Shemales Porn Stories
Page 74

My Journey part 1.

My Journey.


As I sat in a small bar in a pub I thought back on my life and how it had brought me a Fifty year old cross dresser to this place and time.
Back in the late 70s and early 80s all the top shelf magazines were full of “lipstick lesbians” dressed in sexy satin and lace lingerie in various poses so when I got hold of some of those magazines the connection was made between feminine beauty, kissing, tongues, sex, satin and same sex love so all that was to follow in my life seemed to follow on from that for me.
I had began to enjoy satin ling... Continue»
Posted by silknsatinxxxx 7 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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Busted

Busted
Nikkie Silk
“Happy is what happens when all your dreams come true," Stephen Schwartz
Sandy came into the bedroom where I was still dozing, holding a pair of tights in her hand.
‘Babe, I wouldn’t ask, but I’m so pushed for time and I’ve just laddered my last pair of clean tights. I desperately need some before I go to this client meeting.’
She held them up as if to prove what she was saying.
‘OK,’ I said, still half asl**p, ‘what can I do about it?’
‘Can I borrow a pair of yours, pretty please?’
My eyes snapped open. What did she just say? I rolled over to look at her and my hea... Continue»
Posted by nikkiesilk 7 months ago  |  Categories: Shemales  |  
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Crossdressed Pigslut Takes a Cottage Assault

my sexual deviance is based largely around the high heel... of course with the females who wear them but also the nastiness i can get up to when wearing them myself..
i wont meet anybody for sex unless i'm wearing a pair of fuckme heels which are of a certain standard , the idea of wearing just stockings revolts me , as does wearing a pair of heels that i deem un-sexy.
the next obvious step up from wearing heels and lingerie and little black dresses is to be presented to somebody else who appreciates this sort of presentation. these somebodys are easily found online , however they can al... Continue»
Posted by THE-HEELS-STAY-ON 6 months ago  |  Categories: Anal, Group Sex, Shemales  |  
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The Cop & The Chubby

-Wyd?
-Watching TV. You?
-Laying in bed dick hard thinking bout your fag pussi hole.
-Oh wow!
-Come over tonite. My wife is getting ready for work. k**s are sl**p.
-What time?
-Be here at 11:30. You can stay til morn.
-OK.
-You know the drill. Park at the Krogers on Wynnton. Text me and I’ll come pick you up.
-OK Daddy. See you soon.

Russell Jones put his phone back on the nightstand. His wife of nine years exited the bathroom fully dressed in her scrubs. She kissed him before heading out of their two-story Dutch Colonial style four-bedroom house. She was on her way to the hospital... Continue»
Posted by faggyboi 6 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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Master and Apprentice E.1: Introduction. WoW Gnome

Self-entitled Mistress Glitchcog eagerly awaits her newest apprentice, Triss Blastbolt.

All of this was done in /e and /s.

Glitchcog-MoonGuard smiles brightly, looking up to the new gnome with wide eyes. She stood up straight, hands on her hips and showing off her borderline-nude body, with an obvious bulge potruding out of her spandex panties. "So!" She'd exclaim, "You must be the apprentice I was assigned>"

Blastboltrix-MoonGuard nodded her head, bowing before her new teacher, taking note of how barel... Continue»
Posted by rivvit 6 months ago  |  Categories: Anal, First Time, Shemales  |  
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Mistress Jennifer

My training as a she-male servant began when I rang the doorbell of my
lady's home. She greeted me wearing along, tight fitting red leather gown,
which covered her from neck to foot except that it exposed her prominent
and luscious breasts; her long auburn hair flowed over her shoulders. She
was also wearing 6" spike heels and black stockings. The dress had a slit
from her thigh to her ankles, which showed off her stocking clad legs when
she walked. She demanded that I call her nothing but Mistress Dominique and
that I would speak only when she allowed me to do so. She informed me that
... Continue»
Posted by klammer 6 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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My First Tranny

Cheryl had really opened my desires to fuck. She was, and is totally uninhibited, and a total sex machine, doing whatever she desires at the moment. When I felt my cock enter her throat the first time, and felt her tongue slide up my cock to the balls, and she sucked the cum right out like my urethra was a straw, I knew I had a keeper. I was hoping I was able to satisfy her, and hoping she would keep me around, this was really the best sex ever. I would get no argument from my wife, she was getting all the cock, and later I would discover she was getting pussy also, she had the best of it ... Continue»
Posted by fishkiller 6 months ago  |  Categories: Fetish, Mature, Shemales  |  
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Where She Wants Me.....

I love to write. In fact, if I could make a real living at it, that would be my preferred career choice.
However, writers block, deadlines, overall motivation, and my "other," career choice, have thus far anyway prevented me from doing so.
Hence at the moment anyway, it remains a hobby to be indulged in whenever the Muse strikes me.
This work is one such moment.
I hope those who read it will enjoy it, and be kind in critiquing it.
Constructive thoughts are always welcome and appreciated.
Mean spirited jabs obviously are not.

Where She Wants me:

Immobilized, that's what I was... Continue»
Posted by bottomboi4u 6 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Pillow Fight

Five little Sissies laughing and giggling like goofy teenage girls exchanging recipes, sharing makeup tips, Omigawshing about everything, and who knows what else. Wandering around in the gossip garden . . . Planting new seeds, indeed. A night, tonight together. Funzies. Sissies only. No! Men! Allowed! Grrrrrrrrr. Purrrrrrrrr.

SPLAT!

And the slumber party begins. Aspen, Ginger, Peggy, Sarah and Jennio awkwardly trying to battle it out on a large king sized bed.

Here comes another fluffy pillow . . .

SPLAT!

The little sissies were being soooooo silly.

SPLAT!

Another pillow a... Continue»
Posted by amberfemxd 6 months ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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I Knew I Was A Sissy (part IV)

It was the very next day that the guys asked me to join them. After dinner we went to their cabin where Mary was waiting for us. I was not feeling comfortable not knowing what will happen. Mary looked at me and smiled, she told me not to be stressed and relax. Then she asked Ethan and Peter to leave, we were to join them later at the beach as she said.
We were now alone in the cabin when she came close to me and whispered: “I will transform you to the most beautiful girl ever”. I was excited as you can easily guess. She took a makeup set off her bag and started. About 40 minutes later I coul... Continue»
Posted by georgette32hk 6 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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Kitty's hitchhike

One Friday I went to the local shopping center about 5 miles closer to our home. I did some shopping and had a late lunch at a restaurant. But as soon as I got out, I came to know that some VIP has been murdered and there is a sudden transport strike. A 3 mile walk was no big deal for me if I had to. I started walking and putting my thumbs out hoping for a ride. Soon I was picked up by a guy who was noticeably older, driving a real nice older car. He said he could take me to the intersection near about 1 mile from my home and I would be able to walk home from there. That was fine with me. As h... Continue»
Posted by CumLovingKitty 6 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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My Journey part 2.

My Journey part 2

Up until this point in my life I was quite inexperienced in sex with women and men never even featured in any fantasy let alone real life and at that time I did struggle with guilt and shame but one of the good things about being a young man was that these doubts and guilty feelings were quickly forgotten or justified as soon as we get turned on and or got a hard on, with Matt moving away in a few months for a new job we both had very little time to explore and play so we began playing hard and fast in all sorts of kinky ways, the only thing new I had brought to the table ... Continue»
Posted by silknsatinxxxx 6 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
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The urge to go to an ABS


The urge to go to an ABS soon popped into my head and to further add to the excitement, to go as a guy, but dressed underneath. To those you who go to an ABS, dressed underneath, I'm sure you can relate to this.

The first time I did this I wanted to suck a cock....like to good gurl should. After all, what's the point of dressing as a slut and not being one...and when I dress as "Jolene", I AM a slut. This was, may be, 12 yrs, ago. I told work I was on jury duty and planned the whole day around, getting dressed, going to this one ABS and actually sucking a cock and watching porn.

The on... Continue»
Posted by keripinkpanty 6 months ago  |  Categories: Shemales  |  
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Kneel, Suck, Swallow (Part One)

On a cold Saturday night a couple of Decembers ago, I was feeling very antsy and restless. I had just shaved my body, applied lotion on my arms, legs, and smooth white ass, and was trying on some sexy fishnets when I got a call from my Filipina ladyboy friend whom I had not seen in a while. She wanted to get together and have some fun. Not ever knowing what to expect, but knowing it would be something exciting and kinky to warm my body on a chilly night, I agreed to go to her house. "Give me an hour to get dressed and ready, and I will be right over," I told her.

So, after thoroughly cl... Continue»
Posted by kinkyjodigurl 6 months ago  |  Categories: Hardcore, Shemales  |  
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kate monday continued

Do you mean go out now I asked
Yes why not Kate asked
I told her I was nervous!
OK do you like the way you look
Yes I replied
So stop being silly , let's go
We stepped out onto the street, the first thing I noticed was the cool air going up my skirt, also the way my tights held everything in on place,
I found it a huge turn on
We walked onto the high street looking in shop windows, sally pointed at a dress in a charity shop window , do you like that Christine

It was a king fisher blue satin dress, I nodded
Let's go in
I had a choice follow them in or stand outside on my own fee... Continue»
Posted by sissychris 6 months ago  |  Categories: Anal, Lesbian Sex, Shemales  |  
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Mrs. Thompson

Mrs. Thompson


It was a friday morning and beautifully sunny too without a cloud in the sky. I pulled into Mrs. Thompson's drive-way ready for what should of been half a days work flooring out a loft space. I parked up and rang the doorbell thinking about getting this job done quick so I could have the rest of the day off.
A beautiful lady who I assumed was Mrs. Thompson because I had only spoke to her over the phone, answered the door. Now Mrs. Thompson was at a guess, early thirties and around 5'8" tall with long legs, a nice lean body and shiny dark hair that fell just below her sho... Continue»
Posted by Davey76 6 months ago  |  Categories: Anal, First Time, Shemales  |  
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Tits Have Benefits

transgender – crossdressing – shemale – transformation – feminization

So there I was walking up to the most gorgeous creature in the room, a beautiful woman with incredible tits and ass and beautiful long black hair. This was the woman of my dreams who despite being the person who I could most open up to, nevertheless had been unobtainable in my mind. I had been a shy retiring nerd who could never hope to win the affections of a beautiful woman, but now things had changed and now I felt confident, because now I was a beautiful woman myself.

The story began six months ago.

My na... Continue»
Posted by naughty_bi_interest 6 months ago  |  Categories: First Time, Fetish, Shemales  |  
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Cupid’s Arrows

Cupid’s Arrows

copyright 2016 Brianna Luid

Lori, a 56-year-old, portish, balding, closeted cross-dresser was chair dancing in front of her computer screen and webcam, joining the other dateless gurls in the chatroom on St. Valentine's Day Eve. A lot of gurls were drinking and had turned on their webcams, so the evening had become a sort-of “lonely hearts” impromptu party.

She wore ballet slippers over black tights. Her pink and black mini-skirt was adorned with sparkly pink hearts and fringes. Her sheer pink blouse showed off her boobs, cradled by a pink shelf bra. Lori had done her ... Continue»
Posted by prairieFreak13 6 months ago  |  Categories: First Time, Shemales  |  
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Panty Fantasies - Coleen's Magic

Sissy - body change – panties – satin – feminization – lingerie – cocksucking – gender swap

He swallowed hard, his body tense with anticipation and admittedly a small amount of fear. He didn't _really_ know this woman and her beauty was no guarantee of her honesty. He was exposing himself as he had never done before, all in a desperate attempt to capture his dreams, to experience the most intense pleasures.

Looking around the bathroom he saw that it was finely appointed with grey and pink marble and fine Italian tile. The towels were Egyptian and felt wonderful. The whole penthous... Continue»
Posted by naughty_bi_interest 6 months ago  |  Categories: Anal, Fetish, Shemales  |  
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Kneel, Suck, Swallow (Part Two)

"My, you're having a good time," said Patricia after our first guest had left. "Oh, yes!" I agreed, "But I am hungry for more." "Good," she said, glancing down at her cell phone where she had been texting with interested guys all evening. "The next guy should be here in about 15 minutes." I went into the bathroom to freshen up and apply more lipstick to replace what had come off my lips.

Soon there was a knock at the door. I took my position cross-legged on the couch while Patricia answered the door. This man was older than the first inexperienced guy, probably in his late twenties or ea... Continue»
Posted by kinkyjodigurl 6 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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