Free Sex Stories
Page 1917

Mom’s black “friend” Charles tau


My parents divorced when I was a toddler and I lived with my young, single Mom. She liked to party, a lot. Often times, she would not even be home until 3AM. Usually, she was d***k and not alone. She had her one night stands; then she had her “friends.” In other words, her “friends” were regulars at our place. They were just as d***k and rowdy as she was.

Charles would come over often. He was a tall, dark black man with yellowed eyes and a lounge singer. My mother would hang her d***ken self all over him, demanding “Fuck me Charles!” while I fiddled with the hem of my nightie. ... Continue»
Posted by kushcutie 2 years ago  |  Categories: First Time, Interracial Sex, Taboo  |  Views: 3656  |  
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The Cuckold


It's a Friday night and I'm late home after working away up north for the week. The traffic had been terrible and it was late and dark on this January evening.

I park up outside my fiancée's house and walk down her driveway to the front door. I'm so glad she managed to get the k**s looked after this weekend leaving us some privacy after being apart for 5 days.  Before I had left on Sunday evening she had fitted our new 'item' to me, a chrome chastity device that we'd talked about getting for ages.  Before she had put it on me for the first time she had made me wank into her hand demandin... Continue»
Posted by missyandbuster36 2 years ago  |  Categories: BDSM, First Time, Hardcore  |  Views: 1293  |  
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Her one condition


My name is Bill Cooper, I'm thirty-eight years old, and my wife Jenny is thirty. Jenny and I had a good sex life, we had been married twelve years, and I was under the impression that both of us were very satisfied with our sexual relationship. However, through a series of events mostly of my own doing, I find myself now, an impotent cuckold to my beautiful wife, and the target of constant public humiliation.

We married very young, well at least Jenny was young. Fresh out of high school, with the body of a cheerleader, she fell in love with me, a man of twenty-six, with a successful... Continue»
Posted by TransTania 2 years ago  |  Categories: BDSM, Hardcore, Interracial Sex  |  Views: 5575  |  
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friend is out of town and mom is asking for me

My friend had went to San Fancisco for a show. His mom called me saying how she is going remold his bathroom for me and if i were come over and put up the light and new outlets in the bathroom. i said sure, so the day came for me to go over and help her. My friends mom is hot for being in her late 40 nice 34d tits nice that i loved playing with. she had on a black short skirt low cut dark blue top. i was up on the ladder and she was standing right there were i looked right down her shirt and it got me a little hard. she went to get a tool off my tool belt and saw that i was hard and said some... Continue»
Posted by balldeep85 3 years ago  |  Categories: Mature  |  Views: 1647  |  
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Male to Female Transformation

Male to Female Transformation

Genre : TG SOS or Surgery/Transformation Male to Female
Story : Cristine Carter
CH - 1

The last thing I could remember was walking out of the Bank
and crossing the road to my car. I had just been to see my
bank manager to discuss transferring some money from one of
my accounts into a high interest savings account.

I had won quite a bit of money on the Lottery, enough to
change my life. I was unaware just how much my life was
going to change.

I had just reached my car door when I felt someone bump
into me. Then everything went blank...
... Continue»
Posted by cristinestone7575 6 months ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 4286  |  
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The Boss's PA

I used to work in a place where the boss's PA had her own office adjacent to his. We used to have a lot of contact and over the time I worked there she became increasingly flirty. She soon took to giving me little flashes of her pussy or tits when I went into her office. She had a lovely smooth and shaved pussy, tiny tits with little hard nipples and a huge arse. She was a cheeky lady and used to tease me that she wasn't wearing any knickers. However, I only had to ask and she would prove it. things escalated and we would find excuses to travel in the lift together and we'd kiss and fondl... Continue»
Posted by stuntman1960 1 year ago  |  Categories: First Time, Mature, Taboo  |  Views: 1784  |  
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My First Job (2nd Day)

Well I wasn't impressed at being blackmailed, but awoke and realised I best be obedient, so I donned my black seamed stockings and sussy belt,black court heels
and put on my pink overall, feeling vulnerable with the Spring breezes blowing around my foo foo.
Also I had turned up my hemline so now the damn thing just covered my stocking tops, my nipples were visable thru the fabric too, I click clacked my way to the bus stop in my raincoat.

Once at work the boss man was eager for me to report to his office.
"Take off the raincoat, lets see if you are obedient" he said.
He looked me up and... Continue»
Posted by DiamondLife 2 years ago  |  Categories: First Time  |  Views: 626  |  
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cuckold lifestyle28

What are real friends for? Well if they are MY REAL FRIENDS they are to keep MY wife happy by screwing her when ever she wants to be screwed. And that is quiet often. I introduced her to cuckolding while sharing a fantasy one night. Yes I did mean for her to pay attention , but I didn't know she would act on it so quickly. Just two weeks after I had told her how I had a fantasy of one of my buddys fucking her and cumming in her she made it happen. Women usally get what they want when it comes to sex, we guys are such whores. Most of the time I never know it till it's a done deed, she'll come h... Continue»
Posted by woreout 3 years ago  |  Categories: Group Sex, Hardcore, Voyeur  |  Views: 481  |  
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My Mother, My Wife



A love story between a mother and son. Please critique my story not

grammatically but for content and if you like the story line.

My dad died when I was still in my mother’s belly and she lived as a single parent.

She had kept her maiden name but I took my father’s surname which became so

convenient to me when the time came.

It all started when I was 7 years old and I saw my mother naked in the shower. She

saw me looking at her and I could tell that she did not mind the audience. She

washed and focused on her supple breasts and furry pussy, but at age 7 I did ... Continue»
Posted by adel5000 3 years ago  |  Categories: Hardcore  |  Views: 4279  |  
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A Mother and Her Son 5


"I'll take that as a compliment," she said with a laugh. "Let's get going."

Sue and Tommy walked down the street to the Wilson's' house. It was a large home with stone pillars in front and a circular driveway. In the back, they had a large pool with manicured hedgerows for privacy. The house was the largest in the neighborhood and was almost out of place. However, the Wilson's were nice people and fit in well with the community.

Shirley Wilson greeted them at the door and hugged Sue.... Continue»
Posted by iincest 2 years ago  |  Categories: First Time  |  Views: 1564  |  
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a few things that have happened with my sexy wife

my name is danny im 24 and my wife is jess shes 22 and we live in the south of england. check out her photos on our profile i think you will agree shes a sexy little slut.
this is not really a story just a few things that have happened over the years.
ill start when i first met jess when she was 16 and me 18, we both lived at home still then and i used to go round her parents most nights after work, she was at college at this time.
we used to sit up in her room and she would watch eastenders every night and a few minutes before the end she would stick her hand down my trousers and touch my... Continue»
Posted by dannysal 1 year ago  |  Categories: Voyeur  |  Views: 2560  |  
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Fairytale Adventures Ch.7 Kristen and The b**st

Kristen awoke, her arms aching from being tied above her head. She was in some kind of dungeon setting, but when she tried to scream... she couldn't from the gag in her mouth. Standing mostly upright, she found that her ankles were tied apart, so that her thighs were spread and her pussy and her ass were vulnerable.

Then suddenly, the b**st stepped in front of her and she stopped struggling... he was huge! At least six and a half feet tall, with broad, strong shoulders and muscles that rippled with every movement. He was also totally naked and between his legs swung a very large cock. Krist... Continue»
Posted by shmoe13 3 years ago  |  Categories: Anal, BDSM, Celebrities  |  Views: 440  |  
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Dogging with a 1st timer (male)

I was out yesterday afternoon and on my way back home I pass a place which is a well known dogging spot(used mainly on an evening but sometimes there are cars there in the day). I pulled in but there were no other vehicles. I sat in my car and got my cock out as I fancied a wank. After a short while another car pulled in and a young lad got out with a dog and walked passed me taking it for a walk, as he passed I saw him glance in. Not long after that I saw him again near my car he was watching and had his hand in his trousers. He move near the offside of my car and could get a clear vie... Continue»
Posted by cum4all9 2 years ago  |  Categories: Gay Male, Masturbation, Voyeur  |  Views: 1796  |  
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T V times

I had an amazing experience a year ago when I was on here previously , I became friends with a sexy cross dresser called Dark Angel; we messaged each other and arranged too meet when my husband was away .. well to cut a long story short we ended up in bed together both in stockings and heels . I am on my back with my leggs wrapped around angel whilst she is fucking me on top. Because we were alone I had left the door open, suddenly I noticed my husband standing there watching . I thought he was going to explode but he put his finger to his lip as to be quiet . To my amazement he pulled out his... Continue»
Posted by tiger061 2 years ago  |  Categories: First Time, Mature, Shemales  |  Views: 1522  |  
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Deep Crotch Mother Chapter THREE

Marcella arose when the first light of morning flooded into the room. Her c***dren
were still sound asl**p, and she shut the d**** on the window so that the light
wouldn’t disturb them. Wrapping a robe around her nakedness, she went to the
bathroom across the hall and relieved herself. Then she brushed her teeth and
combed her auburn hair, which tumbled in glistening waves around her shoulders.
Floyd and his wife were having breakfast when she walked to the kitchen.
“Hmph!” was all the plump, dowdy, gray-haired woman said in response to
Marcella’s cheery greeting, and she got up from th... Continue»
Posted by eremiti 1 year ago  |  Categories: Group Sex, Mature, Taboo  |  Views: 774  |  
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My s****r's friend

"Steven!" Ellie shouted from the bottom of the stairs. "You've got five seconds to get down these stairs, or I'll have to come and get you."

Ellie is my younger s****r's best mate, well I say younger, but with only two years difference—she is 19 and I'm 21—Ellie is like another little s****r to me. If I'm being honest, I wouldn't mind if she was my s****r Ellie has the hottest tight little ass I've ever seen, and perfect 34C boobs that suite her beautiful and curvy body. Everything about her is perfect, her hair, her great smile, and even her dress sense. She likes to wear tight little shor... Continue»
Posted by scifo84 3 years ago  |  Categories: Interracial Sex  |  Views: 1226  |  
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A very big f****y secret.

Let me start by giving some f****y background. I have a mother and father and one s****r, Virginia, who is almost f******n years older than I am. When I was three, going on four years old, my s****r ran off with her high school boy friend to get married. Over the next 20 years I saw her from time to time at f****y holidays and of course funerals. Her and her husband let the f****y know that they had two daughters over those 20 years.

I’m now in my twenty’s and this happened just last week!

The weather has been very wet and cold, so I went over to dad’s place to check on how they were... Continue»
Posted by Dark_Helmet 2 years ago  |  Categories: First Time, Shemales  |  Views: 2697  |  
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Train

The last risk I took was a very enjoyable one. It started one the journey to work. The same time, same train and of course the same bored commuters. Come with me on the train and share my moment.

The 8.05 train opened it’s doors and we all shuffled on, most people trying in their institutionalised manner to get the same seat they had occupied for the last 30 years of their working life. Man with briefcase with rip in it sitting on the second seat to the left of the toilet, woman who obviously only owned one colour of blouse’s sitting three seats up from him, olive skinned builders mate stan... Continue»
Posted by kinkykathy 1 year ago  |  Categories: Voyeur  |  Views: 1077  |  
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Babysitting. 06

We, the girls and I, after having out little parties were going to have our big party tonight. Now you have to understand that we promised her parents that we would not have any boys or alcohol in the house, but like many promises that people make, they usually get broken and ours was no exception.

Other than our close group of eight, we invited another fifteen girls that were friends with the different girls during our years in high school. They were popular, pretty and enjoyed parties that we had during the past years and we all agreed to them being invited.

We already had our school g... Continue»
Posted by anton5419 4 years ago  |  Categories: Lesbian Sex, Mature, Taboo  |  Views: 8399  |  
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Self-fulfilling mom and son

Jeyalaxshmi (aka Jeya), a widow of 40 years, lives in a beautiful town in Southern Tamil Nadu along with her son Jegan who is now 25 years old. She lost her husband when her son was 15 years old. Since then her son has worked as hard as he can to keep the f****y afloat. They have no relatives and only had each other’s back for emotional support.

Speaking of Jeya, she is an average looking South-Indian woman, who wears only saree even at home. She was skinny when she married her husband but now at the age of 40, she has put on some weight across all parts of her body. She is whitish in compl... Continue»
Posted by vijayhot18 3 months ago  |  Categories: Taboo  |  Views: 10466  |  
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