Free Sex Stories
Page 1919

MRS COPPIN'S PANTS

[EAGERTO] As a strapping young lad my first job was delivering grocery orders to householders in the neighbouring district. I rode a bike with a huge basket on the front, and an equally huge erection in my shorts. It was a marvellous job - I was young and strong and very virginal, with a cock that was always pointing up, always ready, but untouched by human hand, other than my own! And i was constantly jerking off -- even the sight of a woman's pants on the clothes line was enough to make me spunk in my pants.God knows what I smelt like, cause I wore them every day, and without underpant... Continue»
Posted by eagerto 5 years ago  |  Categories: Fetish, First Time, Masturbation  |  Views: 906  |  
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A Charlie Brown Christmas

Charlie Brown lay on his bed in his room playing with
his little dick and thinking about the pretty little
red-haired girl. She was so cute and he was sure he was
in love with her.

He wanted her so badly and she was all he ever thought
about. He remembered the first time he saw her on the
way to school. She had been in front of him some twenty
feet and her little ass was making her pretty green
dress swing from side to side, high enough so that
every once in a while he got a glimpse of her white
panties stretched over her cute ass.

He pounded his cock harder as he thou... Continue»
Posted by maverick3489 2 years ago  |  Categories: Taboo  |  Views: 904  |  
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(Gay) Deciding To Cheat - Friend With Benefits

This is my second story. Feel free to read the
first one. Don't forget to like & comment at
the end. Thanks, and enjoy!
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Reconnecting with old friends is always an interesting experience. People change so much over the years. They grow up, they become more mature. They are almost like new people, but at the same time, the old person you knew is still in there.

After 3 years of seperation, an old friend by the name of Hayden randomly facebook messaged me out of the blue.

I'd known Hayden for ages. He was the boyfriend of an ex co-wor... Continue»
Posted by dirtydirtymoney 3 days ago  |  Categories: Anal, Gay Male, Taboo  |  Views: 906  |  
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My first time

Her is a lil story for everyone during one of my early cross dressing experiences. Both my parents worked during the day and I didn’t feel like going to school so I stayed home but I stayed awake after everyone left and just roamed the house doing what ever and on my roaming I walked into my step s****rs room and was just looking around, I looked at her clothes in her closet and all her drawers just touching and caressing her silkiest clothes. She had this really silky pair of panties that were really sexy I imagined her wearing theses and instantly got hard. While I was seeing her in them I ... Continue»
Posted by kaos420 1 year ago  |  Categories: Fetish, First Time, Masturbation  |  Views: 905  |  
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Twisted Step-s****r XlV (Did I mess up.)

Sunday was another boring day I watched some TV and mostly football.
Monday back at school as I was walking in my first class I heard someone running from behind me since anyone in the hall was late now I paid no attention to it. The next thing I knew I was being punched in the ear while someone was pushing me into the lockers after two punches I move a little and he hit the end locker he backed off I noticed it was dented and bl**dy. I turned around and pushed him away. Realizing this was a dude named James who once dated Donna guessing he was aware of our weekend fun and not happy. He pulle... Continue»
Posted by mrdandy1 8 months ago  |  Categories: Lesbian Sex, Taboo, Voyeur  |  Views: 904  |  
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My cuckold marriage (part 2)

Cont ... At about 9:30 Sally went back to the room to prepare for the waiter, I stayed in the bar and could see the waiter whispering to a waitress at the bar and they kept looking over at my and she was smiling knowingly. I felt a little embarrassed so went for a walk along the beach, the moon was almost full so I could see couple walking hand in hand, giving me odd looks as I was on my own, maybe they knew that I had just given permission for a young, athletic, black stud to have sex with my wife
I went back to the hotel complex at about 11:30 and thought I would just sit by the pool and al... Continue»
Posted by Ludoman 5 months ago  |  Categories: Hardcore, Interracial Sex, Masturbation  |  Views: 904  |  
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Ms. Nancy, Part 4. We take a huge risk

I mentioned my friend's f****y was well off, and because my large f****y didn't make a lot of money, I think THEY had a "soft spot" in their heart for me. So they sometimes took me along on f****y trips and vacations and the like.

In my 18th year, they decided to take a golf vacation to Kentucky and I was invited along. It had been quite a while since my handjob fantasy was fulfilled by Ms. Nancy, and once again, I was wondering where I stood with her. I eagerly snapped up the invitation, and soon we were driving together to Kentucky for a golf vacation.

I am sure you can imagine the se... Continue»
Posted by mike5653 1 year ago  |  Categories: First Time, Mature  |  Views: 904  |  
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Sans Panties by lloyalsock

Claire shivered against the cold and snuggled up against her husband while they stood on the front porch waiting for someone to answer the door! "Oh my, it's cold," Claire said with a shudder, "I wish someone would answer the bell!" "I think I hear someone coming now," Frank replied while tugging Claire closer to him, "boy, it's been a long time since we've visited Tom and Marge, about two years I'd guess!!!" "At least," Claire whispered as the door began to swing open, "oh, Frank, I forgot to mention it before we left, but I'm not wearing any panties!!!" "W-what," he stammered to his pregnant... Continue»
Posted by loyalsock 2 months ago  |  Categories: Mature, Sex Humor  |  Views: 905  |  
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Sex With A Virgin Girl Through Internet

This is going to be my first story where I will
describe my fourth sexual encounter. I have been reading all stories here from quite some time
on ISS. Liked some a lot, some looked totally fake, though I still appreciate all of them for
taking their time out from busy schedule and writing about their sexual/fantasy experiences.
I will start with short introduction of myself. My name is Ankit Mathur, basically from Kanpur
working currently in Bangalore with one MNC. I am 6.1 feet tall, slim body, 7 inch dick with 2.5
inch girth. I really don’t know if its too large or too small or whateve... Continue»
Posted by Asif0077 1 year ago  |  Categories: First Time, Hardcore, Mature  |  Views: 904  |  
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Something to do she said

I have posted quiet a few stories of how my wife cuckolds me on a daily basis. I have been able to watch her whith a few of her boy friends. She knows I love that but she enjoys having me wait at home so she can take all the time she wishes and she also likes telling me what happened as she watches my cock strain in one of my chastity devises. This morning I got out of the shower and started to get dressed for work. There with todays uniform was my CB3000 and a note. The note read : wear this today and hurry home tonight. I put my cock in the little cage and snapped the lock closed. All day at... Continue»
Posted by woreout 2 years ago  |  Categories: Anal, BDSM, Voyeur  |  Views: 904  |  
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The Island

I stand leaning against the gunwale of the ship, the predawn sun just below the waters edge, its rays extending upward and also slicing through the water, escaping at the tip of each small wave that enters the cove. The silhouette of the ship is becoming apparent. She's a beautiful vessel, 42 foot two masted schooner. Her white hull bathed in the pink glow o f the early morning sun. The golden browns of her teak decks reflect the still faint moon glow that is competing with the sun rays. I glance at the bow and there on the jib, drifting magesticly in the breeze is your swimsuit top. I sm... Continue»
Posted by Sillswede 5 years ago  |  Categories: BDSM, Fetish, Hardcore  |  Views: 904  |  
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Random Encounters

So I was alone and horny on a Friday night. No prospects in sight. Wasn't dating anybody. My main friends were out of town and I typically don't go to bars. Especially alone. So there I was. On the wordlwide classified ads to see if someone, anyone was nearby. Didn't matter. Girl, guy, group, I just needed to get my rocks off. I guess I was a bit luckier than some in that for me I was open to all.

I saw an ad in the "men seeking men" section for a self described "fuck party." It was open to all, but I noticed it was just a couple of blocks away from a highly concentrated area of ga... Continue»
Posted by Pennis17 2 years ago  |  Categories: Anal, Gay Male, Group Sex  |  Views: 904  |  
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Collette

She danced with beauty and grace. Her 18-year-old body was at its bloom of womanhood, and was the envy of all the others in her class. She was dancing in what would be her final recital with this dance company, as the following Autumn would bring her to a distant state and university.

Her 20-year-old b*****r sat in the audience, enjoying the show. He had laughed at the 4 and 5-years-olds doing their cute dances in their cute outfits, some taking center stage, still others crying for their mommy, afraid of being in front of so many strangers. He sat patiently through all the "grades" of the ... Continue»
Posted by maverick3489 3 years ago  |  Categories: Taboo  |  Views: 904  |  
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The Visitors...

If you saw a SpaceShip land nearby, and the doors opened, and a ramp lit up invitingly at your feet; would you step inside? Satisfy your curiosity and go in to meet the Visitors? Crazy question; i know...

but this is exactly what happened to me just 3 days ago.. if you are ever going to hear my tale.. let alone believe it.. then you must accept the whole of it.. and not some random parts of it to be true.. for everything that i experienced upon that fantastic, and futuristic vessel; i would come to scrutinize and mull over in my mind.. Everything that happened; every... Continue»
Posted by shemale27 4 years ago  |  Categories: Shemales  |  Views: 903

Being helplessly exposed

This is a true story about my adventure into being exposed as a sissy.
I am terribly ashamed at the thought of being seen sissified especially since my face is clearly visible. My shame is greatly magnified when I am being exposed on the Internet. I am terrified someone will recognize me. The first time it happened I created an account and posted many very embarrassing and humiliating pictures of me to it. I was so aroused as I did this. After a while I removed my pictures. Then I reposted my pics. A Dom wanted to take control of the account so that I would be powerless to remove the i... Continue»
Posted by jerrywhore 4 years ago  |  Categories: Shemales, Voyeur  |  Views: 903  |  
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Lucky Me

I went to the Florida Keys last weekend and went down to the nude beach. As I walked around I came upon a black guy laying on a towel.He looked up at me as I sat down just a few feet away from him and nodded at me. I nodded back and then started looking at his big cock. He didn't seem to mind that I was checking him out so I didn't worry if anyone else noticed me either. I figured his cock size on hard would be between nine or ten inches. It was around eight inches just layin there on soft. It was a very beautiful one to say the least and I was getting a hard on looking at it...so, I pushed my... Continue»
Posted by cal342 3 years ago  |  Categories: Gay Male  |  Views: 903  |  
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Catching Some Rays

I was laying out catching some rays I was all oiled up and I had a margarita on the table
I had my allure and cosmo mags to browse through. It was one of those blah days, we all get them. The hot sun on my body helped lift my spirits though. I had my mp3 player on and was listening to my music. I bought the perfect mat for laying out as it has a built in pillow and it has another pillow for your knees. The only draw back was it wasn’t good for lying on your stomach. My house faces north and south so I have to lay east to west to get the best sun exposure. I had just put extra oil on my ... Continue»
Posted by xhamporn 5 years ago  |  Categories: Hardcore, Mature, Taboo  |  Views: 903  |  
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An 18 year old and his baseball coach. Part 4

The next Friday I again ask Coach H if the two of us could masturbate after baseball practice. Coach H invited into his office as usual. I undressed first and sat on the sofa and started to play with myself. Coach H stopped me and handed me an ice pack. “Put this on your groin and think of something non-sexual like physics. I want your dick limp” he tells me. I comply. After a few minutes my cock is cold and limp. It has shrunk to its non-aroused state. While I am holding the ice pack over my cock Coach H undresses and sits next to me. When he is sure my cock is fully limp Coach H lea... Continue»
Posted by tim3196 3 years ago  |  Categories: Anal, Gay Male, Mature  |  Views: 904  |  
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Friday Afternoon Part 10

Part 10


Norma and Bobby walked drousily, side by side, up the stairs and
entered his bedroom. With a big sigh of exhaustion, Bobby plopped
himself down on the bed on his back. Norma looked lovingly down at
him and said, "Hang on for a few minutes, lover, while I go freshen
things up, OK?"

He seemed so cute and innocent, lying there in only his shirt,
Norma thought as she stared down at his prick, now shrunken to a
fraction of its erect size.

"Sure, mom," Bobby mumbled, eyes closed and arms akimbo on the bed.

Norma left the bedroom and freshened hers... Continue»
Posted by showoffmybod2 2 years ago  |  Categories: Masturbation, Taboo, Voyeur  |  Views: 903  |  
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Willing Sex

I was showering in gym, when I heard some one whistling, I decided that I wasn't going to allow any thing to happen this time. I was surprised to see to new k** that has just transferred from across town. As he entered the shower he was still whistling that odd tune, his back was to me, I could not help but admire his skin tone. He was from some where in the south pacific, Eric is his name, and spoke better English than anyone I knew. As he turned towards me I saw his penis, I could not believe what was happening to me. I got extremely turned on by the way his man hood looked.
He was unc... Continue»
Posted by d4david 3 years ago  |  Categories: Anal, Gay Male  |  Views: 903  |  
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