Free Shemale Stories

Karen, My School Teacher Part 4

Meeting my other teacher By FoxyHosed Next morning as I woke up, I jumped in my clothes and got myself a coffee, and went to school. I got in 15 minutes early because I didn't want to run into Karen. As I entered the door to the school, I saw some of my classmates. I thought the coast was clea... read more

FoxyHosed February 17, 2021 100%

Taste of My Girlfriend's Dildo

I can't think of anything I'd rather be doing than sneaking into my girlfriend's wardrobe while she's out and trying on her lingerie. The moment she leaves the house, I head for her garter belts, bras and knickers. I don't have anything to put into her 36C bra cups, and my cock barely fits her p... read more

shemale lover September 1, 2012 87%

The Seductive Seed of a Tranny MILF

The Seductive Seed of a Tranny MILF SugarandSalt Jackson got home and immediately curled up in bed. He didn't want to move for the rest of the weekend. He'd finally worked up the courage to ask a co-worker out at work. She politely rejected the invitation. Then later on in the day, Jackson spo... read more

Gwapo67 May 3, 2022 100%

FAIT POUR OBÉIR ⚧️ ⚧️

Mettons les choses au clair. Je ne suis pas gay, pas une poule mouillée ou un pédé, je suis un hétérosexuel normal de 30 ans, d'accord ! Alors pourquoi vous demandez vous si j'écris ceci vêtue d'une robe bleu foncé, de bas noirs avec porte-jarretelles, d'une culotte bleu clair avec un motif à pois b... read more

Femboy 2021 March 26, 2023 100%

ADAM PERD UN PARI ⚧️ ⚧️

La dernière feuille d'automne est tombée au sol alors que j'emballais le dernier de mes livres dans une boîte en carton. Je n'en ai jamais lu aucun, mais ma mère était catégorique pour que je garde chacun d'eux. En raison de problèmes financiers, notre emballage et notre déménagement ont été retardé... read more

Femboy 2021 April 15, 2023 50%

When the Boss found out

Id been working in a new office job for a few months, keeping my secret life just that from the others who worked there. Before going out one night to a cd and gay bar in the city I was working late, knowing I wouldn't have the time to be back home, dressed and back into the city I decided... read more

sissychloe August 29, 2016 80%

My Awkward Phase

My Awkward Phase ©Alexandra Rios 2019 The greatest lie is that what happens in high school doesn't matter, because life begins in college. I pretended to agree, although I never believed it, for I was the world's greatest liar. Wannabees I was hanging out with my friends Quinn, Barb and Anne ... read more

the greatest liar June 14, 2019 85%

Karen, My School Teacher Part 5

The Bus Station By FoxyHosed I looked around, but no one was there. It was dark and pretty cold night outside. I felt the air blowing around and up my pantyhose encased legs and ass. Mmmm nice. I started walking to the bus stop a few blocks further down from the school. I felt very attractive g... read more

FoxyHosed March 15, 2021 100%

UNE NUIT AU CLUB ⚧️ ⚧️

Dani regarda nerveusement son reflet dans son fidèle miroir compact. Il était assis sur le siège passager de l'Escalade noire de Keyshawn, sur le point d'entrer dans l'un des clubs les plus exclusifs de la ville. Son mascara faisait battre ses cils naturellement épais de manière attrayante, son eye-... read more

Femboy 2021 February 17, 2023 50%

PRIS EN CULOTTE ET DOMINÉ ⚧️ ⚧️

J'adore porter des vêtements de poule mouillée, et je fantasme d'être contrôlée par une maîtresse dominatrice, qui m'oblige à porter ses vêtements, à prendre la bite de son petit ami dans ma bouche vierge, à faire l'amour avec sa grosse bite raide, à la gorge profonde jusqu'à ce qu'il vienne dans ma... read more

Femboy 2021 March 24, 2023 50%

I Fooled Everyone But the Black Pimp Part 4

Fuck. I said I wasn’t going to do any drugs and I’m drinking this Gatorade that I know has something in it. Trish said it would help my nerves, and it has, I feel loose…and very horny. When I’m usually horny my cock is hard but right now, I’m putting lotion on my body and I’m going really slow over ... read more

cdtampa4u May 17, 2023 100%

Towel Boi: Agreement Signed

Ralph moved the mouse to wake up the computer. He navigated to his legal docs account and downloaded a generic pre-existing relationship agreement. He asked for the spelling of the new hire’s first and last name. “First name K-A-S-E-Y. Last name S-T-E-V-E-N-S.” “Got it,” acknowledged the owner. ... read more

Faggyboi and Puzziboi November 14, 2023 100%

Towel Boi: Heading to Work

“Goddamn, white boi! You got the best fuckin’ ass,” declared the father of two. His steel manly form perspired as he moved hard into the bottom. “Look at all that butt shake! Twerk it for me, baby boi!” “Yes, sir,” cooed Kasey, gyrating rhythmically. “Hell yeah! It’s like fucking two big ol’ ma... read more

Faggyboi and Puzziboi November 17, 2023 50%

One Special Night

Marilyn called me at the office with just three words. "It's on tonight." After a few moments of listening to the silence on the other end of the disconnected call, I realized what she was referring to. Immediately my cock began to swell, sliding slowly inside my satin panties unti... read more

shemale lover September 2, 2012 100%

Be My Bitch

After a long day at work, I get in my car, and look forward to the long drive home. It gives me time to unwind and relax. I try to forget about the hectic office and concentrate on my beautiful girlfriend waiting at home with that warm smile that she greets me with when I get there. However, tod... read more

Go Balls Deep or Go Home August 6, 2018 66%

Slut indiscretion

At 17, I had reputation among the people in my world. I had sucked more dicks than the average hooker. I had slept with men of every race creed and color. You can even throw in a mentally challenged lad or and autistic child as well. All because I loved getting sex. I think that a penis is the sexi... read more

Regina10 September 16, 2020 77%

SUMMER VACATION by Spanky de Bautumn

In our house, it was a well-known secret that my mother kept her change in the top drawer of her dresser. The same drawer she kept her slips, chemises, panties, and all other satin, nylon, or lacy ladies undergarments. During the summer, my brother and I would run to that wondrous drawer when... read more

SpankydeBautumn January 22, 2021 84%

IL M'APPARTIENT ⚧️ ⚧️

Jack avait une très grosse bite. Je sais juste qu'il l'a fait. Pour être honnête, je ne l'ai jamais vraiment découvert. Mais j'ai fantasmé sur lui, me faisant tenir sa bite dans ma main, m'apprenant à la téter, à caresser sa dureté avec ma langue, à sentir le bout de sa bite caresser mes amygdales, ... read more

Femboy 2021 March 24, 2023 50%

Towel Boi: You're Hired

Kasey Stevens woke up in his new studio apartment. The five-foot-nine, blue-eyed sissy with ash brown hair yawned and stretched before heading into the bathroom. He showered, taking good care to lather his rosy skin with strawberry scented body wash. He shaved his legs and rinsed off. Then, he appli... read more

Faggyboi and Puzziboi November 14, 2023 50%

From accidental trans porn addiction to a cum filled booty

One night when I was around 30 or so I was watching some porn, nothing unusual for a guy like me, aka a sex addict. Sex addiction is great if you’re Tiger Woods and swimming in poon, but for guys like me - regular, awkward, slightly handsome in a very boyish way, weirdos — it’s not that fun. We... read more

CDJaneBooty April 1, 2022 100%