Shemales Porn Stories
Page 76

the real me part three

Just then the phone rang and mom handed to me it was Mike he said that he couldn't belive it was me he seen at the store.I told him yes it was,then asked if he wanted to still be friends.He asked well you going to dress like that always now?I said well do you like the new real me,he said well I love the new you.Mike told me how he got hard thinking about me that way.Well what your mom say i asked. He said it was up to us what we wanted to do.I asked did your mom say anything to you about her and my mom being lesbain lovers? Yea she did he said, ok then we are cool with them.
He then asked m... Continue»
Posted by cdpaula 3 years ago  |  Categories: Gay Male, Shemales, Taboo  |  
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My CD friend

This story is fiction.

~~~~~~~~~~~~~~~~~~~~~~~

I had been chatting to people on a ts chat room as I had recently become accustomed to do, when I received a private message from a local cross dresser. She asked me where I was from, how old I was etc and we found out we lived a few towns away from each other, both young guys and both really loved wearing women's clothes.

Admittedly she was much more experienced at it than me, having access to girlfriends, s****rs and mothers clothes and had even ventured out fully dressed once!

Eventually after some light chat, swapping dressing up s... Continue»
Posted by shyadam89 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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A true story: me and a transvestite man - part 3

This is the last part of my true story. I had expected it only to need two parts, but it seems that I'm quite a wordy writer, so it now spans 3 parts.

Where did I leave off last time? Oh yes; Toni, the gorgeous Brazilian TV was leaning forwards, dressed in her black lingerie, her firm arse towards me, ready for me to enter her. Read on...

I wasn't expecting this to go well, as I'd only had a little anal sex before, with a woman, and this had been on a bed, where I could jockey around for best position. However, thanks to my extra height (6'3" against Toni's 5'10" or so) we seemed a p... Continue»
Posted by LookingForSomething 4 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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becoming Rachel 2 - A night out at a fetish party

So I had been Rogers trans-mistress for about 2 years. as he was also a p/t Tranny he had taken me on as his little teen (19 year old) apprentice tranny.

he was in his mid-40's, he taught me how to walk, how to sit, how to talk, how to suck cock and deepthroat, how to fuck. lately he had me taking some estrogen tablets which had made my skin softer, changed my voice and given me little cheery nipples. I liked all these changes and Roger told me that we would eb going to a 'party' i was very excited by this, as I hadnt been out dressed much and really liked it when I did. Roger bought me a h... Continue»
Posted by rachel_cd 2 years ago  |  Categories: BDSM, Group Sex, Shemales  |  
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Chatroom tricks part2

Mary got up and left the room, closing the door behind her. Well it was supposed to be a midday call, have sex and go home, but as my tied body looked out of the window I saw night drawing in. Then to my horror car headlights reflecting into the room, someone had just pulled up on the driveway and I remembered Mary was married…

What the hell was I going to do? Mary had always been honest with me and I knew what I was getting into, I don’t know what this man, her husband was like but what the hell would he think of. Here lay on his marital bed was a young guy, probably young enough to be his... Continue»
Posted by stig1963 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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The Bondage Whore, Chapter 6

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



Chapter 6 - A Visit from Randy


"Randy!"

Rachel was thrilled to see her friend and old streetwalking regular from days past, step around the stock. He immediately popped out the gag, and gave Rachel a friendly kiss. Rachel melted.

"So glad to see you Randy! Although I feel a little embarrassed to have you see me like this."

"Hey sweetie, c'mon, I know what you do. And I must say, WOW, what a view." Randy took a step back and around the stock, enjoying and taking in the entire picture. "Yup, wow! Don't know quite ... Continue»
Posted by thongcutoffs 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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Willows transformation 2

"Now the preliminaries are over, and it's time for the entertainment part of our evening!"

That was what Fern, my wife, said to me as I lay on the bed after I had been fucked by our newly mutual lover, Jason. I was dressed in pink panties, bra and slip, and a floral sundress. A blonde wig with long curls was on my head, completing the transformation.

Fern had found a magazine I'd left on the bedroom floor, showing a transvestite being tortured and humiliated by a couple. Although she had always known I liked to crossdress, she had never paid any attention to that side of me. Now she had ... Continue»
Posted by stig1963 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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Caught in the act

After my first encounter with John’s dick, I couldn’t get it out of my mind. Two weeks later we met at a friend’s party and we talked about it. He was worried his girl friend might find out. I told him he had noting to worry about as I had as much to lose as he had. But I also said it was the best sex I ever had & wanted a repeat performance. He agreed it was fun but felt to do it again would be risky. I said all we needed was an excuse to go away for the weekend. I told him to leave it to me.

I happen to mention to his girlfriend later that John & I were thinking of going away to see a ba... Continue»
Posted by monkeynuts0 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Bar trap 2

Bar Trap 2 (Part time whore)

I was supposed to put on heavy makeup. Starting with the foundation, I
applied a generous layer of a brand especially designed for the use on
stage, that did a very good job covering up any dark shadows. After I
was satisfied with the effect, I used a brush to put on powder and make
it all smooth and feminine.

Next I did my eyes, first with a black eyeliner on the lower lid, then
a white, thicker one on the upper lid. Black shadow followed, and white
towards the eyebrows. Three coats of mascara on both lashes to make me
subtly wink with them at anyone ... Continue»
Posted by trans_michelle 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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My first time with a shemale(True Story)

This is a true story about my first experience with a shemale.

I was sitting around the house the other day horny as fuck. My usual girl that i call on when i get that way had f****y in town for christmas so she couldn't meet me. So i decided that i would look on craigslist and see if i couldn't find someone that wanted to fuck as much as i did. As i was looking through the ads and as usual not finding any women that were real on there i clicked on the T4M section. I had always been a bit curious about being with a shemale and decided that i would respond to a couple of the ads. The fir... Continue»
Posted by wild_wolf_03 8 months ago  |  Categories: Anal, First Time, Shemales  |  
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A night of passion

Will led Sarah by the hand into his bedroom. He closed the door as they entered and pulled her towards him. He placed his hands around her, caressing her toned stomach as he slightly nibbled on her earlobe. He could feel her trembling in his arms. Sarah lightly ground her ass into his crotch, rubbing herself against his hardening cock.

“Mmm,” She moaned, feeling Will’s lips kiss the nape of her neck, causing her to break out in Goosebumps.

She turned to face him, wrapping her arms around his neck, drawing him close. They kissed, tongues intertwining. Will could feel the hardening bulge ... Continue»
Posted by gellid 4 years ago  |  Categories: Shemales  |  
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My New Girlfriend Turns Out to Be a Shemale.

Where do I start?
How about at the beginning. My name is Cal I am divorced and living alone. I am not a bad catch I am five foot eleven, short black hair, green eyes and no visible scars. I am a regular at the gym so I am in shape but not ripped. A seven inch uncut cock that I can use well. I dress nicely and have a good job.
My friends Don and Lisa were feeling sorry for me they knew how ugly my divorce was and how lonely I was so they invited me to their pool party last weekend. They said there would be some single women there and I might find someone I like.
Okay, I thought at... Continue»
Posted by triphammer73 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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The wrong bus, Part 2

This is part two of the story. Please remember I did not write this story I love it so much that I want to post it and share it with the rest of you. If you want to show some appreciation please give it to the original author her email is at the bottom of the story.

The wrong bus, Part 2
By Sissy Trisha

I woke up with my alarm ringing in my ear and jumped out of bed realizing
I was still wearing my bra and panties from yesterday. Suddenly the
entire day flashed back in my head, being caught by Master Harold and
blackmailed into being his sissy slut at his house. The humi... Continue»
Posted by curiouscuck 4 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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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  |  
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Shemale snapped

(A story written by a friend) Hope you like it!

Camilla took a few steps out the door of her balcony to get a feel for the temperature. Thankfully it was cool out. It had been a hot day, which meant a cool night was welcomed.

She closed the door and pulled out a pair of gold hoop earrings. She was suffering from a mild case of the jitters. There was a date on the agenda tonight with a guy she'd been seeing for a couple months now. Camilla kicked a pair of high heels out of her closet while fastening the earrings.

A date was a big deal for Camilla. Even though she'd been out of schoo... Continue»
Posted by Ankakalle 3 years ago  |  Categories: Shemales  |  
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moms friend 2 - dressup slut

so I had been visiting Linda for about 8 weeks. Every oportunity I got. My mom was none the wiser. I'd invented a girlfriend that I was seeing. Linda had backed up this story by telling mom that she had seen me with her.

little did she know I was visiting her best friend to dress up as a whore every chance i got.

Linda had had to lay down some ground rules. I had to dress in the outfit she had picked out for me as soon as I entered her house. She would watch me dress.

Linda insisted I wear suspenders and stockings. I was fine with this as i just loved the look of my cock, framed by la... Continue»
Posted by hornyTVluvr 2 years ago  |  Categories: Fetish, Group Sex, Shemales  |  
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A TV in the Shoe Store



I work at a ladies shoe store at a large metropolitan mall.
My name is Jillian, though my friends all call me Jilly.
Those same friends also say that I am blessed with a
beautiful face, and an athletic body! Pretty heady for a 30
year old woman whose ideas of athletics never got beyond
sports illustrated and Cosmo! But friends tend to flatter,
that is why we are still friends! I tend to dress with a
flare towards teasing. You see I always wear my skirts and
dresses a bit shorter than fashion demands, and I always
wear sheer reinf***ed heel and toe stockings. A habit
started by a ... Continue»
Posted by jillynylons 4 years ago  |  Categories: First Time, Shemales  |  
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A LadyBoy For My Wife

I have been happily married to my sexy Thai wife Lisa
for three years now. My wife is Thai is petite (5'1")
with a stunning figure, a tight ass and long waist
length black hair. We had met in a bar in Thailand and
subsequently we were married back here in the UK. She
was very loving with me but not very sexually
adventurous.

My attractive wife and I have sex often as we watch
porno movies. Often we role play and we fantasize about
my wife fucking other guys. Since my visit to Thailand I
often dreamed of a beautiful Thai Ladyboy chick joining
us for a fuck too.

When ... Continue»
Posted by sanpeesua 3 years ago  |  Categories: Fetish, Hardcore, Shemales  |  
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I Knew Her Secret

I had a serious crush on the postal lady, I would wait on her until I saw that she was coming and then I would either make up some reason to go outside and exchange words with her or I would watch naked from inside of my house. I know it sounds perverted but I just couldn’t get enough of her. Her name was Marla. Obviously, she wore the whole postal get-up with the blue shorter than usual shorts on a daily basis. Usually the post ladies when they wore shorts they would come to the knee, Marla’s came to the mid thigh and were very tight and revealing. She was African-American and had sugar brown... Continue»
Posted by 1234spence 3 years ago  |  Categories: Gay Male, Shemales  |  
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crossdressers first time

i first started to wear tights when i was 18,i was shocked when i first realised i loved tight panties and sheer tights. i was staying with my friends mother who was 65 at the time,she wore the sexiest lingerie i had ever seen,especially on a woman that age,but i felt drawn to the sheer stockings. the next day i was taking a bath when i noticed them on the wash basket,i had an urge to wear them,i was very shocked by this desire but had to!i slipped them on taking care not to rip them,they were hold ups and as soon as they were on my cock stood to attention like never before. to my horror my fr... Continue»
Posted by nylonfiona 4 years ago  |  Categories: Mature, Shemales  |  
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