Mature Porn Stories
Page 421

The green bra

When I was in my late twenties, I had an inappropriate relationship with a married woman. She was 40. Nobody knew about it, and still no one does. I wouldn't boast to my mates because back then, the "Mature" thing didn't have the cred it has gained nowadays.

J was a wealthy woman with 3 k**s and was having a crisis about turning 40. In me, she saw the fascination of a younger guy, but also the thrill of "slumming it". She loved having sex in cars. I had nowhere else to take her, so it suited me.

She was no looker, but she was small and had a lovely pair of medium size tits. She could sel... Continue»
Posted by milenastits 4 years ago  |  Categories: Mature  |  
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The Affair

My "affair" with my mother got started in a very unusual but exciting way. Exciting for a young teenager anyway.

From what I've read and from personal accounts from acquaintances, most mother-son affairs start with "accidental" encounters like the mother catching the son masturbating or the son walking in on the mother stepping out of the shower. Then things just happened. I've also heard or read about planned encounters where the son or mother purposefully expose themselves to the other or make overt sexual advances toward the other.

My story is a version of the "accidental" encounter, ... Continue»
Posted by whybea10 5 years ago  |  Categories: First Time, Mature, Taboo  |  
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THE BIKE RIDE

Even after twenty-odd years of marital bliss, I still find it hard to understand certain actions of my wife. I mean, first, she gets mad at me for having an affair with our daughter... then she storms at me for breaking up the affair. As if that is not enough, she complains that I am not being randy enough! And boy, did she blow her top when our daughter let it slip that we were using protection. And now, she is mad that...

I guess it all began when I sold my Jag for a 1987 model Harley-Davidson, complete with the leather gear and helmets and stuff. Then again, nothing would have happened ... Continue»
Posted by sexaddict66 4 years ago  |  Categories: Mature, Taboo  |  
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The White Suburban Housewife - Epilogue

It was late when I got home from taking Marvin to the airport. Dan was waiting in the kitchen when I came in door. Of course he wanted to know why I was so late getting home and honestly, I didn’t have an excuse or story. Driving back from the airport all I could think about was my afternoon with Marvin and how I would handle meeting Marvin’s customer next week (or even if I should agree to meet him). So I had not been thinking about what I was going to tell Dan but now we were face to face and I had to think quick. I told him that I walked out of the meeting with several women and we had... Continue»
Posted by o08086 5 years ago  |  Categories: Interracial Sex, Mature  |  
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First girl -- My math teacher!

In high school math in South Florida, some of us had the pleasant duty of attending Margaret Blank's (not her name) math class. She was pretty. Kind of big hips and thighs, smallish breasts, but sexy just the same. The weather was frequently warm and she would be bra less. So on several occasions in class I got tantalizing glimpses of her sexy white panties and pretty bare breasts with large, smooth nipples. Albert so-and-so used to drop pencils and look right the way up her skirts. It seemed to be alright with her! I never had the stones for this sort of behavior, but how achingly... Continue»
Posted by todds7 6 years ago  |  Categories: First Time, Mature, Voyeur  |  
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An 18 year old and his baseball coach. Part 2

We had another late baseball practice the following Friday. Wondering if Coach H (late 50’s with a hairy athletic body) meant what he said that I could ask him about masturbating with him again I delayed going back to the locker room to shower off by hitting a few balls in the baseball cage. I got back to the locker room as the last of my teammates where dressing. I undressed and hit the showers. While drying off in the shower I heard a cough and it was Coach H. He told me that if I had any questions for him I could come up to his office and ask him. I finished drying off and dressed quic... Continue»
Posted by tim3196 4 years ago  |  Categories: Anal, Gay Male, Mature  |  
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The first time with Carol

I had a next door neighbor called Carol, she was ten years older than me and she lived in the apartment next to mine with her daughter and long time boyfriend. She was a smoker and he wasn't so she would come over and smoke at mine, we would chill and sometimes as a group go out. Now she was a big girl, she had a really big ass and really big tits. Her tits were probably bigger than an E cup. She had long dirty blond hair and was ok looking. Now I never thought I would fuck her or she would ever become a fuck buddy. But we used to talk about anything including sex when we would get high and he... Continue»
Posted by xerosheartx 2 years ago  |  Categories: First Time, Hardcore, Mature  |  
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Young, well hung and eager to please!!!!

Younger men rarely appealed to me for many reasons, most don’t appreciate my shape or my sexual confidence or appetite, or some merely didn’t know how to treat a woman beyond a mindless fuck. I am an attractive woman with dark red hair, fair silky skin and a sexy voluptuous body and love to be desired and fulfilled. When I met Dan a handsome young male with eyes of melting chocolate and a body to die for that wanted me, who was I to resist!

We talked at length about his attraction to the big beautiful women and his obsession with large breasts. My breasts are a fantastic 40DD, firm, soft wi... Continue»
Posted by ladyscarlettxx 4 years ago  |  Categories: First Time, Mature, Taboo  |  
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mature crossdresser & 18 year old PART 2

After we sat on the couch a few minutes kissing he whispered in my ear he wanted try licking my boy pussy.I said yes an postion myself so he could, for a boy that never done anything sexual before he speard my cheecks and started to lick and kiss my hole.Then he buried his face and tongue deep in my hole as he did that I love and made finger me at the same time.After a good ten minutes of him eating me I told to lay down on the floor he had me so horny I wanted his cock in me.
He got on his back I put just a little lube on his hard cock he had my hole wet with his spit from eating didnt nee... Continue»
Posted by cdpaula 4 years ago  |  Categories: Gay Male, Mature, Shemales  |  
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English Class

English Class
I was 28 years old and decided to go back to college to finish my 4 year degree. I was taking all the night school courses possible before asking my employer to let me take some day courses.
The first night of class I got there early after work and sat in the room until others started showing up. The room had about 15 people in it when “she” walked in. She was about 19 or 20, great figure, wearing a dress, nice tits and a come hither smile. She stopped as she came into the room and glanced around the room. She saw me sitting on the far side of the room and came over and ... Continue»
Posted by Ur1BoyFriend 8 months ago  |  Categories: Hardcore, Mature, Taboo  |  
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My friend’s mother

All the events described here are real. The names have been changed.

We were at my friend’s country house celebrating his birthday. His parents didn’t bother us and we felt free to do whatever we wanted. On the third day his mother came to visit us. When she made sure everything was all right she decided to return to the city. I asked her to give me a lift as I had some plans there for the evening. She agreed easily and soon we were driving home in her Lexus.

The car was comfortable and the driver looked very seductive. She was a slim 40-year-old woman and looked perfect, much younger th... Continue»
Posted by PornApocalypse 4 years ago  |  Categories: Mature  |  
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Mother-in-law fuck

Mother-in-law opportunity
Sam noticed Jim had left the door open for him, and couldn’t resist going straight inside. He saw Wendy inside, spread out on the bed, deep asl**p. She was still wearing her party clothes…high heeled sandals, black stockings, a low cut halter dress that barely contained her tits.
He stood inside the doorway, debating. She was breathing heavily and evenly. She’d probablly had a lot to drink and passed out. He felt safe having a closer look.
Shutting the door quietly Sam walked into the room. A bottle of vodka sat in a bucket, all the ice melted. He picked it up and... Continue»
Posted by wenjim 10 months ago  |  Categories: Mature, Taboo, Voyeur  |  
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History Lesson

I was sitting at my desk in History class, staring off into space, fantasizing about my teacher, Miss Smith, when I felt a tap on my shoulder.

"Not paying attention again?" Miss Smith asked me as I snapped out of my reverie.

"Um, no, sorry," I replied, embarrassed.

"Stay after class, I need to talk to you," she said to me before turning away, "Jesse, do you know the answer?"

I slumped down in my desk, wishing I could disappear.

*

As the bell rings, everyone rushes out the door except me. I look up towards the teacher's desk where Miss Smith is sitting. She is a gorgeous lady.... Continue»
Posted by Itheswag 9 months ago  |  Categories: First Time, Mature  |  
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Mandy Blows Her D*D by loyalsock

It was very, very strange waking up like that. I'll fall asl**p in front of the TV late at night, that happens a lot, but it was 7 AM and broad daylight on a hot August morning, and I was still in front of the TV. I'd gotten off work about midnight, came straight home and thought I'd settle in to watch SportsCenter before going to bed, maybe an old movie on one of the satellite movie channels. Now my favorite way to watch TV is laying on my stomach on the plush carpet I put into this house we bought 3 years ago, and I love to stretch out naked. We designed the house so the TV room was only acc... Continue»
Posted by loyalsock 1 year ago  |  Categories: Hardcore, Mature, Taboo  |  
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My s****r-in-law, My Love

I was seated in an Adirondack chair on the screened porch of cabin number ten reading The Journeyer by Gary Jennings. She sat next to me in an identical chair reading The Hotel New Hampshire by John Irving. I wanted to fuck her more than any other woman in the world, but I didn't know where to start. The sexual tension between the two chairs was as palpable as the f***e between two large magnets with the polarity opposed. We looked at each other with furtive side glances. Up until a few months ago she had been my s****r-in-law and technically she still was, since neither of o... Continue»
Posted by jackevermore 4 years ago  |  Categories: First Time, Mature, Taboo  |  
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Teacher

I was driving my teacher Mrs Johnson home because her car wouldn't start, I was trying not to let her catch me looking at her. She was wearing a short black skirt that was riding up so i could see the lace top of her stockings, heels and a tight white button down blouse with the top couple of buttons undone with her school ID hanging between her ample breasts. She said its a nice day why don't we drive home the back way, I said sure and turned off the main road and drove along a secluded part along by the river. She said it sure is a hot day why don't we stop for a bit here by the river. I par... Continue»
Posted by kissandcuddleamor 2 years ago  |  Categories: Mature  |  
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BAHAMA MAMA

Bahama Mamabyzaza10010©
After circling the island with its magnificent blue water and beaches, our plane touched down in the Bahamas at 4:30 in the afternoon. It was a long flight from Chicago's O'Hare airport, where we transferred flights from Eppley Airport, in Omaha. I was really looking forward to a great week in the sun and getting out of this brutal Midwestern March weather. This winter was particularly cold in Lincoln, and I'd been working particularly hard during my current semester at the University of Nebraska. I'm a biochemical engineering major, hoping to be accepted into a veteri... Continue»
Posted by taboolover1966 4 years ago  |  Categories: Mature, Taboo  |  
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Hyp-notist Next Door: Chapter Six

Chapter Six.

Jeanette was a little surprised when Mark brought Dr Morgan home as a dinner guest. As soon as Dr Morgan walked in, Jeanette's mind flashed back to the events of that morning, starting with the vicious bitch slap the doctor had given her for daring to kiss her with a mouthful of Mark's cum. Her cheeks flushed with the memory of her pain and humiliation. She visibly stiffened as Dr Morgan approached.

The fact that she was dressed in her usual evening attire didn't help matters. Mark had insisted that she greet him every evening wearing only a pair of nylons, a garter belt an... Continue»
Posted by Bartzeros 3 years ago  |  Categories: Mature, Taboo  |  
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How I lost my virginity to an older man, Pt. 11

Picking up where i left off…

i was really sloshed by now and didn’t feel at all uneasy. i was totally down with what i was doing. Frank’s cock pushing against my cheek was really hot. When i heard him telling me he was gonna cum i just kept doing what i was doing. i was so hot and decided i wanted to let him cum in my mouth. Even though it scared me the first time i had liked it. His abs tightened and he bent at the waist like he was sitting up. My mouth was half way down his cock just like the girl in the movie and i placed my fingers over his vein so i could feel it coming out when it ha... Continue»
Posted by TerryLovesIt 5 years ago  |  Categories: First Time, Gay Male, Mature  |  
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A QUESTION OF FRICTION

I won the lottery. No, not the big prize, but I did get five out of six numbers, and that was worth $10,009.88. The amount was significant to me because it pretty much translated into my birth date of 10-9-88. The money itself was also significant to me, because I had been working and living on my own for almost a year, and the most I ever had in the bank was eight hundred dollars.

When my mother called me and asked me to come over for dinner to celebrate, I was wary. I hadn't told her about it yet, but I guess I told enough people for the word to get back to her. When I moved out, we were... Continue»
Posted by sexaddict66 4 years ago  |  Categories: Mature, Taboo  |  
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