Male / Older Female

My Mom’s hot friend

It had been an average week for me, school, homework and video games, but it was finally Friday and tonight I had to dog sit for one of my mom’s friends. I was getting paid $30 just to hang out and take care of her new dog. I said yes as soon as she asked because it was easy money and I have a huge crush on my mom’s friend. Her name is Linda, I don’t know much about her excepted that she got divorced a few years ago, and she has a kid. Also she is around 5’8 with juicy D cup breasts and a nice round ass. She has brownish hair with streaks of blond and I’ve wanted to fuck her since the first time I met her. I got dropped off by …

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soccer moms big discovery pt 2

This is the follow on story from soccer moms big discovery and so you may want to read that first to catch up. Another long story I’m afraid but I hope you enjoy. Message me with any comments if you wish. The rest of the afternoon passed very quickly, both of us in shock over what had happened, we both retired to bed early. The next morning mom came into my room, it was early but it looked like she had spent a while getting ready. She was in some high heels, very tight jeans that accentuated the gorgeous curve of her ass, a top so thin and tight that you could see the lace push up bra easily through it and her ample boobs were almost spilling out of the very low neckline. “Mom, …

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The Prophecy Ch. 1_(1)

The Prophecy Ch. 1 This is a story I wrote on an alternative profile and have edited it so I can continue the story now. This story contains fantasy/magic within it and is the start of more interesting magical twists to come. If you’re not interested in the realm of seduction, fantasy, action, and adventure then you found the wrong story. “Life is boring,” that single consistent thought went through Luke’s mind. Although what else would be going through the mind of a eighteen year old high school guy while he sat in English class. The teacher was going over the proper word usage that Shakespeare portrayed in his works and the only thing Luke could think of was how many times the teacher was going to say the same thing. Now technically considered an …

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Comforting Mom pt 5 Christmas Cruise Day 3

Morning comes and Yvonne wakes me by putting her tits in my face. I only wish they sold alarm clocks that could wake you up like that. “Good morning sleepy head.” “Good morning… what time is it? It’s almost seven o’clock on day three of your cruise. I have to go to work. You can sleep here some more or go to your own room four doors down. Either way I have to go. The whole time she is talking she is getting dressed. I sit up and she kisses me goodbye. “You were as good as the girls said you were. I’d love to do it again… when it’s my turn again.” She walks out the door and I listen. I hear hair dryers running, giggling from the passageway, and singing. Beautiful singing from …

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Teachers Pet 2_(0)

The following day, I walked on clouds all day wrapped up in my dreams of what had happened the previous afternoon. When I walked into my last period English class, there were giggles from all the girls and lewd comments from many of the guys but I didn’t lift my eyes off the floor, afraid that I would get another hard-on if I saw Mrs. Stanton. I managed to concentrate on the subject enough to get through the class. I packed up quickly and hurried out with the crowd but was caught when Mrs. Stanton said “Mr. Walker, please stay for a moment.” I waited until the door closed after the last student and then looked at her. She quietly said, “Albert, when I got home last night, I realized that I had left an …

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Empire bays lake house

We have what were looking for Chapter one We used to be close As a young boy I had always enjoyed going to the family cottage with my parents. We always crammed as much activity as possible into the month of July: sailing, swimming, going to movies in the evening etc. I had always enjoyed a close relationship with my parents but this all seemed to end when I turned 15. Suddenly I hated being at the cottage, wanting to be anywhere else, feeling like I was a prisoner within the confines of my parents’ world. To make matters worse I was not allowed to bring my own friends, but my parents, of course, were constantly welcoming their boring friends to the cottage. July was hot, as always, and I tried to maintain my mental …

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Busty Babysitters with Young Boy

Ashley was a young girl growing up in the suburbs of her small hometown. She was a fun-loving kid that was constantly bubbling with happiness and energy. Ashley lived with her mom and dad in a moderately sized house. Her sister used to live with them, but she had since moved out with her boyfriend. Ashley looked stunningly beautiful for her age. She had sparkly blond hair that dropped down just below her shoulders. She had deep brown eyes and a very pleasant face to look at. She had large breasts for her age; a large C cup. (Almost a D.) She had a succulent, curvy body and a nice round, perky ass. It was 4:00pm on a Friday afternoon and Ashley had recently gotten out of school and she was texting her friend, Rachel. …

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TANYA’S RETURN VISIT

Sarah made small chat as she lay face down, resting on her elbows. with a huge smile as though this situation was nothing unusual as I oiled her back, then her magnificent ass cheeks. “I had heard rumours about your ass. All true, big, firm, no dimples and just magnificent. I had also heard rumours about the size of your man’s erection,” she told us with a tremor in her voice. “Rumoured to be thick and nine-inches when fully erect. Awesome, even flaccid you must be five or six-inches,” she smiled as she ogled my almost hairless cock. “Would you like to see his cock fully erect?,” Sarah teased knowing right at that moment Tanya would like nothing better. Also knowing she and I would both enjoy flaunting my erection for an attractive, beautifully dressed …

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MY LADY HAS PROMISED ME A NEW SEXUAL EXPERIENCE

Sarah was relaxed, wearing heels, a short denim skirt and a matching denim jacket, just one button fastened, obviously no bra, as she flaunted her wonderful thighs and modest cleavage. As the time of arrival of my new sexual experience neared (or will it be our sexual experience}, Sarah teased me by asking, “Your new sexual experience is due at two-thirty. If you had a choice for today, what would it have been? Let me guess a young boy and girl in their early twenties. You love flaunting your thick, nine-inch erection for a boy in his early twenties. So do I, before I have him.” Before she could continue our intercom announced the arrival of our guest or guests, I still had no idea what Sarah had organised for me. Sarah buzzed them in …

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Teachers Pet 2_(1)

When last we left our intrepid teenager he was taking a shower with his homeroom teacher, learning more about the birds and the bees than his A B Cs. After Scotts Saturday afternoon fuck-fest with Miss. Porter (Patty) he walked home with his mind full of what this new relationship would mean. Was she his girlfriend now? She had already told him that he couldn’t tell his friends or anyone else about what they had done or she would be fired, arrested and charged with sexual assault on a minor. In short, her life would be ruined. “That sucks” he thought. He wanted to tell the whole world how he had fucked and sucked a REAL WOMAN. How could he ever look at girls his own age the same again? He wanted the kind of …

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Robin and Mary Part 2

Robin and Mary Part 2 Don’s phone rang about 9:30am. After the exhausting night he had spent with Robin, he had managed a short nap after the great titty-fuck she gave him that Saturday morning, right after she sent her husband (Jake) off to work for the weekend. Jake would be doing system upgrades for two banks and wouldn’t be home until the following Tuesday. “Hello, mister big dick. Are you ready for my mom?” “Actually, sugar, you just about killed this old forty-three year-old man last night. I can’t remember knocking off that much fine pussy, even in my younger years.” “Donnnnn…,” came a little whine, “you promised…” “Yeah, well, I really didn’t expect to be filling you up all night long, though. But… if you still want me to give her a shot, …

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Seduction of a Babysitter Part IV

In the middle of the night, Nathan woke up, laying next to Melissa, holding on to her. He rolled over, trying to find out what time it was. He looked at her alarm clock and it read 3:00 a.m. He jumped out of bed realizing Janis would be home in few hours, and he didn’t want to get caught in bed with her daughter. He hurriedly went to the laundry room and put the couch cushion covers into the dryer, and took Melissa’s sheets into her room. As they were drying he went to the front room and started watching TV, trying to pick up the mess in the front room. After the dryer finished, he put the covers back on the cushions. He went to Janis’ room and found an extra blanket and laid …

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I Accidentally Called My Boss Mom Pt. 1

I Accidentally Called My Boss Mom Pt. 1 Being an office temp is better than a flipping burgers, I suppose. I’m 20 years old, and I skipped out on college so my options are limited. I started this new job four weeks ago. I had to get a suit from Goodwill, fill out a proper resume, and had to endure a tense interview with the director of the department I was to work at. She introduced herself as Amanda Jones, and I had never met a more beautifully intimidating woman in my entire life. She was slightly shorter than me, about 5’8”, but her presence was intense. She was significantly older than me, probably 38, and aging gracefully. She wore a modest black knee-length dress and wore her hair down to her shoulders, with deep …

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EXPLORING OUR SEXUALITY

“We both have strong sex drives, we are both exhibitionists and voyeurs, we both have a kinky side. I want us to be unapologetic about what we both want and set boundaries. I want us keep an open and honest communication channel with our sexual partner or partners. “I want to get to know every inch of your body and you mine. And yes, that means mutual masturbating. Even better with someone watching. Let’s have fun. Sex should feel great, so remember to prioritize pleasure.” I thought we were having fun, our sex feels great and we were prioritizing our pleasure,” I replied. “Yes, however, I want us to be unapologetic about what we both want and set boundaries. For instance I would love an attractive young boy, naked, early twenties, with a good body …

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My Polish Neighbour Chapter 3

My Polish Neighbour Chapter 3 (Maria’s been neglected by me awhile!) A holiday away with my parents intervened. We had hired a boat to go on the rivers and lakes about 100 miles from where we lived. It was bliss with my Mum and Dad both ecstatically happy. I could hear them every night getting off with each other in the room at the rear of the boat, whilst I had a bunk and room to myself at the bow of the boat. We all swam in the water which wasn’t too deep. Mum was at her most relaxed in her one and two piece swimsuits. I don’t know which I preferred. But occasionally when we were alone, she would flaunt her body a little at me, casually allowing the tops of her breasts to …

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Strict rules of engagement Part 2_(1)

Part 2 “I’ve never been a squirter!” Janice thought to herself as she squeezed her thighs together and felt her cum spread around her inner thighs from the pressure. She held that position for a while as she leaned against the center counter in the kitchen, amazed at having that much fluid leave her pussy during an orgasm. Brody came up stairs and sat in the living room. Dinner was almost ready so he found no point in going up to his room only to be called down in a few minutes. While sitting in the living room, instead of watching TV he was watching his mother move about the kitchen. He noticed she was still wearing her cum soaked yoga pants which made his cock twitch, he adjusted in an attempt to conceal it …

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Ramblings of an Old Man – Part 10 “Oh Maggie, Maggie-Mai…”

As an old man, in my seventies, who has been given the nod by my doctors that my days are numbered, I spend a lot of time looking back at my life. Recalling what I have done and achieved. Regretting the things I should have done and did not do. I do not suppose for a moment this is unusual, but when it happens to you, it takes it out of you, initially at least. I never planned on these thoughts going public. It was just a few scrappy notes for my own consumption. The ramblings of an old man, as it were. But one of the individuals concerned saw those notes. They thought that others may identify with some of the situations and suggested I tidy them up into a story and post them …

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11 – College Years 3 – Home for Thanksgiving

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

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

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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