Shemales Porn Stories
Page 76

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 3 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 3 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 3 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 3 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 3 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 3 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 3 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 3 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 3 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 3 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 3 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 3 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 3 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 3 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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The Making of a Sissy (Part 1)

It was the summer after graduation, and I was living with my mom who was recently divorced. She had been dating a lot during that period, which was kind of rough for me to deal with. I would usually give her dates a hard time, and to be honest I was completely unsupportive of her decision to be dating. Anyhow, I was up late one night watching something on t.v. when I heard her and her new boyfriend come home from a date. They were apparently somewhat d***k and making a lot of noise, but I just tried to ignore it. It wasn't much longer until I started to hear this moaning and rocking of th... Continue»
Posted by briantid8 3 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Break Down

Pu-Pu-Pu (Cough). Rattle. Hisssssss. Bang!

Robynn's car gurgled and grumbled, slowly crawling along until finally coming to a complete halt.

"Uggg . . . Not again!!" Robynn teared up in frustration. "Not now!" With all of the burdens she was currently carrying this was like the straw that broke the camel's back. As would be expected with most Sissies, Robynn wasn't mechanically inclined and had no idea what was wrong with her car. All she knew was that she was stranded in the middle of nowhere.

Honk! Honk! Honk! vehicles were expressing emotions since she was still in the middle of th... Continue»
Posted by amberfemxd 3 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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Playtime Stories Ch 11 - Carla the Theater Whore a

11.

After I was done stage fucking the nice-tiitted dirty-blonde school girl in her thirties, Carla had lined up some more meat for us. She’d been “working” the crowd while I had the blonde bent over on her knees. Carla and I sucked off about three more cocks each before the crowd waned. It was late. Carla offered to take me to her place and although I really wanted to go, I had to make sure I made it to my meeting on time in the morning. I knew it was past three o’clock in the morning.
We compromised because we knew we both wanted to fuck each other. We’d both been sucked and fu... Continue»
Posted by 6988slutty_rbckyy 3 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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The Making of a Sissy (Part 2: The Metamorphosis)

As the morning rays of sunlight pierced through my bedroom window I was awakened from the most intense dream, reenacting what had happened the night before. My throbbing hard little cock was gently humping against the sheets of my bed while I couldn't stop thinking about the amazing big black cock I had in my mouth just hours ago. I could still taste him on my tongue, and I could smell him on my lips. What had happened to me? Why was I so turned on by all of this? I thought to myself, "Maybe it was just a one time thing, like a one night stand." My mom had been dating a lot lately, so I ... Continue»
Posted by briantid8 3 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Gangbang at Ricks part 2

Gangbang at Ricks part2
Don said were here you sexy slut, helped me out of the car, grabed my butt arm around me like he was showing me off look what i have for the party, opened the front door Rick and 6 of his buddies with just shirts on, a few of them stopped sucking. Everthing got quite for a min. when Damn our Hooker is over dressed, who's first, I should have tape measured it was close to 90" of cock all for me? The party just started. Sex music, some guys saying Danm, good head, I know I should have tryed getting my cock sucked by a guy, years ago, as we walked in to the front roo... Continue»
Posted by mrheat22 3 months ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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Kate monday evening

Kate turned to sally , what time are you leaving,
I'm being picked up at ten
I stood up and rinsed my mouth out
The girls were talking, Sally giggling
the Kate said Christine call Paul ask him to come round
Why ?
I want to film the pair of you
What no Kate please I responded
Christine do as your told, you just cum watching sally and me, so why don't you want us to have the fun of watching you two

I had no answer and I didn't want to upset Kate
I phoned Paul' his dad answered the phone and told me he was over the park playing football

I told Kate OK she said we will go over and... Continue»
Posted by sissychris 3 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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