Free Shemale Stories

Alessia and the Twins

Alessia and the Twins When the politician David Smallwood awoke that morning his thoughts immediately turned to Alessia, and he started to daydream about her, as he was wont to do now. He had several meetings scheduled for that day, including a rally promoting restrictions on gay and trans-gender... read more

Alessia Travestita July 21, 2023 100%

Alessia Mixes Politics and Pleasure

Victoria University is a prestigious institute of higher learning in Manchester, England. On this unusually warm day in May, a buzz circulated throughout the campus. Alesia Travestita was going to deliver a course in Political Theory. Alessia had given a popular course the previous year, but she sto... read more

Alessia Travestita July 21, 2023 100%

Alessia Travestita’s Adventures – Game, Set and Match

Chapter 1 – A chance meeting? Alessia sipped her double-espresso slowly, savouring the strong flavour and the sweet aroma as she gazed absent-mindedly out of the window, watching the passers-by on the walkway outside the coffee shop. It was approaching mid-day so she had chosen to sit inside out of... read more

Alessia Travestita July 20, 2023 100%

Brother of the Bride

“What in the ‘Get Out’ hell is going on here,” quizzed the warm, brownish-red woman with the Bantu knots as soon as they were safe inside the gold 1970 Deuce and a Quarter. “I don’t even know,” chuckled the driver as he jerked his head to get his short dreadlocks out of his line of sight. “Wel... read more

Faggyboi and Puzziboi July 15, 2023 0%

IRL: Magic City Classic

I get many requests asking me to share more of my real life experiences. Several of my stories contain elements of things that actually happened to me. But, I’ve decided to put together a new e-Book of my personal sexcapades. So, in that vein, here’s the first installment of my ‘In Real Life’ (IRL) ... read more

Faggyboi and Puzziboi July 14, 2023 100%

Captain John’s Playmate

Alessia Travestita’s Adventures – Episode 1 – Captain John’s Playmate. It was forecast to be a gloriously warm and sunny day, clear blue skies with a gentle warm breeze from the South. So I decided to leave the town behind and head out into the countryside for the day, get some fresh air, toning ex... read more

Alessia Travestita July 13, 2023 100%

the start of what to cum

I responded to an ad on Craigslist from some guy asking for help to move some furniture. He was paying pretty well and, after I practically laughed at him for asking if I could lift the furniture, he agreed to have me over to get it done. We moved everything around for what felt like hours, often mo... read more

oliviabecket23 July 4, 2023 83%

Bull Fucked

I have been trying for a while to get my friend Deon to completely let go and fuck me at his full potential. He is bigger than most of my BBC admirers and his skin is lighter too. With his lean muscular body over six and a half feet tall and his ten-and-a-half inch dick, I knew he could take me to a... read more

PetiteSlutKimberley July 4, 2023 100%

Vanarama Pt1

I had a Monday off work,went shopping and on the way home it hit me. The urge. The urge for cock. I think we all know, when it gets us, there's no point fighting it. So I diverted slightly and headed for my local cruising spot. Normally, I just go cruising at weekends, the layby on this Monday was p... read more

Streethawk75 June 16, 2023 100%

Cross dressing Aunt

CD Aunt Well, my uncle was a crossdresser, but the group is Aunt CD, so it is all kind of confusing. Back in the mid 80's I was fresh out of high school and was offered to spend the Summer with my uncle in TX, he was only 10 years older than I and was offering to let me stay with him so I could work... read more

PARUSHFAN June 14, 2023 100%