Free Sex Stories
Page 1787

My bosses wife

I am an African American male blessed with a 10" thick cock.
After I got out of truck driving school I was only 22 and had a hard time finding a job, because of my age an insurance regulations. I had an older white gentlemen take me under his wing and hire me as his co-driver for his new Freightliner. He was very patient with me and it was a great learning experience and a good well paying job. He showed my pics of his grand c***dren and they were clearly bi-racial and said his daughter was married to a black man. He also showed my pictures of his wife and told him I couldn't believe she was ... Continue»
Posted by jameshung27 2 years ago  |  Categories: Interracial Sex, Mature, Taboo  |  
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the real me part two

I took the mail in the house and mom was on the phone.She got off the phone and said we need to do something now. I said what she said go to my bathroom were she had me lift up my dress and take off my thong an bend over. I felt something cool and wet on my hole.Then felt her slide something warm inside me i moaned a little the felt warm liquid flowing in me,she ladies must douche and be clean and fresh.Then right in front she did her self her pussy was smooth with long lips.
Well it was close to 9 pm and she asked me if I would drive to the next town and get some stuff at the store.I grabb... Continue»
Posted by cdpaula 3 years ago  |  Categories: Shemales, Taboo  |  
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Our lovers first gloryhole

My lady and I have been swinging for awhile now, we are both bi so you could image the wild times. Soon enough we had a female lover or I should say she has a female lover and she shares her with me, lol. 
One weekend my lady and her lover Kat got together and wanted me to take pictures of them playing. After a hot photo session and a wild 3way, we sit at the computer and down load the pictures. Suddenly pictures pop up from our prior weekend (and the ones we took) My lady quickly tries to close them but Kat grabs my lady's hand stopping her. I'm standing there shocked, on the screen were pic... Continue»
Posted by rogue-1966 3 years ago  |  Categories: Fetish, Group Sex, Taboo  |  
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My first time with a man

My love of cock had started out when I was a young boy. Like most I would seek peeks in the locker rooms at school and in the restrooms. I hid this for many years out of fear of what people would think of me. I knew that I was raised by a father that was totally against this way of thinking so i kept it bottled up inside. Only thinking about it when I jerked off.
After several years in the Army where again I had to hide it. I was starting to get desperate to find out what it would be like to finally feel a hard cock in my mouth and ass. I got a job working in the oil fields in Texas, where ... Continue»
Posted by Lookingforkink 13 days ago  |  Categories: First Time, Gay Male, Interracial Sex  |  

Sharing my s****r

part one

This story relates to events that began in April 1981.

I was 13 at the time and my eldest s****r was 15, 2 weeks off her 16th birthday, I was a very shy and naive young teenager with no experience of the female species at all when this started, although I had a group of 5/6 close male friends who had been having group masturbation sessions for around 7/8 months, these started off with just masturbating in front of each other, to actually pairing off and masturbating each other. On the last session I had actually received oral sex off one of them.

Anyway on to my s****r, as I... Continue»
Posted by barney1968 1 year ago  |  Categories: Sex Humor  |  
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Watched my Mother-in-Law

I’ve always had the hots for my mother-in-law. She’s into her 50s but does not look a day over 35. Folks often mistake her and my wife to be s****rs with her being the younger one. This is why ever since I started dating my wife I also started fantasizing how one day I would be able to fuck her raw.

We live in another state far from my wife’s hometown and bought a house with a MIL basement for all her needs. The beauty of having such a setup is that it allowed me to put an HD camera with remote trigger in her shower. Think HD Hero type. And so my story starts...

My MIL visits us one spr... Continue»
Posted by trianglestitch 2 years ago  |  Categories: Mature, Taboo, Voyeur  |  
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Doctor Peters

Doctor Peters I

Angela Meyers opened the door to the medical suite. Perspiration made her yellow cotton sun dress cling just under her ‘D’ cup breasts. It wasn’t that hot out. The perspiration was mainly due to nerves. She had not been to see a doctor in nearly two years. When old Dr. Griffin had retired his patients and files had been taken over by a young physician just out of med school. Angela had never met Dr. Cynthia Peters but she had received the letters informing her of the change. Now facing the most embarrassing problem of her life, she and Dr. Peters were about... Continue»
Posted by jw1137 5 years ago  |  Categories: First Time, Lesbian Sex  |  
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Slipping it to Aunt Kay

I am only s*******n years old. I have had sex with my girlfriend a couple of times, not nearly enough. My parents wanted us all to go visit our grandparents. Aunt Kay and Uncle Will were going to be there with their k**s. After being there for several days I was getting bored and also very horny as I had almost private time-I could not jack off.
It was Thursady night and everybody decided to go see the Harry Potter movie. I volunteered to stay home thinking I might get some good jack off time. Aunt Kay then decided to stay home also. So everybody left, I parked myself in front of the TV ... Continue»
Posted by zimabean 4 years ago  |  Categories: Hardcore, Mature, Taboo  |  
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Julie's Mom takes advantage

I was a lucky guy in high school. I had a really hot girlfriend who was almost as horny as I was all the time. Her Mom was single, having been divorced about 5 years ago. She worked as a nurse and was always working extra shifts and odd hours to make more money. Usually I would bring Julie home from school, we would fuck, nap, fuck, do our homework, fuck and then her Mom would get home around 8 or 9.

I had a decent relationship with Julie's Mom, whose name was Stacy. She seemed to think I was an OK guy for her daughter. She didn't like that we were sexually active, but she was tolerant bec... Continue»
Posted by slapnuts69 3 years ago  |  Categories: Hardcore, Mature  |  
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trip to aunt norma's house

In this occasion i want to tell you a story about when i went to visit my aunt Norma
i haven’t seen her and my cousin's in 3 years.

last time i saw here i was 5 so when i went
to see her, i was 8 at the time, so i was excited and nervous at the same time..
i had never slept over anyone house but my parents thought it would good for me to go visit after all and although i was skeptical inside about the whole idea ultimately i wanted to go. I just never traveled on a plane either its harder being in a wheel chair but I was very excited

my parents called my aunt to let her know she sou... Continue»
Posted by huezo 9 months ago  |  Categories: Taboo  |  
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my mates s****r

(This is a true story)

Years ago when I was about 16 years old, I stayed at my mates house. We decided to play call of duty and drink until late at night. Now my mate had a s****r that was around 18/19 years old at the time and she was about 5,11' or so, brunette with shoulder length hair, with a slim build and nice quite big tits! So me and my friend are now beyond tipsy and are being quite loud on CoD (given the time of about 1:30am!) and his s****r comes down the stairs wearing a skimpy nighty, with an un-done pink dressing gown on. I am stunned by how sexy she looks! But all she says is... Continue»
Posted by black-man505 3 years ago  |  Categories: Anal, First Time  |  
  |  2

Sissy crossdresser and her Black Daddy Part 2

After nearly a week of almost nonstop creampies, facials,deepthroating blowjobs and bareback anal fuckings, my black daddy and I were sad to know we had one more night in which to have our nasty, kinky fun before our respective f****y remembers return. I had dressed in all manner of nasty lingerie and costumes for his black cock to use and I loved every second in which he entered my holes. This being our last night together my daddy told me to "take a shower white slut, and make yoself pretty. I got a surprise for dat ass babygirl". My cock could hardly get any harder I was so excited. I enter... Continue»
Posted by AllisonCumms 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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My First and Only Gay Expirience

I am not sure if anyone will ever read this but I would like to start off by saying a few things:
1) This is story is real.
2) I have never shared this with anyone and I feel that the anonymity of this site and the nature of its content is appropriate for me to share this without fearing any real repercussions.
3) Although this is a story that talks about a homosexual experience, I wouldn't call myself gay. I believe sexuality is a spectrum and I lie closer to the heterosexual side of that spectrum (although i do enjoy watching gay porn from time to time).
4) This story ended up being lo... Continue»
Posted by sam_i_i 5 months ago  |  Categories: First Time, Gay Male, Masturbation  |  
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A Tormented Wife

A Tormented Wife - (m/f, i/r, n/c)

"Hello, library, Jessica Holt speaking!" she said into the telephone. Then she froze and was speechless upon hearing the all too familiar voice say "Hello, Mrs. Holt! Ohhhh, I want to touch that soft sexy body of yours again! Ya want it again, don't ya, Mrs. Holt?" Heart pounding and panting for breath, Jessica couldn't think straight nor respond to the question. "Don't ya, Mrs. Holt?" came the question again over the phone. "Y …….yes!" she stammered finally in response.

Closing her eyes in defeat, she listened to the male voice on the phone sa... Continue»
Posted by subseeker 4 years ago  |  Categories: Hardcore, Interracial Sex, Taboo  |  
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Three Mature Ladies and Me (strapon sex)

hmmm a few months ago i was at a party of a friend and some older ladies were there too (f****y of his and acquaintances (around 30-45).
Most of his friends were long gone after a couple of hours, but i was having a good time and having fun with the ladies.

After a while the party was running towards it's end and some of the ladies invited me to go out with them and show them where i went out most of the time in amsterdam nowadays.

Ofcourse alcohol was being consumed heavily on this night and after about an hour or two of flirting and messing around, three of them asked me to come over... Continue»
Posted by oncam4you 4 years ago  |  Categories: Anal, BDSM, Mature  |  
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My s****r gives my first bj

I was 16 and aching for my first sexual experience. My dick would grow hard at the mere sight of an attractive girl but I couldn't get the courage to ask one for a date.
I felt like I was somewhat attracitve; I was 6'1" at the time and I was on the swim team. I had quite a bit of muscle definition.
My s****r was 17 and one of the attractive girlas at school; long brown hair, cute face, tight ass and medium sized boobs. She dressed conservatively but I got to see her in her pajamas. She had quite a body.
Both of our parents worked so we had the house to ourselces in the afternoons. One day I... Continue»
Posted by bufffreak 2 years ago  |  Categories: First Time, Taboo  |  
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first time sex experience

this is my first sexual experience. i was very young and it wasnt with a stranger babysitter or anything if you have a problem dont read it.

My first sexual experience was when i was very young and it was with my mother. she taught me a lot about sex, she never threatened or told me not to tell but for some unknown reason i never told any one except two people. the first time was only masturbation. we were living in an apartment in washington state. we were laying on the floor of the living room watching tv and she had just put my little s****r to bed. since i was older i could stay... Continue»
Posted by theholydiver35 4 years ago  |  Categories: First Time, Mature, Taboo  |  
  |  17

Turning to Darkness P-7

Part 7.

As Marko grunted and thrust his hips with all his might, the seemingly delicate c***d sized creature below him, wrapped her skinny legs around him and very slowly dragged her sharp little fingernails down his back. The horny boy didn’t notice the ten thin lines of bl**d across his back. But the little Princess he was fucking started to cum as the delicious smell filled her cute button nose. The vampire’s name was Violet, although she looked younger than 10, she was really older than 100.

“Marko, if your **** your little s****r like this you will kill the poor girl.” Violet ga... Continue»
Posted by VictorL4fun 4 years ago  |  Categories: Taboo  |  
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New security system

This all began without a thought as much of life does. We had decided to install a security system and after evaluating went with the system offered by the local cable provider. It is pretty cool, lots of options but who cares about that here.
One of the options is being able to log onto your home from anywhere and see what is going on in your home. It had been a few months and the newness had worn off. My s****r-in-law had been asking my wife about it and told her to log on sometime and check it out.
That would have been nice to share with me! I had the day to myself and thought I’d take ... Continue»
Posted by cumjunky26187 3 years ago  |  Categories: Taboo  |  
  |  3


I know you're married and you have k**s and stuff, but sometimes I wish you didn't so that you and I could be together." I was speechless and unable to respond. "Do you ever think about me that way? I mean, what it would be like to be with me?"

"Yes," I finally admitted. "I do sometimes."

Jenny closed her eyes and lifted her face closer to mine. I knew I should push her away, tell her no, take her home and forget all of this had ever happened. But feeling this nubile teenager so close to me, knowing how badly she wanted me, I was powerless to do anything except close my eyes and lower my... Continue»
Posted by koolstuff 2 years ago  |  Categories: First Time, Hardcore, Shemales  |  
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