Older Male / Female

Dating?

/ Categories: Cheating, Fiction, Mature, Older Male / Female / Cheating, Fiction, Mature, Older Male / Female / By

For all of you critics our there worried about “GOOD WRITING SKILLS” please take some time and read some of the writings of Mark Twain, William Faulkner or John Steinbeck. All of these authors use misspelled words, improper grammar and questionable local colloquialisms in their writing to convey mood and realism. I am not putting myself in their class and not all of my writing errors are intentional but for those that are, I think I’m in pretty good company. What’s important is the STORY, please leave the structure and the grammar to the author or start criticizing “Tom Sawyer”, “Go Down Moses”, or “Of Mice and Men”. Dating? I am a 62 year old business man who works as a consultant for some major aerospace companies and my wife owns several small companies in …

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The Home Chapter 9

/ Categories: Anal, Fantasy, Older Male / Female / Anal, Fantasy, Older Male / Female / By

I must admit it was strange sleeping alone that first night after roger died but told myself it was a temporary setback. Little did I realize that neither Mary or Melanie would be visiting me anytime soon. I didn’t know the protocol for attending his services but it seemed like the entire population of guests were there in addition to his family. Afterward his son invited everyone to brunch at a nice restaurant where I sat with Mary. She was still upset by what happened so I just patted her hand and said that time heals all wounds. After lunch I managed to spend some time with Melanie. She was doing ok but didn’t give me any indication that she wanted to resume our relationship. Things went on like this for the next week until …

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My Boyfriend’s Father III (Last Part)

/ Categories: Anal, Authoritarian, Cheating, Consensual Sex, Exhibitionism, Fiction, Male/Teen Female, Older Male / Female, Spanking, Written by women / Anal, Authoritarian, Cheating, Consensual Sex, Exhibitionism, Fiction, Male/Teen Female, Older Male / Female, Spanking, Written by women / By

The next morning, I woke up earlier than Marina so I stayed in bed looking at the ceiling and thinking about everything. I started to analyze my relationship with Nathan with different eyes, being able to see for the first time the flaws in it, and I realized they were bigger than the qualities. I felt stupid for not noticing them before, but I think having sex your boyfriend’s father tend to change your perspective of things. After one or two hours I got up and went to the bathroom to brush my teeth and seeing my reflection in the mirror I couldn’t help but smile, seeing my boobs showing through the shirt. Maybe I shouldn’t hide myself so much from now on. When everyone was up, we all went downstairs together for breakfast, and …

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Beautiful Joy

/ Categories: Fiction, Male / Female Teens, Male/Teen Female, Older Male / Female, Romance / Fiction, Male / Female Teens, Male/Teen Female, Older Male / Female, Romance / By

My name is Gareth and I am 35, 6’1” and weigh 185lbs I have short black hair and a short beard. I am pretty fit as I workout 3 times a week and play soccer too. I live by myself in a small town called Blackport. Now I live by myself not through choice but I’m very shy around women and needless to say I’ve never been with a woman and I’ve pretty much given up hope that will ever change. I have a lovely little house, it has two bedrooms and two bathrooms and nice big back garden were I grow lots of different plants and vegetables. A couple of streets over lives my best friend Carl and his family. I work with Carl at the same company and this is where we met. …

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Money Can buy Happiness Ch. 25 – 27

/ Categories: Bi-sexual, Blowjob, Cum Swallowing, Exhibitionism, Fiction, Interracial, Older Male / Female, Teen / Bi-sexual, Blowjob, Cum Swallowing, Exhibitionism, Fiction, Interracial, Older Male / Female, Teen / By

Chapter 25 I wanted to take Maria somewhere for her to show off her body. She’s getting to really enjoy being an exhibitionist. I came up with the perfect place – New York City. In New York, it is legal for women to walk around town topless. A group of women sued the city for discrimination because men could walk around without a shirt but women couldn’t. The court agreed and now women can freely show their breasts around town. The question will be, how much will she need to wear on the bottom? I think it’s legal for women to walk around wearing a thong bikini, so if she can be topless, can she walk around wearing only a thong? I want to try it out with Maria. I didn’t find out from Maria …

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Uncle Donnie and Shel

/ Categories: Bi-sexual, Cheating, Consensual Sex, Cum Swallowing, Drug, Fantasm, Older Male / Female, Pregnant, Romance / Bi-sexual, Cheating, Consensual Sex, Cum Swallowing, Drug, Fantasm, Older Male / Female, Pregnant, Romance / By

The pain hit Don while he was taking a shower. His wife had gone to the hospital with a severe case of pneumonia the night before. Her COPD always made each round worse than the previous one. Her best friend showed up and insisted Don go home, clean up and get some rest. She’d happily to stay with Maggie for a few hours. The only other person in Don’s house was Shelby. She was a 27yr old granddaughter of some dear friends, who had been killed in an auto accident. Shelby had taken the loss of ‘Papa’ and ‘Nanny’ harder than her sisters… her dad, too, for that matter. Shelby’s mother had divorced her, pitiful, self from the whole family when Shelby was just ten. Nobody knew where she lived, nor did they care. Shelby’s …

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Tales from the Sugar Bowl#1

/ Categories: Cheating, Consensual Sex, Diary, Males / Females, Older Male / Female / Cheating, Consensual Sex, Diary, Males / Females, Older Male / Female / By

Greetings from the sugar bowl, the online paradise where younger woman barter their affections and time for the financial support of older men .While I have enjoyed immensely my association with one of the websites that connects sugar babies with sugar daddies…, I have taken it to another level and thought I would share my adventures…. My online profile includes a single picture and details my situation, i.e. I have been divorced for over ten years but have lived with a female executive several years my junior for almost five….She is my soul mate in every way but one…the classic cliché…as she has completely shut down sexually. I use my adventures in the sugar bowl to discretely preserve my sanity…Ever since I have added to my profile the single sentence that I would expect to …

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Summer With My Granddaughter

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

I drove my Jeep back up to the panhandle of Florida where I had left my motor coach while I was on the cruise with my granddaughter. I started my visit in the warm climate and stayed there for the better part of the winter and headed on north as the weather started to thaw. I traveled through the mid-west until I reached my next scheduled stop at a campground in Minnesota where I had parked a few years back. I only hoped that the weather had changed enough that I wouldn’t get caught in an early spring freeze. I had just got settled into my campsite, had gone grocery shopping and was preparing for a lovely spring in the Great Lakes region when I received a call on my cell from my daughter Kathy …

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College Break – Thanksgiving

/ Categories: Consensual Sex, Drug, Fiction, Incest, Older Male / Female / Consensual Sex, Drug, Fiction, Incest, Older Male / Female / By

Jill saw Amy and Chelsie across the quad and hurried over to them. She was eager to share the bad news with her friends. “You are not going to believe this! My parents said that plane tickets are too expensive so I won’t be going home for Thanksgiving.” The short brunette pouted as she said this. “Hey, you’ll be in good company, I’m going to be here the whole break and Chelsie will be here for most of it.” Amy was always trying to support Jill. Amy was straight, but Jill was just so cute and perky. Deep down Amy knew that her own tan and toned Asian body would look so beautiful entwined with the pale brunette. Chelsie chimed in, “Yeah, I’m spreading Thanksgiving with my Aunt and Uncle but will probably be around …

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Reunion Campout

/ Categories: Anal, Blowjob, Coercion, Consensual Sex, Fantasy, Male Domination, Non-consensual sex, Older Male / Female, Reluctance, Romance / Anal, Blowjob, Coercion, Consensual Sex, Fantasy, Male Domination, Non-consensual sex, Older Male / Female, Reluctance, Romance / By

Amanda and Chloe were best friends. They were as close as two friends could be, more like sisters than just friends. Both were only children and grew up next door to each other in a typical sleepy suburban town and were 25 now. Their father’s Bill and Pete were typical suburban dads, with jobs in the city and weekends spent with the family and keeping up with projects around the house. Chloe’s parents were long divorced but had joint custody while she was growing up and had a cordial relationship, and she did not blame either parent for the divorce. Amanda’s parents had only recently divorced, and the breakup was also mutual and cordial. Her parents just had very different attitudes about life and different interests from each other. Where Amanda’s mother loved the latest …

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What Happens at the Gloryhole cont.

/ Categories: Blowjob, Consensual Sex, Cum Swallowing, Fiction, Incest, Older Male / Female / Blowjob, Consensual Sex, Cum Swallowing, Fiction, Incest, Older Male / Female / By

Toni stayed in the bathroom a little while after her dad left. One leg was propped up on the handrail as she relived the encounter. There was no if, and’s or but’s about it- She had enjoyed every second of it. Her back arched as she brought herself to another orgasm with a quiet gasp. ‘Shit, this is really fucked up.’ Toni cleaned herself up and got dressed. She could still feel his cum slipping out of her and soaking her underwear. The old man must have been really pent up to have filled her so thoroughly. “Speaking of filling up, I need another drink. Something nice and stiff,” she blinked then snorted at the stupid joke as she straightened herself out and headed back to the bar. Mike reclaimed his spot at the bar …

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It Was Her Legs… Her Gorgeous Fuckin’ Legs Part 2

/ Categories: Bi-sexual, Blowjob, Cheating, Consensual Sex, Fantasy, Group Sex, Male / Females, Older Male / Female, Threesome / Bi-sexual, Blowjob, Cheating, Consensual Sex, Fantasy, Group Sex, Male / Females, Older Male / Female, Threesome / By

It Was Her Legs… Her Gorgeous Fuckin’ Legs Part 2 If you haven’t read Part 1 of this story, I encourage you to do so. Don ran across one of his old softball students. He coached her when she was 9, but she’s now 48 and still hot as hell. She confided that she’d had a crush on her old coach for years, and things progressed to full blown sex between them. Don spent the night with Stacy, having one more session of sex, just before going to sleep. Nudity was the order of the day on Wednesday and, somehow, Stacy managed to get one more small shot of cum inside her hairless pussy… not shaven, as it turned out; she had made a trip to Mexico six years before and had all traces of …

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A Family’s Sex Education Part 2

/ Categories: Exhibitionism, Female solo, Fiction, First Time, Incest, Male Solo, Masturbation, Older Male / Female, Voyeurism, Young / Exhibitionism, Female solo, Fiction, First Time, Incest, Male Solo, Masturbation, Older Male / Female, Voyeurism, Young / By

Part 2 The kids all came back from changing out of their wet clothes, all except for Becky. I yell up the stairs to her that dinner was on the table and to get down here. I am getting the kids drinks and pouring myself another rum and coke when I finally hear Becky bounding down the steps. As I enter the dining room I see Becky has changed and had on a tight thin white tank top. I also notice she decided against wearing her training bra. Her nipples are still hard and clearly visible. She brushes her hair away from her face, in that sexy way women do and gives me a lusty look. I set the drinks on the table and join the family. Aside from a few sensual looks from Becky, …

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Why I like going to the babysitter

/ Categories: Cum Swallowing, Diary, Older Male / Female, Oral Sex, Young / Cum Swallowing, Diary, Older Male / Female, Oral Sex, Young / By

My mom worked nights and sometimes if my step-dad or grandparents were unavailable, she would leave me with her old friend (Brenda) from her old high school. Brenda had a daughter (Shay)who was my age and a son who was a 2 years older (Dante). Brenda was the kind of mom who was either drunk or strung out most of the time; she would park herself in front of the TV and either zone out or fall asleep for hours. When I was at their house taking a bath before bed Dante would sneak into the bathroom and stare at me when I was in the tub. Sometimes he would help rub soap all over my body. Sometimes he would still his hand down his pants and move it slowly up and down. Brenda would …

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Beth the Cum Slut Ch 4 -6

/ Categories: Bi-sexual, Blowjob, Cum Swallowing, Fiction, Incest, Older Male / Female, Teen, Threesome, Virginity, Young / Bi-sexual, Blowjob, Cum Swallowing, Fiction, Incest, Older Male / Female, Teen, Threesome, Virginity, Young / By

Chapter 4 I called Mel later and she put Julie on the phone. I told them what happened with Dad. Julie was surprised I’d gotten that far already. She said it took her at least three weeks to get that far with her dad. They suggested I play it cool for a bit and not push him too far, too fast. Just wear that shirt on Sundays for a couple of weeks and try to keep showing him more and more of my body. Let the conversation go where it can but keep letting him know I’m okay with him seeing and touching me and how much I want to learn to give blow jobs. On Monday, at school, I picked out the best looking of the geeks and made it a point of saying …

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The Nerd–Part 1

/ Categories: Fiction, Older Male / Female, Romance, Young / Fiction, Older Male / Female, Romance, Young / By

I’m Ryan and I’ve never been anything special with women. I’m 40 now and most people would consider me a nerd. But, I am a really, really rich nerd. This is a story about how even a nerd like me can score if he tries hard enough. I graduated college with a B.S. in computer science, specializing in software design. My doctoral thesis at Tech—oh, yeah, only the students at MIT call it that—dealt with new algorithms for online transactional security. Translated into English-when you go to a bank or store online you want to know that the transaction is secure. My software encrypted all the account information in such a way that it was impossible to decipher it. Each code was only used once and there were literally trillions of combinations in the algorithm. …

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Katy and Liz visit the newsagent

/ Categories: Blowjob, Cum Swallowing, Exhibitionism, Female/Female, Fiction, Group Sex, Male / Female Teens, Males / Females, Older Male / Female, Teen Female/Teen Female, Voyeurism / Blowjob, Cum Swallowing, Exhibitionism, Female/Female, Fiction, Group Sex, Male / Female Teens, Males / Females, Older Male / Female, Teen Female/Teen Female, Voyeurism / By

Katy and Liz had been having sex with each other for a while. The first time they had nervously explored each other’s young bodies had been a month ago, when they had stolen a drunken kiss one night while Katy’s parents were away on a summer holiday, which had got out of hand very quickly. They had grown up as close friends, sisters really, since Katy had moved to the neighbourhood when she was twelve. Instantly hitting it off, they had spent much of their teenage years constantly in each other’s pockets. Now they were both 18 and were going off to different universities, there was a bittersweet feeling about the long hot summer. They knew that things would change somewhat in their relationship once they travelled to different parts of the country to explore …

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Going Down Under–Chapter 4

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

The rest of the drive is kind of a blur. An awesome blur. Half naked or totally naked girls were dozing in the back seat. Kate had her head in my lap and had fallen asleep stroking my cock. My finger played with Kate’s asshole. God I love Australia! After another hour or so, Kate woke up and wordlessly began to lick and suck my cock while playing with my balls. “Feels lovely, Kate,” I said with a smile. “But you emptied me out. I shot all of my load across your body.” “I know. Those bitches back there licked it all up and I didn’t get any. I want to taste your cum before we get to Frasier.” “Please try, I win either way. But those tits got a lot out of me.” Kate …

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Sally Awakes – Chapter 01

/ Categories: Domination/submission, Fiction, Masturbation, Older Male / Female, Oral Sex / Domination/submission, Fiction, Masturbation, Older Male / Female, Oral Sex / By

My name is Sally and this is how I discovered that, deep down, I was a slut. But let’s go back to the beginning. I was 19, a virgin and my sexual experience was limited to fondling in the back seats of cars and more than occasional masturbation sessions in my room. Guys liked my 5’8” and 34c 22 32 figure. My parents were very strict and basically frightened away any boy that seemed to be getting interested in me. I had to hide my wanton moments by lying. Not nice, I guess, but necessary. One night I got home from work to be told by dad that he and mum were going on holidays. It was weird because they never went on holidays. But they would be away for 4 weeks. I envisaged 4 …

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The Hitchhiker Part 1

/ Categories: Consensual Sex, Fiction, Older Male / Female, Teen Female/Teen Female, Threesome, Young / Consensual Sex, Fiction, Older Male / Female, Teen Female/Teen Female, Threesome, Young / By

“Hey Mister,” the voice asked as I sat propped up against a tree in the park near the highway. I had just hitched 50 miles or so that morning and was leaning against my pack in the shade resting for the hot part of the day. I looked up and two girls were standing in front of me. The taller one was a blond with shoulder length straight hair. She was pretty young and her tight t-shirt really pronounced her orange sized breasts standing high on her chest. I noticed right away she had nice full lips stuck in a permanent pout. Wow, she was gorgeous. Her friend, standing slightly back from her was younger, real petite, with short brown hair and a very cute face. Her little button nose and small mouth gave her …

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