Free Sex Stories
Page 2538

Caught Again by s*s: Part 4

OK, screwed up, I had two part threes, I apologize, I was thinking with the wrong head. Now there is going to be a change. After this story, they will be called "Time With s*s". I will try to catch everything up to the present in a few stories, I hope you appreciate me unloading my memory banks on you.

After the weekend with our parents gone, it was pretty hard to act like we had in the past. I did my best to act like I didn't care at all about Steph and she did her best to be rude or even a little bit obnoxious to me, like before the weekend. School was finishing soon and Steph woul... Continue»
Posted by batoutofhell 4 years ago  |  Categories: Fetish  |  
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First Date Fuck

First Date Fuck

A few years back I took this girl out on a date. It was our first date; we’ve met at the same gym we both worked out at. We went out to dinner and then took a walk down by the lake and started talking about our previous experiences. I told all the crazy things I did (read my previous stories) and she was taken back. “I hope I didn’t offend you” I said, but you said be honest and I’m an honest guy. She says “Oh no… I wasn’t offended, more surprised that a gentleman like you is like that.” We keep walking and talking and she says “Would you like to come back to my place for ... Continue»
Posted by barista110 4 years ago  |  Categories: Anal, Hardcore, Masturbation  |  
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One Day

Following our hotel meet, it's likely one day I'll get to play out another fantasy, but for now I'll have to just tell you all about it X.

It's a Saturday evening, it's been a hot summers day, I've spent most of the day in the garden tanning my naked self, all to help look my best for tonight ofcourse. Jim and I are going to our swingers club tonight, and I'm part of the female welcome party for the single men attending the group night. I want to look my best so I get into my black leather basque, crotchless black suspender tights, and thigh length black 5" high heel boots. I decide to keep... Continue»
Posted by NewcyLid 4 years ago  |  Categories: Fetish, Group Sex, Hardcore  |  
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English Rose - Part 1

I met him when I was 13, he was 23, married when I was 19 and had two k**s - we spent our lives watching the k**s grow and had no time for each other.

He called me just before Christmas one year - "I am having an affair and leaving you" - I was devastated as I thought our once a month sex was all he wanted - obviously not - he had met an older women who loved oral, anal, dogging and some fetishes I had never even heard of.

He came home for Christmas and we talked, we both said a few home truths and it hurt like hell but I didnt want to loose this man - we had been through so much and I k... Continue»
Posted by hiddendesiresuk 4 years ago  |  Categories: First Time, Group Sex, Hardcore  |  
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gloryhole wife

The wifes first experience at the glory hole went off with a huge bang. First we went to the booths with the holes, she proceeded to strip to just her stilettos and thong panties.All the while she was stroking my cock, she began to blow me and at last her first toy came through the hole, an average size but thick white cock, she proceeded to suck an stroke while I fucked her from behind.As she sensed he was about ready to cum she jacked him off all over her tits and chin.With out even missing a beat another larger thicker black cock came through the hole at her. she looked up at me and asked p... Continue»
Posted by miner49 4 years ago  |  Categories: First Time  |  
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Jamal Gets Susan Again

The pool area was deserted so we decided to lay out in the sun for a while. After a few minuts my husband got

up and went towards the bar. He was gone for about fifteen minuts so I glanced around for him when I saw

Jamal walking towards me. I said,
"Hello Jamal"
He looked at me with a wicked grin and said,
"Dam baby you look hot! Let me take you into the pool to cool off."
I smiled and said,
"OK"
As soon as I got up I saw my husband carrying a tray with three drinks so I knew he and Jamal had already

talked. As we played in the water the Black man starts touching my ass and t... Continue»
Posted by Antonio1950 4 years ago  |  Categories: Hardcore, Interracial Sex, Mature  |  
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My first time with another crossdresser.

In this story, I'll go in depth on how I became the "girl" that i am today. It all started when i was about 5 years old. I obviously wasnt sexualy active way back then, but thats the age i remember i fell in love with pantyhose. One night after my parents came back from a wedding, i was home with my b*****r and s****r. They came home, changed and what not and went to bed. well my mother who changed in the bathroom left everything that she wore in there. i happened to pick up her pair of sheer to waist with reinf***ed toe suntan wolford pantyhose. They were incredibly silky and soft. i rubbed t... Continue»
Posted by sissypantyhoseboy90 4 years ago  |  Categories: Fetish, First Time, Shemales  |  
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fantasy with my s****r

its a firday night and me and my s****r both are off the weekend... we are both going out to the same pub and night club with our mates, as we are walking upstairs to get ready she takes off her work shirt so i can see just her bra on her bare back, she goes into her room and takes the rest of her clothes of, as she walks past my room i see her arse a little as the towel is moving i get a little hard and im thinking of her rubbing soapy water all over her body her massive tits and her hopefully hairy cunt.

she calls me into her room and asks if this looks okay?
she is wearing a tight low t... Continue»
Posted by andy17704 4 years ago  |  Categories: Fetish, First Time, Taboo  |  
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the simpsons female dominance chapter 1

I DO NOT OWN THE SIMPSONS AND IN THIS EVERYONE IS 18 AND OLDER.

bart woke up one morning to find that he was tied to the bed another thing he noticed was that he was in his aunts bedroom. "well well well look who's up" said his aunt patty as she walked in with selma, and marge.
they were all in a nurse type outfit then he noticed that there was medical equipment in the room.
"we are going to conduct medical experments on your genitals" said selma. then she pulled out injection and sounding equipment.
"please why are you doing this" bart pleaded "because we have grown tired of men walking... Continue»
Posted by jezze 4 years ago  |  Categories: Celebrities, Hardcore, Taboo  |  
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A CUCKLY FANTASY

We've talked off and on about you bringing your lover to our house, but you never seemed comfortable with the idea. Imagine my shock and surprise then, when I walked into our kitchen one night after work and found you on your knees in front of your lover, his cock in your mouth as your head bobbed up and down. You looked so damn sexy in your crotchless black pantyhose and gold backless slides!

I had mentioned in the past that bringing your lover onto our "home turf" would be especially humiliating for me - which is why I wanted it to happen so desperately. You had always felt uneasy about i... Continue»
Posted by cocksucker1966 4 years ago  |  Categories: Hardcore, Taboo  |  
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Sub Wife

A while back my wife and I were visiting a co-worker couple of hers. We had a number of drinks and the discussion got on submissive women, at which point my wife let it slip that she would enjoy being submissive. The husband and wife stood my wife up and stripped her, handing me all of her clothes. They then sent me home. It was 9pm. I had no idea what they were going to do to her. At 1am my wife called and told me that she was trying to be a good girl for them. I heard other male voices but when I asked my wife about it, she said she couldn't tell me any more until she got home. At4am I had t... Continue»
Posted by rjb1952 4 years ago  |  Categories: BDSM, First Time, Hardcore  |  
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Watching a male prostitute at play!

despite having had sex with many men, there was still one fantasy i hadn't yet fulfilled. I had been having this desire to watch a guy who is totally naked pleasuring himself as i watched on, but i myself wanted to remain fully dressed. there is just something that turned me on about the thought of another guy feeling vulnerable with his own nakedness as another guy watches him. I think everyone in that situation becomes more self-concious and has a feeling of vulnerability.
Having spotted an add for a guy who advertises massage and other services in my local paper, i decided to give him a c... Continue»
Posted by marcusp1979 4 years ago  |  Categories: Gay Male, Masturbation, Voyeur  |  
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The Weekend


It was quite the site. My beautiful wife, straddled across his lap, facing him. He took her breast in his mouth, while she moved around on his pole. He slid to the front of the cushion to allow her to grind further on his dick. She kept her high heels firmly on the ground and just continued to move herself up and down and around. It didn't take long to see she was getting close to her orgasm.

She was right. It didn't take long for him to explode in her pussy, even before she had a chance to cum.

"Well," she said. "I'm glad we got that first load done quickly so you can really take c
... Continue»
Posted by cocksucker1966 4 years ago  |  Categories: Hardcore, Taboo  |  
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Always hard: the beginning / Chapter 8

August 1958

Eddie’s Mother
The idea of fucking Mrs. Rooney never once crossed Vic’s mind. Why would it? Not only was she his best friend’s mother, she didn’t do for him what her s****r did. In other words, Vic never got stiff from looking at Eddie’s mother like he did from looking at his aunt. Marion O’Rourke got him big and hard. Mrs. Rooney didn’t. It was as simple as that.

No, it wasn’t. Eddie’s aunt had Vic seeing her s****r in a whole different light.

It started when Marion asked to see the pictures he had taken of her five years earlier. Since they had been as... Continue»
Posted by vicvitale 4 years ago  |  Categories: Mature, Taboo, Voyeur  |  
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Frankie and the Builders

Since joining the sex site Frankie just couldn't get enough sex, she was constantly turned on and her pussy was always screaming out for attention.

She had put a call into her landlord earlier in the day because her back door wasn't shutting properly, he had said he would try and get someone to look at it but would ring her back to let her know.

At this moment she was laid on her bed legs wide open, fucking herself with her rampant rabbit, she had made no plans for sex today but she needed an orgasm quickly.

She was completely lost in herself, forcing the rabbit in and out of her puss... Continue»
Posted by sexyyorks44 4 years ago  |  Categories: Anal, Group Sex, Hardcore  |  
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Always hard: the beginning / Chapter 7


Five years later . . . August 1958

Eddie’s Aunt Marion . . . the fuck
It was around nine on a Tuesday night back in August of 1958. Vic had just sat down at the middle of the bar and ordered himself a beer. The bartender poured him a draft and they exchanged some small talk before the man went back to cleaning his glasses. As he did, Vic took a long sip of his beer, lit a cigarette and blew the smoke into the air while looking around.

The bar was empty except for an old man sitting at one end of the bar and an older woman sitting at the other. Vic looked at the old man b... Continue»
Posted by vicvitale 4 years ago  |  Categories: First Time, Mature, Voyeur  |  
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Frankie gets seduced

It was a Friday night and Frankie was out on the town with the girls celebrating her friends birthday.

She was wearing a knee length dress with high heels and matching thong and bra in white.

She had had a few drinks but was still aware of her surroundings as she was chatting and flirting with various guys, she felt on top of the world and wanted everyone she came into contact with to know it.

She had recently finished a long term relationship and found her way onto a sex personals site and had never had so much fun in her life.

She had always had problems with how she felt about h... Continue»
Posted by sexyyorks44 4 years ago  |  Categories: First Time, Lesbian Sex, Mature  |  
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Always hard: the beginning / Chapter 8

August 1958

Eddie’s Mother
The idea of fucking Mrs. Rooney never once crossed Vic’s mind. Why would it? Not only was she his best friend’s mother, she didn’t do for him what her s****r did. In other words, Vic never got stiff from looking at Eddie’s mother like he did from looking at his aunt. Marion O’Rourke got him big and hard. Mrs. Rooney didn’t. It was as simple as that.

No, it wasn’t. Eddie’s aunt had Vic seeing her s****r in a whole different light.

It started when Marion asked to see the pictures he had taken of her five years earlier. Since they had been as... Continue»
Posted by vicvitale 4 years ago  |  Categories: Mature, Taboo, Voyeur  |  
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Always hard: the beginning / Chapter 5



A Learning Process • Cumming Too Soon with Filly • July 1958

Filly Gasperi-Bongiovi was one of those women you never thought about fucking. For one thing, she was married to another guy and presumably fucking for him day and night. For another, the daughter of his mother’s cousin wasn’t too fond of the k** she once caught playing with himself while he ogled over her big fine ass. That was six years earlier when he was just thirteen and Filly was a nineteen-year-old happily married newlywed.

Six years later, Filly still had that same fine ass any guy would ogle over, but she... Continue»
Posted by vicvitale 4 years ago  |  Categories: First Time, Masturbation, Voyeur  |  
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Always hard: the beginning / Chapter 6

August 1953

Eddie’s Aunt Marion . . . the tease

The Rooney f****y had the only TV on the block and it wasn't unusual for them to have people over on Tuesday nights to watch Milton Berle. He was the biggest thing around at the time. On this one particular Tuesday, Eddie's aunt was at the Rooney’s because she wanted to watch the popular Uncle Miltie. Vic was there for him too, but more importantly, he was there to watch the sexy Aunt Marion.

What he saw on that Tuesday night only solidified what his best friend said about his mother’s younger s****r. The sexy woman had you ... Continue»
Posted by vicvitale 4 years ago  |  Categories: Masturbation, Mature, Voyeur  |  
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