Free Sex Stories
Page 1816

Frank's Friend 2

About a week after we got back from our trip Frank called and wanted me to double date with Tina and him. He said Tina's cousin was in town and Tina wouldn't leave her behind. I really didn't want to but Frank said he was in a bind and he would owe me. Sounded like leverage to me. Thursday evening came and Frank picked me up. We went to Tina's and her cousin came out with her. Tina at this time was 5'1" and had 36 D tits. We often joked that she was so top heavy we marveled she could walk. Tina's cousin Marie was 5'3" and was a little heavier than Tina and had 38 DD. As I shook her ha... Continue»
Posted by biguy52x 3 years ago  |  Categories: Fetish, Group Sex, Hardcore  |  
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MY GIRLFRIEND'S MOTHER

"My moom is a bit of a flirt."
I had been dating Holly Kinney for about a week now and she thought it was good a time as any to introduce me to her mother with the forementioned warning repeated a few times.
The night arrived and I nervously approahed the front door and rang the bell. I heard footsteps swiftly approaching from the other side and then the door swung open. It was Holly's mom who quickly extended a welcoming hand. I took in mine and squeezed it gently but she was not so quick to release it as she led me into the living room.
She was a strikingly attractive woman in her m... Continue»
Posted by slappywag64 3 years ago  |  Categories: Fetish, Hardcore, Mature  |  
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Grandma rides again

Grandma Rides Again.


Growing up as a boy, he never dreamt he would find paradise in the arms of his Grandmother! You know how it is when, as a young man, you first set out in the world on your own, determined to scale every mountain and become a leader of industry. Well Konrad left home where he had lived with his loving supportive parents and his caring widowed grandmother. He was in his early twenties and had completed his apprenticeship. He was going to set the world on fire. But, things didn’t work out that way. Renting a place to live and a workshop to work, buying all ... Continue»
Posted by mbeya33 3 years ago  |  Categories: Hardcore, Masturbation, Mature  |  
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First Gay experience

I remember my first gay encounter as if it were yesterday. I had just turned 21 and was fresh out of Navy boot camp on my way from Philadelphia to NYC via Greyhound bus. I saw a guy in his early 30's waiting to board the bus with me and I could tell that he was showing some special interest in me. Maybe he liked the way I looked in my dress blue Navy uniform! He was in back of me in the boarding line and I would occasionally glance back to see if he was still paying attention to me. As I got on the bus I immediately headed for the back row seats and as I turned to look back I saw that guy ... Continue»
Posted by rikki50 3 years ago  |  Categories: First Time, Gay Male  |  
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A Medical Fantasy Story

He woke and was startled to find himself in what appeared to be a hospital bed, his arms and ankles firmly bound so that he could not move … He wondered what could have happened? Was he in an auto accident? Did he have a heart attack?

And then he recalled his last memory before he awakened was sitting in his Doctor’s examination room … Doctor Renee … and her telling him that the shot she was giving him might make him a little sl**py. A little sl**py? He felt groggy and weak and struggled against his bonds with no effect.

He felt himself naked beneath a green linen bedsheet. He notic... Continue»
Posted by trowe 3 years ago  |  Categories: Anal, BDSM, Group Sex  |  
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22 Minutes Late

You said you'd meet me, but now you're 15 minutes late and I'm beginning to think you've chickened out. That's ok, but I'd rather you tell me that than stand me up. I understand the nerves. I'm nervous too. I've been thinking about meeting you for a long time. But with both of us married, I was convinced we would agree to meet at the same point in time. Sure, there have been times I was more than willing. And there have been times you almost begged me to meet you. But we were never in the same 'place' at the same time. That all changed last week when I told you I'd honk as I pass thro... Continue»
Posted by MrGreeneyezz 3 years ago  |  Categories: First Time, Hardcore  |  
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watching my younger b*****r 2

as we grew up, My b*****rs, Dan , and Dave were omly allowing me to suck them when they had a case of blue balls. Dan was an object of my desire for many years to come and he and I would get together every once in a while when he was in dire need, or if he was very d***k.
One time after dan divorced, I still had not married and he came back home. Dale knew I wanted to suck dan off like crazy so he allowed me to sl**p in his bed that night and Dan came home d***k. he thought I was in the bed across the attic. he laid down and was soon snoring.I slipped into bed next to him and stripped him nak... Continue»
Posted by dusty48180 3 years ago  |  Categories: Anal, Gay Male, Voyeur  |  
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One of my fantasies!


As, I sat naked on my bed front of my laptop, checking my emails; a usual email message came up on my computer, it reads: 'Open immediately from Chuck'. Curious, I open the email, and its show a picture of me lying on the bed with my legs spread open. It's more like I just finish masturbated! Shock, and confused, I replied back to Chuck and ask; 'How did you get that picture?' Chuck respond; ' I snap you while you were into your devotion. ‘You made my dick very hard.' I wasn't afraid, or, show no fear; I was more curious where Chuck was hiding? Is he nearby? Or, peeping at me from an open... Continue»
Posted by Chocolatepussy45 3 years ago  |  Categories: Hardcore, Mature, Sex Humor  |  
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The Worm Game

The following is a true account of an experience I had in my teens with my best friend, Bob. We were two straight guys who, like so many other straight guys in their youth, did some sexual exploration with one another. This story involves sex between males, nudity, mutual touching and masturbation. Anyone offended by these things our about a description of sexual intimacy between two teenagers, should skip this story.

The Worm Game

My best friend, Bob and I "played" sexually for one long and delightful summer. We were 16 and straight but very horny guys and not "getting" anything fro... Continue»
Posted by trowe 3 years ago  |  Categories: First Time, Gay Male, Masturbation  |  
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Exploring who I am

It took me years to realize what I was, and understand my sexual identity. My name is Rachelle Baxter, though I prefer Ray. I’m what you call a hermaphrodite; I was born an even mix of boy and girl, my facial features were even I have dark green eyes glowing red lips and an average size nose. My hair is girly, long, straight, and deep brown and lucked out with very little body hair. My torso and arms are big like a boy’s but slims down at my waist. My feminine legs are beautiful and my ass plump and meaty.

Before my birth, my mother and father had been informed I was going to be a girl.... Continue»
Posted by rachellebaxter 3 years ago  |  Categories: First Time, Masturbation, Shemales  |  
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A trip with a Friend




The first thing you should know is that I am married to the best woman on the planet. She loves me completely, just as I love her. We’ve been married for some six years and every minute has been great. Granted, I don’t get the amount of sex that I got in my single life, but to tell the truth, I’m fine with that. That’s a long story for another day. This is about something else entirely.

My wife is a stunning woman. Beth is six feet tall with deep brown hair and matching eyes. She also comes fully equipped with a beautiful pair of boobs, 42DD, and all natural. Unlike most that size her... Continue»
Posted by omar21 3 years ago  |  Categories: Group Sex, Lesbian Sex  |  
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Thrown a curve (re-titled after an edit)

It was one of those days. My mouth had got the better of me as I had agreed to babysit the younger c***d of my wife’s best friend (and occasional lesbian lover). Having three k**s under 12 years of age ourselves, the house was crowded and noisy all day long. So noisy, in fact, that my every plan for the day had been wrecked. Then, to make matters worse, my wife called and told me that there was an emergency at the clinic and she would not be home until late.

“Great…” was all I could say.
“Aww…!”, she replied, “Is my hubby tired?”
“Not tired. Aggravated, and more than a little horny. Gues... Continue»
Posted by omar21 3 years ago  |  Categories: Hardcore  |  
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Circle Jerk

One summer when I was in high school, two of my friends - Frank and John - and me, Tim, used to go ‘camping.’ Now, we wouldn’t go very far away from home, we would gather our sl**ping bags and one guy had a large tent and we would go about 10 blocks from our neighborhood where there was a small wooded area.

We’d walk in far enough so that no one could see us from the street and set up camp.
Mostly it was an excuse to smoke and curse and tell dirty stories totally away from our parents.

We’d set up camp while it was still light: the tent could sl**p four and fairly comfortably but too... Continue»
Posted by trowe 3 years ago  |  Categories: Gay Male, Masturbation, Sex Humor  |  
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the public bathhouse and seeing my first black coc

I remember when we were pretty young that we visited my cousins. The day after we got there we all got into the cars and went to the lake. They had a big public bathhouse where everyone went to change. We walked in following my uncle while holding a bag with our towels and swimsuits. As i walked past the showers, I was shocked to see guys walking around totally naked like it was no big thing, and then I saw 2 black guys in the showers. I stopped and stared. both of them had dicks bigger than I had ever seen. One looked like it was almost to his knees and was fairly plump. I had to stop staring... Continue»
Posted by dusty48180 3 years ago  |  Categories: First Time, Gay Male, Interracial Sex  |  
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Summer of Strip Poker

All the people in this story are of the age of consent.

My first real sexual experience was when I was 16 and my best friend, Bob, a school chum of mine convinced me one hot horny Summer that playing strip poker was a fun thing to do.

I was an extraordinarily shy boy - especially when it came to my body and nudity. I didn’t even like going on a public beach because a bathing suit revealed so much of my skin. So, the idea of playing strip poker and getting totally naked with another guy - even my best friend, was really a challenge for me.

We had a lot of time on our hands that Summe... Continue»
Posted by trowe 3 years ago  |  Categories: First Time, Gay Male, Masturbation  |  
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Why I am submissive

I would love to live the life of a BDSM submissive 24/7 - be kept naked, sl**ping in a cage, and at the beck and call of my Master or Mistress (I am bisexual) to satisfy their every sexual whim. Unfortunately, I can only achieve this fantasy in my own fantasy world. Below is a fantasy letter to my prospective Mistress or Master, explaining why I believe, I became a submissive:

Why I think I am a submissive:

The first time I remember being aroused by something having to do with the bdsm lifestyle – although I had no clue at the time as to what that even was - was one time during recess i... Continue»
Posted by trowe 3 years ago  |  Categories: BDSM, First Time, Masturbation  |  
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Sissy payment in kind

My wife had gone away for the weekend to stay with a friend so I had the weekend all planned out. I couldn't wait to get home from work, dress up in my wives stockings and play with myself on Skype while an online admirer watched and played with himself. So there I was was wearing her black silky hold-ups bent over in front of my webcam with two fingers in my arse working my way up to the large dildo I had waiting when there was a loud bang on the door!

I panicked a slammed down the laptop lid and threw the dildo and lube I had out under the sofa. The banging on the door continued so I wen... Continue»
Posted by garystephens1981 3 years ago  |  Categories: First Time, Group Sex, Shemales  |  
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Julie - goes to the Mall

It was 2 days after the session with Mary and Julie; and I was knocking at Julie's door again to be let in for what she thought would be our usual session of fucking, sucking and creampie cleaning and cumswap/eating fun. Only today I had a thought in mind to take things to a slightly different level. I'd rung her earlier and asked her to be waiting for me dressed in a short skirt and sheer blouse, so that her tits and nipples could be clearly seen as the moved when she walked.

Shall we go upstairs? I said. I'd been wanting to get her to let me fuck her in their marital bed, but Julie had a... Continue»
Posted by cuckhappy 3 years ago  |  Categories: First Time, Voyeur  |  
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Pretty Lady

I met her at the lingerie store. We were both buying sexy panties. She was so pretty and asked if I thought the panties were sexy. She said she loved sexy panties. I told her I thought she would look good in them. She then bought six pairs and we went and had coffee. After coffee I took her to my house and she was going to model the panties for me. She stood in front of me and began to strip for me. She had long dark hair and a beautiful face. When she removed her bra her tits were firm and perky and nipples I wanted to suck. Then she removed her jeans and panties. She was so hairy you could n... Continue»
Posted by ladygidiva 3 years ago  |  Categories: Hardcore, Lesbian Sex  |  
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Leaving The Friend Zone Part 2 Birthday Surprise

Lisa already lived a few weeks in my house. Mostly she was wearing tight fitting clothes but that was all i could see from her body. One day she walked into my study. She was wearing a white blouse, which last 2 buttons were open to show some cleavage and a pair of tight fitting jeans. She wore her glasses which she only needed to read.
"Um Thomas."
"Yes."
"You know what day will be tomorrow."
"No."
"What!"
She came closer and gave me a hug. Her breasts were pressed against my chest.
"Tomorrow is your birthday."
She was right. I forgot my birthday.
"So how about if we go clubbing to c... Continue»
Posted by lirror 3 years ago  |  Categories: Interracial Sex, Taboo  |  
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