Shemales Porn Stories
Page 59

My special birthday

This is a true story the names were changed if you like leave a comment.


My wife (will call her Laura)and I have always joked about swinging; we never really acted on the notions. I just thought the dirty talk helped our bedroom life because we role-played. I went to work as usual on my birthday, when I get a call from Laura saying she'd be a little late she had to pick up my present. After work I was a little tired; I grabbed a hot shower and took a nap. I was awoken by the garage door closing and the sound of Laura's voice saying "honey if your up don't come out yet." So I got up w... Continue»
Posted by l0serc0rp 1 month ago  |  Categories: First Time, Shemales, Taboo  |  Views: 4816  |  
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Working 9 to 5

A tribute to the lovely Nikki Nicole (http://xhamster.com/user/itsnikkinicole)

A nervous Nick walked through the office door. He’d been out of work for nearly six months but had finally found the perfect job for him. He’d now be working in an office as an IT expert. He didn’t have the training or background in IT so he’d been surprised when he’d been offered the role.

Whilst he’d been out of work he’d had the chance to explore his hobby of dressing up in slutty clothes, applying super seductress make-up and BIG hair. He’d even taken the opportunity to make a little money on the side by p... Continue»
Posted by annav 1 month ago  |  Categories: First Time, Shemales  |  Views: 2317  |  
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Scenario from vegas777

We are sitting on bed, on a sofa or the floor.
You wear sexy Lingerie, a corsage and sockings ad a panty.
Maybe at first we would give us tongue kissess
while we caress and explore each others body with our hands,
i would touch your tits and pleasure your nipples with my mouth,
then touching your belly go with my hand down you sexy legs and up again on
your back side grapping your round butt and knead him, while your hand also
go over my body you lick my nipples and your hand works the direction
to my dick, you touch it softly throug my boxers, which you slowly pull down.

Now my hal... Continue»
Posted by msxxx321 1 month ago  |  Categories: Anal, First Time, Shemales  |  Views: 1173  |  
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Drink Me (Sissy Story) by sdvine

With my chin resting on the table, I stared at the little bottle. It was a rather unremarkable looking thing. It could almost be called a vial, but I think of vials as something smaller and thinner, like in a lab. This was more like one of those small energy drink containers, only bigger and made of glass. The liquid inside, however, was much more remarkable. Silvery, with tinges of blue, it appeared to shimmer. Almost as if it were alive and breathing, the shimmer was like a pulse. I found it very easy to stare at it, it was quite hypnotic. Like it was calling to me, enticing me to drink. I h... Continue»
Posted by sissyAlyna 1 month ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 1461  |  
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The Curse (Sissy Story) by sdvine

I wasn't really having a good time that night at the bar. Truth be told, I had been practically dragged out in the first place by my best friend Joe, who told me he was tired of me "sitting on (my) ass" every night "finding new ways to be boring." Quite frankly, if this is what qualified as being not boring, I'd rather be bored to tears. To begin with, I'm not much of a drinker, so leaving the house to go to place designed for buying and consuming alcohol made little sense to me. Additionally, I'm not what you'd call a people person. I was generally okay with individual people as met them, but... Continue»
Posted by sissyAlyna 1 month ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 1386  |  
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A big side effect (Sissy Story) by YKN4949 Part 1

Chapter 1: A Terrifying Discovery

I woke feeling the same as I had every morning for months, ecstatic. There is no other way to describe the way I feel when I wake up in the morning. I popped up off of my pillow, slapped off the alarm and was out of bed in a matter of seconds. I wanted nothing more than to get to school, go to class, see my friends, go to cheerleading practice, and just do everything an 18 year girl was supposed to do. I mean, I don't like to brag or anything but I had the perfect life. I was popular (but with real, deeply held friendships) and had a cute boyfriend who like... Continue»
Posted by sissyAlyna 1 month ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 2255  |  
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My Life as a Shemale Part6

It was the night before my first day of school, I was excited. Sam was over and we were chatting away, she was really becoming a good friend. I told her about what had happened with Mike the week before and she listened to the whole story. She asked me how I had felt about it and I kind of laughed, "It left me with a good memory even though I am sorry it won't happen again, I don't think he will want me anymore but you warned me about it". Then I grinned, "I did have a really sore butt for a couple of days". She laughed with me and said, "You know I have customers that like to take me from beh... Continue»
Posted by gigi750 1 month ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 428  |  
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My Life as a Shemale Part7

I was up early, I had picked out my best skirt for my first day at school, a blouse and two hair ribbons that matched. Today I would wear my padded panties even though they made me look a little dumpy in the middle, they seemed to be the safest for now. I went down stairs with my school bag and Tim was already there with breakfast, "Good morning Danielle, I hope you got enough sl**p, are you excited about your first day of school?". He had a calm demeanor, the kind you could only have after a good night with Sam. "Yes, I am excited but a little worried too". He gave me a plate with some bacon ... Continue»
Posted by gigi750 1 month ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 547  |  
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My Life as a Shemale Part8

It was on my way home when I decided not to tell Tim about Sin. This was very private and it was already bad enough that I knew, also, I had no idea what Tim might say or do. I did want to stay friends with her, now more than ever.
It was friday morning, the day after Sin was ****d and I was eager to get to school and talk to her, but she didn't show up, even after lunch I still could not find her. I asked our teacher if he knew but he just shook his head. I offered to take her homework and he gladly handed it to me, remarking that he was happy to see to become friends with Cynthia. I just sm... Continue»
Posted by gigi750 1 month ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 223  |  
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A big side effect (Sissy Story) by YKN4949 Part 2

Chapter 4: Not Alone Anymore

It only took me a few minutes to make it to the doctor's office. I parked and walked in but I already knew that the doctor wasn't there yet. Her car wasn't into the parking lot and neither was the nurse's. When I made it inside I saw that the only person there was the receptionist. She was a 90 year old woman who thought she was everyone's grandmother.

"Oh Mina!" she said smiling widely, "The doctor said you were going to be coming by today."

"Hi Mrs. Napier," I said.

"I'm sorry dear, the doctor isn't back yet. She told me she would be in by five," she... Continue»
Posted by sissyAlyna 1 month ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 2843  |  
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Finally met and had sex with my online shemale fri

Up till 2001 always thought straight would've never ever talked or thought would be into men/shemales. After watching few shemale porn movies I enjoyed them enormously. For past 10 years have been so curious interested in trying shemale/men sexually. But shy, scared want to keep it private/discreet.

In Oct 2014, while playing scrabble online (bookface).......I chose to play game with anonymous player as opposed to friend. After few moves on scrabble. I clicked on chatroom and said hi, started to chat with player/opponent. Player replied back, are you sure you want to type/chat with me. I as... Continue»
Posted by Shybutready 1 month ago  |  Categories: First Time, Shemales  |  Views: 4181  |  
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Wanting to go farther...

So now I had taken the final step... I had been fucked and dominated by a old man and loved it for some reason, which I would later discover after self-reflection. He had only made one little comment about the hair on my butt, but that was enough and I started to shave my butt and thighs. Just this act was and is in itself was exciting and sensual, whenever I shave my butt and thighs my heart starts to beat faster and I start breathing heavier. I look at my handy work in the mirror. I stare at my round smooth bottom and thighs. I wonder, "I bet he would like this." The act of shaving my butt a... Continue»
Posted by sissyboiforbully 1 month ago  |  Categories: BDSM, Gay Male, Shemales  |  Views: 3189  |  
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My Life as a Shemale Part9

It is now almost a year later and I am a year older, my hormone treatment has been going on for some time. The short version of the past few months seems some of the most poignant in my life but not conducive to this readership. My skin was getting softer, my body hair lighter and most important to me, I started to grow breasts. Sam was watching the whole process and thought that I would, some day, have nicer breasts than her. My oversized penis was still that but at this point I didn't mind. Cynthia, or Sin, lives with her mom in California now. The next night after I broke her Hymen she went... Continue»
Posted by gigi750 1 month ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 1565  |  
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The entertainment room ...

I looked around me and and i realised that the cellar did in fact consist of more than one room, each leading on from the one before it. I turned to the maid and asked how many rooms there were. Six in the cellar,was the reply, but of course there are many more rooms throughout Masters house plus the large gardens which contained i was told several outbuildings that i would if accepted find out about in due course. I asked if i was allowed to go and look at the the other rooms in the cellar and was told that that would not be possible without the Masters permission. I looked at Jane and asked ... Continue»
Posted by oldognewtrix 1 month ago  |  Categories: First Time, Shemales  |  Views: 1303  |  
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My Life as a Shemale Part10

Suzi and I started spending more time together as the weeks past by. I think she might have fallen in love with me but I knew little of these things. My focus was on my studies, I found that I excelled in school and it pleased me to do good. She had heard about me possibly liking sexual arousal through pain and made a plan for that. Tim was not happy but it was something I wanted to discover before I turned my back on it, even Sam had concerns but could see benefits in mental health coming from it, so she didn't complain too much. She might have thought that she would lose me as a friend as we... Continue»
Posted by gigi750 1 month ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 1243  |  
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LittleMissLipService offers Doug an Apology

Hi all....I have been so bad about posting stories here,
I actually enjoy writing when I have the time and have many, many great true stories that I want to share with all of you naughty perverts ;)

So watch this space for several new stories shortly.....
This is an entry that I wanted to share with you about something that happened earlier this evening when I offered to take a fellow Xhamster writer's fantasy and flesh it out into a story...... They had no interest in doing it and I and several other readers thought it started out very sexily and then just died off - we wanted our Happ... Continue»
Posted by LittleMissLipService 1 month ago  |  Categories: Hardcore, Sex Humor, Shemales  |  Views: 694  |  
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Life is full of little surprises (part 2)

(continued from part 1)

The door swung open, I saw a petite pretty woman looking quizzically at me. “This lady has had a nasty fall and it was my fault” - I could hardly believe what Scott was saying - “so Emily, can you please help her clean herself up and look at the nasty wound on her hand”. Emily smiled at me and replied “Yes Daddy”. She held her hand out, took mine, led me indoors and upstairs to a bedroom. “I'm a nurse” she said “now let me sort you out”. In twenty minutes or so I was clean and my grazed hand covered with a soothing cream. Emily let me repair my make-up and hel... Continue»
Posted by spankbuoy 1 month ago  |  Categories: Anal, Fetish, Shemales  |  Views: 574  |  
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Bondaged and fucked at a hospital: pt1

I was watching a baseball game with my cousin Jackie who was 15 and it was an unusually hot day for which I hadn't fully prepared for since I was young and head strong to say the least. It was half way through the game and I had run out of water but I didn't want to take my cousin's water or miss the game so I stayed in the intense heat without any water as Jackie continued to sip from her bottle of water. I didn't want to alarm her or miss the game but I was starting to feel dizzy. Sure enough, as I touched her shoulder to tell her I wasn't feeling so good I fainted and fell out of my seat la... Continue»
Posted by adblman 1 month ago  |  Categories: BDSM, First Time, Shemales  |  Views: 5977  |  
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The "Home Gurl"

An attempt to write a Cross Dresser/Trans story requested by a friend.

They called him "STONE". Steve Adams. High School athletic hero,Combat proven Military man, homeless and in jail. He had only one person who might help him since he had burned the help of f****y and most friends. He remembered a friend he turned his back once finding out he was gay, Cary Bishop. He called the only number he knew and got his old home. Cary had moved states away, but they said they would tell him. Four days later, Cary called the jail. They talked and Stone ate crow, desperately begged for help. Cary rele... Continue»
Posted by dickblackman 1 month ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 815  |  
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A surprise at a wedding

Me and my friend attended the wedding of one of his old mates and I was pretty much invited along just to keep him company, and it was beautiful, a big fancy wedding, delicious food, and lots, I repeat, lots of great looking women.

It seemed pointless me being there because it wasn't long before my friend hooked up with one of the bridesmaids and just left me alone at the bar, sipping on my drink, until low and behold, I caught a cute, petite woman staring at me with a smile on her face, I decided to make a move.

We got to chatting and I quickly realised that this girl had an amazing per... Continue»
Posted by wherethewhitewomenat 1 month ago  |  Categories: First Time, Shemales  |  Views: 46751  |  
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