Free Sex Stories
Page 1739

Woman's Story: First Time Anal

I have always been this adventurous woman when it came to sex and almost anything else, but anal sex scared me and seemed somewhat forbidden. I knew so many people who had done it before, but for some reason I remained an anal virgin until I met the right person to trust and I knew I had to try.

My boyfriend and I were out one evening having a few drinks and he told me he had a surprise for me. We left the bar and he took me to the beach. As we walked around the beach, things started to heat up as we were touching and deeply kissing each other everywhere! He took me by the hand and walked m... Continue»
Posted by themilffucker 3 years ago  |  Categories: Anal, First Time, Hardcore  |  Views: 1335  |  
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An Aunt's Seduction

An absolutely true story

Let me start by saying that I have never uttered a word of this to any human being but through the anonymity of the internet, I feel like I can now tell this story.

I am in my mid-fifties now, so this took place quite some time ago, but no doubt has partially shaped who I am today. Back when I was seven or eight I had an aunt who used to come to our house and visit for two weeks in the summer. She is six or seven years older than I am so at that time was f******n or fifteen.

Back then, my parents were apparently clueless as she was assigned to sl**p in my do... Continue»
Posted by badbob_41 1 year ago  |  Categories: First Time, Taboo  |  Views: 7888  |  
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"High School Days"

Jerry was spending a few days with his old high school buddy, Bill, and his s****r, Barbara. Jerry hadn't seen Bill in years, and when he found that he would be in his town on business, he had called to say hello. Bill had insisted that he stay with them, instead of at a motel. That evening, after a good dinner, the three of them were sitting in the den sipping wine and talking.



"By the way, Barbara, how did your class go today?" Bill asked his s****r.



"Great," she grinned. "Wait until you see what we learned today."



"I can hardly wait," Bill grinned.



"What kind of ... Continue»
Posted by rime923091 3 years ago  |  Categories: First Time  |  Views: 904  |  
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My Husbands Friend

One night in December my husband had gone out on one of his many work Christmas nights out. To keep myself occupied while my husband was out having fun I was chatting to some people on line and was reading a particularly hot erotic story in one of the many books I had. With my trusty rabbit in hand I was having a great night in and the wine I drank was loosening me up nicely. As the hero in my book was furiously fucking his young secretary I was teasing my clit and plunging the plastic shaft of the dildo in my pussy. Just as I was on the brink of orgasm I heard two voices chatting and getting... Continue»
Posted by emlou 3 years ago  |  Categories: Masturbation  |  Views: 2849  |  
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Who's watching Me?

It's cold out now and now my favorite time of year. Warmer weather means I get to wear short skirts and midriff length tshirts or halters. I love to wear thigh high stockings and garters along with a thong and go to my local park where
guy cruise for sex on the downlow. Yea I'm a transvestite and I look pretty hot sometimes, but also have clothes for all occations.
This afternoon after getting off work around 2:30 I quickly pulled into a quite spot a few miles from the park and got out my bag. I had as normal worn my thong and size 6 lowrise stretch jeans to work, I love the ... Continue»
Posted by kristygurl 4 years ago  |  Categories: Shemales  |  Views: 1003  |  
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My Double Penetration Fantasy Comes True.

Last Saturday afternoon I finally experienced something I have always wanted to try but could never find the right two men I was comfortable doing it with until just the other day. I have always wanted to be double penetrated by two men. I have done it often to myself using sex toys and it turns me on so much. I love the feeling of being so filled up like that, and I enjoy anal sex enough to know that being doubly penetrated would just drive me wild. Finally it happened! If I have my way, it will not be the last time.

I am 30 years old and I have a 22 year old male friend named Brad w... Continue»
Posted by Tami300 3 years ago  |  Categories: First Time, Group Sex, Hardcore  |  Views: 1680  |  
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black paper boy

It was a cold, rainy, October day as I sat by the
window looking at the rain. It was raining cats and dogs
Then I saw the poor paper boy throwing papers onto porches. My
Thoughts were on my husband, who was serving in the navy, aboard
An aircraft carrier. He had been gone for 5 months and I was
thinking of how much I missed his company, his conversation, his
cock. We had been married for a ten years and my
husband Ed's tour was on another tour of duty for his
country. He worked so hard for Uncle Sam that he didn’t fuck
me enough anymore. I had collected a large amount of sex... Continue»
Posted by kinghut 1 year ago  |  Categories: First Time, Interracial Sex, Taboo  |  Views: 2840  |  
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Carol tells a story.....

One night I brought someone home from the bar I was working at, I had told my husband about him -- he was very open about the idea that he wanted to fuck me, and he wouldn’t mind sharing me or watching me with another man at the same time. His name was Belldonn.

When I came home I told Belldonn that I just needed to get towels outta the other bathroom and I would be right into the master bathroom, I wanted to shower after working all night. When I went into our bathroom, My husband heard me and snuck in on me and began to tease me with his fingers on my clit, when he realized I was already... Continue»
Posted by BellDonn 4 years ago  |  Categories: Group Sex, Interracial Sex, Mature  |  Views: 566  |  
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First 3some with my wife

So my best friend and I had set up to have a 3some with my wife. Long story short, he backed out. Needless to say it was in instant buzz kill. Know I tell you that to tell you this……

One night Jessica (names have been changed) and I went down to the bar that we always go to on Friday night. Once we got in we found Rich, a good friend of mind and one she got to know from the bar (he was a good looking average looking white). We sat at the bar with him and as soon as we sat down, the shots started coming. He bought some I bought some. It was at this point we were all feeling good so I began ... Continue»
Posted by Shaggy2Dope2 3 years ago  |  Categories: First Time, Group Sex, Voyeur  |  Views: 5147  |  
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Mrs. Banks my boss's slut wife

Written from the perspective of when it happened.

I can't believe, I am fucking my boss’s wife! She is so fucking hot man. She can’t seem to get enough of me either. Technically she is not old enough to be my mom, but she is old enough to be my older s****r. Becky is in her late thirties and is married to my boss. His name is Pat and is somewhere in his fifties. Becky is his third wife and treats him like crap. It’s pretty obvious to me that Pat must be her sugar daddy.

Becky for one thing is totally hot babe. She has brunette hair with sparkling green eyes. She also has huge tits... Continue»
Posted by Johnnytames69 3 years ago  |  Categories: Hardcore, Mature, Taboo  |  Views: 2582  |  
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Deep in my Mothers Ass

My mother has always been afraid of Thunder Storms, especially at night. For as long as I can remember, whenever there was a storm my mom would come into my room and climb onto my bed so she wouldn't have to be alone. Early on we would cuddle up in each others arms and hold each other. But as I got older this innocent behavior soon stoped seeming so innocent. So mother eventually stopped holding me and settled for just lying face down on the bed next to me.

Mom may not have been very attractive, which is probably why she was seldom asked out, but having her laying next to me in nothing ... Continue»
Posted by nicktoryu 1 year ago  |  Categories: Anal, Mature, Taboo  |  Views: 16409  |  
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My time with Beth

This happened a few years ago during a Halloween get together. It was one of the first sexual experiences i had, so i thought it was really hot at the time.

I went to my friends house that friday afternoon with a few other friends. Me and my friends aren't the "cool" k**s at school so there was only one girl, Beth, there. Shes a decent looking girl, somewhat small boobs kinda short but she had a nice round ass. As usual i was really horny, i kept making sexual jokes about her behind her back to the other guys there. Well one time i had said something a bit too loud and she heard me. We all ... Continue»
Posted by wanksalo 2 years ago  |  Categories: First Time, Masturbation, Taboo  |  Views: 1898  |  
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I wasn't adopted. My parents just tell peopl

I was named after my natural father Jonathan. My parents have been married for 19 years. I turned 18 just last week, the same day my mother turned 37.
My parents have often told me I look almost exactly like my father except for the blue eyes my Mom gave me.

I am taller than the man I call Dad (Charles) who is 6 feet tall while I am 6 feet four. He has very red wavy hair. Mine is curly enough to wear in a modified Afro I have had all my life. His pale skin is a sharp contrast to very pale skin I see on both my parents. Mom always called me her Mocha Baby. Now she calls me her Mocha... Continue»
Posted by peterpierre69 2 years ago  |  Categories: Mature, Taboo  |  Views: 1822  |  
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Bondage And Discipline

This can't be the right place, Jennifer thought as she parked her car. She checked the piece of paper Robert had given her. It didn't say anything about a do-it-yourself storage place, but the address checked out. It took Jennifer a while to figure out that Unit #S-11 was way in the back. She moved quickly through the rows of single-story sheds, the darkness only occasionally punctuated by dim naked bulbs hanging randomly over the garage doors. She didn't hear or see anyone else in the entire complex. This is truly crazy, she told herself. But she couldn't deny the excitement was close to un... Continue»
Posted by wastedaway 4 years ago  |  Categories: BDSM, Fetish, Hardcore  |  Views: 2454  |  
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Overwatch

Chapter One.

Maggie walked up the driveway of her house, struggling with
the bags of groceries that she had just unloaded from her
car. It was only eleven o'clock on a Saturday morning and
the sun shone cheerfully across the lawn as she fumbled
with her keys, peering at the keyhole over the top of a
loaf of bread. Her arm began to ache with the load, and she
could feel a trickle of cold water soaking into her T-shirt
from the rapidly melting frozen pizza. Finally, the key
found its way into the depths of the lock, and Maggie gave
it an impatient twist, kicking at the ... Continue»
Posted by cdod 4 years ago  |  Categories: BDSM  |  Views: 469  |  
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Party Tiime 4 Krystal Watson

I knocked furiously on the paneled wooden door of My next door neighbor until finally someone answered. It was a tall girl clad in a short skirt & a top that displayed most of her cleavage & she was holding a tumbler in one slim fingered hand. I pushed past her abruptly, sloshing part of her drink over the top of the glass & she muttered at Me d***kenly as I made My way down the short passageway & into the vast living room. It was there that I found Krystal, My God-daughter.

You were sprawled on the cream leather sofa, clutching a bottle of vodka in one hand while the other was entwined in ... Continue»
Posted by KrystalLWatson 3 years ago  |  Categories: BDSM, Interracial Sex  |  Views: 639  |  
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jerking off while sniffing dirty panties

i have always been hooked on the scent of dirty panties since i smelled my first pair when i was about 13-14 years old,my cock gets so hard when i see a dirty pair and i get so turned on my cock leaks pre cum when i put them up to my nose to give them a smell.the pics of the panties on my page i couldnt resist the urge to masturbate to them,they are great,moist and have the fresh smell of sweet virgin pussy in them,my first pair was a hot friend of my mom,we would go to her house to visit for a night or two,the first time when i used her bathroom,she just got done taking a bath and she left he... Continue»
Posted by luvpantys69 3 years ago  |  Categories: Fetish, Masturbation, Taboo  |  Views: 3008  |  
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Picked Up Hitchhiking By A MILF

I was thinking the other night about how I used to hitchhike when I was younger and the experiences I had doing it. This is one that always sticks out of my memories and I thought I'd share it!

When I was around 20, I started hitchhiking strictly for the possibilites of a sexual encounter. Nothing is hotter then having sex with stranger in his vehicle! At the time, I had a car, and what I'd do is park it in a carpool lot and hitchhike from there 100 miles or so up the road and then hitchhike back the same day. Now the majority of the time I'd get picked up by some older guy,... Continue»
Posted by panteeluvr 4 years ago  |  Categories: Fetish, Mature  |  Views: 2422  |  
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If you like feet..

Well I love feet, sexy, stinky, smelly feet. I love girls that wear flip flops because I love to check out their feet. I want almost nothing more than to put those smelly bad boys in my mouth, around my nose, to just rub my face all around their steaming stinky feet. Gosh..just thinking about it gets me hard..ugh..

Anyway..Today was a normal day. One of my classes has this girl named Courtney. She's good looking, you know, she's thin but she's got nice curves, gorgeous eyes, smells great, short-ish I guess, dirty blonde hair, nice ass, nice rack, and she's sweet as can b... Continue»
Posted by Lowdiddy09 4 years ago  |  Categories: Fetish, First Time, Taboo  |  Views: 844  |  
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"PAINTING" MOM


Hi, I'm Ben. This is the story about my mother and me. It begins with the familiar return from college and a difficult re-insertion into the home life that I had left four years earlier and had not been part of except for Christmas holidays and the summer after my first year. Each summer after that I had worked a dream job as part of the crew for a company chartering sailboats in the Caribbean. I did that for the first two months after graduation but, due to the sagging economy, the company was f***ed to let me go. So there I was, on my parents' doorstep, degree in hand and a few hundr
... Continue»
Posted by chibyke 4 years ago  |  Categories: Taboo  |  Views: 27747  |  
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