Free Sex Stories
Page 1759

Crossdressing Fun

The meeting had been arranged for Friday morning, this would be the first time anyone had seen me dressed. I felt nervous and excited at the same time, I planned to wear a pair of nude sheer tight, black satin thong, black high heels and a shimmering silver, figure hugging, long dress with a split up to the thigh.
Friday arrived and after getting up, I slipped on my tights and thong beneath my work clothes. I set of on the short drive to Antonia's, upon arriving I was greeted by her dressed in a mini skirt, blouse, high heels and black hold-ups.
I quickly slipped on my dress and heels, then ... Continue»
Posted by KirstyNylonlover 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 911  |  
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My birthday sex party part 4

My Birthday Sex Party Part 4

…………………..shall we go get another drink lads and leave the girls to recover and clean themselves up they laughed as they walked out. Jo said right that’s them out of the way lets clean you up, leaning towards me and kissing me again. Then pushing me back on the bed she started to like above my pussy at all the cum that had been spilt there. She made sure it was all gone before saying its on your stockings too hun, and removed them too so for the first time I was completely naked like her. She move round and positioned herself over me so her pussy was above my fac... Continue»
Posted by funbeth 1 year ago  |  Categories: Group Sex  |  Views: 911  |  
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ENSLAVED (chapter 7)

Master opened the cage door with his key and grabbed a handful of my hair as he pulled me out of my confinement. He walked me over to the chains that were hanging from the ceiling and secured my wrists to them and began to crank a reel that was on the wall. My arms started to stretch to there fullest as I was being lifted into the air. Master stopped turning the crank when I reached two feet off the floor. The muscles in my arms were burning from holding up my weight; I wasn’t use to this type of torture. Mistress proceeded to spin my body around in the air. Faster and faster she spun ... Continue»
Posted by WatchinUplay 1 year ago  |  Categories: BDSM, Fetish, Taboo  |  Views: 912  |  
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Russian Shemales 4: This Time, It's Personal

Again, I am not understanding humor in the title. My translator says "go with it". Whatever.

Mr. Aronoff calls in the morning, and says to meet him at the factory. We will be building set again for Friday night photography session. He is pleased with us, and says after taking out what we owe him, there is still little money we earned from last night. But he also suggests we buy some of our own clothing and cosmetics. This seems fair to us, as we cannot wear costumes when not working, and our country boy clothing is shabby. He will have Ana take us shopping later in day.

He also sa... Continue»
Posted by TransContinental 2 months ago  |  Categories: Sex Humor, Shemales  |  Views: 911  |  
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JUSTINE

Justine was a late c***d for me, I had been busy
building a career, not time for c***dren, after all
women in business and c***dren don't mix. I had the
drive back then, to make it all the way to the top in
marketing. I had wanted nothing else from my early
years in high school.

I worked and worked, putting my marriage at risk a few
times and then when I was offered the Managing
Department Head position, I discovered I was pregnant.
I was also 38, so if I wanted a c***d I had to
seriously think this one through. As fortune would have
it, when I went to the doctor I disc... Continue»
Posted by famlover66 2 years ago  |  Categories: Lesbian Sex, Mature, Taboo  |  Views: 911  |  
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New Neighborhood, Part 1

PART 1

I'd just moved into a new neighborhood where many adult teens stayed... All the houses typically Bev Hills type of a house. I'd moved in during the first week of college so there were rave parties all over the place, My neighbors were Mark and Sam, to the left was Mark and to the right was Sam and my house was in the middle. Mark was a year ender and Sam was in my college, Same year.
Mark had kept a party and had invited all his friends from the neighborhood and college, they all were mostly a year elder to me, I only knew Sam from my year as I had moved in just a week before. The p... Continue»
Posted by Ashley1991 3 years ago  |  Categories: Hardcore, Mature, Voyeur  |  Views: 910  |  
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black girls fun part 4

Hi again mow for part 4 we left ANN and Sally in bed they drifted of to sl**p in each others arms .About 3 o clock in the morning the front door opened and Anns husband walked in he went up to the bedroom .Ann he shouted what is going on i thought something was wrong with you when we talked on the phone . Ann woke up with a start she was stark naked in bed with a 16 year old black girl Ann was 55 .What the hell you doing here Ann shouted i drove all night to see if you were ok hubby said . All right Ann said im more then all right im happy at last .What do you mean hubby said i will tell you ... Continue»
Posted by seagull64 1 year ago  |  Categories: First Time, Group Sex, Lesbian Sex  |  Views: 911  |  
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Didn`t dare say yes but didn`t want to say no (p

One night feeling kind of horny i decided to stop by the theater in our local adult bookstore. who knows maybe i`d get lucky and there would be a nasty couple in there so i could stroke on my hard cock in front of the guy`s wife and let her watch me shoot a big hot load of cum all over the place.well no such luck no woman tonight only a few guys. what the hell i`ll still go ahead and sit down and jerk off and if a few of these guys wanted to watch that would be fine with me. i noticed a guy sitting a few seats down really watching me stroke on my cock.feeling a little brave i motioned to him ... Continue»
Posted by manard 3 years ago  |  Categories: First Time, Gay Male, Voyeur  |  Views: 910  |  
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A day on Amy's Boat

A Day On Amy’s Boat by Katrina

If you've read my last story about what happened with me and Bobby at my backyard pool, you know that, after that experience, I now think about boys differently. How a smart girl with an aggressive attitude can dominate boys. With my new outlook on life and my new freedom after graduating from college, I planned on enjoying my last summer off before I finally jump in to the rat race and get a job.

Well, the first thing I thought about doing was seeing if I could get another boy to jerk off for me and maybe even bring my friends Renee and Amy along for the r... Continue»
Posted by jbound 4 months ago  |  Categories: Voyeur  |  Views: 910  |  
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My Girlfriend and Her Daughters p1

After years of sexual fantasies, his wishes finally cum true.



I’ve been dating a gorgeous brunette for about six years now. Her name is Robin and she is very sexy, has a great figure and a super personality. We get along great and we really accent each others personalities. I am deeply in love with this woman as we both near the age of forty.



Robin is about five feet six inches tall, long jet black hair wavy hair down to the middle of her back, gorgeous steel blue eyes and she has a body to die for. Her breasts are a magnificent 35C with these dark nipples that really get pu... Continue»
Posted by adel5000 3 years ago  |  Categories: Mature  |  Views: 912  |  
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letter to girlfriend Erin from my Skiing holiday

The German guys on the slopes.


The 2 guys were staying in our Hotel and Ginni and I had noticed that they were following us about and trying to bump into us all the time. I didn’t particularly fancy either of them but Ginni was really on heat and wanted to get with the one called Franz, the other was called Peter.
I thought that they were about 25 but we found out later that they were 28 !!!

Ginni is in one of my Non Nude pictures on my Profile, she is pretty and has long brown hair, she will go with almost any guy who pays her a few compliments and she gets really d***k and into som... Continue»
Posted by littlegirlyme 3 years ago  |  Categories: Masturbation, Voyeur  |  Views: 911  |  
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Interrogatio





Interview

At 45 years old, Doris was a successful businesswoman. She built her Amazon Executive Women's consulting company from nothing to a thriving business with six great women employees. Doris loved being in charge whether it was her business or her personal life. She was going to hire her first male secretary, who would open her mail, screen her calls and assist the other employees if needed. In reality, he would be used as her own personal oral sex slave and face seat.

There was nothing small or shy about Doris and she loved how her size intimidated submissive men.... Continue»
Posted by klammer 1 year ago  |  Categories: BDSM, Fetish  |  Views: 911  |  
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Sassy's Roadside Gangbang Part 1



A group of us had planned a camping trip one weekend to a cabin resort. My friend Tony’s uncle owned a place and let us use it for the weekend, as long as things didn’t get too wild.

Tony invited our friend Sassy along. That didn’t make much sense considering she wasn’t an outdoors type of girl but she was easy on the eyes and I knew Tony had been trying to bang her for awhile so Craig and I didn’t have a problem with it.

She showed up that morning in a cute short jean skirt and tank top. It was already hot out that day and having her coming along made it even hotter. In my eye... Continue»
Posted by 8inchblake 2 years ago  |  Categories: Group Sex, Hardcore  |  Views: 912  |  
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Finding her man

Valerie Nicholls had found her motivation to work out regularly. His name was Connor, and he owned the gym that was incongruously tucked away behind an upscale European furniture store in what most people probably assumed was an area of tony shops and places where you paid four dollars for a small pastry that was wrapped up for you to take away in a small box tied with a ribbon.

At forty-two, Valerie had been divorced for six years and was content enough with her situation not to settle for less than what she wanted and needed in a mate. As long as her life included men---a variety---for go... Continue»
Posted by pau10s 2 years ago  |  Categories: Anal, Fetish, First Time  |  Views: 916  |  
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Busty Adventures of Brittany Ch. 05

Chapter 5

It was now Sunday morning and a very worn out Brittany woke up from her sl**p. Brittany was very much sore from her last night fuck with an enormous black male stripper. Her friends had gone back home to get ready for school on Monday. Brittany could barely move her legs and her pussy was the sorest part of them all.

“Damn. What the hell happen to me?” Asked Brittany, copping a feel on her sore giant titties. “AAAAH!” Shouted Brittany, realizing how sore her body is by trying to move out of bed. It took sometime but Brittany finally got up and decided to... Continue»
Posted by Big_titty_fucker 4 years ago  |  Categories: Taboo  |  Views: 910  |  
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Hot step mom with stockings

Hi, this is my 1st story so be nice to me,lol
It all started when i was like 13 y/o, My step mom was a waitress and she worked over night so, when she came home i got up, after she changed in the bathroom i would go in and take her stockings to JO to, wow what a fresh smell from her after working 12 hours in them. my cockwould get so hard from the smell of her pussy and ass, she was a big lady and i loved it, I always hoped that she would walk in on me, {more to come laer) after someyears of doing this i loved the felling of stockings so then i put them on to JO in , wow what a felling. to th... Continue»
Posted by SonMike 3 years ago  |  Categories: Mature  |  Views: 912  |  
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The long night out. Part 2.

The sun had long set behind the city skyline, as the blonde and friends headed into the club early. Heading upstairs into the VIP area, the cocktails started to flow again but all three friends just wanted four letters out of the name of the drinks they were getting, c.o.c.k. All there talk of men, sex, whose hot, who’s not, there fantasies, each other’s fantasies....all three pussies where wet...and they wanted men!, to chat to, to flirt with, but deep down they wanted to fuck a cock, and the cock to fuck them back just as bad as they craved it!!

The game played out for two and a half hour... Continue»
Posted by cherg 2 years ago  |  Categories: First Time, Hardcore, Voyeur  |  Views: 910  |  
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Ethereal Muff; First-time with a couple on a remot

She follows me down a winding trail through the fir, cedar and spruce forest to the shoreline of Georgian Bay. Waves gently lap against the shoreline of smooth, multi-colored pebbles, the air is heavy with the sweet scent of the surrounding forest, and the surface of the water is bright with countless tiny reflected beams of the sun as if there is a gigantic disco ball in the sky casting its sparkling radiance across the water to the edge of the horizon. Jennifer, my wife, happily wanders over the smooth stones and feels the water. Watching her joyful, sprite-like movements and peering into th... Continue»
Posted by goldenpalomino 2 years ago  |  Categories: First Time, Group Sex, Hardcore  |  Views: 910  |  
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First Time Submission

I would pick you up, you’re dressed just as I have told you... black skirt, button down blouse.... when you get to the car I can see that you have no bra as instructed... When you sit in the passenger seat I tell you that I need to check to insure that you have followed all my instructions... I tell you to spread your legs and I reach my hand under your skirt. Finding your smooth skin I touch to your trimmed pussy, just feeling the hair on your sweet pussy, I rub my finger between your pussy lips, and feel the heat and wetness.... I smile at you and tell you that you have done well and y... Continue»
Posted by tripper87 4 years ago  |  Categories: BDSM, Group Sex, Hardcore  |  Views: 910  |  
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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: 912  |  
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