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Page 1902

My First Time

I had been dressing at home full-time for few months, so I felt comfortable enough to have some fun and make an OKCupid profile to see how many guys would be interested in me I got a ton of messages from interested men, but typically I would just flirt with them for a little bit and then kind of fade away when they wanted to meet up because I was shy. Eventually, my curiosity got the best of me and I gave one guy my number. He wasn't the most attractive guy that messaged me but he seemed like a pretty nice southern gentleman and he was big, about 6'1" and 260 pounds, which I liked.

We texte... Continue»
Posted by missjessica89 9 months ago  |  Categories: Anal, First Time, Shemales  |  
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Became Daddy's Slutty

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I was only sixteen when I first noticed my father looking at me differently. Suddenly a developing new young woman, I was growing breasts and my hips were growing wider. As my father noticed my body taking on a more womanly shape, his looks turned from affectionate glances to leering stares of desire.

Part of me liked the attention, but mostly I found it sickening that his eyes seemed to undress me every time he caught sight of me. My mother was much too concerned with her own problems to notice, and as I loved her so much, I ... Continue»
Posted by savita009 4 years ago  |  Categories: First Time, Hardcore, Masturbation  |  
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Sissy For My Flatmate, Chapter 2 – The Contr

If you've only just tuned in, here's what's going on in my life. Until recently I was a closet crossdresser trying to keep my hobby from my flatmate. When he caught me in the act, I found out that not only had he known about me for a long time but it was a turn on for him. I agreed to become his sissy slave and started the most incredible journey of my life.

Arriving home after from work, I threw my jacket down on the sofa and breathed a sigh of relief. It was Friday and I now had the weekend to look forward to. I slowly unbuttoned my short to reveal a short corset. It's been a few we... Continue»
Posted by Yosho 4 years ago  |  Categories: BDSM, Shemales  |  
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My Ex-Girlfriend's Mom

My name is Bobby. Before I tell this story, let me set it up by telling a short story first.

At the end of my senior year in high school and into the beginning of the summer, I dated a girl for a few weeks but never got past making out with her. Her name was Jill. One weekend Jill and her mom, Lana needed to leave town and asked if I would check in on things at their house. I did as they asked and once, while I was there, I got on the computer and watched some porn, shemale porn.

A few days after they got back, Jill and I got into an arguement and I broke it off with her. She tried calli... Continue»
Posted by naughty_bi_interest 8 months ago  |  Categories: First Time, Shemales  |  
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I banged my Mother In law


I banged my Mother In law
When I was just dating my now wife "Beth" back in the 80's I had fantasies of seeing my mother in-law naked.
My fantasy finally came true today, over 20 years later.

Lets start from the beginning. When I was like 21 dating Beth we would watch tv on the sofa. My father in-law was never home or already in bed. My mother in law would come out to the living room after her shower in a thin over size shirt that barely covered her big fat round ass. I could see her huge tits right threw the shirt.
I couldn't help myself but look, she was HOT. She's a Big lady, no
... Continue»
Posted by adel5000 3 years ago  |  Categories: Hardcore, Voyeur  |  
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My Father encouraged my b*****rs Love to me

She recalled the incident in vivid detail, it was sudden and impulsive, eventually leading to her experience of 'f****y Love'.
She had been in a deep sl**p and not even sensed anyone was in her bedroom, and by the time she had awoke, she had been exposed, as she slept nude, due to the oppressive heat, during the night.
Her mother had been calling her and resulted in her angry father coming into the bedroom, and without warning, tearing her bed-sheet from her prostate body.
She lay nude and as she was gaining some semblance of what was happening, her father, after looking down on her, pushed... Continue»
Posted by MarieL 5 years ago  |  Categories: Fetish, First Time, Taboo  |  
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Taken Care of My Lovers Cousin pt2

It was about ten Saturday morning when I woke from my slumber, Joliet was still lodged in my anus her/his penis soften but gripped by my anal sphincter muscle. I looked around and could not see James, I began to feel my aching butt hole. Even with Joliet's cock stuck in my butt, I could still feel the ghostly memory of James' massive fuck tool ravaging my butt.

Joliet began to stir as I moved and pulled me closer to her/him, 'David,' Joliet whispered into my ear, 'did you enjoy your little romp with my cousin James.' I thought to myself [how could you let him tke advantage of me knowing... Continue»
Posted by d4david 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Mom the Lipstick Lesbian

I can't tell my story without telling the story
of my mother. She was born in the suburban
community between Disneyland and Knott's Berry
Farm in Orange County, California. She was a
relatively popular girl in school. The first time she
got fucked would be a truly traumatic experience
for anyone, but for a young p*****n even more so.
She was only twelve years old and just turning from
a girl into a woman. She had only had a couple of
periods. Her breasts were just starting to swell and
pubic hair was a new addition to her body.

Her parents had gone out for an evening of
dri... Continue»
Posted by cats69 4 years ago  |  Categories: Lesbian Sex, Taboo  |  
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s****r Grows Up! Part 3

Mom took off her coat and started un buttoning her dress. As she peeled off the sleek slim red number off her shoulders, I gasped as I saw that Mom wasn’t wearing any underwear, well no bra.. And as the dress fell to the floor, it confirmed the other part of the equation… Mom wasn’t wearing panties either. She looked just as incredible as my s****r. In fact they shared matching suntans. It was clear that both liked to sunbathe naked, and for the first in 3 years, I was going to be a part of it!!

Cass walked over to a now naked Mom, and cupped her mother’s mound then licked Mom’s left, pierc... Continue»
Posted by jayke1981 5 years ago  |  Categories: Group Sex, Hardcore, Taboo  |  
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Grandma & Me

Over the summer time I would occasionally visit my grandmother for weekends, sometimes a week at a time. I love my grandma, and she loves me. She was about 58, and still very great looking. She always did light workouts to keep in shape, and she has a nice body. Her tits are very large for her age - not saggy, but firm. She was a very attractive lady for her age.

It was late June. I talked to mom and she said I should viist. My grandmother was a very lonely woman, because her husband passed away a few years back. So she was alone. So I would go down there, help her with the house, go jog wi... Continue»
Posted by whybea10 5 years ago  |  Categories: First Time, Mature, Taboo  |  
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Katie my girlfriend, and my uncle, with anal induc

My best friend Katie and I slept in a tent in our back yard, during that Summer. We shared a sl**ping bag and cuddled-up together, wrapped in each others embrace, falling asl**p in the warmth of our nude bodies, girls aged seven, giggling as girls do, and in the morning, I remember very well the lurch when she moved to get up, as if a part of me was being lost.

Can a girl of seven feel that kind of love, I think so?

Katie slept with our legs entwined, locked in a scissor like fashion, our cunny's crushed against our thighs, as we subconsciously squeezed and softly crushed against each ot... Continue»
Posted by MarieL 1 year ago  |  Categories: Anal, Lesbian Sex, Taboo  |  
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My First Gay Fuck

This is a true story that happened to me about 10 years ago when I was 18 years old. I use to go on yahoo messenger and talk to people in the Long Island chat rooms. I would webcam with someone and even jerk off with them together but never got the courage to meet anyone in person.

Well one day I was chatting with a 20 year old Indian k** that lived pretty close to me. He asked if we could webcam and I said sure. Once he turned on his cam and I saw his big dark cock I started getting hard immediately and knew I wanted to meet but was still kind of shy. It looked like it was at least 8 inche... Continue»
Posted by kbking64 4 years ago  |  Categories: Anal, Gay Male  |  
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My Father In Law – Part Six

Friday morning when I awoke in my father in law Doug’s arms he said he had a special treat for me. I asked what it was. He said that his b*****rs had such a good time with me and I was so intent on wanting their babies in me that it would be nice if I spent the entire weekend with them. I smiled & giggled, asking him if he remembered that this weekend would be the prime time of the month to get me pregnant. He said yes he remembered and that’s why he wanted me to be with them taking all the hot cum they had for me. I said it would be my pleasure and I would be very proud to have babies by his ... Continue»
Posted by iamawatcher 5 years ago  |  Categories: Hardcore, Taboo  |  
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TO COVET THY NEIGHBORS WIFE!

I have lived next to the Andersons for three years now and every day I watch Mrs anderson or Julie as she has me call her do her aerobic work out she has a rockin bod for a woman in her thirties beautiful curly locks cascade down her perfect shoulders to suspend over her two mouth watering breasts and as she gyrates around the living room floor taking cues from the flat screen tv on the wall! Her long legs pump and kick and I can practically taste the sweat between her legs God she has to know I'd like to fuck her! I check her out when shes out in her garden drooling as she bends over to pick... Continue»
Posted by laceysgirl 3 years ago  |  Categories: Anal, First Time, Group Sex  |  
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Mary A Desired Older Woman

(Could the mature, attractive wife be tempted)

But I do love him, Bert. We have a comfortable life, lovely c***dren, a nice home and I know he works hard, but........!' and Mary tailed off from what she was really wanting to say.

Mary was 49 and had spent her whole life living in the little village in Hampshire, down a tiny, leafy lane that led to a small bay by the sea. She had been married for nearly 30 years, and had inherited the little bungalow from her parents when they had died, so she had lived at the same address for most of her life, apart from about 10 years when she first got... Continue»
Posted by KingAmir 4 years ago  |  Categories: Mature, Sex Humor  |  
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My s****r part 2

My s****r was spitting out my cum from her mouth, while at the same time trying to cover her tits and pussy from my view.

Im still standing there with my cock in my hand and im feeling it wont go down, its still hard as a rock.

I enjoy seeing my s****r sitting in the tub spitting and cursing and still thinking with my cock i start to slowly stroke it again.

When my s****r notices that im still in the bathroom and that im stroking my cock, she turns her face towards me and she scream "Get the fuck out of here your perverted son of a bitch".

When i dont move more then my stroking ... Continue»
Posted by JBC87 4 months ago  |  Categories: Hardcore, Taboo  |  
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Helping My b*****r Ch. 03

This story follows a chapter 1 and chapter 2, which I would recommend reading first.



Back to Reality

I am in a relationship with my b*****r.

Sitting in the passenger seat as we head back home from the best sex in my life, looking out the window watching the trees go by. Everything seems so verdant and green. My body zinging as I sit here.

Back to the real world and I look over, he is looking straight ahead; one of the most beautiful men I have ever looked at. And no one can ever know the butterflies I feel; or, how when we look at each other - no matter what - it will never ... Continue»
Posted by fotisampini 2 years ago  |  Categories: First Time, Taboo  |  
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Matt and me

In my 25th year I met matt we woked together,We became fast friends, we had ton of things in common our movies, music, food, gym and even the same taste in women.I even spent most night at his apartment, We quite often went out clubbing and drinking together, most of the time we went home alone, but sometimes we would go home with women and get laid. Ohter time only one of us.

On friday night Matt picked up a very sexy hott blonde, I slept in the spare bedroom, witch was tough listning to him fuck for hour on end, but I jerked off thinking I was in htere two, I had a fantasy of sharing... Continue»
Posted by rockerroller 3 years ago  |  Categories: Anal, Gay Male, Hardcore  |  
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the Night Whispers Index-7

Before I went to my son's room, full of butterflies and uncertainty, I did two things. First, I showered and trimmed my pussy. I left a small, short patch above my slit, and a thin ring around my labia, clearing away most of the hair from my Mons and around my anus.

Second, after rinsing, drying, putting on a sexy bra and white cotton panties, and then wrapping a robe around my naked body, I went to Kira's room a moment and retrieved a couple of condoms from the pack she'd gotten at the clinic. As much as I might want to feel my son without protection, I was still fertile as far as I knew, ... Continue»
Posted by stif266 11 months ago  |  Categories: First Time, Mature, Taboo  |  
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my wife her friend and myself

I was 19 years old in the summer of 1999. It was a Saturday night when my girlfriend Belinda and I went to a party at my friend Chuck’s house. It was like any of the dozens of parties at his place during that summer. At least, it started out that way. It was an unusually cold night for summer in west Texas. I remember Belinda was wearing jeans and a black sweater that clung tightly around her slim waist and b-cup breasts. Her long light brown hair hung in loose spirals down to the center of her back. We’d been together since I was 15 and had been sexually active since about 8 months after we g... Continue»
Posted by MakyRuthy 2 years ago  |  Categories: First Time  |  
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