Shemales Porn Stories
Page 65

Chrissie Learns A Harsh Lesson The Conclusion

Chrissie Learns A Harsh Lesson (The Conclusion)

My arms were stretched straight up over my head, metal handcuffs circled my wrists and were tied to a metal ring that
had been embedded in the ceiling. The rope which was hoisting me up left me suspended from the ceiling in such a manner
that only the toes of my black 4 inch heels touched the floor. The hard metal of the handcuffs cut into the skin of my wrists and
a burning ache traveled through the muscles in my arms and shoulders. I felt totally helpless, totally vulnerable and yet
strangely aroused.
Standing ten feet... Continue»
Posted by chrissieCD 1 year ago  |  Categories: Anal, BDSM, Shemales  |  Views: 1047  |  
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Chrissie Learns A Harsh Lesson Part 3

Chrissie Learns A Harsh Lesson Part 3


On Sunday morning, the day after I'd received the surprise gift of a classic copy of the De Sade book I awoke
around 8:30 in the morning with the best of intentions to pack my clothes and be ready to board the dreaded plane
that would take me back across the country.
When I picked up the book in preparation to packing it away with the rest of my belongs i was overcome with the
desire to phone the bookstore. Perhaps they were open on Sunday, after all what isn't open on Sundays these days.
Since he'd never even told me his name and chose not ... Continue»
Posted by chrissieCD 1 year ago  |  Categories: Anal, BDSM, Shemales  |  Views: 828  |  
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Deer Hunting with Daddy

Every year, a group of my f****y members, mostly uncles and male cousins, all pack up our gear and head into the mountains every fall for the yearly deer hunt. I had been going since I was 5. All the younger cousins slept inside an uncle's trailer, while the adult's and older cousins slept outside in a tent. This tent was huge and was intended to hold up to 10 people.

One year, when I was 8, I was having trouble sl**ping. I left the trailer and went to the "grownup" tent. As I got closer, I could hear strange noises...grunting and moaning noises ;-) I quietly unzipped the tent, but only en... Continue»
Posted by cdsexslut 1 year ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 5728  |  
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CD dream too cum true?making plans True storie

This has always been a dream of mine to do bare back with a few guys same night. Plans are in progress for this fall to make it happen. Have list of contacts from craigs list that i've been posting to contact when I come up with a date and place at a motel close to my home town. September is usualy when I start shaving my body hair again thru spring being all my summer activities are over.

MY PLANS IN PROGRESS-will post movie and story after event.
I have around 30 guys on list and still adding letting them know ALMOST exactly what I'm looking for if we meet, I know only a few guys w... Continue»
Posted by sarahcd_legs 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1045  |  
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Kelly Pimps Out Chrissie (a Chrissie Conway story)

Kelly Pimps Out Chrissie (a Chrissie Conway story)


When I think back on all the years that I spent almost every day with Kelly I can't help but think that she
just may be a big part of the reason I'm a high paid "tranny whore" today. Kelly never missed on opportunity to
"pimp me out" whenever she got the chance, especially if it would benefit her in some way. Today Kelly is a
detective with the County Sheriff's Department. Going from a lesbian "pimp" to a lesbian cop just may be one of
the stranger lifestyle changes you'll see. OK so she wasn't a real '"Superfly" pimp or Manhat... Continue»
Posted by chrissieCD 1 year ago  |  Categories: Sex Humor, Shemales  |  Views: 413  |  
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my tranny slave

I had always wanted to be a master to a tv or ts so I placed an add in a contact magazine. Much to my surprise I received over 50 replies. One of which included a picture this was Emily a 19 yo tranny from hull. I immediately had to meet her so I called the number given and spoke to Emily for the very first time. I was shocked to hear she was a virgin but loved the idea of being totally submissive to a master . We arranged to meet the following weekend so I took drive to hulls she lived very close to the marina and her flat was easy to find. I rung the door bell and within seconds the door was... Continue»
Posted by crbigboy 1 year ago  |  Categories: Anal, Fetish, Shemales  |  Views: 870  |  
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Rubber Ball

Hi All,

This is my first ever real attempt at writting a story to post. It is ALL fiction, and most of it is just made up and what I think it would be like but never experianced. I was inspired to write this after looking at some pics from a friend. I have an overactive imagination which is probably much better in my head than on paper. I suppose I should have proof read it, but I'm assuming I'll probabl be the only person to read it. Please have mercy when commenting... if anyone reads this at all.


I scurry up the sidewalk quickly, thankfull that its night and no one seems to see me ... Continue»
Posted by GreyMan44 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1263  |  
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At Jake's Cabin

Jake and I had been secretly seeing each other for about a year. We took every chance we could get to go and fuck. Jake’s famly had a cabin on a private pond in northern Minnesota. He had asked me to go up there with him for spring break. He told the fam that it was a guy’s weekend to fish and drink. It would be just us two up there the whole week. We did do some drinking but we fucked instead of fished.
We stopped at a small town just south of the cabin, probably about ten minutes away. He went into the convenience store to get beer and food. As he was in there I got into my bag and pulled ... Continue»
Posted by taylorbaby 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 2104  |  
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xdressing school fucked by black teacher

This is a kinky sexual fantasy about my university teacher .Well it all started the first day my new teacher walked in the door .Six foot, very good looking black man .He was 15 years older than me very smooth with the girls.I just turned 21 and am three years into my transformation from male to female i have DD cup boobs. After 2 months of fantasizing and flirting with him i decided to make my move i needed that black cock inside me .I decided to wear the sluttiest school uniform i had it was short tight barely covered my boobs and i wore a killa pair of platform heels .Boy did i look like a ... Continue»
Posted by foxxiroxxi 1 year ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 1472  |  
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The Slave and the Sissy Part Six

After watching the African depart with his new sissy, Ella turned to Slave.

“On the subject of Africans, you have an appointment to honour with Mistress Ayesha the day after tomorrow; make the most of your sissy tonight, I shall cage your manhood again in the morning in preparation for your visit. Pepper will manicure her when she arrives this evening to take you tomorrow, she will be my guest tonight as we have business to discuss; I’ll let her know of your fondness for each-other, I’m sure she’ll enjoy teasing you both about it, in one way or another.” Pepper gripped slave’s arm tightly... Continue»
Posted by midsummerman 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 551  |  
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"Call Me" (a Chrissie Conway story)

"Call Me" (a Chrissie Conway story)

Shortly after I'd finished college I had a job with an import-export business whose main office was located
near the cultural center. This area of the city was home to a small arts college, a large public library, several bookstores
a small upscale hotel and a couple museums. I often spent my lunch hour in the tea room of the art museum. The tea room
was actually an open air courtyard located in the center of the museum building. Besides providing a peaceful setting
where you could enjoy a light lunch, the place always seemed to be a good place for... Continue»
Posted by chrissieCD 1 year ago  |  Categories: Anal, Shemales  |  Views: 649  |  
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The High Bidder Gets Chrissie

High Bidder Gets Chrissie

My BFF Kelly belongs to an Alternative Lifestyles Club and her being a member always seems to affect me.
Several times a year the club hosts what they refer to as a "Slave Auction". The rules behind the auction state that
certain members who are selected by random draw are required to bring a date or guest to the auction. The members'
guest/date for the affair must agree to become participants in the evenings "slave auction." Agreeing to participate in the
auction means that at the close of the evening the newly acquired "slaves" are the property of the pers... Continue»
Posted by chrissieCD 1 year ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1340  |  
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50 Shades of A Bookseller

*Crossdress Story*

So, I finally got a "proper" job and managed to move out of my parent's house.
It was a damn good job too, as my crossdressing was becoming increasingly difficult to keep secret. Numerous times my Mum would try to talk to me through my bedroom door, whilst also slowly creeping it open to talk face to face; why she does this I have no idea, but it's usually at a time when i'm either half dressed in a skirt and bra, with my cock hanging out or when i'm posing for timed photo's on my mobile phone (probably with my ass cheeks spread and my puckered hole pointing at the camer... Continue»
Posted by KitsuneTV 1 year ago  |  Categories: Shemales  |  Views: 1036  |  
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Brought to Heel 2

Brought to Heel 2

Tom was bored. The shops had all shut and he had a long night shift ahead of him. He had received a call from the Manager 10 minutes ago to inform him that Ron, his shift mate, had called in sick and that he would need to do the duty on his own.

The night shifts where bad enough when there were 2 of you but on your own they were a dull and boring trudge. On the day shift you could at least use the extensive CCTV to follow pretty women around the shopping centre, zooming in where an inviting view was offered; but at night, when the place was empty there was no such light... Continue»
Posted by drooroo 1 year ago  |  Categories: Anal, Shemales  |  Views: 768  |  
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Brought to Heel 2

Brought to Heel 2

Tom was bored. The shops had all shut and he had a long night shift ahead of him. He had received a call from the Manager 10 minutes ago to inform him that Ron, his shift mate, had called in sick and that he would need to do the duty on his own.

The night shifts where bad enough when there were 2 of you but on your own they were a dull and boring trudge. On the day shift you could at least use the extensive CCTV to follow pretty women around the shopping centre, zooming in where an inviting view was offered; but at night, when the place was empty there was no such light... Continue»
Posted by drooroo 1 year ago  |  Categories: Anal, Shemales  |  Views: 122  |  
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Brought to Heel

Brought to Heel.

Chloe liked shoes. No that doesn't even begin to do it justice. Chloe loved shoes. Court shoes, stilettos, strappy sandals, ankle boots, whatever. She loved them all so long as they had proper heels that allowed her to show her legs to their best.

Chloe had perhaps 30 pairs, she had never really counted them, she wore them whenever she could, certainly every day she wore one pair or another.

As soon as she came home from work, even while she was still in drab, her feet would be slipped into something with at least 4 inches of heel. Putting them on was almost a ritual,... Continue»
Posted by drooroo 1 year ago  |  Categories: Anal, Shemales  |  Views: 408  |  
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Brought to Heel

Brought to Heel.

Chloe liked shoes. No that doesn't even begin to do it justice. Chloe loved shoes. Court shoes, stilettos, strappy sandals, ankle boots, whatever. She loved them all so long as they had proper heels that allowed her to show her legs to their best.

Chloe had perhaps 30 pairs, she had never really counted them, she wore them whenever she could, certainly every day she wore one pair or another.

As soon as she came home from work, even while she was still in drab, her feet would be slipped into something with at least 4 inches of heel. Putting them on was almost a ritual,... Continue»
Posted by drooroo 1 year ago  |  Categories: Anal, Shemales  |  Views: 166  |  
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Bday wish cum true

It was my thirtieth birthday and my wife Alisha had a surprise planned for me, it was one surprise that I will never forget. I found myself on a plane going to Amsterdam, Alisha had planned a dirty weekend for us and what better way than to spend it in Amsterdam. We did the usual, walked round the red light district, took in the sights, strolled alone the canals, but one day Alisha suggested that we visit a 17th century manor house which was on the outskirts of Amsterdam. The manor was a huge big house almost like a palace, surround by big ornamental gardens. At the entrance of the estate was ... Continue»
Posted by leadpencil21 1 year ago  |  Categories: Group Sex, Lesbian Sex, Shemales  |  Views: 2288  |  
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I came to soon

Out in my car on a thurs. night / fri. morning calling at all the usual`s, as well as looking for places i`d not yet found, basically dropping in and stopping at every place i knew as a pick-up point an other places i`d just a hunch about really,i hadn`t a clue really but it`s just so nice to pull over along a lane or in a quiet village, sometimes just any where and grab my bag , hat if i`m wearing one hop out and take myself for a walk. With my heels clicking away and a cool evening breese blowing up and around the exposed flesh of my thighs above my stocking tops and barely covered by a mini... Continue»
Posted by Carla69Brown 1 year ago  |  Categories: Group Sex, Shemales  |  Views: 609  |  
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Adventures in Babysitting

When I was 14, me and my BFF, Ashley, started our very own babysitting service. She made an announcement during church and we immediately started getting phone calls.

One day, Ashley said, "Come here...U gotta check this out." And she pulled out a handful of 20's. "Damn, where'd you get that?" I asked. "Babysitting," she said with a smile. I counted it...just a little over $200. "How'd you get $200 babysitting," I asked. Now, Ashley was the neighborhood nymphette and I was the neighborhood crossdresser and I soon found that babysitting services weren't the only thing that men in th... Continue»
Posted by cdsexslut 1 year ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 8613  |  
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