Cheating

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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Lockdown Fever

/ Categories: Cheating, Consensual Sex, Fiction, Written by women / Cheating, Consensual Sex, Fiction, Written by women / By

Last March the western world as we know it changed. We were ordered to stay in our homes and isolate from everyone we knew. No touching allowed. People were scared, angry, depressed, and very bored. My husband and I have always had a fantastic and interesting sex life. Nothing too rough or scarey (his choice- not mine). However, when the lockdown hit, hubby was working out of the country and so we were seperated for over three months before he could get back to me. About a month into lockdown, he and I were trying to have phone sex and I just couldn’t get what I needed. Sexually frustrated and lonely I said something unconscionable. “I wish I could just fuck someone!” Then my heart dropped into my stomache and I held my breath for …

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My wife cheating in bar

/ Categories: Cheating, Exhibitionism, True Story, Voyeurism / Cheating, Exhibitionism, True Story, Voyeurism / By

We are a married couple of 20 years and living this lifestyle for 19 years. I like to watch my wife with other men or have her tell me about it afterwards. My wife “Roxanne” likes to dress very sexy, some might even say sluty. She has endless high heels, stockings, garterbelts, lace & thong panties, lace see through bra’s & shelf bra’s that expose nipples, short skimpy and/or see through clothes, she has long blonde hair, all natural 44DD tits with large erect nipples, has very long sexy red finger nails and wears lots of sluty makeup. In short she is every mans dream! Well this particular night she was going out to the bar with her girl friends for ladies night. I always stayed home and drank a few beers with a buddy …

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MILF Maker: Ch 1

/ Categories: Cheating, Dark fiction, Fiction, Mind Control, Pregnant, Teen, Teen Male / Female / Cheating, Dark fiction, Fiction, Mind Control, Pregnant, Teen, Teen Male / Female / By

Milo was both gifted and cursed from birth, mostly because he had been born with an ability that, depending on the situation, was one or the other. The young man had a power, for some reason, at random times, beautiful women would simply be drawn to him. He really wasn’t anything special at first glance, blonde hair, green eyes, average build, around 6’1”, honestly you’d never be able to pick him out of a line up, but for some reason he had this magnetism. And that was the word for it, the women would literally be drawn to him and that was where things got tricky. Sometimes they’d be able to control themselves, they’d flirt with him, make out with him, but other times they’d force themselves on him. This would sound like a blessing …

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Revenge is best served blonde Prt. 2

/ Categories: Cheating, Fiction, Masturbation, Reluctance, Romance, Teen Male / Female, Young / Cheating, Fiction, Masturbation, Reluctance, Romance, Teen Male / Female, Young / By

Part 2. I ran into the house. My head flooded with idea’s and worries. I reread my message as I passed the living room. My mom was laying on the couch and slurred a “hello” to me as I passed by. I honestly don’t even remember if I said anything in return, I just kept walking down the hall and into my room. My phone buzzed again and my heart jumped into my throat. I looked but it was only Sara. I couldn’t help but feel slightly disappointed. Which was weird, all I could think about was what to say to Ali. Do I say it was for her sister? Shit I said she was hot, does she think its meant for her? No she couldn’t she has to know it was for Sara. Feeling …

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The World’s First Futa 01 – Transformed into a Futa Chapter 2: Futa’s First MILF

/ Categories: Anal, Blowjob, Cheating, Cum Swallowing, Fantasy, Lesbian, Oral Sex, Toys, Transgendered, Wife / Anal, Blowjob, Cheating, Cum Swallowing, Fantasy, Lesbian, Oral Sex, Toys, Transgendered, Wife / By

The World’s First Futa – Transformed into a Futa Chapter Three: Futa’s First MILF By mypenname3000 Copyright 2017 April 17th, 2047 “So, your boyfriend’s mom walks in on you naked on her living room couch, your new futa-dick hard and thrusting before you. That sounds… interesting,” said Adelia Tash, the talk show host sitting beside me on the couch before her studio audience. The cameras rolled, the lights shining down on us, illuminating us for the entire world to watch as the interview was streamed across the internet. “Yeah,” I said, giving a soft chuckled. “But, I wasn’t hard. Yet.” I glanced out at the studio audience, almost feeling their energetic excitement. “I think we all know what happened next.” A sultry murmur came from the audience. “It’s so obvious now, but back then I …

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The Coxville chronicles.

/ Categories: Black, Blowjob, Cheating, Cum Swallowing, Fantasy, Interracial, Male / Older Female / Black, Blowjob, Cheating, Cum Swallowing, Fantasy, Interracial, Male / Older Female / By

The coxville chronicles. Chapter 1: Roadside meal. (inspired by works from the Pit/John persons) “That’s racist and you know it.” Shawn oaks said tiredly to his one (and perhaps) only white friend in coxville, Greg richards, dragging his suitcase along as they walked to his house in Coxville’s downtown. For the past 3 hours since the bus station, Greg had been trying to tell his friend the “darker” (no pun intended) side of Coxville since he left. “No disrepect Bro, but the women in Coxville are nothing but sluts for black men. It doesn’t matter if the ladies are black, white, latinas or Any foreign chicks. Highschool girls, college Co-Eds, Housewives or some Rich bitch Milfs. All of them are all huffing bitches in heat for black brothas like you.” He said, pointing an accusing …

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The Last Halloween

/ Categories: Cheating, Consensual Sex, Exhibitionism, Fantasm, Gothic, Horror, Male/Female, Monster, Oral Sex, Reluctance, Romance / Cheating, Consensual Sex, Exhibitionism, Fantasm, Gothic, Horror, Male/Female, Monster, Oral Sex, Reluctance, Romance / By

“I don’t know that there are real ghosts and goblins, but there are always more trick-or-treaters than neighborhood kids” -Robert Brault *** Somewhere in one of the darker corners of the world, a witch and a ghoul stood at the entrance of a cemetery at midnight, and both of them were afraid. They weren’t afraid of what was inside: Rather, it was everything outside that scared them. “Mark my words,” said Stokes, shuffling his old undertaker’s boots in the dirt, “tomorrow will be the last Halloween for all of us.” A night breeze stirred the tree branches and the old cemetery gate creaked, as if in agreement. Anne knew he was right. There was something in the air that year, some quality of the night or the moonlight or just the entire world, that suggested …

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The Harem Pt.5

/ Categories: Blowjob, Cheating, Consensual Sex, Fiction, Group Sex, Job/Place-of-work, Male Domination, Mind Control, Threesome / Blowjob, Cheating, Consensual Sex, Fiction, Group Sex, Job/Place-of-work, Male Domination, Mind Control, Threesome / By

I woke up the next day, the sun already glaring in my face. On my left side, Megan was still sound asleep, on my right side, my wife was already smiling at me, waiting for me to wake up. The rest of the girls must have left last night or early in the morning. I tried to grab my phone without waking Megan to check the time when I heard my wife whisper “Good morning handsome, looking good!”, but her whisper didn’t come from anywhere near my ear. I turned around and saw that she had crawled down and was talking to my dick, which seemed to like it and started to grow. “That’s good, grow for mommy. Show me how big and strong you are.” She had never talked to me or my cock …

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Tulsa

/ Categories: Cheating, Consensual Sex, Fiction, Male/Female, Mature, Romance / Cheating, Consensual Sex, Fiction, Male/Female, Mature, Romance / By

Tulsa When Tulsa entered my office for the very first time I already knew her. No I had never actually met her before in my life but I knew her grandmother from years ago. Tulsa was the spitting image of her grandmother about twenty years ago. I am the High School Principal and Tulsa was here for disciplinary action. From reading her grade school record that was certainly nothing new for her. Actually I had been expecting it…however not on the very first day of the school year. Let me fill you in on some of Tulsa’s background. Her grandmother Jezebel was two years younger than I was in school but I knew her well…in fact every boy in school knew her well. Jezebel was what we called a ‘doorknob’ back in those days. Everyone …

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I got fucked

/ Categories: Blowjob, Cheating, Fiction, Masturbation, Older Female / Males, School, Written by women / Blowjob, Cheating, Fiction, Masturbation, Older Female / Males, School, Written by women / By

A note from me: Some of you may have read my 6 part series which details my relationship with my husband and his friends. While that series focuses on true events from my life, I had such a fun time writing about it that I wish to continue writing more short stories, but this time with elements of both truth and fiction. I will use myself as the central character in these stories and put to words the scenarios that I think and fantasize about. I hope you enjoy. In the future, I will continue to write true stories as well about my encounters with the boys. – Nina My name is Nina and I am 20 years old. I am a second year student at Western University in Ontario, Canada majoring in business administration. …

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Fishing for Trouble

/ Categories: Anal, Cheating, Interracial, Males / Female, Oral Sex, True Story / Anal, Cheating, Interracial, Males / Female, Oral Sex, True Story / By

In my last chapter I told you about Kim being pregnant, thank god John was not the father. I also had sex with my dad again and it still felt good having sex with him. I also told you about how I was falling for John’s aunt DeRonda. This chapter starts out in the early spring. Kim has moved away to live with her aunt in another state where she will have her baby that she gives up for adoption. It is spring break for John and me both. John is going away with his dad on a week long fishing trip. He and I stood in the driveway waiting for his dad to come out. “Janet you do know I would rather spend my spring break with you.” “But I could not tell my …

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Wife takes first black cock

/ Categories: Anal, Ass to pussy, Cheating, Cuckold, Interracial, Oral Sex, True Story, Wife / Anal, Ass to pussy, Cheating, Cuckold, Interracial, Oral Sex, True Story, Wife / By

My wife, Hannah, is 32, 5st 11, 130 pounds with long straigt blonde hair, long athletic legs and perky 32C tits. We have been married for 5 years and have a very active sex life. We have always discussed and acted out as many of each others fantasies as possible and this is the story of one of Hannahy’s, and my own, longest standing fantasies and how it came true a few months ago. My wife has always known that I love to see her getting fucked by other men and she loves as much cock as possible. However one thing that we had never done was to get her fucked by a Black guy with a huge black cock. Now Jenny has fucked some big white cocks in her time but she has always …

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Allie Hot Wife PART 2

/ Categories: Cheating, Cuckold, Diary / Cheating, Cuckold, Diary / By

Part 2 2. I got in on time and after I picked up my luggage I saw a good looking guy holding up a sign with my name on it. I walked over to him and he said Allie Neverno? I said yes. And he introduced himself as Jack Jameson. He said that he was here to pick me up and take me to my hotel where I would meet a few people. The ride into town was a little strange. Jack asked me all sorts of questions mostly about my sex life and to my amazement I found myself answering them pretty truthfully. I told him I was married, and no I hadn’t told my husband why I was in L.A. that my boss set this up and that I had been on a …

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Emma’s Wedding Dress Part 1

/ Categories: Bi-sexual, Cheating, Coercion, Erotica, Fiction, Lesbian, Reluctance / Bi-sexual, Cheating, Coercion, Erotica, Fiction, Lesbian, Reluctance / By

I can barely hear Jacob on the other end of the phone despite having it pressed against my ear so hard it hurts. For him, the cacophony created by New York City streets is just white noise. After two years in this place, I’m still struggling. The engines, the shouting, and the blaring horns are like an assault as I stand on the curb, waiting in the fading glow of dusk. “I said that the shoot went smoothly!” He pretends like he’s shouting at the top of his lungs. I hear him chuckling. A car pulls up to the curb, giving a little screech as it comes to an abrupt halt. The driver is out of the car like a shot. “Oh, that’s great,” I say. “I bet you were very handsome in your tuxedo.” …

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The Snotty MILF Is Brought To Her Knees

/ Categories: Blowjob, Cheating, Coercion, Consensual Sex, Cum Swallowing, Fantasy, Older Male / Female / Blowjob, Cheating, Coercion, Consensual Sex, Cum Swallowing, Fantasy, Older Male / Female / By

The fortieth high school class reunion started out on a pleasant note, as far as Don Parker was concerned. Many of his old friends were there and to his surprise, most of the ‘cliques’ from Old BHS days had gone by the wayside. Almost everyone had matured to the point that, rich or poor, black or white, they were all the same age; all getting older; all had interesting tales of the paths their lives had taken. Don, having come from a large family with not much wealth, had found unexpected success as a novelist. He began writing before his wife was killed in an auto accident, and continued with the encouragement of his children. He never considered himself as being very wealthy, but lived a comfortable life on his retirement and royalties… and the …

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Jeanette chapter 4

/ Categories: Blackmail, Blowjob, Cheating, Coercion, Fiction, Male / Female Teens, Oral Sex, School, Teen Male/Teen Female, Threesome / Blackmail, Blowjob, Cheating, Coercion, Fiction, Male / Female Teens, Oral Sex, School, Teen Male/Teen Female, Threesome / By

I got ready for school that morning and wore my ‘fuck me MrC’ clothes. My favorite red bra, no panties, a pleated tan skirt and a white blouse that my red bra showed through a little. I called Cynthia and begged her and her mom to give me a ride to school today. I ran out to their car when they came. I saw Tommy just leaving his house as we passed, his dad was watching from a window. Probably looking for me to be walking with Tommy. Don’t think he saw me or recognized the car either. Cynthia was wearing a cute skirt too. Her top looked nice too, it was buttoned up all the way. She hadn’t worn a shirt buttoned up all the way in a long time, oh right her mom …

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Gym Time

/ Categories: Anal, Bi-sexual, Cheating, Interracial, Lesbian, Oral Sex, Reluctance, True Story / Anal, Bi-sexual, Cheating, Interracial, Lesbian, Oral Sex, Reluctance, True Story / By

A few years ago, in the late summer just when the kids went off to college we had some more time in our schedules, my wife Nora and I joined a local gym. She was already in better shape than me but when she put her mind to something, she was relentless. I, on the other hand, wanted to get in better shape as my life had become pretty sedentary. I worked long hours and commuted into the city and had little time. I started to go to the gym two to three nights a week after work and got a little aerobic and weight lifting in. Nora went to the gym pretty much every day except the weekends. Depending on what was happening with us she would occasionally go on a Saturday, but rarely. …

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