Free Shemale Stories

Hung Trans Lesbians Fuck Two Ladyboys

Note 1: If you like Transsexuals, Trans Lesbians, Asian Ladyboys, Big Cocks, Extreme Cock Sucking, Anal Fucking, Anal Fisting, Semen Swallowing, Role Play, Orgies, BDSM, Cock Sounding and Foot Fetish this story is for you. Note 2: All the characters are over 21. The names are fictitious, but some... read more

darrell January 3, 2022 100%

CONTES DE FEMMES TRANS TOPS ⚧️ ⚧️

Être coincé au bureau tard un vendredi, c'est toujours nul. Alors que je remarquais que des subordonnés et des collègues quittaient le bâtiment alors que l'horloge sonnait cinq heures, certains d'entre eux s'arrêtant à la porte de mon bureau pour me souhaiter poliment un bon week-end... read more

Femboy 2021 March 19, 2023 100%

Banana Fetish

I was 27 and single and enjoying being free sort of the ‘sworn to fun loyal to non’ stage in young adulthood. I lived alone in a 1-bedroom apartment and loved working on my motorcycle which I kept in my living room. Most Friday nights for me were jamming out to music, enjoying a few beers and tinker... read more

AllenB February 16, 2023 91%

Mi primera vez con una trans.

La semana pasada estaba viendo porno como siempre lo hago, siempre mezclo entre el porno tradicional y el porno de aShemale. ya que bajo cierto punto de vista, me consideraba bisexual y ver a las traviesas me volvía loco, siempre deseaba penetrar esas colas mientras las bolas le colgaban. Eventua... read more

ceresitanueva August 6, 2019 100%

Finding out my next-door neighbor was a crossdressing beauty que

Finding out my next-door neighbor was a crossdressing beauty queen. I mean fetish is trans women, but I don’t mind blowing a load to a beautiful cross-dresser. I used to live in a small apartment complex in Queens New York. My neighbor was a guy name Luiz from Brazil. A very friendly and fl... read more

My Shemale Attraction February 12, 2023 100%

The Mole

Police work is a paramilitary occupation. Uniforms, rank, weapons, discipline…It can be exciting and interesting for some and boring for others. Some officers seem to find lots of action during their career (or maybe it finds them) while others never use their sidearm except for target practi... read more

shemale lover January 26, 2012 100%

Candy Pink Part 2

Chapter 4 My parents had a letter shortly after from the headmaster Mr. James Allen. I was to head out to CA before the start of winter term to get settled into the dorms and go through orientation. The letter said I should be there no later than December 1st and that they would arrange for me to... read more

shemale lover December 8, 2011 66%

Cross dressed slavery

Oh just try it on, don’t act so…stereotypical.” I started to protest again, I mean I was not trying to be a jerk, but I did not feel like serving as Leena’s dress dummy all afternoon. I felt uncomfortable enough around her and her clothes. The way she dressed made me craz... read more

shemale lover February 1, 2012 100%

Double Trouble

My mum split from my dad when I was sixteen and after a succession of boyfriends she recently started dating a guy called Vern. Big Vern as I called him worked in the British Army, stationed in the North of England. They met through the internet. The first time they saw each other mum and I travelle... read more

shemale lover November 5, 2012 92%

Tight Spot

XtinaSmith2017 Cody bit his lip as he looked over towards the shop, a little anxious about their planned endeavor but not wanting to come off as uncool to his friends, "Are you sure this is a good idea?" he asked. His friends grinned and laughed, playfully nudging him as they made their way ... read more

Gwapo67 July 22, 2022 100%

Trans State Private School

Tommy heard a rumor that the Trans State cheer leading squad (even though it had the prettiest, sexiest girls in the state), all had cocks hidden in their cheerleader panties. His school was playing Trans State that day, and Tommy had to find out if it was true. The squad was on the fie... read more

shemale lover January 4, 2012 100%

Oh Astrid!

Like most here I have watched a lot of porn over the years, AST being my favourite site and having enjoyed a lot of she ick beauty of all types, ages and descriptions it became my custom to sample, in real life what pleasures the cock of a beautiful tranny may provide. Most of the escorts visited... read more

Kinky Dee November 9, 2017 57%

The Biology of Music - I fucked my trans substitute teacher

I was never strong in school. I wasn't very interested in what we were being taught, and the teachers liked me enough to not give me too hard a time about it. I attended an all boys school. It was actually quite a religious school which makes this story all the more surprising. I was in the middle c... read more

terrifictim January 3, 2022 100%

Aunt Cindy's Bizarre World Part 2

Chapter 7 I am guessing it was just over an hour until I heard the door open. It was her again, Miss Sindy Satin my auntie. This time she was wearing just an under bust white satin corset, long boots in satin exactly like mine but in white and her long, white bridal satin gloves and a the ribbon ... read more

shemale lover December 2, 2011 80%

Bewitched, Bothered and Bewildered

Vivian flipped through his mum's mail order catalogue, turning to his favourite bit -- the lingerie section. She had asked him to choose something for his birthday, a new fishing rod perhaps, a couple of golfing irons to add to his set, or maybe even some new clothes. The catalogue provided some ... read more

shemale lover October 14, 2011 100%

A Helping Hand

It was late on a Friday night when I heard my parents arguing. It always happened whenever they were getting ready to throw a big party. My mother played the role of party planner and handled all of the details, but between caterers, musicians, and the other help something always went haywire. My fa... read more

shemale lover March 9, 2012 95%

Finally, a Vacation!!

My life has changed so much in the last 2 decades! When I discovered the existence of the trans gender, I was so excited that my life changed immeasurably for the better. I knew what I liked better than anything else. From not knowing trans folks existed, I went to running into them all the time. ... read more

GirlyArms May 20, 2021 100%

The Invitation Part 4

The light was gently filtering in through the curtains as Jack slowly drifted towards consciousness. For a moment or two of his half awake and half asleep state he was confused - something didn't quite feel right. He stirred in semi consciousness and his eyes shot open at the unfamiliar sensatio... read more

shemale lover October 1, 2011 50%

A Game within a Game Part 1

Epilogue Rob came home from work. His wife Jenny was waiting for him. In her hands she held a letter. Jenny said: "We received this letter today. It is sad news from Marion S. We have met her and her husband John a few times - do you remember? John has had a car accident while driving fas... read more

shemale lover March 5, 2012 100%

Whoops, I fucked my bosses son! Real story, written by a tgirl

Normally I never would have entertained the idea of sleeping with a co-worker but when I saw my boss’s son for the first time, that idea quickly went out the window. It wasn't like I didn't think about fucking my co-workers, I did… in fact, I would leave work some days leaking with precum from the v... read more

Madison Heights October 27, 2022 100%