Older Male / Female

ASHLEY’S INTRODUCTION, PART 1

/ Categories: BDSM, Blowjob, Bondage and restriction, Cum Swallowing, Fiction, Older Male / Female, Oral Sex / BDSM, Blowjob, Bondage and restriction, Cum Swallowing, Fiction, Older Male / Female, Oral Sex / By

(WOO-HOO my 100th story!!!! Note that this is a work of total fiction and the names and locations are slightly changed to protect the not-so-innocent) I was in Orlando to see a client when I somehow found myself in that obnoxiously loud bar; it was seriously not my scene. So in case you were wondering, I’m Johnathan Roberts (see my other stories for this character) & I am one of the most upwardly mobile lawyers in North Florida, at least according to Esquire magazine. I stand a bit over 6ft, am slim yet athletic from swimming and biking and am too close to 50 to tell my age But tonight was about schmoozing a client, and that brought me here. So as you can imagine, I was thankful my client left after only a short …

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Pam And Christy

/ Categories: Blowjob, Cum Swallowing, Fantasy, Male / Females, Older Male / Female, Oral Sex, Threesome / Blowjob, Cum Swallowing, Fantasy, Male / Females, Older Male / Female, Oral Sex, Threesome / By

After such an exhilarating introduction to my newly found cabin sluts, it was time to cast off. “OK, ladies. That was wonderful but it’s time to get underway. Everyone ready?” “As ready as we’ll ever be” they responded in unison. I climbed up into the cockpit and started the motor. The girls followed and watched intently as I engaged all the various gauges and instruments. Once convinced that we were ready, I issued my first order to my new crew. “One of you go forward and untie us from the mooring ball.” Young Christy jumped up and made her way to the bow. It was a delight to watch her tight little ass as she made her way forward. She bent over at the waist to untie us, giving me not only a spectacular view, …

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Girl From Down the Street: Part 2

/ Categories: Blowjob, Domination/submission, Fiction, Older Male / Female / Blowjob, Domination/submission, Fiction, Older Male / Female / By

Sarah woke up early the following morning. The young sun was just starting to sneak around her curtains, casting a gold glow over her room. The excitement for the day made her giddy as she pushed back the covers and looked over at her clock, the red letters were a blur. She fumbled around her nightstand until her fingers brushed against her glasses. Slipping them on, she looked at the clock again. It read 6:43 am. Dressing in a bathrobe she exited her room, crossed the hall, and entered the bathroom. Having not showered the night before, her hair was a greasy mess. She had left it in a ponytail overnight and it was matted sideways up the side of her head where she had slept on it. Her face also felt filthy. Rubbing her …

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HOW WE MET – Part 5

/ Categories: BDSM, Blowjob, Consensual Sex, Cum Swallowing, Diary, Discipline, Erotica, Humiliation, Male/Female, Male/Teen Female, Older Male / Female, Oral Sex, Teen / BDSM, Blowjob, Consensual Sex, Cum Swallowing, Diary, Discipline, Erotica, Humiliation, Male/Female, Male/Teen Female, Older Male / Female, Oral Sex, Teen / By

HOW WE MET Chapter 13: THE REGATTA Miami, here we come! I’ve been there on my Love Boat several times. It’s always an adventure. On one passage, I anchored in the lee of Fisher Island. It looked sheltered and was marked as an “anchorage area” on the charts. There were several other boats at anchor when I arrived mid-afternoon. The charts show an area of deeper water, mostly surrounded my shoals. I dropped hook a safe distance from the shallows and relaxed. About midnight, a raucous storm blew in off the Atlantic Ocean. Little Fisher Island proved no match for this dust up and I was worried about dragging anchor into the shoals. The storm raged and somehow, I survived and did not end up on the bottom. The next morning when assessing the damage, …

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Hotel Clerk

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

Hotel Desk Clerk It had been another long business trip and some really rotten clients what a day. He was feeling a little down and a lot pissed off as he walked into the lobby of the hotel and feeling sorry for myself. Without looking he slammed his credit card and reservation info on counter, “I hope the room is ready, I know I am early but I have appointments.” In a small sweet voice he hear, “Oh yes your room is ready and early is fine you can go right up”. The voice has caught his attention and he look at the clerk and stare. She is so cute or is it beautiful, no matter, he was very much taken with her. The maroon short skirt, white shirt and maroon vest uniform only enhance …

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The Artist’s Apprentice

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

I was a little nervous; no, anxious more than nervous or apprehensive is a better word for the way I was feeling. After all, this was the biggest day of my life to this point and all of the art world would be looking at me, or at least my work. I was to open my showing at a prestigious New York art gallery this very evening and I just wished it was all over and everyone loved my work, that’s all. I had every reason to believe that they would, everyone always does, but I just wanted tonight to be over. I am a 27 year old artist in oils, I am, what you would call, a prodigy and have been in the spot light before, but never to this extent. This particular galley …

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The Home Chapter 4

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

When morning came I was awoken by a loud knock on my door. I was a little disoriented at first by having two naked women in bed with me but the prior night’s events came rushing back. I didn’t really feel like getting out of bed and hoped that whomever it was would go away. After a minute the knocking continued and I heard Sherry Stevens call out, “Mr. Swane, it’s Miss Stevens. Are you ok in there? Mr. Swane, please answer me. It’s 9 o’clock and I’m worried about you.” Mary and Melanie were waking up so I pressed my finger to my lips to keep them quiet and called out, “I’m fine Miss Stevens. Just give me a minute.” I extracted myself from the two women, grabbed my robe and went to the …

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The Blind Girl in the Snow: part 2

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

Part 2: Rumours and Visions. “There is always someone for each of us they say and you’ll be my someone forever and a day. I could search the whole world over until my life is through but I know I’ll never find another you. It’s a long, long journey so stay by my side. When I walk through the storm you’ll be my guide, be my guide. If they gave me a fortune my pleasure would be small and I could lose it all tomorrow and never mind at all. But if I should lose your love, dear, I don’t know what I’d do for I know I’ll never find another you..” *** Okay. Now this. This is a thing. Well aware that our little group was the center of attention and an awkward silence …

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Food Court 2

/ Categories: Cheating, Consensual Sex, Fantasy, Job/Place-of-work, Male/Teen Female, Older Male / Female, Pregnant / Cheating, Consensual Sex, Fantasy, Job/Place-of-work, Male/Teen Female, Older Male / Female, Pregnant / By

This is proposed as a sequel to the item entitled “Food court” by hornyhubby74, dated 2-11-11, which is an exceptional piece of writing and which is a real joy to read. The storyline, the characters and the foundation are inspired by his work alone, and if what appears below is worthwhile, the credit all goes to him. If, on the other hand, what appears below is garbage, the fault is all mine. A big “Thank you” to hornyhubby74, along with an “I’m sorry”, depending on how this bird lands. (I’ve drafted Parts 3 and 4 of this story line, as well, and will post them if there’s interest . . . and absent objection from hornyhubby74.) Food Court 2 Robert held the memory of the young girl from the food court in his mind for …

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Holiday surpise

/ Categories: Bestiality, Fantasy, Fisting, Older Male / Female / Bestiality, Fantasy, Fisting, Older Male / Female / By

The Holiday Surprise It was a wonderful holiday in Malaga with the girls – sun, rest, shopping and great food. This afternoon however, Dee found herself at a loose end. Her friends had gone off on a sightseeing tour which Dee had already done, and she really didn’t want to do it again. She had toyed with the idea of lazing by the pool but the weather wasn’t that good today and she wondered what she could do. The idea of a massage suddenly seemed appealing. Pampering and the idea of having total relaxation seemed wonderful. Which massage studio to go to was the issue now. She had seen several adverts in the local women’s magazine and one had caught her eye. It was a Japanese studio and it promised to bring total and thorough …

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Daddy’s Chair_(0)

/ Categories: Blowjob, Fiction, First Time, Male/Female, Older Male / Female / Blowjob, Fiction, First Time, Male/Female, Older Male / Female / By

Daddy’s special chair. Britney couldn’t remember where it came from, Daddy’s chair had been a fixture in her home for as long as Daddy had been coming around. The black leather chair with the low arms. The back reclined, but there was no foot rest that came up, like the typical lazy man’s chair, nor was it as big as those chairs. A foot rest like that would have gotten in the way. It sat off to the side of the living room, close to the front door. Not positioned well for watching tv. No one was allowed to sit in it except Daddy. Next to the chair was a small stand, made to hold a jacket and trousers, like something seen in a fine hotel. On the other side of the chair was a …

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HOW WE MET – Conclusion

/ Categories: Authoritarian, BDSM, Blowjob, Bondage and restriction, Consensual Sex, Diary, Discipline, Domination/submission, Humiliation, Male Domination, Male/Female, Older Male / Female, Oral Sex, Sado-Masochism, Spanking / Authoritarian, BDSM, Blowjob, Bondage and restriction, Consensual Sex, Diary, Discipline, Domination/submission, Humiliation, Male Domination, Male/Female, Older Male / Female, Oral Sex, Sado-Masochism, Spanking / By

HOW WE MET Chapter 17: VICTORY? I was so close, so very close, yet I was still far away. I felt her, as if I could reach over and touch her, as if she were right there with me. And maybe she was. As I sailed the Gulf waters I felt as if I was in some kind of bubble, a protective shell surrounding me. Was it Heather? Was she secretly using her powerful forces to protect me? If she could freeze me, turn my brain into a numb block of ice as she had done so many times before, she certainly could use that same vibe to protect me. I floated along in my bubble for days. I was close, yet still so far away. From Marco Island, headed north, there are a few …

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the glory hole

/ Categories: Blowjob, Cum Swallowing, Exhibitionism, Older Male / Female, True Story, Written by women / Blowjob, Cum Swallowing, Exhibitionism, Older Male / Female, True Story, Written by women / By

it was my 18th birthday and my boyfriend came home with a box wrapped up in wrapping paper and handed it to me. He was 32 at the time. i smiled at him as i opened the package up inside was a one piece dress that was very see thru and white. i was told to put it on which i did stripping in front of him down to nothing my little 32 a cups and shaved hairless pussy. i slipped it over my head and the dress just came down to the point of hiding my ass. i showed off for him and could tell he really liked it i went in and put on some 6 inch heels to make my 5’1″ frame a little taller and asked if that was good enough …

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Juicy J

/ Categories: Anal, Bi-sexual, Exhibitionism, Fantasm, Female solo, Female/Female, Incest, Male/Female, Masturbation, Older Female / Males, Older Male / Female, Romance, Teen Male / Female, Voyeurism / Anal, Bi-sexual, Exhibitionism, Fantasm, Female solo, Female/Female, Incest, Male/Female, Masturbation, Older Female / Males, Older Male / Female, Romance, Teen Male / Female, Voyeurism / By

Author’s note: This is a companion piece to “Lovely Lilly.” It is a far more lighthearted story. If you want to read a darker story with villains etc, then feel free to check out “Lovely Lilly.” It shows how evil Jessica and Lilly’s mother is. I’m sure there are millions of webcam (insert close relative here) stories, but this is my version of one. Editing thanks go to Todger65! Juicy J Chapter 1 “Ah yes, that’s it, that’s it,” Effren said, slamming his fist down at the base of this pre-cum oozing cock. “So perfect, so perfect,” He whispered, watching the short video on his computer monitor. Ten seconds later the video ended and he released his grip from his cock and doubled clicked to play another. “Mmmmm,” he moaned watching the delicious woman in …

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Linda_(1)

/ Categories: Erotica, Exhibitionism, Fantasy, Older Male / Female / Erotica, Exhibitionism, Fantasy, Older Male / Female / By

Linda Linda was my daughter-in-law’s good friend from SCUBA Club. We had known each other socially for several years when she called up and came over to talk with me. She was 38, bright, good looking, and pretty shapely. Since I was 65, I had never given dating her a thought. We had some coffee, then she broached the topic she came to explore. Basically, she said that she was young and single and needed some money for a new car and that I was older and single and seemed to have a lot of money. Additionally she thought that I might be somewhat attracted to her and that she was certainly attracted to me, and that we might make some sort of arrangement where she would provide me with sex and I would provide …

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Foster dad

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

Well, it’s been awhile since I wrote, so I thought it was time. I get a lot of satisfaction from hearing from all of you guys and girls that seem to enjoy some of my wild exploits. I never intended to write about all of them but I tried it and I really get off on telling my secrets. A few of you have left me messages and asked me about some of my most memorable fucks. The one’s that really stick out in my head. There’s so many. I have to admit that I love to get fucked. But there are a few that I tend to think back on more than others. Mostly the times when I was younger. I guess that I was about fifteen or sixteen when this particular incident happened. …

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doomsday ch 2

/ Categories: Death, Fantasy, Male / Females, Male/Teen Female, Murder, Older Male / Female, Romance, Torture, Violence, Virginity / Death, Fantasy, Male / Females, Male/Teen Female, Murder, Older Male / Female, Romance, Torture, Violence, Virginity / By

Doomsday ch2 We had just gotten the new girl (Sherri) calmed down enough to tell us what had happened to her. She had just gotten ready for school on the first day of the disaster when her family heard the news of what was going on so they told her to stay home while they figured out what to do. The day went by without any problems at first but as the sun went down her parents let their guard down. The guy me & James had killed, had snuck in their garage. Well while they were cooking her father took the trash out & the guy snuck up behind him & knocked him out. He got into the house after tying her father up in the garage & snuck up behind her mom with …

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Teasing an Elderly Man in Hawaii

/ Categories: Exhibitionism, Female / Girl, Fiction, Male/Teen Female, Masturbation, Older Male / Female, Teen, Teen Female Solo, Voyeurism, Written by women, Young / Exhibitionism, Female / Girl, Fiction, Male/Teen Female, Masturbation, Older Male / Female, Teen, Teen Female Solo, Voyeurism, Written by women, Young / By

I used to go on work trips with my dad during the summer because he would go to a bunch of fun places. One of the best times I had was in Hawaii. I spent hours alone on the beach drinking all the virgin pina coladas I could get my hands on and was working on one hell of a tan. We were staying in this tall hotel on the second to top floor but the drawback was that the balcony didn’t face the water. Outside our door was a big mountain and to the right was the other wing of the hotel kinda closing off the view to anything else. Sucked, but it was Hawaii! We had been there for a few days and my dad was getting breakfast downstairs with some of his …

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Sinnndy Meets Billy

/ Categories: Anal, Group Sex, Older Male / Female, True Story / Anal, Group Sex, Older Male / Female, True Story / By

I was 18 and had just graduated high school. I wasn’t sure if I wanted to start college that year, or delay it for a year, or even go at all. It was a rainy July night, my softball game had been canceled and I decided to go to my health club. I saw some familiar faces there. I had worked out earlier in the day, so I was there more to socialize. There were a couple of guys that I had group sex with a month back. They were working hard for a repeat performance, and while it was an awesome session, I was in the mood for something new and exciting. I was doing some flyes on a machine and a guy came up and asked if he could work in. Without looking …

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Perchance To Dream Pt. 3

/ Categories: Domination/submission, Female / Girl, Fiction, Hardcore, Older Male / Female, Romance / Domination/submission, Female / Girl, Fiction, Hardcore, Older Male / Female, Romance / By

Perchance To Dream Part 3 Co-written by: Mojavejoe420 and Melanieatplay © 2016 (Please read parts 1 & 2 as this is a continuation of the story! After a beautiful afternoon of lovemaking and some sodomy, Melanie has just revealed to our hero, me, that debonair and dapper gentlemen only twenty-some-odd years older than her, that she is sleeping with my daughter. And she told me this as I was cooking her dinner!) “Sweet Dreams Are Made of This” I took the tongs and carefully placed the chicken breasts back into the bubbling sauce. As I ladled the sauce over the chicken, Melanie seemed to think I went deaf. “Did you hear me?” she asked. “Yeah, I did. That’s awesome. She’s a lucky girl.” I grabbed the cast iron pan with a hot pad and slid …

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