Free Sex Stories
Page 2489

Learning to let go (part 3)


This has been a very bad week for me emotionally. I am quite upset writing this post to you - almost on the verge of real tears. I think I told you that this was the week when I had expected to become a real woman. I thought I would lose my girlishness - say goodbye to my virginity and be an equal of my s****r, my friends at work, and nearly every other woman on the planet.

I had planned that it would happen on Thursday night. That's when my boyfriend plays basketball in the neighboring sub-division. My Mother always used to say that it was only the "cheap" girls that watched the ba... Continue»
Posted by martina1992 5 years ago  |  Categories: Fetish, First Time  |  
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The first meeting

I knocked on the door, it opened and I walked into a room I had seen many times on XH. I turned as she closed the door and came towards me. I looked at her long black hair, plain blouse, short denim skirt and black hosiery with black mid heeled shoes. I put my bag on the floor, faced her and said “You look so good, I’m all yours”. She smiled nervously; I knew this was her first time. She drew closer, her dark eyes fixed on my face. Gently she put her lips against mine, I let my mouth open a little and she took the hint, pushing the tip of her tongue into my mouth. We stood quietly, gently sway... Continue»
Posted by spankbuoy 2 years ago  |  Categories: BDSM, First Time, Shemales  |  
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I should have done it.

When I was uni-student. One day I was going to a book store by motorcycle.
I was aware a woman walking this way. Passing beyond, we turned our eyes each other.
I murmured "she is tight!" in my heart. When I was reading a book in a sotre, someone
stood by me and pushed stucked book down to my side ..
I faced that person. She was there! She didn't look at me but seemed to expect something.
After a while she moved to exit and stopped to face me for a moment.
I was too square to chase her. I should have done it.... Continue»
Posted by tatsu403 6 years ago  |  Categories: Sex Humor  |  
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New York, New York

Life tends to be full of surprises and is much the better for it, some of these are good and some are not so good. I have been traveling extensively for business for the past f******n years and when I discuss my job with friends they always seem to think that I lead a glamorous lifestyle, little do they realize how hard and boring in can be. When I started traveling I thought I would be meeting exciting people, especially women, how naïve I was. For years nothing major happened, until one night in New York City.

I had a two day business trip to New York and I had called some friends of ... Continue»
Posted by speed111 4 years ago  |  Categories: Anal, Mature  |  
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Soccer Crush by loyalsock


Great. I was late for class again. O well, I thought as I casually
strolled to the class I was 15 minutes late for. When I finally got
there, I managed to find a seat in the crowded auditorium way in the
back. Perfect. Maybe I'll get a chance to sit next to Teri. Teri was
gorgeous. She had beautiful brown hair with few blonde streaks. She had a
femininely athletic body, toned muscles and all. This was because she was
on the soccer team. Everything about her was beautiful. She was about
5'10 and weighed maybe 135. She was curvy in all the right places. She
had my heart and she didn't ... Continue»
Posted by loyalsock 1 year ago  |  Categories: Anal, First Time, Lesbian Sex  |  
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Sweetest Taboo

husband wouldn't even discuss fucking her in the ass in their 10 years of marriage

Ambers heart pounded, the anticipation was driving every synapse in her
body firing up an electrical storm, her every erogenous zone tingling.
She felt his body heat as he grabbed her firm and juicy 36Cs from
behind. He caressed them and tweaked her rock hard nipples for a while,
and then she felt his fingers clutch the hem of her short and sexy
teddy.

He licked her ear and she gasped from the unexpected rush of pleasure,
and then snaked lower towards her clean shaven pussy. His subtle touch
... Continue»
Posted by adel5000 5 years ago  |  Categories: Anal  |  
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Taking Care of My Grannies Part III


Well, I have told you about two of my four Grannies, so it’s time to reminisce about Granny number three, Joan, a well built, sassy redhead from Chicago. She was somewhat stocky but made up for it with the nicest set of large boobs I have ever seen on a granny. They still had plenty of lift and always wore low cut tops; her cleavage poured out of her bra. Now being a big city girl she knew the score when it came to a guy like me. She knew I was fucking other women. I would call her looking for a date and she would ask “who did you fuck last night” I jokingly responded “it doesn’t matter, who... Continue»
Posted by captjim51 2 years ago  |  Categories: Mature, Sex Humor, Taboo  |  
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Mrs. Smith Cums to Washington...State. LOL.

When Rob started his new job, it was really the start of a new life. He had made the break from a life in the logging industry, not following every male member of his f****y for generations. In so doing , he had to leave the town, and in his case, the State. Back home, logging was virtually the only way to make a living unless you were willing to work for half the money and clean hands. Rob was the only one of his brood to finish school, and had a notion to someday go a bit further.

Loneliness wasn’t a problem with him. He didn’t have much to do with the guys back home anyway. B... Continue»
Posted by trumptight85 5 years ago  |  Categories: First Time, Hardcore, Taboo  |  
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African Prince 7

Chapter 7

When his Mom got home, Mikey was in the shower. He was
still reeling from what he'd seen but the hot water was
starting to clear his head. In his mind, he tried to
reaffirmed that he had not jerked off to Julie being
****d, but to her naked body. What young male would not
be aroused by the sight of a beautiful young body
slicked down and dripping with cum? He felt like he
should do something or tell somebody about what was
going on in the Osbourne house- but how could he
explain his own presence there?

Mikey's actions weren't exactly that of a role model
citizen eithe... Continue»
Posted by lanre2000 4 years ago  |  Categories: Interracial Sex, Masturbation, Taboo  |  
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Teen as a gift to a middle aged 2

"Uncle" Raj got up. He had difficulty in getting up as he was heavy with a large belly. He put one arm around Pooja and guided her to the bed room. Rekha followed carrying his half finished drink. He was fondling her left breast while walking towards the bed room. As soon as they reached the bed room he strait went to the bath room. He left the door open and she could see him pissing into the toilet. He jerked when he finished and put it back into his pants without wiping or washing it. "Ghosh" Pooja thought, " I have to....."
Rekha madam kept the glass of drink on the side table and said,"ma... Continue»
Posted by anita8003 3 years ago  |  Categories: First Time, Mature, Taboo  |  
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Morning routine

Master Dean said a better way for people to get to know

more about his "personal little circus freak" would be for

me to write a little about my basic typical day,

So I wake with the alarm and the mister that Dean's mom

hooked up. frrezez my tits off a shoocks the shit out of me

but I think that was the point.

I pee, shower, prepare my pussy and don one of my mini

shifts with random holes cut in them to show my tasty bits

and deter any thoughts of outside.

I crawl up the stairs (I'm not really allowed to walk unless

told to) and enter the kitchen upstairs.
... Continue»
Posted by instapussy 4 years ago  |  Categories: BDSM, Hardcore, Taboo  |  
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My Electric Fucking Machine

A few months ago i decided it would be a good idea to add a fucking machine to my large collection of bondage toys, so i did a bit of homework as to what i needed,& started searching.
The two main items,the special DC volts motor & the electronics to control it i was extremely lucky to get off E-Bay,from seperate sellers,& both for the initial bid !! No-one ran me up ,hehe
The slider mechanism that works the cock shaft is ex-British Military,prob off the Ark Royal !
Having got all the bits,i made the machine in under two weeks,& it really works well,any speed up to 53 pokes a minute.
Anywa... Continue»
Posted by johnmasters1953 5 years ago  |  Categories: BDSM, Fetish  |  
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Horny Hairy Wife

I am writing this story as a confession in the hopes
that my husband will read it some day. I don't have the nerve to
tell him myself what I'm about to tell you. My husband and I
have wonderful sex together and I tell him that I can't get
enough of his big stiff cock. That's the problem. I can't get
enough of any stiff cock, period!

For the past 3 years I've probably fucked 50 or 60 different
men, some of them more than once. My husband doesn't suspect
anything because I am very careful about when and where I choose
to cheat on him.

It all began about a year afte... Continue»
Posted by kinghut 1 year ago  |  Categories: First Time, Hardcore  |  
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First Time Online

This is a TRUE story!! It all started with a visit to a couples chatroom. Hubby & I got talking to another couple & soon started talking dirty. "What would you do to me?", C asked. "I would slowly start kissing & caressing you, running my hand under your top to feel your fantastic nipples" I replied. MMMMMM, came the answer. "And then what?" she asked. "I'd like to stroke & lick them & get them all hard while you do the same to me. Then I'd stroke your pussy through your undies while both our hubby's are watching." C liked this idea & told me how her hubby was rock hard at the thought. My hubb... Continue»
Posted by jessie8james 3 years ago  |  Categories: First Time, Group Sex, Voyeur  |  
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The feel of a warm mouth

Quite some time back I received my first ever experience of having a hot mouth around my cock when I was ejaculating.

My girl friend and I were into a very hot petting session in which the two of use got down to our underwear. She in her panties, no bra, and me in my shorts. As we groped each other, me with my fingers caressing her hot juicy pussy through her panties, she had her hand in my shorts stroking my very erect cock.

All of a sudden she pulled down my shorts, bent over my cock and and proceeded to lick the tip cock. Oh what a feeling to have a hot tongue licking my cock head. ... Continue»
Posted by j-birds 4 years ago  |  Categories: First Time  |  
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Birthday boy

It was a few days before his birthday. She was walking around in the mall thinking what to bring her sweet lover. it had to be something really nice, but what… she was still thinking when she heard a voice next to her “can I help u”? She turned around a bit irritated that someone interrupted her thoughts but then she saw a nice sexy guy standing next to her. Her mood directly changed and she told him that she was looking for a nice present for her lover and she would really appreciate it if he could help her. He smiled at her in a really sexy way and asked her to follow him. He took her to th... Continue»
Posted by DevilEyes69 4 years ago  |  Categories: Group Sex  |  
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Playing Truant - 1

Going back a number of years to my last year at Secondary school, my 'boyfriend' told me that, " Tomorrow you will be playing truant! Just get up as normal put on your black lingerie and stockings, then pop your normal school ubiform over them and I will pick you up at the bus stop at 8.20am. I said OK to him, as if I had any choice in the matter.
I was up at 7am and after showering put on my best black bra and knickers along with my black suspender belt and black red topped stockings.I said bye to my mum and headed to the bus stop. A few minutes later Dave pomped his horn and I moved t
... Continue»
Posted by AJBBWUK 1 year ago  |  Categories: Fetish, Group Sex, Taboo  |  
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Birthday present

Last week was my birthday and my GF Rinki wanted to please me by giving me an incredible gift. Something like what I had given her a few months back. She wanted to make all the arrangements so we can have the b'day party but also get some time alone with each other so she can show me a great time. Due to a f****y function, I had to be in Delhi on my birthday. The function which didn't even concern me so I was a bit disappointed at that. But Rinki decided that we can enjoy before I leave for Delhi, 2 days before my b'day. I didn't mind an advance present so I agreed for it. On the eventful day ... Continue»
Posted by mrraman 3 years ago  |  Categories: Hardcore  |  
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My tranny slave (uk tv ts and cds apply)

My biggest wish is to own a tranny slut a cheap worthless little cumwhore. Is make wear stocking suspenders a short skirt and black lace panties. I would rule her with an iron fist. First I'd make her crawl on all fours like my lil pet I may even keep her on a leash. She would be f***ed to obbey my every order or face punishment. I would want her to feel worthless like a piece of shit on my shoe. I d make her gag on my hard cock just to watchh the look on her face as my cock is rammed deep down her throat. Her tight little dissuade ass would be mine insrryion of objects and fucking her sensles... Continue»
Posted by crbigboy 4 years ago  |  Categories: Anal, BDSM, Shemales  |  
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Preachers Daughter Chapter 15

For those following the stories, here is a update.

Jamie, the 23 year old preachers daughter slut is pregnant with my baby, unknown to my wife, and she is living with us. I use her.

Pam, preachers wife has been meeting me Sunday mornings and getting fucked before church and her husband knows about it, but has not confronted them yet.

I told John, the preachers to wait. He is ashamed she loved sucking my cock and getting his virgin ass pounded. He has been enjoying fucking his wife Pam and I it seems even more into fucking her and eating her after I have had her and send her home.
... Continue»
Posted by harleyrider6969 2 years ago  |  Categories: Anal, BDSM, Taboo  |  
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