Free Sex Stories
Page 1776

dressing up

have been ‘dressing’ from a young age, the usual situation occurring, finding an aunties pink satin brassiere, a long line one which just hung on me, but that didn’t matter and also the matching corset also too large, but it felt so natural to wear these items, it gradually developed into wanting to dress more and more frequently, then it was dressing from there on.

My final transformation started about 7 years ago my wife had arranged to go away for a weekend with friends, a sort of girls weekend. I was ecstatic, my chance to dress for a weekend properly with no interruption. After she ha... Continue»
Posted by manfed 2 years ago  |  Categories: BDSM, Mature, Shemales  |  Views: 822  |  
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Coming of age in the 90's Part 2

Saturday June 6 1998 (my father insisted I have the initials DDE) was my 18th birthday,little did I realize Miss Mueller had been looking foward to it as much as I had. I arrived at her house at 9am, she was in the kitchen making tea to ice while we worked on the landscape. She had her usual V neck but was wearing sweat pants and athletic shoes as it was cool and still damp out, the grass was as high as I had seen in the previos 4 summers. We went to work, her edging and I cutting the grass twice. The cleanup went slow due to the dampness and and quantity of clippings. At 18 I had little troub... Continue»
Posted by dennisthemennis 3 years ago  |  Categories: First Time, Mature  |  Views: 821  |  
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Making of My Sissy (Part 3)

One day I was home to see, first hand, how my sissy's day progressed. The day went as I thought it would, well planned and a perfect schedule to keep my little one busy. Then there was a knock at the door.

My sissy never went near the door. I watched as the bell rang. Again my sissy never even looked at the door. I asked him if there was something wrong. He said that he doesn't answer the door when dressed

as such. I asked "dressed as what?" "This is what you liked and you agreed that you would like to try dressing." "Part of doing house chores is answering the door as well." “ He said... Continue»
Posted by sissymishel 1 year ago  |  Categories: Fetish  |  Views: 821  |  
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Mistaken Identity

Man gets to lead the life of a rich man...if only for a day...

Mistaken Identity.

Back in the day, the early 1980's to be precise, I was badly in need. In need of a job, to be more specific. These were times of prosperity for most. The Dow had recently hit 2000, which was a record. The economy was booming and would continue to do so throughout most of the decade. Everyone and everything seemed to be doing great, except for me. Being the remarkably perceptive dude he was, my friend Rich sensed my need for employment. He had recently started a small company installing and mai... Continue»
Posted by Exakta66 2 years ago  |  Categories: Group Sex, Interracial Sex, Sex Humor  |  Views: 821  |  
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fantasy squirt girl cums to life

For many years I had seen and heard of girls who squirt but had never had one myself. Well this is my true story of how that happened to me.
We met through an online sex site and after a few email exchanges worked out a plan to meet. Normally I will meet someone at a public place first, but this time she wanted me to see her at home. We would only have about 5 hours before her daughter got off from school so there was not much time for chit chat.
When I found her place she greeted me in a pair of daisy dukes shorts and a T-shirt. We sat and talked for about 10 or 15 minutes, and then I ... Continue»
Posted by brand692020 2 years ago  |  Categories: Anal, Fetish, First Time  |  Views: 822  |  
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Fun During Gym Part 2 <3

If you have not ready part 1, please do first. It's called "Fun During Gum Part 1 <3".

When Josiah and I walk back, we climb over the wall that surrounds the baseball field and as I'm walking, I can see Jovanne smiling at me.
"What are you looking at?" I ask him, as I fix my bra and pull up my straps.
"You, you're beautiful." He continues to smile at me and I step toward him and he steps toward me, we kiss. His warm lips move against mine and the smell of his Cologne gets me excited, he pulls up one of my smooth legs to rest on his hip and I bring my head down to rub his boner.
"Stil... Continue»
Posted by milli214 2 years ago  |  Categories: Anal, Group Sex, Hardcore  |  Views: 821  |  
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While I Slept

I'm awakened by a pinch to my nipple. I jerk and try to sit up. I cannot and realize that my hands are tied above my head to the slats in the headboard and my ankles are tied and bound to the footboard. I hear the snap of the light switch, but I cannot see anything and I realize that I am blindfolded. I struggle against the rope that has me bound trying to twist and release myself. The rope bites into my tender flesh. A harsh, raspy voice says 'You can't get up so you may as well stop trying.” He chuckles and then tweaks my nipple again. I shrink back from his touch, however a small tw... Continue»
Posted by hisbrattyslut 2 years ago  |  Categories: BDSM, Fetish  |  Views: 821  |  
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Homecoming

It's late at night. As you unlock the door to your apartment, you wish that somehow you'd gotten home earlier but, of course, with all the heavy traffic and the fog. Well, it feels good to be back anyways. The return trip was long and tiring; it'll be good to have a hot shower, then curl up in the covers of your bed for a long well-needed sl**p. You turn on the lights, close and lock the door. You take your coat off, hang it up in the closet noticing as you do the noticing the apartment smells stale. You open the window to let in some fresh air. There's a cool breeze blowing and it wafts you... Continue»
Posted by samueltm 6 months ago  |  Categories: BDSM, Fetish  |  Views: 821  |  
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Martha--TRUE STORY

Martha is my GF...I've been having an afair with her for about three months...this week it started to get a lot more serious.

Let me describe her a bit. She is a svelt Latina with blonde hair and generous size tits. I'm not going to pretend I know the cup size...but my wife has Cs and Martha's are larger. Martha works out a lot...and for a woman in her mid-40s, is in excellent shape. In short, she is a totally hottie.

But let's not stop there. Martha has the sexiest kisses I have ever known. She gets me heard every time we kiss. I have come home more than once with cum stains in my und... Continue»
Posted by napueo 2 years ago  |  Categories: Fetish, Masturbation, Mature  |  Views: 822  |  
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Girlfriend used in a Holiday Toilet

This is fiction...
So, it was a couple of years back now, in Turkey, at a bar by the beach. You know the sort of place, shitty pop music blaring out, drinks that were 50% vodka and 50% watered down coke. The usual lecherous, greasy locals working the bar and the tables, hitting on all the d***ken English girls, succeeding often enough to make it worthwhile.
I’d been for a piss, shifting some of mediocre local beer I’d managed to chug down, and was walking back to the table when I noticed the bar owner, Oz, talking to my girlfriend Alison. Ali saw me coming back over and smiled, and I could s... Continue»
Posted by kingmickyb 11 months ago  |  Categories: Fetish, Hardcore  |  Views: 821  |  
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Why did I settle for that?

Just made it back from Miami, was a great visit, but it could have ended after the first night, and that would have been alright. Hated the dirnking and the smoke, but did meet another lovely tranny who did give me the tour and the break from this horrid northern weather.

Although the sex with her was good... Ok, average, I didn't think it was worth the money that spent getting there and back. Why did I let her shit on my chest while skull fucking me anyhow? Some things shall always be a mystery I suppose.

I did love what she wore, how she looked, and her long slender candy, it fe... Continue»
Posted by Stickpiggy 2 years ago  |  Categories: Masturbation, Shemales, Taboo  |  Views: 821  |  
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hot and cold

Hot and Cold


It was an exhilarating experience , which I this I still could experience previously unknown females on the beach, this sudden sensual desire takes me still under the spell ... and it was also without prior warning ... it happened, and it was beautiful ... until we were surprised by this sudden monsoon rain and we quickly fled to my room because it is the shortest way to the resort ...

After we celebrated a shared shower , we could still not one another can , this beguiling fragrance of her went out took my breath away , we kissed in the shower, affectionate , eager as w... Continue»
Posted by amadeus57 11 months ago  |  Categories: Celebrities, Mature, Shemales  |  Views: 821  |  
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My First Big Girl

I was in my room thinking of girls witch I normally do not think about but i have always wanted to try. Then there was a girl who walked in she had red hair fat with big tits.

"My name is Hana I heard you wanted to try girls"she smiled.

We kissed i was horny for her and wanting her to touch me all over. I was in a wight dress with see through panty’s and no bra. Hana sucked my tougue and lay me down. Then she ripped my dress of showing my tits. Hana sucked them playing with them I moaned.

"Your so cute baby I can't wait to fuck you"she smiled.

Then she tore of he shirt her... Continue»
Posted by hotandhorny19 2 years ago  |  Categories: First Time, Lesbian Sex, Taboo  |  Views: 822  |  
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First Group Suck at 18

I was 18 and my mate took me to a cruising area...I was out my nut and shocked to see guys with their coks out wanking and one guy getting fucked in the corner.

There was a group of five or six guys in a circle wanking which was horny...I thought they must all have been teasing each other and wanted more so i intevenied and went in the middle of them got on my knees and and sucked cock after cock they were are rigid, one came in my mouth and the others while watching me.

They put me in the mood for group sex and watch it all the time would love a regular group of hot lads....Fit, Mostly ... Continue»
Posted by scotlad77 3 years ago  |  Categories: Group Sex, Hardcore, Interracial Sex  |  Views: 821  |  
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She had it Coming!!!

I first saw her across the room at the gym

she was taking a class and in her kit she looked mighty fit!

a great arse and fuck me tits! Her nipples must of been on stalks

as they were visible through 2 tops she had on!!!

Well, when I say I, I mean my wife who saw her as they were in the same class,

when she got home she told me about this Milf that we really must have

cum round and have some fun!

The following week she went back and took the same class

all stretch and spread so, we hatched a plan so that she could

get talking to her, check her out and hopeful... Continue»
Posted by verystickyfingers 2 years ago  |  Categories: Anal  |  Views: 821  |  
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Punishment Dress

In the span of history, until relatively recently, a beating was given across the bare flesh, and dress had a significance limited to the procedures and drama of its removal. Before the great change, the chances were that a victim would be crudely stripped and flogged without more ado, but, if dress played any part at all, it was as an agent of humiliation rather than as a layer of protection: a soldier was the more shamed by being stripped of his full-dress uniform, and, by the same token, many a principal `of a girls' school would choose an occasion when the girls were in their 'Su... Continue»
Posted by cdod 4 years ago  |  Categories: BDSM  |  Views: 825  |  
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Heather

It had taken some time to get over my divorce, not that it had been particularly messy or sordid, quite the contrary as we had settled everything in a business-like and polite manner. It was simply that after 15 years of marriage, I found the transition back to bachelorhood to be difficult.

I had always thought myself to be fairly open and friendly and enjoyed meeting people and good conversation, but now I was conscious of the fact that I was treated with some degree of scepticism. I could almost hear people questioning my motives if I started to chat to their wives and girlfriends and fin... Continue»
Posted by dave123uk71 1 month ago  |  Categories: Fetish, Mature  |  Views: 824  |  
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Buisness

Villiers nightclub on Tottenham Court Road, was Sue admitted a classy place. Way out of her price range. If she had been paying, which she wasn’t, it was a weeks wage just to get in, even then you needed to be on the “list.” She looked across the table at her friend Julie.
“What the fuck have we got ourselves into?” She asked.
“Too late now, there he is,” Julie said.
Sue sipped her drink, and watched a muscular blonde guy walk confidently across the room. “So that’s him, well he’s clocked us.”
“And so he should, we look gorgeous, and we’re alone. He’ll be over before long,” Julie told her... Continue»
Posted by SFS 10 months ago  |  Categories: Group Sex, Lesbian Sex  |  Views: 821  |  
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Breaking and Entering Ch. 4

More from the series I posted on Literotica... I'm holding copyright, and hope you enjoy!
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I could not believe how sore my butt was after Malik and Jewan had shared me. Jewan was quite well endowed, and when my butt was all done, it was all I could do to walk without limping along. I spent the next few days working on my tan and recovering, not even leaving the house. I saw Jewan drive down the street behind our house a few times and look over, and I am sure he saw me sunbathing, again working on my all-over tan. I have to admit t... Continue»
Posted by satinlvr_mwf 6 months ago  |  Categories: Hardcore, Interracial Sex, Voyeur  |  Views: 821  |  
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A Wife Pleases - V

As noted, I had been stimulated by hearing her session with her lover and now I was going to get some of the action....when I entered her bedroom, really our bedroom, the aroma of sex was overwhelming. She had the sheet pulled up to her neck and was grinning like a "possum" as I came over to the bed, leaned over and kissed her...as was her routine when she was hitting on someone else, the kisses were wet and hot..

She said: "Could you hear okay?" I said yes and it sounded like all was good..she giggled and said: "Oh, yes!" I pulled the sheet down and her breasts were showing signs of h... Continue»
Posted by john2006and 3 years ago  |  Categories: Fetish, First Time, Voyeur  |  Views: 821  |  
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