Role-playing

Getting Her to Excite Me with her Role-Playing

/ Categories: Blackmail, Cum Swallowing, Fantasy, First Time, Male/Teen Female, Role-playing, Young / Blackmail, Cum Swallowing, Fantasy, First Time, Male/Teen Female, Role-playing, Young / By

Role-playing can mean acting out a sexual fantasy with your partner . . . either once or as part of an ongoing fantasy. Uncle Dave created his role playing experiences . . . to be an ongoing erotic fantasy. Especially because he had hooked his 14-year old niece Abby . . . into being his willing partner. Sure there was some blackmail involved initially, but after a while . . . it was her that kept coming back for more. So let’s go back a day or so and see how this tale began. “Hey Dave . . . I need a favor,” Abby’s mom began. “No problem . . . how can I help?” asked Uncle Dave. Dave was her younger brother by 10 years who just graduated from college and earned a high …

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The Night Before Christmas 7

/ Categories: Consensual Sex, Dark fiction, Domination/submission, Fantasy, Humiliation, Role-playing / Consensual Sex, Dark fiction, Domination/submission, Fantasy, Humiliation, Role-playing / By

When I asked if my mom was the founder, I didn’t expect raucous laughter. “I can see how you’d get that impression, Sir,” my mom answered far more cordially than I might have expected her to when the laughs died down. “I am the President, and I host our annual Christmas shindig, but I didn’t start this little club.” I had so many questions – like how did she find out about it? Why did she join? There had to be some fantastic stories, but the crowd came to play the game. “We’d love to have you, Blitzen!” Mom said, inviting our neighbor to join the DSL club, which she happened to be the president of. Just take a moment to let that sink in—you’ve just found out there’s a DSL club, and your MOM …

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Lotte Sets It Right

/ Categories: Blackmail, Consensual Sex, Fiction, Prostitution, Role-playing, Written by women / Blackmail, Consensual Sex, Fiction, Prostitution, Role-playing, Written by women / By

That day in the Spring of 1920, Lotte enjoyed a very acceptable lunch at a hotel near Pall Mall and then she and her companion, a captain in The Blues, went upstairs for an extended dessert. After all, Lotte accepted that a chap is going to want a return on his investment. She then took a cab back to Dolphin Square for a shower and a lie down before reporting for her evening shift at the club but her sleep was disturbed by a banging upon her front door. Lotte opened the door in her Parisian dressing gown, which you may think a strange place to have a door. Her visitor was a very agitated Victor Grayson who said that he had taken a circuitous route to her door to ensure that he was not …

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SHARING TWO BOYS WITH MY LOVER

/ Categories: Bi-sexual, Blowjob, Boy / Boy, Cheating, Cuckold, Erotica, Exhibitionism, Female Domination, Female exhibitionist, Group Sex, Hardcore, Male / Older Female, Male Solo, Masturbation, Older Female / Males, Oral Sex, Role-playing, Threesome, True Story, Voyeurism / Bi-sexual, Blowjob, Boy / Boy, Cheating, Cuckold, Erotica, Exhibitionism, Female Domination, Female exhibitionist, Group Sex, Hardcore, Male / Older Female, Male Solo, Masturbation, Older Female / Males, Oral Sex, Role-playing, Threesome, True Story, Voyeurism / By

“And you know I want us to share a man, or perhaps two men, soon as my quid pro quo, my trade off for this. You know exactly the type of man I prefer. Fantasize about it while I watch Debbi giving you a blow job.” I did fantasize about it and enjoyed telling her about my fantasies while we fucked a few days later. A few weeks later Sarah was reminding me as we suntanned in the dress optional area of our condo. “You owe me baby, you know I want us to share a man, or perhaps two men, as my quid pro quo, my trade off for letting Debbi give you a tremendous blow job. You know exactly the type of man I prefer.” “But you did watch and enjoy. And Debbi …

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Suite Penetration with Jessica Thot

/ Categories: Anal, Authoritarian, Black, Blowjob, Cum Swallowing, Fantasy, Prostitution, Role-playing / Anal, Authoritarian, Black, Blowjob, Cum Swallowing, Fantasy, Prostitution, Role-playing / By

Suite Penetration with Jessica Thot After leaving her night shift guy in safe hands Jessica made her way up to the room Lee had booked for the night. Tapping her card against the door she made her way in to find that Lee was already waiting for her. He sat casually in one of the antique chairs, absent mindedly scrolling through his phone and wearing only an expensive pair of boxer shorts. Laid out on the bed was a maid’s outfit, an interesting choice for someone who had grown up in the hotel industry, and no doubt had already had sex with several real maids. He said nothing as she slipped out of her dress and began putting on the small uniform. It was clearly a costume maid’s outfit and not something worn by actual …

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They Fucked Me On Daddy’s Lap

/ Categories: Coercion, Fiction, Group Sex, Humiliation, Incest, Male Male/Teen Female, Male/Female, Male/Teen Female, Older Male / Female, Reluctance, Role-playing, Teen, Threesome, Voyeurism, Written by women, Young / Coercion, Fiction, Group Sex, Humiliation, Incest, Male Male/Teen Female, Male/Female, Male/Teen Female, Older Male / Female, Reluctance, Role-playing, Teen, Threesome, Voyeurism, Written by women, Young / By

“Daaaddy… Someone’s knocking at the door!♪♫♪” “Tammy, wait!” he called from the other room. Before he could explain, the door opened. Two large shadows forced their way into the house, the taller looking of the two men coming in first, bumping roughly against her shoulder as he strode past her, making her stumble and fall painfully onto her bum on the hardwood floor. “Jack Marron! You son of a bitch!” he called out to her father in a voice as frightening as thunder. As she looked up at the two strangers, panic in her eyes, she regretted opening the door. “Don’t hide, you coward! Come out and show your face!” “Maybe he’s not home” said the fatter one. Suddenly, they seemed to remember the girl laying at their feet, her big hazel eyes wide with …

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The Sex Book

/ Categories: Bi-sexual, Fiction, Pegging, Role-playing, Transvestite / Bi-sexual, Fiction, Pegging, Role-playing, Transvestite / By

It all started on my birthday, the year I turned thirty. My wife Anna and I had been going through a bit of a slowdown in our sex life recently. Nothing too extreme… after five years of marriage, and with our first child, Christine, barely old enough to finally be sleeping through the night, I imagine we weren’t any worse off than any number of couples in similar situations. But the lack of sex, at least relative to the frequency with which we used to have it, was certainly one more source of stress for both of us. That situation, and Anna’s desire to do something special for me on my birthday, was what prompted her to buy us the book. It was one of those ‘bring spice back into your relationship’ deals, filled with …

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Camming Down the Rabbit Hole Ch.11

/ Categories: Anal, Bi-sexual, Body modification, Bondage and restriction, Coercion, Erotica, Exhibitionism, Fiction, Male Solo, Masturbation, Prostitution, Role-playing, Toys, Transgendered, Transsexual, Transvestite / Anal, Bi-sexual, Body modification, Bondage and restriction, Coercion, Erotica, Exhibitionism, Fiction, Male Solo, Masturbation, Prostitution, Role-playing, Toys, Transgendered, Transsexual, Transvestite / By

I sat there for some time, my phone still in hand. I couldn’t fully comprehend the situation and where I was. All this started when I was put on furlough and thought I would be losing my job, an idea born out of boredom, hornieness and desperation. What started as a regular cam show with a guy hoping to earn a little money, before being subtly coerced into dressing in lingerie, and taking small step after small step before I tumbled well and truly down the rabbit hole ending up wearing more female clothes and then using toys and other things. And now I was sitting here some months later, hours of dedicated and specific exercise had sculptured my form with a slim waist and upper body, but curvy legs and a decidedly juicy ass …

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The Night Before Christmas 8

/ Categories: Consensual Sex, Domination/submission, Fantasy, Humiliation, Incest, Role-playing / Consensual Sex, Domination/submission, Fantasy, Humiliation, Incest, Role-playing / By

Led Zeppelin’s “Whole Lotta Love” blasted through the stereo—I knew this one instantly. It was loud and electric, setting the perfect tone for the party; Sexual, high energy, with a cool beat and guitar shredding. You need cooling Baby, I’m not fooling I’m gonna send ya Back to schooling Robert Plant’s unmistakable vocals and Jimmy Page’s guitar – it was a cool song -everybody seemed to dig it. “These men said you have a pussy that looks like a Roast Beef sandwich. Do you agree, Blitzen?” I asked as Eddie spun me around for my attempt. “I guess so,” Blitzen tee-heed playfully. “Simple question, simple answer from a simple twat,” I insisted on a yes or a no. The blindfold made me feel anonymous – and allowed me to stop looking at my mother and …

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Mom Saves Her Son

/ Categories: Blowjob, Cum Swallowing, Incest, Male / Older Female, Mature, Role-playing, True Story / Blowjob, Cum Swallowing, Incest, Male / Older Female, Mature, Role-playing, True Story / By

A life saving lesson.. On Tuesday’s, after teaching an early morning biology class, Jenna had time to use the university gym for an hour of cardio. She liked to finish at around 9:30 when the locker room shower was usually empty. The last thing she wanted to hear was a student of hers, present or former, saying hello or asking questions about class, while she was dressed in nothing but a towel. Or worse… while she was naked… It seemed like a normal day as she rinsed the shampoo from her hair and let her muscles relax after running five miles on a treadmill. The good mood was slightly dimmed when she heard two college girls enter the private stalls nearby. Sometimes a few students from the fitness class (yes, they still give credit for …

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Daddy Teaches Me A Lesson

/ Categories: BDSM, Fiction, First Time, Incest, Male/Teen Female, Masturbation, Non-consensual sex, Rape, Role-playing, Spanking, Teen, Virginity, Young / BDSM, Fiction, First Time, Incest, Male/Teen Female, Masturbation, Non-consensual sex, Rape, Role-playing, Spanking, Teen, Virginity, Young / By

I stood biting my lip, staring myself up and down in the mirror, hardly able to believe what I was seeing. It made me feel so naughty, so dirty, getting all dressed up like this! A shiver of pleasure ran down my spine, counterpoint to the wet heat between my thighs. I’d been dreaming of this. A whole summer of babysitting, to finally afford every last piece. But it was perfect! The gorgeous, ruby-red heels, a perfect match to the whorish shade on my full, pouty lips. The smoky eye shadow, and long, fake lashes. The slinky black stockings, held up by the garters cinched tight around my slender upper thighs, the silvery, heart-shaped fastenings cool against my skin. The tiny black thong, barely enough to cover my freshly shaved little lips, and transparent enough …

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A Tied and Twisted Tail

/ Categories: Authoritarian, Bondage and restriction, Coercion, Domination/submission, Fiction, Mind Control, Role-playing, Slavery, Toys / Authoritarian, Bondage and restriction, Coercion, Domination/submission, Fiction, Mind Control, Role-playing, Slavery, Toys / By

A Tied and Twisted Tail In a small suburban starter home a young single woman with big ambitions is wondering why she can’t let go. Really relax and feel free from the daily stresses. Her career was good. Her health was good. Her living arrangements were adequate for now. Everything should be comfortable. Still she couldn’t shake a strange nagging and she was beginning to explore just about any opportunity. Within reason. As long as she deems it acceptable. However, she’s about to get that theory tested. Kim walked in from her Yoga class. She felt good. Yoga was a great release for all her workday stresses. She met some nice people there and she could get out of the house and stretch. Lately she liked the mindlessness of it. She knew all the moves. …

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Being her ‘gay friend’

/ Categories: Anal, Coercion, Diary, Erotica, First Time, Male/Female, Role-playing, Romance, Teen Male/Teen Female, Virginity, Young / Anal, Coercion, Diary, Erotica, First Time, Male/Female, Role-playing, Romance, Teen Male/Teen Female, Virginity, Young / By

I’m Tommy. I’ve been infatuated with a girl since… forever. We’ve also known each other for just as long. Her name is Jenny. The most gorgeous, funny, clever and sexy girl in the world. We grew up in the same neighbourhood and went to the same schools. We played together, hung out and our families have even been on vacations together. The problem is – I got friendzoned! Well, when we were little that was no problem at all. We liked being friends! But as the years passed my crush increased. Somewhere around puberty it became obvious to me that I was in love with Jenny… and sadly enough, she didn’t feel the same for me. Or so it seemed anyway. She was always happy to hang out with me, but it never evolved to …

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Mother in law surprise part 1

/ Categories: Blowjob, Cuckold, Fantasy, Mature, Older Female / Males, Role-playing / Blowjob, Cuckold, Fantasy, Mature, Older Female / Males, Role-playing / By

The night I found out I had to go and stay with my mother in law I got rather excited but it was one of those moments I needed to downplay!! I’ve been happily married for many years but in all honesty I have always had a soft spot for my mother in law, like many other men. The thing that interested me most about my mother in law, Anne was that she rubbed me up the wrong way and she wasn’t really the traditional MILF mother in law but she just made me incredibly horny, very primal, every time I saw her I just wanted to rip off her clothes and you know the rest… Anyway to give you some kind of idea, Anne looked a little like she was stuck in the 80’s …

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Cum allows me to orgasm

/ Categories: Blowjob, Cum Swallowing, Fiction, Role-playing / Blowjob, Cum Swallowing, Fiction, Role-playing / By

Head After the train accident I was left paralyzed from my chest down. I have full use of my arms and hands, but everything else was paralyzed. I lived at the gym to strengthen my arms so I could be a little more self sufficient. I could use my arms to get into and out of my wheelchair, and into a regular chair or bed. My name is Beth, and I now live with my Mom. The financial settlement allowed us to have a house built that was handicap assessable. I have a van that I can drive with hand controls . I’m 31 and from the tits up I look pretty good. I never married before the accident, but did have a few men that I was having sex with. I found out that …

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ANOTHER PROMISE

/ Categories: Ass to mouth, Bi-sexual, Black, Blowjob, Boy, Consensual Sex, Cosplay, Cuckold, Erotica, Exhibitionism, Extreme, Female Domination, Female exhibitionist, Group Sex, Hardcore, Interracial, Lesbian, Male / Older Female, Males / Female, Masturbation, Older Female / Males, Oral Sex, Role-playing, Threesome, True Story, Voyeurism / Ass to mouth, Bi-sexual, Black, Blowjob, Boy, Consensual Sex, Cosplay, Cuckold, Erotica, Exhibitionism, Extreme, Female Domination, Female exhibitionist, Group Sex, Hardcore, Interracial, Lesbian, Male / Older Female, Males / Female, Masturbation, Older Female / Males, Oral Sex, Role-playing, Threesome, True Story, Voyeurism / By

“Yes, you know I could handle that, I always reply, knowing that would be exciting for her, very exciting – and me. We have followed through a number of times with two men, usually much younger. Always a buzz for me watching my naked lady pleasuring and being pleasured by two men. Most of the men or boys I source from my gym, it lessens any jealousy I might feel. On the occasions Sarah organizes two men there is always increased sexual tension while I wait for the boys or men to arrive, wondering if they will be a threat to me. “No need to feel threatened baby, we still haven’t had any boys or men more impressive than your, thick, nine-inch erection, some were close though. However, some of my girlfriends have the same …

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Instructor Mike’s Academy – Part 4 – Becoming a Girl

/ Categories: Anal, Asian, Ass to mouth, Authoritarian, BDSM, Boy, Cock & ball torture, Discipline, Domination/submission, Enema, Exhibitionism, First Time, Gay, Humiliation, Interracial, Male Domination, Role-playing, School, Teen, Transvestite, True Story, Young / Anal, Asian, Ass to mouth, Authoritarian, BDSM, Boy, Cock & ball torture, Discipline, Domination/submission, Enema, Exhibitionism, First Time, Gay, Humiliation, Interracial, Male Domination, Role-playing, School, Teen, Transvestite, True Story, Young / By

Warning: This is an explicit semi-fictional/semi-autobiographical multipart series involving White Daddy / south asian teen raceplay, crossdressing, and more. If you are not over 18 and/or find the notion of White Cock superiority to be offensive, then please do not read on. Instructor Mike’s Academy – Part 4 – Becoming a Girl Sadly, it was time to head back. I had cleaned myself well in Instructor Mike’s shower, and when my mother came home she was none the wiser to my day’s lesson plan or psychological transition. I went to bed with a smile on my face thinking of the amazing feeling when he made my little peepee dribble, but more so with the knowledge that I pleased my Sir and helped him shoot his Glorious White Man Cum all over his little sissy’s face. …

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All Because of Some Teen Drama 3 – Mom Finds Out

/ Categories: Anal, Fiction, Male/Teen Female, Older Male / Female, Role-playing, Teen / Anal, Fiction, Male/Teen Female, Older Male / Female, Role-playing, Teen / By

Haley was insatiable after our first wonderful weekend. My relationship with both girls changed tremendously in a good way. Haley started hugging me more often when she and her mom would run into me around our complex and she even told Cheryl that she was gonna start calling me ‘Daddy’. Her justification being that I was nicer to her than her own father, whom she had not seen in forever and she missed having a daddy. Cheryl seemed a bit uneasy about it, but in the end did not object to it. Summer started two weeks later and she came over almost every day after I got home from work. I usually got home a couple of hours before Cheryl did, which gave us time for a quickie. We practically fucked every day during that …

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Incestuous Sexual Awakening 2

/ Categories: Bi-sexual, Blowjob, Cheating, Consensual Sex, Female/Female, Fiction, First Time, Incest, Male / Older Female, Role-playing, Threesome / Bi-sexual, Blowjob, Cheating, Consensual Sex, Female/Female, Fiction, First Time, Incest, Male / Older Female, Role-playing, Threesome / By

It felt like a short ride from the port to home, then again I slept in the shuttle most of the way. I was completely exhausted from the night before. After cumming in aunt Carol’s pussy, we made love two more times that night. After the third time, it was a call from mom that woke us up, informing us that the ship would be docking in 30 minutes. We jumped in and out of the shower and scrambled to pack our luggage. There was no method to our packing. We simply threw everything in our luggage and sat on it as we zipped it up. When we finally got home, we unloaded the van and brought everything inside. I took my luggage to my room and did not come out until dinner time. By …

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I’m Ed’s cross-dressing home help

/ Categories: Anal, Blowjob, Fantasy, Role-playing, Transvestite / Anal, Blowjob, Fantasy, Role-playing, Transvestite / By

I had been made redundant and the employment for the area wasn’t great, l was in town with my wife and in an age-help charity shop was a card asking for volunteers and my wife suggested l apply as it will keep me doing something while l look for a proper job. I went inside to put my name down and by the time l got home there was a message from the shop asking me to come in for a chat. I went in the next morning expecting to be interview for work in the shop, but the volunteers they were looking for were for people to help in the old persons home, l explain l had no experience, but the woman and man interviewing me said l didn’t need any training as l …

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