Shemales Porn Stories
Page 59

I hooked up my office mate

On this site, I used to be frank & open minded when some one chats with me. anyone can pass any type of comment to me, I like when they call me Indian whore, or sissy slut or sometimes they ask all types of thing to me like if I mind doing ass to mouth , yellow shower, toilet licking, humiliation acts, sex on live can , or making naughty pov. I enjoy all as per my mood. probably that's why I get lots of responses & many hook ups.
I was chatting with a guy, he said he is a guy from middle east , on his profile he didn't have much details or snaps.he asked he would love to do a role play with ... Continue»
Posted by royalraand 1 year ago  |  Categories: Anal, BDSM, Shemales  |  
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The morning after my night out with my s****r

Continued from my other stories...feel free to read those first to set the scene.

I woke, feeling a slender arm d****d over me, gently stroking my cock which is getting harder in the knickers I'm still in from the night before.

I relax and enjoy the feeling of nails through the black lace. Before long Jane's hand slides inside my knickers and takes her cock in her hand, she whispers 'I want this inside me Danni'.

My heart races, my cock twitches at the thought of sliding deep into my s****rs wet pussy. I role to face her and we kiss slowly and passionately. Our rongues entwined as ... Continue»
Posted by ukdan78 3 years ago  |  Categories: Shemales, Taboo  |  
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Strange Thursday



Strange Thursday

by Lindsey Scott



D I S C L A I M E R

"Strange Thursday" contains graphic sexual scenes between consenting adults. It is not intended for readers under 18 or those who are easily offended by pornography. If you are under 18, or if you are offended by pornography, please do not continue to read this story.

All rights reserved: Permission is hereby given to distribute this story via electronic means only, for non-profit use. This header and the rest of the story must remain intact. All rights for this story remain the property of the author.
... Continue»
Posted by klammer 2 years ago  |  Categories: Anal, Fetish, Shemales  |  
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First time

SLAP...

God that hurt as I bow my head down in shame. I was caught for the first time wearing women's clothing by my dad. Lets face it, I wasn't the most masculine person around, I didn't like sports, I was awkward and this offended my father.

"Don't let me ever catch you doing this faggot stuff ever again", he screamed at me.

I felt low. Lower than dirt as I hung my head down, scared to look my father in the eyes. I was scared, but worse than that, he made me feel ashamed of who I was.

I left the room, face stinging as my mother came up to me with a stern look in her eyes. "H... Continue»
Posted by zaria_ts 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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My First Taste

She was beautiful. Blonde, shapely and very sexy. She said she just loved my outfit, a pretty pink summer dress. She was in a black floral outfit, with a pleated bottom that swished around when she moved, almost flashing her panties. It was very arousing.

When we got to my place, and I put my arms around her and held her tight, she softly kissed my ear, and swirled her tongue around it. I kissed her lips and lightly let my fingertips glide down her back, and down her skirt until I could feel her thighs. I put my hand on her silky leg and brought it up to her panties, caressing her ass... Continue»
Posted by pantyboykristin 1 year ago  |  Categories: First Time, Shemales  |  
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Busted Wearing Panties Ch. 03

tranny – bisexual – anal – strapon – busting cherry – lingerie – mmf – seduction – first time – threesome

I was in a deep sl**p dreaming about Jessica and Chris, our naked bodies intertwined. I wanted to play more but the ringing in my ears kept getting louder and louder. My eyes flew open as it registered that the phone was ringing. I sat upright in bed and fumbled for the phone on the nightstand.

"Hello?" I managed as I put the receiver to my ear.

"James did I wake you again? My timing is perfect isn't it?" A smile crossed my face as I heard Emily's voice.

"You did, but it... Continue»
Posted by naughty_bi_interest 1 month ago  |  Categories: Anal, Group Sex, Shemales  |  
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First Meeting with Couple

Hi everyone,

I actually went through with it and got together with the couple from the fetish party to experience my first sex and scene in real life. It didn't go as i had dreamed of; but, thinking that it would go like that was pretty naive on my part.

To start with, i Must tell how cute I looked and what I was all dolled up in. We were meeting at a hotel that i was familiar with (but lived about 20 miles away) so I wasn't concerned about seeing anyone I knew or dressing too provocatively.

I've colored my hair and need to upload a new photo. I'm a blonde now ( an... Continue»
Posted by heatherlingerie 5 years ago  |  Categories: BDSM, First Time, Shemales  |  
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S****r Has a Secret Part 2


Sarah moaned as Hope sucked her cock. Sarah's tongue was buried deeply in Hope's pussy, her moaning causing a vibration that caused Hope's own moans to vibrate her mouth around the cock inside it.

"Oh fuck," Hope moaned softly. "You're tongue feels so good."

"So does your mouth," Sarah replied.

Spurred on by the encouragement they gave each other, Hope and Sarah began to pleasure each other more feverishly. The sounds of the sucking and slurping filled the room loudly. It was almost deafening to the two girls causing the sounds.

Sarah started to feel a tingle welling up in her ba... Continue»
Posted by drew1207 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
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How i became a girl

Hi my name is Mandy and this is my story..in parts. I started dressing when i was in my early teens. At first it was just panties, maybe pantyhose and masturbating with my friend B, but it soon became wearing skirts and heels, little tube tops and sexy dresses, then it was makeup and wigs, and soon we were both dressing up fully, doing our makeup and hair, and accesorizing with pocketbooks and jewelery.

We had suuuuccchh hot sex, kissing and fondling each others sexily clad bodies, our hands and lips and tounges roaming, licking, stroking and nibbling each other erogenous zones, before a ... Continue»
Posted by miniskirtmandy69 4 years ago  |  Categories: Shemales  |  
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My story on becoming Bi

I was on a business trip in Japan with the engineering manager of my company, I was the director of materials. This was in the 80's we were staying at the New Otani in the Akasaka area of Japan.

One night we were coming up on the elevator to our rooms, had a few drinks in the bar, we were both married at the time. He was about 15 years older, balding, bear belly, very hairy and VERY masculine, not someone who you would consider attractive. I had never had any experience with a man nor had any desire to, very heterosexual in every way....

It was still early so he asked me if I wanted t... Continue»
Posted by williamhallcm78910cm 3 years ago  |  Categories: Masturbation, Shemales  |  
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Curiosity Part II

Jason sped down the highway back to the base. He was tired and completely drained. After he helped Carlo lock up and followed him to make the night deposit at the bank, Carlo handed him a slip of paper with an email address on it. He told Jason, “Create a new email account so we can communicate and this can all be on the low. Hit me up at that addy and I’ll send you some pics and vids of these cakes.” Jason had zero regrets about skull fucking Carlo’s sissy behind.

Jason threw a frozen pizza in the oven and turned on his laptop. He looked at the note from Carlo. He chuckled when he read Car... Continue»
Posted by faggyboi 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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A dirty Fantasy

Before I start this it would be in a perfect world with no d**gs and disease. This is one of my fantasies of being used just for others dirty pleasure.
I show up at the house dressed in normal clothes, thinking we are just getting together for a few beers or what ever. While we are sitting around, one of you hands me a pair of lace crotchless panties and tell me to go change into them. I do as i am told, and upon re-entering the room I see a bench set up in the middle of the room and the floor around it covered in plastic. I am asked to lay face down on the bench, and I do as I am told.
... Continue»
Posted by Lookingforkink 6 months ago  |  Categories: Fetish, Group Sex, Shemales  |  
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First Time being fucked by two men!

I was at a Jewelery convention in Florida and my friend and I decided to go out and see what Orlando had to offer before our late company arrived ;). (Now we are two young women in our twenties and both athletic toned me hazel eyes and brown hair tan skin and her brown eyes with brown hair and fair skin!) We ended up going to the House of Blues. We started dancing with a few guys but none of them turned me on and I was ready to get fucked that night! Finally after going to the bar I spotted two sexy men dancing with these older ladies. I thought they can't be with them could they? Well one loo... Continue»
Posted by Seksapilen 3 years ago  |  Categories: Hardcore, Shemales  |  
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Submissive desires



Submissive desires


Sometimes fantasy becomes reality. That can be something very satisfying,
or even terrifying.

I love erotic stories and am a voracious reader of stories on the
internet. My favorites are ones about trannies or cross dressers being
dominated and used to please men. That's what I love, both in my fiction
and in my own sex life, to tell the truth. I've been cross dressing for
years, having finally given in to my urges to dress up and be the best
sissy slut I can be, and let me tell you honey, I am good! Somehow I
became fascinated with b**st stories,... Continue»
Posted by klammer 1 year ago  |  Categories: Anal, BDSM, Shemales  |  
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Sissy For My Flatmate, Chapter 1 – Caught In

My heart was racing as I gazed up at my flatmate, there was an something of an evil gleam in his eyes as he looked down at me and my mind kept jumping back to the events that lead to this moment.

I'm a closet crossdresser, yet now my flatmate (whom I managed to hide my “hobby” from for the past six months) had me on my knees, wearing what I can only describe as the sluttiest clothes I own, hands cuffed behind my back, waiting for the “surprise” he had planned.

The previous night:

Work can get pretty stressful, I'm not complaining – I enjoy my job and I have my own ways of dealing with... Continue»
Posted by Yosho 3 years ago  |  Categories: First Time, Shemales, Taboo  |  
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Our recent strapon session

While the Mrs. loves to see me dressed, she doesn't like me sharing but I have to recount our most recent strapon session...

We hadn't "played" in a while, so I told her that I was going to look for some new clothes, a new wig and a new toy for her harness. I figured it was time to move into more intermediate dildos. I went on to Adam & Eve and bought something called the Legend Anal Pleaser. It came a couple days later and we just had to try it out.

I wanted to be really clean for her, so I asked for an hour to get ready. I gave myself a good enema, shaved (face and cock) and showered. ... Continue»
Posted by NCogNeato 1 year ago  |  Categories: Anal, Masturbation, Shemales  |  
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Tgirl dominated by school Mistress

Mistress said I should tell how I first became sub so here goes.
While I was still at school I was very thin, hairless body, high pitched voice and long hair in the most girly look I could get away with. I had started wearing panties under my trousers and I thought nobody knew. Well one day I was told to see the head of year immediately. She was terrifying to us boys, in her 30's, tall, thin, long brown hair in a severe style, she would wear heels with metal tips to announce she was coming from a distance. Very sharp manner and uncompromising.
In her office in front of her desk I stood ... Continue»
Posted by SapphireSomeday 1 year ago  |  Categories: Anal, Shemales  |  
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Business and Pleasure: Seduced CD Pt. 1

It was a late dinner with clients in Zurich and I had been traveling all nigh on the redeye. By the time we got to the after dinner drinks, my head was swimming and my Ferragamo tie was loose. It was that dizzy jetlag and booze high where everything feels right as long as it's moving along. My clients were all well-heeled bankers and I sat in the middle of a large banquette able to survey the whole room. At one point a very distinguished gentleman at a tale near us who was with his knockout wife looked up at me. I assumed he was mad at us for being loud, so I smiled, expecting him to get ... Continue»
Posted by traveltrove 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  
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My new ladyboy- LittleLi - Part 1

It was nice to meet my new freind littleLi. I met her at the library at college one day and was immedietly attracted to her. Her long dark hair and big brown eyes, with a lovely sweet smile. She was wairing a little cropped T shirt with a hello kitty picture on it, showing off her smooth honey coloured tummy, cut off denim shorts, white frilly ankle socks and black patent pumps. I thought to myself, only an asian girl could wair little frilly laced ankle socks and mary janes and get away with it! I had known for ages i was bi, so i was not suprised that this fanatastic girl standing in fron of... Continue»
Posted by igglepiggle 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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My wife dressed me and used me like a slut

I think you are about ready my wife “Jen” exclaimed and she rotated me towards the mirror. My cock was already rock hard and sticky soaking the silky panties as I looked at my reflection. I gazed at my blonde shoulder length wig bounded into two braided pig tails, my face heavily coated in foundation, my eyebrows and lashes painted dark, around my eyes multi shades of blue and my lips a glossy pink. I could feel the silky tiny cup bra as it rub across my nipples, I could feel the top of the multi colored leggings clasping my thighs with the feeling of the tiny skirt that just covered my pantie... Continue»
Posted by Zeffer1 4 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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