Male / Older Female

Oldies but Goodies

My name is Max. I came along late in my parents’ lives. They were in their forties when I was born so I was definitely a surprise baby. Their other children, my brother and sister, were already grown up. The other surprise they got was their discovery that I was not the sharpest knife in the drawer. I struggled through school even with having tutors. I guess almost all of the brains had already been passed out by the time it was my turn. That was a great disappointment to my family. Everyone else had college degrees and good jobs. By the time I graduated high school I knew I wasn’t going to college. My family knew it too. They were worried about me becoming independent and being able to support myself, but I was …

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My Little Lady in Kansas

After 20 years in an empty marriage my ex and I finally got smart and filed for divorce. Before I knew it, I found myself in my mid 40’s, single and free to embrace whatever might come my way. A few years later I left my high-level management position to work for a small tech startup that was introducing a new technology to the media business. This took me to all corners of the US demonstrating the system. Often, in smaller cities and towns I would only have a single appointment and I would find myself with free time either in that town or while traveling to the next one. Around this time I discovered a website that was basically all about hooking up. Sure, plenty of women made their profiles look as if they …

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Dance Lessons_(0)

I was a 15 year old kid, excited about going to my first prom, but the only problem was, I didn’t know how to dance. I had asked Denise, a girl that I had flirted with all year to go, and she said yes! I had saved up enough money from my paper route for a tux, and a limo, and now the dancing issue was going to ruin it all. My mom said her friend JoAnn was a dance instructor, and that maybe if I asked her, she would teach me. I was so shy. It took me 10 attempts to finally press the last digit on the telephone to call Denise and ask her to the prom. I couldn’t ask my mother’s friend. I begged my mom to ask her, and after days …

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There’s Something in the Water Chapters 5 to 10

There’s Something in the Water By RawlyRawls This is a work of fiction written solely to entertain. If you want to read lots more stuff, vote on new stories, or support my writing, please visit: Also, all characters in sexual situations are 18 years or older. Late 1950s, somewhere in the Midwest … Chapter 5 Linda sat in a soft chair in the church’s bright, quiet back office. She took a deep breath. She was safe in the house of God. She should have come to Him sooner. Pastor Neilson watched his parishioner closely. Her troubles didn’t show. She exuded radiance. The woman looked like she stood in the Lord’s light morning and night. “What sort of temptation has you so vexed, Mrs. Riles?” “Carnal temptation, Pastor Neilson.” Was it a sin to withhold the …

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Heaven’s Valley

Heaven’s Valley A Home Coming Story I couldn’t believe what was happening to me. Here I was sitting in the back seat of this wonderful luxury stretch limo…naked. My eyes were closed and my head was thrown back. Sitting between my legs was my new Mother that I had just met a few hours ago. She was also naked She had one hand wrapped around my rock hard cock as she slowly jacked it up and down. Oh fuck the feelings were better than anything I had ever felt in my entire life. “Johnny, he’s beautiful, just like you said he was.”, she remarked to my Dad who was sprawled out on one of the couches. The situation got even better as I felt her warm breath close to my cock. Then I was engulfed …

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Raping Roz Doyle 2: The Friends

As I stood there looking out the window at Ashley, I didn’t know what I should do. I was feeling a little paranoid at that point as well. “I’m so screwed, what if Ashley knows I’m here and wants to call the police” I thought to myself. I sat on the bed and listened as Roz opened the door. “Hey Ash” Roz said opening the door. I peeked out the window again and Ash still had this worried look on her face. Then she finally spoke. “Blink twice if you’re in danger” she said quietly. I stood there thinking “Oh my god she thinks Roz is being held captive” I laughed a little at that. “What are you talking about” Roz asked looking puzzled. “Don’t worry I brought a gun, he can’t hurt you” Ash …

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Roleplay

I looked at my wife Lin as she turned away from the sink, the last piece of crockery washed, dried and ready to put away. At 52 years of age she still looked good, indeed, with her regular weekly gym workouts I’d have defied anyone to have argued she was any older than early forties. She turned towards one of the cupboards and I allowed my eyes to wander up and down the rear of her slim, lithe body. She was wearing the outfit I had asked her to, a pink, close knit cardigan, a short beige skirt and a light coloured pair of stockings with what I was sure would be a pair of suspenders beneath holding them up. It was a Friday night and with working away from home I’d been looking forward …

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CONSEQUENCES, Pt.1

common-law ‘husband’ worked 2nd shift he wouldn’t be home until midnight, and her child, Don, would not be home until about 9:30PM. PERFECT. I mostly hung out with Don thru high-school because had a big house, generous ‘parents’, & his Mom was utterly gorgeous. Some of the guys say his mom was 15 or so when she had Don, so Mrs. Sarah Holland couldn’t be over 40. We were 18 now, so my personal bet in our cash pool for her was age 34. She was maybe an inch shorter than my 5ft. 8”/173cm frame in those heels she always wore, with dirty-blonde hair, big breasts, thicc hips and a flat tummy. Sarah Holland had a sexy MILF body I intended to enjoy. I pulled into the drive & nonchalantly walked to the door. Sarah …

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TWO JOCKS FOR OUR SEXUAL PLEASURE

We also had to email some up to date pics, we sent two up to date pics, one of us front on, naked holding hands, my man flaunting a boner, me in heels, then a second pic, me with my back to the camera, flaunting my big ass. “We made a list of of some of our preferences, five in all, and they all came to fruition, two young bi men to share, two bi women a little younger than us to share and some other very exciting combinations.” My first preference with Roger’s full approval was two men for us, two jocks, early twenties, one jock for me, cunnilingus, to tongue fuck me, one jock for my man, to give him fellatio, a blow job, while we watch each other. My second preference, again …

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Mom and Son-2.

written as the mom The next day when Alex stays home with his mom The next morning after my first incest encounter with my son was an odd feeling. I new what we had done was wrong but it was such a hot, erotic sex session. It was taboo, dirty, wrong but it felt had felt so good. I waited until after my husband had left to go to work before I went to go check on my son. When I went into his room I was wearing a pair of sweat pants and one of my husbands’ button up pajama tops; basically trying to have that baggy look. I opened the door to Alex’s room and he was in his bed reading. He gave me smile, “Hi mom.” I could tell he was looking …

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Taking the Lord’s monster.

Taking the Lord’s monster. A period Romance The breakfast table swayed from side to side as I approached, the kitchen walls seemed to have become pliable and the very floor moved like the ocean swell. “Good night was it ‘Lordhip,” Bessie the scullery maid asked as I went to steady the chair that I might sit. “God alone knows,” I averred, “Oh my head.” “I said as you should lay off of the mead,” Annie the cook reminded me. “You are the damned cook not my damned mother,” I retorted angrily, “Get me my breakfast!” “Now!” “But Lordship, tis luncheon time and gone,” Annie protested. “Oh botheration,” I agreed, for as the clock dial stopped swinging across the wall I saw it was nigh on the mid day. “Nice last night weren’t it Lordship,” Bessie …

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Quarantining with Cheryl

“Hey are sure she’s cool with this? You said that she’s become so anxious she won’t even leave the home, you think she’ll be ok with me living in her house?” Rob was talking with his mom about his new living arrangement. He’d recently gotten the news that moving forward his employer was implementing work from home for all staff. He’d been looking for a reason to break his lease and move out of his crowded apartment for some time and this gave him the motivation he needed. His drive was quickly tempered though, there honestly weren’t that many better places out there. This is when his mom suggested he rent out the basement of her sister Cheryl’s house. Cheryl lived in a pretty great location and from what Rob understood had a big house …

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Upsetting the apple cart Part 5

Steve drove home and collapsed on his large leather sofa. He was absolutely knackered, his cock and balls aching from all the amazing fucking he’d done. He had known he would get to fuck Jane’s mum without her putting up more than a token resistance, she was so sexually frustrated he could smell her cunt as soon as she opened the front door. She was desperate to be fucked good and hard, even if she couldn’t admit it to herself. It was hard to believe she had got to thirty nine years of age without anyone pressing the right sexual buttons that released the Lyndi Loo hidden inside her. Sandra turning up was just too good an opportunity to let slip. It was a calculated guess that she would share the same traits as Lynn …

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The Prophecy Ch. 7

The Prophecy Ch. 7 This is the continuation of the previous chapter, please read the previous chapters to fill in any blanks. I appreciate the feedback and apologize for previous and any future grammatical errors. This story contains fantasy/magic within it and has more interesting magical twists to come. Please note that all characters in this story are 18 years or older. If you’re not interested in the realm of seduction, fantasy, action, and adventure then you found the wrong story. I apologize for how long it took to post this story due to events in my life which have tightened my time to write. I will continue to write this story and create many more in the future. When Luke woke up this morning he thought it was going to be boring compared to …

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My friend’s 43y/o kinky Mother part 2

This is the second part in what I hope will be a trilogy of stories about an old friend’s 43y/o kinky mother. If you have not already read part one please read it, in order to have some background on story and characters. It is set in the winter of 1996 when I was 19 years old. Only certain aspects of this part are true, mostly this part is fictional. – enjoy. I awoke lying next to my friend’s Mother sometime after 5am. Her head was resting serenely on my chest, as her arms were wrapped around my 19 year old body. She had a nice content smile on her face as she slept. ‘Jesus,’ I thought. Mike would absolutely freak if he found out I had an intense fuck session with his mother last …

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Teenage boy seduces middel-aged virgin

Louise and her mother, Rose, moved into the house next door in January. Rose was elderly and bedridden, and they had moved from the country to be nearer to doctors and the hospital. Louise was about 45 years old, with brownish hair that was beginning to gray. She was about 5’8” tall and weighed about 140 pounds, with a pretty good figure, but was a plain-looking woman in the face. There was no man in the household, Mom found soon after they moved in that Louise had never been married as they had always taken care of her mother. My household consisted of my mother, Angela, my father Sal, my sister Grace who was about 18 months younger than I, and me. I was still in high school and was about 5’11” tall, athletic build, …

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Billy’s Mom Claims His Virginity_(3)

Allison had long suspected her mom and Billy had a thing for each other. Watching them now, with her brothers cum dripping from her mom’s mouth, as they starred deeply into each other’s eyes and telling each other how much they loved each other, confirmed it beyond a doubt. “That was hot!” Allison exclaimed. “Now it’s your turn mom.” With that she turned to Billy and said. “Get up Billy and let mom take your place. Mom take your clothes off. Let me show my little brother how to eat his mom’s pussy.” “What?” Cheryl said confused. “He can’t do that, it’s not right. I’m his mother!” “Yes mom, you are his mother. And you just sucked his dick. He should return the favor. As his mom you have the responsibility to teach him proper …

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TWO BEAUTIFUL TEENAGE BOYS

Sharing our sexual fantasies with each other. Talking to each other, teasing each other with some dirty talk. A common, often repeated fantasy for both of us, watching each other being sexually pleasured by a teenage boy. Talking to Elaine while licking her pussy, “A naked teenage boy is watching me licking your pussy, eating you out. He is a very pretty, well hung boy, bigger than me. He wants to have you. Would you like him to lick you out just like I am? You know I would like to watch and masturbate for you.” Elaine replying in kind while she was giving me a head job as foreplay. “A naked teenage boy is watching me sucking your cock. He has a beautiful body with a gorgeous ass and he is very well hung, …

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Aunt meg pt 5 Return of the Prune

Aunt Meg pt 5 Return of the Prune I awoke to my bed bouncing and a hand grasping Wee Willie. Before I could move, a nipple was jammed into my mouth. Oh well who was I to complain. I felt something warm and delightful moving down my cock it was grasping and releasing and moving downward to do it again. Then it hit bottom and began to grind. The delicious nipple was yanked from my mouth only to be replaced with a pussy. Everything happened so fast I had never opened my eyes. It felt so good why should I. Perfect relaxation I licked what was before me and enjoyed what was riding me I suckled on a fair sized Clitoris which even with my eyes closed I could identify as Lori’ s. Keri’ s …

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