Shemales Porn Stories
Page 60

My First threesome Part 2

After Ray's step-mother put make-up on me and fixed my already long hair she had me looking like a young sissy boy, that's saying a lot because I was 23 at the time. She then had me slip out of the outfit Ray had given and put me in a red throng and matching garter belt and bra. She had me wear black seamed stocking to make me look like a real slut. She then told me that she had to get ready for Ray's father Bob to get home and that I was to go down to Ray's room and sit with him until then.
When I got to Ray's room he was already dresses similar to me except his lingerie was white, and bo... Continue»
Posted by billieearls 3 years ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 1597  |  
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One Weekend

One Weekend
I was twenty when I met Michelle. She and I didn't actually move in together, but she had a suitcase
that she kept over at my place with many different clothes in it. Everything from nice panties to no
frills granny panties. Her sexy black dress, jeans, bikini, lingerie, and regular stuff also like white tshirts
and pajamas. She had some cash through her f****y. She wasn't rich, richer than I was and still
am. So her clothes were mostly higher end stuff ordered or purchased from Europe. Also in the
suitcase were two dildos and three vibrators of different sizes along with som... Continue»
Posted by pr1456a 1 year ago  |  Categories: First Time, Shemales  |  Views: 1591  |  
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mature crossdresser & 18 year old PART 1

Myself being a fulltime crossdresser and wear mini skirt and dresses all the time an high heels.
A few weeks ago some new people move in across the street from me to be extact it was a woman and her 18 yr son.I talked to her few times and she was very nice and in our talks asked her if it bother her that i was a cd/tv she said nope. Well after couple weeks we became good friends and found out her son was shy and kind of a nerd. One day she came over to me and was little upset over something she found in his room.I said what did you find d**gs or what? She said no,and handed me a note book t... Continue»
Posted by cdpaula 2 years ago  |  Categories: Gay Male, Mature, Shemales  |  Views: 1589  |  
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SISSIFIED

art 1

It was quarter to 12. The door bell rang and she got up and went to the door. It was her friend Carmen.

Carmen was there to pick her up. They were going to a movie after lunch. She said." We can’t go yet. I have to feed my b*****r."

Carmen looked at her. "You’ve got to be k**ding me." She said.

"No." Stephanie said grinning. "It’s not quite what you think."

Stephanie looked at Carmen standing there. They had been friends for years. Carmen was black, tall, long black hair and a body that wouldn’t quit. She was ... Continue»
Posted by stig1963 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1586  |  
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SheMale Encounter -Hot Story -Please Comment

“Promise not to fall in love while you’re away?” Lana asked as she wrapped her arms around me.

“I’ve told you several times already,” I snapped at her. I had begun to get more than frustrated with her. “This is just a business trip and nothing more, besides I’ve never been the type to just fall in love,” I said.

She held on a little longer before she finally let me go. We kissed one last time and then I was off. As I walked down the runway I waved good-bye. She waved back animatedly. One look at her and I regretted letting her get on my nerves. Quickly I ran back into the waiting area ... Continue»
Posted by bmckzi 3 years ago  |  Categories: First Time, Shemales  |  Views: 1585  |  
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shemale sex slave

BDSM JOURNEY.

Let me first say i am no writer by any means.

This story starts 5 years ago. I was looking to move up in the mountains off grid with a homestead. I was a single man and wanted a parnter who could share with the daily chores and have for sexual gratification. Finding some one to leave everything the city offered to move to a rural area was a quest in itself. I knew I wanted a completely submissive woman ant my feet.
So I put a ad on craigslist and it went a lil something like this" tall single white dominate male iso single submissive woman to move to a homestead in a very ... Continue»
Posted by bigfranks36 11 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1586  |  
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Taken to be a Shemale Lover

I had went to work at the burger joint, when the manager informed me that 'I have too many people on payroll today, I need you to clock out and leave.' This is what happens when you work for a fast food joint, all the k**s that go to school and can get a permit flock to the fast food places. At least you get some training in how to be on time and understand job responsibility.

As I was working towards the park a coral blue car passed by, it pulled into the lot across the street and came speeding back. The driver was a familiar face, Joliet, one of the she-males that enjoyed my restraine... Continue»
Posted by d4david 3 years ago  |  Categories: Anal, Shemales  |  Views: 1582  |  
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Tranny Attack Ch. 02


"You'll be hearing from me again, sweety!" With those words Julia had kicked me out of her apartment.

I dragged by bruised and ass-fucked body home. Thankfully, Jane was not back as yet. All through the journey back to my house images of the previous night kept playing through my head. Discovering Julia's cock, of being tied up and buggered, of sucking her cock, and of having Julia piss on me. And it was all on camera! And who had she sent the videos to? If she blackmailed me, what would I do. I could pay her off quietly, since we were a traditional household and Jane never said anything ... Continue»
Posted by bi_hengst 11 months ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 1577  |  
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My Sexual Resume

About Me

I am a very sexual crossdresser who enjoys all sorts of activities. I have a small cock which I milk on a daily basis. I love to be photographed when I am with someone. You might say that I am a exhibitionist, when I am dressed like a slut.

Sexually

I am bi sexual and love women as much as I do men. I am very oral, anal, and a kinky submissive. I like to be used by men and women when I am dressed. Those that have been with me usually leave satisfied, which for me would be a face full of cum. I love those hollywood pop shots all over my face. I love kissing and fingering of m... Continue»
Posted by slut2eatcum 4 years ago  |  Categories: Shemales, Taboo  |  Views: 1576  |  
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The Ebony TS of my dreams


This story is about one of the most memorable piece of cocks I've ever experienced in my 30 plus years of getting fucking. I just thought I'd write it down and share it simply because I'll never forget it and because I'm a married man and it most likely will never happen again.

It happened about three days ago with TS Dominique I met through the internet(EROS). She was 23, but she easily looked 20. She kept her body pretty fit. She was about 5'11 and 135 lbs. I love tall women because I'm physically a big myself--6', 245lbs. It's hard to be fucked by a woman bigger than yourself. Plus, I... Continue»
Posted by yesamwilling2 3 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 1572  |  
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One experience with two blak men!

Hello again this is EvA…I am a 40 year old tranny. I do not consider myself a cross dresser anymore, because I am doing that for so long that I have been transformed to a very sexy and feminine lady boy. I have been taking also hormones for 4 years, on and off and I already saw many changes…my boobies are growing, becoming poutier and have sensitive nipples. My skin is sooo soft and my hips are getting bigger giving me a pear figure… I also see changes in my feelings, being more sensitive and sometimes I cry when I watch a romantic movie…haha. One of the biggest changes also is that I am alway... Continue»
Posted by transeva69 1 year ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 1571  |  
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A Girl To Remember

Senior year is supposed to be the best year of high school. For me it was absolutely remarkable. Junior year, second semester, I went to the office for my teacher. A girl I liked helped in the office for her free period. She was Japanese with long black hair that fell down her back. She had icy blue eyes that were accented by her black eyeliner. She had on black lipstick, black converse, and a black and purple skirt with black pants on and a black t-shirt with purple letters that read, “If you think you’re normal. You are weirder than me and I’m a Goth.” She looked like a little Gothic fairy. ... Continue»
Posted by nightheart13 1 year ago  |  Categories: Shemales  |  Views: 1570  |  
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Sissy Sarah’s Story


I couldn’t believe it. Here I was in bed with an older man – and one that I most wanted as he lay there sated by my ministrations to him.
It had all started two weeks earlier when I had changed my profile on one of the sites that I regularly use. Up until then, I had been ‘Mr versatile’ – willing to do anything anyone wanted – pretty bland actually.
Now what I had written was the following:
“Young 52 year old, looking for an older man, early to mid sixties, still sexually active willing to be my top. Would love to get together and decide what our roles would be and then keep them going wh... Continue»
Posted by cocksucker1966 1 year ago  |  Categories: Shemales  |  Views: 1569  |  
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First Time By Transsexual

When I was 21, I spent a summer in a southern city doing a service project. I was engaged to a girl and excited about marriage, but I was also extremely curious about the male body. I was one of those k**s that masturbated constantly, and almost always about sex with a man or a transsexual. The summer before my senior year, I was down in this southern city living completely on my own for the first time. Since I was doing a service project, I only got one night a week off. I wasn't sure what to do with that night since I didn't know anyone, so I decided to get d***k. Several times, I just went ... Continue»
Posted by kbking64 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1567  |  
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Fun with Stephanie-Gurl at the Park!!!

Fantasy Story: Fun with Stephanie-Gurl at the park.

After weeks of chatting online I was able to convince Stephanie to meet me but she had one condition it has to be in public place. Now I am not one to hook up in public but I was dying to meet Stephanie and have a little fun. I knew of a park that was nearby that we could meet at late at night and she agreed to the location. That night I arrived at the parking lot of the park around 11 o’clock and waited in my car. Of course being the sexy gurl she is, she made me wait. We had agreed to meet around 11 but I was waiting for almost 45 min... Continue»
Posted by Ryu1313 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1566  |  
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my first time

this will be the last story i write unless someone asks me personally for more... as Andy i felt no one loved me and if i was a girl i could be that slut and try to feel some kind of love from someone. when i was Andy i dated 6 girls in the course of 2 or 3 years and 4 of the 6 cheated on me and the other two clearly hated me and made my life nothing but misery... Ana was my only way to feel any kind of love or happiness.. when i first dressed as Ana no one was interested in me i was shy and i was still trying to find the right look for me... one night i decided to go to a party and find the d... Continue»
Posted by drewcd 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1564  |  
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The real me part one

Well let me began Iam not in the closet, I grew up in small town my mom raised me cuz my dad was not around. This town was dead and in my school days there was only myself and friend of mine that were the only k**s in town. It was summer and my friend had left to go spend the summer with his grandmother in other state.
My mom was a 5'9" 130 lbs d breast woman that raised me and worked her but off doing it as only hair stlies around for a 100 miles. She always wore dress and skirts and heels dolled up everyday. So oneday I was bored around the house when she was home taken a break. We were... Continue»
Posted by cdpaula 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 1565  |  
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His teacher, The transsexual

A really nice story from another web page! Enjoy

Greg was late for class. He ran through the hallways. They were very particular about being punctual here. His health teacher especially. She was very focused on such things. Greg had been late twice this week. He couldn't help that his car kept breaking down. Ms. Sin was a real hardass and didn't accept excuses.

Greg had only started his last year of high school here after his eighteenth birthday a few months ago. He was worried about the impressions he was making. He got to the door of his health class and checked his watch apprehensive... Continue»
Posted by Ankakalle 3 years ago  |  Categories: Shemales  |  Views: 1563  |  
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Alice 2

Alice part two

I checked out and drove home in deep thought, I knew I was in love with Carol, I could only hope that she felt the same about me. How am I going to explain to my dad about dressing up and most importantly about my job. I decided that I would be dressed when he got home from work, then tell him what has happened, he obviously would have found me out anyway. I arrived home about lunchtime, I stripped off, had a shower and douche, I picked out a nice black above the knee cocktail dress, nice silky black underwear, near black ... Continue»
Posted by ratty9uk 4 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 1560  |  
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Dawns Early Light

Almost closing time and I was enjoying a wicked high but not quite d***k. Looking around the Bar I saw almost nothing that would make my night any better and thought I'd simply head out for home. The other Bars were letting out and people were sorting out their options and pouring into their vehicles or making last ditch efforts to not go home alone. The Cops were out in f***e in the area watching for belligerent d***ks and last minute d**g deals. I knew I shouldn't be driving so I thought I'd stop at a local eatery for breakfast. It was a popular place and a lot of folks coming and ... Continue»
Posted by Keith_Walters 9 months ago  |  Categories: Shemales  |  Views: 1561  |  
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