Free Sex Stories
Page 1724

Losing my virginity (an alternate ending)

Inspired by true events, but an alternative ending to how I might have lost my virginity.



I was 20 years old, and still a virgin. My will to get laid was insatiable, but somehow things just weren't materializing. I had never been much of a ladies man, and picking up chicks at the bar just wasn't my strong suit. So I headed online to see what I could find. I signed up for xhamster and then threw some pics up on craigslist once I got a little more brave.

After a few trolls/emails that never worked out, I managed to g... Continue»
Posted by drewdy91 3 years ago  |  Categories: First Time, Group Sex, Mature  |  
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show me her cock

I hadn't done much partying .I was a mum all too young and a good one .But now theyve fled the nest and I am catching up on lost freedoms .
I am a single women we got on great except 10 years ago I lost them forever.A car crash.It took years too feel anything like horny.Id try sometimes really hard
spending good money on pumps pills and penis props .I was showing flesh to debt collectors and all in aid of getting turned on.
The only thing tat worked was a growing facsination with a new girl in opposite appartment.Why I felt hardend nipples and aclitoral buzzing as I had to... Continue»
Posted by looberry-Cunt 3 years ago  |  Categories: First Time, Shemales  |  
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Making his payments (a fixated wet dream)

I’m home alone waiting for my boyfriend. He should be off work any time now. I hear a car in the driveway, right on time. I run to the door so I can greet my darling boyfriend, back from a long day at work.

The door opens. There’s a complete stranger standing there. I see a van in the driveway. The side door is open. Two more strangers are standing next to it.

“Who are you?” I say. “Ma’am, you better go inside. I need to explain something to you,” he says.

He walks into the house. He tells me to sit down. “Ma’am, I represent some concerned interests. Your boyfriend has some gambling d... Continue»
Posted by LaureLeeFix8d 3 years ago  |  Categories: Group Sex, Hardcore, Taboo  |  
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My wife and servant Gopal

I had bought a new web camera and it came with a sophisticated software. I was eager to try it out. After installing it , I discovered that it had many security features too, for instance the webcamera could also be used as a cctv, but recording only when it would detect a movement. I am not very tech-saavy, so I was astounded.

"Have your breakfast" I was brought to reality by the sound of my 35 year old wife Anu."You are going to get me late today."

It was 9.30 am .Not too late for me, but definitely late for my wife . She had to be in her office by around 10am. I normally used to go ... Continue»
Posted by a006 3 years ago  |  Categories: Hardcore, Mature, Taboo  |  
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Training my little slut to complete Submission

While I was still a bit unsure if my new sub/slave was what I am really looking for I will defiantly know by tonight. I have so many wonderful things planned to do with her that if she knew now she may not show up. On Wednesday I challenged her to 15 orgasms for me from me starting at 5am till 830 Pm. Well she started earlier at 330am I believe so there is one I could have taken off. She was well aware of the consequences if she failed. 1 Stroke of my choice on her smooth ass, long story short she only made it to 10. I believe she did it just for me, so I believe she may just be the one.
... Continue»
Posted by willd64 3 years ago  |  Categories: Anal, BDSM, Hardcore  |  
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Night time drive and stop off is such fun

Been to see Joan and Barry in Nottingham, stopped off at a cottage on the edge of Sherwood to get changed into something nice/ Got my undies on in the cottage, white basque, white panties, tan stockings and then went out and into the trees to slip into my pink silk dress and wig. Couldn’t walk out of the Gents dressed up as a femme’. Had a lovely drive, warm night, and with the window open in the car it was lovely. Got to pick Alice and Don up at Bristol airport, coming back from Tenerife. Plenty of time to kill as they didn’t arrive until 6am.
Took a chance at motorway services at Gordeno an... Continue»
Posted by angelatvdom 3 years ago  |  Categories: Anal  |  
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My Mom and Me

Introduction: I start to lust for my mom, and it eventually leads from one this to another.

Before you start reading this I would just like to point out that this will probably be offensive, and disgust a lot of people. If the thought of i****t bothers you then I would advise that you do not read any further. Now that I got the warning out of the way I'm going the say that the only reason why I am writing this is because, I guess I am very confused about this whole situation. I feel like I should feel bad about it, however I don't. Everything that I am about to tell you is 100% true. Wheth... Continue»
Posted by marioxtz 3 years ago  |  Categories: Hardcore, Mature, Taboo  |  
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anything part 2

I cleaned myself up, took a shower and shaved my legs and ass. I didn’t know what Mr. Robinson had in mind for me but I wasn’t going to take any chance at upsetting him. I thought if he wasn’t satisfied by me he would tell my secret to everyone.
I got dressed into the cheer outfit again and left for his house. I started to get excited as soon as felt the material against my cock. By the time I started to sneak next door my cock was pressing against the tight bottoms of the cheer outfit. I was embarrassed knocking on his rear sliding door, I was hoping he would hurry up because I didn’t want ... Continue»
Posted by captainkid28 3 years ago  |  Categories: Gay Male  |  
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b*****r in-law part 1

We met in 1983. I was a little more than eleven at the time. At first I couldn’t stand Michael. I thought he was a jerk, who always had a rude remark or answered in a way that made me feel like I was being talked down to. At this time he was dating my s****r they had met in college. Every other weekend she would come home to visit. After about a year or so I got used to Michael being around. And soon found myself wanting to be around him every chance that I got which wasn’t easy seeing they were hardly ever around but I would purposely sit next to him on the couch maybe sitting to close. I did... Continue»
Posted by marioxtz 3 years ago  |  Categories: First Time, Hardcore, Taboo  |  
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b*****r-in-law part 2

Introduction: this is the second entry to my love affair with my b*****r-in-law whom i love very dearly ...........i love you baby

After that he and I fucked every chance that we had. I did things with him that I had never even knew I wanted to do before. I felt comfortable to do anything with him.

One night at around 10 my s****r had to take her son somewhere and would be a way for a while, the girls were already asl**p upstairs so it was just the two of us. I am a very shy person and never really make the first move. So I waited patiently for him to.

About twenty minutes passed be... Continue»
Posted by marioxtz 3 years ago  |  Categories: Fetish, Hardcore, Taboo  |  
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Confession of a Mature Married Women

Dear readers, today I am going to confess in front of you all of a sin I have committed in the rage of sexual emotions. I am Shobha. A very simple housewife in my early forties. I have a loving husband and a daughter of 13 years in age. I live in a Mumbai suburban area called Malad. My husband Anil is in his mid forties and works for a leading bank as a branch manager. Anil loves me a lot and is very liberal. Unlike many middle class old fashioned husbands, Anil does not worry about me talking to his male friends or my own male friends from college days.

Every day, I take my daughter to sc... Continue»
Posted by londondick 3 years ago  |  Categories: Masturbation, Mature, Voyeur  |  
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Examining the dentist

I just finished a hell of a day at the office - meetings all day, people in and out of my cubicle during the time I wasn't in a meeting. I was bushed and even though I put in 10 hours, I felt I hadn't gotten anything done.

I stopped at a hotel bar close to the business park after work and order a beer and some munchies. As I sat at the bar, I first heard and then saw a loud group of people at a table in the mirror. There was about seven women and one handsome professional guy, all talking and laughing. Several of the women were in scrubs, so I was thinking this was some kind of medical team... Continue»
Posted by NCogNeato 3 years ago  |  Categories: Gay Male  |  
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Good little boy..

A bedroom. Bathroom attached. A large bed in the center. I; a young man of 23, lay with the woman I love. She ; a mature woman, full figured, beautiful. I love her for her kindness. She loves me for my youth, my energy, my eagerness to please.

I lie in bed, cuddled with her. My head laying on her breasts. She speaks softly, " Will you do something for me baby?" I shake my head without speaking. "I want you to masturbate for me." I leave the bed and stand across the room from her, about 5 or 6 feet.

"Take your clothes off baby" She says longingly. I undress slowly. Pulling my shirt over... Continue»
Posted by Iposenude 3 years ago  |  Categories: Masturbation, Mature  |  
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b*****r-in-laws can fix more than cars

Introduction: b*****r in law makes me cream too many times to count

I need to write this down when it is still fresh in my mind a experience I encountered that has I can say changed my life for the better. It was a day like everyday nothing out of the ordinary was really going on. It was however THE best day of my entire life. I hadn't totally planned this day out or anything I knew that sex was in the forecast we had talked about it for weeks and had counted down the days. I just hadn't expected this. The thought of his genuine touch sends me into quivers as I sit here and type this. The ... Continue»
Posted by marioxtz 3 years ago  |  Categories: First Time, Hardcore, Taboo  |  
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mommy's wanna be girl

"Hi honey, how was your day?" My mom called out her usual question as I came in through the side door, and tried to quit sniffling. In vain -- I still had the hiccups from my recent crying jag, and my nose was running. I'm sure my face was red too.

"F-fine," I hiccuped. Obviously, it hadn't been fine.

"Oh, hon, did those boys tease you again? They're so rude."

"Why do they keep calling me a girl, mom? It's so mean! Just 'cause I don't play sports..."

In truth, it was more than that -- I just didn't want to admit it to myself.

My name's Jake. I'm 18, but you wouldn't think it -- ... Continue»
Posted by nicoleinberlin 3 years ago  |  Categories: Fetish, Mature, Shemales  |  
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sarah , amy and jake

Jake had just finished worked when he saw sarah walking towards him,
sarah was a fiffteen year with small breast and a shapely body , jake was twenty and looking after sarah for the night .
they walked to jake's flat , inside jake made a drink for them , turn on the tv
and told sarah to make her self comfortable , while he got changed, when he come back down they started talking after a while the topic changed to sex , which is when sarah asked if her friend amy could come around to , jake said yes.

It was 8pm when amy turned up the girls started talking while jake cooked the pizza , af... Continue»
Posted by boston2001 3 years ago  |  Categories: Group Sex, Hardcore  |  
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black man's sissy boy

I started jerking off to ejaculation when I was around 18. Once I started doing it, it was all I thought about, 27/7 it seemed like. I collected fuck mags and porno tapes wherever I could find them, to use as visual aids. Just looking at those sexy nude women being loved up by their hot men made my dick so fuckin' HARD! Because of that I was able to convince myself that I was normal, of course, in retrospect it is obvious that I was identifying with the women.

One day when my mom was at work, I was laying in her bed, masturbating. I got up and rummaged through her underwear drawer. The draw... Continue»
Posted by nicoleinberlin 3 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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sissy wants to be black man's slut

Hi Sweeties! Guess what? Well, adult arcade sissy, Miss Terilyn Bardot, got her ass whipped but good the other night. It happen at an adult video arcade in Providence, RI.

One of the reasons Terilyn likes going there is because they could care less what kind of sex goes on in those preview booths. in fact they installed larger booths that hold up to 6 occupants. A lot of the adult bookstores, mainly the ones in Massachusetts, have signs posted to the effect of no sexual behavior allowed, or, one person per booth - violaters will be ejected...legal prosecution, etc. So that's why Terilyn lik... Continue»
Posted by nicoleinberlin 3 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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mommy's wanna be girl

"Hi honey, how was your day?" My mom called out her usual question as I came in through the side door, and tried to quit sniffling. In vain -- I still had the hiccups from my recent crying jag, and my nose was running. I'm sure my face was red too.

"F-fine," I hiccuped. Obviously, it hadn't been fine.

"Oh, hon, did those boys tease you again? They're so rude."

"Why do they keep calling me a girl, mom? It's so mean! Just 'cause I don't play sports..."

In truth, it was more than that -- I just didn't want to admit it to myself.

My name's Jake. I'm 18, but you wouldn't think it -- ... Continue»
Posted by nicoleinberlin 3 years ago  |  Categories: Fetish, Shemales  |  
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black man's sissy boy

I started jerking off to ejaculation when I was around 18. Once I started doing it, it was all I thought about, 27/7 it seemed like. I collected fuck mags and porno tapes wherever I could find them, to use as visual aids. Just looking at those sexy nude women being loved up by their hot men made my dick so fuckin' HARD! Because of that I was able to convince myself that I was normal, of course, in retrospect it is obvious that I was identifying with the women.

One day when my mom was at work, I was laying in her bed, masturbating. I got up and rummaged through her underwear drawer. The draw... Continue»
Posted by jeffreybarnes 3 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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