Free Sex Stories
Page 1938

another prison story


My friend Craig and I were supposed to be watching each other's back but that only lasted as long as it took for him to make friends with a big dude on the bus ride to prison.

The first few hours after being in-processed into jail went fine. My three cellmates were other guys in on bullshit d**g charges, all of us just looking to leave as small a footprint on the place as possible.

Trouble was that there were a bunch of hardened criminals shoved into the mix with those of us wanting to mark time and get the hell out. I met one that first afternoon in the cafeteria. My job was to wipe ... Continue»
Posted by john1195 2 years ago  |  Categories: First Time, Gay Male, Masturbation  |  
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Fun with Wife and Friend

It was another Saturday night, just like many before, my wife and I were going to pick up our friend Mack and go to the local watering hole. We would have a few beers, listen to music, play some pool, and Mack and I would flirt with Joan. She was about 35 at the time; she had recently lost some weight, and was feeling very good about herself. She had a tough time losing the extra pounds she put on during pregnancy and was very proud of herself. I thought she looked sexy and our sex life was great. She has a beautiful 38d chest and nice round butt. She stands 5'6" with shoulder length brown hai... Continue»
Posted by tcg 4 years ago  |  Categories: Group Sex, Taboo, Voyeur  |  
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Ravaged in Broad Daylight! At 18! Ch. 02

Mark was dazed when he got home. He'd just been essentially ****d in broad daylight by an older man, and with a witness to boot! This sure was a surreal introduction to sex.

Mark pulled off his jogging clothes, and removed the torn shorts that were the cause of his being ravaged.

Well, it's your own fault for wearing obscene shorts!

He threw them in the garbage can.

After taking a long shower, Mark had dinner with his parents – God, what would they think if they knew that a man's cock had been shoved inside me a few hours earlier? – and then went to bed.... Continue»
Posted by Acebottom 6 years ago  |  Categories: Anal, Gay Male, Group Sex  |  
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The Assistant

She had been working all day and it was getting late. She had a report to get out and was very tense. Her office door opened and her aide came in with coffee for her. "You have been working hard in here. I brought you coffee." she replied. The boss stretched and told her, "Yes I have been leaning over this computer for hours." Her aide said "let me give you a massage" and got behind her and began to rub her shoulders. "Oh that feels good" said the boss. "it gets better" replied the aide. She then rubbed around her neck and onto her chest. "Lets loosen this shirt a little." The aide had more i... Continue»
Posted by smileforme 5 years ago  |  Categories: Hardcore, Lesbian Sex  |  
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Tonya's New Toy

Tonya’s New Toy

“Did Tonya tell you about her new toy?’ I asked.

“Yes,” Jason said. “She sent me an email with a link to it. And a picture. You’d think she’d be a little more discreet. I mean, somebody could have been looking over my shoulder.”

“It’s Tonya,” I replied. “You know how she feels about that kind of stuff. You celebrate it, you don’t hide it. I mean, geez, have you ever been to anyone else’s house where you see ‘private time’ notes on the patio doors because someone is out there masturbating?”

“I guess, so Gillie” Jason said. “But she really doesn’t need to send picture... Continue»
Posted by milliet 3 years ago  |  Categories: Group Sex, Masturbation  |  
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Ravished by cab drivers and his friends but yet en


Hi readers I am writing the continuation of the story Ravished by cab drivers and his friends but yet enjoyed later - 1. Well if you are reading the story for the first time please read my previous part mentioned here.

I’ll continue where I left in the 1st part.


So when he put his fingers inside my mouth and I was licking it I was all aroused and he started looking at me by lifting his face. He came near my breasts and as we were sweating he blew some air from his mouth and I felt like a breeze went from my chest. I started breathing heavily and my eyes were closed. I could smell h... Continue»
Posted by gayatri_saha00 2 years ago  |  Categories: Anal, Group Sex, Hardcore  |  
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Sex encounter with maid

Today I am going to narrate one of my real experience with my sexy and cute maid name Usha.

First let me describe myself. I am a average looking guy with a good physic. My tool size is approx 6.5 to 7 inches and I am very fond of having sex. U can even say it is the best way to relax myself. I am married and have a k** as well. My wife loves me and like me on bed. She always says that No one can satisfy as I am. To be very honest it is one of my quality.
Coming back to our story, as my wife is a working woman we kept maid for household work. But in a city like pune to geet a. Good maid is ... Continue»
Posted by chandan0707 2 years ago  |  Categories: Fetish, First Time, Hardcore  |  
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Uni day

I was in my final year, I remembered I was at the cooler having a sip when a girl walked passed and smile at me. I smiled back and wondered who was she, her face rang a bell in my mind but I could not quite place a name to her. I watched her sat at the bench table near the cooler, studying. I decided to approach her as I just ended class and had nothing to do.
As I walked nearer, I recalled her. She was the girl in my statistics class in year 1, named Jane(fake).
I went up and asked her how she was doing and what modules she was currently taking. Found out she was taking 2 mods that I was ta... Continue»
Posted by Labouroflove 1 year ago  |  Categories: First Time, Hardcore, Voyeur  |  
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How I Became a Cross Dresser

For as long as I can remember, my s****r dressed me in her clothes and makeup every chance she could find. She was two years older than me, so I didn't have much choice when I was very young. Up until I was about 12 or 13, my mother allowed this to go on, and by the time she said no more dressing me up, it was too late. My s****r and I continued to dress me up in whatever we could find every time my mom left the house.

When I was 15, she had a group of girls sl**p over, and they called me into her room. My s****r had told them all that I liked to dress like a girl, and they wanted to see fo... Continue»
Posted by kbking70 3 years ago  |  Categories: Fetish, First Time, Gay Male  |  
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Later with Leslie

If you recall from my previous post, I got caught masturbating with our house guests panties, but rather than being offended, she was excited, and ordered me to return later that night after my wife was asl**p.

When we got back from dinner, Leslie went to bed, claiming too much wine, and my wife soon followed suit. I stayed up, nervous and excited, fantasizing about what lay in store for me. About 1:00 AM I snuck upstairs and slowly cracked open Leslies door. She whispered "hurry", and I went to the side of the bed, looking at her exposed body in the light leaking through the blinds. She w... Continue»
Posted by puterguy88 3 years ago  |  Categories: Fetish, Masturbation, Mature  |  
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The Weirdest Experience ever recorded in my Diary

When he came into the bar, he appeared huge, he was tall and rotund, a massive beer belly, grotesque would have been a cute word to describe him, if you were comparing him to something ugly, but thats girls for you, we always judge on appearances, and he made me wretch.
'Is that him', I asked Jim, my boyfriend, he looked up and waved to him. I watched him shuffle towards us, he appeared popular as many were calling out to him. I looked at my boyfriend when he stopped at a table, to say something to a group of guys, he looked at me, well I think he did, and they all laughed, 'WTF', I exclaimed... Continue»
Posted by MarieL 5 years ago  |  Categories: Anal, Gay Male, Group Sex  |  
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Sharing is caring

My ex-girlfriend was the best; I should have never let her go. She met ever and any desire I wished for. Well anyways, we had been dating for over a year and six months. We were always looking for the next level in our sex life. We reached a good level on the night I had a good friend over, Wilson. Wilson needed to get away for a bit, so I invited him to join me and my ex for dinner. While she was preparing dinner, I would tease her, slowly rubbing her legs and back, I couldn’t resist. My ex had on a short summer like dress with a spring sweater. My kissing and rubbing led us to the hallway fo... Continue»
Posted by russtown 4 years ago  |  Categories: Anal, Group Sex  |  
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Wendy's POV (Wendy and Sara part 2)

I woke up very happy the next morning with Doug's cum oozing out of my thoroughly screwed pussy! I slide out from under his arm trying not to wake him. Doug will need all the rest he can get! I do my business in the bathroom then peek in and Doug is awake. Our sex last night was some of the best ever, man or girl! Doug really knew how to take his time and explore my needs! and did he ever fulfill those needs! We take each other in our arms and hold each other. It was a lovely moment of non-sexual enjoyment of just being with each other.

We kissed deeply and passionately as I push Doug down... Continue»
Posted by auroran 5 years ago  |  Categories: Anal, Hardcore, Lesbian Sex  |  
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Taste Of My Elder s****r's Virginity

Hi readers this is Naveen and I’m 19 years of age originally from Chennai, average color 6 feet tall and fit. This happened when I was studying 12th and my f****y consist of four members- mom, dad, elder s****r and me. My s****r's name is Priya (changed) I live in hostel and return home once I a while for vacations. This time I had a study break for my first term exams, so I got a chance to come home to visit my f****y and take a break at home.

My s****r had just finished her B.E and was waiting for the call letter from the company that she got selected. Now she is working in a MNC company... Continue»
Posted by sakkky10 3 years ago  |  Categories: Fetish, First Time, Hardcore  |  
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My casino pool adventure

This is a TRUE story. I am having a difficult time believing it actually happened to me.

Just recently I went on a weekend trip to a casino in the New England area. After several hours of drinking and gambling, losing mostly, I decided to go to the pool. I've been to this particular place several times and never ventured out of the casino or the hotel halls. I got changed and started on my way.
I arrived and saw a decent sized pool with families and couples all swimming around. I decided to go to the pool bar and have a few more beers.
I got a lounge chair and put my belongings down, st... Continue»
Posted by Masshole 5 years ago  |  Categories: Anal, Hardcore  |  
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Kneel, Suck, Swallow (Part One)

On a cold Saturday night a couple of Decembers ago, I was feeling very antsy and restless. I had just shaved my body, applied lotion on my arms, legs, and smooth white ass, and was trying on some sexy fishnets when I got a call from my Filipina ladyboy friend whom I had not seen in a while. She wanted to get together and have some fun. Not ever knowing what to expect, but knowing it would be something exciting and kinky to warm my body on a chilly night, I agreed to go to her house. "Give me an hour to get dressed and ready, and I will be right over," I told her.

So, after thoroughly cl... Continue»
Posted by kinkyjodigurl 7 months ago  |  Categories: Hardcore, Shemales  |  
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A stop for tea...

It was an incredibly cold evening and all I could think about was stopping by the local coffee shop on the way home from work and getting a tea for the long ride home. I worked late, I was tired, and it was getting close to closing time for shop. I made it with fifteen minutes to spare. Running through the door, I looked for the regular guy who wasn’t anywhere to be found.

I noticed movement out of the corner of my eye and from the back counter a woman appeared. She was a little nervous, but I put her at ease with conversation about the cold spell, as she made my tea. She was very friendly ... Continue»
Posted by ibelong2him 4 years ago  |  Categories: First Time, Lesbian Sex  |  
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A man need to eat humble pie from time to time

I was starting to get anxious now cos something wasn't right, I could feel it as the sense started to seep into my being like damp in the wall of a cold wet night all chilly, like something gone off.

It had been a pretty good night all in all. We'd gone out to that new, classy restaurant on the high street. The food was fantastic, the service flawless, the ambience just perfect and the company, well it would have been out of this world if she hadn't insisted on dragging that gay bloke she called her old friend along. It was our first anniversary since we first began seeing each other but h... Continue»
Posted by badpenny72 1 year ago  |  Categories: Anal, Gay Male, Taboo  |  
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Midnight Snack

She let herself in, and was hanging up her jacket when she heard a noise from the kitchens. Seeking its source Emma discovered one of the chefs, a middle-aged ex-army chef named Mike. He was divorced, and had taken the job at the hotel mainly for the free lodging. Emma had never been sure about him. They flirted a little, generally quite harmlessly. Although middle age was upon him, he still had the powerful physique of an army man. She caught him with his nose in the huge, stainless steel fridge, fixing a midnight snack. He was wearing pyjama bottoms in a hideous tartan pattern. Christmas pre... Continue»
Posted by ChrisTracy 6 years ago  |  Categories: Mature, Sex Humor  |  
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fuck my girl on train

Hi everyone.I am rocky.I live in Surat.Shrishti my girlfriend is a nice looking girl having a seducing figure 32-30-34.

This happened when i was 18 year old.Shrishti was my best school friends as we share our secrets with each other.She is a dam hard working girl with her academics and guys girls who are hard working never like to get involved in any relationship and shrishti is that type of girl who even not like to explore herself to may people. As i have told you that she used to share her secrets with me so she had told me about her feeling when she first seen porn on internet.

There... Continue»
Posted by rocky2789 2 years ago  |  Categories: Anal, First Time, Hardcore  |  
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