Shemales Porn Stories
Page 115

Ass Training Fun!

Some year ago I was doing a lot of cross-dressing, I had all the gear. I slowly collected everything - buying it all over the internet. I had some lovely dresses, glorious underwear, stockings, wigs, shoes and a big pile of make-up. I was feeling like such a girl and the yearning for cock was getting very strong. I was so hungry for it, wanting to suck a nice big meaty cock, but most of all wanting to fuck one - yeah well up for it. The idea of being shafted by a nice big joyous cock was so strong for me.

With this in mind, I bought a dildo with the intention of training my ass. My thoughts... Continue»
Posted by shetrannylover 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 1487  |  
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Domestic Bliss, caught dressing and my life was ch

As I mentioned in another story, I started dressing when I was around 11, at first in my older s****r’s clothes, she was just getting into her teens and had her first bras and stockings and I had my first thrill wearing them. There were just the three of us at home, Mother, s****r and I, father had long disappeared. Mother worked in the fashion industry so back in the 1950s/60s/70s when there were still the classical fashions being worn daily, she was always immaculate.

As I got older, I started to wear her clothes and then one day, my s****r, who was supposed to be out, walked in and cau... Continue»
Posted by antoniaf 3 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 824  |  
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The best s****r ever part 5

Yes this is all true. please read from the first stories.

The next morning I woke up and we had all slept in our parents room and my cock was still in moms pussy while i had dads cock up me as well. Me and my s****r both went ownstairs and had a sandwich and another fuck before mom came downstairs to leave for work. When she came downstairs my s****r came in my mouth and I came in my moms mouth nd we swapped cum as she kissed me goodbye.

It is two years later now and we are all above age now so nobody could look down on us outside the f****y for having sex. I had taken a course in the lo... Continue»
Posted by horndogs 3 years ago  |  Categories: First Time, Lesbian Sex, Shemales  |  Views: 2087  |  
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My first encounter

I started dressing in my s****r's clothes when I was about 11, she would have been around 13 then. It was wonderful, just Mother, s****r and me at home so when I got a little older, I promoted myself to Mother's clothes. She was a real fashionista back in the 1950s to 1970s, always very elegant and very sexy.

The inevitable happened and one day my s****r caught me. I was wearing some of Mother's clothes, with a lovely slim fitting skirt pulled up above her panties and stockings and my cock so hard in my hand, midway through a delicious wank.

My s****r didn't say a thing, simply walked... Continue»
Posted by antoniaf 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 2515  |  
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Showing off

So for those of you that know me and what I like to get up to, know that I like to dress in sexy lingerie, heels and skimpy outfits.

I was doing just that earlier today, just driving around some of the quiet spots that I frequent with my camera. I deceided to go somewhere new, a small industrial estate right on the edge of a country village.

I was parked up, right out of the way when a van came past and unnerved me a little so I decided to move. On my way down to this little spot I had passed an oldish man just getting out of his car to take his dog a walk, well as I slowly drove past hi... Continue»
Posted by andismithtv 3 years ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 1262  |  
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magic computer screen

Im at home watching porn rubing my nice big cock and then all of a sudden my computer screen falls over cuse i bumped it any way i goto the store to get it back from being fixed it looked good ass new but for some reson it looked fishy it was if it wasnt mine like they gave me the wrong wan but i then thought maybe im over reacting soo i put it in the car and went home and then pluged it in and started geting on xhamster i like to watch ladys masterbait in front of me some time i put wan on and then she was hot she was all naked and had red fish net on from neck to toe then she started rubing ... Continue»
Posted by gothicrockersexslave 3 years ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 737  |  
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Siisy Bride gets what she deserves

I had Ben on a contact site and we live surprisingly close together in Manchester. Ben is a 6’2” black man who has a large sex drive and likes women and girly trannys.

I am a slim white guy who likes to dress like a smart woman, not a slut. I haven’t worn a wig for over 6 years and my hair is cut in a very female bob. But I like domain top men, especially those with large a cock who know what to do with it.

We had some fun chats on line and eventually met which developed into me sucking him off in a pub toilet, that when I discovered his thick 9” cock and how much spunk his manly balls h... Continue»
Posted by nikki_cd2 3 years ago  |  Categories: BDSM, Interracial Sex, Shemales  |  Views: 932  |  
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made me a slut.

I spent my time online since I was 18 watching tranny porn and crossdresser porn I really enjoy a mix of both especially with a big black cock in between I found a movie with a ebony tranny with a big cock and a white sissy gurl with a nice sized cock also... They got dolled up together and all of a sudden they were smearing each others make up on each others cocks... The things I saw that happened to that sissy was some of the hottest things I have ever seen... After this video I couldn't just go back to regular porn or continue searching online to watch videos, none matched up... So I starte... Continue»
Posted by reefermcrevolver 3 years ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  Views: 1151  |  
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Worshipping Carla's Cock

I am a closeted bisexual. I have been since I was an adolescent.

These days I have a secret regular lision with a south american transexual who is 20 years younger than I am.

When we date, she dresses in full feminine attire, a black minidress, silk stockings with a suspender belt, and heels. She is curvy and beautiful and easily passes for a girl until you speak to her, when her slightly husky voice seems to give the game away.

Those of us who know and love transgender people can often tell before a person who has not made love to these beautiful creatures. When I first met Carla, I... Continue»
Posted by Hangdog90 3 years ago  |  Categories: Gay Male, Shemales  |  Views: 998  |  
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tranny hooker ( UK GUY SEEKING CONVINCING TV &

I was out late looking for a cheap hooker with £15 in my wallet I should at least get a blowjob. After 20 minutes of searching I see a young girl stood on the corner. I pull up along side her she tall long legs short skirt stockings m holdups long dark hair as she bends down I tell her how much for a bj. For u darling £10 for everything I m more than happy with that. Once in the car she tells me to drive down the road and take 2nd left. We end up down a dark alley at the end a quite car park. Once there I turn off the car she opens her legs grabs my hand and slides it down the inside of her th... Continue»
Posted by crbigboy 3 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 870  |  
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The best s****r ever part 4

Yes these stories are true and please start from the beginning. So far me and my s****r have been fucking for about 4 or 5 years and our dad has recently caught us and joined in.

Out of our parents our mom spends the most time at work so we always found it easier to have sex now that our dad knows whats going on. Over time he let us fuck him anal and he enjoyed it as much as I did and we started to do something called "naked hour" which happened every friday evening, where our mom works until 11pm if she comes home early.

After several months of doing this naked hour sessions and we coul... Continue»
Posted by horndogs 3 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 1421  |  
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geting fucked by wemon

I was at home in my bed. When some wan came to the door. she was my friend christna she had tripp pants on big round booty big round tits and she was thin and had long black hair she had a coreset on with spikes on it and she had a black cloak on she came up to me and started kissing me un zipping my pants i told her i have a gf named tasha she a white chuby women with long black hair big tits big booty big belly she said i wont tell dont wurry ass she sarted to suck my dick and then took me to my room were she layed me on the bed then she tied me up and tied my legs up so my but up in the air... Continue»
Posted by gothicrockersexslave 3 years ago  |  Categories: Hardcore, Lesbian Sex, Shemales  |  Views: 1038  |  
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sissy lola gets a treat1

Last night was my first night as a sissy maid for my beautiful goddess maureen and i have been instructed to tell you what a dirty little cock sucking whore i have been.

I have known goddess maureen for a while now, she has been giving me instructions via webcam. She would make me flog myself or fuck my ass with a huge black dildo untill she was amused. So last night, i received a set of instructions telling me that i must prepare for a very special night. I was to lock my cock in a chasity device a week before. I then had to post the key through goddess maureens door. She said i had to get... Continue»
Posted by sissy_bitch 3 years ago  |  Categories: BDSM, Gay Male, Shemales  |  Views: 1205  |  
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Penis dreaming

Boys love blow jobs and I know that oral pleasure are often better than sex -if its done properly. I sincerely hope I’ll one day life my dream and get the chance to take on a huge black cock or a tiny pretty penis like mine. There are of course some constraints. Hairy, smelly or strange colored. Dicks are individually unique they might all look similar but every single one has its trademark. You could say I’m penis picky but when that day comes and I have a penis in my hands that is not mine I just want it to be perfect. Shaved, hard, clean, breezy and beautiful and not a weird looking Popeye ... Continue»
Posted by penisprincess 3 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 584  |  
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The Shoe Store

The Shoe Store
By
L

Adam hated working Wednesdays. He works the entire day from opening to closing every Wednesday. His manager always takes Wednesday off. This was mostly a boring day for Adam. A few women came in the store before lunch which was a disappointment for Adam. Adam is a bit of a pervert. He likes to take a peak up a woman’s dress or skirt while he is putting on shoes for them. The morning customers all were wearing slacks.

A woman came into the store a little after lunch time. She was wearing a halter top with a short skirt, stockings and heels. Adam went over to her ... Continue»
Posted by Len1958 3 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 2246  |  
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teach me to love cock

I woke up from my soft bed and started watching tv then the door bell rang and it was the mail women she was black and she had big lips big huge tits a big nice round ass and a thin body she want to welcome me to the naberhood she also had sexy long green and red hairshe gave me her number and said i was cute and would like to hang out some time i said ok mybe we can play some video games at my house later when she got of work she said that would be niceso it got late and then i was dark out then the door bell rang and i whent to it and there she was she was wereing tripp pants and a hot tight... Continue»
Posted by gothicrockersexslave 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1496  |  
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One Torrid Night

“One Torrid Night”
I had no idea how a sexual impulse one night while we were fooling around would excite us so much later. We have been married for nearly 27 years and we have just found our love life again after some barren years. A year previous to this story I had come out of the closet and told my wife about my crossdressing, fortunately she took this news rather well but in return she told me she had strong bisexual feelings. This had added a whole new dimension to our lovemaking. Her toy collection gained a slim strapon cock and this she uses on me from time to time. Chrissies toy coll... Continue»
Posted by michaella_cd 3 years ago  |  Categories: Group Sex, Shemales  |  Views: 1277  |  
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Beginnings

The Intimate Liaison
You would think being at home all day while the wife works would give me all the time in the world to indulge myself as Michaella but not so. Being a closet crossdresser with a f****y and home to look after is OK but a great number of friends and f****y call in knowing I’m at home and always good for a cup of coffee and a chat. Take this morning for instance my friend Steve phoned and warned me that he may be calling in on his way home from the town, but he did ask if I was busy. It is always good to see him, we go back a long way and even if I were busy I would always fi... Continue»
Posted by michaella_cd 3 years ago  |  Categories: Shemales  |  Views: 597  |  
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Caravan

Somewhere between the coastal towns of Sherringham and Cromer there is a small caravan site. Set on the side of a grassy slope are around half a dozen pitches with fine views around the organic farm on which its a part of. Normally this would be a delightful place to be but today..............................
The wind howled around the caravan, rain beat on the windows but the sound it was making on the roof threatened to drown out the cries of our lovemaking. Rachel's small cock was tucked inside the leather panty front of the strapon that was working it's way in and out of my ass. I was los... Continue»
Posted by michaella_cd 3 years ago  |  Categories: Shemales  |  Views: 440  |  
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The Hotel

The hotel room door clunked shut as we stood there embracing each other. The trip to the south coast had taken around three hours and I had plenty of opportunities to look across at Rachel's legs as I drove. Perhaps I should rephrase that - I had three very long hours of torment as I had just wanted to pull up into the nearest layby after leaving home and run my hands up those legs encased in black pantyhose, and up further under her mini skirt to caress her sex, but no, we both knew it was going to be worth the wait. So there we were, our pent up desires evident by our erections, holding each... Continue»
Posted by michaella_cd 3 years ago  |  Categories: Shemales  |  Views: 767  |  
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