Free Sex Stories
Page 1776

My Early Crossdressing

I started cross dressing around 12. At first it was knickers or tights. As I got older I started to get more serious with it. Just after I turned 16, I'd often go out round the streets round town dressed in full girls clothes. I'd always prefer going out late in the evening in winter, as I'd not pass many people and id normally only pass a few cars, some would slow down as I walked along the side of the road.

One day I was home alone, my parents were away for the week and my s****r was staying with her boyfriend. I turned up the music and got dressed from head to toe. I was pretty much smoo... Continue»
Posted by VirginAsAGirl 2 years ago  |  Categories: Gay Male, Shemales  |  
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Caught my s****r-In-Law

It was a few years ago.

I had phoned my s****r-in-law a day before saying that I was likely to be in the area and if she was at home I would pop in for a few minutes since we did not see each other on a regular basis. She said it would be lovely especially as her husband was away on business. When I arrived I was just come in via the back door which would be open since the weather was so nice at the time. This was our usual arrangement whenever we went to visit.

After I concluded my business I drove to her house and since it was somewhat awkward to park in their drive I left the car in t... Continue»
Posted by vibroing 1 year ago  |  Categories: Masturbation, Voyeur  |  
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My Friend's Hot Mom

Claire was my high school best friend’s mom. An attractive woman in her early 40’s, she was 5’8”, about 130 lbs, short dirty blonde hair and had a smoking hot body! When ever I would go over to his house, I would try to sneak into her room and steal a pair of her dirty panties. Her scent was so intoxicating and addicting. I would imagine her sexy body and think about her pussy rubbing on the crotch as I would jerk off with them later back at my house.

One night, I was over at his house with a bunch of other friends. Claire had gone out with some her girlfriends, so we had the house to ours... Continue»
Posted by Cool263 2 years ago  |  Categories: Mature, Taboo  |  
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Good Night Daddy



For as long as i can remember ive been a dirty girl. Im 5'5 caramel brown skin thick hips and thighs with 38DD tits and a large bubble butt.

At age 25 ive had my fair share of cocks buried in my young cunt but
none as good as my own father's.

On my 17th birthday a friend of mine decided she wasnted to get me a present that was shall we say a little different than you would usually give a friend. At first i didnt kno what to think of the long
pulsating black cock. At this point I was fairly new to masturbating and didnt know what to do with it other than to stick it into my supe... Continue»
Posted by MonsterandKitty 2 years ago  |  Categories: Masturbation, Taboo  |  
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Doorways

I suppose the best way to describe Mike is to say he's fair but firm. Most of the time our sex life is pretty tame. We experiment a lot with lovemaking in various places and various ways, and we both love it. But sometimes I'm just feeling bitchy or frisky and I try to make demands. When I get into these moods, my lover has to take control and put me in my place. Of course, I know where these demands lead me; right into tight ropes and pain!



It had been a wonderful day at the office. I'd finally finished a project I'd been working on for the last month or so, and for the first time I f... Continue»
Posted by wastedaway 4 years ago  |  Categories: BDSM, Fetish, Hardcore  |  
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Mindy and Brad (further adventures in her awakenin

Mindy awoke on the morning after she had sex with her b*****r Brad and lay in bed trying to remember what she was dreaming about. She looked at her alarm clock and saw that she had awaken at the same time as if she were going to get up and ready for school; however, she was on Summer break and she didn’t have to be anywhere. She pulled her sheet to her neck again and lay on her side looking at the clock. She had already decided that she wasn’t in the mood to get up and do anything, so she just returned to her thoughts at trying to remember what she had been dreaming about and won... Continue»
Posted by oldermale 5 years ago  |  Categories: First Time, Taboo  |  
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Cheating wife

My wife Sherry and I have been married 10 years now, about 3 years ago things got bad between us. Sherry never wanted to try any thing new in bed, always the same, sex one on two times a week, me on top or her on top was the only positions, very little oral sex for me once or twice a year, and never swallowing, always stopping short and me cuming on my stomach, she never let me get my mouth between her legs. Then things changed, she started wearing sexy panties, she trimmed her pussy hair, all things that I never could get her to talk about before. Most guys would think their luck was changing... Continue»
Posted by paul112 3 years ago  |  Categories: Hardcore  |  
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Me And Mum Part 1

It all started when i was 9 thinking about it my mum would wash me in the bath but she would spend a lot of time cleaning my cock and that sort of area . That is my early recollection when it started then the next thing that would happen would be when i was having a pee my mum would just walk in on me ( no locks on doors ) and not say a word but just look at me having a pee i never thought much of it back then but over the years i get used to it . Then as i was starting to get bigger and reach puberty she would just walk in to the bathroom even when i was in the bath and and just pull her pant... Continue»
Posted by paul73 4 years ago  |  Categories: Taboo  |  
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Yes my darling daughter

“Hi, darling. I’m home……Oh my god! I’m so sorry!”

“Mu-um!”

Diane stared in shock. She hadn’t even thought about it and just burst into Debbie’s bedroom and there on the bed, her daughter, stark naked, Her legs wide and her hips raised and obviously near the peak of her orgasm. The girl collapsed and tried to cover her naked parts.

“I’m so sorry, love,” Diane repeated. “I didn’t - er - well, you know.”

“Yes, Thanks, Mum!” the girl said. “You can stop staring now.”

“What? Oh. Oh, yes. Sorry.”

Diane backed out of her daughter’s bedroom and closed the door. She leant ag... Continue»
Posted by samvimes 4 years ago  |  Categories: First Time, Lesbian Sex, Taboo  |  
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TRICKY AUNT VICKI

Tricky Aunt Vickibyastralmote©
Hi. My name is Kevin and I just turned 18 in June. School's out and I'm free for the summer. I live in a small town in Iowa and my mom and dad run a restaurant. I usually help out in the summer, but since I'm planning on going to college in the fall, mom and dad felt I should have a break. That's good, but there's nothing to do in a small town. Just when I thought I'd be spending my summer playing video games, my mom suggested I visit her s****r, my Aunt Vicki.

Aunt Vicki is a widow and lives in California, near the beach. I thought wow, what a great idea. So... Continue»
Posted by taboolover1966 2 years ago  |  Categories: Taboo  |  
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Daughter's Leg

One day I was standing in the bathroom shaving, with only a towel wrapped around me. I often do this with the door open so the steam can clear out. As I was just finishing up, I noticed in the mirror that my 15 year old daughter, Rachel, was entering the bathroom. She had long brunette hair that flowed across her shoulders and accented her beautiful face. She was wearing gym shorts and a tank top. Her legs were shapely and perfectly tanned and her breasts, though not fully developed, were of good form and a decent handful. I noticed her nipples were perked underneath her shirt and my coc... Continue»
Posted by fuzzy_t 2 years ago  |  Categories: Masturbation  |  
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white bread

My name is Clara Bedford and I'm as white bread as they come. My parents
were born into money - old money - and lots of it. I grew up in a big
white house in Westchester County. When I was a little girl I played with
my little white friends. When I got older I went to private schools where
almost everyone was white. Then I went to college and it was more of the
same.

I have blond hair, blue eyes and fine features. I guess back then I was
what you would call a WASP thoroughbred because I was very very thin.
Girls from old money were supposed to be thin and I dieted and exercised ... Continue»
Posted by alexwd0 4 years ago  |  Categories: Interracial Sex, Lesbian Sex  |  
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Kayla And Her Daddy


I ran up the steps needing to go to the bathroom so bad
my eyeballs were floating. I turned the doorknob and
found the door locked.

"Shit," I muttered under my breath

I knocked loudly on the door while hopping from one
foot to the other. I was beginning to sweat and I
wasn't sure I would make it. I hate to think of me
standing in my hallway with pee running down my leg.
Not too cool for a 32 year old man to piss his pants.

"Daddy I'm in the tub," I heard my 13 year old daughter
yell from inside the bathroom

"Kayla, I need to go to the bathroom right now," I
yell... Continue»
Posted by brianbigdogsmith 2 months ago  |  Categories: First Time, Taboo, Voyeur  |  
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My Neighbor's Daughter...

From where I sit in the entertainment section of my large second story bedroom I can see the beautiful Sunday morning sky—it’s a kite-flying sky, clear, even a bit crisp, painfully blue. The French doors are splayed open with a resplendent view of the neatly trimmed, well tended municipal park, with its puffy green clouds of honeysuckle, and formidable walls of hedges that box in several winding, weaving bone colored walking trails, all soldiered by large, heavy topped oaks. A dog barks, three long husky bellows, and someone calls: here Starkey. The gauzy curtains inhale, exhal... Continue»
Posted by deandenhomme 5 years ago  |  Categories: Hardcore  |  
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The Christmas affair

At work, we are now in the process of setting up our Christmas party. It is always a major issue, trying to keep everyone happy, and it's just never going to be close to home for everyone. We do the best we can to satisfy as many people as possible.

Everyone seemed to really enjoy themselves, and there have been some discussions about returning to the same facility this year.

My story has to deal with the fact that my husband's company Christmas party 2010 was the same night as mine. I asked him what he wanted to do, and at first, he said that he would make an appearance at his party, ... Continue»
Posted by gsb42 3 years ago  |  Categories: Masturbation, Mature  |  
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Father in law with benefits


by Kiran Ali


My story began one Saturday morning and the events that unfolded took me completely by surprise. My name is Kiran, I am 30 years old and I have been married to Kabeer, a wonderful husband for about five years. We live in the Karachi, Pakistan in a nice double story house in a posh locality, just as we like it, nice and quaint and everyone knowing everyone else. Kabeer’s parents live on the ground floor, and keep to themselves, not causing the problems some people seem to meet under these circumstances.
... Continue»
Posted by kabeerzslut 4 years ago  |  Categories: First Time, Taboo  |  
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My Autobiography True story

JENNY ----- MY LIFE (a true story)



INTRODUCTION

The story of my life has been written as if it were a novel rather than a documentary because I think it would appeal more to the reader of other peoples’ lives. In any case my reflections are as real to me today as when they happened and as I write I am body and soul back to the time of the event.
About myself. I was born in the South West of England. I have never married. I have never had c***dren. I am bi-sexual. I was runner-up in a beauty contest at the age of eighteen and as a consequence had many modeling opportu... Continue»
Posted by jennyDar 4 years ago  |  Categories: First Time, Group Sex, Mature  |  
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On Holiday.

In May 2006 on my 41st birthday I went to Lanzarote on a cheap holiday i.e self-catering. I was lucky because where the complex was there was a large bar/restaurant next door so the majority of food and drink was bought here, also the back door of the bar went into my complex, ideal for going back and forth. I had an apartment with a roof terrace so I could sit or lie in the sun instead of going to the beach. the second day there I met the 'neighbours', they were two women, Anne and Yvonne, they were in their late fifties from Harrogate, they had won money on the bingo so decided to go on holi... Continue»
Posted by geo564 4 years ago  |  Categories: Mature  |  
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Beach Vacation II

---------------- The Close f****y: Beach Vacation II -------------

Cast:

Stepfather / Grandfather: Fritz
Son: Mark
Stepdaughter / Mother: Ellen
b*****r: Allan
b*****r's wife: Anna

---------
Part 2
---------

Ellen's b*****r Allan had finally made it to the beach with his wife and their k**s for the weekend. Luckily the motel room right next door to the one the other three f****y members were staying was still vacant. It was a tight squeeze for the whole f****y, but Allan decided it was better to be close .. and the price couldn't be beat, especially right at the week... Continue»
Posted by cptfritz 2 years ago  |  Categories: Group Sex, Taboo  |  
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MOM CAUGHT PART 2

By the time the weekend drew near, I had already gotten a few things in place, all that was required now was a little luck in bringing everything together, along with tempting her into doing what I hope I could get her to do in order to make everything work. There was certainly an element of risk involved, not to mention needing to get Darrel out of the way at some point in order to do so. But as luck would have it, that opportunity came when Darrel came home Friday waving two tickets for a Saturday baseball game he'd been given at work. As neither my mother nor myself enjoyed baseball, though... Continue»
Posted by sexaddict66 3 years ago  |  Categories: Mature, Taboo  |  
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