring day in the big...

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My Wife and the Dirty Old Men

Wife ravaged by two old men.

My wife and I have been having a few financial problems, so she took a part time job as a caregiver or two elderly gentlemen. Max and Joe were born shortly after world war two and came to this country from Germany to work as machinist in a cigarette manufacturing facility. Now retired, they live together in a comfortable home in North Carolina. They do pretty well for their age, but have trouble...

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Cascade Fire Ch. 07

Market Day | Rocky mountain high.

7. Market Day See, there's this complex chain of dependencies. I loved Callie and she loved me, we both loved Jess and she loved both of us back, and neither of these wonderful women fully trusted Sati and so neither did I. This wasn't something I'd discussed with them, me being mostly incapable of discussion, but some indelible part of me knew. And so Sati trying to get this...

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The Floating World Pt. 10: Madelyn's Room

Adam and Juliette return to Madelyn's house.

"Good afternoon, ______ Partners, Theresa speaking. How may I help you? "Hello, Mister Cain. I'm fine, thank you. Thank you for asking. "Well, I have to, really. It's our protocol, part of our brand, answering the phone properly. It's a bit scripted, though, isn't it?" Theresa lowered her voice and quickly looked around, feeling guilty about her tiny conspiracy with Adam, but...

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Father's Shelter

Emily finds her long-lost father, ends up drunk and naked.

Disclaimer: This story is a work of fiction. It involves elements of incest, alcohol, and questionable consent. All characters are at the legal age of 18 or older. * "I'm telling you. Please just stay at home with me, Emily." I can still remember how it all began with my mother's words. It feels like it happened so long ago. As it so often happened in my life, I had to endure...

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Icky Vicky Roberts

Headmaster makes young man his toy.

Author's Note: Any and all persons engaging in any sexual activity are at least eighteen years of age. Disclaimers: This story has been edited by myself, utilizing Microsoft Spell-check. You have been forewarned; expect to find mistakes. .* Stephen Hebert looked out the window at the courtyard of the Academy. From his third story window, he had an unobstructed view of the entire...

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Cascade Fire Ch. 06

Taylor | Who becomes a dome.

6. Taylor Callie and Jess and I worked together in the greenhouse and the garden one morning a few days later. We'd started transplanting the previous week, the most cold-tolerant plants first because it still got pretty chill overnight and occasionally froze. Some veggies including early peas were already yielding in profusion in the greenhouse, which suggested a dinner if I could get...

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Caring for his Most Precious Thing

A proud, older husband loves his wife "that much".

As a single male, the profile I posted on the Swingers website would normally garner maybe one or two replies a month. Single males are very plentiful and while I wasn't Quasimodo, there were certainly younger, fitter, more attractive and more well-endowed guys for couples to choose from. It really didn't bother me at all -- when a reply came in I pursued it. If it went somewhere great, if it...

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Olivia in Vulmonia Ch. 32

Olivia is assigned a new task.

"Well, this has certainly been an interesting turn of events," Officer Amelin mused as he tugged on the end of the clit leash. Olivia squirmed around on the seat in the back of the squad car as they drove to Judge Thorsky's house. "Honestly, I don't know what the judge was thinking, putting an American in charge," Officer Letov sneered as he maneuvered the vehicle through the winding...

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Gillian's Spanking Addiction Ch. 04

Gillian has a caning along with her girlfriend.

"I saw your striptease on the web last week and I thought I'd give you a call and say how erotic I thought it was." "Thank you, Mister Williams. Yeah, that one was hot. One of my cosplay shows with my friend Samantha." "Quite, I downloaded it and have wanked off to it every day for the last week. If you are up for it I would take great pleasure in hooking up with you once more." The...

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Housewife Gets a Massage Pt. 02

Kate's encounter with Endo changed her forever.

I've had some awesome and kind feedback on Part 1 therefore I felt obligated to continue the story. Thank you very much!! *** A month had passed since Kate's unexpected encounter with Endo, the Japanese massage therapist who seduced the Milf housewife. Kate had spent the days since her erotic massage filled with guilt. Guilt for cheating on her hardworking husband, being close to not...

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Grace's Rose Garden

Widower finds a young teacher to guide him into a new life.

A knock on the door roused Allen from his quiet work. Usually delivery drivers and such rang the bell instead; a knock was more likely to be someone from the neighborhood. He sluggishly got up to answer and the knock sounded again. He was being too slow. "Just a moment," he called, walking through the house that he kept mostly shuttered against the daylight when he was working, to avoid...

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Mistress Doreen Ch. 06

Consummation.

_Chapter Six - Consummation Author's Note: This is a story of a female dominant/male submissive relationship between mature people. This is fiction. If you enjoy such stories read on and please comment and vote. If not choose another story more to your tastes. This Chapter is the sixth in this series. Please read the preceding chapters for context. To the gentle readers of the previous...

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Meet the College President

A young woman's job interview becomes an act of submission.

_Hey, I've been away for quite a while, but never far from your hearts. Dashed this one off in one sitting. It was inspired by fan mail and your comments, so thank you very much for all the support. This one is from a first person submissive female perspective. Hope you enjoy. Cheers. Sam _ * My name is Valerie Pinkwater, and this fall I joined the English department of a...

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Were-Tigress Ch. 02

Mari | Bob doesn't leave town soon enough.

2: Mari NOTE: A section in this chapter is intended for display in two parallel columns, indicating carefully timed simultaneity, but this is not a feature supported by this site so the reader's imagination will have to assist. There was one more early afternoon session before it would be time to collect my bags, head to the airport, and fly home. I tried to find a knot of people to...

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Step Dad Teaches Me a Lesson Ch. 02

Step daughter and dad explore forbidden fantasies.

I love getting feedback and comments from all. But this is a work of fiction, so the unimaginable can be imagined. Enjoy! * "Lexy doll," He called me out of my thoughts. I turned to my daddy and walked up to him; he pulled me into his arms and kissed me harder, I could taste the beer on his tongue. This kiss was filled with need, lust, power, and desire. Daddy had porn playing on...

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Daddy Needs Love Ch. 03

Father and daughter brings their relationship to new heights.

This is the continuation of the love story between Amy and Matthew, it is highly recommended that one reads the previous chapters, though not essential. Either way, I hope you enjoy it. * Amy woke up in her large double-bed, the sun shining in through the open blinds, scattering rays of light around the room. The bedroom was not all that spacious, containing only the bed, two...

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Miracle on Slutty 4th Street Ch. 03

A busty young wife tries to reason with a brutish old man.

_(This story is posted on the Literotica website. Do not repost anywhere else without the author's consent. For fans of my stories, they know what kinds of things to expect. This story deals with similar themes as the stories by wannabeboytoy, seducedHylas, and Dark Betrayal, namely cheating, betrayal, and heartbreak. If stuff like that isn't your cup of tea, then you probably shouldn't bother...

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Olivia in Vulmonia Ch. 31

A test of will.

As the police cruiser pulled up to a building, Olivia immediately recognized the grey drab structure that sat on the other side of the gravel parking lot. It was the scientific research laboratory. It was the place where, a mere day ago, she had been forced to test out "marital aids." "Remember this place?" asked Officer Amelin as he swung open his door on the passenger side. Remember?...

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The Last Lesson

Will the last lesson be the one both have always dreamed of?

This is the last time. The last time she will sit in this chair, rest the cello between her thighs and play for her instructor. The instructor watches her tune the cello and start her scales just like she has done every week for the past 9 years. And every week, the same melody and the same outfit: the white blouse, blue button-down sweater, plaid skirt and knee-high socks of her school...

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Marianne and Christopher

What Happens Right After Sense and Sensibility...

This is my imaginings of what happened right after Sense and Sensibility. My apologies to Miss Jane Austen. (I used the Emma Thompson movie version as my inspiration.) Please enjoy! * Marianne looked up at her new husband and felt the rise of pride in her bosom as he tossed another handful of golden coins into the sky. They rained down on the village children eliciting giggles...

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Boy in the Leather Jacket Pt. 01

Older man meets young stud who's into leather jackets to.

Alan's leather fetish had both plagued and excited him since he was a teenager. The rich scent, the smooth texture and shiny finish of the fabric, always drove him crazy. Leather jackets were his favourite. He owned ten of them himself and, seeing a hot guy wrapped in one always made his cock hard. Alan was forty years old now, but his sex drive was still as wild as it was when he was a...

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Finding a Perfect First Daddy Cock

A young college virgin's first time submitting to a daddy.

This is the true story of the time I lost my virginity to Mike, an older man I met on the internet. I will always remember my times with Mike. His cock was one of those rare, perfect cocks that you can always recall in your mind in a second, so every time we fucked was memorable. I hope you enjoy our first time as much as I did. * For as long as I can remember, I craved cock. And I...

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Olivia in Vulmonia Ch. 30

Spare the rod, spoil the slut.

Olivia had lost count of how many times Dr. Miloza had spanked her bottom. All she did know was that her cheeks felt like they were on fire. "Thank you, Dr. Miloza," Dr. Carolia said. "I think we all now have a very good idea of what a proper spanking should look like. Miss Williams," he said, addressing the bound bare young girl, "how is that round rump of yours doing?" "Please, no...

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Step Dad Teaches Me a Lesson Ch. 01

Step daughter gets caught being a slut by her step dad!

*This is a work of fiction, and this is my first attempt at writing. I'd love any and all feedback. * My name is Alexa, but everyone calls me Lexy. I'm 19 years old fun in the sun Cali girl. My parents split up when I was 12 and my mom remarried a guy named Larry when I was 14. As most Cali girls I obsess about my body, I workout by rollerskating basically everywhere. I'm 5"4...

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Olympus Gym in Alexandria

A sexual relationship with a younger man at my local gym.

Chapter One: The Dark God This is my true life experience at a gym just outside Washington, DC, circa 2005-2009. He was young, his birthdate tattooed on his bicep told me he was just 19. Like me, over six feet tall, but unlike me, he had the body of a god. His skin a deep, rich cocoa. His abs formed an eight pack, his nipples were perfect, quarter sized and prominent. He sat in the...

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A Waitress on Stage

A teen waitress meets a customer at the community theater.

I am going to tell you a story, and it is going to be one hundred percent true, except for this one lie I am going to early in the story. It's up to you to decide what that lie is. When I was in high school I was a waitress at this trendy little restaurant in on the square of my hometown. It had a pretty extensive bar in it, but I had just turned 18 and was legally allowed to carry drinks,...

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Disciplined by Coach Pt. 01

A hot jock is put in his place by his coach.

Grayson's shiny cock head pulsed as he pumped his slick hand up and down the swollen, veiny shaft. In his other hand he held his best friend's sweaty jockstrap. The jockstrap which had cradled his friend's balls and cock, had gone unwashed all season, the pouch emitting a masculine stench that drove Grayson wild. He was fast approaching climax, pumping more vigorously now, as his breathing got...

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