Older Male / Female

Internet Connection

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

Due to the use of these stories by some jerks to advertise for illicit meetings, the comment section has been turned off. I would enjoy hearing your comments if you care to PM me. Internet Connection By early in 2003, I had been an active member of an internet community for several years. The community was a NASCAR racing related group consisting of members from all over the United States. There were even a few members who popped in from overseas. The community members would spend hours chatting with each other in the chat room of the web site. Our conversations were not limited to racing. We discussed a wide variety of topics, especially during the off-season, or anytime there was not a current race to discuss. One evening, Dawn, a female member of our …

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Oh, Canada!

/ Categories: Exhibitionism, Male/Teen Female, Masturbation, Older Male / Female, True Story / Exhibitionism, Male/Teen Female, Masturbation, Older Male / Female, True Story / By

Folks, if the formatting has gone to hell in the transition, my apologies… July 1st. Molly Malone’s Irish pub, Helsinki. I was there with someone I had met on msn – we were (are) both in our (then early) 40s. We met at 5p.m. on Dubliner’s terrace in Kaivopiha after having been chatting for a few weeks on the ‘net. Although sex hadn’t been mentioned during our conversations it felt like both of us knew exactly what we wanted without even saying it. By the time the band started its last set at about 1a.m. we were trying to swallow one another’s tongues, only stopping to come up for air and a drink from time to time, and our hands were wandering on and under clothing. Like I said, we both knew what we wanted. …

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Seduction of a Babysitter Part II

/ Categories: Authoritarian, Consensual Sex, Fantasy, Male/Teen Female, Masturbation, Older Male / Female, Teen Female Solo, Young / Authoritarian, Consensual Sex, Fantasy, Male/Teen Female, Masturbation, Older Male / Female, Teen Female Solo, Young / By

Nathan told Melissa, “well clean up and we’ll get something to eat.” Ignoring what she had said. He straightened himself up, and left her room, and headed for the kitchen. As he pulled some food out of the fridge, the phone began to ring. Nathan sat the food on the counter and answered the phone, “hello White residence.” Melissa’s mom was on the other end, “hey Nathan, its Janis.” “Oh hi Ms. White, how’s it going?” Nathan said. “Just what I was going to ask you,” Janis said. “Oh everything’s going fine, was just getting ready to fix the food to eat,” he said. “Excellent, Melissa’s not giving you any problems?” She asked. “Nope, not at all,” he answered, his mind then racing back to what had happened just a bit ago. “Ok good, listen …

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Hot niece is now my sex slave

/ Categories: Cum Swallowing, Fantasy, Older Male / Female / Cum Swallowing, Fantasy, Older Male / Female / By

I dropped my wife off at the airport on the way to work this morning and told her to have fun! She laughed and said “I will have a lot more fun than you”. It’s Friday and she is going to Miami for a weekend training session for her job while I get to spend the weekend helping my niece fix up the entire main floor of her house. After work I went to my niece Tina and her husband Bill’s house for dinner and to start fixing up the house. Tina greeted me at the door and gave me a big hug and a kiss and thanked me for helping. She said “I am sorry that the house is a rather hot but I had to leave the windows open to keep the paint …

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Sheer Envy part 1: Things that go bump in the night

/ Categories: Authoritarian, Blowjob, Cum Swallowing, Dark fiction, Drug, Fantasy, Female / Girl, First Time, Humiliation, Male / Female Teens, Male/Teen Female, Males / Females, Masturbation, Older Male / Female, Oral Sex, Teen, Teen Female Solo, Virginity, Voyeurism, Written by women, Young / Authoritarian, Blowjob, Cum Swallowing, Dark fiction, Drug, Fantasy, Female / Girl, First Time, Humiliation, Male / Female Teens, Male/Teen Female, Males / Females, Masturbation, Older Male / Female, Oral Sex, Teen, Teen Female Solo, Virginity, Voyeurism, Written by women, Young / By

*This is my first story, I hope to write more if people like it* “Could you please wear a bra when my dads around?” Tara asked. The question wasn’t directed at me, of course. I’m the conservative one. The innocent one. No, the question was directed at Claire. “Why?” the blonde girl asked. We all know she knew why. Standing 5’7″, with a naturally slim build and shoulder length platinum-blonde hair framing her pretty face, her E cup boobs look almost too big on her. Even as she feigned innocence, I could see her sheer white tank top straining to contain them, her nipples outlined where they poked at the fabric. “Your dad wouldn’t look anyway, he’s not some creeper.” It was a conversation they had every single weekend. It was a tradition. Every saturday, …

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Math Tutor

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

I recently decided to go to college after having been out of school for 25 years. I was sick of my dead end job and it seemed that the only way out was to have a degree in anything. So I enrolled and for the most part, everything went smooth except for my math. I need to know algebra to earn my degree, but I had not had an algebra class since I was 13 and I failed it back then. While at an old friends house the subject of school came up. Sheryl asked me how things were going, and I told her that I was thinking of dropping out because I just couldn’t get my mind to wrap around algebra. She told me that her daughter Cathy was taking algebra 2 and that …

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Away From The Home Again

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

‘Sharon’ has kindly given me this to share with you all, after the great feedback from the first story she has agreed to tell more about her affair with ‘Harry’ *************************************************************** Sharon had Harry on her mind all the rest of the month after she had first had sex with him, she couldn’t believe what it had felt like, the sheer size of his cock made it more intense then anything she’d had before. Just thinking about it made her wet, she could feel a tingle in her pussy as she went back to that day. It had been 3 weeks since Harry had first had her and even now she was playing it out in her mind. “What has he done to me?” Sharon said into a mirror as she got out of the …

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Kaitlyn’s Good Deal

/ Categories: Fantasy, Male/Female, Older Male / Female, Prostitution, Reluctance / Fantasy, Male/Female, Older Male / Female, Prostitution, Reluctance / By

Kaitlyn Parker checked her phone. “Yes, I’m here, last condo on the right” was all it said. Outside the car there was a ‘Clack!’ and a hum as the gate to this snobby place swung open. Kaitlyn put the old Toyota in in first, released the clutch and rolled into the gated community, feeling a bit out of place amongst the opulence. Kaitlynn had never liked Johnathan Roberts. He was always an arrogant ass, albeit a nicely dressed one. She had always known ‘JR’, as they snidely referred to him, to be rather well-to-do, and the high-end cars in the drives of this little hamlet certainly showed. She sighed and shook her head, wondering how such an asshole had gotten ahold of something she had spent years saving & looking for. Kaitlyn had worked on …

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The Office Junior – Part 5

/ Categories: Blowjob, Consensual Sex, Exhibitionism, Fantasm, Job/Place-of-work, Masturbation, Older Male / Female, Oral Sex, Romance, Voyeurism / Blowjob, Consensual Sex, Exhibitionism, Fantasm, Job/Place-of-work, Masturbation, Older Male / Female, Oral Sex, Romance, Voyeurism / By

Work had gone badly after I stopped texting Becky. Things had gone wrong and then progressively worse from there. An entire project had slipped by 3 days so I had a ton of issues to clear up. This was going to cut into my plans tonight. I phoned the diner and asked when the latest we could arrive would be. They told me that 9 o’clock was probably the latest they could manage. I phoned Becky and told her the bad news. She was fine with it and told me to get there as soon as I could manage. I worked solidly for hours getting things cleaned up. I was a man possessed. It was just after 8 when I pulled up outside her flat. I jumped out of the car and walked up to …

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A Weekend with My Niece PArt 2 Revised for easier reading

/ Categories: Consensual Sex, Dark fiction, Older Male / Female, True Story / Consensual Sex, Dark fiction, Older Male / Female, True Story / By

Weekend with My Niece – Day Two I slept like a log and woke at 7:30 and proceeded to the hotel facility to do my morning workout. All through it I debated in my mind if the events of the previous evening were going to be good or have me ostracized by my in-laws for the rest of my life. As you might remember I had started out to give my niece a massage for her sore neck. With the aid of some wine and beer this had progressed to me performing all out oral sex to the point where her second orgasm resulted in her passing into unconsciousness. Everything now depended upon how well I had read Alex’s signals the night before and what frame of mind she woke up in this morning. I …

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The Wrestler

/ Categories: Fantasy, Latina, Older Male / Female, Teen, Virginity, Young / Fantasy, Latina, Older Male / Female, Teen, Virginity, Young / By

The Wrestler I have been coaching at a local wrestling club for about three months now and it is getting harder and harder to do. The reason…Angela. She is the owner’s daughter and she is fifteen. She is absolutely beautiful. She stands 5’6” and is a light skinned Puerto Rican. Her upper body is strong but pales in comparison to her legs. They are toned and muscular yet still maintain a sexy feel. Her lips are full and when she smiles, I can’t help but shudder. Her perfect teeth combined with those lips make it hard not grab a hold of her and fall into a deep kiss. I am a white male who is 38 years old and in good shape. I started wrestling when I was 8 years old and began coaching in …

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Seduction of a Babysitter Part III

/ Categories: Authoritarian, Consensual Sex, Fantasy, Male/Teen Female, Older Male / Female, Oral Sex, Teen, Teen Male / Female, Young / Authoritarian, Consensual Sex, Fantasy, Male/Teen Female, Older Male / Female, Oral Sex, Teen, Teen Male / Female, Young / By

Melissa sat up, looking down at her leaking pussy, “wow Nathan, it feels funny with your cum leaking out, it’s tickling my butt.” Nathan softly laughed as he got dressed, looking at her. Melissa stood up as his cum continued to seep out of her freshly fucked pussy, running down her inner thigh. Nathan looked at the couch and noticed a large wet spot on the cushion, where she was just sitting. It was a mixture of her juices and his cum, as well as the juices from her squirting, on the other cushions. He knew he had to find a way to get it cleaned up. Melissa moved her panties back over, so her pussy wouldn’t leak anymore cum. Nathan looked at her, “we need to get the cushion covers off so we can …

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Taming the Tease: Ch 2

/ Categories: Blackmail, Blowjob, Coercion, Cum Swallowing, Exhibitionism, Female exhibitionist, Fiction, Male / Female Teens, Older Male / Female, Voyeurism / Blackmail, Blowjob, Coercion, Cum Swallowing, Exhibitionism, Female exhibitionist, Fiction, Male / Female Teens, Older Male / Female, Voyeurism / By

Taming the Tease: Ch 2 Bella felt the warm water of the shower strike her face and wash down her body. She stood there almost motionless. She started to reflect back on how she got in this terrible predicament. Over the past week, since Ron revealed to her that he had the tape, he’s been making her report to his house every day for hours at a time. She lied to her parents and said she was taking some preparation courses for college. During this time with the old man, he would use her body in every way conceivable. He really was a sick pervert. Even now she was using his shower, wiping cum and sweat off of her face and body. She could hear his voice clamoring on the phone. He told her that …

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Teachers pet

/ Categories: Blowjob, Cum Swallowing, Discipline, Fiction, Older Male / Female, School, Spanking, Teen, Written by women / Blowjob, Cum Swallowing, Discipline, Fiction, Older Male / Female, School, Spanking, Teen, Written by women / By

I sat in class, staring at the clock. God would class just end already? All we ever did in Mr. Charlies class was stupid math shit on papers all day everyday, he never had new work for us. He was quite handsome though, with his white button down shirt and black tie, he was hot and got a lot of attention from the girls in the class. I had already finished, like always it only took me about 30 minutes or less to complete my work. I had turned my paper in and was just waiting for the stupid bell to ring. Mr. Charlie sat at his desk writing on papers,probably grading homework or something, i guess that’s all that teachers do anyway. “Pppss” i heard from behind me I turned around and saw Katie, …

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my pregnant neighbor_(1)

/ Categories: Fiction, Masturbation, Older Male / Female, Pregnant / Fiction, Masturbation, Older Male / Female, Pregnant / By

I was 58 years old when Shelly came into my life. I had been living alone since my kids had left home and my wife died, and having lots of unoccupied time I took to doing a lot of work in the yard. Over the years I had built myself a nice deck, planted shade trees, a tall privacy hedge and put in an artificial rock waterfall that fell into a small poll surrounded by flowers. The upkeep kept me busy but the results far outweighed the labor. I spent countless hours lazing in the shade of my deck, smelling the flowers and listening to the gentle splashing and gurgling of my waterfall; reading, relaxing or just enjoying the little slice of Eden I had created for myself. I was having coffee and reading the …

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The Hitchhiker Chapter 2 – A Tuesday To Remember

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

The rest of that day was the usual football Saturday and we went to a local watering hole to eat wings and watch our team. My mind kept going back to Mary Ann and my cock would start to get hard every time it did. I had fantasized for years about picking up a hitchhiker and jacking off in front of her and I had a couple near misses in the past but nothing like this. To have a girl almost 40 years younger than me lust after my cock blows my mind. And that young pussy is so tight and soft. Things change as women get older and there is nothing like a young girl. Mary Ann and I started to share secret texts so we could have private conversations. She started sending me …

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The Office Junior – Part 4

/ Categories: Blowjob, Fantasm, Job/Place-of-work, Male/Teen Female, Masturbation, Older Male / Female, Oral Sex, Romance / Blowjob, Fantasm, Job/Place-of-work, Male/Teen Female, Masturbation, Older Male / Female, Oral Sex, Romance / By

We showed a remarkable amount of restraint in the shower. I have never wanted to fuck someone so much in my life but for some reason it didn’t feel right. Didn’t feel like the right time. Every fibre of my being wanted nothing more than to feel Becky surround my cock with her beautiful pussy. But we both held back. That isn’t to say that the shower wasn’t fun. We kissed while we waited for the water to heat up. When the temperature was OK we stepped in. The warm water felt great against my tired body. Becky put her head straight under the water and slicked her hair back. She turned to me while combing her fingers through her hair. Her stunning body looked incredible coated in water. She handed me a washing glove …

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Santa’s Perverted Helper Acquires An Assistant

/ Categories: Anal, Ass to mouth, Blowjob, Bondage and restriction, Consensual Sex, Cum Swallowing, Fantasy, Male/Teen Female, Older Male / Female, Oral Sex, Romance / Anal, Ass to mouth, Blowjob, Bondage and restriction, Consensual Sex, Cum Swallowing, Fantasy, Male/Teen Female, Older Male / Female, Oral Sex, Romance / By

Santa’s Perverted Helper Acquires An Assistant By rutger5 (copyright 2012) The winter morning arrived clear and bright with just a hint of frost in the air. Of course to me it felt like paradise and not just because winter was in the air and I would shortly be resuming my duties as one of Santa Claus’ most trusted helpers. Today I would be having a reunion with little Susie Walker. She was the formerly naughty minx who I had helped in turning from the path of naughtiness to the superior path of niceness. It had been a year to the day when we had met and experienced, at least for me, the single greatest afternoon of my life. As I got ready I checked my appearance in the bathroom mirror and smiled. Since last year …

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Putting a Mouth to Work

/ Categories: BDSM, Blowjob, Consensual Sex, Cum Swallowing, Domination/submission, Erotica, Fiction, Male Domination, Males / Female, Older Male / Female, Oral Sex, Young / BDSM, Blowjob, Consensual Sex, Cum Swallowing, Domination/submission, Erotica, Fiction, Male Domination, Males / Female, Older Male / Female, Oral Sex, Young / By

She wore a loose white camisole, and a soft pink skirt. Standing in the mirror she preened herself, fluffing her long blonde hair and twirling her skirt about. Her long bare legs were exposed, only covered from the upper thigh, while her top was a flattering cut for her small perky breasts. Pushing up her hair behind her ears, her blue eyes wandered over her body as she mulled over her dress choice. Was it too slutty? Or just right? This was a first date after all. She didn’t want to ruin expectations, or to be too ‘easy’, either. He was an older man, old enough to be her father, really. What do men like that want? She picked nerviusly over for small, delicate frame. She was only just 21, and he 47. But, after …

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The Club – Ch. 2, Busy First Day

/ Categories: BDSM, Bondage and restriction, Domination/submission, Fiction, Group Sex, Humiliation, Older Male / Female, Written by women / BDSM, Bondage and restriction, Domination/submission, Fiction, Group Sex, Humiliation, Older Male / Female, Written by women / By

The Club Chapter 2 – Busy First Day In the morning I woke up and felt very strange. The events of the night before seemed so distant. But I was lying there naked and bound. The plugs inside me were becoming uncomfortable. I needed to pee but couldn’t bring myself to pee in the diaper. Mr. Savage was the first to me. He kissed my brow. “I have to let the dogs out first. I will be back for you.” It seemed forever. Finally, he was there. He took the restraints off and led me to the bathroom. I didn’t make it. He started to take the diaper off and I yelled at him to stop, so embarrassed I could hardly stand it. He scooped me up and put me in the shower stall. He …

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