Free Sex Stories
Page 1819

Caught by a neighbour

I've secretly been crossdressing from a young age. In my late teens, around 17, I became more
adventurous. maybe because I was enjoying it more. At that age I was very slender, had long dark
hair as well has having a naturally smooth and hairless body. My b*****r and s****r were both at uni
and my parents would work a lot of the time meaning I was left home alone quite a lot. I would
"borrow" my s****r's clothes and had actually found in the loft a bag of things she didn't wear any
more. As you can image this bag had made it's way into my wardrobe some time ago to make those
long days al... Continue»
Posted by sparkyking 3 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Caught by a neighbour

I started crossdressing at quite an early age, 'borrowing' items of my mum's underwear and furtively dressing in them when she was at work. As I was an only c***d, and mum and dad had separated, I had quite a lot of time to indulge my little hobby! I used to love wearing her tights, the sexy feel of them encasing my legs and cock, and the way they made me feel so girly when I admired my reflection in the long mirror in our hallway. I would also wear her big full-cut knickers and doreen bra, and complete this with a lace slip and a pair of strappy heels or mule slippers that I could fit into th... Continue»
Posted by sparkyking 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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Vicky's Pink Diary 01

There he is sat on my bed, my Uncle, Uncle Creep, well that's what I call him. I'm just staring in shock as he flicks through it.

"Put that down, it's private," I manage to blurt out.

"Don't worry, you poor little thing. I've read it right through a few times. I won't tell anyone, Vicky, isn't it?"

I'm shaking in horror, my diary, my pink diary with all my secret thoughts and wishes, my fantasies, and things I've done, embarrassing things. Well how many 18 year old boys get a kick out of wearing their and their stepmother's underwear and dresses? How many boys write things like tha... Continue»
Posted by sparkyking 3 years ago  |  Categories: Gay Male, Shemales, Taboo  |  
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Cousin wants a tit wank

My cousin is only fifteen, for his age he is rather handsome and from what I've seen on his Facebook page when he's gone to parties and been running around in his boxers his bulge looked huge, he must have a big cock, curiosity took over and I had many thoughts about his tiny slim body with a huge cock fucking me or sucking it so deep.

Recently he had been visiting our house a few times, mostly for his Mum (My auntie) to see my Mum. This one evening was different, both our Mum's were going to a meal with friends so I had to look after my cousin. I had just finished work, I work in an offic... Continue»
Posted by kaymccumming 3 years ago  |  Categories: First Time, Masturbation, Taboo  |  
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I want You to fuck me with Strapon

Hermione Potter loved her husband’s arse.

When they were at school she once made the mistake of sitting behind him in History of Magic class. Harry found the topic boring so he would fidget, trying to stay awake. Watching his arse as he leaned forward, sat back, and otherwise squirmed in his seat drove her to such distraction that she had to duck into the nearest girls room right after class to get herself off.

Perhaps it was the Quidditch that made it so perfect, all that clenching to stay on the broom (though, oddly, it didn’t help Draco Malfoy, who had no arse to speak of). She would ... Continue»
Posted by malesub01 3 years ago  |  Categories: Fetish, First Time, Taboo  |  
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s****r in-law and Niece visit part I

I gave up on the real world. The reality of 40 hours a week; 9 to 5; Monday through Friday lockup no longer interested me. I used to wear a uniform, provide a service, vote, pay taxes, serve on jury duties and so many other things. I worried: about the bills, advancement of our careers, what I drove, etc.

Now: simply put, I have none of those problems. My wife was killed while being driven by her d***k boss, whom she was sl**ping with I was to find out, to a work mandated conference during a terrible storm.

I took a very large settlement from her company and her boss's lawyers, cashed ou... Continue»
Posted by jimp72 3 years ago  |  Categories: First Time, Taboo  |  
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First Time Fucking My Friends BBW Mother. Pt. 1

I am a 35 year old man who has had a crush on my best friend's mother since I was young. She is 63 years old and is a very large bbw woman with huge 46E tits and a huge fat round ass with thick thighs and a fat belly.

Over the years, we would have this continuing flirtatious relationship between us. She never knew that I used to sniff her dirty panties and shoot my loads in her panties. I would also sometimes try and sneak a peak when she was showering or getting dressed. She had the body I always desired on a BBW mature woman. I always lusted after her and she was a main fantasy of mine al... Continue»
Posted by bigdong6969 3 years ago  |  Categories: First Time, Mature, Taboo  |  
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gang bang

[user]gang bang[/user]

Gang Bang 101 - A Guide To Doing Your First Gang Bang
by Alfrik


A great many women (and men, for that matter) have a fantasy of being the center in a gang bang - an event where several people are fucking one person simultaneously or in a train. And though many have this on their sexual bucket list,very few actually go through with it (for a variety of reasons).

Those who do find themselves facing a daunting task. Gang bangs are rarely spontaneous events, save for the occasional bang that happens in a swinger environment, and the amount of time and effor... Continue»
Posted by glesgowdick 3 years ago  |  Categories: Anal, BDSM, Celebrities  |  
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Mother in law pt 2

My cock was bulging at this point, she turned away from me and bend down to get some plates out the bottom of the cupboard, this time displaying her full arse to me, I could see her pussy dripping, my cock stood on end, was this my opportunity to penetrate her, her pussy was open practically begging to be pounded, inviting me in. I looked down my cock had broken free from the robe. The tip of my cock was shining with pre-cum, it was ready to slide in.

At that point she dropped to all fours, and tuned towards me, like a wild cat, ready to eat her pray. She crawled right up to me reached up a... Continue»
Posted by iamtommy4 3 years ago  |  Categories: Taboo  |  
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Its just Foreplay

Imagine yourself laid out on the bed in sexy see through lingerie that's defines the curves of your body...red and white rose pedals spread all over the bed...candles lit with the essence of your favorite scent...cloth wrapped around your eyes blinding you from any possible sight being able to use only the other 4 senses...you feel my presence and aura in the room. From across the room I stare and admire your beauty. I come closer to you as you start to smell my masculine scent become stronger the closer I get to you, but not touching you. You feeling my presence surrounding you in anticipatio... Continue»
Posted by ghettoprince187 3 years ago  |  Categories: First Time, Hardcore  |  
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The wait was over

He was finally going to meet her. Several months of email tennis, Skype calls and IM all around the clock, but he was finally going to meet her. He had flown in this morning, checked into the hotel, showered and put on his sharpest suit, he really wanted to impress. A tailored made three piece suit, the one he saved for interviews. He wore a red tie and pocket square to add a little colour to his outfit. He was ready, nervous, but ready.

He went down to the bar, where she said she would meet him. He was early, but that was okay, he ordered himself a whisky, an 18 year old Talisker with a gl... Continue»
Posted by shaggyinit 3 years ago  |  Categories: First Time  |  
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s****r's Panties

Growing up in a house with my mom, dad, and an older s****r, Linda, I was always treated like I was special. Mom let me have my way most of the time and Linda was always there for me to talk to. I was eighteen and just out of high school. My one fond memory was that I would jack-off using my s****r's panties as a thought invoking means to make me very hard and emptying my cock juice into. I was always pulling out, "big boy," whenever I got the chance.

I was having one of my, "panties fresh from the hamper," sessions, holding them up to my nose, breathing deeply, and stroking quickly, when m... Continue»
Posted by iamtommy4 3 years ago  |  Categories: Taboo  |  
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Mother in law

I got off work early for a weekend to myself, the wife was away with her dad to visit some distant f****y members, neither of them really wanted to go but for the sake of possible future falling out it was the easier option. I had nothing planned and that was the way I wanted it. 3 days, 2 nights of me time, wake up when I wanted, get ready if I wanted and do what I wanted. It was a red hot summers day, so the plan was simply sit in the garden, soak up some sun and have an afternoon of relaxation. Normally I'd be in training at a time like this but I'd also given myself the weekend off that to... Continue»
Posted by iamtommy4 3 years ago  |  Categories: Taboo  |  
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massage

The lights are dim, and soft music is playing as you enter through the doorway. You see a candle or two set out, adding a floral scent to the room. The massage table is laid out in the center of the room, with ample space for your masseuse to walk around you while you're lying down. A chair is set out, and you leave your robe on it as you make your way onto the table. You take a couple of towels lying nearby and cover your breasts and pelvis as you lay on your back on the table. The final piece you put on is a black-laced blindfold left on the table for you. Taking a deep breath, and fil... Continue»
Posted by sirswoosh 3 years ago  |  Categories: Fetish  |  
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Desert Heat - Part 24

Desert Heat – Part 24
Thursday, August 16, 1985
Thursday morning, I woke late. Ginger and Pepper were already up and eating breakfast. Jerry and Rosemary had already left for work. They handed me a plate of food and invited me to join them. As I ate, I asked what was on their agenda and they said that there was only one thing on the agenda today and it was me. They said that they both missed me and wanted to make up for lost time. I asked what they meant and Pepper said that I would just have to wait and find out.
After breakfast, they e****ted me to my recliner, handed me the morning... Continue»
Posted by jdwhitings 3 years ago  |  Categories: Group Sex, Hardcore, Mature  |  
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The Farm

Daisy lived on a huge farm with her husband. Every summer they hired about a dozen young boys to help with all the chores. This was the best time for Daisy. She managed to fuck each one of them more than once. She loved the young hard bodied men. She would ride her horse out by the river and lie on a blanket naked and wait for one of the young men to show up. They knew what to expect when they saw her ride off. One would then disappear to the river for a few hours of sex with the wild sexy Daisy.

Today as Daisy was laying naked Matt showed up and soon was on the blanket naked with Daisy. He... Continue»
Posted by babybondage 3 years ago  |  Categories: Anal, Hardcore, Taboo  |  
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Christmas Holiday, part 3

The club we went to was packed and heaving with totty. After a few beers me and the lads had each found a girl to play with. We’d all been dancing and trying it on with our girls. Dan’s girl had obviously found something to satisfy as she was seen whooping while she felt him up. I’d managed to have a good grope of my girl’s arse, she was barely 18 and had the firmest buttocks and pert little tits. Dancing up close to her I had a good look down her top in between snogging her. My cock was on the rise as she was grinding up against it.

The dirty cunt Nathan had clearly got a lot further... Continue»
Posted by redders74 3 years ago  |  Categories: Anal, Group Sex, Hardcore  |  
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Taking care of a friend: Allison and Chuck

My girlfriend Allison and I had always loved doing threesomes and group sex. We have a friend named Chuck who lived next door. Chuck was a socially awkward guy he is short and thin with medium length dirty blonde hair and he wore glasses. He would always come over and hang out with us and our friends but he always seemed to go near Allison and talk to her a lot and touch her. He made it obvious that he liked her but we just brushed it off. Our friends would ask why we hang out with him because he they even knew he liked her but we didn't have an answer for them. Maybe it was just for the compa... Continue»
Posted by bislavebitch 3 years ago  |  Categories: Anal, Gay Male, Group Sex  |  
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Looking after the step cousin!

Every so often I would go to my cousins to `babysit` although he was still old enough to look after him self, his parents were going out with mine so we stayed together. He was very into his magic and always tried new tricks on me. I was very bored this one night and decided to try something.

I told him that I had been hypnotized before and he should start learning to do that as its amazing. I said once you have been hypnotized other people can do it to you very easily after that. He suggested that he should try and asked how it happened before, so I explained making up some nonsense. He im... Continue»
Posted by ninaslut4321 3 years ago  |  Categories: Fetish, First Time, Taboo  |  
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Christmas Holiday, part 2

After we had showered the three of us were lazing naked on Lorna’s bed having a vodka, a chat and the odd grope. My dad’s phone started ringing so he got up off the bed and went through the pocket of his jeans to find it. “It’s your mum,” he said. Lorna suggested that he answer it. He pressed answer, sat on the edge of the bed and started chatting away to her, asking how gran was and so on. Meanwhile Lorna had got on her knees between his legs and had started to suck his dick again.

The situation was totally wrong and utterly horny. My dick sprang back to life and I took the opportuni... Continue»
Posted by redders74 3 years ago  |  Categories: Group Sex, Hardcore  |  
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