Shemales Porn Stories
Page 6

Sissy Slave

Joanne, my wife, has for many years insisted that I wear lingerie and girly things under my male clothes when at work as part of my sissy training. At home I am a sissy slave.
“Sally” she said “Today we are going to make you feel more aware of the pretty things you wear”. After years of taking hormones my breasts are a nice 38C with dark brown shades round my nipples and Joanne had arranged for me have my balls and sac removed when we went to Thailand one year. Despite this and though my cock is now very small it can still shoot lots of cum which I am often given on my cereal for breakfast. ... Continue»
Posted by Sally5050 1 month ago  |  Categories: Fetish, Shemales  |  
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My first time with a guy part 2

As you will recall from reading part 1, I had just agreed to go up to a guys flat, situated above a' private' shop in Leeds. The shop assistant had just told me to select some sexy underwear from the shop to wear as I experienced my first taste of gay sex.

The lingerie in display was probably the best thing on sale in to shop, for a crossdresser it was heaven but I wasn't sure what to choose. There was school girl uniforms, French maid outfits, nurses uniforms, baby dolls, body stockings, I just didn't know what I wanted to wear. I finally decided on a pretty pink baby doll, it was very lac... Continue»
Posted by LeedsXdresser 1 month ago  |  Categories: First Time, Gay Male, Shemales  |  
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The Life Class

It wasn’t something I’d ever consider doing, but I was in need of some extra cash as I’d not been asked to do any porn shoots for a while. So when a friend told me that a local art group were looking for models for their life drawing class I decided I’d get in touch to see if they’d have me.

I went along to see the teacher, a middle-aged guy who was Professor of Fine Art at the local college and ran evening classes for amateur artists. I arrived dressed casual, jeans and a tee shirt, my long hair tied back, little make-up, pretty androgynous, but my growing boobies were fairly obvious under... Continue»
Posted by mica_d 1 month ago  |  Categories: Anal, Hardcore, Shemales  |  
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Megan sissy sauna gangbang.

I had just moved to london for uni and was really excited to get a chance to try out some of the bigger gay saunas and sex clubs.
I had spent the whole night before fucking myself with a dildo I had bought from a soho sex shop, wearing lingerie i had stolen from the halls wash room .A stripped thing with lace trim and black lace bra. I still had my fishnets and i had shaved my whole body, so i was feeling really girly.
The next morning i got up early and spend the first couple of hours of the day in the shower,slowly fucking myself with my dildo, sucking it then sliding it inside myself to... Continue»
Posted by hardcoresissy 1 month ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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Moving in with Jim and Candy - Part 2

"A taste of Candy" - Fiction

Jimmy smiled at Candy and said, "I think you should show him your secret, Candy."

Candy smiled wickedly, "I think you're right."

With that, she hooked her thumbs into the edge of her bikini bottoms and slid them down. She the reached between her legs and rubbed from her ass all the way forward, and her surprise flipped out. She had a cock! Candy was a hot, busty TGirl! She was definitely getting hard looking at us. Her cock was slightly shorter than mine, but was thicker at the base and had a tapered tip. Now the reason for them not getting married was a... Continue»
Posted by Mrtommyboy 1 month ago  |  Categories: Anal, First Time, Shemales  |  
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Moving in with Jim and Candy - Part 3

Learning how to take anal play - Fiction

So the next couple of weeks with Jim and Candy revolved around us having various types of sex. Sometimes all three of us, sometimes just two of us. Sometimes two of us having sex while the third masturbated, sometimes all of us masturbating and watching each other. It was fun and hot. The one thing we hadn't done was me taking a cock in my ass, whether it was Jim or Candy. I guess the part of me that was scared was stronger than the part of me that was curious.

One day while I was working in the store, I had an older gentleman ask me for some "Pop... Continue»
Posted by Mrtommyboy 1 month ago  |  Categories: Anal, First Time, Shemales  |  
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Fantasy

It certainly wasn't the cleanest of toilets, The smell of stale piss and God knows what else hit me as I opened the door, once inside I have the seat of the toilet a quick wipe and sat down I looked at the No smoking sign. like I'm really going to follow that rule.
As I smoked a cigarette sitting there in the dim light of the dirty toilet I was wondering what could happen and hoping it would come true.
Let me tell you what I'm wearing, I'm dressed tracksuit bottoms and a fleece top well I was when I first came into the toilet, i'm now sitting on a dirty toilet in a silk blouse a padded ... Continue»
Posted by dog9335 2 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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A New Waitress in Town

THE NEW WAITRESS
Moving to a new community is always difficult, especially when you're alone, with no friends or relatives to turn to. The advantage though is that you can be anyone you want.

My name is Robin and I recently graduated from a Boston University, where my f****y has lived since coming to the US from Ireland. I was only two years old when we came here and have no recollection of Ireland at all. I was very settled in Boston, a good school, swimming competitively on the school team, an excellent job as a waiter at an upscale restaurant, girls, you name it. Things were about to ... Continue»
Posted by qudduse 2 months ago  |  Categories: Hardcore, Shemales, Taboo  |  
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My first experience with a guy part 1

At 18 I was popular with the ladies, good looking, good body and a a nice big cock that was constantly hard. I had a beautiful girlfriend and could have had any girl I wanted. Unbeknown to her and my friends, I was a closet crossdresser, a sissy who fantasised about dressing up and sl**ping with guys. It was a confusing time for me, I was almost certain I was straight but part of me craved cock, especially when I was crossdressed. I would dress all sexy in my own underwear and s****rs clothes (I was lucky to have an older s****r so access to a full wardrobe) and play with myself until my cock ... Continue»
Posted by LeedsXdresser 2 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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I Knew I Was A Sissy (part VI second half)

Me and Morten kept seeing each other for the next days. We would mainly meet at bars and encounter at hotels. I avoided asking him over my place as I hadn’t yet confessed about my crossdressing habits and I was not sure how he would react. My previous experiences were not the most positive ones and if he was to come in a house and see my wardrobe he would be surprised at least. I was having a good time but I wanted more, most important I wanted to be able to express myself while I was with him. I could understand that as time was passing by it would be more difficult to tell him and for sure i... Continue»
Posted by georgette32hk 2 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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Office fantasies

This story is about a fantasy I had at work, thinking about
an amazing and gorgeous gurl whose name is Lolit*25
.
.
.
Today at work I was participating in a really boring meeting.
Luckily the meeting room was big and I was at the end of the room.
Lights were soft because a supplier was projecting some usless shit.

At some point you came into my mind.
Your pictures... your face... your body...your cock...and in a heartbeat I was so hard!
I started daydreaming that you were a colleague, and there you are... sit in the chair next to me

You have a hot makeup. Light eyeshadow, lon... Continue»
Posted by sukor 2 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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Gangbang at Ricks part 4



Gangbang at Ricks part 4

I got my C/D Sissy, BB bubblebutt tag teamed at my daddy's place. yes there was 9 big cocks, nothing under 7", Daddy Rick was needed a slut, party with his horny poker pals, was going to pay a hot cutie, it was a close friends daughter, found out later. 200 bucks + tips, Rick called me to help him out ASAP, get Dressed be ready to play the whole weekend. Well here is how fun we had un... Continue»
Posted by mrheat22 2 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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I Knew I Was A Sissy (Part VI and half)

I started dressing full time at home. The minute I would return I would immediately take off my clothes and transform in a girl. Men clothes became my outfit for my day life. Each time I was dressed my sexual desire was increasing immediately; I wanted to get fucked hard, I wanted to suck cocks. Unlike when dressed in man’s clothes. None of my classmates ever thought I was a sissy, very few considered me as gay. It was strange to them that I didn’t had a girlfriend but as I was staring all the time at them they were not suspicious. They just thought I was shy on approaching them. What they did... Continue»
Posted by georgette32hk 2 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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The Business Trip - Part Two

Continued from Part One http://xhamster.com/user/mica_d/posts/517581.html

I really was lost for words. My boss had never come on to me at work and here she was suggesting we share a bed!
Are you sure about this?” I said, rather meekly.
Of course, if I wasn’t I would not have invited you along, nor would I have cancelled your room.

At that moment the coffee arrived. It gave me a few moments to reflect on what was happening. Here I was in a luxury hotel, with a woman I hardly knew outside of work, and was being tricked into sharing a room, a bed - and w... Continue»
Posted by mica_d 2 months ago  |  Categories: Anal, Shemales  |  
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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 2 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 2 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 2 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 2 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 2 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 2 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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