Shemales Porn Stories
Page 65

Ally...


I was at a customers' house doing some yard work as they had paid me
in advance for just minor clean up, pulling weeds, mowing, trimming the
hedges. I was finishing trimming the hedges in between the neighbors and
their house and as I finished up the neighbors' wife came out or so
I thought.

She politely smiled and waved to me and I nodded trying hard to act as
if I was not noticing her in a skintight bikini with a lacey French cut
bottoms. She could tell and began to tease me by dropping her towel and
turning her back to me showing her pear shaped bottom with the long legs
leadin... Continue»
Posted by NaughtyNshy 2 years ago  |  Categories: Gay Male, Shemales  |  Views: 1505  |  
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Shemale Surprise!

I'm a country boy. About a year ago I left my small town and moved to the city so I could attend university. Initially, I had nowhere to stay so I was going to move into my cousin Mike's flat for a few days with him and his room mate, Sandy till I found somewhere of my own. Mike and Sandy worked together at a law firm in the city.

Mike had a fiancee` but he didn't live with her because he didn't want to upset her parents who were very traditional and devoutly religious. Actually, I found it hard to understand how Mike could live with this unbelievably beautiful black girl, apparently withou... Continue»
Posted by leadpencil21 1 year ago  |  Categories: Fetish, First Time, Shemales  |  Views: 2497  |  
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The Bondage Whore, Chapter 13

The Bondage Whore, by Rachel St. Clair, All Rights Reserved.


Chapter 13 - Unbelted

As Joe released Rachel that night, he informed her that Jimmy wanted to see her. Then Joe did not put Rachel's chastity belt on her, which thrilled Rachel. Rachel strolled into Jimmy's office, wondering what was up. Jimmy rarely conducted business after hours. "Rach, babe, have a seat. I have some good news for you!"

Rachel sat, and Jimmy continued. "Congratulations on your third year anniversary sweetie! Do you know what that means?"

Rachel was clueless. "No, not really", was all she could manage.... Continue»
Posted by thongcutoffs 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 736  |  
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Sissy Emma is Turned chapter 2

At that point I was allowed to go back upstairs and remove everything and go home. As I was walking out towards the door, John said he would see me the next week. Not if I can help it I thought.

Once I got home, I quickly got into the shower and washed away the thoughts of what had happened to me and was soon in bed and fast asl**p.

Over the next few days, I began to forget of my ordeal and resolved to keep away from any of the chat rooms. I hoped I had learned my lesson.

That was before I received an email from him. Attached was the video of me, but it had been edited. None of the pa... Continue»
Posted by emmahighheels 1 year ago  |  Categories: Shemales  |  Views: 1587  |  
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Dr. Visit.

I turned 50 and the Dr. called and said I needed to make an appointment for my birthday physical. Well my birthday fell on a Friday and my appointment was the doctors last one of the day.
I was sitting in the waiting room and saw all the employees left the office. I asked the last one exiting if I had been forgotten? She laugh and said no, then she said that I was the last one of the day and that the doctor was running just a few minutes lat. I thanked her as she was walking out the door.

About three minutes after the last employee left the building the doctor came out from the back and ... Continue»
Posted by scottyj53 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 2684  |  
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The Truckers Reststop

I had to work yesterday, it was Saturday,I had made plans to spend the day being the slutty little whore for the whole day, but work got in the way. I came home felt tried so I soaked in the tub, shaving my legs and puss yass and gurly clit. The weather was bad all day, when I finally decided to Fem myself up it was already 8pm, so I thought what the heck I'll drive up the Interstate just north of Seattle to a truckers rest stop I have gone too before. The weather had cleared up a bit, so I was hoping for some fun. I dressed in my short wrap around skirt, red thong panties, red Bra, and a shea... Continue»
Posted by cd_lorretta 2 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  Views: 3970  |  
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My biggest ever-scary, but rue!

Since I'm pretty much sub, I don’t really ever say no, but maybe sometimes I should? I got an IM from a guy on a hookup site I sometimes visit and after a little bit of chit chat about the weather and what sorts of music etc we liked, he invited me to his place for an afternoon of fun. I'm usually horny and love to have fun, so I agreed and he gave me his address and digits. I asked him if he would prefer me dressed fem or butch, and he asked me to surprise him. Well, I love playing dressed fem, even though I'm not passable it seems to make guys just that little bit more turned on to see a nic... Continue»
Posted by LRock4fun 1 year ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 1189  |  
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MY FIRST BLOWJOB

I met a shemale online called melisa and we had been talking over msn for afew days, mainly having saucy chats about sex and getting off. She asked me to meet her on the coming weekend which excited me as i was a virgin to cock.

We arranged to meet in a bar that was a stone's throw away from my flat, As i entered the bar it was pretty dark and i waited for my eyes to ajust to the dim lighting, then i noticed her sat at the bar wearing a skin tight, dark red dress that was knee high, she looked amazing. I walked over to her and straight away i was struck by a beautiful smile as she turned t... Continue»
Posted by handyman1991 1 year ago  |  Categories: First Time, Shemales  |  Views: 1516  |  
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I am such a slut.........15

Please read my other stories as they tell you of my journey and the woman that i am becoming ~Dani

I am such a slut......15

I was in the adult theatre, my head still buzzing and my heart still throbbing from what had just happened. In a darkened room off by itself, my new inner self had emerged, my harbored fantasy had been fulfilled and my body had been used. A large strong black man with a massive cock had fucked my asspussy, had pounded me, shooting his warm seed deep inside of me. He had controlled me, had taken me and made me his, so completely used me that when he had pulled himsel... Continue»
Posted by snuggle11 2 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 2720  |  
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New neighbour

A few days ago a new neighbour moved in my building.He lives alone and is an electrician. He is tall and handsome and is about 35 years old. Has dark hair,brown eyes and a body to die for. Since he moved in every time i see him or pass by him i get really horny and cant stop thinking about him.One day i came home and saw him sitting in the leaving room talking with my grandparents.I introduced myself and got horny as hell when he touched my hand. I instantly went to my room and waited for him to leave.When he left my grandparents told me he was here to fix some electrical problems in the kitc... Continue»
Posted by nikoletakurva 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 2056  |  
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TRANSSEXUAL DELIGHT

I was new in the big city, a country boy through and through and it was the first time I had ever visited London for the sites rather than work, I was nervous just for the fact that I had never been anywhere like it and the place was so big, my town being one hundred houses tops, all of a sudden the bus I was waiting for pulled in and kicked me out of my daze, being the shy and gentle person I am let all the other tourists get on first and just out of the corner of my eye noticed the hair of a blond lady getting on to the bus, I couldn’t see her face just the back of her head and the lovely co... Continue»
Posted by star122 2 years ago  |  Categories: Anal, Shemales  |  Views: 1392  |  
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Becomming Alanna - Part 3

We went up stairs to the kitchen and she had me start to help her ice down beer and get bottles of booze out and open. There was a large bar but I noticed not much in the way of food. I helped tidy and set up cups and get ice and then with a sudden shock to my heart the doorbell rang. As it did I caught a glimpse of myself in the mirror. I looked like a girl and I looked like quite a slut, I was panicked, I had to hide I thought but as I looked around the only entrance to the room was blocked by Samantha. She turned with that evil smile and winked at me. Alanna, these are my… friends I told yo... Continue»
Posted by KristyQuinn 1 year ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 813  |  
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Caught in the Act....

One summer, my cousin Nancy came to stay with us for a while, as her parents had gone away on a cruise trip. At 18 years old, she was a couple of years older than me and in the full bloom of her young womanhood, so to speak. She knew it, too, and it was obvious that she had no problem at all in pulling any guy she wanted. Not only did she look good, but always dressed very sexy, just to make sure…

She was another of these girls I adored during my adolescent years, who LUVed to teeter around perched on very fine pointy hi-heel stilettos, and when she walked, her butt swayed from side to side... Continue»
Posted by caroletv31 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 3815  |  
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the real me part five

Well mom and Becky left the room.I sucked Mike and let him fuck me in every postion could think till we fell asl**p.I didn't sl**p to long and got up to go get a drink down stairs.As I walked down stairs my well fucked hole felt loose and very wet and i loved it.
I went into the kitchen figued I'd make pot of coffee since I couldn't sl**p and was on cloud 9.Well I my mom came in the only thing she had on was a black gartor belt and black fishnet stockings an heels.She laughed a bit and said,dam hun you smell like just like sex.We talked while coffee was being made.she was sitting on the tabl... Continue»
Posted by cdpaula 2 years ago  |  Categories: Shemales, Taboo  |  Views: 1051  |  
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Fantasy about meeting my new Mistress

I was feeling excited about and looking forward to Friday night. The reason for this was that I intended to dress up as my alter ego, Tania Harvey, and to go for a night out to a club nearby that is popular with TG’s, TV’s and other like minded people. I took a lot of care and attention over the way I dressed and the application of my make-up. I chose to wear my favourite red dress which is tight fitting in all the right places and shows of my figure to great effect. Underneath I put on a very sexy black corset, a pair of very sheer black stockings and a pair of lacy French knickers. I had alr... Continue»
Posted by lightwave40 1 year ago  |  Categories: Anal, BDSM, Shemales  |  Views: 841  |  
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Dad trains me to be his wife


After a long and unstable marrage of 20 years, the divorce papers finally came. My wife and I only had one c***d, William, and he is very gay. My wife was too much of a homophobic bitch to support him. Even when he was younger we knew he would turn out gay. Always wanting to wear girl's clothing, dress differently, speak differently, even walk differently. I always supported him as a dad and as his friend. I never understood and I still don't understand my wife and how she could just leave her only c***d and I. I remember it was his 18th birthday, about five months ago. She came home from wo... Continue»
Posted by nicoleinberlin 10 months ago  |  Categories: Gay Male, Shemales  |  Views: 3165  |  
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FUCKING UNCLE BOBBY

The title of this story isn't really accurate as I wasn't fucking Uncle Bobby see Uncle Bobby was fucking me! He wasn't really my uncle he was just my mother's boyfriend but he lived with us so it was kind of like he was my Dad I really like him a lot he gave me lots of attention and took me places and gave me money for doing chores for him he really was a good guy! He had a boat and it was a nice one too he kept it docked at the Marina and one weekend he asked me if I wanted to go fishing with him well I loved to fish and I loved boats so hell yes was my response and we set out to go fishi... Continue»
Posted by laceysgirl 14 days ago  |  Categories: BDSM, First Time, Shemales  |  Views: 8336  |  
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Tedra Out of the Closet

After a very lengthy discussion, it was decided that not only should Tedra become more feminine and move out of the closet, but Judy would also under go "Enhancements" I was started on enhanced Hormone treatment as well as some tummy tucking and hip enhancement. We both got implants and I became a very impressive 40G and she was a stunning 34F. Over the past 12 years my wife has gone from an average looking gal to an absolute sexpot. The increase in her breasts' size coupled with her slimming down elsewhere has resulted in a body fit for Playboy and has allowed her to adopt her new sexy wardr... Continue»
Posted by tedra 1 year ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 1107  |  
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Helping a friend

Anna has been working in my office for a year now. I have never heard her talk about a boy or girl firend. Anna is 5'7'', long legs, light brown hair almost to her waist, very pretty. I have always talked to her, had lunch, but she had never opened up until she needed some help.....

Anna had bought a house that needed work. A couple of months after she bought it, she was complaining that her sink leaked. I told her i had done odd jobs through out my life and i would be more than happy to check it before she called a plumbler. She told me to come over friday after work.

Friday came,... Continue»
Posted by edukateme 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 3192  |  
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Busted

I know you're married and you have k**s and stuff, but sometimes I wish you didn't so that you and I could be together." I was speechless and unable to respond. "Do you ever think about me that way? I mean, what it would be like to be with me?"

"Yes," I finally admitted. "I do sometimes."

Jenny closed her eyes and lifted her face closer to mine. I knew I should push her away, tell her no, take her home and forget all of this had ever happened. But feeling this nubile teenager so close to me, knowing how badly she wanted me, I was powerless to do anything except close my eyes and lower my... Continue»
Posted by koolstuff 1 year ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 2874  |  
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