Free Sex Stories
Page 1847

My new ladyboy- LittleLi - Part 1

It was nice to meet my new freind littleLi. I met her at the library at college one day and was immedietly attracted to her. Her long dark hair and big brown eyes, with a lovely sweet smile. She was wairing a little cropped T shirt with a hello kitty picture on it, showing off her smooth honey coloured tummy, cut off denim shorts, white frilly ankle socks and black patent pumps. I thought to myself, only an asian girl could wair little frilly laced ankle socks and mary janes and get away with it! I had known for ages i was bi, so i was not suprised that this fanatastic girl standing in fron of... Continue»
Posted by igglepiggle 3 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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My Ladyboy- LittleLi- Part 2

After LittleLi had finished swallowing my cum, she fell back and i noticed she still had on her frilly ankle socks and MJ,s. Now that I knew LittleLi was a ladyboy i could tell her about my collection of stockings, panties, shoes and dresses that i liked to get dresssed in. LittleLi loved the the fact and took off the rest of my man clothes. I got up off the bed in front of her naked and went to my cabinet with all my fave clothes in it. I lay out satin frilly panties, stockings of all different colours and school uniforms with knee socks from Japan to England. LittleLi immediately ordered me ... Continue»
Posted by igglepiggle 3 years ago  |  Categories: Gay Male, Shemales, Taboo  |  
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Cheating s****r in law and me

This was sortaa thing that just happend but just shocking because i didnt think she felt the same and was the kinda person to actually go through with it. I knew my s****r in law for many years since i was a k**. She has been with my older b*****r for years. I always thought she was sexy as hell. When she stayed over night at my parents house she would always tell me im very cute and when i grow up im gonna be trouble to a lot of girls. Sometimes my b*****r would go out and she would be over during the night and i would see her in some very sexy clothes. Sometimes i would see her come outta th... Continue»
Posted by Raves415 3 years ago  |  Categories: First Time, Taboo, Voyeur  |  
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Apparently my GF is a slut pt 2

I asked my GF to explain "the pics" that she was talking about in the previous story, and this is what came out...cant tell if its hot or too slutty for all this to have happened...

My first month at school my freshman year I met this guy who I ended up being friends with. But when we first met, we used to fuck and one night he took pictures of me with my top off.
I didn't think much about it, but about a month later I heard he'd shown some of our other guy friends. Suddenly I had some asking me for blow jobs. At first I didn't know what to do and just laughed about it, but then some would... Continue»
Posted by iceman1012 3 years ago  |  Categories: First Time, Group Sex, Hardcore  |  
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My GF's gangbangs

So this is another story from my GF's college years...she asked me to share it because of how hot it was to her. We'll share more if we get good comments.

I was a freshman in college I went to a party that turned out to be me and a bunch of guys...one of them had a video camera he kept taking video of the party. Then one said they had an idea...they wanted me to strip on tape. I was pretty d***k and somehow thought it was ok, and it was kinda hot to have all those guys (I think 12-ish) watching me. So I started taking off my pants, panties, then my top and bra and before I got fully undress... Continue»
Posted by iceman1012 3 years ago  |  Categories: First Time, Group Sex, Hardcore  |  
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My first self-fisting

It didn't took long for me, after discovering porn, to discover fisting. At first I was surprised something so big like a hand could fit into a vagina or anus, then the more I looked at videos and pictures about fisting I found it more and more incredibly arousing...

Needless to say... sooner or later I needed to try it on myself!

And so there I was all alone at my place... after getting in the mood by stroking my cock and making it rock-hard and wet, I lubed up my fingers and started fingering my ass. I was fingering on a regular basis since some years already, so my asshole was not tha... Continue»
Posted by bi0p3n 3 years ago  |  Categories: Anal, Gay Male, Masturbation  |  
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Dreaming

I had no idea it was a dream. It was so real that I was sure it was happening. Let me tell you about it...

I was running through a sort of desert land. I had on a black tank top and jeans shorts with ripped tights under. It was right before the sun set so the sky was a mix of orange, pink and purple. I was running towards something, I'm not sure what though. Maybe shelter? I was sweating and there was bl**d on my shirt. I heard people chasing me but I was too focussed on what was in front of me. There was a shack. If I could just get to that I'd be safe, I thought. Doing my best t... Continue»
Posted by simigirl9 3 years ago  |  Categories: Fetish, Hardcore  |  
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MY NEICES

I had agreed to watch my b*****rs' twin 17-year-old daughters for a week while he and his wife went on a cruise to celebrate their anniversary. I had not seen my nieces in a couple years so I was a little startled when the showed up wearing matching miniskirts and halter tops. They had grown up since I'd last seen them. They had been cute with the potential for sexy. Now they'd grown into that potential. They were both redheads and it was difficult to tell them apart unless you knew them. Emily had blue eyes and dimples and Jennifer, or Jen as we called her, had green eyes that made you forgiv... Continue»
Posted by tabooluver66 3 years ago  |  Categories: Taboo  |  
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Carin's Continuing Adventures Part 4

I will admit, I was disappointed with my gifts this year. I know, f****y is supposed to give thoughtful gifts, but you would think my husband might remember that I was a woman, and get me something to share. Not likely, and the more I notice what I’m missing, the more I become willing to share with those that are noticing I’m a woman. Which is how I keep getting into trouble now.
Like the first day back to work after the big red guy makes his deliveries. I’m not sure how it became an every week thing, but we practice braless Thursdays at our clinic. Just the last few minutes of your shift, wh... Continue»
Posted by carin123 3 years ago  |  Categories: Group Sex, Lesbian Sex, Voyeur  |  
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City Construction has a 60 yr. old gangbang fuckto

I was shopping at the local whole foods when i notice a older women needing some help loading her car with some bottled water. I walked over and caught the case just before ii hit the ground. She thanked me for helping and loaded the other five cases into her car. Once all were in she bent over into the car to straighten some other items and her skirt rode up so being the pervert that I am I took a quick peek and I saw the juiciest white panty covered booty I have seen in a while she began to stand and I think she knew I had snuck a peek. She smiled and wanted to pay me. I jokingly said thanki... Continue»
Posted by miltep4evr 3 years ago  |  Categories: Anal, Group Sex, Mature  |  
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Femdom Night at the Hotel Recap Part 1

Well,that was fun.
The instant the hotel room door closed, you were stripping off your clothes and headed for the bathroom to bathe and shave. I tossed your clothes into a drawer and sat down with a beer to relax, already picturing the evening in my mind, enjoying the thought of your naked body quivering under my control.
You finished your bath in record time, emerging from the bathroom all clean-shaven, your erect cock bouncing in front of you. I grabbed my personal bag and walked past you into the bathroom, making it a point to basically ignore you.
Luxuriating in the bath, I knew you... Continue»
Posted by Femdom-Malesub 3 years ago  |  Categories: BDSM, Fetish  |  
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Something Different

“Honey, I want to try something different tonight.”

“Ummm, ok. What did you have in mind?” Chuck really wasn’t sure what Kathy was thinking when she said “something different.” They were just watching some tv when she brought it up. Maybe she wanted to watch a different show. Chuck was reaching for the remote when she stood up.

“Oh I don’t mean anything on television. I mean I want to try something different with you.”

He was a little surprised to realize that Kathy seemed to be talking about sex. She was never usually the one to initiate things. “Well that sounds even better, babe. T... Continue»
Posted by mzraine 3 years ago  |  Categories: BDSM, Fetish  |  
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OHGIRL: The Adventures Continue

Three weeks had past since my new boyfriend, Mikey, had taken me to the adult bookstore and watched me suck and fuck a group of men. He understood my sexual cravings and knew that I wouldn't be able to lead a normal relationship after years of fucking men for a living. Unlike many girls that entered the profession out of need of money or because they are f***ed into it, I had entered my career as a stripper on my own accord. I had progressed by selling my sexual services to my customers and eventually moved on to becoming an e****t. I loved the sex and the attention and over the years had beco... Continue»
Posted by ohgirl1 3 years ago  |  Categories: Anal, Group Sex, Hardcore  |  
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Teaching Sally 2

My former student Sally and I were in a motel room and I had just had her watch me in the mirror while I took off her clothes and caressed her sexy body.
“Sally I want you to lie down on the bed on your stomach” She shivered when I told her this.
I quickly took off my clothes. I could not help but state at such an awesome ass. I climbed on the bed and started to lightly caress her back slowly moving down to her ass but I skirted by it caressing her legs. I ran my hands lightly up and down her legs. She spread her legs and I could see her juices glistening on her pussy lips. But I did ... Continue»
Posted by rich_7 3 years ago  |  Categories: First Time  |  
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Caught Part 1

Mark walked through the door after a heavy shift in A&E, it had been a long and tiring day and all he wanted was to fall face first into bed and sl**p the rest of the night away. He was so tired that as he walked up the stairs and into his room he didn’t hear the giggles and moans of two younger people emit from his room. Anger seethes through him at the scene in front of him; Mark gripped the door handle tightly as he saw his little sixteen year old daughter lying on his bed, with some snot nosed brat on top of her. Her school skirt was pushed up to her hips and her school blouse was loose ro... Continue»
Posted by umbralunae 3 years ago  |  Categories: Taboo  |  
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My s****r and Me (recent)

Not too long ago my parents decided we hadn't spent enough time at home and planned on having a f****y dinner back home. I live about 2 hours away from home and my s****r lives about half of that. So we all get the arrangements to head home and the next day I head out in the afternoon. I had gotten d***k the night before so I got up late but that is neither here nor there. I'm heading home and I get the urge to give Stephanie a ring and see if she may want to fool around before we get home.

Right when I go to grab my phone my dad gives me a call. I hesitantly answer it and ask what's up. He... Continue»
Posted by moregain 3 years ago  |  Categories: Anal, Taboo  |  
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Husbands good friend is now mine and I met my matc

Finally Gus selected for me a ebony stud.
I've known this guy for a few years and never suspected him a player!
He is a huge 6'7" middle aged b**st of a muscle man.
I took two photos of Dave, trying to paste in here but I can't figure it out.
I'll post them in the pictures.

Started this morning when Gus wanted to know for sure I'd be home.
Maybe 9am there is a knock, I see it's Dave.
"Come on in. What's up?"
He looks half embarassed, eyes down and says "Gus sent me here to breed you. I'm serious.". I'm more than a litle surprised and Dave hands me a note.
I'll type it exactly.... Continue»
Posted by nicksgirl 3 years ago  |  Categories: Hardcore, Interracial Sex, Mature  |  
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My First Male Experience

This story is a work of fact and not a figment of my, sexual, imagination.

My first experience with another cock as a sex object (rather than playing with my own or seeing other guys’ cocks in the gym showers) happened when I was 18 years old whilst on holiday in Atlanta, Georgia. It happened on a f****y exchange visit whilst I stayed with a cute couple in their late 30s. He (Herb) was athletic, tall and tanned and she (Lucy) was shapely, without being model-type beautiful, but a nice cute girl all the same. They were friendly and I quickly settled into their home.

However after ... Continue»
Posted by PurplePal 3 years ago  |  Categories: First Time, Gay Male, Masturbation  |  
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Ravathi - My Dream Aunt

Hey lovable readers I will bring you the latest of story and will keep on publishing here.
All the stories I will publish will be purely fictional<br />
and won't b resemblance to any person.
anyone can contact me on my email
Have fun reading it and do reply me.
on stiefler_007_for_lovely_girls@yahoo.com


Hi my dear Iss readers I am a regular reader of ISS .This is my first story. Hope you like it. This is a real incident that happened in my life . And the best one. Let me introduce myself and my aunt(uncle's wife). I am an average guy with average sized dick. I am 18 year... Continue»
Posted by stiefler007 3 years ago  |  Categories: Fetish, Hardcore, Mature  |  
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Teaching Sally part 1

I am a high school teacher in a small town. I consider myself average looking. But for some reason it seems a good number of the female students in my classes delight in teasing me. There are days when some of them would wear low cut tops and low cut bras. Occasionally (if I am lucky) one or two would “forget” to wear a bra. These are the days I would spend time in class walking around checking their work and peeking down their blouses. It made me so hard and I know some of the young ladies noticed. Other days some of them would wear short skirts with cute panties. And again sometime... Continue»
Posted by rich_7 3 years ago  |  Categories: First Time  |  
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