Shemales Porn Stories
Page 81

Trapped and Trained Sissy Ch. 15

Trapped and Trained Ch. 15
As I took my first steps forward, feeling the leather straps of my dress slide across my smooth skin, Miss Vicki placed a hand on my shoulder and spun me around to face her.

"Oops, with all of this excitement I almost forgot the most important thing of all. Now, let me fix your lipstick while I let you in on a little secret."

She reached into her bag and pulled out a black velvet bag. Reaching inside, she held a black tube of a deep red lipstick. She applied that as well as some strange looking lip gloss with what looked like bits of glitter in it. After she w... Continue»
Posted by hpm12 10 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 946  |  
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Finally

About a month ago I was away at a course. I noticed a guy across the room named Devin who was well dressed and had very feminine features. I sat with him at lunch because I had a feeling that he was a cross dresser or at least gay. Now I've been bi curious for a long time and have had close encounters, but nothing so far as to satisfy my appetite for cock/cum.
Over lunch we had a lot of discussions about the course and finally led to a conversation about what we do for fun. Devin told me he was a real clubber and liked to club as much as time would allow. At this point I felt a little ... Continue»
Posted by wantingtobiagain 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 945  |  
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the man i used to be

It wasn't what she said; it was the way she said it that got him to do everything she commanded. It wasn't that he couldn't overpower her...after all, he was a man of six feet, and she was a woman half a foot shorter and 100 pounds lighter.

It was like a teenaged son having a confrontation with his mother. He could overpower her, but he wouldn't because, well, because she was his mother. Neil could overpower this woman, but he wouldn't because, well, because she was his lover.

She had measured him very carefully about six weeks ago now, chest, waist, hips, not just the circumference meas... Continue»
Posted by pcarter 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 945  |  
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My First Time With Paul

Paul & I had been chatting on a very popular web site's chat room. He was in Glasgow on business and was one of the rather more fit looking guys who wasn't embarrased to show his face on his profile. I was later to find, his body & manhood were equally as yummy.

We arranged for him to pop round to my comfortable flat in the city centre, confirmed by text & then phone so it was off to get ready for my sexy date.

I showered, got dressed in some nice black lingerie - bra, panties & suspender belt I opened a pack of new sheer black stockings & slid them up each smooth leg, clipped onto the 6... Continue»
Posted by Caz_TGirl 1 year ago  |  Categories: Anal, Shemales  |  Views: 944  |  
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What I Did Last Night!

What I Did Last Night.

I dressed up for hours last night! Black nylons, heels, a red and black baske/corset. Wig (cheap halloween type).

I got my dummy (lover) down from it's hiding spot in my garage rafters. Attached my homemade dildo. Made that a few years ago with a large condom inserted into a 1.5 in plastic pipe, then filled with pure silicone caulk. Took Months to Dry. Dummy body is some stiff foam attached around a wood frame that hold the dildo. Even has foam legs and but covered with black nylons of course.
I lubed my ass and propped the dummy like he was sitting. I got on his... Continue»
Posted by nylonsblack 2 years ago  |  Categories: Gay Male, Shemales  |  Views: 942  |  
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Missed You

The gate agent walked down the jet way unhappy to share the news. She conferred with the flight attendant. The obviously gay young man phoned the pilots. Next the woman announced, “Ladies & gentlemen, this flight has been canceled. We need for you to gather your belongings and exit the plane. We can re-book you on another flight at the customer service desk.”

Nearly every passenger grumbled with disgust. Left with no other choice, they grabbed their bags and filed off the vessel.

Jessica Stewart waited patiently conversing with other unhappy travelers when an airline employee appeared sa... Continue»
Posted by faggyboi 2 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  Views: 942  |  
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fantasy

This is a fictional story, a personal fantasy of mine

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"Cum to my place, I need you ;) xxx" Was the message I recieved from her. Needless to say you do not pass up on an invitation like that so I had a quick shave and a shower, got dressed and headed out to find my 'girl'.

When I arrived in her apartment it was pitch black except from the candels lit down te corridor, guiding me to the bedroom. Feeling the bl**d start to rush away from my head and into my cock I proceeded hastily down to the bedroom. I opened the door, expecting to see my lover but there was a note and a pil... Continue»
Posted by shyadam89 2 years ago  |  Categories: BDSM, Shemales  |  Views: 941  |  
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The Developing of Emma Part Five

As Kurt caressed Emma’s sweetly pronounced bottom, she realised she had never felt so feminine before, despite her newly freed cock standing stiff in nervous anticipation. She looked at the powerful male and the leering male audience; the few females there would now witness her being used as a woman. Kurt’s large stiff cock rubbed against her belly as he moved her round to a large and convenient futon, stroking her soft and slender hairless arms as he savoured the sweetness of her. He had her kneel in the middle of the futon, and then pushed her forward, the soft fabric seemed to engulf her,... Continue»
Posted by midsummerman 2 years ago  |  Categories: BDSM, First Time, Shemales  |  Views: 941  |  
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CD Maid Fantasy

Nervously, I knelt on the ground, and wait for Mistress to return. The whole day, I had spent cleaning her house, wearing my maid outfit, always making sure that everything on it was in order. It was difficult to keep the white stockings and gloves clean, but I had managed to do so, all while in 5" black heels, a lace-like maid outfit, and of course, a plug, collar, and cage to keep me from playing early. So I had finished my tasks, re applied my make-up, combed my short black, hair and had been on my knees for almost an hour: all as instructed. As it drew closer and closer to seven o'clock, I... Continue»
Posted by RosalynLee3 4 months ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 940  |  
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LOOKING FOR KIETH IN TENNEESEE

WOW!!! i cant believe its been 15 years now..... meeting "kieth" changed my life forever!!!! hopefully, sumday i will be able to tell you the complete story in detail,... cas it will take awhile to tell... to this day, im "still" looking for him... ill probally never find or see him again... i met kieth 15 years ago... it was a one day thing.. i was hitch hiking... he picked me up in tenneesee... and along the way, he asked me to hav sex with him... and he was cute and i was horny anyways, so i said yea!! lets go sumwhere... and he took me to a place out in the woods that he knew... Continue»
Posted by 3DXXXSHEMALE 2 months ago  |  Categories: First Time, Masturbation, Shemales  |  Views: 940  |  
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I am a slut.....20

I am a slut.....20


This is the continuing story of my transformation from somewhat man to woman....my feminine journey. Enjoy :)


Having staightened ourselves back up, reapplied our makeup and done a line of magic dust, Gloria and I were off with Derek to meet his client and wife....and their friends on their boat. The ride down to the marina was not too bad, just long enough for Gloria and Derek to get aquainted and for Gloria to ask Derek what seemed like a million questions. But after all, she was a woman.

"Who are these people? How do you know them? Is this okay to do? How did... Continue»
Posted by snuggle11 3 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 939  |  
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Him and I

The early morning light came through the window as the sun gently rose to bring the day of all days.

Today was the day when I would meet the man of my dreams, that big beautiful stud, oh I had waited so long for this.

I would start with a nice long soak in the tub and apply all the skin softeners, also to repeatedly shave my entire body so as to be girly smooth. My long blonde hair now down to my shoulders with a hint of streak in it was soft and silky.

When I was washed and powdered I began laying out my clothes for the day, a black pushup bra to help enhance my pert breasts along wi... Continue»
Posted by frswriter 1 year ago  |  Categories: Shemales  |  Views: 939  |  
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First Sissy Fuck Part 3

With cum leaking out and slowly dribbling down the inside of her thighs, she kneels and starts to take long and slow licks up the length of my wet cock. Then she teases the tip with her lips and slides a finger into my ass.
The feeling is delicious.

'Good girl' I say 'Let me take off the cage'

I sit on the edge of the bed and she stands in front of me with her sissy cock level with my face, I can smell a mixture of sweat, cum and perfume, I can see veins pulsing as she is obviously very aroused, and there is a bead of pre cum on the tip. When I unclip the cage her cock springs out and ... Continue»
Posted by honestjohn1962 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 939  |  
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Trapped and Trained Sissy Ch. 09

Trapped and Trained Ch. 09
I was groggy from having passed out for so long. It took me a little while to blink away the fogginess in my eyes as I watched my Master walking into the room with a cloth bag in his hands. I craned my neck to my left and made out the time to be just past noon, so I'd been asl**p for just over seven hours and now had just under seven hours before I was to be rented out for the night to some perverted high bidder who had won the auction for my services for the night.

My Master sat on the edge of the bed and pulled a medical looking jar from the bag as well as a sy... Continue»
Posted by hpm12 10 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 939  |  
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Becommming Alanna - Part 4

There I was. On my knees. My lipstick smudged, my chin glazed, my belly full of semen. I didn’t know what to do. Mike just sat there and smoked, staring at me with his evil eyes… some time passed. I stayed on my knees. The silence was deafening but I was still loaded with d**gs and my spirit was limp, my will was flaccid. I fell from my knees onto the cold floor and just lay there. My face still only slightly glazed with the semen of the two 18 year old boys who had just ****d my mouth. My tongue was covered in a film, spit, ball sweat, and cum. My mouth tingled with the slightly electric tast... Continue»
Posted by KristyQuinn 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 935  |  
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Bookstore Babe Chrissie

My room mate and oldest friend Kelly found ourselves with a four day summer weekend and so Kelly decided to rent us a cabin on the lake. We invited a couple of Kellys’s lesbian sorority s****rs to join us but they wouldn’t be arriving until the next day.
We packed the car, loaded the cooler, rolled a few joints and set out around 11AM on a gorgeous Friday morning. Whenever we travel by car Kelly has to drive. I believe that it’s all a part of her dominant lesbian personality. When we’re together she assumes the male role and becomes my protector and decision maker. It’s not as bad as it migh... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 934  |  
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my transformation

is fiction


It is strange where one’s desires can lead one. Take me as an example. Always entirely enamored of, infatuated with and completely submissive to all things feminine, a true devotee of Female Supremacy, my lifelong fantasy has always, since before I can remember, been to find a position as the submissive sissy maid and sex slave of a commandingly beautiful, dominant Goddess, spending virtually all of my time that was not devoted to domestic duties with my sissy face, mouth, and tongue smothered by and buried in the delicate, sweet, pungent pussy and ass of my Owner/Mistress and/... Continue»
Posted by elisatv 3 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 933  |  
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Siisy Bride gets what she deserves

I had Ben on a contact site and we live surprisingly close together in Manchester. Ben is a 6’2” black man who has a large sex drive and likes women and girly trannys.

I am a slim white guy who likes to dress like a smart woman, not a slut. I haven’t worn a wig for over 6 years and my hair is cut in a very female bob. But I like domain top men, especially those with large a cock who know what to do with it.

We had some fun chats on line and eventually met which developed into me sucking him off in a pub toilet, that when I discovered his thick 9” cock and how much spunk his manly balls h... Continue»
Posted by nikki_cd2 2 years ago  |  Categories: BDSM, Interracial Sex, Shemales  |  Views: 931  |  
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Summers of Love (Part 2)


The weekend following that memorable Ann Summers party saw part two of my sissy humiliation although to be honest, unbeknown to my wife, it was yet another dream coming true.

I was in my workshop grinding a cylinder block down when I became conscious of the distant sound of the front door bell ringing. It seemed to ring for ages and I was just about to wipe the excess oil off my hands and go and answer it myself when the constant droning stopped to be replaced by the excited chatter of female voices. I decided another coffee morning was in the offing so headed back to my workshop.

15 m... Continue»
Posted by MichaelaCD 3 years ago  |  Categories: Shemales  |  Views: 930  |  
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Freak House Superstar Come Fest

Freak House Superstar CumFest
An Erotic Adventure Starring
Kiki and Ty Blaze
Special guest Star
Creampie4meonly
Cameo appearances by:
Mercnbeth as Betty & Merc, Handson1 as Steve & Marie,
Cocklover47 as Lee, MrAction as Jordan Charles,
MoFreaka as “... Continue»
Posted by HrnyCoCoCpl 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 929  |  
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