Shemales Porn Stories
Page 76

Dichotomy of Life

Shane finished his final touches of getting ready in the hotel room. He made sure the gingerbread candle was lit. He lathered himself with cocoa butter and sprayed some perfume. The five-foot-eight-inch, one-hundred-forty-pound batty boi was so ready to see him.

Driving his silver 2012 Nissan Armada out of the parking lot on his lunch break, Chris headed towards the motel where his paramour was spending the night. He was barely a half-inch taller than Shane and weighed close to the same although he had much more muscle. He had met the brown-skinned vixen at a gas station.

Unbeknownst to... Continue»
Posted by faggyboi 3 months ago  |  Categories: Gay Male, Shemales, Taboo  |  
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First time crossdressing with another CD

This is part one of a story, from a former user. I'd like to read the continuation, or anything else written by them. I enjoy the stories as much as the pics and videos, they all get to the right part of me. Any help would be great.

First Time Crossdressing with a mate part 1


This is a work of fiction, though someday I hope to make it a reality.

-----

It was the height of summer, and my girlfriend was out of town for 2 weeks. I'd had a handful of experiences with guys before, but ever since I dressed up like a slut for the first time, I couldn't stop thinking about meeting ano... Continue»
Posted by kumquat 3 months ago  |  Categories: First Time, Shemales  |  
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Bruce,,

As we all know the net has a wealth of information
about all kinds of sexual practices. In the fall of
last year I had began to read about things I never
knew existed. I found myself reading about BDSM, cbt,
tt, milking etc. It seemed that in any of these
situations where someone gave up control to another
person it exited me. I found myself overly excited
actually. Although I had never tried any of it, just
reading about it made my dick as hard as a rock. I
know that I love getting fucked and sucking dick but
these things sound even better. After reading so many
web sites I stumble... Continue»
Posted by klammer 3 months ago  |  Categories: BDSM, Gay Male, Shemales  |  
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Sissy gets first taste of latex, cock and spunk...

She imagined herself as a latex attired Dom with black thigh length boots, red corset, fishnets and a big black strap on cock who started by licking around her slaves balls and then behind them. She fantasised about curling her tongue into his dirty tight ass while she wanked him off, her tongue getting deeper and deeper.....Once his hole had opened and she had lubricated it with a generous drool of spit she slid first one and then two fingers to the knuckle in his tight ‘pussy’ and proceeded to finger fuck him. At first she went gently but then slowly started to pick up pace and vigour, addin... Continue»
Posted by Goosie 3 months ago  |  Categories: Anal, Fetish, Shemales  |  
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Cockatoo Part 4

Cockatoo Part 4

Return From Bangkok

It was late afternoon by the time my flight left Bangkok and dusk began
to fall about halfway back to Koh Samui. Lights from the fishing boats
in the Gulf of Thailand began to glitter like tiny jewels in the
gathering darkness. I could make out the dark shape of Koh Tao, and I
shivered at the memory of what had happened down there only a few weeks
ago. How close I had come to death in the cold, dark water, and how,
given a second chance at life, I was determined to make the most of it.

I spent half the flight worrying if I had made the right d... Continue»
Posted by nikkiesilk 3 months ago  |  Categories: Anal, Lesbian Sex, Shemales  |  
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Liquor Store Booty

“Barry,” called out Geneva Campbell. “Do you mind going to get a bottle of wine?” The attractive middle-aged woman made the request because they were expecting a visit from her cousin and his f****y since they were driving though the area. It had been years since Geneva had seen Marcus. On the phone with his wife, she was able to convince them to spend the night,

Barry yelled back, “Yeah. Give me a minute.”

The forty-six year-old, brown-skinned man shut down his game of Madden NFL 16 on his Xbox One. He walked out of the den to find his wife throwing together a casserole.

“Do I need... Continue»
Posted by faggyboi 3 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Christy’s Awakening.

“And you said you didn’t think you could do it!” John sounded surprised and to be honest I couldn’t blame him. He had just released his load deep inside of me with a loud moan. He was panting and trying to regain his composure and all the time I could feel him pulsating inside of me.

After what felt like an eternity he finally pulled out of me and rolled over. His eyes closed, he had the look that told me he was totally satisfied. I had surprised him this far, I thought, but I wasn’t satisfied, I needed more. John had woken the a****l inside of me. As he lay there, I slowly moved my ... Continue»
Posted by chuntercd1 3 months ago  |  Categories: First Time, Shemales  |  
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We all shared the rent, and they shared me!

It was my Junior year of college, at that point I was mostly a closet cross dresser, with the exception of Halloween, and a few select occasions. I had been sharing a house with two other guys, and I they both knew I would dress, but we didn't speak of it, well until tonight. I was sitting around doing shots and watching tv with my two roomies, let's call them Jon, and Barry. Jon was a small skinny Korean k**, who was very much influenced by Barry, the all American boy, tall, blonde athletic. Back to our story, the three of us started talking girls, and fucking, and moved onto "would you if ... Continue»
Posted by smonkeys32 3 months ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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Crossdressing I Got Fist Fucked

I was feeling horny so I put on my blue satin dress with white polka dots, satin panties, my white satin gloves, garter belt & flesh colored stockings. Then I put on some deep red lipstick and lip gloss and topped it off with my blonde wig.

When I looked in the mirror and saw the sweet hot girl looking back at me I knew I'd find a guy who wanted to fuck me tonight.



I posted a picture of myself on Craiglist and within minutes I had half a dozen guys messaging me so I invited them all over.

The first guy who came to... Continue»
Posted by Doyoudeep 3 months ago  |  Categories: Shemales  |  
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My First Tranny Experience

I was in my mid twenties when I first became attracted to trannys. This was before the internet and it was harder to meet people, but I found an advertisement in a local newspaper for a TV named Susie who offered a massage service. I phoned the number and she sounded nice so I made an appointment.
I arrived on time at a small apartment block near the city centre. I was extremely nervous as I knocked on the door and waited for a response. The door was quickly opened and I entered, not knowing what to expect. I was very relieved as I walked in to see that Susie looked lovely. She was tall... Continue»
Posted by mjam21 3 months ago  |  Categories: Fetish, First Time, Shemales  |  
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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 3 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 2 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 2 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 2 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 2 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 2 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 2 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 2 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 2 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 2 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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