Free Sex Stories
Page 1862

Young Man & Mature Man (True Story)

So this is all true and happened earlier this year. I still will think about it and it gets me hard.
I lived in San Diego and one night I was bored and horny, like most nights haha. I got on craigslist and looked through casual encounters and men for men. The SD craigslist is pretty good for that, so I read a guys post saying he was an older guy in his late forties looking for some fun. He had a picture of his cock and it was tan and semi hard, looked good to me. So I emailed him and within 10 mins I got a reply back saying he was interested. Ok don't need to go into detail what we were writ... Continue»
Posted by KnowsHow2 1 year ago  |  Categories: Gay Male  |  
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Valantine Glory Hole....

We were married only 4 days. It was our 1st Valentine's Day. What could I do to make it special for him? I figured after a long day at work I would have him come home to candles, a nice cold beer and his new wife in lingerie. He called and said he was on his way so I positioned myself with a glass of wine, awaiting my man, while sprawled across the floor to welcome him home. You could see the excitement arise in his eyes and pants when he walked through the door. As we rolled all over the floor caressing ever part of each others body, we both became hotter than hot. The suggestion of ha... Continue»
Posted by gkescapes 5 years ago  |  Categories: First Time, Group Sex, Voyeur  |  
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A Three Year Drought

So i have this ladyfriend we will call Charlie who, like me, tends to go long durations without sex. Funny that some pansexuals such as ourselves will be open to anything and then end up with nothing. It's a matter of standards, it's a matter of wanting to be single and it's a matter of simply not being the desperate kind, believe me!

Charlie and I met through friends a few years back and found it funny that not only did we share the same birthday, we were both single for the same duration and had suffered that particular drought for the same amount of time. Well I did end up having sex a f... Continue»
Posted by dantheman1980 11 months ago  |  Categories: Hardcore, Mature, Sex Humor  |  
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The Academy

Julia Ponsonby had not taken her parents' divorce well. She had always been a daddy's girl and she missed her father terribly. It had not helped that her mother had remarried almost as soon as she received the Decree Nisi and that her stepfather was extremely unlikeable. Harold was something big in the City and was filthy rich but Julia found him cold and controlling. She was disgusted at the way that her mother fawned on him and seemed to accept his every whim (and there were many) as law, so arguments with the both of them were many and growing ever more bitter.

Things came to a head on h... Continue»
Posted by maverick3489 4 years ago  |  Categories: Taboo  |  
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A nude vacation in France

I just completed four years of college, attending Yale University on an academic scholarship. To my surprise, my parents awarded my efforts with a trip to the French Riviera for an entire week, covering all expenses. Luckily, they weren't coming along with me as part of the gift.

I consider myself to be just an average guy, though admittedly I do get some attention from the ladies from time to time. I'm 6 feet 2 inches tall and weigh around 190 pounds. I'm not a jock by any stretch of the imagination but do take pride in maintaining a fit body, working out at least every other day. I'm not... Continue»
Posted by vtevte 2 years ago  |  Categories: Anal, Hardcore, Mature  |  
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How I Learned to Dominate My Man

I promised to describe my first experience using a strap-on dildo on my husband Anthony (actually, he was my boyfriend at the time). In my first two stories I related how I discovered my husband's penchant for being dominated sexually and how I, a natural submissive, learned to love switching roles from time to time.

I was falling in love with Anthony, but I felt that there might be a conflict because he really was primarily submissive and so was I. On the other hand, after teasing and dominating him in just the right ways, I could bring out an a****l hidden inside him and he would truly f... Continue»
Posted by redz245 4 years ago  |  Categories: Anal, Fetish  |  
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Roomates

"What do you want to watch?" Chris asked as he thumbed through the selection of dvd's.

"Doesn't matter," Heather said through a half yawn, "I'll probably fall asl**p anyway."

She had been feeling a bit under the weather all day but wasn't quite ready to give up for the night. She asked her friend and roommate of two years if he wanted to watch a video back in her bedroom, so when she inevitably fell asl**p she'd be all set. He grabbed an action flick from the shelf.

"Alright! Let's go."

She stood up and sl**pily walked back to her bedroom. Chris popped the movie into the player an... Continue»
Posted by ddawg940 5 years ago  |  Categories: First Time  |  
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Cumming Clean With Cassie by loyalsock

I didn't always like oral sex. Don't get me wrong - I
like to eat pussy, and the ladies tell me that I'm
really good at it. What I mean is that I wasn't much
turned on by a blow job. It felt good, yes, but it
wasn't something that would float my boat, so to speak.
Until I met Cassie.
The way Cassie does it just drives me wild. One thing
that helps is that Cassie has braces on her teeth. I
have always thought braces were sexy. The other thing
is that she doesn't just jump right in and expect me to
cum in ten seconds. She varies her technique quite a
bit, always looking for new ways t... Continue»
Posted by loyalsock 1 year ago  |  Categories: BDSM, Hardcore  |  
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The Slut Wife - Part 6

I was so tired when I came home but my husband woke up and snuggled against me and I could feel his rock hard cock. I was tired and my ass and pussy were sore so I decided to give him a blowjob. I felt bad because I know he wanted to fuck me but I needed a rest. I used to always think of his cock as a good size and it isn’t small but…it’s not as big as I like them now. It’s so easy to swallow the entire thing. I pushed my lips against his pelvic bone and he could barely stand it. He didn’t last long and he came so much and I swallowed every drop. I love cum and I like to see him happy. I promi... Continue»
Posted by mrssommelier 3 years ago  |  Categories: Lesbian Sex, Mature  |  
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A NICE HOT LUNCH ...

EAGERTO

My cock started to stir in my pants as soon as she opened the door. I wanted to have her the moment I saw her. Not that she was all that great to look at or anything -- great enough though: mid to late thirties, a woman's figure - not some skinny k**'s bod with no know-how, not fat either -- ordinary I guess. But one look and I knew she had it, and knew howto use it

She gave me a bit of a look too as she asked me in. And there was enough in the look to get me good an' hard right there and then. I'd have my hand around it jerking off tonight, on the strength ... Continue»
Posted by eagerto 6 years ago  |  Categories: Anal, Masturbation, Mature  |  
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Picking up men for sex

We all live today under the scrutiny of the internet, and if we don#t measure up to what's assumed to be perfect, it effects our mental psyche and hammers our confidence, and that's why we post picture of ourselves to be judged by strangers, and boost our confidence, but as for my friend Lisa, she went one step further, and challenged older men to have sex with her, just to prove she was a woman.

Lisa is a natural beauty, tall and thin, but almost without breasts. Her nipples stick out further than the fatty tissue, and for a lot of girls like Lisa, this spells disaster.

Her self esteem ... Continue»
Posted by Fridagirl 6 months ago  |  Categories: Fetish, Masturbation, Voyeur  |  
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Lakeside Awakening

Lakeside Awakening



If anyone had told the way I’d meet my soul mate a few years ago, I never would have believed it. It was my senior year of high school and I had recently gotten out of yet another bad relationship with a girl. Lina had been a pretty, chubby blonde with a nice personality but a nasty temper. We just didn’t click after a while and I was feeling down on myself for not being able to hold onto a girl for very long. My friend Dan took me to a friend’s house where there was a party going on and I went along mostly to distract myself from my thoughts. The place was a dump an... Continue»
Posted by valeriuscatullus 5 years ago  |  Categories: Shemales  |  
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Kate 9 continued

I told Kate I was worried about bumping into friends,
Its nearly dark no one will notice you she laughed
Deep down I wanted to try it!
She opened the door come on she said
I stepped onto the path Kate closed the door, we walked out of our garden onto the street
The amber street lights had just come on, Kate said we will go through the park to get her flags she also wanted a bottle of wine
As we was walking she said slow down
She linked arms with me walk the same speed as me she said
I timed my footsteps with hers,
Cars and a bus drove past, how do you feel she asked
A little bit... Continue»
Posted by sissychris 10 months ago  |  Categories: Fetish, First Time, Taboo  |  
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Xmas at Ann's

Frist let me tell you about Ann she is the s****r of Amy one of my wife's bitches, Amy and my wife (Kat) have been fucking each other and me at every chance they got. Amy is married and has two small k**s that Ann watched when they got together. Ann and my wife hit it off good to she doesn't know about her s****rs and Kat's sex life but sometimes they all go out for a drink or food. Ann is 5'7" very long black hair great tits and the perfect ass she too has two k**s one 8 one 12 both boys.

Two weeks before Thanksgiven this year the three went out for a drink Ann told her s****r HEY WE ... Continue»
Posted by shotguner 3 years ago  |  Categories: Lesbian Sex  |  
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Brianna...

Rob asked me to house sit and I didn't hesitate since he lives in a
beautiful big house on the end of a Cul de Sac. There is only one
house next to his and no one can see his backyard except the house
next to his.

His neighbor Bryan is a local college professor at the community
college and doesn't seem to mind when we skinny dip in the middle of
a Saturday afternoon. He seems cool so I thought this was going to
be a great two weeks. I had no idea what was going to happen during
these two weeks.

It was the first Saturday of my two week stay and I was sitting in
the back yard enjoy... Continue»
Posted by NaughtyNshy 4 years ago  |  Categories: Gay Male, Shemales  |  
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Unusual guy turns my wife out


My wife new boytoy is not the Adonis she was looking for.
My wife and I are in our mid 30's. I am black with a athletic stocky frame. She is

Hispanic with a petite frame. We had been married for over 10 years when we we

decided to live out our sexual fantasies.

My fantasy is to see my wife having sex with another man. When we started

dating, my wife would have a few drinks and tell me about her past lovers. The

more she drank, the more details she would tell me. I would get mental pictures as

she was telling me about lovers. The more she would tell me, the more horny... Continue»
Posted by adel5000 5 years ago  |  Categories: Interracial Sex  |  
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high school days

Karen looked forward to her first day of high school. Finally, she
wouldn't have to put up
with the c***dish immaturity junior high. She wasn't worried about
anything until she saw the
building. It was dark and foreboding, and Karen found herself staring
at it paralyzed by fear.
Eventually her paralysis was broken by the feel of someone bumping
into her from behind.

"Geez, k**! What's the matter with you, standing in the middle of the
sidewalk like that?"
Karen turned around to face the owner of the voice. It was a tall
blonde girl, about sixteen years
... Continue»
Posted by motherof2 6 years ago  |  Categories: Lesbian Sex  |  
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I call you late at night . . .

I call you late at night. You’re sl**ping and it takes a couple of rings for you to pick up the phone. I tell you that you need to get up and meet me somewhere. You tell me that it’s late and you're not dressed. I tell you it doesn’t matter and to put on a coat; then I give you the address. You do as you’re told. You get in your car and you drive over to the address. It’s a bar that you've never been to before. When you get inside there are a half of a dozen people but you don't see me.

Everyone is looking at you. They notice that you haven'... Continue»
Posted by asterpop 6 years ago  |  Categories: BDSM, Group Sex  |  
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college freshman roomates

After graduating high school and leaving my comfortable home in Florida, I found myself rooming with a wild c***d from southern California. Ella, was tall and slender with long flowing blonde hair and a deep tan. Her fit frame was ample for supporting her large B cupped breasts. Even at our first meeting, I wasn't afraid to say how I thought she was attractive. Up to this point in my life, I had done quite a bit of sexual experimentation throughout high school with boyfriends and alone, however, I had not ventured into my bisexual side yet. Living in a fairly strict house, I hid my sexual acti... Continue»
Posted by pleasureseeker420 5 years ago  |  Categories: First Time, Lesbian Sex, Masturbation  |  
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my kink.

"What was his name Daddy?" I asked as I sat next to him on the couch; rubbing his thick, uncut cock through his jeans.
"It was Mike, baby girl."
"Did you finger Mike's ass while he sucked your cock, like you do me?"
"I did."
"Put them in my mouth, Daddy."
He presented me his middle finger and I put it in my mouth, sucking on it gently.
"His ass was so tight I could just get the one in."
My heart began to race as I sucked on Daddy's finger, knowing that not less than two hours ago it had been deep inside a twenty-year old sissy boy that Daddy had picked up in a bar.
"Can you taste it, b... Continue»
Posted by bttmblw 2 years ago  |  Categories: Gay Male, Mature, Voyeur  |  
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