Male / Older Female

RECONNECTING WITH MIREILLE

I could still remember the last time when we made love for the entire day, and the look on her face as I slid her thong to her ankles when she took great delight in showing me her bald pussy, wanting to impress me with it. She did impress me. At the time I wanted to ask her the why and how she had a bald pussy for the first time I had known her, though I didn’t get around to asking. Why not ask now, I mused as I set about answering her email. “Hi Mireille, so pleased you asked am I up for a coffee or drink? Of course I am up to it. I can still recall the look on your face the last time we met when you took great delight …

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In the Heat of the Night

Anne walked back to her car after the big concert. Her ears still rang with the music of it. She lit a cigarette that illuminated the darkness around her, making her chestnut hair shine. She was a pretty quiet woman, 20 years of age. Just as she got her cigarette lit good and going, it went out, and she heard a little fizzle. “Dammit, what the hell?” she looked up and saw the first few drops of rain they’d had in weeks. She welcomed this rain, covered her cig, and lit it again. She resumed walking back to her car, and right as she reached it, she felt a tap on her shoulder. A young man with what appeared to be either black or very dark brown hair came up to her. He looked no …

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Adventures of a male prostitute #1

Jake sat in the living room of his Vista, CA apartment. His mind was going over ways that he could make a living without working a typical 8 to 5 job. Jake was a surfer and he wanted to be able to head for the ocean any time that he heard that the surf was up. He had tried sales but he wasn’t very good at it and made very little money. After days of thinking he decided what he was going to try next. He carefully worded an ad to put on Craig’s List and on one adult dating website that had a check box that said yes or no about whether you were an escort so he knew that they did not object to his kind of ad. He had to word it …

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Cousins Gangbang

It’s been a tradition in my family that once someone turns 18 that they and all their cousins, well, those who are of age, all go out for drinks. It started when my two oldest cousins, the identical twins Catherine and Ellen, bumped into my next oldest cousin, Faithe, not long after her 18th birthday and they decided to go to a pub in celebration. The tradition continued for my other two cousins, first Emma, and then Faithe’s younger sister Victoria. When my 18th birthday came around, I was both surprised but happy to hear from Catherine about organising a full weekend away. The reason I was surprised was because there was a 4-year age difference between me and Victoria, and an 11-year age difference between me and the twins. Being younger, and the only …

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The Carnival Pt 3

Here I am, somewhere in EBF Cape Cod; actually it’s called East Falmouth. This would be my first full week of my first summer job. I started out last week as a shy fifteen year old introverted and inexperienced guy posing as an eighteen year old. Did I mention this job was away from home? My boss assured my parents that I would be under his total supervision and not to worry. My first thoughts about this place were beginning to come true. No one else knew where the carnival was situated. Business was slow and to make things worse, it rained on two nights this week. The small crowds of people that showed up on Monday were probably it for the week. I got the impression in my mind that Cape dwellers did not …

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TEMPTATIONS AND VARIATIONS

THE COLLEGE BOYS, My agent Ada asked me if I was prepared to take on an assignment that was a little out of my usual. “A college boy wants six of his buddies to watch him give a head job to an older, really well hung man. The money will be well over standard. Are you interested? It could be very exciting for you. Do you need to think about it Michael?” I did need to think about it. My specialty is fucking another woman, usually a much older one while her husband, lover or toy boy watch before they give me a head job while the woman watches. The more I thought about a college boy wanting six of his buddies to watch him give me head job the more interested I became. The …

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CONSEQUENCES, Pt.6/CONCLUSION

Seeing my MILF taking every inch of me as I pounded into her was a great view, and I enjoyed this for some time, just steadily thrusting away while this gorgeous woman grunted and moaned under me. She was mare than taking it; she was pushing back into me as well, and I enjoyed watching the ‘ripple’ across her ass from my thrusting. But now it was time to see HOW open she was to me. I then urged my MILF onto the bed, and moving in behind her again, placed my knees outside Sarah’s, but ‘hooked’ my feet inside hers to hold her legs. I was going to need that, because I pushed my now slick disk down her crack…and nudged against her anus. Feeling her stiffen I moved one hand to her shoulder, …

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INNOCENT DEVIL’S HAREM CH. 04

INNOCENT DEVIL’S HAREM CH. 04 — Kai gets 3rd reward for saving her Hot Redhead friend. (Copyright 2020 Kaizer Wolf) Submitted to Sexstories: March 25, 2022 Tags: harem, supernatural, shifter, big tits, redhead, blonde ***** – CHAPTER 4: Reaction – Dammit. “Someone’s here,” I explained, extremely annoyed. But it was obvious from her expression that she already knew now — the vehicle was close enough for her to hear too. “It couldn’t be Serenity, could it?” she wondered. “Maybe she was already on her way to pick me up?” I shook my head. “I would recognize the sound of her car. This is someone else. They’re a smoker too…” I paused as I began picking up their scent. “And there’s something familiar about how they smell, but I’m not sure why.” “What do we do?” …

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Swimming lessons from best friend’s mom (part 2)

The next day Jake was eager to be there exactly at noon.m, in which he barely succeeds. The door swung open before Jake’s knuckles even grazed the wood—as if someone had been waiting just on the other side. He blinked against the sudden sunlight refracted through the glass, his eager grin faltering when Beth’s amused smirk greeted him instead of Stacy’s hungry gaze. The door swung open before Jake’s knuckles even grazed the wood—as if someone had been waiting just on the other side. He blinked against the sudden sunlight refracted through the glass, his eager grin faltering when Beth’s amused smirk greeted him instead of Stacy’s hungry gaze. The brass knocker was still swinging when Beth leaned against the doorframe, her hip cocked in a way that made her sundress ride up just enough …

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KYREN, KING OR RULER

Undressing her as soon as we were in the door of her condo. What a tremendous fuck she was, so wet for me. An hour or so later sucking my still wet cock to a new erection. Both of us taking the next day off work to fuck some more. As our relationship developed we confided in each other, our likes and dislikes, and our sexual bucket lists. Jana told me her divorced husband was a small man, the size of a jockey with a penis to match. “You are huge, magnificent, the biggest man I have had,” she liked to tell me as she gave me fellatio, sucking my cock to erection as foreplay. We become really good at fucking together, Jana timing her climax to perfection with my orgasm, talking to each other …

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The Meeting’s Over Chapter 1

The Meeting’s over “The only table is up by the stage,” the cocktail waitress told me. “What can I get you?” “A glass of white wine,” I replied and headed for the table. My meeting was over, the banquet was done and I decided to have a drink and head for bed. The lounge was packed so I was fortunate that there was a table left. I had just sat down when I guy came up and asked if I’d like some company. “I guess so,” I replied, not really knowing what was going on. He stuck out his hand and said, “I’m Mel.” I took his hand and replied, “I’m Pam.” The waitress brought my wine, Mel ordered and we started chatting about the meeting and other stuff. He seemed like a nice guy …

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Mother’s Milk – Part 2

Jason’s heart was pounding as he walked towards her room. She was standing just outside her door, looking much as she had the first time – flustered, desperate and with a wild look in her eyes. “Don’t worry Mom, I’ll help you” Jason said, drinking in the scene before him. Where last night she had been wearing her maternity pyjamas, this time she was wearing matching black bra and panties. Her breasts strained against the fine silky material. This was no maternity bra, it was sheer and sensual. It looked too small for her milk filled breasts, which were spilling out over the top, yearning to be free. Her nipples were erect beneath the bra, he could see them poking up beneath the material. Her round pregnant belly stuck proudly out before her and beneath …

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Taking Control_(2)

This is one of my first stories please critique it and give me any advice thank you. I am planning more in this series of stories. A friend of mine gave me some free tickets to a high society charity cocktail party. He worked for the company running the event. I would never have been able to attend by myself. I was your typical just graduated college, working for scratch loser. I just barely managed to scrap enough money to get some decent looking clothes. While getting a drink at the bar I noticed a lovely raven haired beauty also picking up a refresher drink. I placed her age in the early thirties range. She had the most stunning blue eyes, full red mouth, large breasts and a plump squeezable ass. “I can see we …

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TWO BOYS FOR ANDREA

I felt sure from the way the boys looked at my naked body in the gym showers they were aware of my reputation for kinky sex. And how I often organised young men for my lady Andrea’s sexual pleasure – and mine. Teasing my cock with my fingers for them as they watched my cock grow and harden, After showering one day I invited the two boys for coffee. “My lady Andrea and and me are twice your age. You have probably heard rumours about me and Andrea and our sex lives. She has a thing about well hung young men. I have noticed you two young boys are well hung, really well hung. Would you like me to tell Andrea about you?” A week later the boys were hanging on to my every word, …

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JINGLE JANGLE

JINGLE JANGLE Zach was on the interstate, making his six-hour drive home from college for the summer. He had just finished his junior year and although he was glad that his classes and finals were behind him, he wasn’t looking forward to living under his parents’ roof again for the summer. At college he could do as he pleased–party, stay out all night, raise hell, get drunk, whatever he wanted at any time. At home he had to toe the line or he’d get a load of grief from Mom and Dad. Zach was a good-looking kid, tall, blond, athletic and popular at school. He was majoring in journalism, had a good grade point average, contributed to the campus newspaper and radio station and was the starting third baseman for the baseball team. Coming home …

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Suddenly, taboo

Suddenly, taboo If you’re a fairly good-looking guy with a pleasing personality, good at chatting up ladies and move around a lot, finding yourself in the right places at the right times you will have your instances of sex when least expected; that is expected. But when suddenly, out of the blue, without any indication, any buildup, any preparation on your part you have prime pussy served up to you, and that pussy happens to belong to your beautiful mother; then you are one lucky son of a bitch. I am one lucky son of a bitch! A relative of my mom sent us an invitation to her wedding. It was expected that me, my mom and my dad would go to the wedding reception. The day before the wedding mom and dad had one …

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A Family Man: Part 2 The Journey Home

I was sitting at the kitchen table drinking a glass of water and going over my journal when Melanie entered. Less than a couple hours ago, our former foster mother and son relationship evolved into a man and woman union. A union that may have resulted in pregnancy and now we were planning our escape from her husband, Robert. Not really an escape really, as she was not a captive and while adultry wouldn’t help her in divorce court, wasn’t illegal either. Five years ago, I came to live with the Henson’s as their foster child. They came to know of me as I gained local fame for defending myself against an abusive drunk foster dad and complicit mother. While I was little more than a PR opportunity for Robert to increase his social stock …

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COMBINING TWO OF MY SEXUAL FETISHES

Another fetish having my erect cock sucked to orgasm by another male. That particular fetish set in motion when a boy my age, one of my buddies, introduced me to an older bi-sexual man. He was naked, flaunting his naked body for me, when he told me, “i want to seduce you. Suck your big, thick cock, give you a head job, bring you to orgasm, while your buddy watches,” I didn’t want to say no. I couldn’t say no as he did exactly what he promised.So good with my buddy watching, with no guilt or inhibitions. Ever since wondering if one day I might combine those two fetishes. One of my fetishes re-surfaced years later when one of my woman friends invited me to accompany her to a swimsuit parade. We were seated in …

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Mrs. K – 2

JAY’S STORY I woke up after a short sleep of an hour or so. My head had moved from its resting place against her big soft breasts and was now against her tummy. Mrs K was stroking my face; it felt good. Better still was my memory homing in on what had happened. “Hello sleepyhead, looks like I wore you out,” Hazel said, laughing, and then smiling broadly. “Hello my beautiful lady,” I replied. I wriggled up her body and we shared a deep kiss. Then I gently nibbled her ear-lobes, kissed her neck and moved my mouth down over one of her huge pink nipples and sucked. It hardened beautifully in my mouth. As I feasted on her, Mrs K resumed stroking my face. I felt my cock press hard against her leg, and …

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Summer Job With His Cougar Neighbor.

This is a fantasy/fictional story about a 21 year-old who came home from college for a summer job. Turns out, one of his part-time jobs happened to be with his next-door neighbor- a recently divorced, busty cougar nurse. He then gets an extra incentive he only used to fantasize about growing up. And from then on, their relationship grew ever so strong. NOTE: Not too long of a story, nor is it brief. But it starts a little slow at first, but it picks up when Vance goes next door over to Marcy’s house. Let me know what you think, then post below. Thank you.. June of 1993.. As a kid growing up, I always had a crush for my next-door neighbor.  I’m an athleticly built, 6′ 2″ tall fella who could nail any hot, …

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