Shemales Porn Stories
Page 76

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 6 months ago  |  Categories: Anal, Hardcore, 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 6 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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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 6 months ago  |  Categories: Fetish, Shemales  |  
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My lovely Miss Elecdtra

I have this dream ,forming in my mind ,I see a beautiful transsexual living in Germany wearing a sexy dark skirt and a tight top matching she has lovely flowing hair and a wonderful smile that seems to light up very brightly when I am talking to her ,I am her friend a tall well endowed ultra busty Cross dresser ,Elecdtra makes Angel's panties get very full & tight with excitement when I think of holding her in my arms ,I stand in front of my floor to ceiling mirror daydreaming of her I look at my self in the mirror wearing my biggest bra a huge NNN cup custom made to hold my custom extra super... Continue»
Posted by brabuster_cd 5 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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My First Submissive Experience

I was a dominate most of my life or so I thought. After a great BDSM time with what became my wife we both moved on to different lives. After a couple of tough years I finally met someone who said she shared the same interests that I did. I finally figured out that she was not into the fetish at all but she said she would try the dominant role and see if she enjoyed that. I started to train her on how to be a dominate and at the same time I was collecting some women’s clothes such as a bra and garter belt and fishnet stocking as well as spike heel and a wig. I proceeded to make our bedroom a ... Continue»
Posted by stokes52 5 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Happy Birthday Mike

All characters are 18+

Happy Birthday Mike

Mike cringed as he stood at the cutting board on the kitchen's island counter, his eyes narrowed at his parents, who were standing in the living room, putting on their coats as he chopped carrots.

"Chloe, honey!" Mike's stepmom called out from the living room.

Mike was practically scowling when his older step-s****r Chloe skipped down the stairs and into the room. She was wearing an outfit so typical for her, it was practically her trademark. A simple, pleated maroon skirt hung down to her knees, meeting the white, knitted stockings that w... Continue»
Posted by LordWesley 5 months ago  |  Categories: Anal, Shemales, Taboo  |  
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There Are No Limits, Part 3

"I'm not doing it." Sheridan said. "A thousand times, no!"

The five of us-Me, Sheridan, Bonds, Woodard, and Maurice-were all sitting at a round wooden booth at Kent's Restaurant-not a good idea if you're six cops in good physical condition-discussing Martinez's offer. I rolled my eyes. "Eric, you're being an idiot. Since when do you turn down free sex?" Sheridan's big fist crashed onto the table, but when people looked over at him, he smirked and said "sorry. Roaches." One old woman blanched and turned away, and we turned back inward. Sheridan looked at all of us and said "Look. There's n... Continue»
Posted by asphalt3 5 months ago  |  Categories: Anal, Group Sex, Shemales  |  
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Cumming Home

My name is Joe but I am called Joanne. I am a preop transgender/transvestite but being in the Military I had to be careful not to be caught. Though it is easier now it wasn’t many years ago. I have been taking hormones for 15 years now and have a respectable 38C/D pair of breasts with nice large dark brown nipples which I adore having stroked. I love my wife Sally very much and she has been very supportive. I also have a boyfriend called Bobby – he lives with us now. All 3 of us sl**p in the same huge bed and lovemaking alternates between the three of us.

Ahead of my return from a tour in I... Continue»
Posted by Sally5050 5 months ago  |  Categories: Shemales, Taboo  |  
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Teen Transvestite in Public Loos (1970s) TRUE STOR

A small northern town, on the outskirts of Manchester, this small smokey place was quite unassuming. It’s people went about their daily lives in the normal busy body way. The town had about 50 shops, and the High Street was always quite busy and not like it is today. The small town even boasted a tiny Woolworths store, something that would just not happen these days, but mid 70’s it was commonplace.

On the back of the High Street was a very small and very dated public ‘swimming baths’, and next to this old building was a set of similarly aged public toilets.
The location was super. The sw... Continue»
Posted by SexyTinaTV 5 months ago  |  Categories: First Time, Shemales, Taboo  |  
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From Femboi to faggot Madison

From Boy to faggot sissy Madison

I meet Maddi Ng one night as I was heading back to my hotel form a sales meeting. I noticed this young lady walking down a dark street while being followed and heckled by 4 thug looking guys. I pulled over and asked her if she needed a ride or to use my cell phone, she jumped in so fast I thought she was going to rip the door off my suv. As I drove away I looked over and noticed that she was actually a very feminine boy. I asked “what was going on” and she whispered “I promised to meet those guys for some fun but chickened out”, I asked “why would you want ... Continue»
Posted by BigDaddyJSubStable 5 months ago  |  Categories: Fetish, First Time, Shemales  |  
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Cockatoo Part 6

Cockatoo Part 6


Alex grabbed my hands, ‘Please, James, it's the only way we could think
of to get you over there as quickly as possible without Jandaeng being
aware. You could be back here in two days and then fly to Bangkok as
Jandaeng expects you to next week. Please?’

Areeya came up behind me and put her hands on my shoulders. ‘James, I am
so worried about my father. I would be very, very grateful if you could
do this for me.’ Areeya squeezed my shoulders, and my imagination went
into overdrive thinking about what that gratitude would be like.

‘There must be another way, su... Continue»
Posted by nikkiesilk 5 months ago  |  Categories: Lesbian Sex, Shemales  |  
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arcade sisy

bynancyvasquez


Dwayne started hanging out with us when I was 18. He was older than us - 28 - but he came across as someone our age. Because he was older a lot of us guys sort of hero- worshipped him - me included. So naturally I was flattered when he began to spend a lot of attention on me in particular.

The guys I hung out with were a little wary of Dwayne, because he was black and had been in jail. But Dwayne told me that those guys were hating on him because he was black. He called them "playa haters". "That's why I like you," he said. "You keep it real, b*o."

A lot of guys w... Continue»
Posted by keripinkpanty 5 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Amber The Teen Tranny Part 2

Friday couldn't come fast enough! Amber and I had made plans to go for dinner and drinks and for her to spend the night at my place. I picked her up and could hardly contain myself when she got into the car. She wore pink nylons, short black dress that rode up when she got into my car, pink garter belt, pink silk thongs and high heels. She leaned over for a kiss and we ended up in a grope session right outside her place. She finally pulled away and said we should go before someone from her f****y saw us. She had mentioned me to them but not my age. As I pulled onto the main street Amber ... Continue»
Posted by panteeluvr 5 months ago  |  Categories: Fetish, Group Sex, Shemales  |  
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Sissies Make the World Go Round

"Hank," yelled Rhonda King. Her husband did not answer. "Hank," she screamed once more.

"Huh," the fifty-something dark-skinned man replied as he looked away from the 60-inch TV tuned into ESPN.
"I'm heading out to the salon. I'm picking up groceries after. Do you need anything special?"
"No, I'm good," answered the general practice attorney.
"What about some chocolate almond ice cream," inquired the fifth grade English and

Spelling teacher.
"That'll be good."
"Okay," she noted it on her list. "Would you like some tacos tonight or salmon?"
"I can go either way."
"Okay. Bye."

R... Continue»
Posted by faggyboi 5 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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sissy Meets her New Daddy Ch. 1

So I took the plunge and put out an ad on Craig’s List. I was travelling in a city about 120 miles from home and figured this was far enough to not be found and close enough to go back if I had success meeting a fuck buddy that could be longer term. I got myself all primped and wore a tight print dress, matching bra panty set subtle yet slutty makeup and my fave long blonde wig.

The ad attracted immediate attention and I was sure to mention I was a sissy who wanted to be treated like a girl. I was NOT into topping a guy…no. So I finally chose this guy Rich, who happened to be black, becaus... Continue»
Posted by jamie_anne 5 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Ecstasy & The Double BJ in the restroom

[X] Ecstasy & The Double BJ in the restroom [X] One Saturday night I was riding with a friend of mine around the city looking for some fun to get into, and we ride past this club . I noticed that it was a gay club by the flag on the front . He says " Damn if we was gay, we'd be in there turnt up ". I laugh , but in the back of my mind I'm thinking to myself "b*o, if you only knew". I keep my bi curiosity and my fascination with transsexuals to myself. But we eventually make our way back to his house, as the city was pretty much dead ( besides the gay club) I get a bright idea. I can get rid o... Continue»
Posted by Champdick 5 months ago  |  Categories: Hardcore, Shemales  |  
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The best surprise

Ever since Todd had learned I have dated other women he has been hounding me to have a threesome. I am into the idea but neither of us knew any women who we would want to join us. We have talk about getting an e****t but just nothing has come of it yet.
Well looking on our local Backpage I was always drawn to the TS ads. I've always thought trans women were beautiful and alluring. The combination of the femininity of their curves and the masculinity of their cocks is just so incredibly sexy. I would often fantasize about having a threesome with Todd and a Trans woman.
The idea of watching hi... Continue»
Posted by EroticWriter81 5 months ago  |  Categories: Fetish, Shemales  |  
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Best kind of Surprise


Ever since Todd had learned I have dated other women he has been hounding me to have a threesome. I am into the idea but neither of us knew any women who we would want to join us. We have talk about getting an e****t but just nothing has come of it yet.
Well looking on our local Backpage I was always drawn to the TS ads. I've always thought trans women were beautiful and alluring. The combination of the femininity of their curves and the masculinity of their cocks is just so incredibly sexy. I would often fantasize about having a threesome with Todd and a Trans woman.
The idea of watching... Continue»
Posted by EroticWriter81 5 months ago  |  Categories: Shemales  |  
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Degraded Sissy

fondamaid asked: Hi. Sorry it's been a while. I haven't dressed and I felt a little odd sending you a note while in men's clothing. Today I'm dresses, corseted, and locked up. I'm just not sure how long I'll keep myself locked up. I did finally get baby oil to use though and the cage is more comfortable because of it. I thought lube would work fine, but I was wrong. Now I'm all sissied up and wondering what I should do. Part of me thinks I should practice pleasing real men.

I hope that, when you are dressed in mens clothes you are always wearing stockings or pantyhose with panties undeneat... Continue»
Posted by klammer 5 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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SIX HOURS OF PLEASURE AT THE STUDIOS IN LAS VEGAS

Authors Notes: This is the story of my first visit to an anything goes swingers club in Las Vegas. The night of the story I was one of the first arrive and one of the last to leave. This club is a real club and it is called the THE STUDIOS and it is open 4 days a week, Thursday through Sunday. If you are in Vegas check out their website. If you have a thing for Tgirl’s, MM sex, MMF sex, or just sucking cock check them out.

I finally sat down with my wife yesterday afternoon and had a talk with her about my desires to take my sexual desires to the next level and I was surprise... Continue»
Posted by Diablo598 5 months ago  |  Categories: Anal, Group Sex, Shemales  |  
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