Free Sex Stories
Page 2549

The Back Story Of April A Waitress From The Bar

The back story of April a waitress from the bar.

If you've read any of my stories or seen any of my videos, by now you know that I was a VERY luck SOB back in the early 90's while working as a bartender and (sometimes) going to college.

I would like to say that there were 2 times that being the luckiest guy around in regards to pussy wasn't as great as it sounds. April was one of those times.

For a few brief moments during the 2+ years I was busy being a fuck machine, I did find two girls that were actually nice, the type you would like to marry someday. Unfortunately for me (and... Continue»
Posted by the_bartender 1 month ago  |  Categories: Anal, Sex Humor, Voyeur  |  
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(Real Stories) European Madness part 2

Of the many free weekends I had off when I lived in Europe if I ever was horny it wasn't a thing to just hop on the train and head down to the main station. Yes, I could have things in mind that I wanted to do but 9/10 times that was decided for. At times I may have wanted my dick sucked other times I may want to fuck some ass. I am very particular about fucking ass. No disrespect to any bottoms out there but I preferred a curvy ass or thick ass. Basically I need something visually to get me in tune. I can fuck a slender ass but if the figure is there I'm goin in hard.

One day I'm in the ci... Continue»
Posted by diggy1doc 1 year ago  |  Categories: Anal, Gay Male  |  
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Julie Mc Adams leaned against her kitchen table and sipped a
glass of iced tea as she flipped through her mail. Between the
T.V. Guide and the electric bill was an envelope that had a
return address from Phoenix, Arizona. Tossing the other mail
aside, Julie took the letter into her bedroom where she sat down
on the edge of the bed to read it. The letter was in reply to
a personal ad she'd placed in a magazine called, "Hands On"
two months earlier. Her ad read:

"Got a hand that's just itching to spank a naughty bottom?

Attractive single lady 37, short black... Continue»
Posted by meatloaf90 5 years ago  |  Categories: Fetish, Mature, Sex Humor  |  
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Good Workout at the Gym

Sunday afternoon it was overcast, rainy and cold. I want to get out of the house but wanted to do something that would be inside. I had not been to the gym for some weeks, do to other plans. Its only 15 mins. from the house so I hopped in the car and was there in the warm dressing room in no time.<:f>

There were only a few men there that afternoon, I guess the threat of sleet and freezing rain kept most away. I undressed and picked up my towel and swim trunks and headed to the showers before going to the steam room or pool. I showered and was going to put my trunks on when a good look... Continue»
Posted by fotobr 1 year ago  |  Categories: First Time, Gay Male, Mature  |  

My CD friend

This story is fiction.


I had been chatting to people on a ts chat room as I had recently become accustomed to do, when I received a private message from a local cross dresser. She asked me where I was from, how old I was etc and we found out we lived a few towns away from each other, both young guys and both really loved wearing women's clothes.

Admittedly she was much more experienced at it than me, having access to girlfriends, s****rs and mothers clothes and had even ventured out fully dressed once!

Eventually after some light chat, swapping dressing up s... Continue»
Posted by shyadam89 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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Stalked and Fucked: The Cumclusion

"Wh-What do you w-want from me?" I stammered, dazing up at the man who'd been stalking me for weeks, the man who had followed me home from school, the man whose roughness had aroused my virgin cunt, the locksmith who had entered my home so easily in the middle of the afternoon.

"This," he said. And without another word, he leapt on top of me and began tearing the clothing from my young, nubile, overheated body.

"No! Stop!" I screamed, to no avail. I tried to fend him off, But he was much too strong.

Wait. If I'm gonna be truly honest here, I have to say that I didn't struggle as much ... Continue»
Posted by JizzThisJewess 3 years ago  |  Categories: First Time, Hardcore  |  
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Meeting Jeff

Alright, although he and I are over, i still had alot of fun with him and I want to share our fun. :)

I met Jeff online, a dating site. I wont name it We were both there for the same reason, some discreet 'fun'. Neither of us wanted a relationship, and going to bars and such was a pain, especially when trying to find a playmate.

We chatted for a few weeks, and he was really sweet. We sent the usual pics back and forth. Cheesy f****y pics with the other peoples faces markered out...hehehe We wanted to be sure not to of found a psycho, or a d***k, or something worse. So the... Continue»
Posted by ChickyCharlie 4 years ago  |  Categories: First Time, Mature  |  
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Student spanked -3

Lovely Lisa is now my student slave till she will get her degree and set free.
She is very embarrassed how fast I found out that her sexual fantasies got in the way and blocked any progress in the final fase of her academic studies. She clearly needs to learn to control her needs and concentrate to write her thesis.

Our first few hours together and her four hard orgasms exhaust both of us.
We slowly doze off in her big bed as two spoons. Her hot bums warm my belly and arouse me. She feels it. She knows she is not allowed to do anything without my permission. She has some trouble to fall i... Continue»
Posted by petdyke 3 years ago  |  Categories: BDSM, First Time, Masturbation  |  
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Little Schoolgirl

Just slightly devious, this poem was originally posted under the screen name BrianDamage...

Little Schoolgirl

Little schoolgirl I watch you pass,
Wiggling that fine little ass,
Knee socks and tight plaid skirt,
Makes a poor boy start to hurt,
Tight body and some fine looks,
If I was a schoolboy I'd carry your books.

Little schoolgirl as you pass on by,
Would it be so bad if I said Hi?'
My mind is starting to think,
If you were older I'd buy you a drink,
Come see me in a couple of years,
I'll wipe away all your tears.

Little schoolgirl you look so fine,
Can'... Continue»
Posted by Exakta66 3 years ago  |  Categories: Taboo  |  
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Jamaican Holiday Ch. 14


This brings us up to Dec 2010 and our most significant event - and introduces Robert, our Bull and future Master

Dec 2010 --

It's been 6 years since that vacation to Jamaica. When we got back we intended to return to our normal Vanilla existence. But we couldn't -- too much had happened. As Jaye put it, the door had been opened to something deep inside both of us and it couldn't be shut.

The first few weeks were exciting, as memories of Jamaica filled our heads and fueled our bedroom activities, just as Paul predicted, but then things slipped back into routine - too r... Continue»
Posted by xbbcx 2 years ago  |  Categories: Interracial Sex  |  

ProfNigma Stories #5: If Wishes Were Hornets #2

iCarly/Victorious: If Wishes Were Hornets #2 – Chapter 2

Freddie woke up feeling utterly exhausted and sore. His mind raced back to the night before and what he and Jade had done, wondering if he was right that this was a mistake. But as he shifted in the bed, he realized that Jade was curled into him still asl*ep, but she had a faint smile on her face as she breathed softly into his chest. At some point in the night, they must have put clothes on as Freddie felt that he was wearing his boxers and she was wearing a camisole and some panties. He thought hard about staying in bed with ... Continue»
Posted by FrankSinner 11 months ago  |  Categories: Celebrities  |  

Sexy Secretary Slave Search -4

Intimate Introduction to Lesbian Love and exy SpankinG
The intimate introduction to lesbian love and sexy spanking of lovely looking longlegged Lea
by her hot young yummy awesome assistant juicy Jenny took quite a while. See three parts here.
Highest time for my shop to open up again for female customers to come and see my collection.
Everything for their erotic needs in reads and lovely lingerie from feminine beautiful basques
to toys they might love, silent sexy electronic erotic little kissers, buzzers for cute clits
and all other bits for sexy service in sweet slits, my cultur... Continue»
Posted by petdyke 2 years ago  |  Categories: First Time, Lesbian Sex, Voyeur  |  
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Midnight Blue Part One

Midnight Blue was our 35 foot fly bridge cruiser in the eighties, I bought her at a bankruptcy auction for about 30 cents in the dollar best deal I ever made. Right from the start she helped our sex life tremendously, not having owned a boat this size on our first day out on her I asked at the marina if anyone could help me to get to know how to handle her, they told me one of the staff there could help for a small remuneration.

Twenty minutes later and $150 of fuel and we were leaving the marina, Anne myself and Steve who was going to show me the ropes. I had to admit handling the cruiser ... Continue»
Posted by petercee 1 year ago  |  Categories: Group Sex  |  

Always Taken Advantage Of..pt2

Daniel stood up behind me and slowly rubbed his hands up my buttocks, I stood there with my gym shorts and underwear piled up around my ankles. I cupped my hands over my genitals more such to hide my penis and balls than to protect them.

I could not help but glance over at Bruce and Charlie, the two of them were removing their pants and underwear. Bruce's cock was rigid and stiff, Charlie was semi rigid and hanging.

I had to return my attention to Daniel as he was beginning to nibble on my ear lobe. I jerked my head away and he turned his attention to kissing my neck, I lowered my ... Continue»
Posted by d4david 3 years ago  |  Categories: Anal, Gay Male, Group Sex  |  

Strangers in the night

I went down to the hotel bar to relax. It was early (barely 5 PM), but I didn't have anything else to do, and I figured I might find somebody interesting to talk to. As I walked in, I noticed a woman sitting at the bar alone. She was neatly dressed in a tight blue blouse, a black skirt that came about half way down her thighs, and black heels. From the back, I could tell that she was curvy, with thick thighs and an ass that was stretching her skirt wonderfully. I sat down a couple seats down, said hello, and ordered a double bourbon. As I sipped, I noticed the ring on her left hand, and ... Continue»
Posted by dirtymindedmale08 1 year ago  |  Categories: Hardcore  |  

...the dance

Emily loves to dance, she enjoys being the center of attention, and really likes to tease leaving others in anticipation ultimately wanting...craving...needing more. Her friend Brian often desires her attention, wanting...craving...needing more. She decides to give him what he wants but little did he know her terms would leave him craving her more than ever.

Text exchange
Emily: How's your day going?
Brian: Ugh...long day at the office. Probably not going to the gym tonight :(
Emily: Rough one? Wouldn't the gym help you relax?
Brian: Not rough just long. Too late for gym but yes I need ... Continue»
Posted by BnEfantasy 5 months ago  |  Categories: Fetish, First Time, Hardcore  |  

Tina Part 2

Well ladies and gentlemen, ready for part 2?
As we walked towards the car we chatted as ordinary couples do, like how was your day, and did you have much to do? Tina responded but I would say that you could hear that she wasn’t with us.
I suggested a quick burger and we drove to MacDonalds. I asked what movie she preferred and she said, It doesn’t matter, you decide. I got the devil inside me, so I said, Ok i know the perfect place, but we need a drink first. We went in to a bar, that I have been to before, and ordered a bottle of champagne. We drank the champagne and my wife looked even mor... Continue»
Posted by anton_bock 3 years ago  |  Categories: Anal, Group Sex, Voyeur  |  

A f****y Friend 6: A Way Out

The week seemed to fly right by, next thing I knew it was Friday. My hole was recovering and yet, I was aching for that sweet taste of man jizz. And Alexis was constantly running through my mind. My mother was going to be out of town for the next 2 weeks, and since I had ‘other obligations’ that meant my father was going to be by himself for the entire weekend. Which made me feel upset that he’d have to be all alone, but I figured he could just spend his time with beer and sports.

Over the week, I tried thinking of a few plans that would get me out of being Artie’s sex slave. I could call ... Continue»
Posted by Virg 4 years ago  |  Categories: Anal, Gay Male, Taboo  |  
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A Cuckold's Tale

A Cuckold’s Tale
By Byron Cuckholder


Will Talbot was big man, an intimidating man. He had always used his size to get what he wanted from others, a pattern which had taken his freedom for seven years: a bully in school who never ceased bullying throughout his adult life. He was sent to Belview Prison for assault and battery, his third charge on that count. He had been released for six months. I was not going well. Prison, rather than quelling his behaviour, had stoked it. He had learned to pump iron for hours a day and now had the body of a comic book dr... Continue»
Posted by BiCucky 4 years ago  |  Categories: Fetish  |  


I'm not unobservant. Though she was girlish,dressed feminine, looked pretty with her sweet smiley face I knew there was more to her but I was never sure. We were always friendly. She worked weekends at the pizza place. I tended to eat more pizza than I wanted. The pepperoni slices I threw in the bin !

Stephen,married, China born, who knew her well from somewhere, says to me, "You want to know what she thinks of you ?"

I realized I did talk about her a lot.

"Tell me what's downstairs."

"Tell me why you want to know."

"Do y... Continue»
Posted by davidxbr 5 years ago  |  Categories: Anal  |