Male / Older Female

11 – College Years 3 – Home for Thanksgiving

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

Note: As per my other stories, the character names are all changed on the off-chance that there is someone who recognizes any of the descriptions of living arrangements or furniture. If this is the first story of mine that you are reading, I have stories before this – while the other stories are not necessary to read, they do help to build up some backstory to where I was in my life at the time. Once again, while the verbal interaction may not be accurate, the physical interaction is to the best of my recollection. I’ve edited the titles of my other stories to include numbering in case anyone is confused. I apologize that the site doesn’t list them in publishing order, but I can’t really do anything about that – doing what I can. …

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4 – Senior Year

/ Categories: Blowjob, Cheating, Male / Older Female, Male/Female, Oral Sex, True Story / Blowjob, Cheating, Male / Older Female, Male/Female, Oral Sex, True Story / By

Note: As per my other stories, the character names are all changed on the off-chance that there is someone who recognizes any of the descriptions of living arrangements or furniture. If this is the first story of mine that you are reading, I have three stories before this – while the other three stories are not necessary to read, they do help to build up some backstory to where I was in my life at the time. Once again, while the verbal interaction may not be accurate, the physical interaction is to the best of my recollection. ——————— Eleventh grade was incredibly non-descript. I did a lot of the same things I imagine most teenage boys did in the early 2000s in a big city – smoking pot, drinking when I could get my hands …

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Grandma Jeanie and Her Younger Lover

/ Categories: Blowjob, Male / Older Female, Mature, Older Female / Males, True Story, Water Sports/Pissing / Blowjob, Male / Older Female, Mature, Older Female / Males, True Story, Water Sports/Pissing / By

This is another true story about my conquests with the older woman. I just really love sex with these old woman, there bodies just turn me on. This story start like most of mine. I started chatting with this lady on one of the well known hookup sites. I had been online for a few weeks without much success until I started chatting with Jeanie. I sent her an initial email and then started chatting through messenger with her. Jeanie is about 5’3 and about 150 pounds. She’s your typical grandma shape, nice, soft and plump. Now Jeanies age may shock some of you, she’s 70 years old! She’s still married but husband is in care and she’s not had her needs met in years. It wasn’t long after we started chatting that the conversation …

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Breeding My Widowed Aunt Rose

/ Categories: Fiction, Incest, Male / Older Female, Oral Sex / Fiction, Incest, Male / Older Female, Oral Sex / By

After a year in college I had become very disillusioned with my prospects. Not only was I failing my classes but I felt like a little cog in a big machine; a machine designed to extract money from people like me. However, my parents had high expectations and I didn’t want to disappoint them. After much consideration, I figured I would take a semester off to figure things out. As expected, my parents were not only disappointed but angry as well. “So, what the hell are you going to do?” my father asked. “ I don’t know yet,” I replied. My mother joined in on the scolding and pretty soon I felt like a failure. As I retreated to my room my father yelled “Maybe you should join the marines, that way you can get …

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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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A BOY FOR MY MAN AND ME

/ Categories: Bi-sexual, Blowjob, Cuckold, Erotica, Exhibitionism, Hardcore, Male / Older Female, Masturbation, Older Female / Males, Oral Sex, Threesome, True Story, Voyeurism, Written by women / Bi-sexual, Blowjob, Cuckold, Erotica, Exhibitionism, Hardcore, Male / Older Female, Masturbation, Older Female / Males, Oral Sex, Threesome, True Story, Voyeurism, Written by women / By

Mike had masturbated many times while watching me with new sexual partners, female and male, his strong exhibitionist streak in full flight. I had had sex with him while one of my voyeuristic female friends watched and masturbated. The sudden realisation Mike and me had never had sex while another male watched while masturbating for us, came about when one of my girlfriends told us over coffee how she and her husband like to fuck with another man watching and masturbating. Asking if we would like to hear about the man who watched them fucking while he masturbated last Friday night? Of course we would! “He was a hunk of a man, just a boy really, only twenty-years old. My husband insisted on me undressing the boy while we were both wearing short white, Terry …

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Cougar Stepmother Slut Fun!

/ Categories: Anal, Blowjob, Cheating, Cum Swallowing, Fantasy, Male / Older Female, Mature / Anal, Blowjob, Cheating, Cum Swallowing, Fantasy, Male / Older Female, Mature / By

“You always seem so nervous, Steve!” Rikki’s mom was standing in his bedroom wrapped in a bath towel and looking into an open bedside drawer that had Rikki’s dildo just laying there. “I was just wondering what you’re doing in our bedroom, that’s all.” Steve was trying to be polite but couldn’t help seeing that his wife’s mother had a nice body. He was sure she was doing this intentionally. “I was just looking.” She said curiously. “So how do you like married life? What’s it been, three months now?” Trying not to stare he said, “Yeah just about. I love it. I really love your daughter a lot.” “That’s nice. You ever wonder what your wife is gonna look like in twenty years?” It was an odd question. “I… uhh” But before he can …

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A Milestone to Remember (revised)

/ Categories: Exhibitionism, Fiction, Male / Older Female, Teen Male / Female, Written by women / Exhibitionism, Fiction, Male / Older Female, Teen Male / Female, Written by women / By

That is what it is, a milestone of life that requires something put into the bucket list. My fortieth birthday, the entrenching realization of middle age setting in with a building sense of urgency to experience something or anything that can check mark a life with enough excitement to carry oneself for that long steep decline of age. Maybe a long ways to go, but I was bound and determined not to go gently into that good night. So I forced the issue, demanded to my family I needed to do something…anything. Thought about a cruise…everything was booked on the major lines for a year or so. Looked into an all-inclusive…the choices were slim, none for the bigger names, but found an opening in one obscure resort that actually got my blood moving. My husband …

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Sibling reunion leads to new relationship – Chapter 6

/ Categories: Consensual Sex, Fiction, Hardcore, Incest, Male / Older Female, Romance, Young / Consensual Sex, Fiction, Hardcore, Incest, Male / Older Female, Romance, Young / By

This is the last chapter. Sorry if it is too short for ya. Chapter 6: Time together The filming lasted about eight weeks finally a day dawned when Bobby awoke spooned against Jessie. He smiled realising that today was their own, the filming was finished and they could relax. He lay behind Jessie his morning erection pressed between the cheeks of her arse his left arm was wrapped around her, his hand resting on her left breast, held there by Jessie’s arm. Gently he nuzzled his face into her hair, smelling the fresh fragrance of her hair he kissed her neck before lifting his head to kiss and suck her earlobe. He felt her stir and she pressed back against him, rubbing his erection with her arse, before turning over. Sitting up Bobby pushed the …

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Convention Antics_(0)

/ Categories: Cheating, Drug, Erotica, Male / Older Female, Oral Sex, True Story / Cheating, Drug, Erotica, Male / Older Female, Oral Sex, True Story / By

My father works for a large Fortune 500 company, and they hold a week-long convention every year. The entire trip is paid for by the company, so my father enthusiastically attends. Our family tags along, but I can not remember a single time we all attended because of conflicting schedules. This year, I am the only family member attending. I always loved coming to these conventions. Every year guaranteed new memorable experiences. The last time I attended was four years ago, right after graduating college and before starting my new job. I arrived at the airport on Wednesday, midway through the convention. My vacation time flexibility and work responsibilities prevented me from taking off the entire week. While waiting in line to pick up my rental car, I formulated a response for when people would …

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Cheating Mom 3

/ Categories: Anal, Blowjob, Cum Swallowing, Fiction, Interracial, Male / Older Female, Oral Sex, Wife / Anal, Blowjob, Cum Swallowing, Fiction, Interracial, Male / Older Female, Oral Sex, Wife / By

“Is next week really the last time you’ll have to screw him?” I asked my mom as she was giving me a hand job on her bed. “That’s what we agreed, 20 times. And believe me, I’ve constantly reminded him about that and made sure he kept his word.” My mom replied casually as if nothing was out of the ordinary, and we were just a normal mother and son having a friendly conversation; but of course that isn’t the case here. She was still in her professional attire from the waist up, but naked from the waist down as she continued pleasuring me with her hand. Her vagina was still soaking with my saliva from me having just performed oral sex on her. This was our little ritual for the past three months after …

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ONCE A THIEF NOT ALWAYS A THIEF

/ Categories: Anal, Consensual Sex, Discipline, Enema, Fiction, Humiliation, Job/Place-of-work, Male / Older Female, Mature, Oral Sex, Romance, Spanking, Virginity / Anal, Consensual Sex, Discipline, Enema, Fiction, Humiliation, Job/Place-of-work, Male / Older Female, Mature, Oral Sex, Romance, Spanking, Virginity / By

I’ll confess, I was a little afraid. I’d just become the Chief Executive Officer of Schwartz Ring and Bearing Company, the firm that my grandfather had founded thirty-five years previously. It wasn’t that I felt unprepared; I was twenty-seven years old with a Masters of Business Administration. I had worked summers in all of the departments of the company from the time I was seventeen until I’d graduated with my MBA then I’d started full time. Most recently I’d been vice-president of marketing headquartering in our Birmingham office. My father had followed my grandfather as the head of the firm but with his recent, unexpected death the mantle fell to me, I was coming home to our Illinois home office. Schwartz Ring and Bearing was a family owned company, all the stock save 100 shares …

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Harry Potter and the Sisters Black chapter 3(full chapter)

/ Categories: Bi-sexual, Cum Swallowing, Fan fiction, Fantasy, Group Sex, Male / Older Female, Mind Control / Bi-sexual, Cum Swallowing, Fan fiction, Fantasy, Group Sex, Male / Older Female, Mind Control / By

first let me answer somethings yes i know this is not my story, i found this stoy on this site awhile back and i liked it so i read all six that he posted it didn’t make sense to me that it ended the way that it did so i looked it up online and folund that he didn’t post all of the story so i thought that i would because i liked it and assumed that others had too and would want to read it so enjoy this next one Harry wakes up the next morning strangely refreshed. As he stands up, Harry looks down at the foot of his bed and almost passes out. There lies Narcissa Malfoy, naked as the day she was born. Damn, he thinks to himself, that wasn’t a …

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Breeding Mrs. Gray pt 3

/ Categories: Cheating, Consensual Sex, Domination/submission, Fantasy, Male / Older Female, Pregnant / Cheating, Consensual Sex, Domination/submission, Fantasy, Male / Older Female, Pregnant / By

This time the story isn’t as long winded, and I’m setting it up for a breeding fest so if you like the story please let me know and bear with me while I get into the heart of the story. I got everything ready for tonight; I got some steak and shrimp and I’ll cook them. Then I got some whipped cream for later. I had everything ready by 5:50; she should be coming over soon. My dick could hardly contain itself in my pants. I got some shitty movie ready in the dvd player when I heard a knock on the door. My dick was now pulsating against my pants. I opened the door and I saw what had to have been the single most beautiful sight I’d ever seen. Mrs. Gray was in …

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PICTURES of LILY

/ Categories: Anal, Ass to mouth, Blowjob, Erotica, Fiction, Male / Older Female, Mature / Anal, Ass to mouth, Blowjob, Erotica, Fiction, Male / Older Female, Mature / By

PICTURES OF LILY Jeremy was only a few months out of college when he finally landed a decent job. He’d been working part-time and living at home while he was job-shopping for a ‘career’ position that was somehow related to his studies as a Marketing major. He had been applying for many positions in different locations, and it was a great relief when he’d been offered and accepted a position in the marketing department for a large pharmaceutical company. It was a great load off his mind for a number of reasons, but primarily because it would get his old man off his back, he’d make some decent money and he could afford to get out of his parents’ house once and for all. After four years living on his own while away at school, …

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My lady friend made me a cock-slut.

/ Categories: Anal, Bi-sexual, Fiction, Gay, Male / Older Female, Pegging / Anal, Bi-sexual, Fiction, Gay, Male / Older Female, Pegging / By

The first girlfriend I had after I finally got a place of my own was a cougar. It was her that picked ME up in a bar one night. She wanted a toy boy, she said. I was glad to oblige. Never mind that she was older, she was hot as hell and the glint in her eye told me she was very much into sex. She was the one who helped me realize how much I like to get fucked up the bum. I’d never given it any thought. Always considered my ass was just there and not anything to do with sex. That first night she invited herself to my apartment. I quickly realized that she could teach me a lot. We were fucking in the missionary position when she reached down and …

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Ryan (Part One /Revision of Student Painter)

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

My husband and I have a fairly good marriage. After nearly a decade together, we still didn’t have any children though. We’ve been through all the testing. After eliminating anything on my end as the problem, it was determined that my husband has a low sperm count. This doesn’t mean that it’s impossible for him to get me pregnant, it just means that it’s going to take some serious effort. I am more than willing to do what it takes, as is my husband. The problem is that his work takes him away so much that it’s hard for us to really put a lot of effort into the task at hand. It’s not like we don’t have sex whenever he’s home, we’re just not seeing the results from it that we’d like to see. …

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Stepmom Godaughter from Portugal Pt14

/ Categories: Anal, Blowjob, Cum Swallowing, Erotica, Male / Older Female, Mature, Oral Sex, Romance, Spanking, True Story / Anal, Blowjob, Cum Swallowing, Erotica, Male / Older Female, Mature, Oral Sex, Romance, Spanking, True Story / By

What would you like for dinner? Anything works…What would you like? Not sure but will check with Marco to see if he gives us any good ideas. Good idea sexy but can you feel my head? Mark you feel hot are you ok? I think so but I feel warm not sure if that is the medication. I will call the Hospital and reconfirm if the medication will give you a fever. Maria went to the kitchen as I got up to visit the bathroom for a quick piss. Maria comes in with the phone looking for me as I come out of the bathroom…here is the Doctor. He asked me a couple questions then told me he wants me back in the hospital because I might have an infection. Ok, I will come in …

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Owned

/ Categories: BDSM, Blackmail, Blowjob, Cheating, Coercion, Domination/submission, Fiction, Humiliation, Male / Older Female, Male Domination, Oral Sex, Reluctance / BDSM, Blackmail, Blowjob, Cheating, Coercion, Domination/submission, Fiction, Humiliation, Male / Older Female, Male Domination, Oral Sex, Reluctance / By

Owned by a Young Stud – Blackmail – Part 2 Jenny sat in her car outside the hotel where she had just met Mike. Well – outside the hotel where she had gotten drunk, fucked him, and had a picture taken with his cum all over her face. She was not sure how long she had been sitting there when her phone buzzed. It was the picture Mike had taken of her. He said, “Looking good Jenny. Can’t wait to have you over to my place to meet my friends.” Jenny took a few quick breaths, trying to compose herself, before slowly driving home to her husband. Back to her old life. *** The next day – Saturday – started off remarkably quiet. Jenny was on edge, keeping her phone close to her so that …

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Lucky Josh part 3

/ Categories: Consensual Sex, Domination/submission, Fiction, Hardcore, Male / Older Female / Consensual Sex, Domination/submission, Fiction, Hardcore, Male / Older Female / By

Sarah had collapsed on him, his cock still deep in her, her face resting on his chest. The silence was not complete and Josh turned his head towards the wall were soft moans were coming from. All four women sat with their backs against the wall, their legs spread and their hands working their cunts. Josh smiled tiredly at them and they all grinned back, the fucking session between Sarah and him had been such a spectacle that they stopped their playing and just watched, masturbating. The carpet was darker between all their legs so Josh figured that they all at least got off once. After a few minutes Sarah stirred on his chest. He kissed the top of her head and whispered “that was awesome mom, thank you.” She held him tight and he …

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