Shemales Porn Stories
Page 18

The Making of a Sissy (Part 5: Boys Will Be Girls)

Struggling to keep my eyes open, I stirred my spoon around in my cereal slowly as if I were hesitating to get on with the day. In a way I was procrastinating. My mom had just woken me up to remind me that it was Friday, and this was the weekend I was supposed to go stay with my dad. Since their divorce, I only saw him for one weekend out of every month, which for me was more than enough. Don't get me wrong, it wasn't that I didn't like my father, I just struggled to keep myself entertained when I went to visit. As I sat on the stool in the kitchen, my aching sissy hole reminded me of how ... Continue»
Posted by briantid8 6 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Bikini Dreams

After I cammed the other day I put on my bikini with the intention of catching some rays from the sun we've just started to see again. Although it's supposed to be spring, it was still a bit too chilly to lay in the garden, so I opted to just to relax in the conservatory, warm and sunny but little chance of a tan!

I drifted off into that dreamy half-asl**p, half-awake state…

Laying on my sun-bed, purple bikini on, pert nipples pressing against the silky fabric and my boy-clitty tucked neatly between my legs, its tip nestling against my pussy, I imagined I heard noises nearby but thought ... Continue»
Posted by mica_d 6 months ago  |  Categories: Anal, Shemales  |  
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Changing Rooms

Being a 'girl of a certain kind', I always use the women's changing rooms in stores when I am out trying and buying clothes. I tend to avoid the 'communal' type, where we are all stripping off together, as I'm quite shy and you also never know if someone may pick up on the fact that not everything about me is female - and make a complaint!
So I aim for those individual booths, where you can safely strip off and try things without being observed.

I was in one branch of a big national chain that sells a whole range of clothes within my budget and had gathered an armful of things to try on. T... Continue»
Posted by mica_d 6 months ago  |  Categories: First Time, Lesbian Sex, Shemales  |  
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The Business Trip - Part One

I often get asked what ‘turns me on’, what my biggest fantasy is, what I like, etc. Well, I’m writing this to let you guys know what’s been on my mind lately… mostly while I’m at work.
A girl can but dream
...

———————————————————————————————————

I’m at work, dressed in a pencil skirt, white satin blouse and smart jacket. As always, underneath I’m wearing a lace bra and matching panties, suspender belt and fully-fashioned nude stockings. Fingers and toes are painted a discrete shade of dusky pink and my peep-toe courts show my toes nicely. My hair is in a neat bun and my lip... Continue»
Posted by mica_d 6 months ago  |  Categories: First Time, Lesbian Sex, Shemales  |  
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Creole Nigga...Chocolate Bottom

"Class dismissed," remarked the professor.

The students filed out of the room in a decent order. Xan Brooks gathered his belongings and headed back to his office on the campus of the University of Texas - Health Science Center at Houston. On his way there the five-foot-eight-inch, dark-skinned man, pulled his cell phone from his messenger bag. He saw an email from 'Mr. Fantastic'.

Dr. Brooks had emailed a few times with this person who purported to be stationed overseas, but from the area. The message indicated the gentleman was back in Houstonfor two weeks. Specifically it said, 'I wann... Continue»
Posted by faggyboi 6 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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My Bi-Sexual Junior Year

In 1983, my roommate during my junior year in college was gay. Ronnie had come out to me and a few of our friends at the beginning of the year. At first, it was a bit awkward, partially because I was afraid what people would think about me. Although I had one day of torrid gay sex while in high school, I was straight. Girls turned me on. I loved watching them on campus. Guys did nothing for me.
Ronny would tell me how I’d be shocked if I knew who was gay. He claimed a number of guys that I knew were still closeted. I guessed correctly on a few of them and was way off on others. Ronny... Continue»
Posted by StanStutz 6 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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Walking the Dog

Devin Dixon walked outside of his townhouse apartment. It was a nearing dusk on this particular March Saturday and the temperature was just a hair above 70-degrees. He was out walking his black and tan Manchester Terrier, named Duke. The dental hygienist wore a red tank top and a pair of black women's Canari Cycling shorts. The skin-tight bottoms showed off his gigantic booty. Devin had received his third round of ass injections four months ago. And, his derriere was something serious. He switched down the sidewalk behind his dog.

A couple of cars and trucks honked as they passed by him. Th... Continue»
Posted by faggyboi 6 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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Amber The Teen Tranny

I was horny as fuck that day as I hadn't jizzed in a few days due to work being so hectic. I debated how to get my rocks off and decided to go cruising at the park for some cock. I took a quick shower, threw on a pair of pink frilly panties, a pair of loose sport shorts, and a long tshirt. I hopped in my car and drove to the park, teasing my little prick by rubbing it in my sissy panties, leaking copious amounts of precum into them as a result.

I parked and headed towards the wooded area where everyone cruised for cock. On hot days like that one, it was usually crawling with all sorts... Continue»
Posted by panteeluvr 6 months ago  |  Categories: First Time, Hardcore, Shemales  |  
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A kitty in a movie hall Part -1

Once I had to submit a project in college and then I had some exams ahead of me. So when I was done with all the exams and everything, all I could think of was about getting cocks inside my holes. It had been about 3 months since I had a cock (other than my own) touching me. The urge, the hunger, the fire were uncontrollable. So I decided to visit a movie hall a bit far from where I stay. In India there are no sex shops or adult book stores to have fun in but what we have are very old aged, dark, small movie halls where no sane or gentle person would go. Only crappy B/C grade movies are shown ... Continue»
Posted by CumLovingKitty 6 months ago  |  Categories: Group Sex, Hardcore, Shemales  |  
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The nasty EXGF

We all have heard the stories, XGF who never did the nasty things we wanted to do, she told you that it was disgusting or perverted. Yea, only time can erase that lie.
Went to New Orleans few months ago, needed the break and to see the seedier side of the quarter. Walking thru the quarter I was inundated with all forms of humanity, some beautiful, others of questionable heritage but all were enjoying themselves. One particular bar was of interest and featured excellent drag shows.
After getting my drink and situating myself close to the stage, I settled back to enjoy the view.
The first few... Continue»
Posted by sprchf69 6 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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Covert Operative - Honoree

Kelvin Watson sat in the front row of chairs arranged in one of the conference rooms

at Langley. There were just under forty company employees present at the private

C.I.A. ceremony. The deputy director of the National Clandestine Service stood and

walked to the podium. The Caucasian, middle-aged man began, "Two weeks ago, one of

our own assisted the United States Army Special f***es, or Green Berets as manay of

us know them, in a mission to rescue three American hostages from Syria.The

assignment was dangerous and the gunfire was unrelenting. Due to our esteemed

c... Continue»
Posted by faggyboi 6 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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Oh What A Night!

As the old 4 Season's song stated, oh what a night.

Having been a crossdresser on and off my entire life, I have done the old collect and purge routine too many times. After putting Jennifer away several years and relationships ago, the old urges returned recently. Having lost a considerable amount of weight and working out my feminine side emerged once and again, and boy am I having some fun. More about that in a later post. For now I want to share one of the hottest nights I have ever had while dressed.

Two weeks ago while my permanent fiance was at work I had a full 7 hours to play... Continue»
Posted by dicklover4two 6 months ago  |  Categories: Mature, Shemales  |  
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My first BBC

Ever since I discovered "BBC" on the internet, I have always wanted to play with one. Before then, I had no idea that black men were into white sissies. In my mind I had them stereotyped as the type of man that would never have anything to do with a crossdresser. I thought they were too good for us. How wrong I was when I made my presence known on various websites. BBC's, handsome, well hung, BBC's from all over the world were telling me how hot I was and how they wished we lived closer so we could hook up.

That last part was killing me! Virtually every BBC I met online lived too far... Continue»
Posted by Cum_on_Eileen 6 months ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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The Magic of my first Black Cock.


Wow ! This was my first real experience with Black Cock. it was right after my divorce. I was in my late twenties. I ran my ads as a crossdresser on a few dating sites and on Craigslist. I recieved a message on my AFF site from a member whos profile mame was BBCRicky. My interest was immediately peaked. His profile discribed him as a dominant black male 6'4" with a 10 inch thick cock. He was older in his late 40s, Interested in meeting petite submissive white sissys which fit me perfectly. I replied back and almost immediately he responded. He loved my pics and profile and said he had ... Continue»
Posted by tvtrinity 6 months ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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Gangbang at Ricks part 3

= Gangbang at Ricks part3
There i was knee deep in Big Cock. I don't know why Guys like fight over a girl or gal the want to pound some Hot Wet, Tight, Hole real bad like a Bull. Wait a minute, I got to thinking, I am a guy in girl xxxy cothing. I got up told them all lets settle down, I was fresh fucked, Don his BBC, I was still Letting Daddy Rick up and my big load in his belly, he shot all over the sheets, He got up told me to clean up his mess, he made. Face down in his big load, Some one gave Rick the paddle, My BB was the ... Continue»
Posted by mrheat22 6 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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Cockatoo Part 5

Cockatoo Part 5


Following the call to Kritsada, I stayed in Cockatoo, chatting to Nin
who had brought me another beer. I asked her to join me for a while, and
we talked about last night. She had really hated Tony and was delighted
with what we had done. I was quietly impressed; she was pretty, her
English was excellent, had a great sense of humour and a charming
personality. I didn't know if Alex or Areeya had mentioned the job to
her, so I didn't say anything, preferring to leave it to the girls. I
asked her again not to mention anything about Sam to Areeya or Alex. She
was obvio... Continue»
Posted by nikkiesilk 6 months ago  |  Categories: Shemales  |  
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a night with Master

As instructed I stood in front of the correct door, slightly early (definitely not late!!), my entire body waxed smooth and feeling more than a little bit exposed on account of wearing a super slutty outfit specially selected for me by daddy.

Nervously I knocked, hoping my appearance would be pleasing for daddy, and heard the words which made my heart skip a beat "come in"

Once inside I was ordered to kneel and thank him for the honor he had bestowed upon me by starting at his feet and kissing my way up to his rock hard cock, (which filled me with joy knowing that using me turned him on ... Continue»
Posted by slaveboyinadel 6 months ago  |  Categories: Anal, BDSM, Shemales  |  
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The Making of a Sissy (Part 4: Total Submission)

As I made my way upstairs, the house was filled with silence. It was almost as if the pounding Sam had given me the night before had deafened me, and my ears were practically ringing as I dizzily wandered into the kitchen for breakfast. I still had my panties on from last night, pulled up tightly under my shorts, wedged into my soft ass and capturing what remains of his semen that were still trying to leak out. He was changing me, and there was nothing I could do to stop it. I made myself a bowl of cereal and sat down to eat my breakfast when I spotted my mom's car keys laying on the kitch... Continue»
Posted by briantid8 6 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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How My Life Changed

How My Life Changed


Chapter 1
My wife Mary and I had been married for over eight years and I thought our
life was very good. She was an attorney for an important law firm and rapidly
rising towards a partnership. She made a lot more money than I did in my job as
a fast food worker. That didn't bother me as much as it might have many men.
We had a nice house and lived well. Mary is 28, 5'6", 120 pounds and had 38D
breasts. She is a beautiful brunette with brown eyes. I am 5'8", 140 pounds
and used to taking orders from the people I work for. As my wife gained more
... Continue»
Posted by klammer 6 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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My story (Part 6) "Marriage as a male disaste

Marriage as a “Male” disaster

At a stage in my life I have doubts that I had a problem of being such a slut and wanting to be a women. So I decided to stop and try be normal, for sometime I could overcome my desires and so on. And thought I was cured, but actually it was all an illusion.
So I decided to get married and try to live a normal live. After sometime I got married to lovely decent lady that I really liked. But it was not love or anything of that. We got married after half a year. My first impression was that she was ver traditional sexually, and thought that the man does everythi... Continue»
Posted by sherryladyboy 6 months ago  |  Categories: Anal, Fetish, Shemales  |  
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