Shemales Porn Stories
Page 16

The college fantasy part 1 (Futanari)

As a junior in college I was overwhelmingly lucky to have a girlfriend that was a freak in bed. Her brown hair cascaded down over her D cup tits that would bounce beautifully whenever we fucked. The only description of our sex life that even came close to describing reality was a porn movie. By the time we had been dating several months I had learned many of her kinks. She loved being tied up, even having her tits slapped. There was no limit to the degrading names I could call her or where I could blast my load whenever we were fucking. Over the span of the whole time we knew one another... Continue»
Posted by fictiong 4 months ago  |  Categories: Fetish, Hardcore, Shemales  |  
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On the side.

Being in chastity constantly starts to make me extremely horny. After several days of being alone I just couldn't help myself. A dildo wasn't going to do it. Due to the kind of parties we have had I knew there was a gay couple down the street. I was dressed as a French maid when I first met them. Chris was the younger one, my age. Mark was a little older, they were slim and in good shape. Chris was a little taller and more blonde. Mark commented on my outfit, heels, stockings, chastity cage, short skirt and bottom of my ass hanging out.

Since then, they have always invited me to come 'dirty... Continue»
Posted by bisubtaylor92 5 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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Scum - Part 1

I couldnt believe it was stupid enough to fall for it, because it wasnt going to be a real offer… was it?
I was stood there outside the prison on a road round the corner on a cold wintery night, waiting to be let down.
Was I shaking because it was cold and I was just wearing a short mini dress to show off the stockings, suspenders, and thong, with high heels and large hoop earings, with my long hair swept down and round to one side….or was it because I had a slight chance that maybe, just maybe it was actually true, and was about to happen?!

My last text to say I was there as planned had ... Continue»
Posted by tarasexytgirl 5 months ago  |  Categories: Hardcore, Shemales, Taboo  |  
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Sarah Collaring Julie

Sarah: *slides her hand under your shirt*

Julie: *Guides your hand up to the middle of her chest then scrunches her shoulders, gently squeezing your hand between her tits*

Sarah: *Gently squeezes at your breast as your soft mounds press around her hand. Slowly pushing her thigh up under yours, making your leg lift up around her hip*

Julie: *Moves over top of you, sliding up onto your lap, quietly purring as she looks down, watching your hand between her tits*

Sarah: *Purring up at you quietly, moving her other hand up under your shirt, both cupping your mounds now, squeezing them s... Continue»
Posted by noin007 5 months ago  |  Categories: Fetish, Lesbian Sex, Shemales  |  
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nylondaddy

I went through forty-five years of my life as a single man, no one to answer to but myself. I watched my friends marry, have c***dren, and get divorced. I kept hearing the same old stories, 'money problems', 'she wasn't the same in bed after the k**s came', 'we are too tired because of the k**s', and the best of all 'we fight too much over money and the k**s'. I would just listen and laugh in my head at them. Then I met ellen. Ellenwas just your average sized woman on the outside, size 12 full figured, but she carried it well. It was her big boned body frame rather than just added weight. She ... Continue»
Posted by satinexinhose 5 months ago  |  Categories: Anal, Fetish, Shemales  |  
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CHAPTER FIVE

CHAPTER FIVE
One really bad thing about a last minute airline reservation is that you take what you can get. This meant a six hour layover on the way home. I got in at 9:30 local time. I claimed my two empty suitcases and retrieved my car from the parking garage.
Once on the road I drove to my townhouse with the moon roof open. I felt good to be in my own car again, the smell of leather instead of plastic, my body held snuggly by the bucket seat, the sound of the wind rushing over the open space above my head. I cranked up the stereo’s volume in order to compete with the wind noise. It was ... Continue»
Posted by justluvtrans 5 months ago  |  Categories: Fetish, Masturbation, Shemales  |  
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Sissies New Years Surprise – Part 1 –

“sissy come in here, W/we need to talk.”

“Yes Mistress, coming.”

Sissy enters the room and curtseys, with sissy’s eyes downcast she sees Mistresses finger pointing towards the floor. Sissy hobbles over to Mistress and kneels at Her feet. Today, Mistress has sissy in her black satin maids uniform with pink lace trim and a pink apron. Sissy also has on a matching pink hair bow, pink petticoat, matching pink ruffled panties, black hose with matching garter, a black bra, and black 4’’ locking pumps. This morning at breakfast Mistress had told sissy that today sissy was to clean the house ... Continue»
Posted by JSissy206 5 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Sissies New Years Surprise – Part 2 –

Chapter 2

Sissies Opportunity Blown

Sissy was dead tired. It had been a long and tiring day. Mistress was very picky today at inspection and sissy had to redo some of her work several times. Sissy would admit that some of her work was sloppy, but sissy could not concentrate. Mistress had just told her the biggest news and she still couldn’t wrap her head around it; no wonder her work was messy. As a result sissy had to spend an hour in the corner tonight and was sent right to bed following her chores and Mistresses dinner. Yet as tired as sissy was and as much as her feet ached she ... Continue»
Posted by JSissy206 5 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Sissies New Years Surprise – Part 3 –

Chapter 3

The Decision

Sissy got out of bed at her usual time and went about her morning routine of shaving, showering, and getting dressed. Sissy thought maybe she got an hour of restless sl**p. After not being able to perform last night she had pretty much laid in bed all night crying and pondering how she became to be such a sissy. To her own surprise she didn’t put much thought into what decision she would make b/c deep down she knew the answer already. If she couldn’t perform with her current girlfriend how would she ever be able to perform with another Woman, after all Mistr... Continue»
Posted by JSissy206 5 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Marked – Chastity Story

I woke up to a familiar situation, though not one I normally wake to find. My arms are restrained, as are my legs, and I am naked save for a collar and my ever present chastity device. I am no longer sure how long it has been. It is taken off once a week for cleaning, but never by my own hands. Indeed, it has been months since I have been able to touch myself, or had true release.

My Goddess likes me horny and wanting. She likes me literally dripping with need… it used to be need to cum, and sometimes it still is. But increasingly, it is need to please her. It is need to have her choose. ... Continue»
Posted by JSissy206 5 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Locked In Chastity – Sissy

“Oh, dear, baby! This won’t do at all. Another two months it is!” Amelia chirped as she gazed upon her helpless husband, “You know the rules!”

John was fully aware that being caught with his hand on his straining little sissy clitty, desperately trying to stroke it through its cage for the third time, meant that his period of enf***ed chastity would now last six months. In the brief, thrilling moment of his quickening heartbeat forcing bl**d into his face, John remembered the first day he had been locked up by Amelia, and a shiver ran up his spine. They had been happily married for nearly f... Continue»
Posted by JSissy206 5 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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My sissy son,by his dad and lover Part 7

Thought I'd tell you what about Carol and I.


Carol had given me hand with my make up and she'd dressed me up in my lingerie dress,slip,stockings and heels
She looked at me up and down,inspecting our handy work, "You know honey,you're just as cute as your 'daughter'!"
I was taller than her, (even more so in 4" heels) and she pulled my head down and kissed me.."Now we have a few
'select' friends who'd like to meet up with you..and your sissy daughter.They are our age really..professional husbands
and their wives,nearly all are bi-sexual,although some of the men are 'straight'.Now ... Continue»
Posted by chocandres 5 months ago  |  Categories: Fetish, Group Sex, Shemales  |  
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I lost my virginity to a shemale

As living in an Asian country where sex is very personal thing and no body wants to share any thoughts regarding that.Me as a person wants to try it in a different way and which took me to another level of that,which I had never thought of.
Being a young 18 year old boy I use to see porn just to control my thoughts and body,like every guy use to do.Then while searching on net I came to know a word called shemale.I had heard that word earlier also when I was 14-15 but didn't paid attention towards that.But that was the day when my life twisted and took a u turn.
Just to have fun I was in sear... Continue»
Posted by hunter043 5 months ago  |  Categories: Anal, First Time, Shemales  |  
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Fantasy Mum and her Bloke

Please excuse my shocking grammar.
My parents split not long after I was born. I lived most of my life with my Dad not even knowing who my mum was. Mid t**ns I was introduced to my Mum. During my late t**ns, due to life and circumstances i was f***ed to move away and live with my Mum.
She tried to play Mum but the reality of why she wasn’t there from birth was quite hard to hide. She had no maternal instincts at all, or any interest in being a parent. Her main Priority was work, and her house. she had a lovely 5 bedroom house all to herself. This worked well to give us space as I was a very... Continue»
Posted by jessicacd1982 5 months ago  |  Categories: Shemales, Taboo, Voyeur  |  
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cant help falling for hot sexy times with married

When i was younger i never got the pretty girls and never functioned down below well and soon became transgendered. I dont have the pressure to perform any more . I was still attracted to girls but one day saw a huge black man with 2 sexy girls and i began to wonder why so many females had black boyfriends. All of my female relationships ended with the girls going to black men so got intrigued.
One day i was out one night in Manchester and was asked by a very tall black man if he would be able to lick and kiss my feet. Instantly i thought that would be lovely. I didnt expect to see his m... Continue»
Posted by Jennifertaylor 5 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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The Slithering: The Cloak and the Dagger

The Slithering: The Cloak and the Dagger



The young boy quickly wiped the large amount of sweat from his brow,
finding it very difficult to withstand the unbearable heat of the dingy
workshop as he placed the fiery, malleable blade against the flat
surface of the blacksmith's anvil. The thick, black smoke choked his
lungs and he gagged a bit while trying to maintain his composure.
Grabbing his small hammer with his left hand, the boy raised it upwards
and then f***efully brought it down against the blade with a loud
strike, as bits of heated metal spewed forth. This was a ... Continue»
Posted by klammer 5 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
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helpless



Helpless[/b

He coluld do nothing to escape the lip gloss brush across his lips as he
had just started the engine to the car and done up his seat belt when she
reached over and applied it to his lips. He had thought she was going to
put it on her own lips and was caught by surprise by her sudden act.

She told him, "Pucker up your lips like you see other women do."

Having just had lip gloss put on his lips against his will why did he
obey this direct instruction? He could have refused as he wasn't a woman
was he? He felt the sticky feeling on his lips of the lip gloss she
... Continue»
Posted by klammer 5 months ago  |  Categories: Shemales  |  
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Who is seducing who?

One of my main fantasies involves me seducing a girl in public... in a cafe for example! I've only just met you & you are so glamorous I am absolutely captivated! We are in a 50's style diner & it's really busy but we have a table in one of those booths. We;ve ordered our food & are chatting easily all the while flirting uncontiolably,
We're sat opposite eachother at the small table & your stocking clad leg accidently brushes against mine I can feel the silkiness even through my jeans. You apologise & I tell you thats absolutely fine & I reach my hand under the table & touch you kneee.. A sm... Continue»
Posted by chrisluvsgirls 5 months ago  |  Categories: Masturbation, Mature, Shemales  |  
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My first blowjob (sirky)

I started crossdressing when I was in high school. Small things that I had found or stolen: stocking, make up, thongs... I loved to look sexy, but I didn't feel gay at all. In high school I met a boy some years older than me. He was a great friend, we used to go to his house to play videogames since I didn't have a console.

One day he started dating a girl, and we started to talk about porn and sex (I was virgin, so I was really interested in that topic). We eventually ended watching some porn. I had some magazines, but no videos, so it was awesome to go to his house, play for a while with... Continue»
Posted by sirky 5 months ago  |  Categories: Gay Male, First Time, Shemales  |  
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Transwoman or Sissy Faggot?

When a male decides to transition and become feminine she
may decide to be as womanly as possible, many are ladylike
and demand and deserve to be treated with respect.
Many are promiscuous to the point of being whores but they
still get treated like women because, frankly, they have tits,
very often big boob job tits.
But a whore is still a whore and gets treated like one.

Sissy faggots are lower on the respect totem pole than
trans woman whores though.
They usually have smaller or NO tits but they usually shave
off their body hair and feminize themselves.
They're somewhere bet
... Continue»
Posted by yutubeslut 5 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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