Free Shemale Stories

Shemale Love Story - part 1

Let me tell you a story of a shemale and her lover. Some background is required here. My girlfriend (we'll call her Lisa) was at the time about 27 years old and had been single for sometime after a bad experience with a man. She is a stunning girl, and most people would not know she was transsexual ... read more

shemale lover October 5, 2015 86%

See Me At Shemale Cam Tube

I was dressing when I heard a new e-mail arriving. "You're hot as hell on Shemale Cam Tube", he wrote, "Wanna meet me 4 lunch? Promise to be a gentleman!" It was cute, especially coming from such a skinny guy. I'm a big girl - over six feet, with strong legs and huge breasts whic... read more

shemale lover August 9, 2011 40%

My Lesbian Shemale Experience

Me and my friend Sarah was driving to Calfornia , for Summer Vacation. SO we packed our bags , and sat them at the door , and we were ready to go , and then my friend Sarah had to go pee, man was i mad , when she said that, because i just wanted to hit the road. so i waite until she was done, and th... read more

shemale lover August 16, 2011 80%

Shemale Ride Along (Part 3)

It was the last day of classes. All of the finals were finished, and everyone was celebrating. My finals had been particularly rough. It was the last semester of my freshman year and I didn't study as much as I should have. The problem was that I lived next door to a girl that I had been having... read more

qtball September 26, 2016 88%

Slut /W Bad Boy

I was excited as always because I was about to go out in public and hopefully I will meet some horny man with some money and get laid. Now, to make sure that I am a picture of femininity, I double checked my makeup in several mirrors from many angles. My lips were perfect and I made sure my cheeks b... read more

Regina10 December 4, 2020 100%

CD/TS Shemale Chrissy Fucked On the Ranch

I met John on the swinger site AdultFriendFinder. He was everything I was looking for: old, in his late 60s, and not rich, but financially stable and independent, owning a ranch that has been in his family for generations. Maybe he could become the Sugar Daddy I am looking for? I am a shaved-smooth ... read more

Chrissy Tunnell March 4, 2022 100%

Khwaish Pune fucked me hard

I am a shemale trans lover. Me 6 ft tall, muscular, handsome , fair man 52 resides at pune. I use tobe top but last two years I am living being bottom too. I love sucking shecocks and hv sucked quite few in pune. Story begins when I was looking for some trans partner on Planet Romeo I came acro... read more

Stud4Shemale April 14, 2024 100%

Shopping plus extras!!!

Hi, so as you can probably imagine I buy a lot of underwear and have a few favourite places to shop. My favourite by far is Ann Summers. The range is great and the staff are so helpful . Anyway back to the story. So I decided to go get some new underwear to see in the new year, I got myself up and d... read more

Samantha Jewels January 6, 2023 100%

Dick And Ass

I don't have this kind of sex often, I feel like it's wrong to want this, wrong to crave this so badly. I am by no means a sissy or a gay man. I have a wife a family.... I just need it the domination the surrender of all my will and being, the first thrust that hurts so fucking bad when it... read more

JustaSwitch1 June 15, 2016 82%

MA MAÎTRESSE MIRACLE

Sam tapota nerveusement ses doigts contre le verre à moitié plein. En règle générale, vous êtes censé boire un coup avec une gorgée, mais sa tolérance à l'alcool n'était pas exactement la meilleure et le bourbon dans la tasse servait vraiment plus de courage liquide à ce stade. Cela faisait ... read more

Femboy 2021 February 5, 2023 50%

J'ai enfin goûté la bonne chère/chair

Dépucelée en bon et du forme... Chose jamais osée depuis que je goûte la jouissance par tous les sens et dans tous ses sens... Je la découvris quand elle m'a sourit en guise de remerciement pour lui avoir cédé le passage dans la superette du bled où j'étais pour affaires. Sandales à ses pieds d... read more

hippocampus_171 November 9, 2022 50%

SOUMISSION CIEL ⚧️ ⚧️

J'ai regardé les pieds de ma mère se frotter lentement les uns contre les autres, les nylons de ses collants produisant ce son distinct et délicieux pour lequel j'étais si faible. *Suisse* Un pied posé sur l'autre, bougeant doucement et lentement, se caressant dans un mouvement hyp... read more

Femboy 2021 March 18, 2023 0%

Son fils se fait «punir» par maman

Les parents ont divorcé après que mon père ait été surpris en train de tricher. Après la séparation, j'ai choisi de vivre avec ma mère. Ma mère était très mécontente de la perte de son mari. Elle a commencé à fréquenter des hommes pour avoir des relations sexuelles. Tous les jours, je l'entendais se... read more

Femboy 2021 January 20, 2023 50%

Secrets débloqués

Je surfais sur mon PC quand ma copine s'est faufilée sur moi. Normalement, j'étais plus consciente, mais j'étais absorbée par mon regard sur les femmes; puis les femmes en lingerie; puis des hommes en lingerie, puis des hommes en lingerie se faisant fourrer le cul. J'avais assez raide et je la fr... read more

Femboy 2021 January 20, 2023 50%

DATES NUITS

My wife, Denise, and I have been happily married for over 10 years. Over the years, we have enjoyed a vibrant and adventurous sex life. As we've grown in our marriage, we have become very open and honest about our sexual fantasies and desires. Through the years, we have come to realize that my w... read more

Femboy 2021 February 7, 2023 50%

Betrayed Chapter 1

She's having an affair. I couldn't ignore it any longer; the evidence was right there on my monitor that Wednesday afternoon. I had felt so... tawdry – a word I had thought I would never use – hiring the detective to follow her, follow up on my suspicions. It was as though I was betrayin... read more

shemale lover May 28, 2012 100%

My First Time Out Part 3

Angelo was still working on Shayna's blonde wig. He fussed with it, combed it, and teased it. Angelo knew a romantic style was very important to Sir Dominique. Shayna was escorted to a tremendous makeup table. Saki placed a headband on her that stretched her scalp and raised her non-existent eyeb... read more

shemale lover October 18, 2011 100%

Betrayed Chapter 10

I would have loved to be waiting at the gate at O'Hare when Dianna de-planed from L.A. that Sunday night. I had to settle for the Baggage Claim Area. Those people working for the Transportation Security Administration have no sense of humor. I guess at eight dollars an hour, they can't afford one. T... read more

shemale lover May 30, 2012 100%

Pa-mie sex-agénaire

Luxure frénétique d’une pa-mie sex-agénaire; entre rêve et réalité Je n’avais jamais fantasmé de mec viril, même après avoir offert ma virginité; mais à une fabuleuse sissy. Avant mon Ѐre, mes préférences de fantasmes étaient toujours avec des lui-femme glabres, idem concernant mes relations d’aprè... read more

hippocampus_171 July 9, 2023 50%

Whatever Your Heart Desires Part 5

There was no way around it; I had fucked up, big time. First things first; I did what every rape victim is supposed to do. Detective Dottie Henson of the police department's Sex Crimes Unit took my report. She escorted me to the hospital to process a rape kit (neither of us expected anything usable ... read more

shemale lover December 9, 2012 100%