Shemales Porn Stories
Page 6

Start of a new life

One day I got a text massage on my mobile while I was at work, it was from an unknown number, it said come home now. So as I only work down the road from where I lived and also I was just going on lunch so I made the 5 min drive home. When I got there, there was a man standing in my door with a box in his hand. When I got to him he said do you live here and is your name Lucie, I said yes but a bit puzzled as I only use Lucie when I am dressed as a girl. He said good now open the door and let me in. After we got in he gave me the box and a letter. I read the letter it was from my master, it sai... Continue»
Posted by dallasrose 1 year ago  |  Categories: BDSM, Gay Male, Shemales  |  Views: 6329  |  
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Becoming a Black studs ultimate fuck toy

It all started the day I laid my eyes on my first BIG BLACK COCK ,I had been dressing up as a girl since the age of about 12 wearing my mums panties and pantyhose around the house getting turned on by the feel of the pantyhose and panties . At the age of 15 I realized that I loved pretending to be a girl as much as being a boy ,one day I approached my mum to tell her of my sexual orientation. My mum so supportive and helpful I was really surprised with how she reacted . Son you will always b... Continue»
Posted by foxxiroxxi 8 months ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 6324  |  
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After School Dick-tention

I was late for class. Again. I slowly opened the door to my classroom, hoping Ms. Peterson was absent. Just as I managed to open the door enough to peer inside the class, I saw her. She had her back to me, as she was writing down notes for the students to copy, on the blackboard. I couldn't help but admire her form. This was her first year teaching high school history, and she had no shortage of teenage boy admirers. She was tall, I don't know how tall she was bare foot, but in heels (which she always wore) she was taller than most in the school; faculty or student. If I had to guess, I would... Continue»
Posted by SlaveX 5 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 6305  |  
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Holloween with a surprise

I read this story on literotica and just had to share it with my Xhamster friends.
Here goes.

Halloween my favorite holiday of the season. If you think a twenty five year old does not like going to costume parties, you've' got no idea what goes on in my life. Everyone I hang out with likes to enjoy themselves to the best of their advantage, and Halloween is one of the best ways we can accomplish that. This year, like the last four years in a row, I was hosting a Halloween party at my apartment with a number of friends coming over and naturally, it was a costume party. There was Jessie who... Continue»
Posted by miguym4m 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 6295  |  
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Made my hubby crossdress and get fucked by bbc!

Finally convinced me husband to stop watching me take big cocks and to put on a pair of heels and to get fucked while its my turn to watch him!

ive always loved being a cuckold wife, meeting new people, having fun wherever it happens to be at, it really improved our marriage, finally i took it to the next step.

i spend alot of time at nights checking out mostly pics on xhamster and few videos. ive always been turned on by crossdressers, cumshots, and a few others fetishes im into. this time i finally got to see a live crossdresser fucked, my cuckold husband!

so we arranged to meet a f... Continue»
Posted by discreet4rmlanc 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 6294  |  
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T-Girl University

Jason was apprehensive about starting college, as any freshman would be. His high school girlfriend, Becky, whom he loved dearly, was going to a different college on the opposite side of the country. They had to promised to stay together but Jason was worried; there would be a lot of temptation for her from all those west-coast surfer dudes. He hoped she wouldn’t forget him and made a vow to himself to stay faithful no matter what. But there would plenty of temptation for him as well: Jason was going to a small northeastern college that, until recently, had been an all girls school. Jason’s in... Continue»
Posted by slatemhor 8 months ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 6268  |  
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First big cock.

So I'm deciding to post a story about an experience I had about a year ago. Ill start with a little background about me, I'm a bi crossdresser 22 years old 5'8" 140lbs, newly exploring bottom, very passable crossdresser. And extremely selective.

I tried an online dating site and eventually met a white guy in his 40s well built professional that likes to top. I told him that I was a beginner at being a bottom and that I thought he was really handsome but his cock was just way too big for me to have sex. We became friends and chatted all the time. Until one weekend he got a hotel room and sa... Continue»
Posted by Cutiecdny22 1 month ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 6242  |  
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A Bra And Panties?

It had been a long day, my friends and I had been on long ride in our local forestry area. We always parked our cars away from the usual cyclist parking areas so it was pretty well deserted. As we approached where we had parked we saw what looked like a lady by a tree in her undies. As we got closer we could see it was a guy in women’s underwear, stockings, suspenders, bra and silk panties. We had a small giggle and rode past but as I, looked it appeared that he was tied to the tree.

At the cars, my friends loaded their bikes and left so I got on my bike and cycled back to where the guy was... Continue»
Posted by ClassicCockx 3 months ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 6204  |  
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Shopping with my s****r - Part 2

Continued...

We drove along chatting freely, laughing when we saw guys checking out the two hot babes in the car next to them. Jane told me what purchases she planned for me, practically a whole new wardrobe I thought to myself, but hey who am I to complain. Jane pulled up in a quiet corner of the carpark and leant over and kissed me gently on the lips, her tongue probing mine. "Come on Dannii, lets go shop!" she giggles.

I climbed out of the car as ladylike as I possibly could, feeling the fresh air up my skirt and flow over my balls felt amazing, a nervous excitement building in... Continue»
Posted by ukdan78 4 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 6115  |  
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My First Time

when i was 18 i first started to dress up when my mom was out and i loved it. well this is a story of my first time and i would like to share it with everyone. me and my mom live alone and she used to always bring guys back to the house and i used to always hear them having sex and it really turned me on so i tried to peek into the doorway each time and one time a guy left is underwear in the hallway so i picked them up and smelt them and it made me really horny. however this guy turned out to be my moms boyfriend so he came to our house on a daily basis but one time when my mom was out and i ... Continue»
Posted by MegCD 4 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 6084  |  
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My First Time

It must have been 4 years ago.
I was alone and curious, and had been for a while now. I had plenty of girlfriends and knew I was not gay. I just never had feelings for guys, only women. But sex..... sex is sex I thought.
Looking at pictures, watching videos, toying with myself while dressing up in panties and other girly things, had kept me amused up until now. But my desires had grown too strong.

I had frequented a few chat sites, getting into kinky conversations with guys, loving the way they all hit on me and tried to seduce me. It drove me wild and gave me more confidence all the whil... Continue»
Posted by MissieUK 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 6044  |  
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A Friend's Treat

had recently split with my wife and was feeling very down.

I was invited to spend a few days with my old friend Dave and his wife Tracey.

The first night I was there Tracey turned to Dave and said that we needed a boys' night out and why not go to his club. Dave agreed it was a good idea and within minutes Tracey was dropping us outside what appeared too be a Georgian townhouse.

I hadn’t known that Dave was in a club and was surprised to find he was a member of one. He had refused to reveal what type of club we were going to.

The door opened as we approached and a dinner suited do... Continue»
Posted by maninnylons 9 months ago  |  Categories: Gay Male, Shemales  |  Views: 6035  |  
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The Neighbor...

My next door neighbor had never shown any interest in me before. He was married and straight, as far as I could tell.
One night, however, there was a knock at my door. I looked through the peephole and saw my neighbor standing there. He was tall and stocky, with a beer gut that I found sexy.
I answered, not knowing what to expect.
"Hi. I'm sorry to bother you so late." He said.
"Its ok. Is there something wrong?"
"Look, I don't really know how to do this... so I'm just going to be blunt. I know that your gay. My wife and I have seen several different men coming and going at all... Continue»
Posted by bttmblw 1 year ago  |  Categories: Gay Male, Mature, Shemales  |  Views: 6015  |  
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Tranny teacher

Hi Al, how is your house sitting summer going ? Pretty good Tim a little boring but the beach is nice. By the way, I didn't mean to but I saw you last night through my window... you were wearing woman's underwear. OH I hope I didn't disturb you Al. Actually I was totally turned on, especially when you pulled out your hard cock.

Really, if you like I can arrange for a private show ... interested ? I don't know I have never seen a man up close before. Ah.. well if you pretend I'm a lady I can walk you through some fun. So you will put on your stockings and the silky things. OH yes and a wig ... Continue»
Posted by TenderLoins 1 year ago  |  Categories: Fetish, First Time, Shemales  |  Views: 6009  |  
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Male to Female Transformation

Male to Female Transformation

Genre : TG SOS or Surgery/Transformation Male to Female
Story : Cristine Carter
CH - 1

The last thing I could remember was walking out of the Bank
and crossing the road to my car. I had just been to see my
bank manager to discuss transferring some money from one of
my accounts into a high interest savings account.

I had won quite a bit of money on the Lottery, enough to
change my life. I was unaware just how much my life was
going to change.

I had just reached my car door when I felt someone bump
into me. Then everything went blank...
... Continue»
Posted by cristinestone7575 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 5987  |  
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Oh My, You Have a Cock...

It was a regular Friday night no different from others I'd experienced before. I was lonely having broken up with my girlfriend earlier that week. What a bitch! I needed to find me a sweet woman capable of matching my libido. My last lady was all about the lights off, missionary position sex, come to think about it I don't think I ever got a good look at her naked. Those are six months I guess I will never get back. As I sat alone in my bachelor apartment, clean for a guy, but still not the greatest place to bring a chick home to, I started feeling sorry for myself. I had a feeling it was goin... Continue»
Posted by Asmarani 1 month ago  |  Categories: Anal, Shemales  |  Views: 5973  |  
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Weekend with my s****r - part 1

Continued from sunbathing with my s****r.

The week went so slowly, my mind always wandering back to our day together....stroking my cock endlessly replaying each and every kiss, touch and stroke. We stuck to our agreement of not talking about it when anyone else was in the house, not touching or staring was the hardest part, the sexual tension between us was incredible, I can't believe our parents didn't sense anything. We did leave bedroom and bathroom doors open just enough it was safe. Each morning when Jane left for work she'd leave some underwear on her bed for me.....twice it was e... Continue»
Posted by ukdan78 4 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 5960  |  
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Car Bonnet Cockriding Whore

Hi Guys,




This true story dates back about 4 1/2 months now, and takes place outdoors, well over a car bonnet to be exact.


I had been chatting to this lovely guy called Dave, we had been chatting on a different site and arranged for him to come over from where he lived to where I live in Droitwich. Well I had been getting my self ready most of the evening showering, shaving my self totally smooth including my pussy, made a real effort to look hot with my makup and clothes. The usual things, stockings suspenders, 1/4 cup bra with matching thong, and high heels, a loose fitting top ... Continue»
Posted by donnamarie09 5 months ago  |  Categories: Anal, Shemales  |  Views: 5954  |  
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MY GAY PRISON SISSY ****


I'm sure many of you have seen a number of movies or television programs based on prison life behind bars. Having recently spent some 29 months in an undisclosed New England State Pen, I'll now share with you first hand, some of the wildest and most unbelievable sexual experiences one could ever imagine.

While still on parole now, I will change my name here and not mention the state facility involved. Other than to substitute a few names for some of the real ones involved, all of what I'm disclosing here actually happened between late July of 2007 and Dec. of 2009. My work... Continue»
Posted by cddixie 2 months ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 5945  |  
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Trapped and Trained Sissy Ch. 01

Trapped and Trained Ch. 01
I responded to an ad on Craigslist from some guy asking for help to move some furniture. He was paying pretty well and, after I practically laughed at him for asking if I could lift the furniture, he agreed to have me over to get it done. We moved everything around for what felt like hours, often moving the same piece of furniture to what seemed like the same place it was originally. Finally he decided he liked the new arrangement, which wasn't that drastically different than how it looked when we started. Obviously exhausted, I sat down on the couch. He asked me if... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 5933  |  
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