Free Sex Stories
Page 1776

A Bet is a Bet

A Bet is a Bet

My name is Michael. So my wife and I were having a little argument about money. I know, it's the typical argument that couples have most of the time. She was complaining that I don't do well with money. I could barely defend myself. So, I made a bet with her...I told her that if I don't spend a dime on anything other than gas for the month of February, then she would have to go on a date with the man of my choice. She paused, but then agreed. I guess she thought I couldn't do it.
My wife Carrine, and I have been married for 26 years. We've done... Continue»
Posted by Airborne8484 3 years ago  |  Categories: Group Sex, Mature, Voyeur  |  
  |  5

babysitter and my milf again

my wife has always had a thing for younger guys, and I enjoy hearing about all her conquests and absolutely adore the few times I am allowed to watch or better still join in.
Peggy had gone out with a group of girls to a bachelorette party and I figured they would drop her off trashed later that evening.They were going to a male strip club and every time she went there, she was always one of the girls that got the strippers attention.
I was enjoying a captain and coke and watching a movie when I heard a knock on the door-wall. I got up and found Joe. Our old babysitter at the door. he was d*... Continue»
Posted by dusty48180 3 years ago  |  Categories: Mature, Taboo, Voyeur  |  
  |  2

Imogen...A story for a perfect lady xx

The first time I saw her was in the supermarket. I'd popped in to get some milk and a pizza for my tea and I saw her futher down the aisle. It was a hot July day, and she was wearing a little flowery dress. I distinctly remember that moment. It has stuck in my memory ever since. She was slim, with red shoulder length hair and as I slowly walked up the aisleway between the fridges I took the oppurtunity to look her up and down. Damn, she had a nice body!! When I got a little closer I could see that she was also absolutely stunning! She had a basket full of shopping and as she passed me she smil... Continue»
Posted by RobbyTT 3 years ago  |  Categories: Hardcore, Mature, Voyeur  |  

A good Start

A good start

Gerald awoke and turned over in his bed. Warm and peaceful he lay in the darkness. Glancing at his clock he saw that it was early. Even though he didn't have to go in to work, his body clock had woken him; or so he thought.

As he lay there he heard a buzzing, in his half awakened state he wondered what it may be. There it was again. Suddenly he realised what he was listening to; it was his own doorbell!

Quickly jumping out of bed he opened his bedroom door. The buzzing was much louder in the hallway. He reached the thick wooden front door to his apartment in two bound... Continue»
Posted by eyan69 3 years ago  |  Categories: First Time  |  
  |  1

watching her get done

It began innocently enough with a guy sending me some pictures of his wife, A few days of trading pictures and he said he wanted to bring his wife to Denver to meet me. He said his wife really liked the pictures of my big cock and wanted to sample it.

He got a hotel Saturday night so I had most of a week to prepare. I went to the sex store and bought some toys, a giant dildo and some tiny nipple and clit vibrator bullets.

We met at the hotel bar and had a few drinks, she had been drinking already on the trip to Denver and was pretty snookered. We sat in a booth with her in the middle and... Continue»
Posted by driveherbinight 3 years ago  |  Categories: Interracial Sex  |  
  |  4

punished by parent in laws chapter 12 part 1

For a long while Michael and I lay on the bed in a naked embrace, my wrists still bound to the headboard, and I still had ribbons in my hair and bobby socks on my feet.

I was reluctant to spoil the moment, but my mind was racing with questions, and I desperately wanted answers. I especially needed to know if he knew anything of what had been happening between his parents and myself over the past months. Michael also realised my need for answers, therefore he untied my wrists and sat me up on the bed.

I was shocked when he confessed he had known everything right from the beginning. When m... Continue»
Posted by lippy100 3 years ago  |  Categories: BDSM, Fetish, First Time  |  

part 2 of chapter 12

"I bet it did." The Sheriff was clearly enjoying himself.

"And then I felt somebody on the bed. I felt a penis pushing against my vagina, and then I was penetrated. I cried out because I am a happily married woman, and I didn't want to have sex with anyone except my husband." I gushed my story out. The Sheriff was wide-eyed, and even the three d***ks had gone quiet.

"But then I found out it was my husband, which was a really big surprise as my husband is supposed to be away on a business trip."

"I bet it was a surprise." The Sheriff took a moment to recover. "It is quite a story, youn... Continue»
Posted by lippy100 3 years ago  |  Categories: BDSM, Fetish, First Time  |  

Burnt Toast

“Oh shit” she exclaimed as her toast came out of the conveyor type toaster in the Members Airline lounge, “fucking burnt”. I picked it up and said “here, I’ll turn it down and do you two new pieces while I do my own”

I was standing next to this tall mature woman dressed in a black business suit. The skirt came to just above her knees and with black stockings and impossible stilettos she looked like sex personified to me. I’d not really seen her face but when she turned to thank me I could see she was a woman in her fifties and quite hard looking but lovely skin. The long black hair onl... Continue»
Posted by hulosayla 3 years ago  |  Categories: Anal, Group Sex, Mature  |  
  |  3

I Cannot Believe This Happened

This is a true a story and I still can not believe it happened to me. I had just finished high school two weeks ago and was all ready to go to college. I was excited to get to college and get some college pussy.
I am just a regular guy, that is what makes this story so wierd. I have had girlfriends, I have sex many times. I am not super good looking nor am I butt ugly. My mom and I have had a normal relationship also. Nothing sexual, no peaking at her in the shower. My mom and dad seem to have a good relationship also. My mom is no super model, she is average, dark hair, blue eyes. Mom h... Continue»
Posted by zimabean 3 years ago  |  Categories: Hardcore, Mature  |  
  |  5

Letting His Mind Wander

His eyes locked on hers the moment she stepped onto the bus. She was tall and curvy, dressed to show it off. Her top was snug with a low neckline, exposing cleavage to get lost in. The knee-length skirt hugged her hips and she wore high-heeled boots that could cause some damage with the right kick. She caught the attention of most of the passengers, male and female. There was no denying she oozed sexual energy.

One of the few seats available on the bus happened to be right across from where he was sitting. And that’s the seat she chose, demurely crossing her legs as he watched. She leaned f... Continue»
Posted by mzraine 3 years ago  |  Categories: BDSM, Voyeur  |  
  |  5


I have to be fast any second it can change the whole motion and I will be out off sync. I turn over and move myself in a position it will be easy to go deep just the way I like.

When I push hard in one thrust as deep as I can and in the meanwhile reaching out for the breast to grab the nipple I know this will make the difference so I can penetrate all the way, even it will hurt for just a second.

I stick high up my curved ass towards his stiff cock to feel him going even deeper, I moan loud if he squeezes my left breast and pulling my swollen nipple.

The sensation of feeling the tip o... Continue»
Posted by Ablon 3 years ago  |  Categories: First Time, Sex Humor  |  


Well me and wife decided to book a hotel to turkey on the net some relaxation and fun. Now my wife is tall blonde great body with lovely ass . Now she has not had many lovers before me and we married eaand I was delighted as she was so hot . She is pretty shy in bed and does not believe she is fit anyway we got to turkey a little resort weather was hot on our first night we had a few drinks I mentioned as we were mid sex about her having sex with someone else as I have done in the past she got wet but never said yes or no anyway the next day during breakfast the waiter flirted with her I felt ... Continue»
Posted by ihaveasexywife 3 years ago  |  Categories: First Time, Group Sex  |  
  |  2

The New Boss in Charge: Conclusion

This is the Final of The 3 Part story... PT 3 (Please read PT 1 and PT 2 of The New Boss in charge to understand this story)
This is about a point of view from a white guy named Jeff...the Inventory clerk of a company who recently got a New boss.. Who a black ex-Marine.
Amy is a mid 20s blonde petite white girl.

Jeff had made it past the door of Mr. Johnstons office, but not without LeRoy noticing he was still there. But LeRoy remained quite, yet looked to make sure Jeff was not hanging around milking overtime on the companies clock, which Jeff was not, and in the clear...... Continue»
Posted by Jen12 3 years ago  |  Categories: Hardcore, Interracial Sex, Masturbation  |  
  |  6

Fun at the Farm

Debbie, one of the girls I work with invited me to go horseback riding with her, at her mom's farm. I said that would be fun. So, I got up the next morning, showered and slipped on one of daddy's button down shirts, a pair of skinny jeans and my red cowboy boots. I french braided my hair and put on mascara and eye liner. Brian said I looked hot and he wished he was going with me, to watch my tits flop as I rode that horse. I laughed, kissed him good bye and left for the shop.

When I got to the shop I was surprised it was closed, Debbie said the accident down the street knocked out t... Continue»
Posted by loloishorny 3 years ago  |  Categories: Lesbian Sex, Mature  |  

The Jacuzzi spa and craigs list

So I placed an ad on Craigslist, (1st time in the personals)
Add stated going to “Neptunes lagoons looking for a friend or 2 to enjoy the warm Jacuzzi and sauna for a couple hours. Since it’s a cold and rainy day. 5’ 11”, 210#, 34W, 52 Y/O like to get my cock sucked and ass rimmed.”

Got the typical 4 million reply’s from scammers. Found a couple that seemed really great so responded and gave them the link and that I would show about 2:00 pm. Arrived at 2:000 exactly, started to pay for the room, when in walks one of the guys that responded. I pay for the room, the guy behind the front de... Continue»
Posted by riverrat_jim 3 years ago  |  Categories: First Time, Gay Male, Taboo  |  
  |  11

My sex slave

For the past month I had enjoyed a lot of success at my new job. Within a two week period I had landed two new clients, the new multi-million dollar contacts they signed gained me a promotion. The big executives in the company were singing high praises about me. The following week I had to report to a new floor and work with a new set of team members. I was teamed up with this African American female named Tracy she was in her late 20’s and had the body of a goddess. She stood around 5’7 145, her small coke bottle frame would man most guys stop and stare. The only thing about Tracy that I disl... Continue»
Posted by kinghut 3 years ago  |  Categories: Anal, Hardcore, Taboo  |  
  |  5

s****r And Me

This is a true story as told to me by my swinger friend RonJohn. Enjoy!
My s****r is four years older than me. We have always been close growing up. I must say that I have always loved women-and I mean from my earlist memory I can recall always trying to see my mom, s****r and any other woman naked.
I would walk in on mom right as she was getting out of the shower, suprise my s****r when I knew she was changing clothes. I would pop in on granny when she was in the bath. I even peaked at some of my friends moms. It seemed to not bother anyone as I was young and I think they all got use... Continue»
Posted by zimabean 3 years ago  |  Categories: First Time, Hardcore, Taboo  |  
  |  10

They always look after you.

They always say your parents know best. And mine certainly did. They never cared whether I was sporty or not. They never criticised or mocked me when I wanted to become a actor. To them I was there son and they simply wanted me to be happy.

I shouldnt have been worried when I considered I might be Gay but I still bottled it up and never told them. I was driving with mum to visit her friend Angie when we got chatting. She knew something deep down something wasnt right. I was 19 and had never brought a girl home with me. I rarely went out of the house, say only play on my xbox. Why wasnt this... Continue»
Posted by lush2222 3 years ago  |  Categories: Anal, First Time, Gay Male  |  
  |  2

In The Ozarks

She was sitting on the bench at the picnic table where we had had our first date. It was dark but I could see her very well from the lights on top of the levee. I was merely feet away, standing near the bank of the river, but she couldn't see me where I was concealed in the shadows. She was waiting for me but I didn't want to speak just yet. I just wanted to watch her. I could feel the bl**d and adrenaline pumping violently through my veins. I was on fire on the inside, and the heat radiated through my chest and face. It was all that I could do not to race to her and rip her clothes off right ... Continue»
Posted by talltex53 3 years ago  |  Categories: Hardcore, Mature  |  
  |  1

Mothers day

Tommy arrived at his mothers house early in the morning. It was mothers day and as well as a fresh bunch of flowers Steven handed his mother a card. Mary was delighted to open the card and find her son had bought 2 tickets to the concert she had been talking about. "Thanks son but I don't imagine your dad will have any interest in coming along." Stevens dad quickly made an excuse about being busy that night and headed out to the garden. "Well son it was a nice idea." Tommy put his arm around his mum "don't worry mum, I never expected him to be interested, I'm taking you." Mary's face lit up, d... Continue»
Posted by mumlover1987 3 years ago  |  Categories: Mature, Taboo  |  
  |  10