Free Sex Stories
Page 2489

The Accident

It all started on a Friday. Billy Maxwell was a fifteen year old boy, with raging hormones. He is around 5’ 8”, has brown hair cut into a bowl shape, bright green eyes, and a skinny, pale complexion. His mother was constantly telling him to get out more, but all Billy could ever think about, were girls. How he would stare at them in class, hoping one wearing a skirt wouldn’t be wearing panties, and hoping so desperately to see what he desires most, their pussy.
He was thirteen when he learned of girl’s true purpose, that’s what he calls it now, and also the same time he learned of masturbati... Continue»
Posted by purplebunny03 5 years ago  |  Categories: Masturbation, Taboo, Voyeur  |  
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Pregnant and lactating

Note: This is a follow up to my story "Coming Home"


Well – as you can imagine, now that she was carrying twins, Penny’s belly grew at an alarmingly rate. Remember here that she is only 18 and very slender (other than her ass and her tits!). Her belly became so swollen it looked as if it was going to explode and her breasts just became truly humungous.

Gavin absolutely loved it. He loved stroking her enormous, distended naked belly (he still did not allow clothes in the house) – knowing that his two babies were growing inside, warm and cosseted. He ador... Continue»
Posted by Lactophiliac40 6 years ago  |  Categories: Fetish, Mature, Taboo  |  
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My BBC Experience Part 2 ( The Afternoon )

Hi Guys, This is the afternoon session with Marcus. So far, this is the only time I have serviced them both in the same day.

I left James at the apartment complex and was heading back to the office. I am soooo glad I had a Coke in the car, I still had that "taste" in my mouth. ( you know what I mean )

I was about to turn in to the office complex when I got a call from my boss. He asked me if I could do a Bridge inspection across town. I agreed and turned around and started heading to the job site. I got about a mile from my destination when I got a text from Marcus, the "Now is good" ... Continue»
Posted by JayDon1960 7 months ago  |  Categories: Gay Male, Interracial Sex, Mature  |  
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Camping

"It's okay Angel" you said and held me tighter as we stumbled our way through the thick bushes, "We're nearly there honey". No sooner had you said that than the bush gave way to the clearing in which we'd made our camp. I slumped with relief but you held onto me and almost had to drag me to our tent.

Once inside you placed a blanket over my shoulders and began taking my sodden hiking boots off. "Trust you to fall into the river! I know it's summer time but that river is freezing all year round baby. Let's get your wet clothes off and warm you up." I just gazed at you and watched as y... Continue»
Posted by AussieAngel 2 years ago  |  
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Fun with a latina tranny

So I'm a big fan of a big tranny cock in my ass. Just throwing that out there early on here.

So this past summer I decided that with my school being off I should get some tranny cock as fast as I could. I went on a site and set up a new account, hoping for the same luck I had a few months ago with a hot black tranny named Jade and her friend.

I quickly found a very nice 20 something tranny names Maria who said I would do. We went through a few chat sessions, with our cams on and I convinced her I could take her 8 inches of shemale love. She had two conditions: first, I had to be ... Continue»
Posted by kevlar20 4 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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1st Dirty Panty Experience

For as long as I could remember I had always had a thing for woman’s panties. I always was allured by panties in stores when I walked by the woman’s under garment area at clothing stores, and as I became older I continued liking them up till even when I got older, I remember the first time I had my first real experience with a pair of used panties. I must have been about ? years of age when my parents had taken me with them to their friends home. Their friends were an older couple around there late 40’s, who had been married for a long time. The lady’s husband was a trucker so he was always aw... Continue»
Posted by mexsplash 3 years ago  |  Categories: Fetish, First Time, Mature  |  
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TRAMP

Part 1
------

"Come on now, stop it!"

Amber pushed the hand off her breast and stepped back.
The boy jumped behind her and put his arms around her
waist. He kissed her neck.

"You're so sexy. I can't keep my hands off you."

Amber rolled her head back and laughed. The boy put his
hand under her shirt.

"Okay, but you better not tell anybody."

"Relax Amber, we're friends."

Amber moved her feet apart so he could feel between her
legs.

*

Amber's little b*****r, Willy, peered through the
fence. He rubbed himself as he watched his sibling
being groped.

"My s*... Continue»
Posted by famlover66 4 years ago  |  Categories: Mature, Taboo  |  
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Slutty wife,,,now my EX slutty wife !

This starts in the summer of 2006 when after a year in her new job i found out of my ex wifes love for cock.
Jen was a lovely girl,mid 5ft with a size 6 figure,she had always had small boobs but due to her having a good job had paid for two boob jobs and went from a B to GG tits,they were amazing and i loved playing with them.Sex was great but as time went along Jen`s need for me became too much and i was often out of service with a sore cock.
We had not had sex for about a week and one weekend my friends and i was going for our usual weekend away fishing,Friday came and Jen had gone to work... Continue»
Posted by slinky74 3 years ago  |  Categories: Anal, Group Sex, Voyeur  |  
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A Mothers True Love, The Beggining.

As a young mother I would bathe with my son, most mothers did back when we saved on hot water, but when we moved upmarket, the bath disappeared to be replaced by a new shower.

By then my son was approaching six, and still we bathed, somehow it felt natural, as we had been doing it for years, several times a week.

Of course he was getting into that inquisitive age, where my body made him curious, so in order not to make him feel awkward, I allowed him liberties, that some mothers would have labeled 'Taboo'

It was at this time my relationship with my husband broke down, and my daughters... Continue»
Posted by MarieL 3 years ago  |  Categories: First Time, Mature, Taboo  |  
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Babysitting. 01

When I was eighteen I thought that I was finally a grown up as much as any adult; I knew it all. I was smart, I was fully developed physically, as well as sexually( so I thought.) I had a slender body with long legs but my tits were large, “C” cup, I was taller than my mom, in fact I was the tallest girl in my graduation class at 5‘ 8“and 120#’s. My name is Leslee, I know but that’s how it’s spelled on my birth certificate; my granddads names were Lester and Lee, they wanted a boy and when I was born they thought that they could create a cute girls nam... Continue»
Posted by anton5419 6 years ago  |  Categories: Lesbian Sex, Mature, Taboo  |  
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Best Friend's Son

Greg and Sarah Murphy pulled into their driveway after going to the store to retrieve a few last minute items for their cookout. The gathering was intended to celebrate a number of occasions from their 19th wedding anniversary to the return of Greg’s longtime friend, Edrick, from Kuwait. They grabbed the bags and walked inside the comfortable split-level home they had purchased seven years previously. Their marriage had been like any other – plenty of good times and a few bad ones as well. They were the proud parents of three c***dren.

The oldest was Fallon. She was twenty and born eleven ... Continue»
Posted by faggyboi 3 years ago  |  Categories: Anal, Gay Male  |  
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airplane fantasy

I occasionally travel on business across the Atlantic, but budget cuts since the recession have required coach class travel. The work is interesting once I get to my destination, but I dread the flights there and back with cramped quarters, uncomfortable seats and boredom.

I have a fantasy of arriving at my seat to find I am sitting next to a woman whom I have never met. She looks to be in her mid-forties, dressed in a maroon button down shirt, dark pants, and lightly applied make-up. She does not have the figure of a model but I find her attractive. We greet each other with friendly smiles... Continue»
Posted by mj8319 4 years ago  |  Categories: Mature, Taboo  |  
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Going out as Leslie

A Short Story...

There was an unmistakable feeling of acute anticipation in my stomach leading out to my trembling hands. I knew where I was going tonight and the probable outcome.

Shaved, made-up sexy, dressed in a 3in heeled mini boot, fishnet stockings with a garter, black pleated short skirt, a white blouse with ¾ length arms exposing fishnet arm warmers to a stunning black straight haired wig, didn’t help the situation any.

Going dressed like this to a man’s lair and offering myself to him…I was quite apprehensive to say the least. Will he accept me? Will he go arm in arm with me... Continue»
Posted by LeslieStone 3 years ago  |  Categories: BDSM, First Time, Shemales  |  
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Pass Around Girl

I arched my back as he thrust deeply into me and exploded. My pussy held his cock tight as he pumped his seed into me filling my womb. After his balls were drained he pulled out of me and I stood up and turned to him. He pulled his pants up and told me thanks and went back into the bar. I loooked around the parking lot and pulled my pants up and headed for my car. As I walked I could feel that my pussy was all gooey. I got in my car and headed home.
It only took ten minutes for me to get home and headed straight for my bed. I took off all my clothes and laid flat on the bed. My husband c... Continue»
Posted by zimabean 3 years ago  |  Categories: Group Sex, Hardcore  |  
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Unloading For Mom

I'd been feeling really good lately, sort-of on cloud 9. There's something about getting laid well and often that really makes a guy feel alive, y'know? Anyhow, I was hanging out in the living room playing some video games and listening to music, having a good old time, when I heard my Mom come in from the Garage and from the sound of it she was carrying some plastic bags. That meant she'd been to the store, and that meant maybe she had some potato chips or something – I'd looked for some earlier, but we were out. So I got up, magnanimously, to "help" h... Continue»
Posted by cucumber_eggplant 6 years ago  |  Categories: Hardcore, Mature  |  
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My Story

Mom and dad went out and would not be home till very late. s****r was out and it was just granny and I alone. We put on a movie, it had some naked and raunchy sex scenes which got my pecker to stand at attention making a large tent in my sweat pants. Granny was sitting beside me with just a robe on. She took this moment to start a conversation about sex.
My granny resembles the granny off of the Beverly Hill Billies. Short and petite with long blonde and gray hair. I would bet granny did not weigh over a hundred pounds.
As we talked more and more about sex, my pecker got harder and h... Continue»
Posted by zimabean 4 years ago  |  Categories: First Time, Hardcore, Taboo  |  
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Bi Experience

I was faced, for only the second time I my life, with this situation. A young man in his 30's asked me out. That's not the situation. After we went out to dinner we went back to his place and there was another young man there about the same age. I was a little worried but was perfectly willing to be shared if that is what they wanted. Well it was a little more than that. They informed me that they did in fact want to share me but also that they were bisexual and wanted to know if I was alright with them doing their thing also. I of course was fine with that and actually was looking for somethi... Continue»
Posted by T0rr1b 1 year ago  |  Categories: Fetish, Group Sex, Mature  |  
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my shemale GF part 3

Christy and I are on the couch, we had just woke up, I have a butt plug in and slept with it in cause she was going to fuck me today. She has a Pink G-string on and a Pink bra with her G-string pushed to the side for her cock. Me I'm wearing Metal Mulisha boxers and a Tyler, the creator T-shirt on, and I'm down on my knees jerking her cock and sucking her balls, ironic huh. The butt plug was pink and big at the base. As I'm sucking her cock, her roommate and also my friend, Ashley, walks in, I believe this was no coincidence. Christy says to her "Hey sweety, why don't you join me?". I got a s... Continue»
Posted by germanface 4 years ago  |  Categories: Anal, BDSM, Shemales  |  
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Virgin Whore

Deloris looked like any normal soccer mom, except she didn’t have any k**s. In fact, she wasn’t even married. Yet, you could find her at the local community college, helping out, raising money for the school, always with a welcome ear to listen to the students’ problems, quick with a solution. She had been doing it so long that no one ever questioned her. If someone ever asked about her k**s, the conversation was quickly changed until all forget the original question.
She was in her late thirties, but she would never admit it.
Deloris was busy on weekend from Friday at six P.M. until Sund... Continue»
Posted by Headmaster-Michael 1 year ago  |  Categories: First Time, Hardcore  |  
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Totally Cucked

Linda tells me that she has a great surprise for me tonight. I have to have a shower and shave my cock and balls and ass for her as she has tols our guests that we should all be well maintained for the evenings entertainment.

Linda is already dressed for the evening, in a sheer red swimsuit and her 9 inch platform heels. I am to wear a pair of lycra boxer shorts. When I arrive downstairs from my shower Linda introduces me to our guests, Lex and Bianca. Lex is a black man also wearing a pair of boxers which outline his massive cock and Bianca is wearing a matching white bikini top but is als... Continue»
Posted by adventureousmale 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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